ethyl N-[2-amino-6-({[4-fluoro(2H4)phenyl]methyl}amino)pyridin-3-yl]carbamate hydrochloride

• ChemBase ID: 169289
• Molecular Formular: C15H18ClFN4O2
• Molecular Mass: 340.7804232
• Monoisotopic Mass: 340.11023174
• SMILES: c1c(ccc(c1)CNc1ccc(c(n1)N)NC(=O)OCC)F.Cl
• Canonical SMILES: CCOC(=O)Nc1ccc(nc1N)NCc1ccc(cc1)F.Cl
• InChI: InChI=1S/C15H17FN4O2.ClH/c1-2-22-15(21)19-12-7-8-13(20-14(12)17)18-9-10-3-5-11(16)6-4-10;/h3-8H,2,9H2,1H3,(H,19,21)(H3,17,18,20);1H
• InChIKey: WBAZQELGBFQHPE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl N-[2-amino-6-({[4-fluoro(^2H₄)phenyl]methyl}amino)pyridin-3-yl]carbamate hydrochloride
• IUPAC Traditional name: ethyl N-[2-amino-6-({[4-fluoro(^2H₄)phenyl]methyl}amino)pyridin-3-yl]carbamate hydrochloride
• Synonyms: N-[2-Amino-6-[[(4-fluorophenyl)methyl]amino]-3-pyridinyl]carbamic Acid Ethyl Ester Hydrochloride; 2-Amino-6-[(p-fluorobenzyl)amino]-3-pyridinecarbamic Acid Ethyl Ester Hydrochlorite; Flupirtine-d4 Hydrochloride Salt

Database IDs

• PubChem SID: 162263421
• PubChem CID: 71316897

CALCULATED PROPERTIES

• Acid pKa: 12.896986
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 0.9672019
• LogD (pH = 7.4): 2.319763
• Log P: 2.669325
• Molar Refractivity: 85.4865 cm^3
• Polarizability: 30.289686 Å^3
• Polar Surface Area: 89.27 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Blue Solid
• Melting Point: 197-199°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - F598512

Labelled Flupirtine (F598510). Analgesic. Substituted pyridine with central analgesic properties.

REFERENCES

• Vaupel, D., et al.: Eur. J. Pharmacol., 162, 447 (1989)
• Nickel, B., et al.: Arzneim.-Forsch., 40, 909 (1989)
• Lunemann, J., et al.: J. Immunol., 168, 4881 (1989)