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621-79-4

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621-79-4 Usage

Chemical Properties

OFF-WHITE TO BEIGE CRYSTALLINE POWDER

Uses

Cinnamamide, a non-lethal repellent, deters feeding by a wide range of avian species.

Definition

ChEBI: The simplest member of the class of cinnamamides that consists of acrylamide bearing a phenyl substituent at the 3-position.

Biological Activity

Cinnamamide 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.

Check Digit Verification of cas no

The CAS Registry Mumber 621-79-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 1 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 621-79:
(5*6)+(4*2)+(3*1)+(2*7)+(1*9)=64
64 % 10 = 4
So 621-79-4 is a valid CAS Registry Number.
InChI:InChI=1/C9H9NO/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H2,10,11)/b7-6-

621-79-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (A13429)  Cinnamamide, predominantly trans, 97%   

  • 621-79-4

  • 5g

  • 315.0CNY

  • Detail
  • Alfa Aesar

  • (A13429)  Cinnamamide, predominantly trans, 97%   

  • 621-79-4

  • 25g

  • 945.0CNY

  • Detail
  • Alfa Aesar

  • (A13429)  Cinnamamide, predominantly trans, 97%   

  • 621-79-4

  • 100g

  • 3210.0CNY

  • Detail

621-79-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name cinnamamide

1.2 Other means of identification

Product number -
Other names Cinnamamide

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:621-79-4 SDS

621-79-4Relevant articles and documents

Iron-catalyzed hydroaminocarbonylation of alkynes: Selective and efficient synthesis of primary α,β-unsaturated amides

Huang, Zijun,Jiang, Xiongwei,Lan, Donghui,Li, Yuehui,Pi, Shaofeng,Tan, Zhengde,Tang, Jia,Xie, Tianle,Yi, Bing,Zhang, Minmin

supporting information, (2022/02/22)

α,β-Unsaturated primary amides are important intermediates and building blocks in organic synthesis. Herein, we report a ligand-free iron-catalyzed hydroaminocarbonylation of alkynes using NH4HCO3 as the ammonia source, enabling the highly efficient and regioselective synthesis of linear α,β-unsaturated primary amides. Various aromatic and aliphatic alkynes are transformed into the desired linear α,β-unsaturated primary amides in good to excellent yields. Further studies show that using NH4HCO3 as the ammonia source is key to obtain good yields and selectivity. The utility of this route is demonstrated with the synthesis of linear α,β-unsaturated amides including vanilloid receptor-1 antagonist TRPV-1.

Organocatalytic Trans Semireduction of Primary and Secondary Propiolamides: Substrate Scope and Mechanistic Studies

Grams, R. Justin,Lawal, Monsurat M.,Szwetkowski, Connor,Foster, Daniel,Rosenblum, Carol Ann,Slebodnick, Carla,Welborn, Valerie Vaissier,Santos, Webster L.

supporting information, p. 172 - 178 (2021/10/14)

We report a chemoselective, phosphine-catalyzed semireduction of primary and secondary propiolamides. In the presence of stoichiometric pinacolborane and catalytic n-tributylphosphine, a variety of propiolamides were successfully converted to the corresponding acrylamides in excellent yield with (E)-stereoselectivity. The reaction condition is tolerant of various functional groups including alkene, alkyne, ketone, or ester. Deuterium labeling studies established that the hydride from activated pinacolborane is added to the α-carbon and the proton on the amide nitrogen is abstracted by the ?-carbon to furnish the (E)-acrylamides. DFT calculations revealed a clear energetic driving force for the (E)- over the (Z)-isomer. (Figure presented.).

Pd(II)-Catalyzed CC Bond Cleavage by a Formal Group-Exchange Reaction

Ye, Runyou,Zhu, Maoshuai,Yan, Xufei,Long, Yang,Xia, Ying,Zhou, Xiangge

, p. 8678 - 8683 (2021/07/26)

A chelation-assisted palladium-catalyzed CC bond cleavage of α, β-unsaturated ketone to form alkenyl nitrile in the presence of nitrile is disclosed on the basis of a formal group-exchange reaction formulated as C1C2 + C3 → C1C3 + C2, differing from normal alkene oxidative cleavage and metathesis type. The isolated key active Pd(II) complex as well as deuterium-labeled experiment revealed the necessity of the chelation group, and a plausible catalytic pathway was proposed.

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