I5109
Indole-2-carboxylic acid
98%
Synonym(s):
2-Carboxyindole, 2-Indolylformic acid, NSC 16598
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All Photos(4)
About This Item
Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
Molecular Weight:
161.16
Beilstein/REAXYS Number:
124132
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.
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assay
98%
mp
202-206 °C (lit.)
SMILES string
OC(=O)c1cc2ccccc2[nH]1
InChI
1S/C9H7NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-5,10H,(H,11,12)
InChI key
HCUARRIEZVDMPT-UHFFFAOYSA-N
Gene Information
human ... SRD5A1(6715)
rat ... Grin2a(24409)
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Related Categories
Application
- Reactant for total synthesis of (±)-dibromophakellin and analogs
- Reactant for synthesis of the pyrrolizidine alkaloid (±)-trachelanthamidine
- Reactant for stereoselective preparation of renieramycin G analogs
- Reactant for preparation of spirooxoindolepyrrolidines via reduction of indole-2-carboxylic acid followed by oxidation, condensation, reduction, amidation and Kharasch radical cyclization
- Reactant for Pd-catalyzed cyclization
- Reactant for preparation of N,N′-(pentane)diylbis[indolecarboxamide] and N,N′-[phenylenebis(methylene)]bis[indolecarboxamide] derivatives
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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C Kuehm-Caubere et al.
Journal of medicinal chemistry, 40(8), 1201-1210 (1997-04-11)
Series of indole-2-carboxamide and cycloalkeno[1,2-b]indole derivatives were synthesized and evaluated in order to determine the necessary structural requirements for a high inhibition of human LDL copper-induced peroxidation. Various modulations were systematically performed on the indole and cycloalkeno[1,2-b]indole nuclei as well
S Olgen et al.
European journal of medicinal chemistry, 36(9), 747-770 (2001-10-24)
A series of N-substituted indole-2-carboxylic acid esters have been prepared by replacing the benzoyl group of indomethacin with a benzyl and a phenyl group. The carbocyclic acid side chain was extended via creating an ester structure by using several dialkylaminoalkyl
R D Ruggieri et al.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 138(2), 193-202 (2004-07-28)
In the mammalian central nervous system, the neurotransmitter, glycine, acts both on an inhibitory, strychnine-sensitive receptor (GlyR) and an excitatory, strychnine-insensitive site at the NMDA receptor. Here we present electrophysiological evidence that the strychnine-sensitive glycine agonists, glycine and taurine, and
T Tonohiro et al.
General pharmacology, 28(4), 555-560 (1997-04-01)
1. A putative agonist for the strychnine-sensitive glycine receptor picolinic acid was tested for its anticonvulsant activities in mice and muscle-relaxant activities in rats and compared with indole-2-carboxylic acid (I2CA), an antagonist for the strychnine-insensitive glycine receptor. Their effects on
Gopinadhan N Anilkumar et al.
Bioorganic & medicinal chemistry letters, 21(18), 5336-5341 (2011-08-16)
SAR development of indole-based palm site inhibitors of HCV NS5B polymerase exemplified by initial indole lead 1 (NS5B IC(50)=0.9 μM, replicon EC(50)>100 μM) is described. Structure-based drug design led to the incorporation of novel heterocyclic moieties at the indole C3-position
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