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Merck
CN

563838

Sigma-Aldrich

5-碘吲哚

97%

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About This Item

经验公式(希尔记法):
C8H6IN
CAS号:
分子量:
243.04
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

检测方案

97%

mp

101-104 °C (lit.)

SMILES字符串

Ic1ccc2[nH]ccc2c1

InChI

1S/C8H6IN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H

InChI key

TVQLYTUWUQMGMP-UHFFFAOYSA-N

一般描述

5-Iodoindole can be synthesized via nitration of m-toluidine.

应用

5-Iodoindole (5-iodogramine) may be used in the synthesis of the following:
  • 3-dimethylaminomethyl-5-iodoindole via reaction with dimethyl amine and formaldehyde
  • 5-ethynyl-1H-indole obtained via refluxing with trimethylsilylacetylene in the presence of triethylamine, catalyzed by palladium and copper(I)iodide in acetonitrile
  • 5-(3-hydroxyprop-1-enyl)-1H-indole via reaction with allyl alcohol in the presence of triphenyl phosphine, palladium acetate and silver acetate in dimethylformamide
  • 5-(3-benzyloxyprop-1-enyl)-1H-indole via reaction with allylbenzyl ether in the presence of triphenyl phosphine, palladium acetate and silver acetate in dimethylformamide
  • 5-(2-phenylethynyl)-1H-indole via refluxing with phenylacetylene catalyzed by copper(I)iodide and palladium in the presence of triethylamine in acetonitrile

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

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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?The synthesis of 5-iodotryptophan and some derivatives"
Harvey GD
Journal of the Chemical Society, 3760-3762 (1958)
Satish Kumar Rajasekharan et al.
Pesticide biochemistry and physiology, 163, 76-83 (2020-01-25)
Multi-drug resistance in nematodes is a serious problem as lately several resistant phenotypes have emerged following the intermittent usage of synthetic nematicides. Contemporary research continues to focus on developing and/or repurposing small molecule inhibitors that are eco-friendly. Here, we describe
"Synthesis and biological evaluation of new dipyrrolo [3, 4-a: 3, 4-c] carbazole-1, 3, 4, 6-tetraones, substituted with various saturated and unsaturated side chains via palladium catalyzed cross-coupling reactions"
Henon H, et al.
Bioorganic & Medicinal Chemistry, 14(11), 3825-3834 (2006)
Yoshimitsu Masuda et al.
Applied and environmental microbiology, 86(16) (2020-06-07)
YafQ is an endoribonuclease toxin that degrades target gene transcripts such as that of tnaA, a gene encoding tryptophanase to synthesize indole from tryptophan. DinJ is the cognate antitoxin of YafQ, and the YafQ-DinJ system was reported to regulate persister
Sooyeon Song et al.
Biotechnology and bioengineering, 116(9), 2263-2274 (2019-06-05)
The subpopulation of bacterial cells that survive myriad stress conditions (e.g., nutrient deprivation and antimicrobials) by ceasing metabolism, revive by activating ribosomes. These resuscitated cells can reconstitute infections; hence, it is imperative to discover compounds which eradicate persister cells. By

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