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Simvastatin

Simvastatin structure

CAS No:
79902-63-9
Formula:
C25H38O5
Chemical Name:
Simvastatin
Synonyms:
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;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-[1α,3α,7β,8β(2S*,4S*),8aβ]]-;Simvastatin;MK 733;L 644128-000U;Zocor;Synvinolin;Velostatin;(+)-Simvastatin;Cholestat;Lipex;Denan;Kolestevan;Lipovas;Lodales;Modutrol;Nor-Vastina;Rechol;Simovil;Simvotin;Sinvacor;Sivastin;Valemia;Zocord;Lipinorm;Liponorm;Eucor;Sinvascor;Simvastatin lactone;Apo-Simvastatin;Co-Simvastatin;Novo-Simvastatin;Pms-simvastatin;Simlo 20;Simlip 20;Starstat 20;Simi 20;Zorced;Simastin 20;Bestatin 20;Simlup 20;Zosta;Simvofix;Zocor Forte;Simvastol;Simvas;Simlip;Simvasterol;Vazilip;Simvachol;Lycostatin;Vasilip;Apo-Simva;Egilipid;Simcovas;Simgal;Simratio;Simvacard;Simvacor;Simvahexal;Vastan;Ximve;98609-43-9;118607-03-7
Categories:
Active Pharmaceutical Ingredients > Circulatory System Drugs

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Description

Simvastatin (MK 733) is a competitive inhibitor of HMG-CoA reductase with a Ki of 0.2 nM.

Simvastatin Basic Attributes

Molecular Weight：

418.57

Exact Mass：

418.57

EC Number：

404-520-2

HScode：

29322090

Characteristics

PSA：

72.8

XLogP3：

4.7

Appearance：

white

Density：

1.1±0.1 g/cm3

Melting Point：

135-138 °C

Boiling Point：

564.9°C at 760 mmHg

Flash Point：

184.8±23.6 °C

Refractive Index：

1.530

Water Solubility：

H2O: Insoluble ;DMSO: ≥20mg/mL

Storage Conditions：

0-6°C

Vapor Pressure：

4.23X10-12 mm Hg at 25 deg C (est)

Toxicity：

Oral-Rat LD50: 4438 mg/kg; Oral-Mouse LD50: 3000 mg/kg

Flammability characteristics：

Flammable; spicy and irritating smoke is released from the fire

Specific rotation：

D25 +292° (c = 0.5% in acetonitrile)

Safety Information

Packing level：

III

Hazard category：

Transport codes：

3077

wgk germany：

hazard class code：

36/37/38

safety instructions：

26-36-24/25

RTECS Number：

EK7798000

Marks：

Storage features：

Warehouse low temperature, ventilated, dry; closed light

Stability/Shelf Life：

Simvastatin tablets should be stored at 5-30 deg C. When stored under these conditions, the tablets are stable for 24 months after the date of manufacture. The fixed-combination preparation containing simvastatin and ezetimibe should be stored in well-closed containers at 20-25 deg C.

Precautionary statement(s)：

P201, P202, P260, P263, P264, P270, P273, P280, P281, P302+P352, P305+P351+P338, P308+P313, P310, P314, P321, P332+P313, P362, P405, P501

Hazard Statements：

H315

Toxicity

Toxicity class：

moderately

Simvastatin Use and Manufacturing

HMG-CoA reductase inhibitors can reduce the concentration of serum total cholesterol and inhibit cholesterol synthesis. It is used for the treatment of primary hypercholesterolemia with other treatments that are ineffective or intolerable, and the cholesterol level exceeds 7.8mmol/L. Has the effect of lowering cholesterol, low-density lipoprotein cholesterol and very low-density lipoprotein cholesterol

Computed Properties

Molecular Weight:418.6
XLogP3:4.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:418.27192431
Monoisotopic Mass:418.27192431
Topological Polar Surface Area:72.8
Heavy Atom Count:30
Complexity:706
Defined Atom Stereocenter Count:7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Butyllithium

Cyclohexane

Dimethylformamide

Drug Function and Efficacy

This product is a methylhydroxyglutaryl coenzyme A (HMG-COA) reductase inhibitor, which inhibits the synthesis of endogenous cholesterol and is a blood lipid regulator. Literature data show that it can reduce the cholesterol (TC) content in the serum, liver, and aorta of hyperlipidemia rabbits, and reduce the levels of very low density lipoprotein cholesterol (VLDL-C) and low density lipoprotein cholesterol (LDL-C).

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Ezetimibe and Simvastatin Tablets
Specifications	Each tablet contains ezetimibe 10 mg, simvastatin 20 mg

Simvastatin Tablets
Ingredients	The main ingredients and their chemical names are: Simvastatin, [1S-[1a, 3a, 7b (2S, 4S) 8ab]]-1,2., 3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthyl-2,2-dimethylbutyrate. Molecular formula: C25H38O5, molecular weight: 418.57
Indication	1. When simvastatin is used in combination with other drugs that have a significant inhibitory effect on cytochrome P4503A4 at therapeutic doses (such as cyclosporine, mibefradil, itraconazole, ketoconazole, erythromycin, clarithromycin and nefazodone) or fibric acid derivatives or niacin, the risk of rhabdomyolysis increases. 2. The combined use of this product with methylhydroxyglutaryl coenzyme A (HMG-COA) reductase inhibitors will increase the incidence and severity of myopathy. These drugs include gemfibrozil and other fibrates, as well as lipid-lowering doses of niacin (greater than or equal to 1g/d). In addition, high levels of increased activity of methylhydroxyglutaryl coenzyme A (HMG-COA) reductase inhibitors in plasma will also increase the risk of myopathy. Simvastatin and its
Specifications	10 mg

Simvastatin Tablets
Ingredients	The main ingredients and their chemical names are: Simvastatin, [1S-[1a, 3a, 7b (2S, 4S) 8ab]]-1,2., 3,7,8,8a-hexahydro-3,7-dimethyl-8-[2-(tetrahydro-4-hydroxy-6-oxo-2H-pyran-2-yl)ethyl]-1-naphthyl-2,2-dimethylbutyrate. Molecular formula: C25H38O5, molecular weight: 418.57
Indication	1. When simvastatin is used in combination with other drugs that have a significant inhibitory effect on cytochrome P4503A4 at therapeutic doses (such as cyclosporine, mibefradil, itraconazole, ketoconazole, erythromycin, clarithromycin and nefazodone) or fibric acid derivatives or nicotinic acid, the risk of rhabdomyolysis increases. 2. The combined use of this product with methylhydroxyglutaryl coenzyme A (HMG-CoA) reductase inhibitors will increase the incidence and severity of myopathy. These drugs include gemfibrozil and other fibrates, as well as lipid-lowering doses of nicotinic acid (greater than or equal to 1g/d). In addition, the increased activity of high levels of methylhydroxyglutaryl coenzyme A (HMG-CoA) reductase inhibitors in plasma will also increase the risk of myopathy. Simvastatin and other methylhydroxyglutaryl coenzyme A (HMG-CoA) reductase inhibitors are metabolized by the cytochrome P450 isoenzyme 3A4. Several drugs that have a significant inhibitory effect on this metabolic pathway at therapeutic doses can increase the blood levels of methylhydroxyglutaryl coenzyme A (HMG-CoA) reductase inhibitors and thus increase the risk of myopathy. These drugs include cyclosporine, tetralins, calcium channel blocker mibefradil, itraconazole, ketoconazole and other antifungal azoles, macrolide antibiotics erythromycin and clarithromycin, and antidepressant nefazodone. 3. Coumarin derivatives: Clinical studies have found that simvastatin can moderately enhance the anticoagulant effect of coumarin anticoagulants. Therefore, when adults use anticoagulant therapy in the early stage and use simvastatin concurrently, the prothrombin time should be checked multiple times to ensure that the prothrombin time has not changed significantly. When patients taking coumarin derivatives have a stable prothrombin time, it is still recommended to continue monitoring the prothrombin time for a fixed period of time. If the dose of simvastatin is changed, the above procedure should be followed. In patients not taking anticoagulants, simvastatin therapy has not been reported to affect bleeding or prothrombin time.
Specifications	5mg
Manufacturer	Shanghai Sine WANXIANG Pharmaceuticals Co., Ltd.

See More Related Drugs

Registered Holders

JUBILANT BIOSYS LTD

United States
Active
TAPI Hungary Industries Ltd.

Japan
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LUPIN LTD

United Kingdom
Active

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