147992-87-8

Basic information

• Product Name: 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide
• Synonyms: 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide;3-amino-4-dimethylamino-2-thieno[5,4-b]pyridinecarboxamide;3-amino-4-dimethylamino-thieno[5,4-b]pyridine-2-carboxamide;3-amino-4-dimethylaminothieno[5,4-b]pyridine-2-carboxamide
• CAS NO: 147992-87-8
• Molecular Formula: C10H12N4OS
• Molecular Weight: 236.3
• Mol File: 147992-87-8.mol

Chemical Properties

• Boiling Point: 472.2±40.0 °C(Predicted)
• Appearance: /
• Density: 1.430±0.06 g/cm3(Predicted)
• PKA: 16.27±0.30(Predicted)
• CAS DataBase Reference: 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide(147992-87-8)
• EPA Substance Registry System: 3-amino-4-(dimethylamino)thieno[2,3-b]pyridine-2-carboxamide(147992-87-8)

Safety Data

• Hazardous Substances Data: 147992-87-8(Hazardous Substances Data)

Upstream product

• 92119-57-8 α-cyano-β-dimethylaminocrotonamide 
• 147992-79-8 4-(dimethylamino)-2-thioxo-1,2-dihydropyridine-3-carbonitrile 
• 79-07-2 Chloroacetamide 
• 147992-80-1 2-chloro-4-(dimethylamino)nicotinonitrile 
• 91945-90-3 2-[1,3-bis(dimethylaminoallylidene)]malononitrile 
• 14164-26-2 α-Cyano-β-dimethylaminocrotononitrile 
• 147992-93-6 2-(3-cyano-4-dimethylaminopyridin-2-ylsulfanyl)acetamide 

Relevant articles and documents

Synthesis method of thienopyridine medical intermediate

The invention discloses a synthesis method of a thienopyridine medical intermediate. The method takes malononitrile as the raw material to prepare the product by six-step reaction. The thienopyridine medical intermediate involved in the invention is 3-amino-4-(dimethylamino)thieno[2, 3-b]pyridine carboxamide. The invention adopts two brand new synthetic methods for preparation of 3-amino-4-(dimethylamino)thieno[2, 3-b]pyridine carboxamide from 2-chloro-4-(dimethylamino)nicotinonitrile, the method is simple and easy to operate, and the atom economy is high.

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.

THIENOPYRIDINE DERIVATIVES

The present invention provides a compound promoting osteogenesis. The present invention provides a compound having the following general formula (I) wherein R 1 is H or alkyl, R 2 is R a S-, R a O-, R a NH-, R a (R b )N- or cyclic amino, and R a and R b are alkyl which may be substituted, cycloalkyl which may be substituted, or the like, or a pharmacologically acceptable salt thereof.

Structure-activity relationship of triazafluorenone derivatives as potent and selective mGluR1 antagonists

SAR (structure-activity relationship) studies of triazafluorenone derivatives as potent mGluR1 antagonists are described. The triazafluorenone derivatives are non-amino acid derivatives and noncompetitive mGluR1 antagonists that bind at a putative alloste