4-dimethyl aminocinnamaldehyde
2-propenal, 3-(4-(dimethylamino)phenyl)-
Identification
| Name | 4-dimethyl aminocinnamaldehyde |
| IUPAC | (E)-3-[4-(dimethylamino)phenyl]prop-2-enal |
| CAS Number | 6203-18-5 |
| EINECS | 228-267-0 |
| FDA UNII | 9RSI7WZ9F0 |
| Molecular Formula | C11 H13 N O |
| Molecular Weight | 175.23081000 |
| MDL Number | MFCD00007002 |
| Nikkaji Number | J149.786C |
| Beilstein | 972369 |
| XlogP3 | 2.30 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 328.90 °C. @ 760.00 mm Hg (est) |
| Flash Point | 268.00 °F. TCC ( 131.20 °C. ) (est) |
| logP (o/w) | 2.630 (est) |
| Soluble in | water, 1147 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for 4-dimethyl aminocinnamaldehyde usage levels up to | not for fragrance use. |
| Recommendation for 4-dimethyl aminocinnamaldehyde flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
cinnamaldehyde, p-(dimethylamino)-
para-(
dimethyl amino) cinnamaldehyde
p-(
dimethylamino)cinnamaldehyde
para-(
dimethylamino)cinnamaldehyde
3-(4-(
dimethylamino)phenyl)-2-propenal
(E)-3-[4-(
dimethylamino)phenyl]prop-2-enal
4-
dimethylaminocinnamaldehyde
p-
dimethylaminocinnamaldehyde
p-
dimethylaminocinnamic aldehyde
DMACA reagent
2-
propenal, 3-(4-(dimethylamino)phenyl)-
PubMed:
Response characterization of a fiber optic sensor array with dye-coated planar waveguide for detection of volatile organic compounds.
PubMed:
Tissue and cellular localization of tannins in Tunisian dates (Phoenix dactylifera L.) by light and transmission electron microscopy.
PubMed:
Evaluation of the in vitro anti-hyperglycemic effect of Cinnamomum cassia derived phenolic phytochemicals, via carbohydrate hydrolyzing enzyme inhibition.
PubMed:
On the spectrophotometric determination of total phenolic and flavonoid contents.
PubMed:
Phytochemicals in fruits of Hawaiian wild cranberry relatives.
PubMed:
Determination of biotin in Antarctic krill (Euphausia superba) by high-performance TLC with different post-chromatographic derivatizations.
PubMed:
Aronia melanocarpa (chokeberry) polyphenol-rich extract improves antioxidant function and reduces total plasma cholesterol in apolipoprotein E knockout mice.
PubMed:
Comprehensive thin-layer chromatography mass spectrometry of flavanols from Juniperus communis L. and Punica granatum L.
PubMed:
Quantifying and characterizing proanthocyanidins in cranberries in relation to urinary tract health.
PubMed:
Forensic identification of urine using the DMAC test: a method validation study.
PubMed:
Comparison of isolated cranberry (Vaccinium macrocarpon Ait.) proanthocyanidins to catechin and procyanidins A2 and B2 for use as standards in the 4-(dimethylamino)cinnamaldehyde assay.
PubMed:
Chemical enhancement of footwear impressions in urine on fabric.
PubMed:
A high-resolution method for the localization of proanthocyanidins in plant tissues.
PubMed:
Evaluation of parameters that affect the 4-dimethylaminocinnamaldehyde assay for flavanols and proanthocyanidins.
PubMed:
Multi-laboratory validation of a standard method for quantifying proanthocyanidins in cranberry powders.
PubMed:
Determination of total procyanidins in selected chocolate and confectionery products using DMAC.
PubMed:
Use of stains to detect fingermarks.
PubMed:
An environmentally friendly reflectometric method for bumetanide determination in pharmaceuticals.
PubMed:
Densitometric determination of (+)-catechin and (-)-epicatechin by 4-dimethylaminocinnamaldehyde reagent.
PubMed:
Peroxyl radical scavenging capacity, polyphenolics, and lipophilic antioxidant profiles of mulberry fruits cultivated in southern China.
PubMed:
p-dimethylaminocinnamaldehyde derivatization for colorimetric detection and HPLC-UV/vis-MS/MS identification of indoles.
PubMed:
Zinc(II)- and copper(I)-mediated large two-photon absorption cross sections in a bis-cinnamaldiminato Schiff base.
PubMed:
Inhibition of nicotinoprotein (NAD+-containing) alcohol dehydrogenase by trans-4-(N,N-dimethylamino)-cinnamaldehyde binding to the active site.
PubMed:
The Arabidopsis TDS4 gene encodes leucoanthocyanidin dioxygenase (LDOX) and is essential for proanthocyanidin synthesis and vacuole development.
PubMed:
Identification and biochemical characterization of mutants in the proanthocyanidin pathway in Arabidopsis.
PubMed:
Comparison of adult corn rootworm (Coleoptera: Chrysomelidae) sampling methods.
PubMed:
Photophysics of 4-(N,N-dimethylamino)cinnamaldehyde/ alpha-cyclodextrin inclusion complex.
PubMed:
Nuclei of plants as a sink for flavanols.
PubMed:
Catalysis of dehydrogenation of 4-trans-(N,N-dimethylamino)cinnamaldehyde by aldehyde dehydrogenase.
PubMed:
A combinatorial chemistry approach to new materials for non-linear optics. II. 4-(Dimethylamino)cinnamaldehyde and a molecular complex of 4-methoxycinnamaldehyde with 2,4-dinitroaniline
PubMed:
Binding and incorporation of 4-trans-(N,N-dimethylamino) cinnamaldehyde by aldehyde dehydrogenase.
PubMed:
Influence of Tris(hydroxymethyl)aminomethane on kinetic mechanism of yeast alcohol dehydrogenase.
PubMed:
Novel substrates of yeast alcohol dehydrogenase-3. 4-dimethylamino-cinnamaldehyde and chloroacetaldehyde.
PubMed:
Determination of sulfadoxine concentrations in whole blood using C18 solid-phase extraction, sodium dodecyl sulfate and dimethylaminocinnamaldehyde.
PubMed:
Amino acid substitutions at position 47 of human beta 1 beta 1 and beta 2 beta 2 alcohol dehydrogenases affect hydride transfer and coenzyme dissociation rate constants.
PubMed:
Aldehyde dehydrogenase: aldehyde dehydrogenation and ester hydrolysis.
PubMed:
Localization and quantitative determination of catechins and proanthocyanidins in the phloem of elm and cherry.
PubMed:
Aldehyde dehydrogenase. Covalent intermediate in aldehyde dehydrogenation and ester hydrolysis.
PubMed:
A selective and sensitive kinetic method for the determination of procaine and benzocaine in pharmaceuticals.
PubMed:
Simultaneous determination of water-soluble vitamins by over-pressure layer chromatography and photodensitometric detection.
PubMed:
Evidence for reactivity of serine-74 with trans-4-(N,N-dimethylamino)cinnamaldehyde during oxidation by the cytoplasmic aldehyde dehydrogenase from sheep liver.
PubMed:
The spectrophotometric determination of indole-3-methanol in small samples with p-dimethylaminocinnamaldehyde on the basis of the formation of an azafulvenium salt.
PubMed:
Measurement of constitutive L-pyrrolidonyl peptidase activity from Streptococcus and Enterococcus using tetrazotized 0-dianisidine.
PubMed:
Spectrophotometric determination of isocarboxazid bulk drug and tablets by reaction with p-dimethylaminocinnamaldehyde.
PubMed:
Colorimetric method for assay of serum gamma-glutamyltransferase activity with some L-gamma-glutamyl-carboxyanilides.
PubMed:
Active-site-specific zinc-depleted and reconstituted cobalt(II) human-liver alcohol dehydrogenase. Preparation, characterization and complexation with NADH and trans-4-(N,N-dimethylamino)-cinnamaldehyde.
PubMed:
Chemical assay of p-aminohippuric acid simplified by use of dimethylaminocinnamaldehyde in ethanol.
PubMed:
A simple test to monitor aromatic amine clearance in occupational workers.
PubMed:
Sensitive reagents for detection of indole production by bacteria.
PubMed:
Influence of coenzyme structure on the transient chemical intermediate formed during horse-liver alcohol-dehydrogenase-catalyzed reduction of aromatic aldehydes.
PubMed:
Properties of hydrazones of hydralazine and colorimetric determination of hydralazine hydrochloride with p-dimethylaminocinnamaldehyde based on solvent extraction.
PubMed:
Colorimetric determination of sympathomimetic amines methyldopa and noradrenaline.
PubMed:
Carboxymethylated liver alcohol dehydrogenase: kinetic and thermodynamic characterization of reactions with substrates and inhibitors.
PubMed:
Reaction of 4-trans-(N,N-dimethylamino)cinnamaldehyde with the liver alcohol dehydrogenase-oxidized nicotinamide adenine dinucleotide complex.
PubMed:
Catalytic significance of binary enzyme-aldehyde complexes in the liver alcohol dehydrogenase reaction.
PubMed:
[Method for the photometric determination of aldehyde oxidase activity].
PubMed:
A simple and specific colorimetric determination of cysteine with p-dimethylaminocinnamaldehyde.
PubMed:
Comparison of three reagents for detecting indole production by anaerobic bacteria in microtest systems.
PubMed:
Crystal structure determinations of coenzyme analogue and substrate complexes of liver alcohol dehydrogenase: binding of 1,4,5,6-tetrahydronicotinamide adenine dinucleotide and trans-4-(N,N-dimethylamino)cinnamaldehyde to the enzyme.
PubMed:
Spot indole test: evaluation of four reagents.
PubMed:
Urinary p-aminobenzoic acid determined in the pancreatic function test by liquid chromatography, with electrochemical detection.
PubMed:
Effect of NADH on the pKa of zinc-bound water in liver alcohol dehydrogenase.
PubMed:
Evidence that hydride transfer precedes proton transfer in the liver alcohol dehydrogenase catalyzed reduction of trans-4-(N,N-dimethylamino)cinnamaldehyde.
PubMed:
A simple assay for measurement of urinary p-aminobenzoic acid in the oral pancreatic function test.
PubMed:
A stain for plucked anagen hairs.
PubMed:
TLC determination of biotin in a lyophilized multivitamin preparation.
PubMed:
Chromatographic separation and automated analysis of flavanols.
PubMed:
Thin-layer densitometric determination of muzolimine (BAY g 2821), a structurally new diuretic drug, at the nanogram level in biological fluids.