tranylcypromine

Trade name: parnate

Small moleculeapproved

Approved

Feb 21, 1961

Tranylcypromine, sold under the brand name Parnate among others, is a monoamine oxidase inhibitor (MAOI). More specifically, tranylcypromine acts as nonselective and irreversible inhibitor of the enzyme monoamine oxidase (MAO). It is used as an antidepressant and anxiolytic agent in the clinical treatment of mood and anxiety disorders, respectively. It is also effective in the treatment of ADHD. — Wikipedia

Clinical trial activity

14 trials · 14 clinical orgs · 7 marketing orgs

Phase 1

Phase 2

Phase 3

Phase 4

Earliest trial started Sep 1, 1998 (NCT00012558)

Timeline

1960s

Feb 21, 1961
Advanz Pharma — Earliest FDA Approval
Feb 21, 1961
Advanz Pharma — NDA Secondary Org
Feb 21, 1961
Advanz Pharma — Marketing Organization
Feb 21, 1961
Advanz Pharma — NDA Organization

2000s

Jan 1, 2002
Earliest Phase 1 Sponsor(trial)
Jun 29, 2006
Par Pharmaceuticals — Marketing Organization
Jun 29, 2006
Strides Pharma Science — Marketing Organization

2010s

Jan 1, 2015
Earliest Phase 3 Sponsor(trial)
Apr 17, 2018
Kinedexe — Marketing Organization
Apr 17, 2018
County Line — Marketing Organization
Apr 17, 2018
Novitium Pharma — Marketing Organization

2020s

Jun 27, 2022
Crossmedika Sa — Marketing Organization

Indications

Approved for

Studied for

Mechanism of action

Monoamine oxidaseINHIBITOR
Monoamine oxidase inhibitor
- Amine oxidase [flavin-containing] A (MAOA) ↗
- Amine oxidase [flavin-containing] B (MAOB) ↗
- Monoamine oxidase A
- Monoamine oxidase B

Approval history

approvedPriority reviewFeb 21, 1961

Chemistry & pharmacology

Loading structure…

SMILES

OS(O)(=O)=O.N[C@H]1C[C@@H]1C2=CC=CC=C2.N[C@H]3C[C@@H]3C4=CC=CC=C4

Mol. weight: 364.459 g/mol
Lipinski Ro5: Pass
Rule of 3: Yes
Chirality: Racemic Mixture
Inorganic: No
Polymer: No
Availability: Prescription Only

Oral

Parenteral

Topical

Sources

Also known as

(1r*,2s*)-2-phenylcyclopropan-1-amine
(1r*,2s*)-2-phenylcyclopropan-1-amine
dl-tranylcypromine
dl-tranylcypromine
pamate
parnate
parnate
parnate
parnate
parnate
parnate
parstelin
parstelin
racemic tranylcypromine
racemic tranylcypromine
(rs)-trans-2-phenylcyclopropylamine
trancyclopromine
tranilcipromina
tranilcipromina
(±)-trans-2-phenylcyclopropylamine
(±)-trans-2-phenylcyclopropylamine
trans-2-phenylcyclopropylamine
trans-2-phenylcyclopropylamine
transamine
transamine
trans-dl-2-phenylcyclopropylamine
trans-dl-2-phenylcyclopropylamine
tranylcypromin
tranylcypromin
tranylcypromine
tranylcypromine
tranylcypromine
tranylcypromine
tranylcypromine
tranylcypromine
tranylcypromine
tranylcypromine
tranylcypromine
tranylcypromine
tranylcypromine
tranylcypromine hcl
tranylcypromine hydrochloride
tranylcypromine sulfate
tranylcypromine sulfate
tranylcypromine sulfate
tranylcypromine sulfate
tranylcyprominum
tranylcyprominum

Clinical trials

NCT ID	Phase	Start date	Sponsor(s)
NCT02717884	Phase 1/Phase 2 (Phase 2)	May 1, 2015	University of Freiburg
NCT02273102	Phase 1	Mar 2, 2015	University of Miami
NCT02374567	Phase 3	Jan 1, 2015	Gottfried Wilhelm Leibniz Universität Hannover
NCT02269540	Early Phase 1 (Phase 1)	Oct 1, 2014	University of Toronto
NCT02261779	Phase 1/Phase 2 (Phase 2)	Sep 1, 2014	Martin Luther University
NCT01896349	N/A	Apr 1, 2013	Federal University of Rio Grande do Sul
NCT01430455	Phase 4	May 1, 2011	Columbia University
NCT01031810	Phase 4	Nov 1, 2009	Columbia University, National Institute of Mental Health (NIMH)
NCT00653393	Phase 1	Oct 1, 2004	Par Pharmaceuticals, PharmaNet (2006)
NCT00223691	Phase 1	Mar 1, 2002	Vanderbilt University
NCT00296686	Phase 4	Sep 1, 2001	Columbia University
NCT00177567	Phase 4	Jul 1, 2001	University of Pittsburgh
NCT00021528	Phase 4	Jul 1, 2001	National Institute of Mental Health (NIMH), The University of Texas, Dallas
NCT00012558	N/A	Sep 1, 1998	Harvard University, National Institute of Mental Health (NIMH), University of Pittsburgh

Showing 14 of 14 trials

Page 1 / 1

Organizations

Research & Development (14)

Organization	Org type	Trials	As lead sponsor	Phases	Earliest year
Columbia University	Academic/Hospital	3	3	1	2001
National Institute of Mental Health (NIMH)	Government	3	2	2	1998
University of Pittsburgh	Academic/Hospital	2	1	2	1998
Federal University of Rio Grande do Sul	Academic/Hospital	1	1	1	2013
Gottfried Wilhelm Leibniz Universität Hannover	Academic/Hospital	1	1	1	2015
Harvard University	Academic/Hospital	1	0	1	1998
Martin Luther University	Academic/Hospital	1	1	1	2014
Par Pharmaceuticals	For profit	1	1	1	2004
PharmaNet (2006)	For profit	1	0	1	2004
The University of Texas, Dallas	Academic/Hospital	1	0	1	2001
University of Freiburg	Academic/Hospital	1	1	1	2015
University of Miami	Academic/Hospital	1	1	1	2015
University of Toronto	Academic/Hospital	1	1	1	2014
Vanderbilt University	Academic/Hospital	1	1	1	2002

14 organizations

Page 1 / 1

Marketing (10)

Organization	Org type	Relationship	Date
Advanz Pharma	For profit	NDA2	Feb 21, 1961
Advanz Pharma	For profit	MKTG	Feb 21, 1961
Advanz Pharma	For profit	NDA	Feb 21, 1961
Advanz Pharma	For profit	SYN	Feb 21, 1961
County Line	For profit	MKTG	Apr 17, 2018
Crossmedika Sa	For profit	MKTG	Jun 27, 2022
Kinedexe	For profit	MKTG	Apr 17, 2018
Novitium Pharma	For profit	MKTG	Apr 17, 2018
Par Pharmaceuticals	For profit	MKTG	Jun 29, 2006
Strides Pharma Science	For profit	MKTG	Jun 29, 2006