Acemetacin

Base Information

• Chemical Name: Acemetacin
• CAS No.: 53164-05-9
• Molecular Formula: C21H18ClNO6
• Molecular Weight: 415.83
• Hs Code.: 29339900
• European Community (EC) Number: 258-403-4
• NSC Number: 757413
• UNII: 5V141XK28X
• DSSTox Substance ID: DTXSID7022540
• Nikkaji Number: J3.194A
• Wikipedia: Acemetacin
• Wikidata: Q2723146
• NCI Thesaurus Code: C73068
• Pharos Ligand ID: SFAZ85NN2MPJ
• Metabolomics Workbench ID: 154563
• ChEMBL ID: CHEMBL189171
• Mol file: 53164-05-9.mol

Synonyms:acemetacin;Acemetacin Heumann;Acemetacin intermuti;acemetacin monohydrate;acemetacin sodium;Acemetacin Stada;acemetacin von ct;Acemetadoc;Acephlogont;Azeat;Emflex;Espledol;indomethacin carboxymethyl ester;Oldan;Rantodil;Rantudil;TVX 1322

Chemical Property of Acemetacin

Chemical Property:

• Appearance/Colour: Light yellow solid
• Vapor Pressure: 1.26E-13mmHg at 25°C
• Melting Point: 151.5 °C
• Refractive Index: 1.611
• Boiling Point: 565.5 °C at 760 mmHg
• PKA: 2.60±0.10(Predicted)
• Flash Point: 295.8 °C
• PSA: 94.83000
• Density: 1.36 g/cm³
• LogP: 3.47050
• Storage Temp.: -20°C Freezer
• Solubility.: Practically insoluble in water, soluble in acetone, slightly soluble in anhydrous ethanol.
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 415.0822650
• Heavy Atom Count: 29
• Complexity: 620

Purity/Quality:

99% ^*data from raw suppliers

Acemetacin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+
• Statements: 26/27/28
• Safety Statements: 22-25-36/37/39-45-24/25

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)OCC(=O)O
• Uses: A potent inhibitor of COX-2 found to have anti-tumor activity in the colon Cyclo-oxygenase inhibitor; analgesic; anti-inflammatory.
• Therapeutic Function: Antiinflammatory

Technology Process of Acemetacin

There total 12 articles about Acemetacin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.45%

acemetacin tert-butyl ester (75302-98-6) → acemetacin (53164-05-9)

Guidance literature:

With hydrogenchloride; acetic anhydride; In acetic acid; at 80 ℃; for 5h; Large scale;

Reference yield: 98.8%

2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetic acid tert-butyl ester (1601-20-3) + acetic acid (64-19-7,77671-22-8) → acemetacin (53164-05-9)

Guidance literature:

With hydrogenchloride; aluminum (III) chloride; at 60 ℃; for 5h; Reagent/catalyst; Temperature; Large scale;

Reference yield: 97.8%

<1-(4-Chlorbenzoyl)-5-methoxy-2-methylindol-3-acetoxy>essigsaeurebenzylester (53164-04-8) → acemetacin (53164-05-9)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; N,N-dimethyl-formamide; at 80 ℃; for 24h; Temperature;

upstream raw materials:

<1-(4-Chlorbenzoyl)-5-methoxy-2-methylindol-3-acetoxy>essigsaeurebenzylester

4-methoxyphenylhydrazine hydrochloride

(5-Methoxy-2-methylindol-3-acetoxy)essigsaeurebenzylester

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

Downstream raw materials:

acemetacin (S)-duloxetine salt

Refernces

• 1、 -. "Preparation method of acemetacin". Paragraph 0023-0028; 0030-0035; 0037-0042; 0044-0049; 0051-0. . Retrieved 2018/09/12.
• 2、 -. "Preparation method for acemetacin". Paragraph 0008; 0009; 0010; 0011; 0012; 0013; 0014-0016. . Retrieved 2017/06/21.