138770-67-9

Basic information

• Product Name: 1-(4-CHLORO-2-METHYLQUINOLIN-3-YL)ETHANONE
• Synonyms: 1-(4-CHLORO-2-METHYLQUINOLIN-3-YL)ETHANONE;1-(4-Chloro-2-methyl-3-quinolinyl)-ethanone;1-(4-Chloro-2-methylquinolin-3-yl)ethan-1-one
• CAS NO: 138770-67-9
• Molecular Formula: C₁₂H₁₀ClNO
• Molecular Weight: 219.05
• Mol File: 138770-67-9.mol

Chemical Properties

• Boiling Point: 304.715 °C at 760 mmHg
• Flash Point: 138.087 °C
• Appearance: /
• Density: 1.244 g/cm³
• Storage Temp.: 2-8°C
• PKA: 2.65±0.50(Predicted)
• CAS DataBase Reference: 1-(4-CHLORO-2-METHYLQUINOLIN-3-YL)ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-CHLORO-2-METHYLQUINOLIN-3-YL)ETHANONE(138770-67-9)
• EPA Substance Registry System: 1-(4-CHLORO-2-METHYLQUINOLIN-3-YL)ETHANONE(138770-67-9)

Safety Data

• Hazardous Substances Data: 138770-67-9(Hazardous Substances Data)

Usage

Uses

1-(4-CHLORO-2-METHYLQUINOLIN-3-YL)ETHANONE is used as a chemical intermediate for the synthesis of various compounds in the pharmaceutical industry. Its unique structure allows for the creation of new molecules with potential therapeutic properties.
Used in Pharmaceutical Industry:
1-(4-CHLORO-2-METHYLQUINOLIN-3-YL)ETHANONE is used as a building block for the development of new drugs, as its quinoline core can be modified to create a range of bioactive molecules with potential applications in medicine.
1-(4-CHLORO-2-METHYLQUINOLIN-3-YL)ETHANONE is also used as a research tool in academic and industrial laboratories. Its synthesis and modification can provide insights into the structure-activity relationships of quinolines and related compounds, which may lead to the discovery of new chemical entities with specific biological activities.
Used in Research and Development:
1-(4-CHLORO-2-METHYLQUINOLIN-3-YL)ETHANONE is used as a starting material for the synthesis of novel compounds, allowing researchers to explore its chemical reactivity and potential applications in various fields, such as materials science and agrochemistry.
While the exact role of 1-(4-CHLORO-2-METHYLQUINOLIN-3-YL)ETHANONE in industry or its potential biological effects have not been extensively researched, its unique chemical structure and potential applications make it an interesting compound for further study and development.

Upstream product

• 91569-13-0 3-Acetyl-4-hydroxy-2-methylquinoline 
• 134-20-3 2-carbomethoxyaniline 
• 138770-66-8 Methyl N-(1-Methyl-3-oxo-but-1-enyl)anthranilate 
• 1540-24-5 4-Ethoxypent-3-en-2-one 
• 62-53-3 aniline 
• 99181-91-6 ethyl 2-acetyl-3-ethoxybut-2-enoate 
• 791785-57-4 2-acetyl-3-phenylamino-but-2-enoic acid ethyl ester 

Downstream Products

• 13396-93-5 6-Hydroxy-3,3-dimethyl-3,12-dihydro-7H-pyrano<2,3-c>acridin-7-one 
• 737778-38-0 1-{4-[4-(3,4-dimethylpiperazin-1-yl)phenylamino]-2-methylquinolin-3-yl}ethanone 

Relevant articles and documents

Structure-activity relationship of quinoline derivatives as potent and selective α2c-adrenoceptor antagonists

Starting from two acridine compounds identified in a high-throughput screening campaign (1 and 2, Table 1), a series of 4-aminoquinolines was synthesized and tested for their properties on the human α2- adrenoceptor subtypes (α2A, α2B, and α2C). A number of compounds with good antagonist potencies against the α2C-adrenoceptor and excellent subtype selectivities over the other two subtypes were discovered. For example, (R)-{4-[4-(3,4-dimethylpiperazin-1-yl)phenylamino]quinolin-3-yl}methanol 6j had an antagonist potency of 8.5 nM against, and a subtype selectivity of more than 200-fold for, the α2c-adrenoceptor. Investigation of the structure-activity relationship identified a number of structural features, the most critical of which was an absolute need for a substituent in the 3-position of the quinoline ring. The 3-position on the piperazine ring was also found to play an appreciable role, as substitutions in that position exerted a significant and stereospecific beneficial effect on the α2C- adrenoceptor affinity and potency. Replacing the piperazine ring proved difficult, with 1,4-diazepanes representing the only viable alternative.

Regiospecific Syntheses of Glycocitrine-II and Acronycine

Regiospecific syntheses of glcyocitrine-II and acronycine have been achieved from 3-acetyl-4-chloro-2-cyanomethylquinoline which, in turn, has been prepared by two different routes, from the aniline and anthranilic acid derivatives methyl 3-anilino-2-cyano-3-(methylthio)prop-2-enoate and methyl N-(1-methyl-3-oxobut-1-enyl)anthranilate.