4-dimethyl aminocinnamaldehyde

2-propenal, 3-(4-(dimethylamino)phenyl)-

CAS: 6203-18-5 C11 H13 N O MW: 175.23081000

Identification

Name4-dimethyl aminocinnamaldehyde
IUPAC(E)-3-[4-(dimethylamino)phenyl]prop-2-enal
CAS Number6203-18-5
EINECS228-267-0
FDA UNII9RSI7WZ9F0
Molecular FormulaC11 H13 N O
Molecular Weight175.23081000
MDL NumberMFCD00007002
Nikkaji NumberJ149.786C
Beilstein972369
XlogP32.30 (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 SDSView
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryinformation only not used for fragrances or flavors
Recommendation for 4-dimethyl aminocinnamaldehyde usage levels up tonot for fragrance use.
Recommendation for 4-dimethyl aminocinnamaldehyde flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

not found in nature

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.