5-(2-fluorophenyl)-7-nitro-2,3-dihydro-1H-1,4-benzodiazepin-2-one

• ChemBase ID: 175465
• Molecular Formular: C15H10FN3O3
• Molecular Mass: 299.2566032
• Monoisotopic Mass: 299.07061942
• SMILES: c1cccc(c1C1=NCC(=O)Nc2c1cc(cc2)[N+](=O)[O-])F
• Canonical SMILES: O=C1CN=C(c2c(N1)ccc(c2)[N+](=O)[O-])c1ccccc1F
• InChI: InChI=1S/C15H10FN3O3/c16-12-4-2-1-3-10(12)15-11-7-9(19(21)22)5-6-13(11)18-14(20)8-17-15/h1-7H,8H2,(H,18,20)
• InChIKey: KNGIGRDYBQPXKQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-fluorophenyl)-7-nitro-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: 5-(2-fluorophenyl)-7-nitro-1,3-dihydro-1,4-benzodiazepin-2-one
• Synonyms: 5-(2-Fluorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one; Demethylflunitrazepam; Desmethylflunitrazepam; N-1-Desmethylflunitrazepam; N-Desmethylflunitrazepam; Norflunitrazepam; Ro 5-4435; Nor-Flunitrazepam

Database IDs

• CAS Number: 2558-30-7
• PubChem SID: 164231375
• PubChem CID: 520217

CALCULATED PROPERTIES

• Acid pKa: 11.890338
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.6906056
• LogD (pH = 7.4): 2.6906478
• Log P: 2.690662
• Molar Refractivity: 79.4323 cm^3
• Polarizability: 28.2293 Å^3
• Polar Surface Area: 87.28 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N681050

A metabolite of Flunitrazepam (F500700).

REFERENCES

• Asai, H., et al.: J. Pharmacol. Exp. Ther., 277, 1004 (1996)
• Kilicarslan, T., et al.: Drug Metab. Dispos., 29, 460 (1996)
• Tanaka, E., et al.: J. Toxicol. Clin. Toxicol., 40, 69 (1996)