Salbutamol (INN)
|
Salbutamol (top),
(S)-(+)-salbutamol (center) and
( R)-(−)-salbutamol (bottom)
|
Systematic (IUPAC) name |
(RS)-4-[2-(tert-Butylamino)-1-hydroxyethyl]-2-(hydroxymethyl)phenol
|
Clinical data |
Trade names |
Ventolin, Proventil, others |
AHFS/Drugs.com |
monograph |
Licence data |
US FDA:link |
Pregnancy
category |
- AU: A
- US: C (Risk not ruled out)
|
Legal status |
- AU: S3 (Pharmacist only)
- CA: F (prescription)[1]
- UK: POM (Prescription only)
- US: ℞-only
|
Routes of
administration |
Oral, inhalational, IV |
Pharmacokinetic data |
Metabolism |
Liver |
Onset of action |
<15 min (inhaled), <30 min (pill)[2] |
Biological half-life |
3.8–6 hours |
Duration of action |
2–6 hrs[2] |
Excretion |
Kidney |
Identifiers |
CAS Number |
18559-94-9 Y |
ATC code |
R03AC02 R03CC02 |
PubChem |
CID 2083 |
IUPHAR/BPS |
558 |
DrugBank |
DB01001 Y |
ChemSpider |
1999 Y |
UNII |
QF8SVZ843E Y |
KEGG |
D02147 Y |
ChEBI |
CHEBI:2549 Y |
ChEMBL |
CHEMBL714 Y |
Chemical data |
Formula |
C13H21NO3 |
Molar mass |
239.311 g/mol |
Chirality |
1 : 1 mixture (racemate) |
SMILES
-
OCc1cc(ccc1O)C(O)CNC(C)(C)C
|
InChI
-
InChI=1S/C13H21NO3/c1-13(2,3)14-7-12(17)9-4-5-11(16)10(6-9)8-15/h4-6,12,14-17H,7-8H2,1-3H3 Y
-
Key:NDAUXUAQIAJITI-UHFFFAOYSA-N Y
|
(verify) |
Salbutamol, also known as albuterol and marketed as Ventolin among other names, is a medication that opens up the medium and large airways in the lungs.[2] It is used to treat asthma, exercise-induced bronchospasm, and chronic obstructive pulmonary disease (COPD).[2] It may also be used to treat high blood potassium levels.[3] It is usually used by inhaler or nebulizer but is also available as a pill and intravenous solution.[2][4] Onset of action of the inhaled version is typically within 15 minutes and lasts for two to six hours.[2]
Common side effects include shakiness, headache, fast heart rate, dizziness, and feeling anxious. Serious side effects may include worsening bronchospasm, irregular heartbeat, and low blood potassium levels.[2] It can be used during pregnancy and breastfeeding, but safety is not entirely clear.[2][5] Salbutamol is a short-acting β2 adrenergic receptor agonist which works by causing smooth muscles to relax.[2]
Salbutamol was first made in 1967 in Britain.[6] It was approved for medical use in the United States 1982.[2] It is on the World Health Organization's List of Essential Medicines, the most important medication needed in a basic health system.[7] It is available as a generic medication.[2] The wholesale cost of an inhaler which contains 200 doses is between $1.12 and $2.64 (USD) as of 2014.[8] In the United States it is between $25 and $50 for a typical month supply.[9]
Contents
- 1 Medical uses
- 2 Adverse effects
- 3 Chemistry
- 3.1 Structure and activity
- 3.2 Detection after dosing
- 4 Society and culture
- 4.1 Cost
- 4.2 Names
- 4.3 Bodybuilding
- 4.4 Doping
- 5 See also
- 6 References
- 7 External links
Medical uses
Salbutamol is typically used to treat bronchospasm (due to any cause, allergen asthma or exercise-induced), as well as chronic obstructive pulmonary disease.[10] Emergency medical practice commonly treats people presenting with asthma who report taking their salbutamol inhaler as prescribed with salbutamol; in general, people tolerate large doses well.[clarification needed][citation needed]
As a β2 agonist, salbutamol also finds use in obstetrics. Intravenous salbutamol can be used as a tocolytic to relax the uterine smooth muscle to delay premature labor. While preferred over agents such as atosiban and ritodrine, its role has largely been replaced by the calcium channel blocker nifedipine, which is more effective, better tolerated and orally administered.[11]
Salbutamol has been used to treat acute hyperkalemia, as it stimulates potassium flow into cells thus lowering the level in the blood.[3]
Salbutamol has also been tested in a trial aimed at treatment of spinal muscular atrophy, where it appears to show modest benefits. The drug is speculated to modulate the alternative splicing of the SMN2 gene, increasing the amount of the SMN protein whose deficiency is regarded as the root cause of the disease.[12][13]
Other potential uses include in cystic fibrosis,[citation needed] and subtypes of congenital myasthenic syndrome associated with mutations in Dok-7.[14]
Adverse effects
The most common side effects are fine tremor, anxiety, headache, muscle cramps, dry mouth, and palpitation.[15] Other symptoms may include tachycardia, arrhythmia, flushing, myocardial ischemia (rare), and disturbances of sleep and behaviour.[15] Rarely occurring, but of importance, are allergic reactions of paradoxical bronchospasm, urticaria, angioedema, hypotension, and collapse. High doses or prolonged use may cause hypokalaemia, which is of concern especially in patients with renal failure and those on certain diuretics and xanthine derivatives.[15]
Chemistry
Structure and activity
(
R)-(−)-salbutamol (top) and (
S)-(+)-salbutamol (bottom)
This drug is sold as a racemic mixture. The (R)-(−)-enantiomer (CIP nomenclature) is shown in the image at right (top), and is responsible for the pharmacologic activity; the (S)-(+)-enantiomer (bottom) blocks metabolic pathways associated with elimination both of it and of the pharmacologically active enantiomer.[16]
With regard to structure-activity relationships, the tertiary butyl group in albuterol/salbutamol makes it more selective for β2 receptors.[citation needed]
Detection after dosing
Salbutamol may be quantified in blood or plasma; practical needs for this include to confirm a diagnosis of poisoning in hospitalized patients, or to aid in a forensic investigation.[citation needed] As well, urinary salbutamol concentrations are frequently measured in competitive sports programs, for which a level in excess of 1000 μg/L is considered to represent abuse.[citation needed]
The window of detection for urine testing is on the order of just 24 hours, given the relatively short elimination half-life of the drug,[17][18][19] estimated at between 5 and 6 hours following oral administration of 4 mg.[20]
Society and culture
|
This section needs more medical references for verification or relies too heavily on primary sources. Please review the contents of the section and add the appropriate references if you can. Unsourced or poorly sourced material may be challenged and removed. (October 2015) |
|
Cost
Compliance with the Montreal Protocol, which requires the banning of the use of ozone-layer depleting CFCs, has caused the price of inhalers to increase as much as ten-fold, as generics have been forced off the market from 2009 to 2013 by new patents obtained by pharmaceutical companies for non-CFC delivery systems.
Names
Ventolin 2 mg tablets made by GSK (Turkey)
Salbutamol is the INN while albuterol is the USAN. The drug is usually manufactured and distributed as the sulfate salt (salbutamol sulfate).
It was first sold by Allen & Hanburys (UK) under the brand name Ventolin, and has been used for the treatment of asthma ever since.[21]
Drug forms of this compound are marketed by GlaxoSmithKline as Ventolin, Ventoline, Ventilan, Aerolin, or Ventorlin, depending on the market; by Cipla as Asthalin and Asthavent; by Schering-Plough as Proventil, by Remedica as Salbutamol 4, by Teva as ProAir and Novo-Salbutamol HFA (Canada), Salamol, or Airomir,by Aristopharma as Asmalin, by Beximco (Bangladesh) as Azmasol by Ad-din Pharma as Ventosol and by Alphapharm as Asmol.[citation needed]
Bodybuilding
Salbutamol has been shown to improve muscle weight in rats[22] and anecdotal reports hypothesise that it might be an alternative to clenbuterol for purposes of fat burning and muscle gain, with multiple studies supporting this claim.[23][24][25][26][27] Abuse of the drug may be confirmed by detection of its presence in plasma or urine, typically exceeding 1000 µg/L.[17]
Doping
Clinical studies show no compelling evidence that salbutamol and other β2 agonists can increase performance in healthy athletes.[28] In spite of this, salbutamol required "a declaration of Use in accordance with the International Standard for Therapeutic Use Exemptions" under the 2010 WADA prohibited list. This requirement was relaxed when the 2011 list was published to permit the use of "salbutamol (maximum 1600 micrograms over 24 hours) and salmeterol when taken by inhalation in accordance with the manufacturers’ recommended therapeutic regimen." [29][30]
According to two small and limited studies, performed on eight and 16 subjects, respectively, salbutamol increases performance on endurance exercise even for a person without asthma.[31][32][33]
Another study contradicts the above findings, however. The double blind, randomised test conducted on 12 non-asthmatic athletes concluded that salbutamol had a negligible effect on endurance performance. Nevertheless, the study also showed that the drug's bronchodilating effect may have improved respiratory adaptation at the beginning of exercise.[34]
See also
- Levosalbutamol — the (R)-(−)-enantiomer sold as an enantiopure drug under the brand name Xopenex
- Beclometasone dipropionate
- Carbuterol
- Epinephrine
- Ipratropium/salbutamol
References
- ^ Health Canada
- ^ a b c d e f g h i j k "Albuterol". The American Society of Health-System Pharmacists. Retrieved Dec 2, 2015.
- ^ a b Mahoney, BA; Smith, WA; Lo, DS; Tsoi, K; Tonelli, M; Clase, CM (18 April 2005). "Emergency interventions for hyperkalaemia.". The Cochrane database of systematic reviews (2): CD003235. doi:10.1002/14651858.CD003235.pub2. PMID 15846652.
- ^ Starkey, ES; Mulla, H; Sammons, HM; Pandya, HC (September 2014). "Intravenous salbutamol for childhood asthma: evidence-based medicine?". Archives of Disease in Childhood 99 (9): 873–7. doi:10.1136/archdischild-2013-304467. PMID 24938536.
- ^ Yaffe, Sumner J. (2011). Drugs in pregnancy and lactation : a reference guide to fetal and neonatal risk (9th ed.). Philadelphia: Wolters Kluwer Health/Lippincott Williams & Wilkins. p. 32. ISBN 9781608317080.
- ^ Landau, Ralph (1999). Pharmaceutical innovation : revolutionizing human health. Philadelphia: Chemical Heritage Press. p. 226. ISBN 9780941901215.
- ^ "WHO Model List of Essential Medicines" (PDF). World Health Organization. October 2013. Retrieved 22 April 2014.
- ^ "Salbutamol". International Drug Price Indicator Guide. Retrieved 5 December 2015.
- ^ Hamilton, Richart (2015). Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition. Jones & Bartlett Learning. p. 448. ISBN 9781284057560.
- ^ "Albuterol". The American Society of Health-System Pharmacists. Retrieved 3 April 2011.
- ^ Rossi, S (2004). Australian Medicines Handbook. AMH. ISBN 0-9578521-4-2.
- ^ Van Meerbeke, J. P.; Sumner, C. J. (2011). "Progress and promise: The current status of spinal muscular atrophy therapeutics". Discovery medicine 12 (65): 291–305. PMID 22031667.
- ^ Lewelt, A.; Newcomb, T. M.; Swoboda, K. J. (2011). "New Therapeutic Approaches to Spinal Muscular Atrophy". Current Neurology and Neuroscience Reports 12 (1): 42–53. doi:10.1007/s11910-011-0240-9. PMC 3260050. PMID 22134788.
- ^ Liewluck, Teerin; Selcen, Duygu; Engel, Andrew G. (November 2011). "Beneficial effects of albuterol in congenital endplate acetylcholinesterase deficiency and Dok-7 myasthenia". Muscle & Nerve 44 (5): 789–794. doi:10.1002/mus.22176. PMC 3196786. PMID 21952943.
- ^ a b c "3.1.1.1 Selective beta2 agonists – side effects". British National Formulary (57 ed.). London: BMJ Publishing Group Ltd and Royal Pharmaceutical Society Publishing. March 2008. ISBN 0-85369-778-7.
- ^ Mehta, Akul. [The tertiary butyl group in salbutamol (or albuterol) makes it more selective for β2 receptors. http://pharmaxchange.info/notes/medicinal_chemistry/adrenergics_cholinergics.html "Medicinal Chemistry of the Peripheral Nervous System – Adrenergics and Cholinergics their Biosynthesis, Metabolism, and Structure Activity Relationships"] . Retrieved 2010-10-20.
- ^ a b Baselt, R. (2008). Disposition of Toxic Drugs and Chemicals in Man (8th ed.). Biomedical Publications. pp. 33–35. ISBN 0-9626523-6-9.
- ^ Berges, Rosa; S; V; F; M; F; M; D (2000). "Discrimination of Prohibited Oral Use of Salbutamol from Authorized Inhaled Asthma Treatment". Clinical Chemistry 46 (9): 1365–75. PMID 10973867.
- ^ Schweizer, C; Saugy, M; Kamber, M (2004). "Doping test reveals high concentrations of salbutamol in a Swiss track and field athlete". Clin. J. Sport Med. 14 (5): 312–315. doi:10.1097/00042752-200409000-00018. PMID 15377972.
- ^ "Albuterol Sulfate", Rx List: The Internet Drug Index, 6/12/2008, retrieved 2014-07-13
- ^ "Ventolin remains a breath of fresh air for asthma sufferers, after 40 years" (PDF). The Pharmaceutical Journal 279 (7473): 404–405.
- ^ Carter WJ, Lynch ME (September 1994). "Comparison of the effects of salbutamol and clenbuterol on skeletal muscle mass and carcass composition in senescent rats". Metab. Clin. Exp. 43 (9): 1119–25. doi:10.1016/0026-0495(94)90054-X. PMID 7916118.
- ^ Caruso, JF; Signorile, JF; Perry, AC; Leblanc, B; Williams, R; Clark, M; Bamman, MM (Nov 1995). "The effects of albuterol and isokinetic exercise on the quadriceps muscle group.". Medicine and science in sports and exercise 27 (11): 1471–6. doi:10.1249/00005768-199511000-00002. PMID 8587482.
- ^ Caruso, J. (20 January 2005). "Albuterol aids resistance exercise in reducing unloading-induced ankle extensor strength losses". Journal of Applied Physiology 98 (5): 1705–1711. doi:10.1152/japplphysiol.01015.2004.
- ^ Caruso, John F.; Hamill, John L.; De Garmo, Nicole (2005). "Oral Albuterol Dosing During the Latter Stages of a Resistance Exercise Program". The Journal of Strength and Conditioning Research 19 (1): 102–7. doi:10.1519/R-14793.1. PMID 15705021.
- ^ Caruso, JF; Hamill, JL; Yamauchi, M; Mercado, DR; Cook, TD; Keller, CP; Montgomery, AG; Elias, J (Jun 2004). "Albuterol helps resistance exercise attenuate unloading-induced knee extensor losses.". Aviation, space, and environmental medicine 75 (6): 505–11. PMID 15198276.
- ^ Caruso, JF; Hamill, JL; De Garmo, N (Feb 2005). "Oral albuterol dosing during the latter stages of a resistance exercise program.". Journal of strength and conditioning research / National Strength & Conditioning Association 19 (1): 102–7. doi:10.1519/00124278-200502000-00018. PMID 15705021.
- ^ Davis, E; Loiacono, R; Summers, R J (2008). "The rush to adrenaline: drugs in sport acting on the β-adrenergic system". British Journal of Pharmacology 154 (3): 584–97. doi:10.1038/bjp.2008.164. PMC 2439523. PMID 18500380.
- ^ "THE 2010 PROHIBITED LIST INTERNATIONAL STANDARD" (PDF). WADA. Retrieved 2010-10-20.
- ^ "THE 2011 PROHIBITED LIST INTERNATIONAL STANDARD" (PDF). WADA. Retrieved 2012-05-22.
- ^ Collomp, K; Candau, R; Lasne, F; Labsy, Z; Préfaut, C; De Ceaurriz, J (2000). "Effects of short-term oral salbutamol administration on exercise endurance and metabolism". Journal of applied physiology (Bethesda, Md.: 1985) 89 (2): 430–6. PMID 10926623.
- ^ "Salbutamol: Ergogenic effects of salbutamol". Retrieved 2010-10-20.
- ^ Van Baak, MA; De Hon, OM; Hartgens, F; Kuipers, H (2004). "Inhaled salbutamol and endurance cycling performance in non-asthmatic athletes". International journal of sports medicine 25 (7): 533–8. doi:10.1055/s-2004-815716. PMID 15459835.
- ^ Goubault, C; Perault, MC; Leleu, E; Bouquet, S; Legros, P; Vandel, B; Denjean, A (2001). "Effects of inhaled salbutamol in exercising non-asthmatic athletes". Thorax 56 (9): 675–679. doi:10.1136/thorax.56.9.675. PMC 1746141. PMID 11514686.
External links
- U.S. National Library of Medicine: Drug Information Portal – Albuterol
- Side Effects
- Salbutamol at The Periodic Table of Videos
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- Desipramine
- Dosulepin
- Doxepin
- Imipramine
- Lofepramine
- Melitracen
- Nortriptyline
- Protriptyline
- Trimipramine
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|
- Tetracyclic antidepressants
- Amoxapine
- Maprotiline
- Mianserin
- Oxaprotiline
- Setiptiline
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|
- Others
- Antihistamines (e.g., brompheniramine, chlorphenamine, pheniramine, tripelennamine)
- Arylcyclohexylamines (e.g., ketamine, phencyclidine)
- CP-39,332
- EXP-561
- Fezolamine
- Ginkgo biloba
- Indeloxazine
- Loxapine
- Nefazodone
- Nefopam
- Opioids (e.g., methadone, pethidine (meperidine), tapentadol, tramadol, levorphanol)
- Pridefine
- Tedatioxetine
- Teniloxazine
- Tofenacin
- Tropanes (e.g., cocaine)
- Ziprasidone
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|
|
VMATs |
- Amiodarone
- Amphetamines (e.g., amphetamine, methamphetamine, MDMA)
- Bietaserpine
- Deserpidine
- Efavirenz
- GBR-12935
- Ibogaine
- Ketanserin
- Lobeline
- Reserpine
- Rose bengal
- Tetrabenazine
- Vanoxerine (GBR-12909)
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|
|
Releasing agents
|
|
- Morpholines
- Fenbutrazate
- Fenmetramide
- Morazone
- Morforex
- Phendimetrazine
- Phenmetrazine
- Pseudophenmetrazine
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|
- Oxazolines
- 4-MAR
- Aminorex
- Clominorex
- Cyclazodone
- Fenozolone
- Fluminorex
- Pemoline
- Thozalinone
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|
- Phenethylamines (also amphetamines, cathinones, etc)
- 2-OH-PEA
- 4-CAB
- 4-FA
- 4-FMA
- 4-MA
- 4-MMA
- Alfetamine
- Amfecloral
- Amfepentorex
- Amfepramone
- Amphetamine
- Dextroamphetamine
- Levoamphetamine
- Amphetaminil
- β-Me-PEA
- BDB
- Benzphetamine
- BOH
- Buphedrone
- Bupropion
- Butylone
- Cathine
- Cathinone
- Clobenzorex
- Clortermine
- Dimethylamphetamine
- DMA
- DMMA
- EBDB
- Ephedrine
- Ethcathinone
- Ethylone
- Etilamfetamine
- Famprofazone
- Fenethylline
- Fenproporex
- Flephedrone
- Fludorex
- Furfenorex
- Hordenine
- 4-Hydroxyamphetamine
- 5-APDI (IAP)
- 5-MAPDI (IMP)
- Iofetamine (123I)
- Lisdexamfetamine
- Lophophine
- MBDB
- MDA
- MDEA
- MDMA
- Metamfepramone
- MDMPEA
- MDOH
- MDPEA
- Mefenorex
- Mephedrone
- Mephentermine
- Methamphetamine
- Dextromethamphetamine
- Levomethamphetamine
- Methcathinone
- Methedrone
- Methylone
- Morforex
- Naphthylaminopropane
- Ortetamine
- pBA
- pCA
- Pentorex
- Phenethylamine
- Pholedrine
- Phenpromethamine
- Phentermine
- Phenylpropanolamine
- pIA
- Prenylamine
- Propylamphetamine
- Pseudoephedrine
- Selegiline (also D-Deprenyl)
- Tiflorex
- Tyramine
- Xylopropamine
- Zylofuramine
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|
- Piperazines
- 2C-B-BZP
- BZP
- MBZP
- mCPP
- MDBZP
- MeOPP
- pFPP
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|
- Others
- 2-ADN
- 2-AI
- 2-AT
- 2-BP
- 4-BP
- 5-IAI
- Clofenciclan
- Cyclopentamine
- Cypenamine
- Cyprodenate
- Feprosidnine
- Gilutensin
- Heptaminol
- Hexacyclonate
- Indanorex
- Isometheptene
- Methylhexanamine
- Octodrine
- Phthalimidopropiophenone
- Propylhexedrine (Levopropylhexedrine)
- Tuaminoheptane
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|
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Enzyme inhibitors
|
|
PAH |
|
|
TH |
- 3-Iodotyrosine
- Aquayamycin
- Bulbocapnine
- Metirosine
- Oudenone
|
|
AAAD |
- Benserazide
- Carbidopa
- DFMD
- Genistein
- Methyldopa
|
|
DBH |
- Bupicomide
- Disulfiram
- Dopastin
- Fusaric acid
- Nepicastat
- Phenopicolinic acid
- Tropolone
|
|
PNMT |
- CGS-19281A
- SKF-64139
- SKF-7698
|
|
MAO |
- Nonselective
- Benmoxin
- Caroxazone
- Echinopsidine
- Furazolidone
- Hydralazine
- Indantadol
- Iproclozide
- Iproniazid
- Isocarboxazid
- Isoniazid
- Linezolid
- Mebanazine
- Metfendrazine
- Nialamide
- Octamoxin
- Paraxazone
- Phenelzine
- Pheniprazine
- Phenoxypropazine
- Pivhydrazine
- Procarbazine
- Safrazine
- Tranylcypromine
|
|
- MAO-A selective
- Amiflamine
- Bazinaprine
- Befloxatone
- Brofaromine
- Cimoxatone
- Clorgiline
- CX157 (Tyrima)
- Eprobemide
- Esuprone
- Harmala alkaloids
- Harmine
- Harmaline
- Tetrahydroharmine
- Harman
- Methylene blue
- Metralindole
- Minaprine
- Moclobemide
- Pirlindole
- Sercloremine
- Tetrindole
- Toloxatone
|
|
- MAO-B selective
- Ladostigil
- Lazabemide
- Milacemide
- Mofegiline
- Pargyline
- Rasagiline
- Safinamide
- Selegiline (also D-Deprenyl)
|
|
|
COMT |
- Entacapone
- Nitecapone
- Tolcapone
|
|
|
|
Others
|
|
Precursors |
- L-Phenylalanine → L-Tyrosine → L-DOPA (Levodopa) → Dopamine
- L-DOPS (Droxidopa)
|
|
Cofactors |
- Ferrous Iron (Fe2+)
- S-Adenosyl-L-Methionine
- Vitamin B3 (Niacin
- Nicotinamide → NADPH)
- Vitamin B6 (Pyridoxine
- Pyridoxamine
- Pyridoxal → Pyridoxal Phosphate)
- Vitamin B9 (Folic acid → Tetrahydrofolic acid)
- Vitamin C (Ascorbic acid)
- Zinc (Zn2+)
|
|
Neurotoxins |
- DSP-4
- Oxidopamine (6-OHDA)
|
|
Others |
- Activity enhancers
- BPAP
- PPAP
|
|
- Release blockers
- Bethanidine
- Bretylium
- Guanadrel
- Guanazodine
- Guanethidine
- Guanoxan
|
|
|
|
|
- See also:
- Dopaminergics
- Melatonergics
- Serotonergics
- List of adrenergic drugs
|
|
Drugs for obstructive airway diseases: asthma/COPD (R03)
|
|
Adrenergics, inhalants |
Short-acting β2 agonists |
- Bitolterol
- Carbuterol
- Fenoterol
- Pirbuterol
- Procaterol
- Reproterol
- Rimiterol
- Salbutamol (albuterol)#/Levosalbutamol (levalbuterol)
- Terbutaline
- Tulobuterol
|
|
Long-acting β2 agonists (LABA) |
- Bambuterol
- Clenbuterol
- Formoterol/Arformoterol
- Salmeterol
- Salmefamol
|
|
Ultra-long-acting β2 agonists |
- Indacaterol
- Olodaterol
- Vilanterol
|
|
Other |
- Epinephrine#
- Hexoprenaline
- Isoprenaline (isoproterenol)
- Orciprenaline (metaproterenol)
|
|
|
Glucocorticoids |
- Beclometasone#
- Betamethasone
- Budesonide
- Ciclesonide
- Flunisolide
- Fluticasone
- Mometasone
- Triamcinolone
|
|
Anticholinergics/
muscarinic antagonist |
- Aclidinium bromide
- Glycopyrronium bromide
- Ipratropium bromide#
- Oxitropium bromide
- Tiotropium bromide
- Umeclidinium bromide
|
|
Mast cell stabilizers |
|
|
Xanthines |
- Acefylline
- Ambuphylline
- Bamifylline
- Doxofylline
- Enprofylline
- Etamiphylline
- Proxyphylline
- Theobromine
- Theophylline/Aminophylline/Choline theophyllinate
|
|
Eicosanoid inhibition |
Leukotriene antagonists |
- Montelukast
- Pranlukast
- Zafirlukast
|
|
Arachidonate 5-lipoxygenase inhibitors |
- Baicalein§
- Caffeic acid§
- Curcumin§
- Hyperforin§
- Meclofenamate sodium§
- St John's wort§
- Zileuton
|
|
Thromboxane receptor antagonists |
|
|
Non-xanthine PDE4 inhibitors |
|
|
|
Others/unknown |
- Amlexanox
- Eprozinol
- Fenspiride
- Omalizumab
|
|
Combination products |
- Aclidinium/formoterol
- Beclometasone/formoterol
- Budesonide/formoterol
- Fluticasone furoate/vilanterol
- Fluticasone/salmeterol
- Indacaterol/glycopyrrolate
- Ipratropium bromide/salbutamol
- Mometasone/formoterol
- Umeclidinium bromide/vilanterol
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of the respiratory system
|
|
Description |
- Anatomy
- Physiology
- Development
|
|
Disease |
- Congenital
- Neoplasms and cancer
- Chest trauma
- Infection
- common cold
- pneumonia
- tuberculosis
- Other
- Symptoms and signs
|
|
Treatment |
- Procedures
- Drugs
- nasal
- throat
- obstructive airway diseases
- cough and cold
- histaminergics
- pulmonary arterial hypertension
- other
- Surgery
|
|
|
GlaxoSmithKline
|
|
Subsidiaries |
- GlaxoSmithKline Pakistan
- GlaxoSmithKline Pharmaceuticals Ltd
- Stiefel Laboratories
- ViiV Healthcare (85%)
|
|
Predecessors,
acquisitions |
- Allen & Hanburys
- Beecham Group
- Block Drug
- Burroughs Wellcome
- Glaxo
- Glaxo Wellcome
- Human Genome Sciences
- Recherche et Industrie Thérapeutiques
- Reliant Pharmaceuticals
- S. E. Massengill Company
- SmithKline Beecham
- Smith, Kline & French
|
|
Products |
Current
|
Pharmaceuticals
|
- Advair
- Alli
- Augmentin
- Avandia
- Beconase
- Boniva
- Flixonase
- Hycamtin
- Lamictal
- Paxil/Seroxat
- Serlipet
- Tagamet
- Ventolin
- Wellbutrin/Zyban
- Zantac … more
|
|
Vaccines
|
- Hepatyrix
- Pandemrix
- Twinrix
|
|
Other
|
- Aquafresh
- Horlicks
- Nicoderm
- Nicorette
- NiQuitin
- Sensodyne
- Tums … more
|
|
|
Former
|
- BC Powder
- Geritol
- Goody's Powder
- Lucozade
- Ribena
|
|
|
People |
Governance
|
- Chris Gent (chair)
- Andrew Witty (CEO)
|
|
Other
|
- Thomas Beecham
- Silas M. Burroughs
- Mahlon Kline
- John K. Smith
- Henry Wellcome
|
|
|
Litigation |
- Canada v. GlaxoSmithKline Inc.
- Christopher v. SmithKline Beecham Corp.
- GlaxoSmithKline Services Unlimited v Commission
- United States v. Glaxo Group Ltd.
- United States v. GlaxoSmithKline
|
|
Other |
- Drug Industry Document Archive
- GlaxoSmithKline Prize
- Side Effects
- Study 329
|
|
|
|