Fluvastatin (sodium salt)

Cayman Chemical Item Number 10010337

Lescol® (CAS 93957-55-2)

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Description

Hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase is the rate-limiting enzyme in the cholesterol biosynthetic pathway and the target of the “statin” class of cholesterol-lowering drugs.1 Fluvastatin acts as a competitive inhibitor of hydroxymethylglutaryl-coenzyme A (HMG-CoA) reductase with respect to binding of the substrate HMG-CoA (Ki = 0.3 nM) but not with respect to binding of NADPH.2,3 It is marketed under the trade name Lescol for the treatment of hypercholesterolemia in the prevention of cardiovascular disease. When fluvastatin was administered in a clinical trial to patients undergoing percutaneous coronary intervention, LDL cholesterol levels were reduced by 27% after six weeks of treatment with a dose of 40 mg/kg twice a day compared to placebo.4

1. Tobert, J.A. Lovastatin and beyond: The history of the HMG-CoA reductase inhibitors. Nat Rev Drug Discov 2 517-526 (2003).

2. Istvan, E.S., and Deisenhofer, J. Structural mechanism for statin inhibition of HMG-CoA reductase. Science 292 1160-1164 (2001).

3. Corsini, A., Maggi, F.M., and Catapano, A.L. Pharmacology of competitive inhibitors of HMG-CoA reductase. Pharmacol Res 31(1) 9-27 (1995).

4. Serruys, P.W.J.C., de Feyter, P., Macaya, C., et al. Fluvastatin for prevention of cardiac events following successful first percutaneous coronary intervention: A randomized controlled trial. JAMA 287(24) 3215-3222 (2002).

Synonyms
  • Lescol®
Formal Name 7-​[3-​(4-​fluorophenyl)-​1-​(1-​methylethyl)-​1H-​indol-​2-​yl]-​3,​5-​dihydroxy-​6-​heptenoic acid,​ sodium salt
CAS Number 93957-55-2
Molecular Formula C24H25FNO4 · Na
Formula Weight 433.5
Formulation A crystalline solid
Purity ≥98%
λmax 233, 305 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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FC1=CC=C(C=C1)​C2=C(/C=C/C(O)​CC(O)​CC([O-]​)​=O)​N(C(C)​C)​C3=C2C=CC=C3.[Na+]​
InCHI Code
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​1S/C24H26FNO4.Na/c1-15(2)​26-21-6-4-3-5-20(21)​24(16-7-9-17(25)​10-8-16)​22(26)​12-11-18(27)​13-19(28)​14-23(29)​30;/h3-12,15,18-19,27-28H,13-14H2,1-2H3,(H,29,30)​;/q;+1/p-1/b12-11+;
InCHI Key
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ZGGHKIMDNBDHJB-CALJPSDSSA-M

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Size Price Quantity Subtotal
10 mg $20.00 $0.00
25 mg $44.00 $0.00
50 mg $66.00 $0.00
100 mg $118.00 $0.00
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