2-(1-ethyl-1H-indol-3-yl)acetic acid

Base Information

• Chemical Name: 2-(1-ethyl-1H-indol-3-yl)acetic acid
• CAS No.: 58690-18-9
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• DSSTox Substance ID: DTXSID20424663
• Wikidata: Q82237332
• Mol file: 58690-18-9.mol

Synonyms:2-(1-ethyl-1H-indol-3-yl)acetic acid;58690-18-9;2-(1-ethylindol-3-yl)acetic acid;(1-ethyl-1H-indol-3-yl)acetic acid;N-Ethyl-3-indoleacetic acid;n-ethyl-indole-3-acetic acid;SCHEMBL3743075;DTXSID20424663;NCHHYGWGXAVANC-UHFFFAOYSA-N;HMS1700N07;MFCD07401792;AKOS000262646;CCG-353455;CS-0252659;EN300-61125;Z335289908

Chemical Property of 2-(1-ethyl-1H-indol-3-yl)acetic acid

Chemical Property:

• PSA: 42.23000
• LogP: 2.28830
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 242

Purity/Quality:

99% ^*data from raw suppliers

2-(1-ethyl-1H-indol-3-yl)aceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C=C(C2=CC=CC=C21)CC(=O)O

Technology Process of 2-(1-ethyl-1H-indol-3-yl)acetic acid

There total 12 articles about 2-(1-ethyl-1H-indol-3-yl)acetic acid 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: 95.4%

indole-3-acetic acid (87-51-4) + ethyl iodide (75-03-6) → 2-(1-ethyl-1H-indol-3-yl)acetic acid (58690-18-9)

Guidance literature:

indole-3-acetic acid; With sodium hydride; In tetrahydrofuran; paraffin oil; at 0 ℃; for 0.5h; Inert atmosphere;

ethyl iodide; In tetrahydrofuran; paraffin oil; at 0 - 20 ℃;

Reference yield: 80.0%

ethyl 2-(1-ethyl-1H-indol-3-yl)acetate (100717-88-2) → 2-(1-ethyl-1H-indol-3-yl)acetic acid (58690-18-9)

Guidance literature:

With sodium hydroxide; In ethanol; Heating;

Reference yield: 69.0%

ethyl bromide (74-96-4) + indole-3-acetic acid (87-51-4) → 2-(1-ethyl-1H-indol-3-yl)acetic acid (58690-18-9)

Guidance literature:

indole-3-acetic acid; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

ethyl bromide; In N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2020.112427

upstream raw materials:

ethyl 2-(1-ethyl-1H-indol-3-yl)acetate

indole-3-acetic acid

ethyl 2-(1H-indol-3-yl)-2-oxoacetate

ethyl 1-ethylindole-3-glyoxalate

Refernces

• 1、 Li, Xia,Ma, Hongguang,Li, Lin,Chen, Yifan,Sun, Xiao,Dong, Zizheng,Liu, Jing-Yuan,Zhu, Weiming,Zhang, Jian-Ting. "Novel synthetic bisindolylmaleimide alkaloids inhibit STAT3 activation by binding to the SH2 domain and suppress breast xenograft tumor growth". . p. 2469 - 2480. Retrieved 2018/05/14.
• 2、 -. "Use of N-alkylindole compounds in preparation of anti-influenza virus medicines". Paragraph 0193. . Retrieved 2017/09/19.