77903-96-9

Basic information

• Product Name: 3-(2-HYDROXY ETHYL)-1H-INDOLE-2-CARBOXYLIC ACID
• Synonyms: 3-(2-HYDROXY ETHYL)-1H-INDOLE-2-CARBOXYLIC ACID
• CAS NO: 77903-96-9
• Molecular Formula: C₁₁H₁₁NO₃
• Molecular Weight: 205.21
• Mol File: 77903-96-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 478.992°C at 760 mmHg
• Flash Point: 243.486°C
• Appearance: /
• Density: 1.418g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.71
• CAS DataBase Reference: 3-(2-HYDROXY ETHYL)-1H-INDOLE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-HYDROXY ETHYL)-1H-INDOLE-2-CARBOXYLIC ACID(77903-96-9)
• EPA Substance Registry System: 3-(2-HYDROXY ETHYL)-1H-INDOLE-2-CARBOXYLIC ACID(77903-96-9)

Safety Data

• Hazardous Substances Data: 77903-96-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H11NO3/c13-6-5-8-7-3-1-2-4-9(7)12-10(8)11(14)15/h1-4,12-13H,5-6H2,(H,14,15)

Upstream product

• 6250-88-0 4,9-Dihydropyrano<3,4-b>indol-1(3H)-on 

Downstream Products

• 77903-77-6 N-<2-<2-(1-Cyanoethyl)-1H-indol-3-yl>ethyl>-3,5-bis(carbomethoxy)pyridinium p-toluenesulfonate 
• 77903-79-8 N-<2-<2-(1-Cyanoethyl)-1H-indol-3-yl>ethyl>-3-(carbomethoxy)pyridinium p-toluenesulfonate hemihydrate 
• 77903-92-5 N-<2-<2-(1-Cyanoethenyl)-1H-indol-3-yl>ethyl>-3-(carbomethoxy)pyridinium p-toluenesulfonate monohydrate 
• 77903-81-2 N-<2-<2-(1-Cyanoethyl)-1H-indol-3-yl>ethyl>-3-cyanopyridinium p-toluenesulfonate hemihydrate 
• 77903-83-4 N-<2-<2-(1-Cyanoethyl)-1H-indol-3-yl>ethyl>-3-ethylpyridinium p-toluenesulfonate hemihydrate 
• 77903-75-4 2-<2-(1-Cyanoethyl)-1H-indol-3-yl>ethyl p-toluenesulfonate 

Relevant articles and documents

The discovery and structure-activity relationships of indole-based inhibitors of glutamate carboxypeptidase II

A series of N-substituted 3-(2-mercaptoethyl)-1H-indole-2-carboxylic acids were synthesized as inhibitors of glutamate carboxypeptidase II (GCPII). Those containing carboxybenzyl or carboxyphenyl groups at the N-position exhibited potent inhibitory activity against GCPII. These indole-based compounds represent the first example of achiral GCPII inhibitors and demonstrate greater tolerance of the GCPII active site for ligands with significant structural difference from the endogenous substrate, N-acetyl-aspartylglutamate.

Synthesis and Chemistry of a Stabilized Dehydrosecodine Model System.

A stabilized dehydrosecodine analogue bearing carbomethoxy groups in the 3- and 5-positions of the dihydropyridine moiety has been prepared and its chemistry studied.Two novel procedures have been developed for this synthesis: (1) the Lewis acid assisted cleavage of an activated indole ether with trimethylsilylcyanide to form a cyano alcohol and (2) the oxidation of 2-(α-substituted ethyl)indoles with tert-butyl hypochlorite to form the corresponding 2-vinylindole derivatives.Thermal decomposition of the dehydrosecodine analogue does not yield the desired intramole-cular Diels-Alder adducts but instead seems to proceed by an intramolecular hydride transfer from the 1,2-dihydropyridine moiety to the vinylindole group.