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Key Documents
I5109
Indole-2-carboxylic acid
98%
Synonim(y):
2-Carboxyindole, 2-Indolylformic acid, NSC 16598
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About This Item
Wzór empiryczny (zapis Hilla):
C9H7NO2
Numer CAS:
Masa cząsteczkowa:
161.16
Beilstein:
124132
Numer WE:
Numer MDL:
Kod UNSPSC:
12352100
Identyfikator substancji w PubChem:
NACRES:
NA.22
Polecane produkty
Próba
98%
mp
202-206 °C (lit.)
ciąg SMILES
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)
Klucz InChI
HCUARRIEZVDMPT-UHFFFAOYSA-N
informacje o genach
human ... SRD5A1(6715)
rat ... Grin2a(24409)
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Zastosowanie
- 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
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Kod klasy składowania
11 - Combustible Solids
Klasa zagrożenia wodnego (WGK)
WGK 3
Temperatura zapłonu (°F)
Not applicable
Temperatura zapłonu (°C)
Not applicable
Środki ochrony indywidualnej
Eyeshields, Gloves, type N95 (US)
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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
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
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
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
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