methyl (3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate

• ChemBase ID: 177620
• Molecular Formular: C23H30FN3O6S
• Molecular Mass: 495.5642032
• Monoisotopic Mass: 495.18393492
• SMILES: c1(ccc(cc1)c1nc(nc(c1/C=C/[C@H](C[C@H](CC(=O)OC)O)O)C(C)C)N(S(=O)(=O)C)C)F
• Canonical SMILES: COC(=O)C[C@@H](C[C@@H](/C=C/c1c(nc(nc1c1ccc(cc1)F)N(S(=O)(=O)C)C)C(C)C)O)O
• InChI: InChI=1S/C23H30FN3O6S/c1-14(2)21-19(11-10-17(28)12-18(29)13-20(30)33-4)22(15-6-8-16(24)9-7-15)26-23(25-21)27(3)34(5,31)32/h6-11,14,17-18,28-29H,12-13H2,1-5H3/b11-10+/t17-,18-/m1/s1
• InChIKey: SUTPUCLJAVPJRS-NDZBKKTDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (3R,5S,6E)-7-[4-(4-fluorophenyl)-2-(N-methylmethanesulfonamido)-6-(propan-2-yl)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate
• IUPAC Traditional name: methyl (3R,5S,6E)-7-[4-(4-fluorophenyl)-6-isopropyl-2-(N-methylmethanesulfonamido)pyrimidin-5-yl]-3,5-dihydroxyhept-6-enoate
• Synonyms: (3R,5S,6E)-7-[4-(4-Fluorophenyl)-6-(1-methylethyl)-2-[methyl(methylsulfonyl)amino]-5-pyrimidinyl]-3,5-dihydroxy-6-heptenoic Acid Methyl Ester; Rosuvastatin Methyl Ester

Database IDs

• CAS Number: 147118-40-9
• MDL Number: MFCD12756002
• PubChem SID: 164233530
• PubChem CID: 25183331

CALCULATED PROPERTIES

• Acid pKa: 14.5440035
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 2.0688546
• LogD (pH = 7.4): 2.0688546
• Log P: 2.0688546
• Molar Refractivity: 126.2074 cm^3
• Polarizability: 50.21372 Å^3
• Polar Surface Area: 129.92 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - R700565

Rosuvastatin Methyl Ester is an impurity of Rosuvastatin (R700500) in the pharmaceutical dosage forms under forced degradation conditions.

REFERENCES

• Lennernas, H., et al.: Clin. Pharmacokinet., 32, 403 (1997)
• Kivisto, K., et al.: Br. J. Clin. Pharmacol., 46, 49 (1997)
• Lan, K., et al.: J. Pharm. Biomed. Anal., 44, 540 (1997)