50593-70-9

Basic information

• Product Name: ETHYL 4-CHLORO-2-METHYLQUINOLINE-3-CARBOXYLATE
• Synonyms: ETHYL 4-CHLORO-2-METHYLQUINOLINE-3-CARBOXYLATE
• CAS NO: 50593-70-9
• Molecular Formula: C₁₃H₁₂ClNO₂
• Molecular Weight: 249.69
• Mol File: 50593-70-9.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ETHYL 4-CHLORO-2-METHYLQUINOLINE-3-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-CHLORO-2-METHYLQUINOLINE-3-CARBOXYLATE(50593-70-9)
• EPA Substance Registry System: ETHYL 4-CHLORO-2-METHYLQUINOLINE-3-CARBOXYLATE(50593-70-9)

Safety Data

• Hazardous Substances Data: 50593-70-9(Hazardous Substances Data)

Upstream product

• 73987-39-0 ethyl 2-methyl-4-hydroxy-3-quinoline-carboxylate 
• 86769-10-0 ethyl ester of 2-methyl-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid 
• 81022-80-2 diethyl 2-(1-(phenylamino)ethylidene)malonate 
• 3044-06-2 diethyl 2-(1-ethoxyethylidene)malonate 
• 105-53-3 diethyl malonate 
• 118-48-9 isatoic anhydride 
• 141-97-9 ethyl acetoacetate 

Downstream Products

• 737777-86-5 4-[4-(3,4-dimethylpiperazin-1-yl)phenylamino]-2-methylquinoline-3-carboxylic acid ethyl ester 
• 923585-62-0 2-methyl-4-[4-(3,3,4-trimethylpiperazin-1-yl)phenylamino]quinoline-3-carboxylic acid ethyl ester 

Relevant articles and documents

Synthesis of new pyrazolo[4,3-c]quinolin-3-one derivatives and some oxazolo[4,5-c]quinoline-2,4-diones

The new pyrazolo[4,3-c]quinolin-3-one derivatives 3a-c and 6a-c were prepared by the following three steps: first the preparation of ethyl 4- hydroxyquinoline-3-carboxylate derivatives 1 and 4 by reaction of isatoic anhydrides and ethyl malonate and ethyl acetoacetate respectively, then chloration of 1 and 4 with phosphorus oxychloride to give 2 and 5 and finally the condensation of 2 and 5 with hydrazine and its derivatives. In addition, the successful synthesis of oxazolo[4,5-c]quinoline-2,4-diones 9a-f are reported.

Discovery of plasmodium vivax N -myristoyltransferase inhibitors: Screening, synthesis, and structural characterization of their binding mode

N-Myristoyltransferase (NMT) is a prospective drug target against parasitic protozoa. Herein we report the successful discovery of a series of Plasmodium vivax NMT inhibitors by high-throughput screening. A high-resolution crystal structure of the hit com

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.