INDOLE-3-ACETAMIDE, 1-(p-CHLOROBENZOYL)-5-METHOXY-2-METHYL-

Base Information

• Chemical Name: INDOLE-3-ACETAMIDE, 1-(p-CHLOROBENZOYL)-5-METHOXY-2-METHYL-
• CAS No.: 6264-33-1
• Molecular Formula: C19H17ClN2O3
• Molecular Weight: 356.809
• DSSTox Substance ID: DTXSID60211695
• Nikkaji Number: J1.729.907G
• Wikidata: Q83086667
• Pharos Ligand ID: AD7Q1TB2VVHC
• ChEMBL ID: CHEMBL95921

Synonyms:BRN 0497338;CHEMBL95921;INDOLE-3-ACETAMIDE, 1-(p-CHLOROBENZOYL)-5-METHOXY-2-METHYL-;6264-33-1;1-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indoleacetamide;5-22-05-00242 (Beilstein Handbook Reference);C19H17ClN2O3;Indomethacin derivative, 18;SCHEMBL2238173;BDBM22965;DTXSID60211695;LS-82073;1-(4-chlorobenzoyl)-5-methoxy-2-methylindole-3 acetamide;1-(4-Chlorobenzoyl)-2-methyl-5-methoxy-1H-indole-3-acetamide;2-[1-(4-Chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-acetamide;2-{1-[(4-chlorophenyl)carbonyl]-5-methoxy-2-methyl-1H-indol-3-yl}acetamide

Chemical Property of INDOLE-3-ACETAMIDE, 1-(p-CHLOROBENZOYL)-5-METHOXY-2-METHYL-

Chemical Property:

• Vapor Pressure: 2.13E-11mmHg at 25°C
• Boiling Point: 532°Cat760mmHg
• Flash Point: 275.5°C
• Density: 1.32g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 356.0927701
• Heavy Atom Count: 25
• Complexity: 507

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(N1C(=O)C3=CC=C(C=C3)Cl)C=CC(=C2)OC)CC(=O)N

Technology Process of INDOLE-3-ACETAMIDE, 1-(p-CHLOROBENZOYL)-5-METHOXY-2-METHYL-

There total 6 articles about INDOLE-3-ACETAMIDE, 1-(p-CHLOROBENZOYL)-5-METHOXY-2-METHYL- 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: 99.0%

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid (53-86-1) → Indomethacin amide (6264-33-1)

Guidance literature:

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid; With oxalyl dichloride; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

With ammonium hydroxide; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jacs.8b00643

Reference yield:

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid (53-86-1) + isobutyl chloroformate (543-27-1) → Indomethacin amide (6264-33-1)

Guidance literature:

With ammonia; triethylamine; In tetrahydrofuran;

Reference yield:

C22H20ClNO6 (69181-73-3) → Indomethacin amide (6264-33-1)

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; at 20 ℃; for 3h;

DOI:10.1002/cjoc.201300079

upstream raw materials:

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

isobutyl chloroformate

1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1H-indole-3-acetyl chloride

C₂₂H₂₀ClNO₆

Downstream raw materials:

2-[1-(4-chloro-benzoyl)-5-methoxy-2-methyl-1H-indol-3-yl]-thioacetimidic acid

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