7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepine-2-thione

• ChemBase ID: 1367
• Molecular Formular: C17H11ClF4N2S
• Molecular Mass: 386.7942528
• Monoisotopic Mass: 386.02675992
• SMILES: Clc1cc2c(N(CC(F)(F)F)C(=S)CN=C2c2c(F)cccc2)cc1
• Canonical SMILES: Clc1ccc2c(c1)C(=NCC(=S)N2CC(F)(F)F)c1ccccc1F
• InChI: InChI=1S/C17H11ClF4N2S/c18-10-5-6-14-12(7-10)16(11-3-1-2-4-13(11)19)23-8-15(25)24(14)9-17(20,21)22/h1-7H,8-9H2
• InChIKey: IKMPWMZBZSAONZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1H-1,4-benzodiazepine-2-thione
• IUPAC Traditional name: quazepam
• Brand Name: Cetrane; Doral; Dormalin; Oniria; Prosedar; Quazium; Selepam
• Synonyms: Quazepamum [inn-latin]; Quazepam

Database IDs

• CAS Number: 36735-22-5
• PubChem SID: 46505952; 160964827
• PubChem CID: 4999

CALCULATED PROPERTIES

JChem

• Acid pKa: 18.925508
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.0632186
• LogD (pH = 7.4): 5.0637474
• Log P: 5.0637546
• Molar Refractivity: 93.4693 cm^3
• Polarizability: 34.48161 Å^3
• Polar Surface Area: 15.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 4.76
• LOG S: -5.22
• Solubility (Water): 2.31e-03 g/l

PROPERTIES

Physical Property

• Hydrophobicity(logP): 4.03 [SANGSTER (1994)]

DETAILS

DrugBank - DB01589

• Drug Groups: illicit; approved
• Description: Quazepam is a drug which is a benzodiazepine derivative. It induces impairment of motor function and has hypnotic properties. Quazepam is used to treat insomnia.
• Indication: Used to treat insomnia.
• Pharmacology: Quazepam is a benzodiazepine derivative. The main pharmacological action of quazepam is the enhancement of the neurotransmitter, GABA at the GABA_A receptor.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• Absorption: Bioavailability is 29-35% following oral administration.
• Half Life: 39 hours
• External Links: Wikipedia; Drugs.com