18226-50-1

Usage

Uses

Used in Pharmaceutical Industry:
3-(DIMETHYLAMINO)-2-PHENYLACRYLONITRILE is used as a key intermediate for the synthesis of various pharmaceutical compounds. Its reactivity and structural features allow for the development of new drugs with improved therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical sector, 3-(DIMETHYLAMINO)-2-PHENYLACRYLONITRILE is utilized as a precursor in the production of agrochemicals. Its chemical versatility aids in the creation of effective pesticides and other agricultural chemicals.
Used in Dyes and Pigments Production:
3-(DIMETHYLAMINO)-2-PHENYLACRYLONITRILE is employed as a starting material in the synthesis of dyes and pigments. Its unique chemical structure contributes to the development of novel colorants with specific properties for various applications.
Used in Organic Synthesis:
As a versatile intermediate, 3-(DIMETHYLAMINO)-2-PHENYLACRYLONITRILE is used in organic synthesis for the creation of complex organic molecules. Its ability to undergo multiple types of chemical reactions makes it a valuable tool in the synthesis of a wide range of organic compounds.

InChI:InChI=1/C11H12N2/c1-13(2)9-11(8-12)10-6-4-3-5-7-10/h3-7,9H,1-2H3/b11-9-

Upstream product

• 5841-70-3 phenyl(formyl)acetonitrile 
• 68-12-2 N,N-dimethyl-formamide 
• 2214-82-6 Bis(dimethylamino)acetonitrile 
• 140-29-4 phenylacetonitrile 
• 1188-33-6 N,N-dimethylformamide diethyl diacetal 
• 5815-08-7 tert-Butoxybis(dimethylamino)methane 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 

Downstream Products

• 1359943-36-4 6-phenylpyrazolo[1,5-a]pyrimidin-7-amine 
• 320416-33-9 6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine 
• 57999-06-1 4-phenyl-1H-pyrazol-5-amine 

Relevant academic research and scientific papers

Identification and preliminary characterization of a potent, safe, and orally efficacious inhibitor of acyl-CoA:Diacylglycerol acyltransferase 1

A high-throughput screen against human DGAT-1 led to the identification of a core structure that was subsequently optimized to afford the potent, selective, and orally bioavailable compound 14. Oral administration at doses ≥0.03 mg/kg significantly reduced postprandial triglycerides in mice following an oral lipid challenge. Further assessment in both acute and chronic safety pharmacology and toxicology studies demonstrated a clean profile up to high plasma levels, thus culminating in the nomination of 14 as clinical candidate ABT-046.

Structure-activity relationship study of bone morphogenetic protein (BMP) signaling inhibitors

A structure-activity relationship study of dorsomorphin, a previously identified inhibitor of SMAD 1/5/8 phosphorylation by bone morphogenetic protein (BMP) type 1 receptors ALK2, 3, and 6, revealed that increased inhibitory activity could be accomplished by replacing the pendent 4-pyridine ring with 4-quinoline. The activity contributions of various nitrogen atoms in the core pyrazolo[1,5-a]pyrimidine ring were also examined by preparing and evaluating pyrrolo[1,2-a]pyrimidine and pyrazolo[1,5-a]pyridine derivatives. In addition, increased mouse liver microsome stability was achieved by replacing the ether substituent on the pendent phenyl ring with piperazine. Finally, an optimized compound 13 (LDN-193189 or DM-3189) demonstrated moderate pharmacokinetic characteristics (e.g., plasma t1/2 = 1.6 h) following intraperitoneal administration in mice. These studies provide useful molecular probes for examining the in vivo pharmacology of BMP signaling inhibition.

TRANSAMINATION OF TERTIARY ENAMINES, SYNTHESIS OF β-SUBSTITUTED N-BENZYLENAMINES

The rate constants for the transamination of tertiary enamines by means of benzylamine were measured by polarography.The PMR spectra of the obtained compounds indicate the presence of strong intramolecular hydrogen bonds, due to the presence of the NH gro

Orthoamides, XXXIII.-Contributions to the Chemistry of Bis(dialkylamino)acetonitriles

Bis(dialkylamino)acetonitriles 2a-d react with acetyl chloride and antimony pentachloride to give N,N,N',N'-tetraalkylformamidinium hexachloroantimonates 5a-d.Reaction of p-nitrophenol with 2a,b affords N,N,N',N'-tetraalkylformamidinium salts 8a,b, while reaction of aromatic aldehydes 11 with compounds 2 gives aryl(dialkylamino)acetonitriles 12.Phenyl isothiocyanate reacts with the nitriles 2a-c to give 1:1 adducts for which the structure of N,N,N',N'-tetraalkylformamidinium cyano-N-(phenyl)thioformamidates 19 is proposed.N,N,N',N'-Tetraalkylformamidinium p-toluenesulfonates 30a,b have been prepared from nitriles 2a,b and methyl p-toluoenesulfonate (28).Alkylation of 2c with 28 at higher temperatures affords 1,1-dimethylpiperidinium p-toluoenesulfonate (34) and a small amount (1-piperidinyl)malonodinitrile (33).The nitrile 2a reacts with CH acidic compounds such as ethyl cyanoacetate, malonodinitrile and benzyl cyanide to form the enamines 38.

Herbicidal use of β-aminoatroponitriles

A class of β-aminoatroponitriles are useful herbicides. The compounds have a meta-substituent, or no substituent, on the phenyl ring, and the amino group may be substituted with lower alkyl groups.

β Aminocinnamonitriles as potential antiinflammatory agents

A number of β aminocinnamonitriles have been prepared by the reaction of salts of acetonitrile and proprionitrile with benzonitrile. These materials were evaluated in the carrageenan antiinflammatory screen in Royal Hart, Wistar strain rats. Despite food weight gains with the parent molecule, β aminocinnamonitrile, only marginal activity was found in related compounds and some possible 'metabolites'.