3-(1H-indol-1-yl)propanoic acid

Base Information

• Chemical Name: 3-(1H-indol-1-yl)propanoic acid
• CAS No.: 6639-06-1
• Molecular Formula: C11H11 N O2
• Molecular Weight: 189.214
• Hs Code.: 2933990090
• European Community (EC) Number: 229-643-7
• NSC Number: 17814
• UNII: HN7XR99LDF
• DSSTox Substance ID: DTXSID40216608
• Nikkaji Number: J298.027D
• Wikidata: Q83092856
• ChEMBL ID: CHEMBL3422320
• Mol file: 6639-06-1.mol

Synonyms:3-(1H-indol-1-yl)propanoic acid;6639-06-1;1-Indolepropionic acid;3-indol-1-ylpropanoic acid;1H-Indole-1-propionic acid;Indole-1-propionic acid;HN7XR99LDF;3-indol-1-ylpropionic acid;1H-Indole-1-propanoic acid;MFCD00022896;NSC-17814;EQ5;NSC17814;UNII-HN7XR99LDF;1h-indole-1-pro-panoic acid;SCHEMBL526317;CHEMBL3422320;DTXSID40216608;HMS1788J19;EINECS 229-643-7;BBL009886;NSC 17814;STK500338;AKOS000261607;CS-W005359;1-(2-CARBOXYETHYL)-1H-INDOLE;BS-13891;EN300-10898;F19953;Z57316204

Chemical Property of 3-(1H-indol-1-yl)propanoic acid

Chemical Property:

• Vapor Pressure: 5.34E-07mmHg at 25°C
• Boiling Point: 396.5°C at 760 mmHg
• Flash Point: 193.6°C
• PSA: 42.23000
• Density: 1.19g/cm³
• LogP: 2.11600
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

1-INDOLEPROPIONIC ACID AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CN2CCC(=O)O

Technology Process of 3-(1H-indol-1-yl)propanoic acid

There total 11 articles about 3-(1H-indol-1-yl)propanoic 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: 49.0%

3-(1H-indol-1-yl)propanenitrile (4414-79-3) → 3-indol-1-yl-propionic acid (6639-06-1)

Guidance literature:

With potassium hydroxide; Heating;

DOI:10.1016/j.bmcl.2004.07.057

Reference yield: 36.0%

3-(indol-1-yl)propionic acid methyl ester (76916-49-9) → 3-indol-1-yl-propionic acid (6639-06-1)

Guidance literature:

With potassium hydroxide; In ethanol; for 4h; Heating;

DOI:10.1021/jo00324a004

Reference yield:

indole (120-72-9) + Methyl 3-bromopropionate (3395-91-3) → 3-indol-1-yl-propionic acid (6639-06-1)

Guidance literature:

indole; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 1h;

Methyl 3-bromopropionate; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 24h;

upstream raw materials:

indole

acrylic acid

3-Hydroxypropionitrile

ethyl acrylate

Downstream raw materials:

1-(3-hydroxypropyl)-1H-indole-3-carbaldehyde

3-(2,3-dioxoindolin-1-yl)propanoic acid

Refernces

• 1、 Wang, Zhongyan,Cai, Yanbin,Yi, Linan,Gao, Jie,Yang, Zhimou. "Supramolecular Hydrogels of Indole-Capped Short Peptides as Vaccine Adjuvants". . p. 1057 - 1062. Retrieved 2017.
• 2、 -. "CYCLIC AMIDE DERIVATIVES AS INHIBITORS OF 11 - BETA - HYDROXYSTEROID DEHYDROGENASE AND USES THEREOF". Page/Page column 94. . Retrieved 2013/09/12.