Cinnamamide

Cinnamamide Basic information
Product Name:Cinnamamide
Synonyms:TIMTEC-BB SBB004096;TRANS-CINNAMAMIDE;TRANS-3-PHENYLACRYLAMIDE;CINNAMAMIDE;3-PHENYLACRYLAMIDE;(2E)-3-Phenyl-2-propenamide;2-Benzylideneacetamide;2-Propenamide, 3-phenyl-
CAS:621-79-4
MF:C9H9NO
MW:147.17
EINECS:210-707-8
Product Categories:Pharmaceutical Intermediates;Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts;Amides;Carbonyl Compounds;Organic Building Blocks
Mol File:621-79-4.mol
Cinnamamide Structure
Cinnamamide Chemical Properties
Melting point 148-150 °C(lit.)
Boiling point 267.28°C (rough estimate)
density 1.1135 (rough estimate)
refractive index 1.5450 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka15?+-.0.50(Predicted)
form Crystalline Powder
color Off-white to beige
BRN 2040577
InChIKeyAPEJMQOBVMLION-VOTSOKGWSA-N
CAS DataBase Reference621-79-4(CAS DataBase Reference)
NIST Chemistry ReferenceBenzylidene acetamide(621-79-4)
EPA Substance Registry System2-Propenamide, 3-phenyl- (621-79-4)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 36
WGK Germany 3
RTECS GD6853000
TSCA Yes
HazardClass IRRITANT
HS Code 29242990
MSDS Information
ProviderLanguage
Cinnamamide English
ACROS English
SigmaAldrich English
ALFA English
Cinnamamide Usage And Synthesis
Chemical PropertiesOFF-WHITE TO BEIGE CRYSTALLINE POWDER
UsesCinnamamide, a non-lethal repellent, deters feeding by a wide range of avian species.
DefinitionChEBI: The simplest member of the class of cinnamamides that consists of acrylamide bearing a phenyl substituent at the 3-position.
Biological ActivityCinnamamide is an amide form of of trans-cinnamic acid and a metabolite of Streptomyces. 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). 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.
Cinnamamide Preparation Products And Raw materials
Raw materialsThionyl chloride-->Cinnamoyl chloride
Preparation ProductsCINNAMONITRILE
Cassia Aurantium P.E Catechins 8% HPLC Nicotinamide Cinnamamide N-(4-bromophenyl)cinnamamide N,N-Dimethylformamide N,N-bis(2-hydroxyethyl)cinnamamide (N-(2,6-DICHLOROPHENYL))CINNAMAMIDE Acrylamide DI-METHOXYCINNAMIDOPROPYL ETHYLDIMONIUM CHLORIDE ETHER METHOXYCINNAMIDOPROPYL HYDROXYSULTAINE CINNAMAMIDE, N-ALLYL-, (E)- N-(4-Methoxyphenyl)cinnamamide,N-(p-Anisyl)cinnamamide N-Methyl-4-methylsulfonyl-N-[4-[[2-(2-pyridinyl)ethyl]sulfamoyl]phenyl]-trans-cinnamamide N,N'-Methylenebisacrylamide Polyacrylamide Polyamide Boc-D-Glutamine Formamide

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