14-chloro-10-(13C,2H3)methyl-4-methyl-2-phenyl-3-oxa-7,10-diazatricyclo[9.4.0.02,7]pentadeca-1(11),4,12,14-tetraene-6,9-dione

• ChemBase ID: 172041
• Molecular Formular: C20H17ClN2O3
• Molecular Mass: 369.80623484
• Monoisotopic Mass: 369.09612493
• SMILES: N1(C(=O)CN2C(c3c1ccc(c3)Cl)(OC(=CC2=O)C)c1ccccc1)[13CH3]
• Canonical SMILES: CC1=CC(=O)N2C(O1)(c1ccccc1)c1cc(Cl)ccc1N(C(=O)C2)[13CH3]
• InChI: InChI=1S/C20H17ClN2O3/c1-13-10-18(24)23-12-19(25)22(2)17-9-8-15(21)11-16(17)20(23,26-13)14-6-4-3-5-7-14/h3-11H,12H2,1-2H3/i2+1
• InChIKey: PWAJCNITSBZRBL-VQEHIDDOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 14-chloro-10-(^1^3C,^2H₃)methyl-4-methyl-2-phenyl-3-oxa-7,10-diazatricyclo[9.4.0.0^2,^7]pentadeca-1(11),4,12,14-tetraene-6,9-dione
• IUPAC Traditional name: 14-chloro-10-(^1^3C,^2H₃)methyl-4-methyl-2-phenyl-3-oxa-7,10-diazatricyclo[9.4.0.0^2,^7]pentadeca-1(11),4,12,14-tetraene-6,9-dione
• Synonyms: 11-Chloro-8,12b-dihydro-2-methyl-8-(methyl-13C,d3)-12b-phenyl-4H-[1,3]oxazino[3,2-d][1,4]benzodiazepine-4,7(6H)-dione; (±)-Ketazolam-13C,d3; Anseren-13C,d3; Ansieten-13C,d3; Anxon-13C,d3; Contamex-13C,d3; Loftran-13C,d3; NSC 338158-13C,d3; U 28774-13C,d3; Unakalm-13C,d3; Ketazolam-13C,d3

Database IDs

• PubChem SID: 164227951
• PubChem CID: 71749668

CALCULATED PROPERTIES

• Acid pKa: 14.1983595
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.0128675
• LogD (pH = 7.4): 3.0128675
• Log P: 3.0128677
• Molar Refractivity: 99.781 cm^3
• Polarizability: 37.914394 Å^3
• Polar Surface Area: 49.85 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - K165652

A labelled psychotropic benzodiazepine derivative with hypnotic and anxiolytic properties. Controlled Substance.

REFERENCES

• Sethy, V.H. et al.: Naun.-Schmeid. Atch. Pharmacol., 301, 157 (1978)
• Moore, S. et al.: Curr. Therap. Res., 29, 704 (1978)
• Gutierrez, S.F. et al.: Cien. Pharmac., 5, 37 (1978)