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Merck

D4506

4-(Dimethylamino)cinnamaldehyde

>97.5% purity (HPLC), powder

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
NACRES:
NA.47
PubChem Substance ID:
24893878
UNSPSC Code:
12171500
EC Number:
228-267-0
MDL number:
MFCD00007002
Beilstein/REAXYS Number:
972369

Product Name

4-(Dimethylamino)cinnamaldehyde, chromogenic reagent for indoles and flavanols

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

SMILES string

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

assay

≥98% (HPLC)

form

powder

technique(s)

titration: suitable

color

yellow to very dark yellow

mp

138-140 °C (lit.)

solubility

chloroform/ethanol (1:1): 50 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

−20°C

Quality Level

200

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Application

  • 4-(Dimethylamino)cinnamaldehyde (DMAC) has been used in the serine protease inhibition assay.
  • It has been used for the detection of (epi)-flavan-3-ols and proanthocyanidin polymers in Brassica napus seeds.
  • It has been used for the determination of phenolic compounds in leaf samples.
  • It has been used for the staining of flavan-3-ols in plant samples.

Biochem/physiol Actions

Reagent for assay of indole product of apotryptophanase and tryptophanase. DMAC produces colored adducts with flavanols for subsequent HPLC. It has been used in a chromogenic method for quantifying proanthocyandines in cranberry powder.

pictograms

Exclamation markEnvironment
GHS07,GHS09

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN4584
BCCL1545
BCCJ1129
BCCG6619
BCCD6638

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A new reagent for the assay of indole in the tryptophanase reaction.
J M TURNER
The Biochemical journal, 78, 790-792 (1961-04-01)
The promoter of the Arabidopsis thaliana BAN gene is active in proanthocyanidin-accumulating cells of the Brassica napus seed coat.
Nesi N, et al.
Plant Cell Reports, 28, 601-601 (2009)
Co-occurrence of tannin and tannin-less vacuoles in sensitive plants.
Fleurat-Lessard P, et al.
Protoplasma, 253, 821-821 (2016)
Exploring plant defense theory in tall goldenrod, Solidago altissima.
Heath JJ, et al.
The New phytologist, 202, 1357-1357 (2014)
Analysis of flavanols in beverages by high-performance liquid chromatography with chemical reaction detection.
de Pascual-Teresa, S., et al.
Journal of Agricultural and Food Chemistry, 46, 4209-4213 (1998)
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