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D4506

Sigma-Aldrich

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:
Molecular Weight:
175.23
Beilstein:
972369
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

product name

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

Quality Level

Assay

≥98% (HPLC)

form

powder

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

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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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

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A new reagent for the assay of indole in the tryptophanase reaction.
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