90029-72-4

Basic information

• Product Name: 6-aminopyrimidin-2(1H)-one - prop-1-en-1-one (1:1)
• CAS NO: 90029-72-4
• Molecular Formula: C₇H₉N₃O₂
• Molecular Weight: 167.1653
• Mol File: 90029-72-4.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 6-aminopyrimidin-2(1H)-one - prop-1-en-1-one (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: 6-aminopyrimidin-2(1H)-one - prop-1-en-1-one (1:1)(90029-72-4)
• EPA Substance Registry System: 6-aminopyrimidin-2(1H)-one - prop-1-en-1-one (1:1)(90029-72-4)

Safety Data

• Hazardous Substances Data: 90029-72-4(Hazardous Substances Data)

Upstream product

• 624-67-9 Propargylic aldehyde 
• 56653-26-0 4-Pyrimidinamine, [(trimethylsilyl)oxy]- 

Relevant articles and documents

Synthesis and biological activity of a new class of cytotoxic agents: N-(3-oxoprop-1-enyl)-substituted pyrimidines and purines

The 1-(3-oxoprop-1-enyl) derivatives of thymine and cytosine and the corresponding 9-substituted derivatives of adenine and guanine (products of degradation of DNA by bleomycin, Fe2+, and O2) have been synthesized and tested for biological activity. The thymine and adenine compounds are highly cytotoxic to a variety of tumor cell lines and inhibit macromolecular synthesis in cultured HeLa cells. Structure-activity studies, based primarily on the pyrimidine derivatives, reveal that the most potent inhibition occurs when the propenal group is located on the 3-nitrogen of a 2'-deoxyribonucleoside. The 3-(3-oxoprop-1-enyl) derivatives of thymidine, 2'-deoxyuridine, and 5-iodo-2'-deoxyuridine powerfully and selectively inhibit incorporation of thymidine into DNA at concentrations (IC50 ? 0.5 μM) comparable to those observed with idoxuridine. Active compounds in this series react readily with nucleophiles containing primary amino and sulfhydryl groups. The results of this study provide a basis for the development of a new class of cytotoxic agents.