6307-66-0

Usage

Physical form

White to off-white solid

Use in pharmaceutical industry

Intermediate for the synthesis of various drugs

Common applications

Production of pain relievers and anti-inflammatory medications

Role in organic chemistry

Building block for the creation of other organic compounds

Influence of ethyl ester group

Makes compound more lipophilic for better absorption and distribution in the body.

InChI:InChI=1/C11H12ClNO3/c1-2-16-11(15)8-5-3-4-6-9(8)13-10(14)7-12/h3-6H,2,7H2,1H3,(H,13,14)

Upstream product

• 79-04-9 chloroacetyl chloride 
• 87-25-2 2-ethoxycarbonylaniline 

Downstream Products

• 101496-75-7 N-<(morpholin-4-yl)methylcarbonyl>anthranilic acid ethyl ester 
• 184536-33-2 tridecanoic acid (4-hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-amide 
• 184536-46-7 3-chloro-N-(4-hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-benzamide 
• 184536-40-1 N-(4-hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-3-methyl-benzamide 
• 184536-42-3 2-fluoro-N-(4-hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-benzamide 
• 184536-48-9 2-bromo-N-(4-hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-benzamide 
• 184536-44-5 2-chloro-N-(4-hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-benzamide 
• 184536-50-3 4-bromo-N-(4-hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-benzamide 
• 184536-38-7 N-(4-hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-4-methyl-benzamide 
• 184536-35-4 N-(4-hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-2-phenyl-acetamide 
• 184536-36-5 3-benzoilaminoquinoline 
• 174197-07-0 2-Methyl-oxazolo[4,5-c]chinolin-4(5H)-on 
• 86795-60-0 2-Oxo-3-<1-pyridinium>-1,2-dihydrochinolin-4-olat 
• 321434-32-6 2-thiocyanatoacetylaminobenzoic acid ethyl ester 

Relevant academic research and scientific papers

Potent, Selective, and Cell Active Protein Arginine Methyltransferase 5 (PRMT5) Inhibitor Developed by Structure-Based Virtual Screening and Hit Optimization

PRMT5 plays important roles in diverse cellular processes and is upregulated in several human malignancies. Besides, PRMT5 has been validated as an anticancer target in mantle cell lymphoma. In this study, we found a potent and selective PRMT5 inhibitor by performing structure-based virtual screening and hit optimization. The identified compound 17 (IC50 = 0.33 μM) exhibited a broad selectivity against a panel of other methyltransferases. The direct binding of 17 to PRMT5 was validated by surface plasmon resonance experiments, with a Kd of 0.987 μM. Kinetic experiments indicated that 17 was a SAM competitive inhibitor other than the substrate. In addition, 17 showed selective antiproliferative effects against MV4-11 cells, and further studies indicated that the mechanism of cellular antitumor activity was due to the inhibition of PRMT5 mediated SmD3 methylation. 17 may represent a promising lead compound to understand more about PRMT5 and potentially assist the development of treatments for leukemia indications.

New syntheses of 2-alkylthio-4-oxo-3,4-dihydroquinazolines, 2-alkylthioquinazolines, as well as their hetero analogues

N-Chloroacetylanthranilic acid ethyl ester reacts with potassium thiocyanate in the presence of alcohol to give the (4-oxo-3,4-dihydroquinazolin-2-ylsulfanyl)acetic acid ester (3a). In the presence of water or amines the acetic acid derivative (3b) or the acetamide derivatives (3c,d) are obtained. 2-Amino-4-oxo-3,4-dihydroquinazolines (4) arise if vigorous reaction conditions are employed. Analogously, N-chloroacetyl derivatives of 5-membered heterocycles with enaminocarbonyl structure (5, 7, 9, 11, 13, 20, 23) react with potassium thiocyanate to yield thieno[2,3-d]-, thieno[3,2-d]-, imidazo[4,5-d]-, pyrrolo[3,2-d]-, and thiazolo[4,5-d]pyrimidines (6, 8, 10, 12, 14, 21, 24). Quinazolines (18, 19) are formed from the reaction of 2-chloroacetylaminoacetophenone (16a) and 2-chloroacetylaminobenzophenone (16b) with potassium thiocyanate and subsequent treatment of the intermediates with amines.

4-hydroxy-2-quinolones. 31. 3-amino-1R-2-oxo-4-hydroxyquinolines and their acyl derivatives

An alternative method has been developed for preparing and studying the antioxidant activity of 3-acylamino-2-oxo-4-hydroxyquinolones. Results are presented from an investigation of the antithyroid and antimicrobial action of the intermediate 2-oxo-3-(1-pyridinio)quinolin-4-olates and the 3-amino-2-oxo-4-hydroxyquinolines. 1997 Plenum Publishing Corporation.