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Merck
CN

39421

4-(Dimethylamino)cinnamaldehyde

≥98.0% (HPLC)

Synonym(s):

DMAC, DMACA

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About This Item

Linear Formula:
(CH3)2NC6H4CH=CHCHO
CAS Number:
Molecular Weight:
175.23
EC Number:
228-267-0
UNSPSC Code:
12171500
PubChem Substance ID:
Beilstein/REAXYS Number:
972369
MDL number:
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InChI key

RUKJCCIJLIMGEP-ONEGZZNKSA-N

InChI

1S/C11H13NO/c1-12(2)11-7-5-10(6-8-11)4-3-9-13/h3-9H,1-2H3/b4-3+

SMILES string

CN(C)c1ccc(\C=C\C=O)cc1

assay

≥98.0% (HPLC)

mp

138-140 °C (lit.), 138-141 °C

solubility

chloroform/ethanol (1:1): 50 mg/mL, clear to very faintly turbid, yellow to deep red

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Other Notes

Reagent for the determination of aromatic amines; e.g. PABA

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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A simple assay for measurement of urinary p-aminobenzoic acid in the oral pancreatic function test.
C Yamato et al.
Analytical biochemistry, 98(1), 13-17 (1979-09-15)
M. Qureshi et al.
Analytica Chimica Acta, 86, 309-309 (1976)
K M Loomes et al.
Biochemistry, 29(8), 2070-2075 (1990-02-27)
A nucleophilic group in the active site of aldehyde dehydrogenase, which covalently binds the aldehyde moiety during the enzyme-catalyzed oxidation of aldehydes to acids, was acylated with the chromophoric aldehyde trans-4-(N,N-dimethylamino)cinnamaldehyde (DACA). Acyl-enzyme trapped by precipitation with perchloric acid was
Taylor C Wallace et al.
Journal of food science, 75(7), C619-C625 (2011-05-04)
Proanthocyanidins are widely distributed in nature and represent the most abundant flavonoids consumed in the diet. Recent attention has been given to these compounds because of their health-promoting properties toward chronic diseases. Because of their large degrees of chemical variation
C L Stone et al.
The Journal of biological chemistry, 268(2), 892-899 (1993-01-15)
Human liver alcohol dehydrogenase isoenzymes beta 1 beta 1 and beta 2 beta 2, in which position 47 in the coenzyme binding domain is an arginine or histidine, respectively, differ remarkably in steady-state kinetics. To understand which catalytic steps affect

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