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(Z)-3-amino-3-(4-chlorophenyl)acrylonitrile, with the molecular formula C10H8ClN3, is a chemical compound that belongs to the class of nitriles. It features an amino group and a phenyl group, which contribute to its unique chemical properties and potential applications. This versatile compound has garnered interest in the fields of organic synthesis and pharmaceutical research due to its ability to serve as a building block for the creation of biologically active compounds and as a precursor for the synthesis of functionalized organic molecules.

17197-20-5

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17197-20-5 Usage

Uses

Used in Organic Synthesis:
(Z)-3-amino-3-(4-chlorophenyl)acrylonitrile is used as a key intermediate in the synthesis of various organic compounds. Its unique structure allows for further chemical reactions and modifications, making it a valuable component in the development of new molecules with specific properties and applications.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (Z)-3-amino-3-(4-chlorophenyl)acrylonitrile is used as a starting material for the development of new drugs. Its potential pharmacological activities have been investigated, and it has shown promise in the creation of biologically active compounds that could be used for therapeutic purposes.
Used in the Preparation of Functionalized Organic Molecules:
(Z)-3-amino-3-(4-chlorophenyl)acrylonitrile is also utilized as a precursor for the preparation of functionalized organic molecules. These molecules can have a wide range of applications, from being used as components in materials science to serving as active ingredients in the pharmaceutical and agrochemical industries.
Overall, (Z)-3-amino-3-(4-chlorophenyl)acrylonitrile is a chemical compound with significant potential in various scientific and industrial applications, particularly in the fields of organic synthesis and pharmaceutical research. Its unique structure and properties make it a valuable asset in the development of new and innovative products.

Check Digit Verification of cas no

The CAS Registry Mumber 17197-20-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,1,9 and 7 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 17197-20:
(7*1)+(6*7)+(5*1)+(4*9)+(3*7)+(2*2)+(1*0)=115
115 % 10 = 5
So 17197-20-5 is a valid CAS Registry Number.

17197-20-5Relevant academic research and scientific papers

Silver-promoted regio- and stereoselective aminocyanation of alkynes for the synthesis of β-aminoacrylonitriles using N-isocyanoiminotriphenylphosphorane

Chen, Lingnan,Cao, Shanshan,Zhang, Jingping,Wang, Zikun

supporting information, p. 1678 - 1681 (2019/05/29)

The silver-promoted intermolecular aminocyanation of alkynes for the synthesis of (Z)-β-aminoacrylonitriles is reported, using N-isocyanoiminotriphenylphosphorane (NIITP) as both the nitrile and amine source. The transformation proceeds in moderate to good yields, and in a regio- and stereoselective manner, using a wide range of acetylenes.

Acid-promoted rapid solvent-free access to substituted 1,4-dihydropyridines from β-ketothioamides

Li, Ming,Sun, Ke-Na,Wen, Li-Rong

, p. 21535 - 21539 (2016/03/08)

β-Ketothioamides (KTAs) have been used as building blocks with aldehydes and β-enaminonitriles for synthesis of 1,4-dihydropyridines in the presence of AcOH under solvent-free conditions within 5 min. This new strategy exhibits remarkable features such as high chemoselectivity, mild reaction conditions, easily available substrates, and good yields.

Enantioselective biocatalytic hydrolysis of β-aminonitriles to β-amino-amides using Rhodococcus rhodochrous ATCC BAA-870

Chhiba, Varsha,Bode, Moira L.,Mathiba, Kgama,Kwezi, Wendy,Brady, Dean

experimental part, p. 68 - 74 (2012/04/10)

A range of β-aminonitriles (3-amino-3-phenylpropanenitrile and derivatives) were synthesised by reaction of various benzonitriles with acetonitrile and subsequent reduction of the resulting acrylonitrile products. These compounds were hydrolysed to the co

Rhodium-catalyzed asymmetric hydrogenation of β-acetylamino acrylonitriles

Ma, Miaofeng,Hou, Guohua,Wang, Junru,Zhang, Xumu

experimental part, p. 506 - 511 (2011/06/17)

The rhodium-catalyzed asymmetric hydrogenation of β-acetylamino acrylonitriles was investigated by using monophosphine and bisphosphine ligands. It was found that an Rh-QuinoxP complex exhibited high enantioselectivities for β-aryl substituted β-acetylamino acrylonitriles and the Rh-JosiPhos CyPF-t-Bu complex was proven to be effective for the hydrogenation of tetrasubstituted olefins from cyclic β-acetylamino acrylonitriles.

FUROPYRIDINYL-SUBSTITUTED 1,4-DIHYDROPYRIDINE DERIVATIVES AND METHODS OF USE THEREOF

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Page/Page column 44-45, (2011/06/19)

This invention relates to novel 4-(furo[3,2-c]pyridin-2-yl)-l,4-dihydropyridine derivatives having protein tyrosine kinase inhibitory activity, to a process for the manufacture thereof and to the use thereof for the treatment of c-Met-mediated diseases or c-Met-mediated conditions, particularly cancer and other proliferative disorders

Highly efficient RhI-catalyzed asymmetric hydrogenation of β-amino acrylonitriles

Ma, Miaofeng,Hou, Guohua,Sun, Tian,Zhang, Xiaowei,Li, Wei,Wang, Junru,Zhang, Xumu

supporting information; experimental part, p. 5301 - 5304 (2010/09/08)

(Figure Presented) It takes two to TangPhos: β-Amino acrylonitriles can be readily prepared from acetonitriles. Both of the E/Z isomers undergo hydrogenation with excellent enantioselectivity by using the Rh-TangPhos (TangPhos = l, 1'-ditert-butyl-(2, 2')-diphospholane) catalyst system. The products, chiral β-amino nitriles, are valuable chiral building blocks for many drugs.

A new expedient route to 2,6-diaryl-3-cyano-4- (trifluoromethyl)pyridines

Yamaguchi,Katsuyama,Funabiki,Matsui,Shibata

, p. 805 - 810 (2007/10/03)

1-Aryl-4,4,4-trifluoro-1,3-butanediones 1 react with β-amino-β- arylacrylonitrile 2, readily available from acetonitrile with aryl nitriles in the presence of potassium t-butoxide, to afford the corresponding 2,6- diaryl-3-cyano-4-(trifluoromethyl)pyridin

Cis-2-benzoyl-3-hydroxy-2-alkenonitriles as anti-inflammatory agents

-

, (2008/06/13)

This disclosure describes new compounds and compositions of matter useful as anti-inflammatory agents and as inhibitors of the progressive joint deterioration characteristic of arthritic disease and the methods of meliorating inflammation and of inhibiting joint deterioration in mammals therewith, the novel active ingredients of said compositions of matter being certain substituted cis-2-benozyl-3-hydroxy-2-alkenonitriles and/or the pharmacologically acceptable cationic salts thereof.

Potential antiarthritic agents. II. Benzoylacetonitriles and β-aminocinnamonitriles

Ridge,Hanifin,Harten,Johnson,Menschik,Nicolau,Sloboda,Watts

, p. 1385 - 1389 (2007/10/09)

Benzoylacetonitrile and β-aminocinnamonitrile are shown to possess potent intiinflammatory activity in the rat adjuvant arthritis model. In a series of phenyl-substituted analogues, only o-, m-, and p-fluorobenzoylacetonitrile and m- and p-fluoro-β-aminocinnamonitrile retained activity. Additionally, β-amino-2- and β-amino-3-thiopheneacrylonitrile and β-oxo-2- and β-oxo-3-thiophenepropionitrile exhibited similar activity. These agents are not believed to be acting via prostaglandin synthetase inhibition. The metabolic profile of benzoylacetonitrile is also described.

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