An amide of trans-cinnamic acid
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Cinnamamide

Item No. 25117

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-phenyl-2-propenamide
CAS Number
621-79-4
Synonyms
  • NSC 32953
Molecular Formula
C9H9NO
Formula Weight
Purity
≥95%
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.20 mg/mlEthanol: 5 mg/ml
λmax
211, 216, 222, 273 nm
SMILES
NC(/C=C/C1=CC=CC=C1)=O
InChi Code
InChI=1S/C9H9NO/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H2,10,11)/b7-6+
InChi Key
APEJMQOBVMLION-VOTSOKGWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Cinnamamide is an amide form of of trans-cinnamic acid and a metabolite of Streptomyces.1 Cinnamamide exhibits low cytotoxicity against BEL-7402 human hepatoma cells and HT-1080 fibrosarcoma cells and inhibits cell growth (IC50s = 1.94 and 1.29 mM, respectively).2 In vivo, cinnamamide (40 and 100 mg/kg, i.p.) reduces tumor weight in a mouse model of C26 murine colon carcinoma. Cinnamamide (75 and 150 mg/kg, i.p.) also reduces tumor weight in a mouse model of murine hepatoma 22 by 42% and 49%, respectively, without reducing body weight when delivered one or three days following tumor implantation. When presented with cinnamamide-treated food at a concentration of 0.8% w/w, house and wood mice food consumption is reduced to 32% and 17% of pretreatment levels, respectively, however, wood mouse consumption returns to pretrial levels by day two.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sekizawa, Y. Trans-cinnamic acide amide as a metabolic product of Streptomyces. J. Biochem. 45(1), 9-11 (1958).

    2. Jiang, X.-f., and Zhen, Y.-s. Cinnamamide, an antitumor agent with low cytotoxicity acting on matrix metalloproteinase. Anticancer Drugs 11(1), 49-54 (2000).

    3. Gurney, J.E., Watkins, R.W., Gill, E.L., et alNon-lethal mouse repellents: evaluation of cinnamamide as a repellent against commensal and field rodents. Appl. Annimal Behav. Sci. 49(4), 353-363 (1996).