pertofrane

Desipramine
Systematic (IUPAC) name
	3-(10,11-Dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine
Clinical data
Trade names	Norpramin
AHFS/Drugs.com	Monograph
MedlinePlus	a682387
Pregnancy; category	US: C (Risk not ruled out); ;
Routes of; administration	Oral
Legal status
Legal status	US: ℞-only;
Pharmacokinetic data
Bioavailability	73-92%
Metabolism	Hepatic (CYP2D6)
Biological half-life	21-125 hours
Excretion	Urine (70%)
Identifiers
CAS Number	50-47-5
ATC code	N06AA01 (WHO)
PubChem	CID 2995
IUPHAR/BPS	2399
DrugBank	DB01151
ChemSpider	2888
UNII	TG537D343B
KEGG	D07791
ChEBI	CHEBI:47781
ChEMBL	CHEMBL72
Chemical data
Formula	C18H22N2
Molar mass	266.381 g/mol
3D model (Jmol)	Interactive image
	SMILES c1cc3c(cc1)CCc2c(cccc2)N3CCCNC ;
	InChI InChI=1S/C18H22N2/c1-19-13-6-14-20-17-9-4-2-7-15(17)11-12-16-8-3-5-10-18(16)20/h2-5,7-10,19H,6,11-14H2,1H3 ; Key:HCYAFALTSJYZDH-UHFFFAOYSA-N ;
(verify)

同: desipramine hydrochloride

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/11/09 03:18:30」(JST)

wiki en

[Wiki en表示]

Desipramine (also known as desmethylimipramine) is a tricyclic antidepressant (TCA). It inhibits the reuptake of norepinephrine and to a minor extent serotonin. It is used to treat depression, but not considered a first line treatment since the introduction of SSRI antidepressants. Desipramine is an active metabolite of imipramine. It is sold under the brand names Norpramin, and Pertofrane.^[2]

Medical uses

It is primarily used for the treatment of depression.^[2] It may also be useful to treat symptoms of attention deficit hyperactivity disorder.^[3] Evidence of benefit is only in the short term and with concerns of side effects its overall usefulness is not clear.^[4] Desipramine at very low doses is also used to help reduce the pain associated with functional dyspepsia.^[5]

It has also been tried, albeit with little evidence of efficacy, in the treatment of cocaine dependence.^[6] Evidence for usefulness in neuropathic pain is also poor.^[7]

Adverse effects

Desipramine tends to be less sedating than other TCAs and tends to produce fewer anticholinergic effects like dry mouth, urinary retention, blurred vision, memory impairment and constipation.^[8]

Genotoxicity

Desipramine has been shown to be genotoxic in fruit flies;^[9] and it is associated with an increased risk of breast cancer in women.^{[medical citation needed]}

Overdose

Desipramine is particularly toxic in cases of overdose, compared to other antidepressants.^[10] Any overdose or suspected overdose of desipramine is considered to be a medical emergency and can result in death without prompt medical intervention.

References

^ ^a ^b ^c Sallee, FR; Pollock, BG (May 1990). "Clinical pharmacokinetics of imipramine and desipramine.". Clinical Pharmacokinetics. 18 (5): 346–64. doi:10.2165/00003088-199018050-00002. PMID 2185906.
^ ^a ^b Brunton, L; Chabner, B; Knollman, B (2010). Goodman and Gilman's The Pharmacological Basis of Therapeutics (12th ed.). New York: McGraw-Hill Professional. ISBN 978-0-07-162442-8.
^ Ghanizadeh, A (July 2013). "A systematic review of the efficacy and safety of desipramine for treating ADHD.". Current Drug Safety. 8 (3): 169–74. doi:10.2174/15748863113089990029. PMID 23914752.
^ Otasowie, J; Castells, X; Ehimare, UP; Smith, CH (Sep 19, 2014). "Tricyclic antidepressants for attention deficit hyperactivity disorder (ADHD) in children and adolescents.". The Cochrane database of systematic reviews. 9: CD006997. doi:10.1002/14651858.CD006997.pub2. PMID 25238582.
^ http://www.uptodate.com/contents/upset-stomach-functional-dyspepsia-in-adults-beyond-the-basics
^ Pani, PP; Trogu, E; Vecchi, S; Amato, L (December 2011). "Antidepressants for cocaine dependence and problematic cocaine use.". The Cochrane Database of Systematic Reviews (12): CD002950. doi:10.1002/14651858.CD002950.pub3. PMID 22161371.
^ Hearn, L; Moore, RA; Derry, S; Wiffen, PJ; Phillips, T (Sep 23, 2014). "Desipramine for neuropathic pain in adults.". The Cochrane database of systematic reviews. 9: CD011003. doi:10.1002/14651858.CD011003.pub2. PMID 25246131.
^ "Desipramine Hydrochloride" Check |url= value (help). Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. 13 December 2013. Retrieved 17 July 2014.
^ van Schaik, N; Graf, U (May 1991). "Genotoxicity evaluation of five tricyclic antidepressants in the wing somatic mutation and recombination test in Drosophila melanogaster.". Mutation Research. 260 (1): 99–104. doi:10.1016/0165-1218(91)90085-Z. PMID 1902910.
^ White, N; Litovitz, T; Clancy, C (December 2008). "Suicidal antidepressant overdoses: a comparative analysis by antidepressant type.". Journal of Medical Toxicology. 4 (4): 238–50. doi:10.1007/BF03161207. PMC 3550116. PMID 19031375.

External links

Desipramine - medlineplus.org

English Journal

The plus maze and scototaxis test are not valid behavioral assays for anxiety assessment in the South African clawed frog.

Coleman RB, Aguirre K, Spiegel HP, Pecos C, Carr JA, Harris BN.
Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology. 2019 Aug;205(4)567-582.
There are no behavioral models for testing anxiety in amphibians, a group of animals widely used for developmental, ecotoxicological, and genetic research. We aimed to validate two common rodent paradigms, the plus maze and the scototaxis test, for use in the aquatic African clawed frog (Xenopus lae
PMID 31144017

Tailoring the surface chemistry of SiO-based monoliths to enhance the selectivity of SALDI-MS analysis of small molecules.

Amin MO, Al-Hetlani E.
Talanta. 2019 Aug;200()458-467.
Due to their 3D geometry, surface chemistry, high porosity and large surface area, SiO-based monoliths were explored as novel surface-assisted laser desorption/ionization-mass spectrometry (SALDI-MS) substrates for the sensitive and selective detection of small molecules of varying polarities. For t
PMID 31036209

Optical Nanosensing of Lipid Accumulation due to Enzyme Inhibition in Live Cells.

Živanović V, Seifert S, Drescher D, Schrade P, Werner S, Guttmann P, Szekeres GP, Bachmann S, Schneider G, Arenz C, Kneipp J.
ACS nano. 2019 Jul;().
Drugs that influence enzymes of lipid metabolism can cause pathological accumulation of lipids in animal cells. Here, gold nanoparticles, acting as nanosensors that deliver surface-enhanced Raman scattering (SERS) spectra from living cells provide molecular evidence of lipid accumulation in lysosome
PMID 31314989

Related Pictures

by Fred Troller, 1964, New Pertofrane List of drugs included in the TCAs class CLASIFICACIÓN DE ANTIDEPRESIVOS Filed Under: Antidepressants , Featured anticorps capables de fixer la Désipramine

[clinp-1] Sallee, FR; Pollock, BG (May 1990). "Clinical pharmacokinetics of imipramine and desipramine.". Clinical Pharmacokinetics. 18 (5): 346–64. doi:10.2165/00003088-199018050-00002. PMID 2185906.

[GG-2] Brunton, L; Chabner, B; Knollman, B (2010). Goodman and Gilman's The Pharmacological Basis of Therapeutics (12th ed.). New York: McGraw-Hill Professional. ISBN 978-0-07-162442-8.

[3] Ghanizadeh, A (July 2013). "A systematic review of the efficacy and safety of desipramine for treating ADHD.". Current Drug Safety. 8 (3): 169–74. doi:10.2174/15748863113089990029. PMID 23914752.

[4] Otasowie, J; Castells, X; Ehimare, UP; Smith, CH (Sep 19, 2014). "Tricyclic antidepressants for attention deficit hyperactivity disorder (ADHD) in children and adolescents.". The Cochrane database of systematic reviews. 9: CD006997. doi:10.1002/14651858.CD006997.pub2. PMID 25238582.

[5] ttp://www.uptodate.com/contents/upset-stomach-functional-dyspepsia-in-adults-beyond-the-basics

[6] Pani, PP; Trogu, E; Vecchi, S; Amato, L (December 2011). "Antidepressants for cocaine dependence and problematic cocaine use.". The Cochrane Database of Systematic Reviews (12): CD002950. doi:10.1002/14651858.CD002950.pub3. PMID 22161371.

[7] Hearn, L; Moore, RA; Derry, S; Wiffen, PJ; Phillips, T (Sep 23, 2014). "Desipramine for neuropathic pain in adults.". The Cochrane database of systematic reviews. 9: CD011003. doi:10.1002/14651858.CD011003.pub2. PMID 25246131.

[MD-8] "Desipramine Hydrochloride" Check |url= value (help). Martindale: The Complete Drug Reference. London, UK: Pharmaceutical Press. 13 December 2013. Retrieved 17 July 2014.

[9] van Schaik, N; Graf, U (May 1991). "Genotoxicity evaluation of five tricyclic antidepressants in the wing somatic mutation and recombination test in Drosophila melanogaster.". Mutation Research. 260 (1): 99–104. doi:10.1016/0165-1218(91)90085-Z. PMID 1902910.

[10] White, N; Litovitz, T; Clancy, C (December 2008). "Suicidal antidepressant overdoses: a comparative analysis by antidepressant type.". Journal of Medical Toxicology. 4 (4): 238–50. doi:10.1007/BF03161207. PMC 3550116. PMID 19031375.

v t e Sigma receptor modulators

Agonists	3-MeO-PCE 3-MeO-PCP 3-PPP 4-MeO-PCP 4-IBP 4-PPBP Afobazole Alazocine Amantadine Amitriptyline Arketamine BD-1008 BD1031 BD1052 Berberine Buprenorphine Captodiame Citalopram Clorgiline Cocaine Cutamesine Cyclazocine DHEA DHEA-S Desipramine Dextrallorphan Dextromethorphan Dextrorphan Dimemorfan DMT Donepezil DTG Escitalopram Fluoxetine Fluvoxamine Heroin Ibogaine Igmesine Imipramine JO-1784 Ketamine L-687,384 Lamotrigine Lu 28-179 MDMA Memantine Metaphit Methamphetamine Methoxetamine Methylphenidate Morphine Naluzotan Noscapine OPC-14523 Opipramol PB-28 PD-144,415 Pentazocine Pentoxyverine Phencyclidine PRE-084 Pregnenolone Pregnenolone sulfate Quetiapine RTI-55 SA-4503 Siramesine Tapentadol Tenocyclidine Tramadol UMB23 UMB82 Venlafaxine

Antagonists	AC927 AHD1 AZ66 BD1008 BD1047 BD1060 BD1063 BD1067 BMY-14802 CM156 E-5842 Haloperidol Lamotrigine LR132 LR172 MIN-101 MS-377 Naloxone Naltrexone NE-100 Panamesine PD-144418 Progesterone Quingestrone Rimcazole S1RA (E-52862) Sertraline SM-21 SR-31742A UMB100 UMB101 UMB103 UMB116 YZ-011 YZ-069 YZ-185

Unknown / unsorted	4C-T-2 5-MeO-DiPT 18-MC β-Endopsychosin Chlorpromazine Clemastine Clocapramine Cloperastine D-Deprenyl DiPT DPT Gevotroline Nepinalone Selegiline TMA; Allosteric modulators: SKF-83959

v t e Tricyclics

Classes	Acridine Anthracene Dibenzazepine Dibenzocycloheptene Dibenzodiazepine Dibenzothiazepine Dibenzothiepin Dibenzoxazepine Dibenzoxepin Phenothiazine Pyridazinobenzoxazine Pyridinobenzodiazepine Thioxanthene

Antidepressants (TCAs and TeCAs)	7-OH-Amoxapine Amezepine Amineptine Amitriptyline Amitriptylinoxide Amoxapine Aptazapine Azepindole Azipramine Batelapine Butriptyline Cianopramine Ciclazindol Ciclopramine Cidoxepin Clomipramine Cotriptyline Cyanodothiepin Demexiptiline Depramine/Balipramine Desipramine Dibenzepin Dimetacrine Dosulepin/Dothiepin Doxepin Enprazepine Esmirtazapine Fantridone Fluotracen Hepzidine Homopipramol Imipramine Imipraminoxide Intriptyline Iprindole Ketipramine Litracen Lofepramine Losindole Loxapine Maprotiline Mariptiline Mazindol Melitracen Metapramine Mezepine Mianserin Mirtazapine Monometacrine Naranol Nitroxazepine Nortriptyline Noxiptiline Octriptyline Opipramol Oxaprotiline Pipofezine Pirandamine Propizepine Protriptyline Quinupramine Setiptiline/Teciptiline Spiroxepin Tandamine Tampramine Tianeptine Tienopramine Trimipramine

Antihistamines	Azatadine Clobenzepam Cyproheptadine Dacemazine Deptropine Desloratadine Epinastine Etymemazine Fenethazine Hydroxyethylpromethazine Isopromethazine Isothipendyl Ketotifen Latrepirdine Loratadine Mebhydrolin Mequitazine Methdilazine Olopatadine Oxomemazine Phenindamine Pimethixene Promethazine Propiomazine Rupatadine Thiazinamium

Antipsychotics	Acetophenazine Alimemazine Amoxapine Asenapine Butaclamol Butaperazine Carfenazine (carphenazine) Carpipramine Chlorpromazine Chlorprothixene Ciclindole Citatepine Clocapramine Clomacran Clorotepine Clotiapine Clozapine Cyanothepin Doclothepin Docloxythepin Erizepine Flucindole Flumezapine Fluotracen Flupentixol Fluphenazine Gevotroline Homopipramol Isofloxythepin Levomepromazine/Methotrimeprazine Loxapine Maroxepin Meperathiepin Mesoridazine Metiapine Metitepine Metoxepin Mosapramine Naranol Octomethothepin Olanzapine Oxyclothepin Oxyprothepin Pentiapine Peradithiepin Perathiepin Perazine Perphenazine Periciazine Pinoxepin Piperacetazine Pipotiazine Piquindone Prochlorperazine Promazine Prothipendyl Quetiapine Savoxepin/Cipazoxapine Sulforidazine Tenilapine Thiethylperazine Thiopropazate Thioridazine Thiothixene Tilozepine Traboxopine Trifluoperazine Triflupromazine Trifluthepin Zotepine Zuclopenthixol

Anticonvulsants	Carbamazepine Dizocilpine Eslicarbazepine Eslicarbazepine acetate Etazepine Licarbazepine Oxcarbazepine Oxitriptyline Rispenzepine

Others	Adosopine Aminopromazine Atiprosin Beloxepin Carvedilol Cidoxepin Cyclobenzaprine Damotepine Darenzepine Elanzepine Methylene blue Monatepil Nuvenzepine Oxetorone Perlapine P7C3 Pinadoline Pirenzepine Pirolate Pitrazepin Pizotifen Profenamine Serazapine Siltenzepine Telenzepine Tipindole Tropatepine Zolenzepine

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