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289145 Simvastatin CAS: 79902-63-9

Specifications
References
CAS Number
79902-63-9
Grade
Highly Purified
Molecular Formula
C25H38O5
Molecular Weight
418.57
EU Commodity Code
38220090
Shipping Temp
RT
Storage Temp
4°C
2,2-Dimethylbutanoic Acid (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-Hexahydro-3,7-dimethyl|-8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl Ester; |(+)-Simvastatin; Cholestat; Lipex; Novo-Simvastatin; Simvotin; Sinvacor; Statin; Zorced; MK-733, Synvinolin, BRN 4768037; Zocor, Liponorm

A competitive inhibitor of HMG-CoA reductase. A synthetic analog of lovastatin. Simvastatin is a synthetic derivative of a fermentation product of Aspergillus terreus. A synthetic analog of Lovastatin. Antilipemic. Simvastatin, the drug, is sold under the trade name Zocor.

Synonyms
2,2-Dimethylbutanoic Acid (1S,3R,7S,8S,8aR)-1,2,3,7,8,8a-Hexahydro-3,7-dimethyl -8-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]-1-naphthalenyl Ester; (+)-Simvastatin; Cholestat; Lipex; Novo-Simvastatin; Simvotin; Sinvacor; Statin; Zorced; MK-733, Synvinolin, BRN 4768037; Zocor, Liponorm
CAS No
79902-63-9
Molecular Formula
C₂₅H₃₈O₅
Molecular Weight
418.57
Appearance
White solid
Purity
≥98%
Specific Optical Rotation ([α]20 (c=0.5, AcN): D)
+285 to +298°
Loss on Drying
≤0.5%
Melting Point
127-132 °C (lit.)
Storage and Stability
May be stored at RT for short-term only. Long-term storage is recommended at 4°C. Stable for 6 months after receipt. For maximum recovery of product, centrifuge the original vial prior to removing the cap. Store under inert atmosphere.
References
1. Effects of synvinolin (MK-733) on plasma lipids in familial hypercholesterolaemia: M.J. Mol, et al.; Lancet 2, 936 (1986) 2. All ras proteins are polyisoprenylated but only some are palmitoylated: J.F. Hancock, et al.; Cell 57, 1167 (1989) 3. Inhibition of proliferation of human smooth muscle cells by various HMG-CoA reductase inhibitors; comparison with other human cell types: P. Negre-Aminou, et al.; Biochim. Biophys. Acta 1345, 259 (1997) 4. Statins as a newly recognized type of immunomodulator: B. Kwak, et al.; Nat. Med. 6, 1399 (2000) 5. Lovastatin and simvastatin are modulators of the proteasome: C. Wojcik, et al.; Int. J. Biochem. Cell Biol. 32, 957 (2000) 6. Statins and bone formation: I.R. Garrett, et al.; Curr. Pharm. Des. 7, 715 (2001) 7. HMG-CoA reductase inhibitors as immunomodulators: potential use in transplant rejection: L.J. Raggatt & N.C. Partridge; Drugs 62, 2185 (2002) (Review) 8. HMG-CoA reductase inhibitors and the malignant cell: the statin family of drugs as triggers of tumor-specific apoptosis: W.W. Wong, et al.; Leukemia 16, 508 (2002) 9. The statins as anticancer agents: K.K. Chan, et al.; Clin. Cancer Res. 9, 10 (2003) 10. Anti-inflammatory and immunomodulatory effects of statins: L.M. Blanco-Colio, et al.; Kidney Int. 63, 12 (2003) 11. Statin compounds reduce human immunodeficiency virus type 1 replication by preventing the interaction between virion-associated host intercellular adhesion molecule 1 and its natural cell surface ligand LFA-1: J.F. Giguere & M.J. Tremblay; J. Virol. 78, 12062 (2004)
USBio References
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