2-Carboxyindole-3-butyric acid

Base Information

• Chemical Name: 2-Carboxyindole-3-butyric acid
• CAS No.: 31529-29-0
• Molecular Formula: C13H13 N O4
• Molecular Weight: 247.251
• Hs Code.: 2933990090
• European Community (EC) Number: 250-682-0
• DSSTox Substance ID: DTXSID5067631
• Nikkaji Number: J278.137I
• Wikidata: Q81994255
• ChEMBL ID: CHEMBL23611
• Mol file: 31529-29-0.mol

Synonyms:31529-29-0;2-Carboxyindole-3-butyric acid;4-(2-Carboxyindol-3-yl)butyric acid;3-(3-carboxypropyl)-1H-indole-2-carboxylic acid;1H-Indole-3-butanoic acid, 2-carboxy-;EINECS 250-682-0;CHEMBL23611;2-carboxy-3-indolebutyric acid;SCHEMBL3276610;DTXSID5067631;Indole-3-butyric acid, 2-carboxy-;2-Carboxy-1H-indole-3-butyric acid;AKOS004114724;3-(3-carboxypropyl)-1H-indole-2-carboxylicacid

Chemical Property of 2-Carboxyindole-3-butyric acid

Chemical Property:

• Vapor Pressure: 2.56E-12mmHg at 25°C
• Boiling Point: 536°Cat760mmHg
• Flash Point: 277.9°C
• PSA: 90.39000
• Density: 1.414g/cm³
• LogP: 2.27340
• XLogP3: 2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 247.08445790
• Heavy Atom Count: 18
• Complexity: 331

Purity/Quality:

99% ^*data from raw suppliers

2-CARBOXY-3-INDOLEBUTYRIC ACID Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C(N2)C(=O)O)CCCC(=O)O

Technology Process of 2-Carboxyindole-3-butyric acid

There total 5 articles about 2-Carboxyindole-3-butyric 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:

4-(2-ethoxycarbonyl-indol-3-yl)-butyric acid ethyl ester (63183-76-6) → 4-(2-carboxy-indol-3-yl)-butyric acid (31529-29-0)

Guidance literature:

With alkaline solution;

DOI:10.1021/ja01375a056

Reference yield:

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → 4-(2-carboxy-indol-3-yl)-butyric acid (31529-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: alkali / Kochen des Reaktionsprodukts mit alkoh. Schwefelsaeure

2: aqueous-alcoholic alkaline solution

With alkaline solution;

DOI:10.1021/ja01375a056

Reference yield:

2-carbethoxyindole (3770-50-1,117770-52-2) → 4-(2-carboxy-indol-3-yl)-butyric acid (31529-29-0)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / acetonitrile / 48 h / Heating

2: 50percent aq. NaOH / ethanol / 0.25 h / Heating

With sodium hydroxide; potassium carbonate; In ethanol; acetonitrile;

DOI:10.1021/jm00108a007

upstream raw materials:

4-(2-ethoxycarbonyl-indol-3-yl)-butyric acid ethyl ester

2-carbethoxyindole

ethyl 2-oxocyclohexane carboxylate

C₁₅H₁₈N₂O₃

Downstream raw materials:

4-(1H-indol-3-yl)butan-1-ol

4-indol-3-yl-butyric acid

Refernces

• 1、 Gray, Nancy M.,Dappen, Michael S.,Cheng, Brian K.,Cordi, Alexis A.,Biesterfeldt, John P.,et al.. "Novel Indole-2-carboxylates as Ligands for the Strychnine-Insensitive N-Methyl-D-aspartate-Linked Glycine Receptor". . p. 1283 - 1292. Retrieved 2007/10/02.