13-chloro-2-(2-chlorophenyl)-3-oxa-6,9-diazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),11,13-trien-8-one

• ChemBase ID: 1338
• Molecular Formular: C17H14Cl2N2O2
• Molecular Mass: 349.21126
• Monoisotopic Mass: 348.04323306
• SMILES: Clc1c(C23OCCN2CC(=O)Nc2c3cc(Cl)cc2)cccc1
• Canonical SMILES: O=C1Nc2ccc(cc2C2(N(C1)CCO2)c1ccccc1Cl)Cl
• InChI: InChI=1S/C17H14Cl2N2O2/c18-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)19)21(7-8-23-17)10-16(22)20-15/h1-6,9H,7-8,10H2,(H,20,22)
• InChIKey: ZIXNZOBDFKSQTC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-chloro-2-(2-chlorophenyl)-3-oxa-6,9-diazatricyclo[8.4.0.0^{2,6}]tetradeca-1(10),11,13-trien-8-one; 13-chloro-2-(2-chlorophenyl)-3-oxa-6,9-diazatricyclo[8.4.0.0^2,^6]tetradeca-1(10),11,13-trien-8-one; 13-chloro-2-(2-chlorophenyl)-3-oxa-6,9-diazatricyclo[8.4.0.0^2,^6]tetradeca-1(14),10,12-trien-8-one
• IUPAC Traditional name: cloxazolam
• Synonyms: Cloxazolam; 10-Chloro-11b-(2-chlorophenyl)-2,3,7,11b-tetrahydrooxazolo[3,2-d][1,4]benzodiazepin-6(5H)-one; Betavel; CS 370; Cloxazolazepam; Enadel; Lubalix; MT 14-411; Olcadil; Sepazon; Sepazone; Tolestan

Database IDs

• CAS Number: 24166-13-0
• PubChem SID: 160964798; 46505281
• PubChem CID: 2816
• ATC CODE: N05BA22
• Chemspider ID: 2714
• DrugBank ID: DB01553
• KEGG ID: D01268
• Unique Ingredient Identifier: GYL649Z0HY
• Wikipedia Title: Cloxazolam

CALCULATED PROPERTIES

JChem

• Acid pKa: 12.688303
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.127385
• LogD (pH = 7.4): 4.12792
• Log P: 4.127929
• Molar Refractivity: 91.0465 cm^3
• Polarizability: 34.837685 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.56
• LOG S: -4.12
• Solubility (Water): 2.66e-02 g/l

PROPERTIES

Pharmacology Properties

• Admin Routes: Oral
• Excretion: Renal
• Half Life: 65 Hours
• Metabolism: Hepatic
• Legal Status: Schedule IV(US)

DETAILS

DrugBank - DB01553

• Drug Groups: illicit; experimental
• External Links: Wikipedia

Toronto Research Chemicals - C587475

A benzodiazepine derivative with anxiolytic, hypnotic and antihypertensive properties used as an anti-anxiety drug. It is metabolized into the active metabolite Delorezepam (D230675). Controlled Substance.

REFERENCES

• Oliveira-Silva, D. et al.: Biomed. Chrom., 23, 1266 (2009)
• Kamioka, T. et al.: Psychopharmacol., 52, 17 (2009)
• Fischer-Cornelssen, K.A. et al.: Arzneim.-Forsch., 31, 1757 (2009)