N-(4-fluorophenyl)-4,5-dimethyl-6-[1-(2H3)methyl-1,2,3,4-tetrahydroisoquinolin-2-yl]pyrimidin-2-amine hydrochloride

• ChemBase ID: 177476
• Molecular Formular: C22H24ClFN4
• Molecular Mass: 398.9041632
• Monoisotopic Mass: 398.16735269
• SMILES: c1ccc2c(c1)CCN(C2C)c1nc(nc(c1C)C)Nc1ccc(cc1)F.Cl
• Canonical SMILES: Fc1ccc(cc1)Nc1nc(c(c(n1)C)C)N1CCc2c(C1C)cccc2.Cl
• InChI: InChI=1S/C22H23FN4.ClH/c1-14-15(2)24-22(25-19-10-8-18(23)9-11-19)26-21(14)27-13-12-17-6-4-5-7-20(17)16(27)3;/h4-11,16H,12-13H2,1-3H3,(H,24,25,26);1H
• InChIKey: MALPZYQJEDBIAK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(4-fluorophenyl)-4,5-dimethyl-6-[1-(^2H₃)methyl-1,2,3,4-tetrahydroisoquinolin-2-yl]pyrimidin-2-amine hydrochloride
• IUPAC Traditional name: N-(4-fluorophenyl)-4,5-dimethyl-6-[1-(^2H₃)methyl-3,4-dihydro-1H-isoquinolin-2-yl]pyrimidin-2-amine hydrochloride
• Synonyms: 4-(3,4-Dihydro-1-(methyl-d3)-2(1H)-isoquinolinyl)-N-(4-fluorophenyl)-5,6-dimethyl-2-pyrimidinamine Hydrochloride; 5,6-Dimethyl-2-(4-fluorophenylamino)-4-(1-methyl-d31,2,3,4-tetrahydroisoquinolin-2-yl)pyrimidine hydrochloride; Revaprazan Hydrochloride; SB 641257 Hydrochloride-d3; SB 641257A-d3; YH 1885-d3; Revaprazan-d3 Hydrochloride

Database IDs

• PubChem SID: 164233386
• PubChem CID: 71752041

CALCULATED PROPERTIES

• Acid pKa: 14.288637
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.989365
• LogD (pH = 7.4): 5.805032
• Log P: 5.839379
• Molar Refractivity: 108.0867 cm^3
• Polarizability: 39.730656 Å^3
• Polar Surface Area: 41.05 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - R279502

Labelled Revaprazan (R279500). Gastric proton pump inhibitor. Antiulcerative.

REFERENCES

• Yu, K.-S., et al.: J. Clin. Pharmacol., 44, 73 (2004)