C47604
5-氯吲哚
98%
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关于此项目
经验公式（希尔记法）:
C8H6ClN
化学文摘社编号:
分子量:
151.59
Beilstein:
2651
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
98%
表单
crystals
mp
69-71 °C (lit.)
SMILES字符串
Clc1ccc2[nH]ccc2c1
InChI
1S/C8H6ClN/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H
InChI key
MYTGFBZJLDLWQG-UHFFFAOYSA-N
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一般描述
5-Chloroindole can be synthesized by using 3-chlorobenzaldehyde as starting reagent.
5-Chloroindole is a 5-substituted indole. It undergoes electropolymerization to form a redox-active film consisting of a cyclic trimer and chains of linked cyclic trimer (polymer). It is a potential positive allosteric modulator (PAM) of the 5-HT3 receptor. It has been reported as strong inhibitor of the copper dissolution in acidic sodium chloride solution. It has been tested as corrosion inhibitor of mild steel in 1N deaerated sulphuric acid. Synthesis of 5-chloroindole, via nitration of indoline has been described.
应用
5-Chloroindole has been used in the synthesis of 5-chloro-3-indole-N,N- dimethylglyoxalamide and 5-chloro-N,N-dimethyltryptamine. It may be used in the synthesis of dyestuffs in the presence of biocatalysts (Escherichia coli expressing multicomponent phenol hydroxylase (mPH) isolated from Pseudomonas sp. strains KL33 and KL28).
5-Chloroindole has been used to study the biotransformation of substituted indoles to indican derivatives in the tissue cultures of Polygonum tinctorium. It may be employed as a monomer in the preparation of redox-active film made up of a cyclic trimer and chains of linked cyclic trimer (polymer).
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)
Fluorescence properties of electropolymerised 5-substituted indoles in solution.
Jennings P, et al.
J. Chem. Soc., Faraday Trans., 94(24), 3619-3624 (1998)
Xiaoxue Tong et al.
Microbial cell factories, 15(1), 180-180 (2016-10-23)
Engineering of single-species biofilms for enzymatic generation of fine chemicals is attractive. We have recently demonstrated the utility of an engineered Escherichia coli biofilm as a platform for synthesis of 5-halotryptophan. E. coli PHL644, expressing a recombinant tryptophan synthase, was
Indole and 5-chloroindole as inhibitors of anodic dissolution and cathodic deposition of copper in acidic chloride solutions.
Scendo M, et al.
J. Appl. Electrochem., 33(3-4), 287-293 (2003)
Synthesis of Some 5-and 6-Chloro, 5-Methyl, and 5, 6, 7-Trimethyl Derivatives of Tryptamine.
Benington F, et al.
The Journal of Organic Chemistry, 25(9), 1542-1547 (1960)
Indigo and indirubin derivatives from indoles in Polygonum tinctorium tissue cultures.
Shim JY, et al.
Biotechnology Letters, 20(12), 1139-1143 (1998)
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