Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C10H12O4 |
| Molecular Weight | 196.1999 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(C=O)=CC(OC)=C1OC
InChI
InChIKey=OPHQOIGEOHXOGX-UHFFFAOYSA-N
InChI=1S/C10H12O4/c1-12-8-4-7(6-11)5-9(13-2)10(8)14-3/h4-6H,1-3H3
| Molecular Formula | C10H12O4 |
| Molecular Weight | 196.1999 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
3,4,5-Trimethoxybenzaldehyde is a key intermediate in the synthesis of trimethoprim[2,4-diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine], which, in addition to its antibacterial activity, possesses the property of significantly strengthening the bactericidal activity of sulfanilamide preparations. Also, 3,4,5-Trimethoxybenzaldehyde id used for the synthesis of Isoamoenylin, which showed moderate antioxidative and weak antibacterial activities. An A-ring analogue of colchicine, 3,4,5-trimethoxybenzaldehyde, can stop the antimitotic drug IKP104-induced unfolding of tubulin significantly. 3,4,5-trimethoxybenzaldehyde stimulated tubulin-dependent GTP hydrolysis.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Anti-Candida properties of asaronaldehyde of Acorus gramineus rhizome and three structural isomers. | 2013-09-08 |
|
| Enhanced activity of antifungal drugs using natural phenolics against yeast strains of Candida and Cryptococcus. | 2011-05 |
|
| 4-(3-Fluoro-4-meth-oxy-phen-yl)-1-(4-meth-oxy-phen-yl)-5-(3,4,5-trimeth-oxy-phen-yl)-1H-imidazole. | 2010-11-06 |
|
| (E)-1-(2-Fur-yl)-3-(3,4,5-trimeth-oxy-phen-yl)prop-2-en-1-one. | 2010-11-06 |
|
| 2',3,4,4',5-Penta-meth-oxy-chalcone. | 2010-10-23 |
|
| (E)-1-[4-(Prop-2-yn-1-yl-oxy)phen-yl]-3-(3,4,5-trimeth-oxy-phen-yl)prop-2-en-1-one. | 2010-08-11 |
|
| 1,5-Dimethyl-2-phenyl-4-{[(E)-3,4,5-trimethoxybenzylidene]amino}-1H-pyrazol-3(2H)-one. | 2010-07-31 |
|
| (2E)-1-(2-Bromo-phen-yl)-3-(3,4,5-trimeth-oxy-phen-yl)prop-2-en-1-one. | 2010-06-16 |
|
| Binding of natural and synthetic polyphenols to human dihydrofolate reductase. | 2009-12-18 |
|
| 4,4,5,5-Tetra-methyl-2-(3,4,5-trimethoxy-phen-yl)imidazolidine-1-oxyl 3-oxide. | 2009-08-08 |
|
| Investigation of the antioxidant properties of some new 4-hydroxycoumarin derivatives. | 2009-07 |
|
| (E)-1-(2-Thien-yl)-3-(3,4,5-trimethoxy-phen-yl)prop-2-en-1-one. | 2009-06-13 |
|
| Synthesis and in vitro cytotoxic evaluation of novel 3,4,5-trimethoxyphenyl substituted beta-carboline derivatives. | 2009-02 |
|
| 4-Bromo-N-(3,4,5-trimethoxy-benzyl-idene)aniline. | 2009-01-31 |
|
| (2Z)-Ethyl 5-(4-methoxy-phen-yl)-7-methyl-3-oxo-2-(3,4,5-trimethoxy-benzyl-idene)-3,5-dihydro-2H-thia-zolo[3,2-a]pyrimidine-6-carboxyl-ate. | 2009-01-08 |
|
| Deprotonative magnesation and cadmation of [1,2,3]triazolo[1,5-a]pyridines. | 2009-01-02 |
|
| (E)-1-(4-Bromo-phen-yl)-3-(3,4,5-trimethoxy-phen-yl)prop-2-en-1-one. | 2008-12-13 |
|
| (2E,5E)-2,5-Bis(3,4,5-trimethoxy-benzyl-idene)cyclo-penta-none. | 2008-09-20 |
|
| 2-(3,4,5-Trimethoxy-phen-yl)-1H-benzimidazole. | 2008-05-17 |
|
| 2-Phenyl-4-(3,4,5-trimethoxy-benzyl-idene)-1,3-oxazol-5(4H)-one. | 2008-03-07 |
|
| Influence of lipophilia and of the vehicle used in the transdermal absorption of novel benzimidazole compounds with possible anti-HIV activity. | 2008 |
|
| One pot synthesis of alpha-aminophosphonates containing bromo and 3,4,5-trimethoxybenzyl groups under solvent-free conditions. | 2007-02-07 |
|
| Tetramethylammonium hydroxide (TMAH) thermochemolysis of lignin: behavior of 4-O-etherified cinnamyl alcohols and aldehydes. | 2005-11-16 |
|
| Synthesis and preliminary biological evaluation of new anti-tubulin agents containing different benzoheterocycles. | 2005-09-15 |
|
| Two novel series of allocolchicinoids with modified seven membered B-rings: design, synthesis, inhibition of tubulin assembly and cytotoxicity. | 2005-05-16 |
|
| Quantitative analysis of camptothecin derivatives in Nothapodytes foetida using 1H-NMR method. | 2005-03 |
|
| Concise synthesis and structure-activity relationships of combretastatin A-4 analogues, 1-aroylindoles and 3-aroylindoles, as novel classes of potent antitubulin agents. | 2004-08-12 |
|
| Pharmacokinetics in mice and growth-inhibitory properties of the putative cancer chemopreventive agent resveratrol and the synthetic analogue trans 3,4,5,4'-tetramethoxystilbene. | 2004-02-09 |
|
| Synthesis and biological activity of isoamoenylin, a metabolite of Dendrobium amoenum. | 2002-10 |
|
| Antioxidant properties of 8.0.4'-neolignans. | 2001-11 |
| Substance Class |
Chemical
Created
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Edited
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| Record UNII |
WL86YD76N6
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| Record Status |
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3,4,5-Trimethoxybenzaldehyde
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