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

• ChemBase ID: 167213
• Molecular Formular: C17H15ClFN3O
• Molecular Mass: 331.7719032
• Monoisotopic Mass: 331.08876802
• SMILES: N1(C(=O)CN=C(c2c1ccc(c2)Cl)c1ccccc1F)CCN
• Canonical SMILES: NCCN1C(=O)CN=C(c2c1ccc(c2)Cl)c1ccccc1F
• InChI: InChI=1S/C17H15ClFN3O/c18-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)19)21-10-16(23)22(15)8-7-20/h1-6,9H,7-8,10,20H2
• InChIKey: MVAUDJDXZPBWOW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2-aminoethyl)-7-chloro-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: N-desalkylflurazepam
• Synonyms: 1-(2-Aminoethyl)-7-chloro-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-oneDihydrobromide; 7-Chloro-1-(2-aminoethyl)-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one Dihydrobromide; Dealkylflurazepam Dihydrobromide; Desalkylflurazepam Dihydrobromide; Dideethylflurazepam Dihydrobromide; Didesethylflurazepam Dihydrobromide; N,N-Bisdesethylflurazepam Dihydrobromide; Didesethyl Flurazepam Dihydrobromide

Database IDs

• CAS Number: 21808-55-9
• PubChem SID: 162261346
• PubChem CID: 28647

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.4822781
• LogD (pH = 7.4): 0.83338374
• Log P: 2.4218047
• Molar Refractivity: 87.9781 cm^3
• Polarizability: 33.37124 Å^3
• Polar Surface Area: 58.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D440800

A metabolite of Flurazepam. Controlled substance (depressant).

REFERENCES

• Ghose, A., et al.: Mol. Pharmacol., 37, 725 (1990)
• Maddalena, D., et al.: J. Med. Chem., 38, 715 (1990)