3-chloro-4-fluoro-N-({4-[(phenylformohydrazido)carbonyl]phenyl}methyl)benzene-1-sulfonamide

• ChemBase ID: 178101
• Molecular Formular: C21H17ClFN3O4S
• Molecular Mass: 461.8937832
• Monoisotopic Mass: 461.06123294
• SMILES: Fc1ccc(cc1Cl)S(=O)(=O)NCc1ccc(cc1)C(=O)NNC(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccc(cc1)CNS(=O)(=O)c1ccc(c(c1)Cl)F)NNC(=O)c1ccccc1
• InChI: InChI=1S/C21H17ClFN3O4S/c22-18-12-17(10-11-19(18)23)31(29,30)24-13-14-6-8-16(9-7-14)21(28)26-25-20(27)15-4-2-1-3-5-15/h1-12,24H,13H2,(H,25,27)(H,26,28)
• InChIKey: FYIBXBFDXNPBSF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-chloro-4-fluoro-N-({4-[(phenylformohydrazido)carbonyl]phenyl}methyl)benzene-1-sulfonamide
• IUPAC Traditional name: 3-chloro-4-fluoro-N-({4-[(phenylformohydrazido)carbonyl]phenyl}methyl)benzenesulfonamide
• Synonyms: 4-[[[(3-Chloro-4-fluorophenyl)sulfonyl]amino]methyl]benzoic Acid 2-Benzoylhydrazide; TCN 201

Database IDs

• CAS Number: 852918-02-6
• PubChem SID: 164234011
• PubChem CID: 4787937

CALCULATED PROPERTIES

• Acid pKa: 9.575915
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): 3.3895054
• LogD (pH = 7.4): 3.386981
• Log P: 3.3895378
• Molar Refractivity: 115.3612 cm^3
• Polarizability: 43.973846 Å^3
• Polar Surface Area: 104.37 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T012550

TCN 201 is a novel NMDA receptor antagonist selective for NR2A- over NR2B-containing receptors.

REFERENCES

• Auberson, Y., et al.: Bioorg. Med. Chem. Lett., 12, 1099 (2002)
• Yuan, H., et al.: J. Neurosci., 29, 12045 (2002)
• Bettini, et al.: J. Pharm. Exp. Ther., 335, 644 (2002)
• Hansen, et al.: J. Neurosci., 32, 6197 (2002)