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1-ISOQUINOLIN-1-YL-ETHANONE, with the chemical formula C11H9NO, is a quinolinyl ketone compound that serves as a crucial intermediate in the synthesis of pharmaceuticals and organic compounds. It is recognized for its potential pharmacological properties, including antimicrobial and anti-inflammatory effects, making it a significant compound in the realms of medicine and organic chemistry.

58022-21-2

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58022-21-2 Usage

Uses

Used in Pharmaceutical Industry:
1-ISOQUINOLIN-1-YL-ETHANONE is used as a key intermediate for the synthesis of various drugs and bioactive molecules, contributing to the development of new pharmaceuticals.
Used in Organic Chemistry:
1-ISOQUINOLIN-1-YL-ETHANONE is utilized as a building block in the creation of complex organic compounds, facilitating advancements in organic synthesis and the discovery of novel chemical entities.
Used in Antimicrobial Applications:
1-ISOQUINOLIN-1-YL-ETHANONE is studied for its antimicrobial properties, potentially serving as an agent against various microorganisms, thereby contributing to the field of infectious disease treatment.
Used in Anti-inflammatory Applications:
Due to its anti-inflammatory effects, 1-ISOQUINOLIN-1-YL-ETHANONE is explored for use in the development of treatments for inflammatory conditions, offering a new avenue for therapeutic intervention.

Check Digit Verification of cas no

The CAS Registry Mumber 58022-21-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,8,0,2 and 2 respectively; the second part has 2 digits, 2 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 58022-21:
(7*5)+(6*8)+(5*0)+(4*2)+(3*2)+(2*2)+(1*1)=102
102 % 10 = 2
So 58022-21-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H9NO/c1-8(13)11-10-5-3-2-4-9(10)6-7-12-11/h2-7H,1H3

58022-21-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-(Isoquinolin-1-yl)ethanone

1.2 Other means of identification

Product number -
Other names 1-isoquinolin-1-ylethanone

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:58022-21-2 SDS

58022-21-2Relevant academic research and scientific papers

Metal-, Photocatalyst-, and Light-Free Minisci C-H Acetylation of N-Heteroarenes with Vinyl Ethers

Dong, Jianyang,Liu, Jianhua,Song, Hongjian,Liu, Yuxiu,Wang, Qingmin

supporting information, p. 4374 - 4378 (2021/06/21)

Herein, we report a mild, operationally simple method for Minisci C-H acetylation of N-heteroarenes using vinyl ethers as robust, inexpensive acetyl sources. The reactions do not require a conventional photocatalysis, electrocatalysis, metal catalysis, light activation, or high temperature. This method is thus significantly more sustainable than previously reported methods in terms of cost, reagent toxicity, and waste generation. This protocol can be expected to obtain medically relevant molecules from abundant feedstock materials.

Highly chemoselective deoxygenation of N-heterocyclic: N -oxides under transition metal-free conditions

Kim, Se Hyun,An, Ju Hyeon,Lee, Jun Hee

supporting information, p. 3735 - 3742 (2021/05/04)

Because their site-selective C-H functionalizations are now considered one of the most useful tools for synthesizing various N-heterocyclic compounds, the highly chemoselective deoxygenation of densely functionalized N-heterocyclic N-oxides has received much attention from the synthetic chemistry community. Here, we provide a protocol for the highly chemoselective deoxygenation of various functionalized N-oxides under visible light-mediated photoredox conditions with Na2-eosin Y as an organophotocatalyst. Mechanistic studies imply that the excited state of the organophotocatalyst is reductively quenched by Hantzsch esters. This operationally simple technique tolerates a wide range of functional groups and allows high-yield, multigram-scale deoxygenation. This journal is

Carbonylative Acetylation of Heterocycles

Zhang, Youcan,Yin, Zhiping,Wu, Xiao-Feng

supporting information, p. 213 - 216 (2020/01/22)

Herein, a new procedure for the carbonylative acetylation of heterocycles has been developed. In this process, organic peroxide acts as the methyl source. Various heterocycles were transformed into the corresponding methyl heterocyclic ketones in moderate to good yields.

Iron-Catalyzed Minisci Type Acetylation of N-Heteroarenes Mediated by CH(OEt)3/TBHP

Srinivasulu,Shantharjun,Vani,Ashalu, K. Chinna,Mohd,Wencel-Delord,Colobert,Reddy, K. Rajender

supporting information, p. 1815 - 1819 (2019/02/20)

Iron-catalyzed acetylation of electron deficient N-heteroarenes has been reported using triethylorthoformate as robust and inexpensive acetyl source. This new method is successfully applied for the acetylation of quinolines, isoquinoline, quinoxalines, arylpyridines, bipyridines, and benzothiazole.

Iron-catalyzed Minisci acylation of N-heteroarenes with α-keto acids

Wang, Xiu-Zhi,Zeng, Cheng-Chu

supporting information, p. 1425 - 1430 (2019/02/01)

An efficient and mild protocol has been developed for the Minisci acylation reactions of nitrogen-containing heteroarenes with α-keto acids. Distinct from the conventional Minisci acylation conditions, the chemistry was performed using non-noble metal Fe(II), instead of expensive Ag(I) salt, as catalyst. A wide range of substrates, including aliphatic or aromatic α-keto acids, as well as various N-heteroarenes, proved to be compatible with the protocol. Scale-up experiment also demonstrates the practicality of the approach.

Photoredox-Catalyzed Decarboxylative C-H Acylation of Heteroarenes

Jia, Wei,Jian, Yong,Huang, Binbin,Yang, Chao,Xia, Wujiong

supporting information, p. 1881 - 1886 (2018/08/28)

A mild, environmentally friendly, and regioselective acylation of heterocycles with inexpensive carboxylic acids is reported via photoredox catalysis. The strategy is highlighted with good functional group tolerance and substrate scope which could rapidly

Silver-Catalyzed Minisci Reactions Using Selectfluor as a Mild Oxidant

Galloway, Jordan D.,Mai, Duy N.,Baxter, Ryan D.

supporting information, p. 5772 - 5775 (2017/11/10)

A new method for silver-catalyzed Minisci reactions using Selectfluor as a mild oxidant is reported. Heteroarenes and quinones both participate in radical C-H alkylation and arylation from a variety of carboxylic and boronic acid radical precursors. Several oxidatively sensitive and highly reactive radical species are successful, providing structures that are challenging to access by other means.

Metal-free decarboxylative acylation of isoquinolines using α-keto acids in water

Chaubey, Narendra R.,Singh, Krishna Nand

supporting information, p. 2347 - 2350 (2017/05/29)

An efficient method for acylation of isoquinolines has been developed using α-ketoacids under metal- and additive-free conditions in water. The protocol involves C(sp2)–H functionalization of isoquinolines providing an easy access to C1-benzoylated isoquinolines, which constitute the core structure of a number of biological active compounds and serve as key intermediate in the synthesis of many alkaloids.

X-ray structural and biological evaluation of a series of potent and highly selective inhibitors of human coronavirus papain-like proteases

Báez-Santos, Yahira M.,Barraza, Scott J.,Wilson, Michael W.,Agius, Michael P.,Mielech, Anna M.,Davis, Nicole M.,Baker, Susan C.,Larsen, Scott D.,Mesecar, Andrew D.

, p. 2393 - 2412 (2014/04/17)

Structure-guided design was used to generate a series of noncovalent inhibitors with nanomolar potency against the papain-like protease (PLpro) from the SARS coronavirus (CoV). A number of inhibitors exhibit antiviral activity against SARS-CoV infected Ve

Synthesis of 1-acylisoquinolines from isoquinoline, alcohols, and CCl 4 catalyzed by iron complexes

Khusnutdinov,Baiguzina,Mukminov

experimental part, p. 1399 - 1402 (2011/01/04)

Reactions of isoquinoline with normal alcohols (ethanol, 1-propanol, 1-butanol) and tetrachloromethane in the presence of iron-containing catalysts afforded 1-acylisoquinolines in 38-75% yield.

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