89781-43-1

Basic information

• Product Name: 2-Butenoic acid, 4-(3,4-dimethoxyphenyl)-4-oxo-, ethyl ester, (E)-
• CAS NO: 89781-43-1
• Molecular Formula: C14H16O5
• Molecular Weight: 264.278
• Mol File: 89781-43-1.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2-Butenoic acid, 4-(3,4-dimethoxyphenyl)-4-oxo-, ethyl ester, (E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butenoic acid, 4-(3,4-dimethoxyphenyl)-4-oxo-, ethyl ester, (E)-(89781-43-1)
• EPA Substance Registry System: 2-Butenoic acid, 4-(3,4-dimethoxyphenyl)-4-oxo-, ethyl ester, (E)-(89781-43-1)

Safety Data

• Hazardous Substances Data: 89781-43-1(Hazardous Substances Data)

Upstream product

• 108-31-6 maleic anhydride 
• 64-67-5 diethyl sulfate 
• 91-16-7 1,2-dimethoxybenzene 
• 80937-23-1 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoic acid 
• 78-10-4 tetraethoxy orthosilicate 
• 62-50-0 Ethyl methanesulfonate 
• 115-80-0 Triethyl orthopropionate 
• 105-58-8 Diethyl carbonate 
• 425-75-2 trifluoromethanesulfonic acid ethyl ester 
• 623-81-4 diethyl sulphite 
• 26367-48-6 fumaric acid ethyl ester mono chloride 
• 2459-05-4 malonic acid monoethyl ester 
• 1131-62-0 1-(3,4-dimethoxyphenyl)ethanone 
• 64-17-5 ethanol 

Downstream Products

• 1416565-62-2 (R)-ethyl 2-(4,5-dimethoxy-2-hydroxyphenyl)-4-(3,4-dimethoxyphenyl)-4-oxobutanoate 
• 1416565-63-3 ethyl 2-(4,5-dimethoxy-2-hydroxyphenyl)-4-(3,4-dimethoxyphenyl)-4-oxobutanoate 
• 80937-23-1 4-(3,4-dimethoxyphenyl)-4-oxo-2-butenoic acid 
• 117379-60-9 (E)-4-(3,4-dimethoxyphenyl)-4-oxo-2-butenamide 
• 64-17-5 ethanol 

Relevant articles and documents

Design, synthesis, and bioevaluation of a novel class of (E)-4-oxo-crotonamide derivatives as potent antituberculosis agents

A series of novel (E)-4-oxo-2-crotonamide derivatives were designed and synthesized to find potent antituberculosis agents. All the target compounds were evaluated for their in vitro activity against Mycobacterium tuberculosis H37Rv(MTB). Results reveal that 4-phenyl moiety at part A and short methyl group at part C were found to be favorable. Most of the derivatives displayed promising activity against MTB with MIC ranging from 0.125 to 4 μg/mL. Especially, compound IIIa16 was found to have the best activity with MIC of 0.125 μg/mL against MTB and with MIC in the range of 0.05–0.48 μg/mL against drug-resistant clinical MTB isolates.

Substituted 4-oxo-crotonic acid derivatives as a new class of protein kinase B (PknB) inhibitors: synthesis and SAR study

Protein kinase B (PknB) is an essential serine/threonine protein kinase required for Mycobacterium tuberculosis (M. tb) cell division and cell-wall biosynthesis. A high throughput screen using PknB identified a (E)-4-oxo-crotonic acid inhibitor, named YH-8, which was used as a scaffold for SAR investigations. A significant improvement in enzyme affinity was achieved. The results indicated that the α,β-unsaturated ketone scaffold and “trans-” configuration are essential for the activity against PknB. And compounds with an aryl group, especially with electron-withdrawing substituents on benzene ring, exhibited four fold potency than that of YH-8.

PROCESS FOR PRODUCING 4-PHENYL-4-OXO-2-BUTENOIC ESTER DERIVATIVE

A 4-phenyl-4-oxo-2-butenoate derivative is stably supplied in a short period of time, at low cost, in high purity and on an industrial scale by a process for producing the 4-phenyl-4-oxo-2-butenoate derivative, which comprises simultaneously or continuously reacting a sulfuric ester, an aromatic hydrocarbon and a maleic anhydride derivative.