4-amino-5-(ethanesulfonyl)-N-{[1-(2H5)ethylpyrrolidin-2-yl]methyl}-2-methoxybenzamide

• ChemBase ID: 160544
• Molecular Formular: C17H27N3O4S
• Molecular Mass: 369.47898
• Monoisotopic Mass: 369.17222736
• SMILES: C1CCC(N1CC)CNC(=O)c1c(cc(c(c1)S(=O)(=O)CC)N)OC
• Canonical SMILES: CCN1CCCC1CNC(=O)c1cc(c(cc1OC)N)S(=O)(=O)CC
• InChI: InChI=1S/C17H27N3O4S/c1-4-20-8-6-7-12(20)11-19-17(21)13-9-16(25(22,23)5-2)14(18)10-15(13)24-3/h9-10,12H,4-8,11,18H2,1-3H3,(H,19,21)
• InChIKey: NTJOBXMMWNYJFB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-5-(ethanesulfonyl)-N-{[1-(^2H₅)ethylpyrrolidin-2-yl]methyl}-2-methoxybenzamide
• IUPAC Traditional name: 4-amino-5-(ethanesulfonyl)-N-{[1-(^2H₅)ethylpyrrolidin-2-yl]methyl}-2-methoxybenzamide
• Synonyms: 4-Amino-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(ethylsulfonyl)-2-methoxybenzamide-d5; Aminosultopride-d5; DAN-2163-d5; Socian-d5; Solian-d5; Sulamid-d5; Amisulpride-d5

Database IDs

• PubChem SID: 162254679
• PubChem CID: 45273902

CALCULATED PROPERTIES

• Acid pKa: 14.032646
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): -1.307408
• LogD (pH = 7.4): 0.090507895
• Log P: 0.2512877
• Molar Refractivity: 99.8448 cm^3
• Polarizability: 38.367462 Å^3
• Polar Surface Area: 101.73 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White to Off-White Solid
• Melting Point: 103-105°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A633252

Labelled Amisulpride (A633250). Amisulpride is a neuroleptic agent, an analogue of Sulpiride (S689145). Amisulpride is used as an antipsychotic. Amisulpride is a dopamine receptor antagonist.

REFERENCES

• Protais, P., et al.: Neuropharmacol., 24, 861 (1985)
• Perrault, G., et al.: J. Pharmacol. Exp. Ther., 280, 73 (1985)