3-bromo-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2,6-dimethoxybenzamide hydrochloride

• ChemBase ID: 177393
• Molecular Formular: C16H24BrClN2O3
• Molecular Mass: 407.73036
• Monoisotopic Mass: 406.06588232
• SMILES: C1C[C@H](N(C1)CC)CNC(=O)c1c(ccc(c1OC)Br)OC.Cl
• Canonical SMILES: CCN1CCC[C@H]1CNC(=O)c1c(OC)ccc(c1OC)Br.Cl
• InChI: InChI=1S/C16H23BrN2O3.ClH/c1-4-19-9-5-6-11(19)10-18-16(20)14-13(21-2)8-7-12(17)15(14)22-3;/h7-8,11H,4-6,9-10H2,1-3H3,(H,18,20);1H/t11-;/m0./s1
• InChIKey: WCPXLMIPGMFZMY-MERQFXBCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-bromo-N-{[(2S)-1-ethylpyrrolidin-2-yl]methyl}-2,6-dimethoxybenzamide hydrochloride
• IUPAC Traditional name: remoxipride hydrochloride
• Synonyms: 3-Bromo-N-[[(2S)-1-ethyl-2-pyrrolidinyl]methyl]-2,6-dimethoxybenzamide Hydrochloride; (-)-Remoxipride Hydrochloride; Remoxipride Hydrochloride; (-)-FLA 731; A 33547; A 33547 Hydrochloride; FLA 731; (-)-FLA 73; Roxiam; (S)-Remoxipride Hydrochloride

Database IDs

• CAS Number: 73220-03-8
• PubChem SID: 164233303
• PubChem CID: 15565709

CALCULATED PROPERTIES

• Acid pKa: 13.061707
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.46103978
• LogD (pH = 7.4): 1.3025001
• Log P: 2.3419893
• Molar Refractivity: 90.5612 cm^3
• Polarizability: 34.70597 Å^3
• Polar Surface Area: 50.8 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R143700

Specific dopamine D2-receptor antagonist. Antipsychotic.

REFERENCES

• Ogren, S.O., et al.: Eur. J. Pharmacol., 102, 459 (1984)
• Dubin, A., et al.: J. Biomol. Screen., 10, 168 (1984)