13-chloro-2-(2-chlorophenyl)(4,4,5,5-2H4)-3-oxa-6,9-diazatricyclo[8.4.0.02,6]tetradeca-1(14),10,12-trien-8-one

• ChemBase ID: 164932
• Molecular Formular: C17H14Cl2N2O2
• Molecular Mass: 349.21126
• Monoisotopic Mass: 348.04323306
• SMILES: c1c(cc2c(c1)NC(=O)CN1C2(OCC1)c1c(cccc1)Cl)Cl
• 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)(4,4,5,5-^2H₄)-3-oxa-6,9-diazatricyclo[8.4.0.0^2,^6]tetradeca-1(14),10,12-trien-8-one
• IUPAC Traditional name: 13-chloro-2-(2-chlorophenyl)(4,4,5,5-^2H₄)-3-oxa-6,9-diazatricyclo[8.4.0.0^2,^6]tetradeca-1(14),10,12-trien-8-one
• Synonyms: 10-Chloro-11b-(2-chlorophenyl)-2,3,7,11b-(tetrahydrooxazolo-d4)[3,2-d][1,4]benzodiazepin-6(5H)-one; Betavel-d4; CS 370-d4; Cloxazolazepam-d4; Enadel-d4; Lubalix-d4; MT 14-411-d4; Olcadil-d4; Sepazon-d4; Sepazone-d4; Tolestan-d4; Cloxazolam-d4

Database IDs

• PubChem SID: 162259066
• PubChem CID: 71314967

CALCULATED PROPERTIES

• 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: 34.837696 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C587477

A labelled 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)