- 関
- cerivastatin
WordNet
- a silvery soft waxy metallic element of the alkali metal group; occurs abundantly in natural compounds (especially in salt water); burns with a yellow flame and reacts violently in water; occurs in sea water and in the mineral halite (rock salt) (同)Na, atomic number 11
- an oral drug (trade name Baycol) to reduce blood cholesterol levels (同)Baycol
PrepTutorEJDIC
- ソジウム,ナトリウム(金属元素;化学記号はNa)
Wikipedia preview
出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/03/23 15:19:51」(JST)
[Wiki en表示]
Cerivastatin
|
Systematic (IUPAC) name |
(3R,5S,6E)-7-[4-(4-fluorophenyl)-5-(methoxymethyl)-2,6-bis(propan-2-yl)pyridin-3-yl]-3,5-dihydroxyhept-6-enoic acid |
Clinical data |
Pregnancy
category
|
|
Legal status
|
|
Pharmacokinetic data |
Half-life |
2–3 hours |
Identifiers |
CAS Registry Number
|
145599-86-6 N |
ATC code
|
C10AA06 |
PubChem |
CID 446156 |
DrugBank |
DB00439 Y |
ChemSpider |
393588 Y |
UNII |
AM91H2KS67 Y |
KEGG |
D07661 Y |
ChEBI |
CHEBI:3558 Y |
ChEMBL |
CHEMBL1477 Y |
Chemical data |
Formula |
C26H34FNO5 |
Molecular mass
|
459.55 g/mol |
SMILES
- O=C(O)C[C@H](O)C[C@H](O)/C=C/c1c(nc(c(c1c2ccc(F)cc2)COC)C(C)C)C(C)C
|
InChI
-
InChI=1S/C26H34FNO5/c1-15(2)25-21(11-10-19(29)12-20(30)13-23(31)32)24(17-6-8-18(27)9-7-17)22(14-33-5)26(28-25)16(3)4/h6-11,15-16,19-20,29-30H,12-14H2,1-5H3,(H,31,32)/b11-10+/t19-,20-/m1/s1 Y
Key:SEERZIQQUAZTOL-ANMDKAQQSA-N Y
|
N (what is this?) (verify) |
Cerivastatin (brand names: Baycol, Lipobay) is a synthetic member of the class of statins used to lower cholesterol and prevent cardiovascular disease. It was marketed by the pharmaceutical company Bayer A.G. in the late 1990s, competing with Pfizer's highly successful atorvastatin (Lipitor). Cerivastatin was voluntarily withdrawn from the market worldwide in 2001, due to reports of fatal rhabdomyolysis.
During postmarketing surveillance, 52 deaths were reported in patients using cerivastatin, mainly from rhabdomyolysis and its resultant renal failure.[1] Risks were higher in patients using fibrates, mainly gemfibrozil (Lopid), and in patients using the highest (0.8 mg/day) dose of cerivastatin. Bayer A.G. added a contraindication for the concomitant use of cerivastatin and gemfibrozil to the package 18 months after the drug interaction was found.[2] The frequency of deadly cases of rhabdomyolysis with cerivastatin was 16 to 80 times higher than with other statins.[3] Another 385 nonfatal cases of rhabdomyolysis were reported. This put the risk of this (rare) complication at 5-10 times that of the other statins. Cerivastatin also induced myopathy in a dose-dependent manner when administered as monotherapy, but that was revealed only after Bayer was sued and unpublished company documents were opened.[4]
References
- ^ Furberg CD, Pitt B. Withdrawal of cerivastatin from the world market. Curr Control Trials Cardiovasc Med 2001;2:205-207. PMID 11806796.
- ^ Psaty BM, Furberg CD, Ray WA, Weiss NS (2004). "Potential for conflict of interest in the evaluation of suspected adverse drug reactions: use of cerivastatin and risk of rhabdomyolysis". JAMA 292 (21): 2622–31. doi:10.1001/jama.292.21.2622. PMID 15572720.
- ^ Zeitlinger M, Müller M (2003). "[Clinico-pharmacologic explanation models of cerivastatin associated rhabdomyolysis]". Wien Med Wochenschr (in German) 153 (11–12): 250–4. doi:10.1046/j.1563-258X.2003.03029.x. PMID 12879633.
- ^ Saito M, Hirata-Koizumi M, Miyake S, Hasegawa R (2005). "[Withdrawal of cerivastatin revealed a flaw of post-marketing surveillance system in the United States]". Kokuritsu Iyakuhin Shokuhin Eisei Kenkyusho Hokoku (in Japanese) (123): 41–5. PMID 16541751.
Lipid modifying agents (C10)
|
|
GI tract |
Cholesterol absorption inhibitors, NPC1L1
|
|
|
Bile acid sequestrants/resins (LDL)
|
- Cholestyramine
- Colestipol
- Colestilan
- Colextran
- Colesevelam
|
|
|
Liver |
Statins (HMG-CoA reductase, LDL)
|
- Simvastatin#
- Atorvastatin
- Fluvastatin
- Lovastatin
- Mevastatin
- Pitavastatin
- Pravastatin
- Rosuvastatin
- Cerivastatin‡
|
|
Niacin and derivatives (HDL and LDL)
|
- Niceritrol
- Niacin
- Nicofuranose
- Aluminium nicotinate
- Nicotinyl alcohol
- Acipimox
|
|
MTTP inhibitors (VLDL)
|
- Dirlotapide
- Lomitapide
- Mitratapide
|
|
|
Blood vessels |
Fibrates (PPAR)
|
- Clofibrate‡
- Bezafibrate
- Aluminium clofibrate
- Gemfibrozil
- Fenofibrate
- Simfibrate
- Ronifibrate
- Ciprofibrate
- Etofibrate
- Clofibride
- Clinofibrate
|
|
CETP inhibitors (HDL)
|
- Anacetrapib†
- Dalcetrapib§
- Evacetrapib†
- Torcetrapib§
|
|
|
Combinations |
- Niacin/lovastatin
- Niacin/simvastatin
- Ezetimibe/simvastatin
- Ezetimibe/atorvastatin
- Niacin/laropiprant
|
|
Other |
- Dextrothyroxine‡
- Probucol
- Tiadenol
- Benfluorex
- Meglutol
- Omega-3-triglycerides
- Magnesium pyridoxal 5-phosphate glutamate
- Policosanol
- Lapaquistat§
- Mipomersen
- Alipogene tiparvovec
|
|
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
|
|
Index of inborn errors of metabolism
|
|
Description |
- Metabolism
- Enzymes and pathways: citric acid cycle
- glycolysis
- glycogenesis and glycogenolysis
- fructose and galactose
- pentose phosphate
- glycoproteins
- glycosaminoglycans
- lipid
- phospholipid
- cholesterol and steroid
- lipoprotein
- sphingolipids
- eicosanoids
- amino acid
- urea cycle
- heme and porphyrin
- nucleotide
|
|
Disorders |
- Citric acid cycle and electron transport chain
- Carbohydrate
- Glycoprotein
- Proteoglycan
- Fatty-acid
- Phospholipid
- Cholesterol and steroid
- Lipid
- Lipid storage
- Eicosanoid
- Amino acid
- Purine-pyrimidine
- Heme metabolism
- Symptoms and signs
|
|
Treatment |
|
|
|
UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Explication of interactions between HMGCR isoform 2 and various statins through In silico modeling and docking.
- Karthik MV, Satya Deepak MV, Shukla P.SourceEnzyme Technology Laboratory, Department of Biotechnology, Birla Institute of Technology, Mesra, Ranchi 835215, Jharkhand, India.
- Computers in biology and medicine.Comput Biol Med.2011 Dec 15. [Epub ahead of print]
- The enzyme 3-hydroxy-3-methylglutaryl coenzyme A reductase (HMGCR) catalyzes the conversion of HMG-CoA to mevalonate, a four-electron oxidoreduction that is the rate-limiting step in the synthesis of cholesterol and other isoprenoids. This study was designed to understand the mode of interactions of
- PMID 22177940
- Association of lower total bilirubin level with statin usage: The United States National Health and Nutrition Examination Survey 1999-2008.
- Ong KL, Wu BJ, Cheung BM, Barter PJ, Rye KA.SourceLipid Research Group, Heart Research Institute, 7 Eliza Street, Newtown, Sydney, NSW 2042, Australia.
- Atherosclerosis.Atherosclerosis.2011 Dec;219(2):728-33. Epub 2011 Jul 23.
- OBJECTIVE: A low circulating level of bilirubin is associated with increased cardiovascular risk. As statins can stimulate heme oxygenase-1 (HO-1), which increases bilirubin production, we investigated whether statins in routine use increase total bilirubin levels in subjects at high cardiovascular
- PMID 21840000
Japanese Journal
- Effect of cerivastatin sodium, a new inhibitor of HMG-CoA reductase, on plasma lipid levels, progression of atherosclerosis, and the lesional composition in the plaques of WHHL rabbits.
- Effect of cerivastatin sodium, a new inhibitor of HMG-CoA reductase, on plasma lipid levels, progression of atherosclerosis, and the lesional composition in the plaques of WHHL rabbits
- No Interethnic Difference in the Pharmacokinetics of Cerivastatin Sodium, a Novel Anti-hyperlipidemic Agent
Related Links
- cerivastatin [sĕ-riv´ah-stat″in] an inhibitor of an enzyme involved in the biosynthesis of cholesterol; used as an adjunct in the treatment of hyperlipidemia. Withdrawn in the United States because it is associated with an increased risk ...
- Cerivastatin sodium is sodium [S-[R*,S*-(E)]]-7-[4-(4-fluorophenyl)-5-methoxymethyl)-2,6bis(1-methylethyl)-3-pyridinyl]-3,5-dihydroxy-6-heptenoate. ... Cerivastatin sodium is a white to off-white hygroscopic amorphous powder that is ...
Related Pictures
★リンクテーブル★
[★]
- 英
- cerivastatin、cerivastatin sodium
- 関
- セリバスタチンナトリウム。Baycol
[★]
- 英
- cerivastatin sodium
- 関
- セリバスタチン
[★]
セリバスタチン
- 関
- cerivastatin sodium
- 同
- Baycol