7-isothiocyanato-1-methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

• ChemBase ID: 171986
• Molecular Formular: C17H13N3OS
• Molecular Mass: 307.36962
• Monoisotopic Mass: 307.07793305
• SMILES: N1(C(=O)CN=C(c2c1ccc(c2)N=C=S)c1ccccc1)C
• Canonical SMILES: S=C=Nc1ccc2c(c1)C(=NCC(=O)N2C)c1ccccc1
• InChI: InChI=1S/C17H13N3OS/c1-20-15-8-7-13(19-11-22)9-14(15)17(18-10-16(20)21)12-5-3-2-4-6-12/h2-9H,10H2,1H3
• InChIKey: LUHGKWXGSZEQRY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-isothiocyanato-1-methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: 7-isothiocyanato-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-one
• Synonyms: 1,3-Dihydro-7-isothiocyanato-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one; 7-Isothiocyanato Nimetazepam

Database IDs

• CAS Number: 847201-78-9
• PubChem SID: 164227896
• PubChem CID: 56835193

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.4925065
• LogD (pH = 7.4): 3.49385
• Log P: 3.4938672
• Molar Refractivity: 92.07 cm^3
• Polarizability: 34.16017 Å^3
• Polar Surface Area: 45.03 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I904050

Covalent GABAA receptor isoform covalent modification Diazepam (D416855) analog. Benzodiazepines are widely used for their anxiolytic, sedative, myorelaxant and anticonvulsant properties. Controlled substance.

REFERENCES

• Sanna, E., et al.: Eur. J. Pharmacol., 451, 103 (2002)
• Berezhnoy, D., et al.: J. Biol. Chem., 279, 3160 (2002)