121667-78-5

Basic information

• Product Name: 3-(3,4,5-TRIMETHOXY-PHENYL)-PROPIONALDEHYDE
• Synonyms: Benzenepropanal, 3,4,5-triMethoxy-;3-(3,4,5-TRIMETHOXY-PHENYL)-PROPIONALDEHYDE;3-(3,4,5-trimethoxyphenyl)propanal
• CAS NO: 121667-78-5
• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25304
• Mol File: 121667-78-5.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 316.651°C at 760 mmHg
• Flash Point: 137.043°C
• Appearance: /
• Density: 1.078g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.495
• CAS DataBase Reference: 3-(3,4,5-TRIMETHOXY-PHENYL)-PROPIONALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3,4,5-TRIMETHOXY-PHENYL)-PROPIONALDEHYDE(121667-78-5)
• EPA Substance Registry System: 3-(3,4,5-TRIMETHOXY-PHENYL)-PROPIONALDEHYDE(121667-78-5)

Safety Data

• Hazardous Substances Data: 121667-78-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H16O4/c1-14-10-7-9(5-4-6-13)8-11(15-2)12(10)16-3/h6-8H,4-5H2,1-3H3

Upstream product

• 25245-29-8 5-iodo-1,2,3-trimethoxybenzene 
• 107-18-6 allyl alcohol 
• 70311-20-5 3-(3,4,5-trimethoxyphenyl)propionic acid ethyl ester 
• 1878-29-1 3,4,5-trimethoxycinnamic acid ethyl ester 
• 53560-25-1 methyl 3-(3,4,5-trimethoxyphenyl)propionate 
• 86-81-7 3,4,5-trimethoxy-benzaldehyde 
• 1878-29-1 ethyl (E)-3-(3,4,5-trimethoxyphenyl)acrylate 
• 90-50-6 3,4,5-trimethoxycinnamic acid 
• 20329-96-8 methyl 3,4,5-trimethoxycinnamate 
• 20329-98-0 (E)-3,4,5-trimethoxy-cinnamic acid 
• 1504-56-9 (E)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-ol 
• 53560-26-2 3-(3,4,5-trimethoxyphenyl)propan-1-ol 
• 25173-72-2 3-(3,4,5-trimethoxyphenyl)propanoic acid 

Downstream Products

• 155920-73-3 1-Hydroxy-8-methoxy-2-[3-(3,4,5-trimethoxy-phenyl)-propyl]-anthraquinone 
• 1026682-61-0 1-(3,4,5-trimethoxy-phenyl)-pentan-3-ol 
• 518037-13-3 1-hydroxy-4-(3,4,5-trimethoxy-phenyl)-butan-2-one 
• 875018-27-2 (S)-(-)-N-[1-[3-(tert-butyldimethylsilyloxy)phenyl]-3-(3,4,5-trimethoxyphenyl)propyl]acetamide 
• 902120-03-0 C₂₀H₂₅NO₅ 
• 902119-97-5 (S_S)-N-[(S)-1-[3-(tert-butyldimethylsilyloxy)phenyl]-3-(3,4,5-trimethoxyphenyl)propyl]-2-methylpropane-2-sulfinamide 
• 902119-98-6 acetic acid (S)-(-)-3-[1-acetylamino-3-(3,4,5-trimethoxyphenyl)propyl]phenyl ester 
• 482578-79-0 3-acetoxy-5-(3,4,5-trimethoxyphenyl)pentene 
• 1130798-86-5 3-(3,4,5-trimethoxybenzyl)-6-nitro-1H-indole 
• 1130799-04-0 2-(3,4,5-trimethoxybenzyl)-5-(3,4,5-trimethoxyphenyl)pent-2-enal 
• 1130799-00-6 3-(3,4,5-trimethoxybenzyl)-5-nitro-1H-indole 
• 1130798-98-9 3-(3,4,5-trimethoxybenzyl)-6-(trifluoromethyl)-1H-indole 
• 1194509-67-5 [(S)-2-methoxymethylpyrrolidin-1-yl]-N-[3-(3,4,5-trimethoxyphenyl)propylidene]amine 
• 1347742-64-6 (3S,5S)-1,7-bis(3,4,5-trimethoxyphenyl)heptane-3,5-diyl diacetate 

Relevant articles and documents

Caulerpenyne-colchicine hybrid: Synthesis and biological evaluation

The synthesis of an analog of caulerpenyne having a trimethoxyaryl moiety was achieved in 11% overall yield over 11 steps. Its biological activity has been evaluated as inhibitor of in vitro tubulin polymerization or angiogenesis.

Synthesis, in vitro and in silico evaluation of diaryl heptanones as potential 5LOX enzyme inhibitors

A new series of diaryl heptanones (12a-q) were synthesized and their structures were confirmed by its 1H, 13C NMR and Mass spectral data. These analogs were evaluated for their anti-oxidant activity and potential to inhibit 5-lipoxygenase. Compounds 12k and 12o showed potent in vitro 5-lipoxygenase enzyme inhibitory activity with IC50 values of 22.2, 21.5 μM, which are comparable to curcumin (24.4 μM). Further they also have shown significant antioxidant activity. Molecular docking studies clearly showed correlation between binding energy and potency of these compounds.

A novel consecutive three-component Heck-isomerization-Wittig sequence by way of in situ generated aldehydes

A novel consecutive three-component four step synthesis of 5-(hetero)arylpent-2-enoates has been disclosed. Various (hetero)aryl iodides can be coupled with allyl alcohol under Heck conditions to give 3-(hetero)arylpropionaldehyde intermediates, which were transformed without isolation with in situ generated stabilized phosphorus ylides to furnish 5-(hetero)arylpent-2-enoates in moderate to excellent yield. This one-pot procedure circumvents the isolation of sensitive aldehydes and phosphorus ylides as intermediates and finally gives the product isomers with good to excellent E/Z and β/α selectivity. ARKAT-USA, Inc.