N-(2-amino-6-{[(4-fluorophenyl)methyl]amino}pyridin-3-yl)acetamide hydrochloride

• ChemBase ID: 165339
• Molecular Formular: C14H16ClFN4O
• Molecular Mass: 310.7544432
• Monoisotopic Mass: 310.09966705
• SMILES: c1c(ccc(c1)CNc1ccc(c(n1)N)NC(=O)C)F.Cl
• Canonical SMILES: CC(=O)Nc1ccc(nc1N)NCc1ccc(cc1)F.Cl
• InChI: InChI=1S/C14H15FN4O.ClH/c1-9(20)18-12-6-7-13(19-14(12)16)17-8-10-2-4-11(15)5-3-10;/h2-7H,8H2,1H3,(H,18,20)(H3,16,17,19);1H
• InChIKey: SNFKATSAUGOEKK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-amino-6-{[(4-fluorophenyl)methyl]amino}pyridin-3-yl)acetamide hydrochloride
• IUPAC Traditional name: N-(2-amino-6-{[(4-fluorophenyl)methyl]amino}pyridin-3-yl)acetamide hydrochloride
• Synonyms: N-[2-Amino-6-[[(4-fluorophenyl)methyl]amino]-3-pyridinyl]acetamide Hydrochloride; D 13223 (Flupirtine Metabolite)

Database IDs

• CAS Number: 95777-69-8
• PubChem SID: 162259472
• PubChem CID: 185408

CALCULATED PROPERTIES

• Acid pKa: 13.746072
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.05084055
• LogD (pH = 7.4): 1.2918243
• Log P: 1.6932261
• Molar Refractivity: 79.1143 cm^3
• Polarizability: 27.707037 Å^3
• Polar Surface Area: 80.04 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White To Pale Blue Solid
• Melting Point: 229-232°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D100065

The major active metabolite of Flupirtine in human plasma.

REFERENCES

• Niebch, G., et al.: Arzneim.-Forsch., 42, 1343 (1992)
• Friedel, H., et al.: Drugs, 45, 548 (1992)
• Fu, I., et al.: J. Pharm. Biomed. Anal., 18, 347 (1992)