97966-29-5

Basic information

• Product Name: 3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester
• Synonyms: 3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester;Methyl (E)-3'-hydroxy-4'-methoxycinnamate;(2E)-3-(3-Hydroxy-4-Methoxyphenyl)-2-propenoic Acid Methyl Ester
• CAS NO: 97966-29-5
• Molecular Formula: C₁₁H₁₂O₄
• Molecular Weight: 208
• Mol File: 97966-29-5.mol
• Article Data: 16

Chemical Properties

• Melting Point: 119-120℃
• Boiling Point: 370℃
• Flash Point: 145℃
• Appearance: /
• Density: 1.204
• Solubility: DCM, DMF, Ethyl Acetate, Methanol
• CAS DataBase Reference: 3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester(97966-29-5)
• EPA Substance Registry System: 3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester(97966-29-5)

Safety Data

• Hazardous Substances Data: 97966-29-5(Hazardous Substances Data)

Usage

Description

3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester, also known as (2E)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester, is an organic compound that serves as an intermediate in the synthesis of various chemical compounds.
Used in Food and Beverage Industry:
3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester is used as an intermediate in the synthesis of Advantame (A307000), a high-intensity, low-calorie sweetener. This sweetener is utilized in the food and beverage industry to provide sweetness without adding significant calories, making it suitable for diet and sugar-free products.
Used in Pharmaceutical Industry:
3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester is used as an intermediate in the synthesis of pharmaceutical compounds. Its role in the production of these compounds contributes to the development of medications that can treat various health conditions.

Upstream product

• 331-39-5 caffeic acid 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 537-73-5 trans-3-hydroxy-4-methoxycinnamic acid 
• 621-59-0 isovanillin 
• 36653-82-4 1-Hexadecanol 
• 1175860-42-0 iso-ferulic acid 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 93236-41-0 cistanoside 
• 75-36-5 acetyl chloride 
• 125697-69-0 6-O-α-L-(2''-O-isoferuloyl)rhamnopyranosylcatalpol 
• 125675-24-3 6-O-α-L-(3''-O-isoferuloyl)rhamnopyranosylcatalpol 
• 537-73-5 isoferulic acid 

Downstream Products

• 731846-02-9 (E)-3-(3-Carboxymethoxy-4-methoxy-phenyl)-acrylic acid methyl ester 
• 1459808-97-9 7,8-dihydroxy-N-(4-(phenyldiazenyl)phenethyl)-4,5-dihydro-1H-benzo[c]-azepine-2(3H)-carbothioamide 
• 1459809-07-4 7,8-dihydroxy-N-(4-((4-methoxyphenyl)diazenyl)phenethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide 
• 1459809-08-5 N-(4-((4-(diethylamino)phenyl)diazenyl)phenethyl)-7,8-di-hydroxy-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide 
• 1459809-09-6 7,8-dihydroxy-N-(4-((4-(trifluoromethyl)phenyl)diazenyl)phenethyl)-4,5-dihydro-1H-benzo[c]azepine-2(3H)-carbothioamide 
• 1459809-10-9 7,8-dihydroxy-N-(4-((4-nitrophenyl)diazenyl)phenethyl)-4,5-dihydro-1H-benzo-[c]azepine-2(3H)-carbothioamide 
• 1459809-11-0 N-(4-((4-aminophenyl)diazenyl)phenethyl)-7,8-dihydroxy-4,5-dihydro-1Hbenzo[c]azepine-2(3H)-carbothioamide 
• 253135-11-4 N-benzyl-3-(3-hydroxy-4-methoxyphenyl)propanamide 
• 253135-13-6 N-benzyl-3-(3-hydroxy-4-methoxyphenyl)propylamine 
• 253135-14-7 2-benzyl-7-hydroxy-8-methoxy-2,3,4,5-tetrahydro-2-benzazepine 
• 253135-15-8 7-hydroxy-8-methoxy-2,3,4,5-tetrahydro-1H-2-benzazepine 
• 1607457-03-3 (2E)-3-[3-(2-{[3,5-bis(trifluoromethyl)phenyl]amino}-2-oxoethoxy)-4-methoxyphenyl]-N-hydroxyacrylamide 
• 1607456-96-1 (2E)-3-(3-{2-[(3-chloro-4-fluorophenyl)amino]-2-oxoethoxy}-4-methoxyphenyl)-N-hydroxyacrylamide 
• 1607456-97-2 (2E)-N-hydroxy-3-[4-methoxy-3-(2-oxo-2-{[3-(trifluoromethyl)phenyl]amino}ethoxy)phenyl]acrylamide 

Relevant articles and documents

Triphenylphosphine-mediated serendipitous synthesis of alkyl cinnamates through the reaction of 3-hydroxy-4-methoxybenzaldehyde and dialkyl acetylenedicarboxylates

Alkyl cinnamates are formed in fairly good yields from the reaction of dialkyl acetylenedicarboxylates and 3-hydroxy-4-methoxybenzaldehyde in the presence of triphenylphosphine. Copyright Taylor & Francis Inc.

Search for novel histone deacetylase inhibitors. Part II: Design and synthesis of novel isoferulic acid derivatives

Previously, we described the discovery of potent ferulic acid-based histone deacetylase inhibitors (HDACIs) with halogeno-acetanilide as novel surface recognition moiety (SRM). In order to improve the affinity and activity of these HDACIs, twenty seven isoferulic acid derivatives were described herein. The majority of title compounds displayed potent HDAC inhibitory activity. In particular, IF5 and IF6 exhibited significant enzymatic inhibitory activities, with IC50 values of 0.73 ± 0.08 and 0.57 ± 0.16 μM, respectively. Furthermore, these compounds showed moderate antiproliferative activity against human cancer cells. Especially, IF6 displayed promising profile as an antitumor candidate with IC50 value of 3.91 ± 0.97 μM against HeLa cells. The results indicated that these isoferulic acid derivatives could serve as promising lead compounds for further optimization.

Optical control of TRPV1 channels

Controlling pain with light: TRPV1 channels mediate the response to noxious heat and can be activated by capsaicin, the major ingredient of chili pepper. Novel azobenzene photoswitches can be used for the optical control of TRPV1. One of these compounds antagonizes capsaicin in a light-dependent fashion, demonstrating that a photoswitchable antagonist and an agonist can be applied in concert to modulate ion channel activity. Copyright