Merck
CN
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文件

222410

Sigma-Aldrich

5-甲基吲哚

99%

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别名:
NSC 522562
经验公式（希尔记法）:
C9H9N
CAS号:
614-96-0
分子量:
131.17
EC 号:
210-400-9
MDL编号:
MFCD00005680
PubChem化学物质编号:
24853330
NACRES:
NA.22

检测方案

99%

形式

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

相关类别

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
GHS07

警示用语：

Warning

危险声明

H315 - H319 - H335

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

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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
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
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.
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
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
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