38489-74-6

Basic information

• Product Name: (2E)-3-(2,5-Dimethoxyphenyl)-2-propenoic acid
• Synonyms: (2E)-3-(2,5-Dimethoxyphenyl)-2-propenoic acid
• CAS NO: 38489-74-6
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208.21
• Mol File: 38489-74-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: 148-150℃
• Appearance: /
• Density: 1.203
• CAS DataBase Reference: (2E)-3-(2,5-Dimethoxyphenyl)-2-propenoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-(2,5-Dimethoxyphenyl)-2-propenoic acid(38489-74-6)
• EPA Substance Registry System: (2E)-3-(2,5-Dimethoxyphenyl)-2-propenoic acid(38489-74-6)

Safety Data

• Hazardous Substances Data: 38489-74-6(Hazardous Substances Data)

Usage

General Description

"(2E)-3-(2,5-Dimethoxyphenyl)-2-propenoic acid" is a chemical compound with the molecular formula C11H12O4. This organic compound belongs to the class of phenylpropanoids, specifically a cinnamic acid, which contains a cinnamic moiety, a 3-phenylprop-2-enoic acid. Key features of this substance include the existence of two methoxy groups and a carboxylic acid group. Being derived from cinnamic acid, this compound can exhibit a structural feature such as an ethylene group spanning at the alpha and beta-carbon positions of the carboxyl group. However, its specific properties, reactivity, and potential applications largely depend on the surrounding chemical context in which it is found.

Upstream product

• 141-82-2 malonic acid 
• 93-02-7 2,5-dimethoxybenzaldehyde 
• 110-89-4 piperidine 
• 117646-10-3 5-(2',5'-dimethoxybenzylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 

Downstream Products

• 149242-83-1 C₁₁H₁₁N₃O₃ 
• 1418228-21-3 C₁₁H₁₁NO₃ 
• 149242-95-5 C₁₂H₁₅NO₃ 
• 1418228-31-5 C₁₂H₁₆N₂O₃ 
• 116406-20-3 Methyl (E)-3-(2,5-Dimethoxyphenyl)propenoate 
• 436155-33-8 3-(2,5-dimethoxyphenyl)propanoylhydrazine 
• 72018-06-5 ethyl E-3-(2,5-dimethoxyphenyl)propanoate 
• 3489-95-0 (2,5-dimethoxy-phenethyl)-methyl-amine 
• 21581-41-9 2,5-dihydroxyphenylethylamine 
• 72205-78-8 3-(2,5-dimethoxy-phenyl)-propionic acid amide 
• 3600-86-0 2,5-dimethoxyphenethylamine 
• 162019-03-6 6'-bromo-4,7-dimethoxy-6-(2,4,5-trichloro-3,6-dimethoxybenzyl)-2,2'-spirobiindan-1-one 
• 162018-97-5 6'-formyl-4,7-dimethoxy-6-(2,4,5-trichloro-3,6-dimethoxybenzyl)-2,2'-spirobiindane 
• 162019-04-7 6'-bromo-4,7-dimethoxy-6-(2,4,5-trichloro-3,6-dimethoxybenzyl)-2,2'-spirobiindane 

Relevant articles and documents

Br?nsted Acid Catalyzed Tandem Defunctionalization of Biorenewable Ferulic acid and Derivates into Bio-Catechol

An efficient conversion of biorenewable ferulic acid into bio-catechol has been developed. The transformation comprises two consecutive defunctionalizations of the substrate, that is, C?O (demethylation) and C?C (de-2-carboxyvinylation) bond cleavage, occurring in one step. The process only requires heating of ferulic acid with HCl (or H2SO4) as catalyst in pressurized hot water (250 °C, 50 bar N2). The versatility is shown on a variety of other (biorenewable) substrates yielding up to 84 % di- (catechol, resorcinol, hydroquinone) and trihydroxybenzenes (pyrogallol, hydroxyquinol), in most cases just requiring simple extraction as work-up.

Design, synthesis and biological evaluation of (E)-5-styryl-1,2,4-oxadiazoles as anti-tubercular agents

Cinnamic acid and its derivatives are known for anti-tubercular activity. The present study reports the synthesis of cinnamic acid derivatives via bioisosteric replacement of terminal carboxylic acid with “oxadiazole”. A series of cinnamic acid derivatives (styryl oxadiazoles) were designed and synthesized in good yields by reaction of substituted cinnamic acids (2, 15a-15s) with amidoximes. The synthesized styryl oxadiazoles were evaluated in vitro for anti-tubercular activity against Mycobacterium tuberculosis (Mtb) H37Ra strain. The structure-activity relationship (SAR) study has identified several compounds with mixed anti-tubercular profiles. The compound 32 displayed potent anti-tubercular activity (IC50 = 0.045 μg/mL). Molecular docking studies on mycobacterial enoyl-ACP reductase enzyme corroborated well with the experimental findings providing a platform for structure based hit-to-lead development.

Design, synthesis and cytotoxic evaluation of novel imatinib amide derivatives that target Abl kinase

Novel imatinib amide derivatives (a1-28, b1-9) were synthesized and evaluated for their biological activities. All compounds were characterized by 1H NMR, MS and elemental analysis. Among all the derivatives, compounds a4, a10, a21, b1 and b2 displayed the most significant ability of inhibiting K562 cell proliferation with the IC50 values of 0.67, 0.66, 0.65, 0.59 and 0.62 μM, respectively, indicating that these compounds were potent inhibitors of Bcr-Abl in leukemic K562 cells, comparable to the reference compound imatinib. Molecular docking study was performed to position compounds a21 and b1 into the active site of Abl to determine the probable binding modes