212707-60-3

Basic information

• Product Name: (E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxyphenyl)acrylamide
• Synonyms: (E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxyphenyl)acrylamide
• CAS NO: 212707-60-3
• Molecular Weight: 306.364
• Mol File: 212707-60-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxyphenyl)acrylamide(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxyphenyl)acrylamide(212707-60-3)
• EPA Substance Registry System: (E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxyphenyl)acrylamide(212707-60-3)

Safety Data

• Hazardous Substances Data: 212707-60-3(Hazardous Substances Data)

Usage

General Description

(E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxyphenyl)acrylamide is a chemical compound with the molecular formula C20H20N2O2. It is a derivative of acrylamide, with a substituted indole ring and a hydroxyphenyl group. (E)-N-(2-(1H-indol-3-yl)ethyl)-3-(4-hydroxyphenyl)acrylamide has potential applications in pharmaceutical research, as it may have biological activity related to its structural features. The presence of the indole ring suggests potential interactions with serotonin receptors, while the hydroxyphenyl group may confer antioxidant or anti-inflammatory properties. Further research and testing would be required to determine the specific biological activities and potential uses of this compound.

Upstream product

• 61-54-1 tryptamine 
• 7400-08-0 p-Coumaric Acid 

Downstream Products

• 212707-68-1 (E)-N-[2-(1-Hydroxy-1H-indol-3-yl)-ethyl]-3-(4-hydroxy-phenyl)-acrylamide 
• 68573-24-0 N-p-coumaroylserotonin 
• 212707-63-6 (E)-N-[2-(2,3-Dihydro-1H-indol-3-yl)-ethyl]-3-(4-hydroxy-phenyl)-acrylamide 
• 61-54-1 tryptamine 
• 7400-08-0 p-Coumaric Acid 

Relevant articles and documents

Anti-tyrosinase, antioxidant and antimicrobial activities of hydroxycinnamoylamides

Synthetic hydroxycinnamoylamides of amino acids (precursors of aromatic amines) were studied for their antioxidant activity in vitro by two antioxidant assay systems, including 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical and inhibition of lipid peroxidation (LPO). Furthermore, these compounds were tested and compared with their corresponding cinnamoylamides of aromatic amines for their inhibitory activity using mushroom tyrosinase. In addition, five hydroxycinnamoyl amino acid amides were investigated for their antimicrobial effect. Structure-activity relationships analysis disclosed that the presence of catechol rest at amino acid or at benzene moieties of substituted cinnamic acid amides significantly scavenged DPPH radical and inhibited LPO. The results obtained by LPO clearly expressed the positive influence of indole moiety on the activity. Moreover, the existence of p-hydroxy substituted cinnamic acid moiety leads to better tyrosinase inhibition. Amongst the tested compounds, amides of p-coumaroyldopamine or tyramine and their corresponding amino acid precursors are the most potent tyrosinase inhibitors.

TRYPTAMINE DERIVATIVES, THEIR PREPARATION AND THEIR USE IN GASTROPATHY

The present invention concerns the synthesis and evaluation of gastroprotective effect of different tryptamine derivatives. Tryptamine derivatives have been synthesized by formation of amide or ester with some known anti oxidant molecules. These derivatives show excellent antioxidant property in vitro. Among all the derivatives the compound SEGA (3 a), that was prepared by the combination of serotonin with gallic acid shows the greater antioxidant property than the other synthesized compounds both in vivo and in vitro. SEGA(3a) shows the gastroprotective effect against NSAIDs (indomethacin or diclofenac)-induced gastropathy in dose dependent manner and also accelerates the healing from injury. It prevents the NSAIDs-induced mitochondrial oxidative stress in vivo. This derivative prevents NSAID-induced mitochondrial oxidative stress-mediated apoptosis in vivo by preventing the activation of caspase 9 and caspase-3 and restores NSAIDs-mediated collapse of mitochondroial transmembrane potential and dehydrogenase activity. SEGA (3 a) plays an important role as an iron chelator as well as intra mitochondrial ROS scavenger. Thus, SEGA (3 a) is a potent antioxidant antiapototic molecule, which efficiently prevents NSAID-induced gastropathy and stress or alcohol -mediated gastric damage.

Syntheses of 1-hydroxytryptamines and serotonins having fattyacyl or (E)-3-phenylpropenoyl derivatives as a Nb-substituent, and a novel homologation on the 3-substituent of the 1-hydroxytryptamines upon treatment with diazomethane

1-Hydroxytryptamines (6a-f) having (E)-3-phenyl-, (E)-3-(4-hydroxyphenyl)-, (E)-3-(4-hydroxy-3-methoxyphenyl)propenoyl, octanoyl, hexadecanoyl, and docosanoyl group as a Nb-substituent are prepared for the first time. Preparations of serotonins (2a-c, e)