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Merck
CN

I5109

Sigma-Aldrich

吲哚-2-羧酸

98%

别名:

2-吲哚甲酸, 2-羧基吲哚, NSC 16598

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关于此项目

经验公式(希尔记法):
C9H7NO2
化学文摘社编号:
分子量:
161.16
Beilstein:
124132
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
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质量水平

方案

98%

mp

202-206 °C (lit.)

SMILES字符串

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

基因信息

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)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Stephen P Nighswander-Rempel et al.
Photochemistry and photobiology, 84(3), 613-619 (2008-01-23)
We have synthesized a compound ideally suited to the study of structure-function relationships in eumelanin synthesis. N-methyl-5-hydroxy-6-methoxy-indole (MHMI) has key functional groups strategically placed on the indole framework to hinder binding in the 2, 5, 6 and 7 positions. Thus
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
Marine Valette et al.
Physiology and molecular biology of plants : an international journal of functional plant biology, 26(12), 2537-2551 (2021-01-12)
Rhizosphere bacteria, whether phytopathogenic or phytobeneficial, are thought to be perceived by the plant as a threat. Plant Growth-Promoting Rhizobacteria (PGPR), such as many strains of the Azospirillum genus known as the main phytostimulator of cereals, cooperate with host plants
R Di Fabio et al.
Journal of medicinal chemistry, 40(6), 841-850 (1997-03-14)
A series of indole-2-carboxylates bearing suitable chains at the C-3 position of the indole nucleus was synthesized and evaluated in terms of in vitro affinity using [3H]glycine binding assay and in vivo potency by inhibition of convulsions induced by N-methyl-D-aspartate
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

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