Merck
CN

I5109

Sigma-Aldrich

吲哚-2-羧酸

98%

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别名:
2-吲哚甲酸, 2-羧基吲哚, NSC 16598
经验公式(希尔记法):
C9H7NO2
CAS号:
分子量:
161.16
Beilstein:
124132
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

检测方案

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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应用

  • (±)-二溴谷胱甘肽和类似物全合成的反应物
  • 吡咯里西啶生物碱(±)-颈花脒合成的反应物
  • 肾素霉素G类似物立体选择性制备的反应物
  • 通过还原吲哚-2-羧酸以及随后的氧化、缩合、还原、酰胺化和Kharasch自由基环化进行螺氧吲哚吡咯烷制备的反应物
  • Pd催化的环化反应反应物
  • N,N′-(戊烷)二基双[吲哚甲酰胺]和N,N′-[亚苯基双(亚甲基)]双[吲哚甲酰胺]衍生物制备的反应物

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


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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
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
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
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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