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

• ChemBase ID: 175019
• Molecular Formular: C16H13N3O3
• Molecular Mass: 295.29272
• Monoisotopic Mass: 295.09569129
• SMILES: c1ccccc1C1=NCC(=O)N(c2c1cc(cc2)[N+](=O)[O-])C
• Canonical SMILES: CN1C(=O)CN=C(c2c1ccc(c2)[N+](=O)[O-])c1ccccc1
• InChI: InChI=1S/C16H13N3O3/c1-18-14-8-7-12(19(21)22)9-13(14)16(17-10-15(18)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3
• InChIKey: GWUSZQUVEVMBPI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-methyl-7-nitro-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: nimetazepam
• Synonyms: 1,3-Dihydro-1-methyl-7-nitro-5-phenyl-2H-1,4-benzodiazepin-2-one; 1-Methyl-5-phenyl-7-nitro-1,3-dihydro-2H-1,4-benzodiazepin-2-one; 1-Methylnitrazepam; Elimin; Erimin; Hypnon; Methylnitrazepam; N-Methylmogadon; N-Methylnitrazepam; Nimetazam; Nimetazepam; Ro 5-3453; S 1530; Nimetazepam

Database IDs

• CAS Number: 2011-67-8
• PubChem SID: 164230929
• PubChem CID: 4496

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 2.41137
• LogD (pH = 7.4): 2.4120178
• Log P: 2.4120262
• Molar Refractivity: 82.3318 cm^3
• Polarizability: 30.329924 Å^3
• Polar Surface Area: 78.49 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Dark yellow Solid
• Melting Point: 152-158°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - N477800

Sedative, hypnotic. Controlled substance.

REFERENCES

• Inaba, et al.: Chem. Pharm. Bull., 19, 722 (1971)
• Sakai, S., et al.: Arzneim.-Forsch., 22, 534 (1971)