101619-46-9

Usage

Molecular weight

330.37 g/mol

Structure

The compound has a pentadienoic acid backbone with a phenyl group attached to the carbon chain, which has multiple methoxy and methoxyethoxy substituents.

Conjugated double bonds

The presence of conjugated double bonds in the pentadienoic acid backbone gives the compound unique chemical and physical properties, such as UV-visible light absorption and reactivity.

Carboxylic acid functional group

The compound is classified as a carboxylic acid due to the presence of the -COOH functional group, which gives it acidic properties and the ability to form hydrogen bonds.

Substituents

The phenyl group has three methoxy groups and one methoxyethoxy group, which can influence the compound's solubility, stability, and reactivity.

Potential applications

The compound's complex structure and unique properties suggest potential uses in organic synthesis, medicinal chemistry, and materials science, among other fields. However, its specific applications would depend on factors such as purity and structural configuration.

Upstream product

• 121-33-5 vanillin 
• 78765-31-8 3-methoxy-4-<2'-(methoxyethoxy)methoxy>-benzaldehyde 
• 101619-49-2 (2E,4E)-5-[3-Methoxy-4-(2-methoxy-ethoxymethoxy)-phenyl]-penta-2,4-dienoic acid ethyl ester 

Downstream Products

• 123022-35-5 (2E,4E)-5-[4-hydroxy-3-methoxyphenyl]penta-2,4-dienoic acid 
• 124956-25-8 (2E,4E)-5-(4-Hydroxy-3-methoxy-phenyl)-penta-2,4-dienoic acid {2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethyl}-amide 
• 124956-21-4 (2E,4E)-5-[3-Methoxy-4-(2-methoxy-ethoxymethoxy)-phenyl]-penta-2,4-dienoic acid {4-[4-(1H-indol-3-yl)-piperidin-1-yl]-butyl}-amide 
• 124956-20-3 (2E,4E)-5-[3-Methoxy-4-(2-methoxy-ethoxymethoxy)-phenyl]-penta-2,4-dienoic acid {3-[4-(1H-indol-3-yl)-piperidin-1-yl]-propyl}-amide 
• 124956-19-0 (2E,4E)-5-[3-Methoxy-4-(2-methoxy-ethoxymethoxy)-phenyl]-penta-2,4-dienoic acid {2-[4-(1H-indol-3-yl)-piperidin-1-yl]-ethyl}-amide 

Relevant academic research and scientific papers

Exploring cinnamic acid scaffold: development of promising neuroprotective lipophilic antioxidants

New lipophilic hydroxycinnamic acid based derivatives were designed and synthesized and their antioxidant and neuroprotective activities evaluated. The chemical modification introduced in the cinnamic acid scaffold leads to compounds with amplified lipophilicity and in general with increased antioxidant activity when compared to natural models (caffeic and ferulic acids). The compounds did not display cytotoxicity and present a significant neuroprotective effect against 6-OH-DA induced damage to SH-SY5Y cells. Compound 6 stands out as an efficient radical scavenger and iron(ii) chelator that ensures drug-like properties. Moreover, neuroprotection against oxidative damage was observed even at low concentration (1 μM). Therefore, compound 6 developed by a biology-oriented approach displays a combination of important features for a further optimization process that will generate a new effective antioxidant with therapeutic application for oxidative-stress-related events, namely neurodegenerative diseases.

(2E,4E)-N-(4-(1H-indol-3-yl)piperidin-1-yl)alkyl-5-(substituted phenyl)-2,4-pentadienamides as antiallergic agents with antihistaminic and anti slow-reacting substance (SRS) activities

As an extension of our study aiming to discover a novel compound with dual activities against histamine and slow-reacting substance (SRS), we synthesized two types of indolylpiperidine derivatives, 3 and 4-20. Testing for in vivo antianaphylactic activity and for in vitro anti-SRS activity revealed that (2E,4E)-5-(3,5-dimethoxy-4-hydroxyphenyl)-N-(2-(4-(1H-indol-3-yl)piper idin-1-yl)ethyl)-2,4-pentadienamide (11) exhibited potent dual activities with ED50 = 0.89 mg/kg and IC50 = 1.43 μM, respectively. However, the plasma concentration of unchanged 11 was very low when administered orally in guinea pigs. This result can be explained by fast formation of a glucuronic acid conjugate.