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(4-CHLORO-PHENYL)-(1H-INDOL-3-YL)-METHANONE, also known as 4-CPIM, is a chemical compound with the molecular formula C15H10ClNO. It is a yellow solid that belongs to the class of phenyl indoles. (4-CHLORO-PHENYL)-(1H-INDOL-3-YL)-METHANONE is commonly used as a precursor in the manufacture of pharmaceuticals and organic synthesis, and it holds potential applications in the fields of medicine and chemistry, making it a valuable compound for further study and exploration.

26211-77-8

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26211-77-8 Usage

Uses

Used in Pharmaceutical Industry:
(4-CHLORO-PHENYL)-(1H-INDOL-3-YL)-METHANONE is used as a precursor for the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a key component in the development of new drugs, contributing to the advancement of medical treatments.
Used in Organic Synthesis:
In the field of organic chemistry, (4-CHLORO-PHENYL)-(1H-INDOL-3-YL)-METHANONE serves as an important building block for the creation of complex organic molecules. Its versatility in chemical reactions enables the synthesis of a wide range of compounds with diverse applications, from materials science to biological research.
Used in Research and Development:
4-CPIM is utilized in research and development processes, where its properties and reactivity are studied to understand its potential applications and to develop new methods for its synthesis and use. (4-CHLORO-PHENYL)-(1H-INDOL-3-YL)-METHANONE's role in R&D is crucial for the discovery of novel applications and the improvement of existing ones in various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 26211-77-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,6,2,1 and 1 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 26211-77:
(7*2)+(6*6)+(5*2)+(4*1)+(3*1)+(2*7)+(1*7)=88
88 % 10 = 8
So 26211-77-8 is a valid CAS Registry Number.

26211-77-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (4-chlorophenyl)-(1H-indol-3-yl)methanone

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:26211-77-8 SDS

26211-77-8Relevant academic research and scientific papers

METHODS AND MATERIALS FOR INCREASING OR MAINTAINING NICOTINAMIDE MONONUCLEOTIDE ADENYLYL TRANSFERASE-2 (NMNAT2) POLYPEPTIDE LEVELS

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Paragraph 193, (2020/09/08)

This document provides methods and materials for increasing or maintaining NMNAT2 polypeptide levels within cells. For example, compounds (e.g., organic compounds) having the ability to increase or maintain NMNAT2 polypeptide levels within cells, formulations containing compounds having the ability to increase or maintain NMNAT2 polypeptide levels within cells, methods for making compounds having the ability to increase or maintain NMNAT2 polypeptide levels within cells, methods for making formulations containing compounds having the ability to increase or maintain NMNAT2 polypeptide levels within cells, methods for increasing or maintain NMNAT2 polypeptide levels within cells, and methods for treating mammals (e.g., humans) having a condition responsive to an increase in NMNAT2 polypeptide levels are provided (or for preventing said condition).

Synthesis of 3-acylindoles: via copper-mediated oxidative decarbethoxylation of ethyl arylacetates

Jaiswal, Anjali,Sharma, Anup Kumar,Singh, Krishna Nand

supporting information, p. 1623 - 1628 (2020/03/06)

An efficient regioselective C-3 acylation of free indoles (N-H) has been accomplished via oxidative decarbethoxylation of easily available ethyl arylacetates using Cu(OAc)2 and KOtBu in DMSO.

Decarboxylative acylation of: N -free indoles enabled by a catalytic amount of copper catalyst and liquid-assisted grinding

Yu, Jingbo,Zhang, Chao,Yang, Xinjie,Su, Weike

supporting information, p. 4446 - 4451 (2019/05/16)

A facile decarboxylative acylation of N-free indoles with α-ketonates via liquid-assisted grinding was reported. The reaction requires only a catalytic amount of Cu(OAc)2·H2O in combination with O2 as the terminal oxidant to give various 3-acylindoles with high efficiency. Additionally, this new methodology was applicable to a gram-scale synthesis.

Decarboxylative/decarbonylative C3-acylation of indoles: Via photocatalysis: A simple and efficient route to 3-acylindoles

Shi, Qing,Li, Pinhua,Zhu, Xianjin,Wang, Lei

, p. 4916 - 4923 (2016/11/04)

A simple and efficient strategy for the preparation of 3-acylindoles via visible-light promoted C3-acylation of free (NH)- and N-substituted indoles with α-oxocarboxylic acids was developed. The reaction tolerates a wide range of functional groups, and the corresponding 3-acylindoles were obtained in high yields under mild conditions.

Synthesis of 3-acylindoles via decarboxylative cross-coupling reaction of free (NH) indoles with α-oxocarboxylic acids

Gu, Li-Jun,Liu, Ji-Yan,Zhang, Li-Zhu,Xiong, Yong,Wang, Rui

, p. 90 - 92 (2014/02/14)

A convenient and general method for acylation of free (NH) indoles via palladium-catalyzed decarboxylative cross-coupling reaction was developed. This process provided a useful method for the preparation of diverse 3-acylindoles in high yields utilizing a reaction with readily accessible reactants under mild conditions.

Copper-catalyzed decarboxylative C3-acylation of free (N-H) indoles with α-oxocarboxylic acids

Wang, Cuiping,Wang, Shaoyan,Li, Hua,Yan, Jingbo,Chi, Haijun,Chen, Xichao,Zhang, Zhiqiang

supporting information, p. 1721 - 1724 (2014/03/21)

An efficient Cu-catalyzed decarboxylative C3-acylation of free (N-H) indoles using α-oxocarboxylic acids as acylating agents has been developed. This method was compatible with a variety of functional groups and provided an attractive alternative access to 3-acylindoles in moderate to high yields.

Synthesis of 3-acylindoles by palladium-catalyzed acylation of free (N-H) indoles with nitriles

Jiang, Tao-Shan,Wang, Guan-Wu

supporting information, p. 788 - 791 (2013/03/29)

An efficient palladium-catalyzed synthesis of 3-acylindoles using free (N-H) indoles and nitriles has been developed. The acylation reaction proceeded well under the Pd(OAc)2/2,2′-bipyridine system and with d-(+)-camphorsulfonic acid as the additive. A possible mechanism involving carbopalladation of nitriles and subsequent hydrolysis of ketimines is proposed.

Facile access to 3-acylindoles through palladium-catalyzed addition of indoles to nitriles: The one-pot synthesis of indenoindolones

Ma, Yuanhong,You, Jingsong,Song, Feijie

supporting information, p. 1189 - 1193 (2013/02/25)

A palladium-catalyzed addition of indoles to nitriles, leading to 3-acylindoles, was reported, and the scope of nitriles was investigated. The strategy described provides a more efficient and atom-economical alternative to indenoindolones. It was found that alkenyl, carbonyl, halogen, methoxy, and nitro groups on aryl nitriles, which could offer opportunities for further synthetic transformations, are all compatible with the conditions. N-unprotected indoles with electron-rich groups show excellent reactivity towards this addition reaction. Under the optimized conditions, an array of indenoindolones are obtained in synthetic useful yields from readily available indoles and nitriles in one pot. The results also show that both the electron-poor and electron-rich substituents could be introduced to indoles and nitriles and that the halogen atoms were compatible under the current conditions.

Iron powder promoted regio-selective friedel-crafts acylation of indole under solvent-free conditions

Zhang, Lirong,Yi, Fengping,Zou, Jianzhong,Qu, Shaoyan

, p. 6117 - 6120 (2013/07/26)

A facile, efficient and environment-friendly protocol for the regioselective synthesis of 3-acyl indoles has been developed by one-pot catalytic Friedel-Crafts acylation of indole in presence of the iron powder as catalyst under solvent-free conditions at room temperature.

Temperature-dependent product selectivity in the Vilsmeier-Haack reaction on bis(phenylhydrazones) of bis(aroylmethyl) sulfides (=1,1'-[thiobis(methylene) ]bis[arylmethanone] bis(2-phenylhydrazones)): Synthesis of 3-aroylindoles (=aryl(1H-indol-3-yl)methanones)

Paul, Nidhin,Muthusubramanian, Shanmugam

, p. 452 - 457 (2013/05/22)

The bis(phenylhydrazone) of substituted diphenacyl sulfides (=1,1'-[thiobis(methylene)]bis[arylmethanone] bis(2-phenylhydrazones)) 1 underwent a tandem sequence of reactions upon treatment with Vilsmeier reagent, ultimately yielding 3-aroylindoles (=aryl(1H-indol-3-yl)methanones) 3 (Scheme 1 and Table 1). The reaction seems to be product selective depending upon the reaction temperature. Copyright

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