1330783-90-8

Basic information

• Product Name: benzyl 1-(6-bromo-4-oxo-3,4-dihydrothieno[3,2-d]pyrimidin-2-yl)-7-azabicyclo[2.2.1]heptane-7-carboxylate
• Synonyms: benzyl 1-(6-bromo-4-oxo-3,4-dihydrothieno[3,2-d]pyrimidin-2-yl)-7-azabicyclo[2.2.1]heptane-7-carboxylate
• CAS NO: 1330783-90-8
• Molecular Weight: 460.351
• Mol File: 1330783-90-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: benzyl 1-(6-bromo-4-oxo-3,4-dihydrothieno[3,2-d]pyrimidin-2-yl)-7-azabicyclo[2.2.1]heptane-7-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: benzyl 1-(6-bromo-4-oxo-3,4-dihydrothieno[3,2-d]pyrimidin-2-yl)-7-azabicyclo[2.2.1]heptane-7-carboxylate(1330783-90-8)
• EPA Substance Registry System: benzyl 1-(6-bromo-4-oxo-3,4-dihydrothieno[3,2-d]pyrimidin-2-yl)-7-azabicyclo[2.2.1]heptane-7-carboxylate(1330783-90-8)

Safety Data

• Hazardous Substances Data: 1330783-90-8(Hazardous Substances Data)

Upstream product

• 501-53-1 benzyl chloroformate 
• 182137-60-6 7-[(benzyloxy)carbonyl]-7-azabicyclo[2.2.1]heptane-1-carboxylic acid 
• 331258-42-5 methyl N-benzoyl-7-azabicyclo[2.2.1]heptane-1-carboxylate 
• 1330783-88-4 N-(3-oxo-2-oxabicyclo[2.2.2]oct-4-yl)benzamide 
• 331258-40-3 methyl 1-benzimido-4-oxocyclohexane-1-carboxylate 
• 79128-68-0 methyl 3-(2,2,2-trifluoroacetamido)thiophene-2-carboxylate 
• 852330-31-5 5-bromo-3-(2,2,2-trifluoracetamido)thiophene-2-carboxylic acid methyl ester 
• 494833-79-3 3-amino-5-bromothiophene-2-carboxyamide 
• 182137-63-9 benzyl 1-(chlorocarbonyl)-7-azabicyclo[2.2.1]heptane-7-carboxylate 
• 22288-78-4 Methyl 3-aminothiophene-2-carboxylate 
• 107818-55-3 3-amino-5-bromo-thiophene-2-carboxylic acid methyl ester 

Downstream Products

• 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 

Relevant articles and documents

Discovery of a Novel, Highly Potent, and Selective Thieno[3,2- d]pyrimidinone-Based Cdc7 Inhibitor with a Quinuclidine Moiety (TAK-931) as an Orally Active Investigational Antitumor Agent

In our pursuit of developing a novel, potent, and selective cell division cycle 7 (Cdc7) inhibitor, we optimized the previously reported thieno[3,2-d]pyrimidinone analogue I showing time-dependent Cdc7 kinase inhibition and slow dissociation kinetics. These medicinal chemistry efforts led to the identification of compound 3d, which exhibited potent cellular activity, excellent kinase selectivity, and antitumor efficacy in a COLO205 xenograft mouse model. However, the issue of formaldehyde adduct formation emerged during a detailed study of 3d, which was deemed an obstacle to further development. A structure-based approach to circumvent the adduct formation culminated in the discovery of compound 11b (TAK-931) possessing a quinuclidine moiety as a preclinical candidate. In this paper, the design, synthesis, and biological evaluation of this series of compounds will be presented.