26231-89-0

Usage

Synonyms

3-(3-hydroxyphenyl)-2-propenal, trans-3-(3-hydroxyphenyl)acrolein

Physical Properties

Yellow, oily liquid

Odor

Floral

Found in

Various essential oils and plant extracts

Uses

Synthesis of pharmaceuticals and perfumes
Potential applications in the food and beverage industry

Properties

Antioxidant
Anti-inflammatory

Medical Research

Potential therapeutic effects

Safety Precautions

Irritant to skin, eyes, and respiratory system

Upstream product

• 3054-95-3 acrylaldehyde diethyl acetal 
• 626-02-8 3-Iodophenol 
• 51765-22-1 trans-3-(3-hydroxy-1-propenyl)phenol 
• 66417-46-7 trans-3-(3-hydroxyphenyl)acrylic acid methyl ester 
• 14755-02-3 3-hydroxy-trans-cinnamic acid 
• 108-05-4 vinyl acetate 
• 100-83-4 meta-hydroxybenzaldehyde 
• 75-07-0 acetaldehyde 

Downstream Products

• 121245-86-1 (2E)-1-(2-hydroxyphenyl)-3-(3-hydroxyphenyl)-2-propen-1-one 
• 1269823-82-6 (R)-(4-(1-(1-(3-hydroxyphenyl)-3-oxopropyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate 
• 1269823-81-5 (R)-(4-(1-(2-cyano-1-(3-hydroxyphenyl)ethyl)-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-c]pyridazin-7-yl)methyl pivalate 
• 1269823-80-4 (R)-3-(4-(7H-pyrrolo[2,3-c]pyridazin-4-yl)-1H-pyrazol-1-yl)-3-(3-hydroxyphenyl)propanenitrile 
• 56578-36-0 (E)-m-methoxycinnamaldehyde 
• 1612860-88-4 1-(3-hydroxyphenyl)-7-(3-methoxyphenyl)-1,4,6-heptatrien-3-one 
• 1612860-87-3 1-(3-methoxyphenyl)-7-(3-hydroxyphenyl)-1,4,6-heptatrien-3-one 
• 1612860-93-1 1-(3,4-dihydroxyphenyl)-7-(3-hydroxyphenyl)-1,4,6-heptatrien-3-one 
• 1612860-90-8 1-(3-hydroxy-4-methoxyphenyl)-7-(3-hydroxyphenyl)-1,4,6-heptatrien-3-one 
• 1612860-85-1 1-(2-hydroxyphenyl)-7-(3-hydroxyphenyl)-1,4,6-heptatrien-3-one 
• 1612860-84-0 1,7-bis(3-hydroxyphenyl)-1,4,6-heptatrien-3-one 
• 1612860-91-9 1-(4-hydroxy-3-methoxyphenyl)-7-(3-hydroxyphenyl)-1,4,6-heptatrien-3-one 
• 1612860-82-8 1-(4-hydroxyphenyl)-7-(3-hydroxyphenyl)-1,4,6-heptatrien-3-one 

Relevant academic research and scientific papers

Discovery of novel diphenylbutene derivative ferroptosis inhibitors as neuroprotective agents

Ferroptosis is a regulated and iron-dependent cell death. Ferroptosis inhibitors are promising for treating many neurological diseases. Herein, with phenotypic assays, we discovered a new diphenylbutene derivative ferroptosis inhibitor, DPT. Based on this hit, we synthesized fourteen new diphenylbutene derivatives, evaluated their ferroptosis inhibitory activities in HT22 mouse hippocampal neuronal cells, and found that three compounds exhibited improved inhibitory activities compared with DPT. Among these active compounds, compound 3f displayed the most potent anti-ferroptosis activity (EC50 = 1.7 μM). Further studies demonstrated that 3f is a specific ferroptosis inhibitor. And we revealed that different from the classic ferroptosis inhibitors, 3f blocked ferroptosis by increasing FSP1 protein level. Moreover, 3f can penetrate blood-brain barrier (BBB). In a rat model of ischemic stroke, 3f effectively mitigated cerebral ischemic injury. Therefore, we are confirmed that 3f, as a novel ferroptosis inhibitor with a new scaffold, is promising for further development as an agent against neurological diseases.

Synthesis, cytotoxicity against human oral cancer KB cells and structure-activity relationship studies of trienone analogues of curcuminoids

A general method for the synthesis of substituted (1E,4E,6E)-1,7- diphenylhepta-1,4,6-trien-3-ones, based on the aldol condensations of substituted 4-phenylbut-3-en-2-ones and substituted 3-phenylacrylaldehydes, was achieved. The natural trienones 4 and 5 have been synthesized by this method, together with the trienone analogues 9-20. These analogues were evaluated for their cytotoxic activity against human oral cancer KB cell line. The structure-activity relationship study has indicated that the analogues with the 1,4,6-trien-3-one function are more potent than the curcuminoid-type function. Analogues with meta-oxygen function on the aromatic rings are more potent than those in the ortho- and para-positions. Free phenolic hydroxy group is more potent than the corresponding methyl ether analogues. Among the potent trienones, compounds 11, 18 and 20 were more active than the anticancer drug ellipticine. All compounds were also evaluated against the non-cancerous Vero cells and it was found that compounds 11, 12 and 17 were much less toxic than curcumin (1); they showed high selectivity indices of 35.46, 33.46 and 31.68, respectively. These analogues are regarded as the potent trienones for anti-oral cancer study.

HETEROCYCLIC COMPOUNDS AS JANUS KINASE INHIBITORS

The invention provides compounds of formula (I) or a salt thereof as described herein. The invention also provides pharmaceutical compositions comprising a compound of formula (I), processes for preparing compounds of formula (I), intermediates useful for preparing compounds of formula I and therapeutic methods for suppressing an immune response or treating cancer or a hematologic malignancy using compounds of formula (I).

One-Step Synthesis of ortho-Hydroxycinnamaldehyde

An improved and convenient one-step procedure for the large scale synthesis of ortho-hydroxycinnamaldehyde (3a) using ortho-hydroxybenzaldehyde and vinyl acetate is described.

Cinnamaldehydes inhibit cyclin dependent kinase 4/cyclin D1

A series of cinnamaldehydes was synthesized for the study of inhibitory activity against cyclin dependent kinases (CDKs). A couple of compounds selectively inhibited cyclin D1-CDK4 with an IC50 value of 7-18 μM. (C) 2000 Elsevier Science Ltd. All rights reserved.