2-(1-Methyl-1H-indol-2-yl)acetic acid

Base Information

• Chemical Name: 2-(1-Methyl-1H-indol-2-yl)acetic acid
• CAS No.: 127019-98-1
• Molecular Formula: C11H11NO2
• Molecular Weight: 189.214
• DSSTox Substance ID: DTXSID10356545
• Wikidata: Q82135941
• Mol file: 127019-98-1.mol

Synonyms:2-(1-Methyl-1H-indol-2-yl)acetic acid;127019-98-1;2-(1-methylindol-2-yl)acetic acid;(1-methyl-1H-indol-2-yl)acetic acid;1H-Indole-2-acetic acid, 1-methyl-;N-methylindolyl acetic acid;Oprea1_380821;SCHEMBL2343924;DTXSID10356545;WOSJKENLZHUUMC-UHFFFAOYSA-N;1-Methyl-1H-indole-2-acetic acid;CFA01998;MFCD01463649;AKOS022172155;2-(1-Methyl-1H-indol-2-yl)aceticacid;AS-61838;CS-0038848;EN300-176279;W10778

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

Chemical Property:

• PSA: 42.23000
• LogP: 1.80540
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=CC=CC=C2C=C1CC(=O)O
• Uses: 2-(1-methyl-1H-indol-2-yl)acetic Acid can be used as inhibitors to target kidney glutaminase allosteric sites.

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

There total 4 articles about 2-(1-Methyl-1H-indol-2-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:

ethyl 1-methylindole-2-glyoxylate (124563-78-6) → 2-(1-methyl-1H-indol-2-yl)acetic acid (127019-98-1)

Guidance literature:

With potassium hydroxide; hydrazine hydrate; In ethanol; reflux, 5 h, then 170-180 deg C, 45 min;

DOI:10.1021/jo00291a013

Reference yield:

(1-methyl-indol-2-yl)-acetic acid amide → 2-(1-methyl-1H-indol-2-yl)acetic acid (127019-98-1)

Guidance literature:

With potassium hydroxide;

Reference yield:

1-(1-methyl-1H-indol-2-yl)ethanone (16498-68-3) → 2-(1-methyl-1H-indol-2-yl)acetic acid (127019-98-1)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous ammonium polysulfide; dioxane / 170 °C

2: aqueous KOH

With 1,4-dioxane; potassium hydroxide; ammonium polysulfide;

upstream raw materials:

ethyl 1-methylindole-2-glyoxylate

2-lithio-1-methylindole

1-(1-methyl-1H-indol-2-yl)ethanone

Downstream raw materials:

methyl 6-acetyl-7-(benzylamino)-2-(1-methyl-2-indolyl)-2,4,6-heptatrienoate