cerivastatin

Trade name: baycol

Small moleculewithdrawn

Approved

Jun 26, 1997

Cerivastatin (BAYCOL®) is a competitive inhibitor of HMG-CoA reductase, which is responsible for the conversion of 3-hydroxy-3-methyl-glutaryl-coenzyme A (HMG-CoA) to mevalonate, a precursor of sterols, including cholesterol. The inhibition of cholesterol biosynthesis by cerivastatin reduces the level of cholesterol in hepatic cells, which stimulates the synthesis of low-density lipoprotein (LDL) receptors, thereby increasing the uptake of cellular LDL particles. The end result of these biochemical processes is a reduction of the plasma cholesterol concentration. On August 8, 2001 the U.S. Food and Drug Administration (FDA) announced that Bayer Pharmaceutical Division voluntarily withdrew BAYCOL® from the U.S. market, due to reports of fatal rhabdomyolysis, a severe adverse reaction from this cholesterol-lowering (lipid-lowering) product. It has also been withdrawn from the Canadian market. — NCATS

Clinical trial activity

0 trials · 0 clinical orgs · 1 marketing orgs

Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
0

Timeline

1990s

  1. Jun 26, 1997

    Bayer — Earliest FDA Approval

  2. Jun 26, 1997

    Bayer — NDA Organization

Indications

Mechanism of action

Approval history

  • withdrawnJun 26, 1997

Chemistry & pharmacology

Loading structure…

SMILES

COCc1c(C(C)C)nc(C(C)C)c(/C=C/[C@@H](O)C[C@@H](O)CC(=O)O)c1-c1ccc(F)cc1
Mol. weight
459.56 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No
Delivery
Oral

Oral

Yes

Parenteral

No

Topical

No

Sources

Also known as

  • 6-heptenoic acid, 7-(4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-bis(1-methylethyl)-3-pyridinyl)-3,5-dihydroxy-, monosodium salt, (s-(r*,s*-(e)))-
  • 7-(4-(4-fluorophenyl)-2,6-diisopropyl-5-(methoxymethyl)pyrid-3-yl)-3,5-dihydroxy-6-heptenoate sodium salt
  • baychol
  • baycol
  • baycol
  • baycol
  • baycol
  • baycol
  • baycol
  • baycol
  • bay w 6228
  • bay-w-6228
  • bay-w-6228
  • cerivastatin
  • cerivastatin
  • cerivastatin
  • cerivastatin
  • cerivastatin
  • cerivastatin
  • cerivastatin
  • cerivastatin
  • cerivastatin sodium
  • cerivastatin sodium
  • cerivastatin sodium
  • cerivastatin sodium
  • cerivastatin sodium
  • cerivastatin sodium salt hydrate
  • certa
  • kazak
  • lipobay
  • lipobay
  • lipobay
  • rivastatin

Organizations

Marketing (1)

OrganizationOrg typeRelationshipDate
BayerFor profitNDAJun 26, 1997