141266-44-6

Basic information

• Product Name: 5-(6-Chloro-2,4-dioxo-1,3,4,10-tetrahydro-2H-9-oxa-1,3-diaza-anthracen-10-yl)-pyrimidine-2,4,6-trione
• Synonyms: 5-(6-Chloro-2,4-dioxo-1,3,4,10-tetrahydro-2H-9-oxa-1,3-diaza-anthracen-10-yl)-pyrimidine-2,4,6-trione;EM20-25;Bcl-2InhibitorIII,EM20-25
• CAS NO: 141266-44-6
• Molecular Formula: C15H9ClN4O6
• Molecular Weight: 376.70816
• Mol File: 141266-44-6.mol
• Article Data: 5

Chemical Properties

• Appearance: light yellow to yellow/
• Density: 1.81±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• Solubility: DMSO: ≥5mg/mL at ~60°C
• PKA: 3.18±0.20(Predicted)
• CAS DataBase Reference: 5-(6-Chloro-2,4-dioxo-1,3,4,10-tetrahydro-2H-9-oxa-1,3-diaza-anthracen-10-yl)-pyrimidine-2,4,6-trione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(6-Chloro-2,4-dioxo-1,3,4,10-tetrahydro-2H-9-oxa-1,3-diaza-anthracen-10-yl)-pyrimidine-2,4,6-trione(141266-44-6)
• EPA Substance Registry System: 5-(6-Chloro-2,4-dioxo-1,3,4,10-tetrahydro-2H-9-oxa-1,3-diaza-anthracen-10-yl)-pyrimidine-2,4,6-trione(141266-44-6)

Safety Data

• Hazard Codes: N
• Statements: 50
• Safety Statements: 61
• WGK Germany: 3
• Hazardous Substances Data: 141266-44-6(Hazardous Substances Data)

Usage

Uses

EM20-25 is a disruptor of Bcl-2/BAX interactions. These disruptions occasionally have been seen to induce apoptosis in tumor cells.

Upstream product

• 67-52-7 BARBITURIC ACID 
• 635-93-8 5-chlorosalicyclaldehyde 

Relevant articles and documents

Complete chemical shift assignment and molecular modeling studies of two chromene derivatives as potential leads for new anticancer drugs

The compounds 7-chloro-9-(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one (5) and 5-[-7-chloro-2,4-dioxo-1H, 2H, 3H, 4H, 5H-chromeno[2,3-d]pyrimidin-5-yl)]-1,3-diazinane-2,4,6-trione (7), were synthesized from dimedone and barbituric acid and had their three-dimensional structures and precise chemical shifts assignments obtained by Nuclear Magnetic Resonance (NMR) from 1H, 13C, APT, COSY, HSQC, and HMBC spectra. Additional HOMO-LUMO DFT calculations corroborated the NMR results and pointed to the most stable stereoisomers of each compound. Besides, further docking and molecular dynamic studies suggest that the stereoisomers (9S)-7-chloro-9-(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)-3,3-dimethyl-2,3,4,9-tetrahydro-1H-xanthen-1-one, and 5-[(5S)-7-chloro-2,4-dioxo-1H, 2H, 3H, 4H, 5H-chromeno[2,3-d]pyrimidin-5-yl)]-1,3-diazinane-2,4,6-trione of these compounds may act as DNA intercalators and qualify as potential leads for the development of new anticancer drugs. Communicated by Ramaswamy H. Sarma.

A simple approach towards the synthesis of oxadeazaflavines

The synthesis of oxadeazaflavine (2H-chromeno[2,3-d]pyrimidine-2,4(3H)-dione) derivatives (1a, 1b and 1c) from barbituric acid and salicylaldehydes as starting materials was shown to be possible using water as solvent at room temperature. The orange inter

Synthesis and in vitro antibacterial activities of 5-(2,3,4,5-Tetrahydro- 1H-chromeno[2,3-d]pyrimidin-5-yl)pyrimidione derivatives

A series of novel 5-(2,3,4,5-tetrahydro-1H-chromeno[2,3-d]pyrimidin-5-yl) pyrimidione derivatives have been synthesized from substituted salicylaldehydes and barbituric acid or 2-thiobarbituric acid in water catalyzed by phase transfer catalysis of triethylbenzyl ammonium chloride (TEBA). Elemental analysis, IR, 1H NMR, and 13C NMR elucidated the structures of all the newly synthesized compounds. In vitro antimicrobial activities of synthesized compounds have been investigated against Escherichia coli, Bacillus subtilis, Staphylococcus aureus, and Pseudomonas aeruginosa. These newly synthesized derivatives exhibited significant in vitro antibacterial activity. A series of novel 5-(2,3,4,5-tetrahydro-1H-chromeno[2,3-d]pyrimidin- 5-yl)pyrimidione derivatives have been synthesized from substituted salicylaldehydes and barbituric acid or 2-thiobarbituric acid in water catalyzed by phase transfer catalysis of triethylbenzyl ammonium chloride (TEBA). Elemental analysis, IR, 1H NMR, and 13C NMR elucidated the structures of all the newly synthesized compounds. In vitro antimicrobial activities of synthesized compounds have been investigated against Escherichia coli, Bacillus subtilis, Staphylococcus aureus, and Pseudomonas aeruginosa. Copyright