2-({2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetyl}oxy)acetic acid

• ChemBase编号: 73256
• 分子式: C21H18ClNO6
• 平均质量: 415.82372
• 单一同位素质量: 415.08226498
• SMILES: Cc1n(c2c(c1CC(=O)OCC(=O)O)cc(cc2)OC)C(=O)c1ccc(cc1)Cl
• Canonical SMILES: COc1ccc2c(c1)c(CC(=O)OCC(=O)O)c(n2C(=O)c1ccc(cc1)Cl)C
• InChI: InChI=1S/C21H18ClNO6/c1-12-16(10-20(26)29-11-19(24)25)17-9-15(28-2)7-8-18(17)23(12)21(27)13-3-5-14(22)6-4-13/h3-9H,10-11H2,1-2H3,(H,24,25)
• InChIKey: FSQKKOOTNAMONP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-({2-[1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]acetyl}oxy)acetic acid
• IUPAC传统名: ({2-[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetyl}oxy)acetic acid; acemetacin
• 别名: 1-(对氯苯甲酰基)-5-甲氧基-2-甲基吲哚-3-乙酸羧甲酯; 阿西美辛; Emflex; Acemetacin; 1-(4-Chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetic Acid Carboxymethyl Ester; TV-1322; Acemix; Rantudil; Solart; 1-[p-Chlorobenzoyl]-5-methoxy-2-methylindole-3-acetic acid carboxymethyl ester; Acemetacin

登记号

• CAS号: 53164-05-9
• EC号: 258-403-4
• MDL号: MFCD00151473
• PubChem SID: 24890474; 162038176
• PubChem CID: 1981

理论计算性质

• Acid pKa: 3.2567155
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 0.9297007
• LogD (pH = 7.4): -0.2813634
• Log P: 3.1535518
• 摩尔折射率: 105.6643 cm^3
• 极化性: 41.825348 Å^3
• 极化表面积: 94.83 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO
• 外观: Light Yellow Solid
• 熔点: 150-153°C; 150-153°C

安全信息

• 保存条件: -20°C; -20°C Freezer; Room Temperature (15-30°C)
• RTECS编号: NL3521400
• 欧盟危险性物质标志: 剧毒(Highly toxic) (T+)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2; II
• 澳大利亚Hazchem: 2XE
• 危险公开号: 26/27/28; R:28
• 安全公开号: 22-25-36/37/39-45; S:28-29-36/37/39-45
• 欧盟危险货物分类: T2
• 欧盟危险识别号(EUHIN): 6.1B
• 美国ERG指导号: 154
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300-H310-H330
• GHS警示性声明: P260-P264-P280-P284-P302 + P350-P310
• 个人保护装置: Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

产品相关信息

• 级别: analytical standard, for drug analysis
• 成盐信息: Free Base

详细说明

MP Biomedicals - 02154668

(1-[p-Chlorobenzoyl]-5-methoxy- 2-methylindole-3-acetic acid carboxymethyl ester)

Selleck Chemicals - S2602

Research Area: Inflammation
Biological Activity:
Acemetacin (Emflex) is a non-steroidal anti-inflammatory drug and a glycolic acid ester of indometacin that is a cyclooxygenase inhibitor.Acemetacin (Emflex) acts as a prodrug. In the body, acemetacin (Emflex) is metabolized to indometacin, which then acts as an inhibitor of cyclooxygenase, producing the anti-inflammatory effects. An advantage of acemetacin is that it reduces gastric damage when compared to indometacin. Acemetacin (Emflex) is used for the treatment of osteoarthritis, rheumatoid arthritis, lower back pain, and relieving post-operative pain. [1][2][3]References on Acemetacin (Emflex)[1] http://en.wikipedia.org/wiki/Acemetacin, , [2] Cochrane Database Syst Rev. , 2009 Jul 8, (3):CD007589[3] Ann Hepatol., 2009 Apr-Jun, 8(2):141-7

Sigma Aldrich - A1674

Biochem/physiol Actions
该非甾体抗炎药 (NSAID) 专门增强蒽环类药（阿霉素、柔红霉素和 epirubium）的细胞毒性。避免 MRP 介导的多药耐药性。
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A1674.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - A130700

Anti-inflammatory.

参考文献

• Chávez-Pi??a AE et al. Ann Hepatol. 2009 Apr-Jun;8(2):141-7.
• Jacobi, H., et al.: Arzneim.-Forsch., 30, 1398 (1980)