82475-75-0

Basic information

• Product Name: Methyl 3-(3,4-dichlorophenyl)acrylate
• CAS NO: 82475-75-0
• Molecular Formula: C₁₀H₈Cl₂O₂
• Molecular Weight: 231.07532
• Mol File: 82475-75-0.mol
• Article Data: 13

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Methyl 3-(3,4-dichlorophenyl)acrylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 3-(3,4-dichlorophenyl)acrylate(82475-75-0)
• EPA Substance Registry System: Methyl 3-(3,4-dichlorophenyl)acrylate(82475-75-0)

Safety Data

• Hazardous Substances Data: 82475-75-0(Hazardous Substances Data)

Upstream product

• 7312-27-8 3,4-Dichlorocinnamic acid 
• 74-88-4 methyl iodide 
• 144-55-8 sodium hydrogencarbonate 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 6287-38-3 3,4-dichlorobenzaldehyde 
• 67-56-1 methanol 
• 77-78-1 dimethyl sulfate 
• 111544-30-0 (E)-3-(6-Chloro-benzo[1,3]dioxol-5-yl)-acrylic acid; compound with (E)-3-(3,4-dichloro-phenyl)-acrylic acid 
• 157-22-2 diazirine 

Downstream Products

• 184969-85-5 2-[1-(3,4-dichloro-phenyl)-2-methoxycarbonyl-ethyl]-[1,3]dithiolane-2-carboxylic acid ethyl ester 
• 1160260-94-5 (3R*,4S*)-1-(tert-butoxycarbonyl)-4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylic acid 
• 1001179-45-8 (3S,4R)-1-benzyl-4-(3,4-dichloro-phenyl)-pyrrolidine-3-carboxylic acid methyl ester 
• 148775-22-8 3-(3,4-dichlorophenyl)-prop-2-en-1-ol 
• 1001179-54-9 (3S,4R)-1-(tert-butoxycarbonyl)-4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylic acid 
• 1001179-51-6 (3S,4R)-1-tert-butyl 3-methyl 4-(3,4-dichlorophenyl)pyrrolidine-1,3-dicarboxylate 
• 1001179-48-1 (3S,4R)-methyl 4-(3,4-dichlorophenyl)pyrrolidine-3-carboxylate 
• 101466-77-7 4-nitro-3-(3,4-dichlorophenyl)butanoic acid methyl ester 
• 226917-14-2 [[((3,5-bis(trifluoromethyl)phenyl)methoxy)-methyl]-2-(3,4-dichlorophenyl)]-4-hydroxy-4-phenyl-1-piperidinebutanol 

Relevant articles and documents

4-Aryl Pyrrolidines as a Novel Class of Orally Efficacious Antimalarial Agents. Part 1: Evaluation of 4-Aryl- N-benzylpyrrolidine-3-carboxamides

Identification of novel chemotypes with antimalarial efficacy is imperative to combat the rise of Plasmodium species resistant to current antimalarial drugs. We have used a hybrid target-phenotype approach to identify and evaluate novel chemotypes for malaria. In our search for drug-like aspartic protease inhibitors in publicly available phenotypic antimalarial databases, we identified GNF-Pf-4691, a 4-aryl-N-benzylpyrrolidine-3-carboxamide, as having a structure reminiscent of known inhibitors of aspartic proteases. Extensive profiling of the two terminal aryl rings revealed a structure-activity relationship in which relatively few substituents are tolerated at the benzylic position, but the 3-aryl position tolerates a range of hydrophobic groups and some heterocycles. Out of this effort, we identified (+)-54b (CWHM-1008) as a lead compound. 54b has EC50 values of 46 and 21 nM against drug-sensitive Plasmodium falciparum 3D7 and drug-resistant Dd2 strains, respectively. Furthermore, 54b has a long half-life in mice (4.4 h) and is orally efficacious in a mouse model of malaria (qd; ED99 ～ 30 mg/kg/day). Thus, the 4-aryl-N-benzylpyrrolidine-3-carboxamide chemotype is a promising novel chemotype for malaria drug discovery.

PYRROLIDINE CARBOXAMIDE COMPOUNDS

Pyrrolidine carboxamide compounds are provided. Some such pyrrolidine carboxamide compounds include agonists of sst4 which may be useful for the treatment and prevention of pain and inflammatory disorders.

PHARMACEUTICALLY ACTIVE BENZOXAZOLE, BENZTHIAZOLE AND BENZIMIDAZOLE ACID DERIVATIVES

Compounds of formula (I): wherein R1, R2 and R3 are independently, hydrogen, halogen, CF3, OR6, NR7R8, NR8COR10, NR8SO2R10 or C1-6 alkyl optionally substituted by hydroxy, C1-6 alkoxy or NR7R8; R4 is NR8CONR8R9, NR8COR9, NR8SO2R9, or W-CONR8R9, where W is a bond, C1-6 alkylene, C2-6 alkenylene or C2-6 alkynylene; and R5 is Formula (A) methods for their synthesis, pharmaceutical compositions comprising them and their use in medicine, in particular for the treatment of cancer.