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Simvastatin

Simvastatin

Product ID S3449
Cas No. 79902-63-9
Purity ≥98%
Product Unit SizeCostQuantityStock
10 mg $65.40 In stock
25 mg $120.20 In stock
50 mg $150.30 In stock
100 mg $210.30 In stock
500 mg $630.90 In stock
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  • Product Info
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  • Description
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Description

Simvastatin is an inhibitor of HMG-CoA reductase that exhibits anti-hyperlipidemic, anticonvulsant/antiepileptic, anti-osteoporotic, neuroprotective, cognition enhancing, antithrombotic, and anticancer chemotherapeutic activities. Clinically, simvastatin decreases levels of LDL and total cholesterol and lowers cardiovascular morbidity and mortality rates. Simvastatin decreases insulin synthesis and secretion in vitro, potentially through increasing ATP-sensitive K+ currents and inhibiting L-type Ca2+ currents. In animal models of Parkinson’s disease, simvastatin upregulates expression of M1/4 muscarinic acetylcholine receptors (mAChRs), improving long-term memory. In other animal models, simvastatin increases bone mineral density, bone volume fraction, and bone microarchitecture. Additionally, simvastatin decreases platelet activation and inhibits thrombus formation in vitro and in vivo. This compound also increases expression of p27 and decreases expression of histone methyltransferase EZH2, inhibiting cellular proliferation and tumor growth in preclinical cancer models and increasing survival rates in clinical settings.

Note: This is the inactive form of the statin. To activate, add one equivalent of sodium hydroxide to convert it to the sodium form.

Product Info

Cas No.

79902-63-9

Purity

≥98%

Formula

C25H38O5

Formula Wt.

418.57

Chemical Name

2,2-Dimethylbutanoic acid (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

IUPAC Name

[(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

Synonym

Synvinolin, MK-733, Denan, Liponorm, Lodales, Simovil, Sinvacor, Sivastin, Zocor, Zocord

Melting Point

135-138°C

Solubility

Soluble in DMSO (540 mg/mL), ethanol (160 mg/mL), methanol (200 mg/mL). Insoluble in water.

Appearance

Light white crystalline powder

Shipping and Storage

Store Temp

Ambient

Ship Temp

Ambient

Downloads

MSDS

S3449 MSDS PDF

Info Sheet

S3449 Info Sheet PDF

Brochure

Statins Flyer

References

Zhou J, Li W, Xie Q, et al. Effects of simvastatin on glucose metabolism in mouse MIN6 cells. J Diabetes Res. 2014;2014:376570. PMID: 24995341.

Banach M, Czuczwar SJ, Borowicz KK. Statins - are they anticonvulsant? Pharmacol Rep. 2014 Aug;66(4):521-8. PMID: 24948050.

Wang Q, Wei X, Gao H, et al. Simvastatin reverses the downregulation of M1/4 receptor binding in 6-hydroxydopamine-induced parkinsonian rats: the association with improvements in long-term memory. Neuroscience. 2014 May 16;267:57-66. PMID: 24613723.

Yang N, Cui Y, Tan J, et al. Local injection of a single dose of simvastatin augments osteoporotic bone mass in ovariectomized rats. J Bone Miner Metab. 2014 May;32(3):252-60. PMID: 23934055.

Ishikawa S, Hayashi H, Kinoshita K, et al. Statins inhibit tumor progression via an enhancer of zeste homolog 2-mediated epigenetic alteration in colorectal cancer. Int J Cancer. 2013 Dec 17. [Epub ahead of print]. PMID: 24346863.

Moraes LA, Vaiyapuri S, Sasikumar P, et al. Antithrombotic actions of statins involve PECAM-1 signaling. Blood. 2013 Oct 31;122(18):3188-96. PMID: 24030383.

Liu PY, Liu YW, Lin LJ, et al. Evidence for statin pleiotropy in humans: differential effects of statins and ezetimibe on rho-associated coiled-coil containing protein kinase activity, endothelial function, and inflammation. Circulation. 2009 Jan 6;119(1):131-8. PMID: 19075102.

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