I5109
Indole-2-carboxylic acid
98%
Synonyme(s) :
2-Carboxyindole, 2-Indolylformic acid, NSC 16598
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A propos de cet article
Formule empirique (notation de Hill) :
C9H7NO2
Numéro CAS:
Poids moléculaire :
161.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
216-030-4
Beilstein/REAXYS Number:
124132
MDL number:
Assay:
98%
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HCUARRIEZVDMPT-UHFFFAOYSA-N
InChI
1S/C9H7NO2/c11-9(12)8-5-6-3-1-2-4-7(6)10-8/h1-5,10H,(H,11,12)
SMILES string
OC(=O)c1cc2ccccc2[nH]1
assay
98%
mp
202-206 °C (lit.)
Quality Level
Gene Information
human ... SRD5A1(6715)
rat ... Grin2a(24409)
Catégories apparentées
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
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Hideyuki Shiozawa et al.
Journal of the American Chemical Society, 124(15), 3914-3919 (2002-04-11)
Glycopeptide antibiotics of the vancomycin group bind to bacterial cell wall analogue precursors, and typically also form dimers. We have studied the interplay between these two sets of noncovalent bonds formed at separate interfaces. Indole-2-carboxylic acid (L) forms a set
R Rama Suresh et al.
The Journal of organic chemistry, 77(16), 6959-6969 (2012-07-26)
Two methodologies, one involving Ar-I reactivity and the other through C-H functionalization, for the formation of indolo[2,3-c]pyrane-1-ones via the corresponding allenes, are presented. A highly efficient approach to indolo[2,3-c]pyrane-1-one derivatives through the Pd-catalyzed regioselective annulation of allenes with 3-iodo-1-alkylindole-2-carboxylic acids
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
R Di Fabio et al.
Journal of medicinal chemistry, 42(18), 3486-3493 (1999-09-10)
A series of analogues of the indole-2-carboxylate GV150526, currently in clinical trials as a potential neuroprotective agent for the control of the cerebral damage after stroke onset, was designed based on previous studies dealing with the electronic features of the
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
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