494833-79-3

Basic information

• Product Name: 2-Thiophenecarboxamide, 3-amino-5-bromo-
• CAS NO: 494833-79-3
• Molecular Formula: C5H5BrN2OS
• Molecular Weight: 221.077
• Mol File: 494833-79-3.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-Thiophenecarboxamide, 3-amino-5-bromo-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Thiophenecarboxamide, 3-amino-5-bromo-(494833-79-3)
• EPA Substance Registry System: 2-Thiophenecarboxamide, 3-amino-5-bromo-(494833-79-3)

Safety Data

• Hazardous Substances Data: 494833-79-3(Hazardous Substances Data)

Upstream product

• 494833-78-2 tert-butyl (5-bromo-2-carbamoylthiophen-3-yl)carbamate 
• 1244027-57-3 3-amino-5-bromothiophene-2-carboxylic acid 
• 107818-55-3 3-amino-5-bromo-thiophene-2-carboxylic acid methyl ester 
• 22288-78-4 Methyl 3-aminothiophene-2-carboxylate 
• 852330-31-5 5-bromo-3-(2,2,2-trifluoracetamido)thiophene-2-carboxylic acid methyl ester 
• 79128-68-0 methyl 3-(2,2,2-trifluoroacetamido)thiophene-2-carboxylate 
• 946604-99-5 methyl 5-bromo-3-((tert-butoxycarbonyl)amino)thiophene-2-carboxylate 
• 494833-77-1 5-bromo-3-((tert-butoxycarbonyl)amino)thiophene-2-carboxylic acid 

Downstream Products

• 1330783-38-4 5-bromo-3-{[phenyl(pyrrolidin-1-yl)acetyl]amino}thiophene-2-carboxamide 
• 1330781-99-1 6-(5-methyl-1H-pyrazol-4-yl)-2-(2-phenyl-1-pyrrolidin-1-ylethyl)thieno[3,2-d]pyrimidin-4(3H)-one 
• 1330784-34-3 (9H-fluoren-9-yl)methyl (1-((5-bromo-2-carbamoylthiophen-3-yl)amino)-2-methyl-1-oxopropan-2-yl)carbamate 
• 1330783-39-5 6-bromo-2-[phenyl(pyrrolidin-1-yl)methyl]thieno[3,2-d]pyrimidin-4(3H)-one 
• 1330781-90-2 6-(5-methyl-1H-pyrazol-4-yl)-2-{1-[4-(methylsulfonyl)phenyl]pyrrolidin-2-yl}thieno[3,2-d]pyrimidin-4(3H)-one 
• 1330783-56-6 6-bromo-2-{1-[4-(methylsulfonyl)phenyl]pyrrolidin-2-yl}thieno[3,2-d]pyrimidin-4(3H)-one 
• 1330783-91-9 benzyl 1-{6-[1-(tert-butoxycarbonyl)-3-methyl-1H-pyrazol-4-yl]-4-oxo-3,4-dihydrothieno[3,2-d]pyrimidin-2-yl}-7-azabicyclo[2.2.1]heptane-7-carboxylate 
• 1330783-90-8 benzyl 1-(6-bromo-4-oxo-3,4-dihydrothieno[3,2-d]pyrimidin-2-yl)-7-azabicyclo[2.2.1]heptane-7-carboxylate 
• 1330783-58-8 N-(5-bromo-2-carbamoylthiophen-3-yl)-1-[4-(methylsulfonyl)phenyl]prolinamide 
• 1330782-91-6 6-bromo-2-phenylthieno[3,2-d]pyrimidin-4(3H)-one 
• 1330781-03-7 2-(2-chlorophenyl)-6-(5-methyl-1H-pyrazol-4-yl)thieno[3,2-d]pyrimidin-4(3H)-one 

Relevant articles and documents

SUBSTITUTED [5,6]CYCLIC-4(3H)-PYRIMIDINONES AS ANTICANCER AGENTS

The present invention relates to novel substituted [5,6]cyclic-4(3H)-pyrimidinone compounds of formula (I) and their preparation methods. (I) In particular, the present invention relates to novel substituted [5,6]cyclic-4(3H)- pyrimidinone compounds useful as inhibitors of protein kinases, specifically CDC7 (cell division cycle 7) inhibitors.

Identification of a new class of potent Cdc7 inhibitors designed by putative pharmacophore model: Synthesis and biological evaluation of 2,3-dihydrothieno[3,2-d]pyrimidin-4(1H)-ones

Cell division cycle 7 (Cdc7) is a serine/threonine kinase that plays important roles in the regulation of DNA replication process. A genetic study indicates that Cdc7 inhibition can induce selective tumor-cell death in a p53-dependent manner, suggesting that Cdc7 is an attractive target for the treatment of cancers. In order to identify a new class of potent Cdc7 inhibitors, we generated a putative pharmacophore model based on in silico docking analysis of a known inhibitor with Cdc7 homology model. The pharmacophore model provided a minimum structural motif of Cdc7 inhibitor, by which preliminary medicinal chemistry efforts identified a dihydrothieno[3,2-d]-pyrimidin-4(1H)-one scaffold having a heteroaromatic hinge-binding moiety. The structure-activity relationship (SAR) studies resulted in the discovery of new, potent, and selective Cdc7 inhibitors 14a, c, e. Furthermore, the high selectivity of 14c, e for Cdc7 over Rho-associated protein kinase 1 (ROCK1) is discussed by utilizing a docking study with Cdc7 and ROCK2 crystal structures.

THIENOPYRIMIDINE AS CDC7 KINASE INHIBITORS

The present invention relates to a compound represented by the formula (I): wherein each symbol is as defined in the specification, or a salt thereof, or a prodrug thereof, which is useful for the prophylaxis or treatment of cancer