Skip to Content
Merck
CN

I5109

Indole-2-carboxylic acid

98%

Synonym(s):

2-Carboxyindole, 2-Indolylformic acid, NSC 16598

Sign In to View Organizational & Contract Pricing.

Select a Size


About This Item

Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
Molecular Weight:
161.16
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
216-030-4
Beilstein/REAXYS Number:
124132
MDL number:
Assay:
98%
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI key

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)

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

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

James F Dropinski et al.
Bioorganic & medicinal chemistry letters, 15(22), 5035-5038 (2005-09-13)
A series of novel aryl indole-2-carboxylic acids has been identified as potent selective PPARgamma modulators. Their chemical synthesis and in vitro activities are discussed. Compound 5 was selected for in vivo testing in the db/db mouse model of type 2
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
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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service