EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

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

Supplier Sponsors

Name:(E)-3-[4-(dimethylamino)phenyl]prop-2-enal
CAS Number: 6203-18-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:228-267-0
FDA UNII: 9RSI7WZ9F0
Nikkaji Web:J149.786C
Beilstein Number:972369
MDL:MFCD00007002
XlogP3:2.30 (est)
Molecular Weight:175.23081000
Formula:C11 H13 N O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
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)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
4-Dimethylaminocinnamaldehyde 95%
EMD Millipore
For experimental / research use only.
4-(Dimethylamino)-cinnamaldehyde
Santa Cruz Biotechnology
For experimental / research use only.
4-Dimethylaminocinnamaldehyde 95%
Sigma-Aldrich: Sigma
For experimental / research use only.
4-(Dimethylamino)cinnamaldehyde chromogenic reagent for indoles and flavanols
TCI AMERICA
For experimental / research use only.
4-Dimethylaminocinnamaldehyde >98.0%(T)
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
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.
 
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):6203-18-5
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5284506
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(E)-3-[4-(dimethylamino)phenyl]prop-2-enal
Chemidplus:0006203185
 
References:
 (E)-3-[4-(dimethylamino)phenyl]prop-2-enal
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:6203-18-5
Pubchem (cid):5284506
Pubchem (sid):135047793
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2922.39.4500
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 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)-
 

Articles:

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.
 
Notes:
None found
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