19056-78-1

Basic information

• Product Name: 2-((2-CHLOROPHENYLAMINO)METHYLENE)MALONIC ACID DIETHYL ESTER
• Synonyms: 2-((2-CHLOROPHENYLAMINO)METHYLENE)MALONIC ACID DIETHYL ESTER;BUTTPARK 18\09-49;DIETHYL 2-[(2-CHLOROANILINO)METHYLENE]MALONATE;Nsc79887;diethyl {[(2-chlorophenyl)amino]methylidene}propanedioate
• CAS NO: 19056-78-1
• Molecular Formula: C₁₄H₁₆ClNO₄
• Molecular Weight: 297.73
• Mol File: 19056-78-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 356.6°Cat760mmHg
• Flash Point: 169.5°C
• Appearance: /
• Density: 1.257g/cm³
• Vapor Pressure: 2.88E-05mmHg at 25°C
• Refractive Index: 1.56
• CAS DataBase Reference: 2-((2-CHLOROPHENYLAMINO)METHYLENE)MALONIC ACID DIETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((2-CHLOROPHENYLAMINO)METHYLENE)MALONIC ACID DIETHYL ESTER(19056-78-1)
• EPA Substance Registry System: 2-((2-CHLOROPHENYLAMINO)METHYLENE)MALONIC ACID DIETHYL ESTER(19056-78-1)

Safety Data

• Hazardous Substances Data: 19056-78-1(Hazardous Substances Data)

Usage

General Description

2-((2-chlorophenylamino)methylene)malonic acid diethyl ester is a chemical compound with the molecular formula C14H16ClNO4. It is a diethyl ester derivative of malonic acid that contains a chlorophenylamino group. 2-((2-CHLOROPHENYLAMINO)METHYLENE)MALONIC ACID DIETHYL ESTER has potential applications in organic synthesis and pharmaceutical research due to its reactive methylene group and potential as a building block in the synthesis of various complex organic molecules. It is important to handle and use this compound with caution due to its potential for harmful effects on human health and the environment.

InChI:InChI=1/C14H16ClNO4/c1-3-19-13(17)10(14(18)20-4-2)9-16-12-8-6-5-7-11(12)15/h5-9,16H,3-4H2,1-2H3

Upstream product

• 95-51-2 o-chloroaniline 
• 87-13-8 diethyl 2-ethoxymethylenemalonate 

Downstream Products

• 52980-27-5 8-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester 
• 1415327-28-4 2-[(2-chloro-phenylamino)-methylene]-malonic acid monoethyl ester 
• 95-51-2 o-chloroaniline 
• 874764-65-5 8-chloro-4-hydroxy-quinoline-3-carboxylic acid hydrazide 
• 21617-12-9 4,8-dichloroquinoline 
• 57797-97-4 4-hydroxy-8-chloroquinoline 
• 35975-71-4 8-chloro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 73987-37-8 8-chloro-4-hydroxy-quinoline-3-carboxylic acid ethyl ester 

Relevant articles and documents

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3-(Benzo[: D] thiazol-2-yl)-4-aminoquinoline derivatives as novel scaffold topoisomerase i inhibitor via DNA intercalation: Design, synthesis, and antitumor activities

Twenty-seven 3-(benzo[d]thiazol-2-yl)-4-aminoquinoline derivatives have been designed and synthesized as topoisomerase I inhibitors. The in vitro anti-proliferation evaluation against four human cancer cell lines (MGC-803, HepG-2, T24, and NCI-H460) and one normal cell line (HL-7702) indicated that most of them exhibited potent cytotoxicity. Among them, 5a was identified as the most promising candidate with a low IC50 value of about 2.20 ± 0.14 and was selected for further exploration. Spectroscopic analyses and agarose-gel electrophoresis assays indicated that 5a could interact with DNA and strongly inhibit topoisomerase I (Topo I). Further screening of the Topo I activity of compounds 5b, 5c, 5e, 5f, 5h, 5i, 5j, 5l, and 5n suggested that some of the compounds might exert quite a different cytotoxicity profile to that of 5a. Molecular modeling studies confirmed that 5a adopts a unique mode to interact with DNA and Topo I. Other molecular mechanistic studies suggested that the treatment of MGC-803 cells with 5a induces S phase arrest, up-regulates the pro-apoptotic protein, down-regulates the anti-apoptotic protein, activates caspase-3, and subsequently induces mitochondrial dysfunction so as to induce cell apoptosis. The in vivo efficiency of 5a was also evaluated on MGC-803 xenograft nude mice and the relative tumor growth inhibition was 42.4percent at 12 mg kg-1 without an obvious loss in the body weight. This journal is

Quinoline-3-carboxamide containing sulfones as liver X receptor (LXR) agonists with binding selectivity for LXRβ and low blood-brain penetration

A series of quinoline-3-carboxamide containing sulfones was prepared and found to have good binding affinity for LXRβ and moderate binding selectivity over LXRα. The 8-Cl quinoline analog 33 with a high TPSA score, displayed 34-fold binding selectivity for LXRβ over LXRα (LXRβ IC50 = 16 nM), good activity for inducing ABCA1 gene expression in a THP macrophage cell line, desired weak potency in the LXRα Gal4 functional assay, and low blood-brain barrier penetration in rat.