[7-chloro-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-yl]methanamine

• ChemBase ID: 160274
• Molecular Formular: C16H15ClFN3
• Molecular Mass: 303.7618032
• Monoisotopic Mass: 303.0938534
• SMILES: N1c2c(C(=NCC1CN)c1ccccc1F)cc(cc2)Cl
• Canonical SMILES: NCC1CN=C(c2c(N1)ccc(c2)Cl)c1ccccc1F
• InChI: InChI=1S/C16H15ClFN3/c17-10-5-6-15-13(7-10)16(20-9-11(8-19)21-15)12-3-1-2-4-14(12)18/h1-7,11,21H,8-9,19H2
• InChIKey: LSQOUBKWMBDIPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [7-chloro-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-yl]methanamine
• IUPAC Traditional name: [7-chloro-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-yl]methanamine
• Synonyms: (±)-4-Amino-3-methylbutanoic Acid Heminaphthalene-1,5-disulfonic Acid; 1,5-Naphthalenedisulfonic Acid compd. with 4-Amino-3-methylbutanoate (1:2); 3-Methyl-GABA; 4-Amino-3-methylbutyric Acid Heminaphthalene-1,5-disulfonate

Database IDs

• CAS Number: 1216629-00-3
• PubChem SID: 162254409
• PubChem CID: 15563244

CALCULATED PROPERTIES

• Acid pKa: 12.034306
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.7940308
• LogD (pH = 7.4): 0.5892615
• Log P: 2.9797194
• Molar Refractivity: 84.4533 cm^3
• Polarizability: 31.441523 Å^3
• Polar Surface Area: 50.41 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A615300

4-Amino-3-methylbutyric Acid Heminaphthalene-1,5-disulfonate is an activator of GABA aminotransferase. 4-Amino-3-methylbutyric Acid Heminaphthalene-1,5-disulfonate displays anticonvulsant activity.

REFERENCES

• Silverman, R.B. et al.: 34, 2295 (1991)
• Nicholson, S.H. et al.: J. Neurochem., 32, 249 (1991)
• Breckenridge, R.J. et al.: Biochem. Pharmacol., 30, 3045 (1991)