92119-57-8

Basic information

• Product Name: α-cyano-β-dimethylaminocrotonamide
• Synonyms: α-cyano-β-dimethylaminocrotonamide
• CAS NO: 92119-57-8
• Molecular Weight: 169.25
• Mol File: 92119-57-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: α-cyano-β-dimethylaminocrotonamide(CAS DataBase Reference)
• NIST Chemistry Reference: α-cyano-β-dimethylaminocrotonamide(92119-57-8)
• EPA Substance Registry System: α-cyano-β-dimethylaminocrotonamide(92119-57-8)

Safety Data

• Hazardous Substances Data: 92119-57-8(Hazardous Substances Data)

Upstream product

• 18871-66-4 N,N-dimethylacetamide dimethyl acetal 
• 7357-70-2 Cyanothioacetamide 
• 19429-85-7 N,N-dimethylacetamide diethyl acetal 

Downstream Products

• 147992-87-8 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide 
• 147992-90-3 4-anilino-3-cyano-2-ethoxycarbonylmethylthiopyridine 
• 147992-84-5 (3-Amino-4-phenylamino-thieno[2,3-b]pyridin-2-yl)-phenyl-methanone 
• 147992-81-2 3-Amino-4-phenylamino-thieno[2,3-b]pyridine-2-carboxylic acid ethyl ester 
• 147992-83-4 3-amino-4-phenylaminothieno[2,3-b]pyridine-2-carboxylic acid amide 
• 147992-82-3 3-Amino-4-phenylamino-thieno[2,3-b]pyridine-2-carbonitrile 
• 147992-91-4 4-anilino-2-cyanomethylthio-3-cyanopyridine 
• 147992-77-6 3-cyano-4-phenylmino-1,2-dihydropyridine-2-thione 
• 836607-13-7 3-cyano-2-ethylthio-4-formylanilinopyridine 
• 836607-08-0 α-cyano-β-phenylminocrotonamide 

Relevant articles and documents

Discovery and structure-activity relationship of thienopyridine derivatives as bone anabolic agents

A cell-based assay was performed for the discovery of novel bone anabolic agents. Alkaline phosphatase (ALPase) activity of ST2 cells was utilized as an indicator of osteoblastic differentiation, and thienopyridine derivative 1 was identified as a hit compound. 3-Aminothieno[2,3-b]pyridine-2-carboxamide was confirmed to be a necessary core structure for the enhancement of ALPase activity, and then optimization of the C4-substituent on the thienopyridine ring was carried out. Introduction of cyclic amino groups to the C4-position of the thienopyridine ring improved the activity. Especially, N-phenyl-homopiperazine derivatives were found to be strong enhancers of ALPase among this new series. Furthermore, 3-amino-4-(4-phenyl-1,4-diazepan-1-yl)thieno[2,3-b]pyridine-2- carboxamide (15k) was orally administered to ovariectomized (OVX) rats over 6 weeks for evaluating the effects on areal bone mineral density (aBMD), and statistically significant improvements in aBMD were observed from the dosage of 10 mg/kg/day.

Synthesis and hydrolytic cleavage of 1-aryl-5-cyano-6-(2- dimethylaminovinyl)-4-oxo(thioxo)-1,4-dihydropyrimidines

1-Aryl-5-cyano-6-(2-dimethylaminovinyl)-4-oxo-1,4-dihydropyrimidines and their 4-thioxo analogs, which were prepared in three steps from cyanoacetamide and cyanothioacetamide, respectively, were subjected to hydrolysis. In aqueous AcOH, hydrolysis of N-(dimethylaminomethylene)-2-cyano-5-dimethylamino-2,4- pentadieneamide derivatives containing amino groups at position 3 afforded formylpyridones. The reaction of 2-cyano-3-dimethylaminothiocrotonamide with DMF dimethyl acetal gave rise to 3-cyano-4-dimethylamino-2-methylthiopyridine.