"Adderall" redirects here. For amphetamine as a general drug or chemical, see amphetamine.
Amphetamine mixed salts
|
Combination of |
amphetamine aspartate |
(25%) psychostimulant |
amphetamine sulfate |
(25%) psychostimulant |
dextroamphetamine saccharate |
(25%) psychostimulant |
dextroamphetamine sulfate |
(25%) psychostimulant |
Clinical data |
Trade names |
Adderall
Adderall ER
Adderall XR |
AHFS/Drugs.com |
monograph |
MedlinePlus |
a601234 |
Licence data |
US Daily Med:link |
Pregnancy cat. |
C (US) |
Legal status |
Schedule I (CA) Schedule II (US) |
Dependence liability |
High |
Routes |
Oral, insufflation, rectal, sublingual |
Identifiers |
CAS number |
300-62-9 Y 51-64-9 |
ATC code |
N06BA02 N06BA01 |
PubChem |
CID 3007 |
DrugBank |
DB00182 |
ChemSpider |
13852819 Y |
KEGG |
D03740 Y |
ChEBI |
CHEBI:2679 Y |
ChEMBL |
CHEMBL405 Y |
Y (what is this?) (verify)
|
Amphetamine mixed salts (also known as amphetamine and dextroamphetamine mixed salts, amphetamine salt combo, or simply amphetamine salts, and sold under the brand name Adderall) is a pharmaceutical drug used in the treatment of attention deficit hyperactivity disorder (ADHD) and narcolepsy. The active ingredient contained in this medication is a mixture of multiple salts of the stimulant amphetamine. There is a single commercial formulation only as of 2013, which contains a 3:1 ratio of dextroamphetamine (the dextrorotary or "right-handed" enantiomer) to levoamphetamine (the levorotary or "left-handed" enantiomer[1]). Amphetamine mixed salts are available in immediate release and extended release formulations.
Contents
- 1 Uses
- 1.1 Medical
- 1.1.1 Attention deficit hyperactivity disorder
- 1.1.2 Dosing and administration
- 1.2 Performance-enhancing
- 1.3 Recreational
- 2 Psychological effects
- 3 Side effects
- 3.1 Physical
- 3.2 Overdose
- 3.3 Dependence, addiction and withdrawal
- 3.4 Contraindications, interactions, and precautions
- 3.5 Psychosis
- 4 Mechanism of action
- 4.1 Pharmacokinetics
- 4.2 Detection of use
- 5 History
- 6 Commercial formulations
- 6.1 Historical
- 6.2 Current
- 7 Legal status
- 8 References
Uses[edit]
Medical[edit]
Amphetamine mixed salt is generally used for the treatment of ADHD and narcolepsy, the two conditions for which the United States Food and Drug Administration has approved its use.[2] However, it is sometimes prescribed off-label for other conditions such as depression. It has been used to treat obesity, but the American Society of Health-System Pharmacists does not recommend this use.[3] Nearly 14 million monthly prescriptions for the condition were written for Americans ages 20 to 39 in 2011, two and a half times the 5.6 million just four years before, according to the data company I.M.S. Health.[4]
In non-human primates, long-term exposure to amphetamine throughout adolescence has no discernible adverse effect on their physiology, behavior, or dopamine system development.[5][6]
Attention deficit hyperactivity disorder[edit]
The comparative effectiveness of treatment options for children with ADHD, including different amphetamine medications, has been studied by the US Agency for Health Care Research and Quality,[7] and summarized for parents.[8] Amphetamines may improve ADHD symptoms in children over the age of six, but there is not enough evidence to be sure.[7] Use for younger children and use for longer than a year in particular requires further study.[7]
Amphetamine mixed salts have also been shown to reduce ADHD in adults, but research is limited.[9] According to Millchap et al., "a multicenter, placebo-controlled trial of amphetamine treatment for ADHD in Sweden found significant improvements in attention, hyperactivity, and disruptive behaviors and a mean change in IQ of +4.5 after more than 9 months of amphetamine [use];" however, the authors note that the population in the study had a remarkably high incidence of comorbid disorders associated with ADHD.[10] Consequently, they asserted that other long-term trials of stimulants in ADHD with less comorbidity would be expected to show greater functional improvements and fewer side effects.[11]
Dosing and administration[edit]
Amphetamine mixed salts is available as immediate release form or extended-release form.[12] The extended release capsule is generally used in the morning.[13] Generic forms are available in some doses.[8] The extended release formulation available under the brand Adderall XR is designed to provide therapeutic effect and plasma concentrations identical to taking two doses 4 hours apart.[14]
Performance-enhancing[edit]
Therapeutic doses of psychostimulants, like amphetamine and methylphenidate, improve performance on working memory tests both in normal functioning individuals and those with ADHD; moreover, these stimulants also act on general levels of arousal and, within the nucleus accumbens, improve task saliency.[15] Thus, stimulants improve performance on effortful and tedious tasks as well.[15] Consequently, Adderall, an amphetamine mixture, is used by some college and high-school students as a study and test-taking aid.[16] In contrast, at abused (much higher) doses, stimulants can interfere with working memory and cognitive control.[15]
In addition, amphetamine is also used by some professional, collegiate and high school athletes for its strong stimulant effects;[17][18][19] in competitive sports, this form of use is prohibited by anti-doping regulations.[19] At moderate therapeutic doses, amphetamine has been shown to increase physical strength,[19] acceleration,[19] stamina,[19][20] and endurance,[19][20] while reducing reaction time.[19] Like methylphenidate and bupropion, amphetamine increases stamina and endurance in humans primarily through reuptake inhibition and effluxion of dopamine in the central nervous system.[20]
Recreational[edit]
Amphetamine is considered to have a high potential for misuse and a high liability for dependence and listed as Schedule II in the US,[21][22] Schedule II in the UN Convention of Psychotropic Substances and Schedule I in Canada (CSA).[23] Amphetamine mixed salts is a drug of abuse.[24] Amphetamine salts can be crushed, and snorted or dissolved in water and injected.[25] Injection into the bloodstream can be dangerous because insoluble fillers within the tablets can block small blood vessels.[25]
Recreational use of amphetamines is exceedingly dangerous, especially when used at very high doses. Research has shown that amphetamine binges in lab animals cause neurotoxicity in dopaminergic pathways, resulting in permanent but not irreversible cognitive impairments.[26] Moreover, extremely high doses of amphetamine can induce rapid muscle breakdown, repetitive or stereotyped behaviors, catecholaminergic/adrenergic storm, and coma.[27][28] An amphetamine overdose is rarely fatal with appropriate care.[29]
In 2012, the US National Institute on Drug Abuse (NIDA) published the following prevalence statistics for adolescent use of prescription amphetamine and Adderall within the past year:[30]
|
Amphetamine |
Adderall |
8th-graders |
2.90% |
1.70% |
10th-graders |
6.50% |
4.50% |
12th-graders |
7.90% |
7.60% |
Psychological effects[edit]
Psychological effects can include euphoria, anxiety, increased libido, alertness, concentration, energy, self-esteem, self-confidence, sociability, irritability, psychosomatic disorders, psychomotor agitation, grandiosity, repetitive and obsessive behaviors, and paranoia. With chronic and/or high doses, amphetamine psychosis can occur. Occasionally this psychosis can occur at therapeutic doses during chronic therapy as a treatment emergent side effect.[31][32] According to the US FDA, "there is no systematic evidence that stimulants cause aggressive behavior or hostility."[33]
Side effects[edit]
Physical[edit]
At normal therapeutic doses, the physical side effects of amphetamine vary widely by age and among individuals;[33] these side effects can include abdominal pain, acne, arrhythmias, blood shot eyes, blurred vision, bruxism, constipation, diaphoresis, diarrhea, dilated pupils, dizziness, dry and/or itchy skin, dry mouth, erectile dysfunction, fever, flushing, headache, hypertension or hypotension, indigestion, insomnia, loss of appetite, mood swings, nausea, nervousness, numbness, pallor, palpitations, Raynaud's phenomenon (secondary), reduced seizure threshold, restlessness, tachycardia, tachypnea, tics, vasoconstriction or vasodilation, vomiting, and weight loss.[33][34] Dangerous physical side effects are exceedingly rare in typical pharmaceutical doses.[35] Amphetamines stimulate the medullary respiratory centers, which increases the rate of respiration and produces deeper breaths.[36] In a normal individual, amphetamines do not noticeably increase the rate of respiration or produce deeper breaths, but when respiration is already compromised, amphetamines may stimulate respiration.[36]
Recent studies by the FDA indicate that, in children, young adults, and adults, there is no association between serious adverse cardiovascular events (sudden death, myocardial infarction, and stroke) and the medical use of amphetamines or other ADHD stimulants.[37][38][39]
Amphetamine mixed salts is in FDA pregnancy category C.[2] This means that detriments to the fetus have been observed in animal studies, that adequate human studies have not been conducted, and that it may still be prescribed to pregnant women in some circumstances.[40] Studies on rats show long-term neurological and behavioral changes resulting from prenatal and early postnatal exposure to amphetamines.[41][42]
A study on comparative effects between amphetamine mixed salts and methylphenidate in children who have been treated for a year or more have shown a temporary decrease in growth rate that does not affect final adult height. Change in weight was reported as slightly greater for amphetamine mixed salts and authors concluded that the result may be clinically insignificant.[43]
Overdose[edit]
An amphetamine overdose is rarely fatal with appropriate care,[29] but can lead to a number of different symptoms that vary widely among individuals.[33] A moderate overdose may induce symptoms including: agitation, arrhythmia, confusion, dysuria, hypertension or hypotension, hyperreflexia, myalgia, tachypnea, tremor, urinary hesitancy, and urinary retention.[33][36] An extremely large overdose may produce symptoms such as adrenergic storm, anuria, cardiogenic shock, circulatory collapse, hyperthermia, psychosis, pulmonary hypertension, renal failure, rhabdomyolysis, serotonin syndrome, and stereotypy.[27][28][32][33][36][44][45] Fatal amphetamine poisoning usually also involves convulsions and coma.[33]
Dependence, addiction and withdrawal[edit]
Tolerance is developed rapidly in amphetamine abuse; therefore, periods of extended use require increasing amounts of the drug in order to achieve the same effect.[46] According to a Cochrane Collaboration review on the topic, "when chronic heavy users abruptly discontinue amphetamine use, many report a time-limited withdrawal syndrome that occurs within 24 hours of their last dose."[47] This review noted that withdrawal symptoms in chronic, heavy users are frequent, occurring in up to 87.6% of cases, and persists for three to four weeks with a marked "crash" phase occurring during the first week.[47] Amphetamine withdrawal symptoms can include fatigue, dysphoric mood, increased appetite, vivid or lucid dreams, hypersomnia or insomnia, suicidal ideation, increased movement or decreased movement, anxiety, and drug craving.[47]
Contraindications, interactions, and precautions[edit]
- MAOIs (monoamine oxidase inhibitors, e.g., phenelzine, selegiline, iproniazid, etc.) —There is a high risk of a hypertensive crisis if amphetamine is administered within two weeks after last use of an MAOI type drug. Preliminary trials of low-dose amphetamine and MAOIs being administered together are in progress. However, this is to be done only under strict supervision of the prescribing parties.
- SSRIs (selective serotonin reuptake inhibitors, e.g., fluvoxamine, citalopram, paroxetine, etc.) — While a common combination, and although rare, the risk for serotonin syndrome exists. (Use only when directed)
- NRIs (norepinephrine reuptake inhibitors, e.g., atomoxetine, etc.) — NRI medications and amphetamine both enhance noradrenergic activity. Possible augmentation/potentiation of effects. (Use only when directed)
- SNRIs (selective serotonin-norepinephrine reuptake inhibitors) — See SSRIs and NRIs.
- Bupropion — Both bupropion and amphetamine have noradrenergic and dopaminergic activity. Bupropion is a potent CYP2D6 inhibitor. Bupropion has pro-convulsant properties that may be enhanced or cumulatively potentiated by amphetamine.[48] (Use only when directed)
- Monoaminergic tricyclic antidepressant — See NRIs, SNRIs, and SSRIs. Possible potentiation of serotonin-, dopamine-, and/or norepinephrine-related drug effects. The combination of monoaminergic tricyclics and amphetamine compounds has been associated with increased sympathomimetic effects. The exceptions to this class (i.e. non-monoaminergic tricyclic antidepressants) include the glutamatergic tricyclic tianeptine and sigmaergic tricyclic opipramol.
- CYP2D6 (liver enzyme) inhibitors, e.g., Bupropion and most SSRIs such as fluoxetine, citalopram, paroxetine, etc. Some anti-psychotics such as thioridazine, haloperidol, and levomepromazine, as well as cocaine, the opioid agonist methadone, and others. It is important to determine if any medication or drug taken is a CYP2D6 inhibitor. Taking a CYP2D6-inhibiting drug along with amphetamine will lead to an elevated level of amphetamine in the system, resulting in the drug's remaining in the body for a longer period, which can lead to undesirable and possibly serious side effects.
- Individuals with pre-existing cardiac conditions or mental illnesses.
- Individuals with a history of drug abuse
Psychosis[edit]
Main article: Stimulant psychosis
Abuse of amphetamines can result in a stimulant psychosis which may present with a variety of symptoms (e.g. paranoia, hallucinations, delusions). A Cochrane Collaboration review on treatment for amphetamine, dextroamphetamine, and methamphetamine induced psychosis[49] states that about 5-15% of users fail to recover completely.[50] The same review asserts that, based upon at least one trial, antipsychotic medications effectively resolve the symptoms of acute amphetamine psychosis.[49] An amphetamine psychosis may also develop occasionally as a treatment-emergent side effect.[31]
Mechanism of action[edit]
Main article: Amphetamine#Pharmacology
Amphetamine has been identified as a potent agonist of trace amine-associated receptor 1 (TAAR1) (aka "TAAR1"), a GPCR, discovered in 2001, that is important for regulation of monoaminergic systems in the brain.[51] Activation of TAAR1 increases cAMP production via adenylyl cyclase activation and inhibits the function of the dopamine transporter, norepinephrine transporter, and serotonin transporter, as well as induce effluxion of these neurotransmitters.[51][52][53][54][55] Amphetamine is a substrate for a specific neuronal synaptic vesicle uptake transporter called VMAT2.[56] When amphetamine is taken up by VMAT2, the vesicle releases (effluxes) dopamine, norepinephrine, and serotonin, among other monoamines, into the cytosol in exchange.[56]
Dextroamphetamine (the dextrorotary enantiomer) and levoamphetamine (the levorotary enantiomer) have different pharmacological properties.[57] Dextroamphetamine is several times more potent in the central nervous system than levoamphetamine, but the two isomers have comparable activity in the peripheral nervous system.[58] The overall greater potency of dextroamphetamine to central actions suggests that this form may have a higher potential for abuse.[59]
Levoamphetamine provides mixed amphetamine salts quicker onset and longer-lasting effects than dextroamphetamine alone.[60] It has been reported that certain children have a better clinical response to levoamphetamine.[61]
Pharmacokinetics[edit]
The half-lives of amphetamines vary with age and stereochemistry, with dextroamphetamine being processed faster than levoamphetamine.[33] The half life for dextroamphetamine is 9 hours for children of ages 6–12, 11 hours in adolescents aged 13–17, and 10 hours in adults.[33] For levoamphetamine, the half-life is 11 hours for children of ages 6–12, 13–14 hours in adolescents aged 13–17, and 13 hours in adults.[33] Both isomers reach peak plasma concentrations at 3 hours post-dose.[33] Amphetamine is eliminated renally with a fraction of the drug being excreted unchanged (30–40%) at normal urinary pH.[33] Amphetamine is a weak base with a pKa of 9–10; consequently, when the urinary pH is basic, more of the drug is in its free base form and less is excreted.[33] When urine pH is abnormal, the urinary recovery of amphetamine may range from 1–75%, depending on whether urine is too alkaline or acidic respectively.[33] Amphetamine is usually eliminated within two days of the last oral dose.[62] Apparent half-life and duration of effect increase with repeated use and accumulation of drug.[63][64]
Metabolism occurs mostly in the liver by the cytochrome P450 (CYP) detoxification system; CYP2D6 and FMO are the only enzymes currently known to metabolize amphetamine in humans.[33][65] Amphetamine has a variety of excreted metabolic products, including 4‑hydroxyamfetamine, 4‑hydroxynorephedrine, 4‑hydroxyphenylacetone, α‑hydroxy‑amphetamine, benzoic acid, hippuric acid, norephedrine, phenylacetone, and phenylisopropanol.[33][62][67] Among these metabolites, the active sympathomimetics are 4‑hydroxyamphetamine,[68] 4‑hydroxynorephedrine,[69] and norephedrine.[70]
The main metabolic pathways involve aromatic para-hydroxylation, aliphatic alpha- and beta-hydroxylation, N-oxidation, N-dealkylation, and deamination.[33][62] The known pathways include:[33][67]
Much of amphetamine is excreted unchanged in the urine; however, the main metabolites, by percent recoverable, are 4‑hydroxyamphetamine, and norephedrine.
[67]
Detection of use[edit]
Techniques such as immunoassay may cross-react with a number of sympathomimetics drugs, so chromatographic methods specific for amphetamine should be employed to prevent false-positive results. Chiral techniques may be employed to help distinguish the source of the drug, whether obtained legally (by prescription) or illegally or possibly as a result of formation from a prodrug such as lisdexamfetamine or selegiline. Chiral separation can be used to differentiate amphetamine mixed salts use from use of another prescription form of amphetamine or from use of illicit amphetamine[71][72][73]
History[edit]
Adderall is available as an instant-release (IR) and an extended-release (XR) drug. Adderall instant-release is manufactured today by Teva and Barr Pharmaceuticals. Shire Pharmaceuticals, the creator of Adderall IR, no longer produces it. However, Shire does continue to manufacture the extended-release version of Adderall ("Adderall XR"). Richwood Pharmaceuticals (later merged with Shire) introduced the Adderall brand in 1996 in the form of a multi-dose, instant-release tablet derived from an original formula of the weight management drug Obetrol. In 2006, Shire agreed to sell rights to the Adderall name for this instant-release medication to Duramed Pharmaceuticals[74] DuraMed Pharmaceuticals was acquired by Teva Pharmaceuticals in 2008 when Teva completed its acquisition of Barr Pharmaceuticals (including Barr's Duramed division).[75] Therefore, following its acquisition of Duramed, Teva is in the somewhat unusual position of manufacturing both a generic formulation of Adderall instant-release (under its Barr Division) as well as "brand name" Adderall (under its DuraMed division.)
In 2001, Shire introduced an extended-release preparation of these ingredients in a variety of dosages under the brand name "Adderall XR," on which Shire retains exclusive patent rights until the patent expires, expected in 2018.[76] Shire was unable to extend patents by evergreening and generic version of Adderall XR became available in 2009.[77] In 2009, Barr and Shire reached a settlement agreement permitting Barr to offer a generic form of the drug beginning April 1, 2009.[78]
Patent disputes[edit]
Manufacturer's claims of instant release have been disputed. A US patent granted for Adderall[79] was a pharmaceutical composition patent listing a rapid immediate-release oral dosage form. No claim of increased or smooth drug delivery was made. A study by James and colleague as published in the November 2001 issue of the Journal of the American Academy of Child and Adolescent Psychiatry, placebo-controlled crossover study conducted among 35 children ages 5–12 indicated that patients behaved similarly to those having taken other immediate-release amphetamines. The authors found that sustained-release dextro-amphetamine (the main isomeric-amphetamine component of Adderall) had a longer duration of action; however, D-amphetamine was less effective in the first few hours.[80]
Commercial formulations[edit]
Historical[edit]
Rexar, a pharmaceutical company, reformulated another drug, branded as Obetrol, to exclude methamphetamine and continued to sell this new formulation under the same brand name. This new unapproved formulation was later rebranded and sold as Adderall by Richwood after it acquired Rexar resulting in FDA warning in 1994. Richwood submitted this formulation as NDA 11-522 and Adderall gained FDA approval for the treatment of attention-deficit/hyperactivity disorder therapy on February 13, 1996.[81]
Current[edit]
Amphetamine mixed salts is a psychostimulant medication used primarily for the treatment of ADHD and narcolepsy.[3]
It is a mixture of amphetamine salts consisting of equal amounts by mass of:[14]
- amphetamine aspartate monohydrate (racemic)
- amphetamine sulfate (racemic)
- dextroamphetamine sulfate
- dextroamphetamine saccharate
This mixture acts as a dopamine releasing agent, dopamine reuptake inhibitor, norepinephrine releasing agent, norepinephrine reuptake inhibitor and can be mildly serotonergic.[41]
Amphetamine mixed salts are available in immediate release and extended release formulations. The immediate release formulation is indicated for use in ADHD and narcolepsy,.[12] The extended release formulation only approved for the treatment of ADHD.[41]
Legal status[edit]
- In Canada, amphetamines are in Schedule I of the Controlled Drugs and Substances Act, and can only be obtained by prescription.[82]
- In Japan, the use, production, and import of any medicine containing amphetamine are prohibited.[83][84]
- In South Korea, amphetamines are prohibited.[85]
- In Thailand, Amphetamines are classified as Type 1 Narcotics.[86]
- In the United Kingdom, amphetamines are regarded as Class B drugs. The maximum penalty for unauthorized possession is five years in prison and an unlimited fine. The maximum penalty for illegal supply is 14 years in prison and an unlimited fine.[87]
- In the United States, amphetamine is a Schedule II prescription drug, classified as a CNS (central nervous system) stimulant.[88]
- Internationally (United Nations), amphetamine is in Schedule II of the Convention on Psychotropic Substances[89][90]
References[edit]
- ^ Enantiomers are molecules that are "mirror images" of one another; they are structurally identical but of the opposite orientation, like left and right hands
- ^ a b "Adderall". Drugs.com. Retrieved 20 May 2013.
- ^ a b "Adderall". The American Society of Health-System Pharmacists. Retrieved 24 May 2013.
- ^ Schwartz A (2013-02-13). "Drowned in a Stream of Prescriptions". New York Times.
- ^ Soto PL, Wilcox KM, Zhou Y, Kumar A, Ator NA, Riddle MA, Wong DF, Weed MR (November 2012). "Long-term exposure to oral methylphenidate or dl-amphetamine mixture in peri-adolescent rhesus monkeys: effects on physiology, behavior, and dopamine system development". Neuropsychopharmacology 37 (12): 2566–79. doi:10.1038/npp.2012.119. PMC 3473325. PMID 22805599.
- ^ Volkow ND (November 2012). "Long-term safety of stimulant use for ADHD: findings from nonhuman primates". Neuropsychopharmacology 37 (12): 2551–2. doi:10.1038/npp.2012.127. PMC 3473329. PMID 23070200.
- ^ a b c Charach A, Dashti B, Carson P, Booker L, Lim CG, Lillie E, Yeung E, Ma J, Raina P, Schachar R (October 2011). "Attention Deficit Hyperactivity Disorder: Effectiveness of Treatment in At-Risk Preschoolers; Long-Term Effectiveness in All Ages; and Variability in Prevalence, Diagnosis, and Treatment". AHRQ Comparative Effectiveness Reviews (Agency for Healthcare Research and Quality) 44. PMID 22191110.
- ^ a b John M. Eisenberg Center for Clinical Decisions and Communications Science (June 2012). "Treatment Options for ADHD in Children and Teens: A Review of Research for Parents and Caregivers". Comparative Effectiveness Review Summary Guides for Consumers. Agency for Healthcare Research and Quality. Retrieved 20 June 2013.
- ^ Castells X, Ramos-Quiroga JA, Bosch R, Nogueira M, Casas M (2011). "Amphetamines for Attention Deficit Hyperactivity Disorder (ADHD) in adults". In Castells, Xavier. Cochrane Database Syst Rev (6): CD007813. doi:10.1002/14651858.CD007813.pub2. PMID 21678370.
- ^ Millichap JG (2010). Attention deficit hyperactivity disorder handbook : a physician's guide to ADHD (2nd ed.). New York: Springer. p. 122. ISBN 978-1-4419-1396-8.
- ^ Millichap JG (2010). Attention deficit hyperactivity disorder handbook : a physician's guide to ADHD (2nd ed.). New York: Springer. p. 123. ISBN 978-1-4419-1396-8.
- ^ a b "ADDERALL (CII)" (PDF). Food and Drug Administration. February 2007. Retrieved 2009-06-23.
- ^ "Amphetamine/Dextroamphetamine (by mouth)". Micromedex consumer medication information. Truven Health Analytics. Retrieved 20 June 2013.
- ^ a b "Medication Guide Adderall XR". US Food and Drug Administration (FDA). Retrieved 19 May 2013.
- ^ a b c Malenka EJ, Nestler SE, Hyman RC (2009). "Chapter 13: Higher Cognitive Function and Behavioral Control". Molecular neuropharmacology: a foundation for clinical neuroscience (2nd ed.). New York: McGraw-Hill Medical. p. 318. ISBN 978-0-07-148127-4.
- ^ Twohey M (25 March 2006). "Pills become an addictive study aid". JS Online. Archived from the original on 15 August 2007. Retrieved 2 December 2007.
- ^ Yesalis CE, Bahrke M (2005-12). "Anabolic Steroid and Stimulant Use in North American Sport between 1850 and 1980". Sport in History 25 (3): 434–451. doi:10.1080/17460260500396251. Retrieved 2 December 2007.
- ^ "National Study of Substance Use Trends Among NCAA College Student-Athletes". NCAA Publications. NCAA. Retrieved 8 October 2013.
- ^ a b c d e f g Liddle, DG; Connor, DJ (2013 Jun). "Nutritional supplements and ergogenic AIDS". Primary care 40 (2): 487–505. doi:10.1016/j.pop.2013.02.009. PMID 23668655.
- ^ a b c Roelands B, de Koning J, Foster C, Hettinga F, Meeusen R (May 2013). "Neurophysiological determinants of theoretical concepts and mechanisms involved in pacing". Sports Med 43 (5): 301–11. doi:10.1007/s40279-013-0030-4. PMID 23456493.
- ^ "Commonly Abused Prescription Drugs Chart". National Institute on Drug Abuse. Retrieved 2012-05-07.
- ^ "Stimulant ADHD Medications - Methylphenidate and Amphetamines". National Institute on Drug Abuse,. Retrieved 2012-05-07.
- ^ Government of Canada. "Controlled Drugs and Substances Act". S.C. 1996, c. 19, last amended on 2012-11-06. Government of Canada. Retrieved 20 June 2013.
- ^ "Amphetamines" (PDF). Drug Fact Sheet. U.S. Drug Enforcement Administration.
- ^ a b "National Institute on Drug Abuse. 2009. Stimulant ADHD Medications - Methylphenidate and Amphetamines". National Institute on Drug Abuse. Retrieved 27 February 2013.
- ^ Berman, S M; Kuczenski, R; McCracken, J T; London, E D (12 August 2008). "Potential adverse effects of amphetamine treatment on brain and behavior: a review". Molecular Psychiatry 14 (2): 123–142. doi:10.1038/mp.2008.90. PMC 2670101. PMID 18698321.
- ^ a b Oskie SM, Rhee JW (11 February 2011). "Amphetamine Poisoning". Emergency Central. Wolters Kluwer Health Lippincott Williams & Wilkins. Retrieved 11 June 2013.
- ^ a b Isbister, GK; Buckley, NA; Whyte, IM (2007 Sep 17). "Serotonin toxicity: a practical approach to diagnosis and treatment". The Medical journal of Australia 187 (6): 361–5. PMID 17874986.
- ^ a b Spiller HA, Hays HL, Aleguas A (June 2013). "Overdose of Drugs for Attention-Deficit Hyperactivity Disorder: Clinical Presentation, Mechanisms of Toxicity, and Management". CNS Drugs 27 (7): 531–43. doi:10.1007/s40263-013-0084-8. PMID 23757186.
- ^ "Prescription Drugs". National Institute on Drug Abuse. Retrieved 3 November 2013.
- ^ a b Berman SM, Kuczenski R, McCracken JT, London ED (February 2009). "Potential adverse effects of amphetamine treatment on brain and behavior: a review". Mol. Psychiatry 14 (2): 123–42. doi:10.1038/mp.2008.90. PMC 2670101. PMID 18698321.
- ^ a b O'Connor PG. "Amphetamines". Merck Manual for Health Care Professionals. Merck Sharp & Dohme Corp. Retrieved 8 May 2012.
- ^ a b c d e f g h i j k l m n o p q r "Adderall XR Prescribing Information". United States Food and Drug Administration. United States Food and Drug Administration. Retrieved 7 October 2013.
- ^ Vitiello B (April 2008). "Understanding the risk of using medications for attention deficit hyperactivity disorder with respect to physical growth and cardiovascular function". Child Adolesc Psychiatr Clin N Am 17 (2): 459–74. doi:10.1016/j.chc.2007.11.010. PMC 2408826. PMID 18295156.
- ^ Trevor AJ, Katzung BG, Masters SB, Knuidering-Hall M (2012). "Chapter 32. Drugs of Abuse". Katzung & Trevor's Pharmacology Examination and Board Review (10th ed.). McGraw Hill Professional. pp. 279–286. ISBN 978-0-07-178924-0.
- ^ a b c d Westfall DP, Westfall TC (2010). "12: Adrenergic Agonist and Antagonists". In Brunton LL, Chabner BA, Knollmann BC. Goodman & Gilman's Pharmacological Basis of Therapeutics (12th ed.). New York: McGraw-Hill. pp. 277–334. ISBN 978-0071624428.
- ^ Adverse Effects of Psychostimulant Medications Working Group. "ADHD Medications and Risk of Stroke In Young and Middle-Aged Adults". Effective Health Care Program Research Report No. 36 AHRQ Publication No. 12-EHC011-EF. Agency for Health Care Research and Quality, United States Department of Health and Human Services. Retrieved 11 June 2013.
- ^ Adverse Effects of Psychostimulant Medications Working Group. "ADHD Medications and Risk of Serious Coronary Heart Disease in Young and Middle-Aged Adults". Effective Health Care Program Research Report No. 36. AHRQ Publication No. 12-EHC011-EF. Agency for Health Care Research and Quality, United States Department of Health and Human Services. Retrieved 11 June 2013.
- ^ Adverse Effects of Psychostimulant Medications Working Group (November 2011). "Attention Deficit Hyperactivity Disorder Medications and Risk of Serious Cardiovascular Disease in Children and Youth". Effective Health Care Program Research Report No. 12-EHC006-EF. Agency for Health Care Research and Quality, United States Department of Health and Human Services. Retrieved 11 June 2013.
- ^ "FDA Pregnancy Categories" (PDF). University of Washington Drug Information Center.
- ^ a b c "Adderall XR prescribing information". Shire US. March 2009. Retrieved 2009-06-23.
- ^ Barkley RA (2010). Taking Charge of Adult ADHD. New York: The Guilford Press. p. 122. ISBN 1-60623-710-1.
- ^ Pliszka SR, Matthews TL, Braslow KJ, Watson MA (May 2006). "Comparative effects of methylphenidate and mixed salts amphetamine on height and weight in children with attention-deficit/hyperactivity disorder". J Am Acad Child Adolesc Psychiatry 45 (5): 520–6. doi:10.1097/01.chi.0000205702.48324.fd. PMID 16670648.
- ^ Knoben JE, Anderson PO (1988). Handbook of Clinical Drug Data (6th ed.). Drug Intelligence Publications, Inc. p. 90.
- ^ Albertson TE (2011). "Amphetamines". In Olson KR, Anderson IB, Benowitz NL, Blanc PD, Kearney TE, Kim-Katz SY, Wu AHB. Poisoning & Drug Overdose (6th ed.). New York: McGraw-Hill Medical. pp. 77–79. ISBN 978-0071668330.
- ^ "Amphetamines: Drug Use and Abuse: Merck Manual Home Edition". Merck. Archived from the original on 17 February 2007. Retrieved 28 February 2007.
- ^ a b c Shoptaw SJ, Kao U, Heinzerling K, Ling W (2009). "Treatment for amphetamine withdrawal". In Shoptaw, Steven J. Cochrane Database Syst Rev (2): CD003021. doi:10.1002/14651858.CD003021.pub2. PMID 19370579.
- ^ Stahl SM, Pradko JF, Haight BR, Modell JG, Rockett CB, Learned-Coughlin S (2004). "A Review of the Neuropharmacology of Bupropion, a Dual Norepinephrine and Dopamine Reuptake Inhibitor". Prim Care Companion J Clin Psychiatry 6 (4): 159–166. doi:10.4088/PCC.v06n0403. PMC 514842. PMID 15361919.
- ^ a b Shoptaw SJ, Kao U, Ling W (2009). "Treatment for amphetamine psychosis (Review)". Cochrane Database of Systematic Reviews (1).
- ^ Hofmann FG. A handbook on drug and alcohol abuse: the biomedical aspects. 2nd Edition. New York: Oxford University Press, 1983.
- ^ a b Bunzow JR, Sonders MS, Arttamangkul S, Harrison LM, Zhang G, Quigley DI, Darland T, Suchland KL, Pasumamula S, Kennedy JL, Olson SB, Magenis RE, Amara SG, Grandy DK (December 2001). "Amphetamine, 3,4-methylenedioxymethamphetamine, lysergic acid diethylamide, and metabolites of the catecholamine neurotransmitters are agonists of a rat trace amine receptor". Mol. Pharmacol. 60 (6): 1181–8. PMID 11723224.
- ^ Borowsky B, Adham N, Jones KA, Raddatz R, Artymyshyn R, Ogozalek KL, Durkin MM, Lakhlani PP, Bonini JA, Pathirana S, Boyle N, Pu X, Kouranova E, Lichtblau H, Ochoa FY, Branchek TA, Gerald C (July 2001). "Trace amines: identification of a family of mammalian G protein-coupled receptors". Proc. Natl. Acad. Sci. U.S.A. 98 (16): 8966–71. Bibcode:2001PNAS...98.8966B. doi:10.1073/pnas.151105198. PMC 55357. PMID 11459929.
- ^ Xie Z, Westmoreland SV, Miller GM (May 2008). "Modulation of monoamine transporters by common biogenic amines via trace amine-associated receptor 1 and monoamine autoreceptors in human embryonic kidney 293 cells and brain synaptosomes". J. Pharmacol. Exp. Ther. 325 (2): 629–40. doi:10.1124/jpet.107.135079. PMID 18310473.
- ^ Xie Z, Westmoreland SV, Bahn ME, Chen GL, Yang H, Vallender EJ, Yao WD, Madras BK, Miller GM (April 2007). "Rhesus monkey trace amine-associated receptor 1 signaling: enhancement by monoamine transporters and attenuation by the D2 autoreceptor in vitro". J. Pharmacol. Exp. Ther. 321 (1): 116–27. doi:10.1124/jpet.106.116863. PMID 17234900.
- ^ Miller, GM (2011 Jan). "The emerging role of trace amine-associated receptor 1 in the functional regulation of monoamine transporters and dopaminergic activity". Journal of Neurochemistry 116 (2): 164–76. doi:10.1111/j.1471-4159.2010.07109.x. PMC 3005101. PMID 21073468.
- ^ a b Eiden, LE; Weihe, E (2011 Jan). "VMAT2: a dynamic regulator of brain monoaminergic neuronal function interacting with drugs of abuse". Annals of the New York Academy of Sciences 1216: 86–98. doi:10.1111/j.1749-6632.2010.05906.x. PMID 21272013.
- ^ Heal DJ, Smith SL, Findling RL (2012). "ADHD: Current and Future Therapeutics". In Tannock R, Clare S. Behavioral Neuroscience of Attention Deficit Hyperactivity Disorder and Its Treatment. Current Topics in Behavioral Neurosciences. Berlin: Springer. ISBN 3-642-24611-7.
- ^ Lemke TL, Williams DH, Foye WO (2002). "Hallucinogens, stimulants, and related drugs of abuse". Foye's principles of medicinal chemistry (5th, illustrated ed.). Hagerstwon, MD: Lippincott Williams & Wilkins. p. 445. ISBN 0-683-30737-1.
- ^ Nemeroff CB, Schatzberg AF (2004). The American Psychiatric Publishing textbook of psychopharmacology. Washington, DC: American Psychiatric Pub. ISBN 1-58562-060-2.
- ^ Glaser PE, Thomas TC, Joyce BM, Castellanos FX, Gerhardt GA (March 2005). "Differential effects of amphetamine isomers on dopamine release in the rat striatum and nucleus accumbens core". Psychopharmacology (Berl.) 178 (2–3): 250–8. doi:10.1007/s00213-004-2012-6. PMID 15719230.
- ^ Arnold LE (2000). "Methyiphenidate vs. Amphetamine: Comparative review". Journal of Attention Disorders 3 (4): 200–11. doi:10.1177/108705470000300403.
- ^ a b c "Amphetamine: Biomedical Effects and Toxicity". NCBI. Pubchem Compound. Retrieved 12 October 2013.
- ^ Shargel L, Wu-Pong S, Andrew BC (2012). Applied Biopharmaceutics & Pharmacokinetics (6th ed.). New York: McGraw-Hill Medical. ISBN 978-0071603935.
- ^ Flomenbaum NE, Goldfrank LR, Hoffman RS, Howland MA, Lewin NA, Nelson LS (2006). Goldfrank's Toxicologic Emergencies (8th ed.). New York: McGraw-Hill Medical. ISBN 978-0071437639.
- ^ Krueger SK, Williams DE (June 2005). "Mammalian flavin-containing monooxygenases: structure/function, genetic polymorphisms and role in drug metabolism". Pharmacol. Ther. 106 (3): 357–87. doi:10.1016/j.pharmthera.2005.01.001. PMC 1828602. PMID 15922018.
- ^ a b c Santagati NA, Ferrara G, Marrazzo A, Ronsisvalle G (September 2002). "Simultaneous determination of amphetamine and one of its metabolites by HPLC with electrochemical detection". J. Pharm. Biomed. Anal. 30 (2): 247–55. PMID 12191709.
- ^ "p-Hydroxyamphetamine". NCBI. PubChem Compound. Retrieved 15 October 2013.
- ^ "p-Hydroxynorephedrine". NCBI. PubChem Compound. Retrieved 15 October 2013.
- ^ "Phenylpropanolamine". NCBI. PubChem Compound. Retrieved 15 October 2013.
- ^ Cody JT, Valtier S, Nelson SL (October 2004). "Amphetamine excretion profile following multidose administration of mixed salt amphetamine preparation". J Anal Toxicol 28 (7): 563–74. doi:10.1093/jat/28.7.563. PMID 15516315.
- ^ Paul BD, Jemionek J, Lesser D, Jacobs A, Searles DA (September 2004). "Enantiomeric Separation and Quantitation of (±)-Amphetamine, (±)-Methamphetamine, (±)-MDA, (±)-MDMA, and (±)-MDEA in Urine Specimens by GC-EI-MS after Derivatization with (R)-(−)- or (S)-(+)-α-Methoxy-α-(trifluoromethy)phenylacetyl Chloride (MTPA)". J Anal Toxicol 28 (6): 449–55. doi:10.1093/jat/28.6.449. PMID 15516295.
- ^ Baselt R (2011). Disposition of Toxic Drugs and Chemicals in Man (9th ed.). Seal Beach, CA: Biomedical Publications. pp. 85–8.
- ^ "Barr and Shire Sign Three Agreements" (Press release). Barr Pharmaceuticals. 2006-08-14. Retrieved 2009-06-23. [dead link]
- ^ "Teva Completes Acquisition of Barr". Drugs.com. Retrieved 2011-10-31.
- ^ "Shire’s Adderall XRTM receives patent protection" (PDF) (Press release). Shire Pharmaceuticals. 2001-11-28. Retrieved 2009-06-23. [dead link]
- ^ Foley, Stephen (2006-08-16). "Shire in deal with Barr to delay launch of rival to its ADHD drug". London: The Independent. Retrieved 2006-06-23.
- ^ "Teva sells 1st generic of Adderall XL in US". Forbes Magazine. Associated Press. 2009-04-02. Archived from the original on 9 April 2009. Retrieved 2009-04-22.
- ^ US patent 6384020, Flanner HH, Chang R-K, Pinkett JE, Wassink SE, White LR, "A pharmaceutical composition comprising lactitol and one or more amphetamine salts in a rapid-release formulation", issued 2002-05-07, assigned to Shire Lab Inc.
- ^ Buck ML (March 2002). "Amphetamines in the Treatment of Attention-Deficit/Hyperactivity Disorder". Pediatric Pharmacotherapy 8 (3).
- ^ "REGULATORY NEWS: Richwood's Adderall". Health News Daily. 22 Feb 1996. Retrieved 29 May 2013.
- ^ The Minister and Attorney General. "Controlled Drugs and Substances Act". Justice Laws Website. Government of Canada.
- ^ "Importing or Bringing Medication into Japan for Personal Use". Japan Ministry of Health, Labour and Welfare.
- ^ kouseikyoku.mhlw.go.jp
- ^ Dr. P. "Moving to Korea brings medical, social changes". Tne Korean Times.
- ^ "Thailand Law". Government of Thailand. Retrieved 2013-05-23.
- ^ "Class A, B and C drugs". Home Office, Government of the United Kingdom. Archived from the original on 4 August 2007. Retrieved 23 July 2007.
- ^ Substance Abuse and Mental Health Services Administration. "Trends in Methamphetamine/Amphetamine Admissions to Treatment: 1993–2003". The Drug and Alcohol Services Information System (DASIS) Report. United States Department of Health and Human Services. Retrieved 28 February 2007.
- ^ United Nations Office on Drugs and Crime (2007). Preventing Amphetamine-type Stimulant Use Among Young People: A Policy and Programming Guide. New York: United Nations. ISBN 92-1-148223-2.
- ^ International Narcotics Control Board. "List of psychotropic substances under international control" (PDF). Vienna: United Nations. Archived from the original on 5 December 2005. Retrieved 19 November 2005.
Articles related to Amphetamine
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Main articles
and
pharmaceuticals |
Amphetamine
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- Amphetamine mixed salts (Adderall)
- Benzedrine
- Psychedrine
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Levoamphetamine
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N/A
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Dextroamphetamine
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- Dexedrine
- Dexacaps
- ProCentra
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Lisdexamfetamine
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Neuropharmacology |
Binding sites
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Inhibited transporters
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- DAT
- NET
- SERT
- VMAT2
- SLC22A3
- SLC22A5
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Active Metabolites |
- 4-Hydroxyamphetamine
- 4-Hydroxynorephedrine
- Norephedrine
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Related articles |
- ADD
- ADHD
- Amphetamine dependence
- Cocaine and amphetamine regulated transcript
- Formetamide
- History and culture of amphetamines
- Methamphetamine
- Methylphenidate
- N-Methylphenethylamine
- Narcolepsy
- Nootropic
- Pharmaceutical drug
- Phenethylamine
- Phenylacetone
- Recreational drug use
- Substituted amphetamine
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Psychostimulants, agents used for ADHD, and nootropics (N06B)
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Centrally acting sympathomimetics |
- Amphetamine
- Amphetaminil
- Atomoxetine
- Dexmethylphenidate
- Dextroamphetamine
- Dextromethamphetamine
- Fencamfamine
- Fenethylline
- Lisdexamfetamine
- Methylphenidate
- Mesocarb
- Pemoline
- Pipradrol
- Prolintane
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Xanthine derivatives |
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Glutamate receptor |
Racetams
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- Aniracetam
- Brivaracetam
- Coluracetam
- Etiracetam
- Fasoracetam
- Levetiracetam
- Nebracetam
- Nefiracetam
- Noopept
- Oxiracetam
- Phenylpiracetam
- Piracetam
- Pramiracetam
- Rolziracetam
- Seletracetam
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Ampakines
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- CX-516
- CX-546
- CX-614
- CX-691
- CX-717
- IDRA-21
- LY-404,187
- LY-503,430
- Nooglutyl
- Org 26576
- PEPA
- S-18986
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Ampakine-like
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Eugeroics / Benzhydryl compounds |
- Adrafinil
- Armodafinil
- JZ-IV-10
- Fluorafinil
- Modafinil
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Histamine H3 receptor antagonists |
- A-349,821
- ABT-239
- Ciproxifan
- Clobenpropit
- GSK-189,254
- JNJ-5207852
- Pitolisant
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GABAA α5 inverse agonists |
- α5IA
- L-655,708
- PWZ-029
- Ro4938581
- Radequinil
- Suritozole
- TB-21007
- Terbequinil
- ZK-93426
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Dopamine D1 receptor agonists |
- 6-Br-APB
- A-77636
- Dihydrexidine
- Dinapsoline
- Doxanthrine
- SKF-81297
- 6-Br-APB
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α7 nicotinic agonists / PAMs |
- AR-R17779
- GTS-21
- Cotinine
- Ispronicline
- Nicotine
- PHA-543,613
- PNU-282,987
- Pozanicline
- Rivanicline
- SIB-1553A
- SSR-180,711
- TC-1827
- TC-5619
- WAY-317,538
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Prolyl endopeptidase inhibitors |
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Alpha-adrenergic agonists |
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Plants |
- Bilobalide (Ginkgo Biloba)
- Paullinia cupana (Guarana)
- Eleutherococcus senticosus
- Uncaria tomentosa
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Antioxidants |
- Stabilized R-(+)-lipoic acid (RLA)
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Neurogenics |
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Other psychostimulants and nootropics |
- 2CD-5EtO
- Acetylcarnitine
- Adafenoxate
- Alpha-GPC
- BAY 73-6691
- Bifemelane
- C16
- Carbenoxolone
- Centella asiatica
- Meclofenoxate
- Cerlapirdine
- Choline (Lecithin)
- Cinnarizine
- Citicoline
- Clitoria ternatea
- Cyprodenate
- Dimebon
- Dimethylethanolamine
- Deanol
- Emoxypine
- Ensaculin
- Ergoloid
- Fipexide
- GLYX-13
- Idebenone
- Indeloxazine
- Ispronicline
- ISRIB
- Latrepirdine
- Leteprinim
- Linopirdine
- Methylene blue
- Nicotinamide
- Nizofenone
- P7C3
- Phosphatidylserine
- Pirisudanol
- PRL-8-53
- PRX-03140
- Pyritinol
- Razobazam
- Ro10-5824
- RS-67,333
- Rubidium
- SB-258,585
- SB-271,046
- SB-357,134
- SB-399,885
- Semax
- Shilajit
- Sulbutiamine
- Taltirelin
- Teniloxazine
- Tricyanoaminopropene
- Tyrosine
- Vincamine
- Vinpocetine
- Zacopride
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dsrd (o, p, m, p, a, d, s), sysi/epon, spvo
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proc (eval/thrp), drug (N5A/5B/5C/6A/6B/6D)
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Stimulants (N06B)
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Adamantanes |
- Adaphenoxate
- Adapromine
- Amantadine
- Bromantane
- Chlodantane
- Gludantane
- Memantine
- Midantane
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Adenosine antagonists |
- 8-Chlorotheophylline
- 8-Cyclopentyltheophylline
- 8-Phenyltheophylline
- Aminophylline
- Caffeine
- CGS-15943
- Dimethazan
- Paraxanthine
- SCH-58261
- Theobromine
- Theophylline
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Alkylamines |
- Cyclopentamine
- Cypenamine
- Cyprodenate
- Heptaminol
- Isometheptene
- Methylhexaneamine
- Octodrine
- Propylhexedrine
- Tuaminoheptane
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Ampakines |
- CX-516
- CX-546
- CX-614
- CX-691
- CX-717
- IDRA-21
- LY-404,187
- LY-503,430
- Nooglutyl
- Org 26576
- PEPA
- S-18986
- Sunifiram
- Unifiram
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Arylcyclohexylamines |
- Benocyclidine
- Dieticyclidine
- Esketamine
- Eticyclidine
- Gacyclidine
- Ketamine
- Phencyclamine
- Phencyclidine
- Rolicyclidine
- Tenocyclidine
- Tiletamine
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Benzazepines |
- 6-Br-APB
- SKF-77434
- SKF-81297
- SKF-82958
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Cholinergics |
- A-84,543
- A-366,833
- ABT-202
- ABT-418
- AR-R17779
- Altinicline
- Anabasine
- Arecoline
- Cotinine
- Cytisine
- Dianicline
- Epibatidine
- Epiboxidine
- GTS-21
- Ispronicline
- Nicotine
- PHA-543,613
- PNU-120,596
- PNU-282,987
- Pozanicline
- Rivanicline
- Sazetidine A
- SIB-1553A
- SSR-180,711
- TC-1698
- TC-1827
- TC-2216
- TC-5619
- Tebanicline
- UB-165
- Varenicline
- WAY-317,538
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Convulsants |
- Anatoxin-a
- Bicuculline
- DMCM
- Flurothyl
- Gabazine
- Pentetrazol
- Picrotoxin
- Strychnine
- Thujone
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Eugeroics |
- Adrafinil
- Armodafinil
- CRL-40,941
- JZ-IV-10
- Modafinil
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Oxazolines |
- 4-Methylaminorex
- Aminorex
- Clominorex
- Cyclazodone
- Fenozolone
- Fluminorex
- Pemoline
- Thozalinone
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Phenethylamines |
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Phenmetrazines |
- Fenbutrazate
- Fenmetramide
- G-130
- Manifaxine
- Morazone
- Oxaflozane
- PD-128,907
- Phendimetrazine
- Phenmetrazine
- 2-Phenyl-3,6-dimethylmorpholine
- Pseudophenmetrazine
- Radafaxine
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Piperazines |
- 2C-B-BZP
- BZP
- CM156
- DBL-583
- GBR-12783
- GBR-12935
- GBR-13069
- GBR-13098
- GBR-13119
- MeOPP
- MBZP
- Vanoxerine
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Piperidines |
- 1-Benzyl-4-(2-(diphenylmethoxy)ethyl)piperidine
- 1-(3,4-Dichlorophenyl)-1-(piperidin-2-yl)butane
- 2-Benzylpiperidine
- 2-Methyl-3-phenylpiperidine
- 3,4-Dichloromethylphenidate
- 4-Benzylpiperidine
- 4-Methylmethylphenidate
- Desoxypipradrol
- Difemetorex
- Diphenylpyraline
- Ethylphenidate
- Methylnaphthidate
- Methylphenidate (Dexmethylphenidate)
- N-Methyl-3β-propyl-4β-(4-chlorophenyl)piperidine
- Nocaine
- Phacetoperane
- Pipradrol
- SCH-5472
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Pyrrolidines |
- 2-Diphenylmethylpyrrolidine
- a-PPP
- a-PBP
- a-PVP
- Diphenylprolinol
- MDPPP
- MDPBP
- MDPV
- MPBP
- MPHP
- MPPP
- MOPPP
- Naphyrone
- PEP
- Prolintane
- Pyrovalerone
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Tropanes |
- 3-CPMT
- 3'-Chloro-3a-(diphenylmethoxy)tropane
- 4-fluorotropacocaine
- 4'-Fluorococaine
- AHN-1055
- Altropane (IACFT)
- Brasofensine
- CFT (WIN 35,428)
- β-CIT (RTI-55)
- Cocaethylene
- Cocaine
- Dichloropane (RTI-111)
- Difluoropine
- FE-β-CPPIT
- FP-β-CPPIT
- Ioflupane (123I)
- Norcocaine
- PIT
- PTT
- RTI-31
- RTI-32
- RTI-51
- RTI-105
- RTI-112
- RTI-113
- RTI-117
- RTI-120
- RTI-121 (IPCIT)
- RTI-126
- RTI-150
- RTI-154
- RTI-171
- RTI-177
- RTI-183
- RTI-193
- RTI-194
- RTI-199
- RTI-202
- RTI-204
- RTI-229
- RTI-241
- RTI-336
- RTI-354
- RTI-371
- RTI-386
- Salicylmethylecgonine
- Tesofensine
- Troparil (β-CPT, WIN 35,065-2)
- Tropoxane
- WF-23
- WF-33
- WF-60
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Racetams |
- Oxiracetam
- Phenylpiracetam
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Others |
- 2-MDP
- 2-Phenylcyclohexylamine
- 3,3-Diphenylcyclobutanamine
- Amfonelic acid
- Amineptine
- Amiphenazole
- Atipamezole
- Atomoxetine
- Bemegride
- Benzydamine
- BTQ
- BTS 74,398
- Ciclazindol
- Clofenciclan
- Cropropamide
- Crotetamide
- D-161
- Diclofensine
- Dimethocaine
- Efaroxan
- Etamivan
- EXP-561
- Fenpentadiol
- Gamfexine
- Gilutensin
- GSK1360707F
- GYKI-52895
- Hexacyclonate
- Idazoxan
- Indanorex
- Indatraline
- JNJ-7925476
- Lazabemide
- Leptacline
- Levopropylhexedrine
- Lomevactone
- LR-5182
- Mazindol
- Meclofenoxate
- Medifoxamine
- Mefexamide
- Methastyridone
- Methiopropamine
- N-Methyl-3-phenylnorbornan-2-amine
- Nefopam
- Nikethamide
- Nomifensine
- O-2172
- Oxaprotiline
- PNU-99,194
- Propylhexedrine
- PRC200-SS
- Rasagiline
- Rauwolscine
- Rubidium chloride
- Setazindol
- Tametraline
- Tandamine
- Thiopropamine
- Trazium
- UH-232
- Yohimbine
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