Cinnamamide

CAS# 22031-64-7

Cinnamamide

Catalog No. BCN4942----Order now to get a substantial discount!

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Quality Control of Cinnamamide

Number of papers citing our products

Chemical structure

Cinnamamide

3D structure

Chemical Properties of Cinnamamide

Cas No. 22031-64-7 SDF Download SDF
PubChem ID 5273472 Appearance Powder
Formula C9H9NO M.Wt 147.2
Type of Compound Phenylpropanoids Storage Desiccate at -20°C
Synonyms 621-79-4
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (E)-3-phenylprop-2-enamide
SMILES C1=CC=C(C=C1)C=CC(=O)N
Standard InChIKey APEJMQOBVMLION-VOTSOKGWSA-N
Standard InChI InChI=1S/C9H9NO/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H2,10,11)/b7-6+
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 Cinnamamide

The barks of Cinnamomum cassia Presl.

Biological Activity of Cinnamamide

Description1. Cinnamamide, a non-lethal repellent, deters feeding by a wide range of avian species;cinnamamide has the potential for use against the commensal rodent Mus musculus in situations where use of lethal control methods could be hazardous (e.g. food stores). 2. Cinnamamide is an antitumor agent with low cytotoxicity acting on matrix metalloproteinase, and may serve as a lead compound in the development of antitumor drugs. 3. Cinnamamide and betaine cinnamamide have growth-regulating activity on wheat.
TargetsMMP(e.g.TIMP)

Cinnamamide Dilution Calculator

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Cinnamamide Molarity Calculator

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Preparing Stock Solutions of Cinnamamide

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 6.7935 mL 33.9674 mL 67.9348 mL 135.8696 mL 169.837 mL
5 mM 1.3587 mL 6.7935 mL 13.587 mL 27.1739 mL 33.9674 mL
10 mM 0.6793 mL 3.3967 mL 6.7935 mL 13.587 mL 16.9837 mL
50 mM 0.1359 mL 0.6793 mL 1.3587 mL 2.7174 mL 3.3967 mL
100 mM 0.0679 mL 0.3397 mL 0.6793 mL 1.3587 mL 1.6984 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 Cinnamamide

Cinnamamide, an antitumor agent with low cytotoxicity acting on matrix metalloproteinase.[Pubmed:10757563]

Anticancer Drugs. 2000 Jan;11(1):49-54.

The antitumor activity of Cinnamamide (CNM), an agent acting on matrix metalloproteinase (MMP), was investigated in the present study. CNM displayed low cytotoxicity. By the MTT assay the IC50 (50% inhibitory concentration) values of CNM on cell proliferation ranged from 1.29 to 1.94 mM in human oral epidermoid carcinoma KB cells, human hepatoma BEL-7402 cells and human fibrosarcoma HT-1080 cells. Moreover, the IC50 for human fetal lung 2BS cells reached 4.33 mM. The administration of CNM in the range of 50-150 mg/kg (i.p. or p.o.) showed moderate antitumor effects in mice. When administered i.p. or p.o., CNM (150 mg/kg) inhibited the growth of transplanted hepatoma 22 by 48.8 or 40.5%, respectively. At the dose of 100 mg/kg, CNM inhibited the growth of colon 26 carcinoma by 39.0% and that of Lewis lung carcinoma by 53.9%. In the Lewis lung carcinoma model, CNM at the dose of 100 mg/kg (i.p.) also reduced the lung metastasis by 59.1%. Gelatine zymography revealed that CNM was able to decrease the level of MMP-2 in conditioned medium of HT-1080 tumor cells in a concentration-dependent manner. These results indicate that CNM is an antitumor agent with low cytotoxicity acting on MMP and may serve as a lead compound in the development of antitumor drugs.

Cinnamamide Derivatives for Central and Peripheral Nervous System Disorders--A Review of Structure-Activity Relationships.[Pubmed:26083325]

ChemMedChem. 2015 Aug;10(8):1302-25.

The Cinnamamide scaffold has been incorporated in to the structure of numerous organic compounds with therapeutic potential. The scaffold enables multiple interactions, such as hydrophobic, dipolar, and hydrogen bonding, with important molecular targets. Additionally, the scaffold has multiple substitution options providing the opportunity to optimize and modify the pharmacological activity of the derivatives. In particular, Cinnamamide derivatives have exhibited therapeutic potential in animal models of both central and peripheral nervous system disorders. Some have undergone clinical trials and were introduced on to the pharmaceutical market. The diverse activities observed in the nervous system included anticonvulsant, antidepressant, neuroprotective, analgesic, anti-inflammatory, muscle relaxant, and sedative properties. Over the last decade, research has focused on the molecular mechanisms of action of these derivatives, and the data reported in the literature include targeting the gamma-aminobutyric acid type A (GABAA ) receptors, N-methyl-D-aspartate (NMDA) receptors, transient receptor potential (TRP) cation channels, voltage-gated potassium channels, histone deacetylases (HDACs), prostanoid receptors, opioid receptors, and histamine H3 receptors. Here, the literature data from reports evaluating cinnamic acid amide derivatives for activity in target-based or phenotypic assays, both in vivo and in vitro, relevant to disorders of the central and peripheral nervous systems are analyzed and structure-activity relationships discussed.

Description

(E)-Cinnamamide, the less active isomer of Cinnamamide. Cinnamamide, a derivative of the plant secondary compound Cinnamic acid. Cinnamamide is effectiveness as a non-lethal chemical repellent suitable for reducing avian pest damage.

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