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Merck
CN

S6196

Sigma-Aldrich

辛伐他汀

≥97% (HPLC), solid

别名:

MK-733, SVA

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About This Item

经验公式(希尔记法):
C25H38O5
CAS号:
分子量:
418.57
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

质量水平

方案

≥97% (HPLC)

表单

solid

颜色

white

mp

127-132 °C (lit.)

溶解性

DMSO: ≥20 mg/mL

创始人

Merck & Co., Inc., Kenilworth, NJ, U.S.

储存温度

2-8°C

SMILES字符串

[H][C@]12[C@H](C[C@@H](C)C=C1C=C[C@H](C)[C@@H]2CC[C@@H]3C[C@@H](O)CC(=O)O3)OC(=O)C(C)(C)CC

InChI

1S/C25H38O5/c1-6-25(4,5)24(28)30-21-12-15(2)11-17-8-7-16(3)20(23(17)21)10-9-19-13-18(26)14-22(27)29-19/h7-8,11,15-16,18-21,23,26H,6,9-10,12-14H2,1-5H3/t15-,16-,18+,19+,20-,21-,23-/m0/s1

InChI key

RYMZZMVNJRMUDD-HGQWONQESA-N

基因信息

human ... HMGCR(3156)
rat ... Hmgcr(25675)

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一般描述

辛伐他汀是药物前体。辛伐他汀是洛伐他汀的半合成衍生物/类似物。辛伐他汀不溶于水,但可溶于极性有机溶剂。

应用

辛伐他汀已用于:
  • 用于 HMG CoA还原酶(HMGCR)的抑制剂
  • 研究其对上皮间质转化(EMT)以及肺腺癌患者预后的影响
  • 体内研究检验其对脑肿瘤−启动细胞(BTIC)活力和细胞增殖的影响
  • 研究三磷酸腺苷(ATP)-结合盒转运蛋白A7在Jurkat细胞吞噬作用中的作用
  • 研究其对小鼠内皮功能障碍和炎症的影响

生化/生理作用

辛伐他汀是HMG-CoA还原酶的特异性抑制剂,HMG-CoA还原酶是催化HMG-CoA转化为甲羟戊酸的酶,其是胆固醇生物合成的早期步骤。由于它可以降低低密度脂蛋白胆固醇和甘油三酯的水平,并提高高密度脂蛋白水平,因而可用于治疗高胆固醇血症。辛伐他汀是一种内酯,其在体内易于水解成相应的β-羟基酸,并可以在使用前用溶于EtOH中的NaOH进行活化。它还可能对内皮功能、炎症、平滑肌细胞功能、血管壁功能\止血和LDL氧化具有有益作用。
辛伐他汀是HMG-CoA还原酶的特异性抑制剂,HMG-CoA还原酶是催化HMG-CoA转化为甲羟戊酸的酶,其是胆固醇生物合成的早期步骤。由于它可以降低低密度脂蛋白和甘油三酯的水平,并提高高密度脂蛋白水平,因而可用于治疗高胆固醇血症。辛伐他汀是一种内酯,其在体内 易于水解成相应的β-羟基酸,并可以在使用前用溶于EtOH中的NaOH进行活化。它是洛伐他汀的合成类似物(货M2147)。

特点和优势

该化合物是由Merck & Co., Inc., Kenilworth, NJ, U.S.开发的。想要浏览其他由制药公司开发的化合物以及已批准药物/候选药物清单, 请单击此处

象形图

Health hazard

警示用语:

Warning

危险声明

危险分类

Repr. 2

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


从最新的版本中选择一种:

分析证书(COA)

Lot/Batch Number

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. What is Product S6196, Simvastatin, soluble in?

    According to the chemicals encyclopedia published by the Royal Society of Chemistry, 14th ed., Entry # 8539, simvastatin is soluble in chloroform at 610 mg/mL, DMSO at 540 mg/mL, methanol at 200 mg/mL, ethanol at 160 mg/mL, 0.1 M HCl at 60 μg/mL, PEG-400 at 70 mg/mL, 0.1 M NaOH at 70 mg/mL, and water at 30 μg/mL. Please note that some of the values are given in milligrams per mL and others are in micrograms per mL.

  4. How is Product S6196, Simvastatin, activated?

    An activation procedure from M. Sadeghi, et al., J. Immunol., 165, 2712-2718 (2000) is:1. 4 mg of simvastatin is dissolved in 100 μl of ethanol.2. Then 150 μl of 0.1 N NaOH was added to the solution and subsequently incubated at 50 °C for 2 hours.3. The pH was brought to 7.0 by HCl, and the final concentration of the stock solution was adjusted to 4 mg/ml. The stock solution was kept at 4 °C.

  5. What is the solution stability of Product S6196, Simvastatin, in various solvents?

    Sigma-Aldrich has not determined the solution stability of simvastatin. One publication on the subject, published by Yang, H. et al., reports that a 50 mg/mL stock solution of simvastatin in methanol was stored for one month at 4°C. Reference: Determination of Simvastatin in human plasma by liquid chromatography-mass spectrometry.  J. Chromatography B, 785(2), 369-375 (2003).

  6. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  7. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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Analytical profiles of drug substances and excipients, 22, 359-388 (1993)
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To determine the effect of a statin (simvastatin) on the ultrastructure and function of the RPE, Bruch's membrane (BM), and photoreceptor interface in a high-fat atherogenic mouse model of thickened BM. Wild-type C57BL/6 mice (6-weeks old) were divided into three

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