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

• ChemBase ID: 175901
• Molecular Formular: C18H17ClN2O2
• Molecular Mass: 328.79278
• Monoisotopic Mass: 328.09785547
• SMILES: c1c(cc2c(c1)NC(=O)CN1C2(OC(C1)C)c1ccccc1)Cl
• Canonical SMILES: O=C1CN2CC(OC2(c2c(N1)ccc(c2)Cl)c1ccccc1)C
• InChI: InChI=1S/C18H17ClN2O2/c1-12-10-21-11-17(22)20-16-8-7-14(19)9-15(16)18(21,23-12)13-5-3-2-4-6-13/h2-9,12H,10-11H2,1H3,(H,20,22)
• InChIKey: VCCZBYPHZRWKFY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 13-chloro-4-methyl-2-phenyl-3-oxa-6,9-diazatricyclo[8.4.0.0^2,^6]tetradeca-1(14),10,12-trien-8-one
• IUPAC Traditional name: oxazolam
• Synonyms: 10-Chloro-2,3,7,11b-tetrahydro-2-methyl-11b-phenyloxazolo[3,2-d][1,4]benzodiazepin-6(5H)-one; Hializan; Oxazolazepam; Serenal; Tranquit; Oxazolam

Database IDs

• CAS Number: 24143-17-7
• PubChem SID: 164231811
• PubChem CID: 4617

CALCULATED PROPERTIES

• Acid pKa: 12.688562
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.9334059
• LogD (pH = 7.4): 3.9403677
• Log P: 3.9404595
• Molar Refractivity: 90.6605 cm^3
• Polarizability: 34.774826 Å^3
• Polar Surface Area: 41.57 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O846300

A psychotropic agent with anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. It is a precursor to the active substance Desmethyldiazepam (D291595).

REFERENCES

• Ochs, H.R. et al.: J. Clin. Pharmacol., 24, 446 (1984)
• Takagi, H. et al.: Nip. Yakur. Zas., 66, 134 (1984)