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39421

Sigma-Aldrich

4-(Dimethylamino)cinnamaldehyde

≥98.0% (HPLC)

Synonym(s):

DMAC, DMACA

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About This Item

Linear Formula:
(CH3)2NC6H4CH=CHCHO
CAS Number:
6203-18-5
Molecular Weight:
175.23
Beilstein:
972369
EC Number:
228-267-0
MDL number:
MFCD00007002
UNSPSC Code:
12171500
PubChem Substance ID:
329755869

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

SMILES string

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

InChI

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

InChI key

RUKJCCIJLIMGEP-ONEGZZNKSA-N

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Other Notes

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

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315,H319,H335,H411

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCG6619
BCCC7520
BCBZ5168
BCBX0916
BCBV8167

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M. Qureshi et al.
Analytica Chimica Acta, 86, 309-309 (1976)
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)
Sharon Abrahams et al.
Plant physiology, 130(2), 561-576 (2002-10-12)
Proanthocyanidin (PA), or condensed tannin, is a polymeric flavanol that accumulates in a number of tissues in a wide variety of plants. In Arabidopsis, we found that PA precursors (detected histochemically using OsO(4)) accumulate in the endothelial cell layer of
V Leskovac et al.
Biochemistry and molecular biology international, 43(2), 365-373 (1997-11-14)
4-Dimethylamino-trans-cinnamaldehyde and chloroacetaldehyde are novel substrates of yeast alcohol dehydrogenase (EC 1.1.1.1). In the present work, we have reported the steady-state kinetic constants for both substrates, and their chemical reactions with the enzyme protein itself. Both substrates are potentially useful
E E Blatter et al.
The Biochemical journal, 282 ( Pt 2), 353-360 (1992-03-01)
4-trans-(NN-Dimethylamino)cinnamaldehyde (an aldehyde, DACA) and 4-trans-(NN-dimethylamino)cinnamoylimidazole (an amide, DACI) have been shown to be substrates for human aldehyde dehydrogenase (EC 1.2.1.3) which form chromophoric covalent intermediates. The spectra of covalent intermediates from both the cytoplasmic (E1) and mitochondrial (E2) isoenzymes
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