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tranylcypromine 🐶 Veterinary Use | Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definition	Drug id	CAS RN
	2715	155-09-9

Description:

Molecule	Description
Molfile Inchi Smiles Synonyms: tranylcypromine (RS)-trans-2-Phenylcyclopropylamine tranylcypromine sulfate tranylcypromine hydrochloride tranylcypromine HCl parnate	A propylamine formed from the cyclization of the side chain of amphetamine. This monoamine oxidase inhibitor is effective in the treatment of major depression, dysthymic disorder, and atypical depression. It also is useful in panic and phobic disorders. (From AMA Drug Evaluations Annual, 1994, p311) Molecular weight: 133.19 Formula: C9H11N CLOGP: 1.48 LIPINSKI: 0 HAC: 1 HDO: 1 TPSA: 26.02 ALOGS: -1.95 ROTB: 1 Status: OFP Legend: OFP - off patent OFM - off market ONP - on patent

Molecule

Description

Molfile Inchi Smiles

Synonyms:

tranylcypromine
(RS)-trans-2-Phenylcyclopropylamine
tranylcypromine sulfate
tranylcypromine hydrochloride
tranylcypromine HCl
parnate

A propylamine formed from the cyclization of the side chain of amphetamine. This monoamine oxidase inhibitor is effective in the treatment of major depression, dysthymic disorder, and atypical depression. It also is useful in panic and phobic disorders. (From AMA Drug Evaluations Annual, 1994, p311)

Molecular weight: 133.19
Formula: C9H11N
CLOGP: 1.48
LIPINSKI: 0
HAC: 1
HDO: 1
TPSA: 26.02
ALOGS: -1.95
ROTB: 1

Status: OFP

Legend:
OFP - off patent
OFM - off market
ONP - on patent

Drug dosage:

Dose	Unit	Route
10	mg	O

ADMET properties:

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Property	Value	Reference
MRTD (Maximum Recommended Therapeutic Daily Dose)	6.44 µM/kg/day	Contrera JF, Matthews EJ, Kruhlak NL, Benz RD
BA (Bioavailability)	50 %	Kim MT, Sedykh A, Chakravarti SK, Saiakhov RD, Zhu H
S (Water solubility)	48 mg/mL	Benet LZ, Broccatelli F, Oprea TI
BDDCS (Biopharmaceutical Drug Disposition Classification System)	1	Benet LZ, Broccatelli F, Oprea TI

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Approvals:

Date	Agency	Company	Orphan
Feb. 21, 1961	FDA	COVIS PHARMA

FDA Adverse Event Reporting System (Female)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Hypertensive crisis	192.72	46.87	48	1308	15238	63472428
Potentiating drug interaction	167.16	46.87	34	1322	4322	63483344
Labelled drug-food interaction medication error	117.09	46.87	16	1340	168	63487498
Drug interaction	74.23	46.87	51	1305	229080	63258586
Serotonin syndrome	72.30	46.87	26	1330	28656	63459010
Diet noncompliance	68.01	46.87	11	1345	382	63487284
Congenital central nervous system anomaly	62.21	46.87	10	1346	334	63487332
Drug dose titration not performed	57.61	46.87	10	1346	535	63487131
Atrioventricular septal defect	55.80	46.87	9	1347	307	63487359
Craniosynostosis	53.29	46.87	8	1348	169	63487497

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FDA Adverse Event Reporting System (Male)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Neuroleptic malignant syndrome	44.76	41.51	13	295	17921	34938702

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FDA Adverse Event Reporting System (Geriatric)

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MedDRA adverse event term	Likelihood ratio	Likelihood ratio threshold	Patients taking drug having adverse event	Patients taking drug not having adverse event	Patients not taking drug having adverse event	Patients not taking drug not having adverse event
Hypertensive crisis	175.28	40.44	44	1143	20726	79722475
Serotonin syndrome	104.61	40.44	35	1152	44992	79698209
Potentiating drug interaction	101.38	40.44	24	1163	8795	79734406
Labelled drug-food interaction medication error	72.75	40.44	10	1177	162	79743039
Drug dose titration not performed	70.91	40.44	12	1175	798	79742403
Drug interaction	59.42	40.44	49	1138	415134	79328067
Contraindicated product administered	54.35	40.44	32	1155	157506	79585695
Neuroleptic malignant syndrome	46.84	40.44	17	1170	27542	79715659
Food interaction	43.92	40.44	9	1178	1693	79741508

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FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

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Source	Code	Description
ATC	N06AF04	NERVOUS SYSTEM PSYCHOANALEPTICS ANTIDEPRESSANTS Monoamine oxidase inhibitors, non-selective
CHEBI has role	CHEBI:35469	antidepressants
CHEBI has role	CHEBI:35474	anti-anxiety agents
CHEBI has role	CHEBI:38623	monoamine oxidase inhibitors
CHEBI has role	CHEBI:50183	P450 inhibitors
CHEBI has role	CHEBI:131509	LSD1 inhibitor
FDA EPC	N0000175744	Monoamine Oxidase Inhibitor
FDA MoA	N0000000184	Monoamine Oxidase Inhibitors
MeSH PA	D014151	Anti-Anxiety Agents
MeSH PA	D000928	Antidepressive Agents

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Drug Use | Suggest Off label Use Form| |View source of the data|

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Disease	Relation	SNOMED_ID	DOID
Major depressive disorder	indication	370143000
Suicidal thoughts	contraindication	6471006
Alcoholism	contraindication	7200002
Bipolar disorder	contraindication	13746004	DOID:3312
Feeling agitated	contraindication	24199005
Orthostatic hypotension	contraindication	28651003
Hyperthyroidism	contraindication	34486009	DOID:7998
Hypertensive disorder	contraindication	38341003	DOID:10763
Conduction disorder of the heart	contraindication	44808001
Low blood pressure	contraindication	45007003

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🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (acidic/basic)
pKa1	8.31	Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

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Target	Class	Pharos	UniProt	Action	Type	Activity value (-log[M])	Bioact source	MoA source
Amine oxidase [flavin-containing] B	Enzyme	P27338	AOFB_HUMAN	INHIBITOR	IC50	7.48	CHEMBL	CHEMBL
5-hydroxytryptamine receptor 1A	GPCR	P08908	5HT1A_HUMAN		Ki	5.23	PDSP
Sodium-dependent dopamine transporter	Transporter	Q01959	SC6A3_HUMAN		Ki	5.29	PDSP
Cytochrome P450 2A6	Enzyme	P11509	CP2A6_HUMAN		Ki	7.19	WOMBAT-PK
Amine oxidase [flavin-containing] A	Enzyme	P21397	AOFA_HUMAN		IC50	6.62	CHEMBL
Cytochrome P450 2C19	Enzyme	P33261	CP2CJ_HUMAN		IC50	5.30	CHEMBL
Cytochrome P450 2B6	Enzyme	P20813	CP2B6_HUMAN		IC50	5.16	CHEMBL
Lysine-specific histone demethylase 1A	Enzyme	O60341	KDM1A_HUMAN		Ki	4.60	CHEMBL
Lysine-specific histone demethylase 1B	Enzyme	Q8NB78	KDM1B_HUMAN		IC50	4.46	CHEMBL
Sodium-dependent noradrenaline transporter	Transporter	P23975	SC6A2_HUMAN		Ki	5.23	PDSP

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External reference:

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ID	Source
1LP	PDB_CHEM_ID
001496	NDDF
004597	NDDF
10734	RXNORM
13492-01-8	SECONDARY_CAS_RN
19493	PUBCHEM_CID
1986-47-6	SECONDARY_CAS_RN
372891006	SNOMEDCT_US
3E3V44J4Z9	UNII
4018013	VANDF

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Pharmaceutical products:

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Product	Category	Ingredients	NDC	Form	Quantity	Route	Marketing	Label
PARNATE	Human Prescription Drug Label	1	59212-447	TABLET, FILM COATED	10 mg	ORAL	NDA	28 sections
PARNATE	Human Prescription Drug Label	1	59212-447	TABLET, FILM COATED	10 mg	ORAL	NDA	28 sections
Tranylcypromine	HUMAN PRESCRIPTION DRUG LABEL	1	0527-3010	TABLET	10 mg	ORAL	ANDA	30 sections
Tranylcypromine	HUMAN PRESCRIPTION DRUG LABEL	1	10135-739	TABLET	10 mg	ORAL	ANDA	28 sections
Tranylcypromine	HUMAN PRESCRIPTION DRUG LABEL	1	10135-739	TABLET	10 mg	ORAL	ANDA	28 sections
Tranylcypromine	HUMAN PRESCRIPTION DRUG LABEL	1	43547-655	TABLET	10 mg	ORAL	ANDA	30 sections
Tranylcypromine	Human Prescription Drug Label	1	70954-538	TABLET	10 mg	ORAL	ANDA	29 sections
Tranylcypromine Sulfate	Human Prescription Drug Label	1	0591-5590	TABLET, FILM COATED	10 mg	ORAL	NDA AUTHORIZED GENERIC	28 sections
Tranylcypromine Sulfate	Human Prescription Drug Label	1	0591-5590	TABLET, FILM COATED	10 mg	ORAL	NDA AUTHORIZED GENERIC	28 sections
TRANYLCYPROMINE SULFATE	HUMAN PRESCRIPTION DRUG LABEL	1	49884-032	TABLET, FILM COATED	10 mg	ORAL	ANDA	28 sections

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