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Merck
CN

222410

Sigma-Aldrich

5-甲基吲哚

99%

别名:

NSC 522562

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About This Item

经验公式(希尔记法):
C9H9N
CAS号:
分子量:
131.17
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

99%

表单

solid

mp

60-62 °C (lit.)

SMILES字符串

Cc1ccc2[nH]ccc2c1

InChI

1S/C9H9N/c1-7-2-3-9-8(6-7)4-5-10-9/h2-6,10H,1H3

InChI key

YPKBCLZFIYBSHK-UHFFFAOYSA-N

一般描述

The binding of 5-methylindole (inducer) to the Escherichia coli trp repressor has been studied. The mass analyzed threshold ionization spectra of jetcooled 5-methylindole (5MI) has also been studied.

应用

Reactant for preparation of:
  • Pharmaceutically active 2-oxo-1-pyrrolidine analogues
  • Potential anticancer immunomodulators
  • Preparation of antifungal agents
  • Sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes
  • IL2-inducible T-cell kinase (ITK) inhibitors
  • Checkpoint 1 kinase inhibitors
  • CRTh2 antagonists
  • Inhibitors of human immunodeficiency virus type 1 (HIV-1) attachment
  • Agonists of the histamine H4 receptor
  • Monoamine reuptake inhibitors

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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P Babitzke et al.
The Journal of biological chemistry, 270(21), 12452-12456 (1995-05-26)
A filter binding assay was used to determine the structural features of L-tryptophan required for activation of TRAP, the trp RNA-binding attenuation protein of Bacillus subtilis. We examined the ability of L-tryptophan and 26 of its analogs to activate TRAP.
Changjiang Dong et al.
Science (New York, N.Y.), 309(5744), 2216-2219 (2005-10-01)
Chlorinated natural products include vancomycin and cryptophycin A. Their biosynthesis involves regioselective chlorination by flavin-dependent halogenases. We report the structural characterization of tryptophan 7-halogenase (PrnA), which regioselectively chlorinates tryptophan. Tryptophan and flavin adenine dinucleotide (FAD) are separated by a 10
Jung Lee Lin et al.
The Journal of chemical physics, 120(11), 5057-5063 (2004-07-23)
The vibrationally resolved mass analyzed threshold ionization spectra of jetcooled 5-methylindole (5MI) and 3-methylindole (3MI) have been recorded by ionizing via various vibronic levels of each species. The adiabatic ionization energies (IEs) of 5MI and 3MI are determined to be
Dorleta Gonzalez et al.
Bioorganic & medicinal chemistry, 26(9), 2551-2560 (2018-04-17)
Following the premises of the multitarget-directed ligands approach for the drug R&D against neurodegenerative diseases, where Alzheimer's disease (AD) outstands, we have synthesized and evaluated analogues of the gramine derivative ITH12657 (1-benzyl-5-methyl-3-(piperidin-1-ylmethyl-1H-indole, 2), which had shown important neuroprotective properties, such
F Peter Guengerich et al.
Journal of medicinal chemistry, 47(12), 3236-3241 (2004-05-28)
Indigoids, a class of bis-indoles, represent a promising protein kinase inhibitor scaffold. Oxidation of indole by cytochrome P450 (P450) has been shown to generate species (indoxyl, isatin) that couple to yield indigo and indirubin. Escherichia coli-expressed human P450 2A6 mutants

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