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4-(Dimethylamino)cinnamaldehyde

CAS# 6203-18-5

4-(Dimethylamino)cinnamaldehyde

Catalog No. BCN4968----Order now to get a substantial discount!

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Quality Control of 4-(Dimethylamino)cinnamaldehyde

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Chemical structure

4-(Dimethylamino)cinnamaldehyde

3D structure

Chemical Properties of 4-(Dimethylamino)cinnamaldehyde

Cas No. 6203-18-5 SDF Download SDF
PubChem ID 5284506 Appearance Yellow powder
Formula C11H13NO M.Wt 175.23
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (E)-3-[4-(dimethylamino)phenyl]prop-2-enal
SMILES CN(C)C1=CC=C(C=C1)C=CC=O
Standard InChIKey RUKJCCIJLIMGEP-ONEGZZNKSA-N
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of 4-(Dimethylamino)cinnamaldehyde

The barks of Cinnamomum cassia Presl.

Biological Activity of 4-(Dimethylamino)cinnamaldehyde

Description4-Dimethylaminocinnamaldehyde is a photometric reagent for primary aromatic amines. The 4-(dimethylamino)cinnamaldehyde assay is currently used to quantify proanthocyanidin (PAC) content in cranberry products.
In vitro

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: 22533362]

J Agric Food Chem. 2012 May 9;60(18):4578-85.

The 4-(Dimethylamino)cinnamaldehyde (DMAC) assay is currently used to quantify proanthocyanidin (PAC) content in cranberry products. However, this method suffers from issues of accuracy and precision in the analysis and comparison of PAC levels across a broad range of cranberry products. Current use of procyanidin A2 as a standard leads to an underestimation of PACs content in certain cranberry products, especially those containing higher molecular weight PACs.
METHODS AND RESULTS:
To begin to address the issue of accuracy, a method for the production of a cranberry PAC standard, derived from an extraction of cranberry (c-PAC) press cake, was developed and evaluated. Use of the c-PAC standard to quantify PAC content in cranberry samples resulted in values that were 2.2 times higher than those determined by procyanidin A2. Increased accuracy is critical for estimating PAC content in relationship to research on authenticity, efficacy, and bioactivity, especially in designing clinical trials for determination of putative health benefits.

Protocol of 4-(Dimethylamino)cinnamaldehyde

Structure Identification
J. Anal. Chem., 2004, 59(4):335-44.

4-Dimethylaminocinnamaldehyde As a Photometric Reagent for Primary Aromatic Amines[Reference: WebLink]

The interaction of primary aromatic amines (PAAs) with 4-(Dimethylamino)cinnamaldehyde (DMACA) is studied in various media by UV, IR, and 1 H NMR spectroscopy. The optimum conditions for these reactions have been found, and the reasons for better analytical effects in the condensation reaction of PAAs with this reagent have been revealed. The physicochemical properties of the analytical form are studied using the aniline–DMACA model system as an example. A correlation has been found between the pH opt of the reactions under study and the p K a values of arylamines.

Food Chem. 2015 May 1;174:392-9.

Assessment of the stability of proanthocyanidins and other phenolic compounds in cranberry syrup after gamma-irradiation treatment and during storage.[Pubmed: 25529697 ]

Shelf life of commercial cranberry syrup irradiated with gamma radiation at a rate of 5 kGy and stored for 6 months at 25 °C and 60% relative humidity (RH) and under accelerated stability conditions was investigated.
METHODS AND RESULTS:
High-performance liquid chromatography coupled to electrospray ionisation quadrupole-time-of-flight mass spectrometry (HPLC-ESI-QTOF-MS) was used to characterise cranberry syrup. Afterwards, these compounds were quantified by HPLC-ESI-QTOF-MS and 4-(Dimethylamino)cinnamaldehyde (DMAC) assay. A significant increase in the content of procyanidin B isomer 1 (from 4.4 to 7.0 μg/ml) and procyanidin A2 (from 83 to 93 μg/ml) was observed after irradiation and compared with the non-irradiated syrup. Procyanidin B isomers and prodelphinidin were stable at 25 °C during the first month of storage, whereas quercetin and some derivatives remained constant for 3 months of storage at this temperature.
CONCLUSIONS:
In short, after gamma-irradiation in dose of 5 kGy, most compounds were highly stable for a month at 25 °C.

4-(Dimethylamino)cinnamaldehyde Dilution Calculator

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4-(Dimethylamino)cinnamaldehyde Molarity Calculator

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Preparing Stock Solutions of 4-(Dimethylamino)cinnamaldehyde

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 5.7068 mL 28.5339 mL 57.0679 mL 114.1357 mL 142.6696 mL
5 mM 1.1414 mL 5.7068 mL 11.4136 mL 22.8271 mL 28.5339 mL
10 mM 0.5707 mL 2.8534 mL 5.7068 mL 11.4136 mL 14.267 mL
50 mM 0.1141 mL 0.5707 mL 1.1414 mL 2.2827 mL 2.8534 mL
100 mM 0.0571 mL 0.2853 mL 0.5707 mL 1.1414 mL 1.4267 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on 4-(Dimethylamino)cinnamaldehyde

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:22533362]

J Agric Food Chem. 2012 May 9;60(18):4578-85.

The 4-(Dimethylamino)cinnamaldehyde (DMAC) assay is currently used to quantify proanthocyanidin (PAC) content in cranberry products. However, this method suffers from issues of accuracy and precision in the analysis and comparison of PAC levels across a broad range of cranberry products. Current use of procyanidin A2 as a standard leads to an underestimation of PACs content in certain cranberry products, especially those containing higher molecular weight PACs. To begin to address the issue of accuracy, a method for the production of a cranberry PAC standard, derived from an extraction of cranberry (c-PAC) press cake, was developed and evaluated. Use of the c-PAC standard to quantify PAC content in cranberry samples resulted in values that were 2.2 times higher than those determined by procyanidin A2. Increased accuracy is critical for estimating PAC content in relationship to research on authenticity, efficacy, and bioactivity, especially in designing clinical trials for determination of putative health benefits.

Assessment of the stability of proanthocyanidins and other phenolic compounds in cranberry syrup after gamma-irradiation treatment and during storage.[Pubmed:25529697]

Food Chem. 2015 May 1;174:392-9.

Shelf life of commercial cranberry syrup irradiated with gamma radiation at a rate of 5 kGy and stored for 6 months at 25 degrees C and 60% relative humidity (RH) and under accelerated stability conditions was investigated. High-performance liquid chromatography coupled to electrospray ionisation quadrupole-time-of-flight mass spectrometry (HPLC-ESI-QTOF-MS) was used to characterise cranberry syrup. Afterwards, these compounds were quantified by HPLC-ESI-QTOF-MS and 4-dimethylaminocinnamaldehyde (DMAC) assay. A significant increase in the content of procyanidin B isomer 1 (from 4.4 to 7.0 mug/ml) and procyanidin A2 (from 83 to 93 mug/ml) was observed after irradiation and compared with the non-irradiated syrup. Procyanidin B isomers and prodelphinidin were stable at 25 degrees C during the first month of storage, whereas quercetin and some derivatives remained constant for 3 months of storage at this temperature. In short, after gamma-irradiation in dose of 5 kGy, most compounds were highly stable for a month at 25 degrees C.

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