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Simvastatin

Simvastatin Structure
CAS No.
79902-63-9
Chemical Name:
Simvastatin
Synonyms
ZOCOR;mk-0733;2,2-Dimethylbutanoic acid (1S)-1,2,3,7,8,8aα-hexahydro-3β,7α-dimethyl-8α-[2-[(2R,4R)-tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl]ethyl]naphthalen-1β-yl ester;Denan;Eucor;Lipex;MK-733;Rechol;Simcor;Zocord
CBNumber:
CB9716324
Molecular Formula:
C25H38O5
Molecular Weight:
418.57
MOL File:
79902-63-9.mol
MSDS File:
SDS
Modify Date:
2024/5/8 14:48:35

Simvastatin Properties

Melting point 127-132 °C (lit.)
alpha D25 +292° (c = 0.5% in acetonitrile)
Boiling point 564.9±50.0 °C(Predicted)
Density 1.11±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: ≥20mg/mL
pka 13.49±0.40(Predicted)
form solid
color white
optical activity [α]/D +275±25°, c = 1 in acetonitrile
Merck 14,8539
BCS Class 2
Stability Stable for 2 years as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months.
CAS DataBase Reference 79902-63-9(CAS DataBase Reference)
NIST Chemistry Reference Simvastatin(79902-63-9)
EPA Substance Registry System Butanoic acid, 2,2-dimethyl-, (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 (79902-63-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H361d
Precautionary statements  P201-P202-P280-P308+P313-P405-P501
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36-24/25
WGK Germany  2
RTECS  EK7798000
HS Code  29322090
NFPA 704
0
1 0

Simvastatin price More Price(9)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) S6196 Simvastatin ≥97% (HPLC), solid 79902-63-9 5MG ₹4189.28 2022-06-14 Buy
Sigma-Aldrich(India) S6196 Simvastatin ≥97% (HPLC), solid 79902-63-9 25MG ₹18597.35 2022-06-14 Buy
Sigma-Aldrich(India) PHR1438 Simvastatin Pharmaceutical Secondary Standard; Certified Reference Material 79902-63-9 1G ₹9103.83 2022-06-14 Buy
Sigma-Aldrich(India) 567020 Simvastatin - CAS 79902-63-9 - Calbiochem A lipophilic 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase inhibitor that blocks Ras function through inhibition of farnesylation. 79902-63-9 50MG ₹31020 2022-06-14 Buy
Sigma-Aldrich(India) 38956 Simvastatin analytical standard 79902-63-9 10MG ₹12037.4 2022-06-14 Buy
Product number Packaging Price Buy
S6196 5MG ₹4189.28 Buy
S6196 25MG ₹18597.35 Buy
PHR1438 1G ₹9103.83 Buy
567020 50MG ₹31020 Buy
38956 10MG ₹12037.4 Buy

Simvastatin Chemical Properties,Uses,Production

Description

Simvastatin is an once-daily hypolipemic, an analog of lovastatin indicated for the treatment of atherosclerosis. In patients with Type IN or IIB hypercholesterolemia, simvastatin reportedly produces significant reductions in total serum cholesterol, LDL, mglycerides and apolipoprotein-B, while HDL and apolipoprotein-A levels are increased.

Chemical Properties

White Powder

Uses

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

Definition

ChEBI: A carbobicyclic compound that is lovastatin in which the 2-methylbutyrate ester moiety has been replaced by a 2,2-dimethylbutyrate ester group. It is used as a cholesterol-lowering and anti-cardiovascular disease drug.

General Description

Simvastatin, 2,2-dimethyl butanoic acid,1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2-pyran-2-yl)ethyl]-1-naphthalenyl ester(Zocor), is an analog of lovastatin. These two drugs havemany similar properties. Both drugs, in the prodrug form,reach the liver unchanged after oral administration, wherethey undergo extensive metabolism to several open-ring hydroxyacids, including the active -hydroxy acids. They arealso highly bound to plasma proteins. These actions makethe bioavailability of simvastatin rather poor but better thanthat of lovastatin, which has been estimated to be 5%.

Biological Activity

HMG-CoA reductase inhibitor; decreases levels of low density lipoprotein. Has multiple biological effects including bone formation stimulation, inhibition of smooth muscle cell proliferation and migration, and anticancer and anti-inflammatory activity.

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Simvastatin Spectrum

(1s-(1-alpha,3-dro-4-hydroxy-6-oxo-2h-pyran-2-yl)ethyl)-1-naphthalenyleste 7-beta,8-beta(2s*,4s*),8a-beta))-alph [1S-[1α,3α,7β,8β(2S^<*>^,4S^<*>^),8αβ]-2,2-Dimethylbutanoic acid 1,2,3,7,8,8α-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-y1)ethyl]-1-naphthyl ester Lodaiès [(1S,3R,7R,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxo-oxan-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl] 2,2-dimethylbutanoat Butanoic acid, 2,2-dimethyl-, 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(tetrahydro- 4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl)-1-naphthalenyl ester, (1S-(1-alpha,3-alpha,7- beta,8-beta(2S*,4S*),8a-beta)) [8-[2-(4-Hydroxy-6-oxo-tetrahydropyran-2-yl)ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl]2,2-dimethylbutanoate 2,2-Dimethylbutyric acid (1S,3R,7S,8S,8aR)-8-[2-[(2R,4R)-4-hydroxy-6-oxotetrahydro-2H-pyran-2-yl]ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydronaphthalene-1-yl ester (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-naphthalenyly-2,2-dimethylbutanoate LIPONORM MK-733 SIMVASTATIN SYNVINOLIN (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-NAPHTHALENYLY-2,2-DIMETHYL BUTANOATE 2,2-DIMETHYL-BUTYRIC ACID (1S,3R,7S,8S,8AR)-8-[2-((2R,4R)-4-HYDROXY-6-OXO-TETRAHYDRO-PYRAN-2-YL)-ETHYL]-3,7-DIMETHYL-1,2,3,7,8,8A-HEXAHYDRO-NAPHTHALEN-1-YL ESTER 2,2-DIMETHYLBUTANOIC ACID 1,2,3,7,8,8A-HEXAHYDRO-3,7-DIMETHYL-8-[2-TETRAHYDRO-4-HYDROXY-2-OXO-2H-PYRAN-YL]-1-NAPHTHALENYL ESTER Simvastatin (200 mg) Simvastatin (200 mg)I0D3820.994mg/mg(ai) SiMvastatin (COS) (1S,3R,7S,8S,8aR)-8-{2-[(2R,4R)-4-hydroxy-6-oxooxan-2-yl]ethyl}-3,7-diMethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-diMethylbutanoate 6'-exoMethylene SiMvastatin, Acid SodiuM Salt SiMvastatin (EP/BP) SiMvastatin API SIMVASTATIN USP24 Simvastatin USP23,24 SimvastatinC25H3805 SimvastatineUsp25 butanoicacid,2,2-dimethyl-,1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-(2-(tetrahy (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 2,2-dimethyl-butanoate 2,2-Dimethlbutanoic acid 1,2,3,7,8,8a-hexahydro-3,7-dimethl-8-[2-tetrahyddro-4-hydroxy-2-oxo-2H-pydran-yl]-1-naphthalenyl ester 4-(tert-butyl-dimethyl-silanyloxy)-6-(2-(8-hydroxy-2,6-dimethyl-1,2,6,7,8,8a-hexahydro Zocor, MK-733, Liponorm Butanoic acid, 2,2-dimethyl-, (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-ylethyl-1-naphthalenyl ester SIMVASTATIN,USP 2,2-Dimethyl-butyric acid 8-[2-(4-hydroxy-6-oxo-tetrahydro-pyran-2-yl)-ethyl]-3,7-dimethyl-1,2,3,7,8,8a-hexahydro-naphthalen-1-yl ester Butanoic acid, 2,2-dimethyl-, (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 (9CI) Butanoic acid, 2,2-dimethyl-, 1,2,3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthalenyl ester, [1S-[1a,3a,7b,8b(2S*,4S*),8ab]]- Cholestat Denan Eucor Kolestevan Lipex Lipinorm Lipovas Lodales Modutrol Nor-Vastina Rechol Simcor Simovil Simvotin Sinvacor Sinvascor Sivastin Valemia Velostatin Zocord (1S,3R,7S,8S,8aR)-8-(2-((2R,4R)-4-Hydroxy-6-oxotetrahydro-2H-pyran-2-yl)ethyl)-3,7-diMethyl-1,2,3,7,8,8a-hexahydronaphthalen-1-yl 2,2-diMethylbutanoate