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文件

A5376

Sigma-Aldrich

乙酰水杨酸

≥99.0%

别名:

2-乙酰氧基苯甲酸, O-乙酰水杨酸, ASA, 阿司匹林

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About This Item

线性分子式:
2-(CH3CO2)C6H4CO2H
CAS号:
50-78-2
分子量:
180.16
Beilstein:
779271
EC 号:
200-064-1
MDL编号:
MFCD00002430
UNSPSC代码:
12352106
PubChem化学物质编号:
24278218
NACRES:
NA.21

生物来源

synthetic

质量水平

200

检测方案

≥99.0%

形式

powder

颜色

white

pKa (25 °C)

3.5

mp

134-136 °C (lit.)

溶解性

H2O: 10 mg/mL at 37 °C(lit.)
H2O: 3 mg/mL at 25 °C(lit.)
ethanol: 50 mg/mL
aqueous base: decomposes

ε (消光系数)

190 at 298 nm in aqueous base at 1 mM
409 at 231 nm in aqueous base at 1 mM
466 at 230 nm in aqueous acid at 1 mM
68 at 278 nm in aqueous acid at 1 mM

SMILES字符串

CC(=O)Oc1ccccc1C(O)=O

InChI

1S/C9H8O4/c1-6(10)13-8-5-3-2-4-7(8)9(11)12/h2-5H,1H3,(H,11,12)

InChI key

BSYNRYMUTXBXSQ-UHFFFAOYSA-N

基因信息

human ... ITGA2B(3674) , ITGB3(3690) , PTGS1(5742) , PTGS2(5743)

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一般描述

乙酰水杨酸是一种有机化合物，通常被称为阿司匹林。它通过阻止体内引发疼痛、肿胀和发热的化合物的产生来起作用。乙酰水杨酸还在预防动脉中形成血凝块方面发挥重要作用。在研究中，乙酰水杨酸被研究其在氧化应激中的作用，并在癌症研究作为生物标志物。

生化/生理作用

通过抑制环氧化酶(前列腺素H合酶)，对COX-1亚型具有更高的选择性，阻止前列腺素的产生。抗血栓作用是由于COX-1在血小板中的抑制作用，阻止血栓形成和血小板聚集。 对结直肠及其他实体肿瘤有化学预防作用。

象形图

Exclamation mark
GHS07

警示用语：

Warning

危险声明

H302

危险分类

Acute Tox. 4 Oral

WGK

WGK 1

闪点(°F)

482.0 °F

闪点(°C)

250 °C

个人防护装备

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

分析证书(COA)

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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. 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.

  4. 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. 

  5. How does aspirin act as an anticlotting agent?

    There may be multiple modes of action which result in the anticlotting properties of aspirin. Some studies have indicated a decrease in thrombin levels and others reduced clotting properties of fibrinogen.

  6. Is Product A5376, Acetylsalicylic acid, offered by Sigma-Aldrich different from that found in aspirin tablets from the drug store?

    The active ingredient acetylsalicylic acid offered by Sigma-Aldrich is the same chemical as found in aspirin tablets. However, chemicals for pharmaceutical use are manufactured, tested, and packaged under the regulation of the FDA, but chemicals sold for research use do not have the same regulatory oversight.

  7. How should solutions of Product A5376, Acetylsalicylic acid, be prepared and stored?

    Acetylsalicylic acid is slightly soluble in water, with a limit of solubility reported as approximately 3 mg/ml at 25 Deg C.  It is also soluble in ethanol at 50 mg/ml and will dissolve in solutions of alkali hydroxides and carbonates with decomposition.  Aqueous solutions of acetylsalicylic acid are most stable at pH 2 - 3, but to assure full activity, fresh solutions are recommended.

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

    Ask a Scientist here.

Seung-Hwan Jung et al.
Redox biology, 37, 101751-101751 (2020-10-21)
Treatment with nonsteroidal anti-inflammatory drugs (NSAIDs) is associated with various side effects, including cardiovascular and hepatic disorders. Studies suggest that mitochondrial damage and oxidative stress are important mediators of toxicity, yet the underlying mechanisms are poorly understood. In this study
Connie N Hess et al.
Journal of the American College of Cardiology, 66(7), 777-787 (2015-08-14)
Bleeding limits anticoagulant treatment in patients with acute coronary syndromes (ACS). We investigated whether background concomitant antiplatelet therapy influences the effects of apixaban after ACS. This study examined high-risk ACS patients who were treated with aspirin or aspirin plus clopidogrel
Niels Hulsman et al.
Journal of medicinal chemistry, 50(10), 2424-2431 (2007-04-20)
Hybrid drug 1 (NO-ASA) continues to attract intense research from chemists and biologists alike. It consists of ASA and a -ONO2 group connected through a spacer and is in preclinical development as an antitumor drug. We report that, contrary to
Katarzyna Palus et al.
PloS one, 10(11), e0143661-e0143661 (2015-11-26)
This experiment was designed to establish the localization and neurochemical phenotyping of sympathetic neurons supplying prepyloric area of the porcine stomach in a physiological state and during acetylsalicylic acid (ASA) induced gastritis. In order to localize the sympathetic perikarya the
Gregg W Stone et al.
Lancet (London, England), 382(9892), 614-623 (2013-07-31)
The relation between platelet reactivity and stent thrombosis, major bleeding, and other adverse events after coronary artery implantation of drug-eluting stents has been incompletely characterised. We aimed to determine the relation between platelet reactivity during dual therapy with aspirin and
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