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Tranylcypromine Sulfate

Tranylcypromine Sulfate

Synopsis, Chemistry

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Also known as: Tranylcypromine sulfate, 13492-01-8, Tranylcypromine sulfate (usp), Chebi:9653, D00826

Molecular Formula

C₁₈H₂₄N₂O₄S

Molecular Weight

364.5 g/mol

InChI Key

BKPRVQDIOGQWTG-VYIKEJMZSA-N

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)

1 2D Structure

Tranylcypromine Sulfate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R)-2-phenylcyclopropan-1-amine;sulfuric acid

2.1.2 InChI

InChI=1S/2C9H11N.H2O4S/c2*10-9-6-8(9)7-4-2-1-3-5-7;1-5(2,3)4/h2*1-5,8-9H,6,10H2;(H2,1,2,3,4)/t2*8?,9-;/m11./s1

2.1.3 InChI Key

BKPRVQDIOGQWTG-VYIKEJMZSA-N

2.1.4 Canonical SMILES

C1C(C1N)C2=CC=CC=C2.C1C(C1N)C2=CC=CC=C2.OS(=O)(=O)O

2.1.5 Isomeric SMILES

C1[C@H](C1C2=CC=CC=C2)N.C1[C@H](C1C2=CC=CC=C2)N.OS(=O)(=O)O

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Jatrosom

2. Parnate

3. Sulfate, Tranylcypromine

4. Trans 2 Phenylcyclopropylamine

5. Trans-2-phenylcyclopropylamine

6. Transamine

7. Tranylcypromine

8. Tranylcypromine Sulfate

2.2.2 Depositor-Supplied Synonyms

1. Tranylcypromine Sulfate

2. 13492-01-8

3. Tranylcypromine Sulfate (usp)

4. Chebi:9653

5. D00826

2.3 Create Date

2008-02-08

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₄N₂O₄S
Molecular Weight	364.5 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	2
Exact Mass	364.14567842 g/mol
Monoisotopic Mass	364.14567842 g/mol
Topological Polar Surface Area	135 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	197
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Anxiety Agents

Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here. (See all compounds classified as Anti-Anxiety Agents.)

Antidepressive Agents

Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems. (See all compounds classified as Antidepressive Agents.)

Monoamine Oxidase Inhibitors

A chemically heterogeneous group of drugs that have in common the ability to block oxidative deamination of naturally occurring monoamines. (From Gilman, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p414) (See all compounds classified as Monoamine Oxidase Inhibitors.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Monoamine Oxidase Inhibitors [MoA]; Monoamine Oxidase Inhibitor [EPC]