17722-36-0

Basic information

• Product Name: 3-[(3,4-dichlorophenyl)amino]-3-oxopropanoic acid
• CAS NO: 17722-36-0
• Molecular Formula: C₉H₇Cl₂NO₃
• Molecular Weight: 248.0628
• Mol File: 17722-36-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 498.4°C at 760 mmHg
• Flash Point: 255.2°C
• Density: 1.574g/cm³
• Vapor Pressure: 9.43E-11mmHg at 25°C
• Refractive Index: 1.636
• CAS DataBase Reference: 3-[(3,4-dichlorophenyl)amino]-3-oxopropanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(3,4-dichlorophenyl)amino]-3-oxopropanoic acid(17722-36-0)
• EPA Substance Registry System: 3-[(3,4-dichlorophenyl)amino]-3-oxopropanoic acid(17722-36-0)

Safety Data

• Hazardous Substances Data: 17722-36-0(Hazardous Substances Data)

Upstream product

• 95-76-1 m,p-dichloroaniline 
• 524-14-1 S-(hydrogen malonyl)coenzyme A 
• 133-89-1 UDP-glucose 
• 15386-79-5 ethyl 3-((3,4-dichlorophenyl)amino)-3-oxopropanoate 
• 141-82-2 malonic acid 

Relevant articles and documents

3,4-Dichloroaniline is detoxified and exported via different pathways in Arabidopsis and soybean

The metabolic fate of [UL-14C]-3,4-dichloroaniline (DCA) was investigated in Arabidopsis root cultures and soybean plants over a 48 h period following treatment via the root media. DCA was rapidly taken up by both species and metabolised, predominantly to N-malonyl-DCA in soybean and N-glucosyl-DCA in Arabidopsis. Synthesis occurred in the roots and the respective conjugates were largely exported into the culture medium, a smaller proportion being retained within the plant tissue. Once conjugated, the DCA metabolites in the medium were not then readily taken up by roots of either species. The difference in the routes of DCA detoxification in the two plants could be explained partly by the relative activities of the respective conjugating enzymes, soybean containing high DCA-N-malonyltransferase activity, while in Arabidopsis DCA-N-glucosyltransferase activity predominated. A pre-treatment of plants with DCA increased DCA-N-malonyltransferase activity in soybean but not in Arabidopsis, indicating differential regulation of this enzyme in the two plant species. This study demonstrates that DCA can undergo two distinct detoxification mechanisms which both lead to the export of conjugated metabolites from roots into the surrounding medium in contrast to the vacuolar deposition more commonly associated with the metabolism of xenobiotics in plants.

MALONAMIDE DERIVATIVES

The present invention relates to malonamide derivatives of formula (I): A-D-B, the use of the compounds of formula (I) as inhibitors of raf-kinase, the use of the compounds of formula (I) for the manufacture of a pharmaceutical composition and a method of treatment, comprising administering said pharmaceutical composition to a patient.

A convenient one-pot synthesis of N-arylmalonamic acid via in-situ generation of malonyl monoacyl chloride

A convenient one-pot synthesis of N-arylmalonamic acid has been demonstrated based on the in-situ generation of malonyl monoacyl chloride, followed by reaction with aniline.