93957-54-1

93957-54-1 structure

Name: Fluvastatin
Chemical Name: Fluvastatin
CAS Number: 93957-54-1
Molecular Formula: C₂₄H₂₆FNO₄
Molecular Weight: 411.466
Catalog: API Circulatory system medication Regulating blood lipids
Create Date: 2018-02-06 08:00:00
Modify Date: 2024-01-02 12:57:24
Fluvastatin (Leschol) inhibits HMG-CoA reductase activity with IC50 of 8 nM.IC50 value: 8 nMTarget: HMG-CoA reductaseFluvastatin is a competitive inhibitor of hydroxymethylglutaryl-coenzyme A reductase (HMGCR), the enzyme that catalyzes the conversion of HMG-CoA to mevalonic acid, the rate-limiting step in cholesterol biosynthesis. Human hepatocellular carcinoma cell (HCC) studies indicate that Fluvastatin induces G2/M phase arrest. In the presence of Fluvastatin, HCC cells show a decrease of Bcl-2 and procaspase-9 expression, and an increase in Bax, cleaved caspase-3, and cytochrome c. Fluvastatin is antilipemic and is used to reduce plasma cholesterol levels and prevent cardiovascular disease.

Name	Fluvastatin
Synonyms	(3S,5R,6E)-7-[3-(4-Fluorophenyl)-1-isopropyl-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoic acid UNII:4L066368AS fluvastatin 6-Heptenoic acid, 7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-, (3R,5S,6E)- FLUVASTATIN NA Lipaxan MFCD00929076 (3R,5S,6E)-7-[3-(4-Fluorophenyl)-1-isopropyl-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid (3R,5S,6E)-7-[3-(4-Fluorophenyl)-1-isopropyl-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoic acid Lescol (3R,5S,6E)-rel-7-[3-(4-Fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-6-heptenoic acid (3S,5R,6E)-7-[3-(4-Fluorophenyl)-1-isopropyl-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid (3R,5S,6E)-7-[3-(4-fluorophenyl)-1-(propan-2-yl)-1H-indol-2-yl]-3,5-dihydroxyhept-6-enoic acid (±)-(3R,5S,6E)-7-[3-(p-fluorophenyl)-1-isopropylindol-2-yl]-3,5-dihydroxy-6-heptenoate 6-Heptenoic acid, 7-[3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl]-3,5-dihydroxy-, (3S,5R,6E)- FLUVASTATIN SODIUM Primexin

Description	Fluvastatin (Leschol) inhibits HMG-CoA reductase activity with IC50 of 8 nM.IC50 value: 8 nMTarget: HMG-CoA reductaseFluvastatin is a competitive inhibitor of hydroxymethylglutaryl-coenzyme A reductase (HMGCR), the enzyme that catalyzes the conversion of HMG-CoA to mevalonic acid, the rate-limiting step in cholesterol biosynthesis. Human hepatocellular carcinoma cell (HCC) studies indicate that Fluvastatin induces G2/M phase arrest. In the presence of Fluvastatin, HCC cells show a decrease of Bcl-2 and procaspase-9 expression, and an increase in Bax, cleaved caspase-3, and cytochrome c. Fluvastatin is antilipemic and is used to reduce plasma cholesterol levels and prevent cardiovascular disease.
Related Catalog	Signaling Pathways >> Metabolic Enzyme/Protease >> HMG-CoA Reductase (HMGCR) Research Areas >> Cardiovascular Disease
References	[1]. Araújo FA, Rocha MA, Capettini LS, et al. 3-Hydroxy-3-methylglutaryl coenzyme A reductase inhibitor (fluvastatin) decreases inflammatory angiogenesis in mice. APMIS. 2012 24. [Epub ahead of print] [2]. Makabe S, Takahashi Y, Watanabe H, et al. Fluvastatin protects vascular smooth muscle cells against oxidative stress through the Nrf2-dependent antioxidant pathway. Atherosclerosis. 2010 Dec;213(2):377-84. [3]. Zhang W, Wu J, Zhou L, et al. Fluvastatin, a lipophilic statin, induces apoptosis in human hepatocellular carcinoma cells through mitochondria-operated pathway. Indian J Exp Biol. 2010 Dec;48(12):1167-74. [4]. Scripture CD, Pieper JA. Clinical pharmacokinetics of fluvastatin. Clin Pharmacokinet. 2001;40(4):263-81.

Density	1.2±0.1 g/cm3
Boiling Point	681.8±55.0 °C at 760 mmHg
Melting Point	194-197ºC
Molecular Formula	C₂₄H₂₆FNO₄
Molecular Weight	411.466
Flash Point	366.1±31.5 °C
Exact Mass	411.184601
PSA	82.69000
LogP	3.62
Vapour Pressure	0.0±2.2 mmHg at 25°C
Index of Refraction	1.587
Storage condition	2-8℃

CHEMICAL IDENTIFICATION

RTECS NUMBER :: MJ9675050

CHEMICAL NAME :: 6-Heptenoic acid, 7-(3-(4-fluorophenyl)-1-(1-methylethyl)-1H-indol-2-yl )- 3,5-dihydroxy-, (R*,S*-(E))-(+-)-

CAS REGISTRY NUMBER :: 93957-54-1

LAST UPDATED :: 199712

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C24-H26-F-N-O4

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 11648 mg/kg/2Y-I

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - effect, not otherwise specified Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other Enzymes

REFERENCE :: LETRET Lens and Eye Toxicity Research. (Marcel Dekker, Journal Customer Service, POB 5017, Monticello, NY 12701) V.6n.1-2- 1989- Volume(issue)/page/year: 7,563,1990

Hazard Codes	Xi
Risk Phrases	R36/37/38:Irritating to eyes, respiratory system and skin . R42/43:May cause sensitization by inhalation and skin contact .
Safety Phrases	S23-S26-S37
RIDADR	UN 3272 3/PG 3
WGK Germany	3
Packaging Group	III
Hazard Class	3

94061-80-0

93957-54-1

Literature: US2005/261354 A1, ; Page/Page column 53 ; US 20050261354 A1

Precursor 1
94061-80-0
DownStream 1
94061-83-3

93957-54-1	733034-56-5
93957-55-2	94061-80-0
93957-56-3	94061-83-3
155229-75-7	2249799-34-4
1160169-39-0	202479-37-6