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Substance Name: Tranylcypromine [INN:BAN]
RN: 155-09-9
UNII: 3E3V44J4Z9
InChIKey: AELCINSCMGFISI-DTWKUNHWSA-N

Note

  • 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 Formula

  • C9-H11-N

Molecular Weight

  • 133.1929
 

Classification Codes

  • Anti-Anxiety Agents
  • Antidepressive Agents
  • Central Nervous System Agents
  • Central Nervous System Depressants
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Human Data
  • Monoamine Oxidase Inhibitors
  • Psychotropic Drugs
  • Tranquilizing Agents

Names and Synonyms

Name of Substance

  • Tranylcypromine
  • Tranylcypromine [INN:BAN]

MeSH Heading

  • Tranylcypromine

Synonyms

  • 3-12-00-02797 (Beilstein Handbook Reference)
  • BRN 3195803
  • CCRIS 3344
  • Cyclopropanamine, 2-phenyl-, trans-(+-)-
  • Cyclopropylamine, 2-phenyl-, trans-(+-)-
  • dl-Tranylcypromine
  • EINECS 205-841-9
  • HSDB 3404
  • Jatrosom
  • NSC 80664
  • Parnate
  • Parnitene
  • Racemic Tranylcypromine
  • SKF 385
  • SKF Trans-385
  • Tranilcipromina
  • Tranilcipromina [INN-Spanish]
  • trans-DL-2-Phenylcyclopropylamine
  • Transamine
  • Tranylcypromine
  • Tranylcyprominum
  • Tranylcyprominum [INN-Latin]
  • UNII-3E3V44J4Z9

Systematic Names

  • Cyclopropanamine, 2-phenyl-, (1R,2S)-rel-
  • Cyclopropanamine, 2-phenyl-, trans-(+-)-
  • Cyclopropylamine, 2-phenyl-, trans-(+-)-
  • Tranylcypromine

Registry Numbers

CAS Registry Number

  • 155-09-9

FDA UNII

  • 3E3V44J4Z9

Other Registry Number

  • 95-62-5

System Generated Number

  • 0000155099

Structure Descriptors

InChI

1S/C9H11N/c10-9-6-8(9)7-4-2-1-3-5-7/h1-5,8-9H,6,10H2/t8-,9+/m0/s1

InChIKey

AELCINSCMGFISI-DTWKUNHWSA-N

Smiles

c1ccc(cc1)[C@@H]2C[C@H]2N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man LDLo oral 5714ug/kg (5.714mg/kg) CARDIAC: ARRHYTHMIAS (INCLUDING CHANGES IN CONDUCTION) Journal of Analytical Toxicology. Vol. 20, Pg. 301, 1996.
mouse LD50 intraperitoneal 25mg/kg (25mg/kg) BEHAVIORAL: EXCITEMENT

SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE
Arzneimittel-Forschung. Drug Research. Vol. 21, Pg. 1727, 1971.
mouse LD50 oral 64mg/kg (64mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 166, Pg. 449, 1967.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 1.58 (none)   EXP
Water Solubility 4.86E+04 mg/L 25 EST
Vapor Pressure 0.109 mm Hg 25 EST
Henry's Law Constant 4.75E-07 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.63E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.