Tranylcypromine sulfateProduct ingredient for Tranylcypromine

Name
Tranylcypromine sulfate
Drug Entry
Tranylcypromine

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).

Tranylcypromine is a racemate comprising equal amounts of (1R,2S)- and (1S,2R)-2-phenylcyclopropan-1-amine with the chiral centers both located on the cylopropane ring. An irreversible monoamine oxidase inhibitor that is used as an antidepressant (INN tranylcypromine).

Accession Number
DBSALT000960
Structure
Synonyms
Not Available
UNII
7ZAT6ES870
CAS Number
13492-01-8
Weight
Average: 364.46
Monoisotopic: 364.145678435
Chemical Formula
C18H24N2O4S
InChI Key
BKPRVQDIOGQWTG-KAVFMPKWSA-N
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
IUPAC Name
bis((1S,2R)-2-phenylcyclopropan-1-amine); sulfuric acid
SMILES
OS(O)(=O)=O.N[C@H]1C[C@@H]1C1=CC=CC=C1.N[C@H]1C[C@@H]1C1=CC=CC=C1
ChemSpider
9648812
Wikipedia
Tranylcypromine
Predicted Properties
PropertyValueSource
Water Solubility1.49 mg/mLALOGPS
logP1.5ALOGPS
logP1.34Chemaxon
logS-2ALOGPS
pKa (Strongest Basic)9.62Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count1Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area26.02 Å2Chemaxon
Rotatable Bond Count2Chemaxon
Refractivity41.7 m3·mol-1Chemaxon
Polarizability15.51 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon