2-({[4-amino-5-(ethanesulfonyl)-2-methoxyphenyl]formamido}methyl)-1-ethylpyrrolidin-1-ium-1-olate

• ChemBase ID: 160545
• Molecular Formular: C17H27N3O5S
• Molecular Mass: 385.47838
• Monoisotopic Mass: 385.16714198
• SMILES: C1CCC([N+]1(CC)[O-])CNC(=O)c1c(cc(c(c1)S(=O)(=O)CC)N)OC
• Canonical SMILES: COc1cc(N)c(cc1C(=O)NCC1CCC[N+]1([O-])CC)S(=O)(=O)CC
• InChI: InChI=1S/C17H27N3O5S/c1-4-20(22)8-6-7-12(20)11-19-17(21)13-9-16(26(23,24)5-2)14(18)10-15(13)25-3/h9-10,12H,4-8,11,18H2,1-3H3,(H,19,21)
• InChIKey: LLIKIPAUZJTRGB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({[4-amino-5-(ethanesulfonyl)-2-methoxyphenyl]formamido}methyl)-1-ethylpyrrolidin-1-ium-1-olate
• IUPAC Traditional name: 2-({[4-amino-5-(ethanesulfonyl)-2-methoxyphenyl]formamido}methyl)-1-ethylpyrrolidin-1-ium-1-olate
• Synonyms: 4-Amino-N-[(1-ethyl-1-oxido-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide; 4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide N-Oxide; Amisulpride N-Oxide

Database IDs

• CAS Number: 71676-01-2
• PubChem SID: 162254680
• PubChem CID: 71313372

CALCULATED PROPERTIES

• Acid pKa: 14.025307
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -0.8731411
• LogD (pH = 7.4): -0.87308824
• Log P: -0.8730875
• Molar Refractivity: 101.8897 cm^3
• Polarizability: 38.556408 Å^3
• Polar Surface Area: 125.37 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: White Solid
• Melting Point: 146-149°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A633265

Amisulpride N-Oxide is an impurity of Amisulpride (A633250). Amisulpride N-Oxide was identified as a photodegradation product of Amisulpride.

REFERENCES

• Moulin, A., et al.: Eur. J. Drug Metab. Pharmcokinet., 3, 507 (1991)
• Chatterjee, B., et al.: J. Biotechnol., 3, 235 (1991)
• Breier, A., et al.: J. Pharm. Biomed. Anal., 46, 250 (1991)