1381841-06-0

Usage

Chemical compound

4-(2-chloro-6-(chloromethyl)thieno[3,2-d]pyrimidin-4-yl)morpholine

Potential applications

pharmaceuticals and agrochemicals

Structure

thieno[3,2-d]pyrimidine derivative with a morpholine moiety

Bioactive properties

potential candidate for drug development

Pesticidal properties

potential for use in agriculture

Further research needed

to fully understand potential uses and properties of the compound

Upstream product

• 16234-14-3 2,4-dichlorothieno[3,2-d]pyrimidine 
• 885618-31-5 2-chloro-4-morpholinothieno[3,2-d]pyrimidine-6-carbaldehyde 
• 885698-97-5 2-chloro-4-morpholinylthiophene[3,2-d]pyrimidine-6-methanol 
• 22288-78-4 Methyl 3-aminothiophene-2-carboxylate 
• 16233-51-5 1H-thieno[3,2-d]pyrimidine-2,4-dione 
• 16234-15-4 2-chloro-4-morpholinothieno[3,2-d]pyrimidine 

Downstream Products

• 885675-66-1 4-(2-chloro-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)thieno[3,2-d]-pyrimidin-4-yl)morpholine 
• 1381841-08-2 C₂₆H₃₃N₇O₄S₂ 
• 1381841-09-3 C₂₇H₃₅N₇O₄S₂ 
• 1381841-10-6 C₂₇H₃₅N₇O₄S₂ 
• 1381841-11-7 C₂₇H₃₇N₇O₄S₂ 
• 1381841-12-8 C₃₁H₄₅N₇O₄S₂ 
• 1381841-15-1 C₂₃H₂₈ClN₇O₄S₂ 
• 1381841-16-2 C₂₃H₂₇Br₂N₇O₄S₂ 
• 1394047-46-1 (E)-4-(6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-2-(2-(3,4,5-trimethoxybenzylidene)hydrazinyl)thieno[3,2-d]pyrimidin-4-yl)morpholine 
• 1394047-47-2 (E)-4-(6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-2-(2-(2,3,4-trimethoxybenzylidene)hydrazinyl)thieno[3,2-d]pyrimidin-4-yl)morpholine 
• 1394047-53-0 (E)-4-(6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-2-(2-(4-(trifluoromethoxy)benzylidene)hydrazinyl)thieno[3,2-d]-pyrimidin-4-yl)morpholine 
• 1394047-55-2 (E)-4-(2-(2-(2-chloro-4-fluorobenzylidene)hydrazinyl)-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)thieno[3,2-d]-pyrimidin-4-yl)morpholine 
• 1394047-56-3 (E)-4-((2-(6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-4-morpholinothieno[3,2-d]pyrimidin-2-yl)hydrazono)methyl)benzonitrile 
• 1394047-58-5 (E)-4-(2-(2-((1-(3-fluorobenzyl)-1H-indol-3-yl)methylene)-hydrazinyl)-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)-thieno [3,2-d]pyrimidin-4-yl)morpholine 

Relevant academic research and scientific papers

Piperazinone substitute or derivative thereof, preparation method and application thereof, and pharmaceutical composition

The invention relates to a piperazinone substitute or a derivative thereof, a preparation method and application thereof, and a pharmaceutical composition, and belongs to the technical field of anti-tumor drugs. The invention designs a piperazinone substituted heterocyclic small molecule compound. The compound shows good affinity to PI3K delta, and the compound can down-regulate the activity of a PI3K pathway in tumor cells, so that the compound shows good inhibitory activity to PI3K delta dependent tumors, and is expected to be used as one of components of a pharmaceutical preparation for treatment of different tumors. The preparation method of the piperazinone substitute is simple and convenient, and the yield is relatively high.

Synthesis and cytotoxic activity of novel 2,6-disubstituted-4-mor- pholinothieno[3,2-d]pyrimidines as potent anti-tumor agents

A series of 2,6-disubstituted-4-morpholinothieno[3,2-d]pyrimidine derivatives were synthesized and their cytotoxic activity against H460, HT-29, MDA-MB-231, U87MG and H1975 cancer cell lines were evaluated in vitro. Most of the target compounds exhibited moderate to excellent activity to the tested cell lines. The most promising compound 23 (0.84 μmol/L, 0.23 μmol/L, 2.52 μmol/L, 1.80 μmol/L) was 1.0, 2.9, 29.3 and 4.3 times more active than GDC-0941 (0.87 μmol/L, 0.66 μmol/L, 73.8 μmol/L, 7.77 μmol/L) against H460, HT-29, MDA-MB-231 and U87MG cell lines, respectively.

Design, synthesis and anticancer activity of 4-morpholinothieno[3,2-d]- pyrimidine derivatives bearing arylmethylene hydrazine moiety

Three series of 4-morpholinothieno[3,2-d]pyrimidine derivatives containing arylmethylene hydrazine moiety (11a-f, 13a-k and 15a-h) were synthesized and their chemical structures as well as the relative stereochemistry were confirmed. The synthesized compounds were evaluated for their cytotoxicity against three cancer cell lines (H460, HT-29, MDA-MB-231). Most of them exhibited moderate to significant cytotoxicity and high-selectivity against one or more cell lines, especially compounds 11c, 13b, 15f and 15g possessing dramatically increased cytotoxicity as compared with the positive controls, which were further evaluated for six other cancer cell lines and one normal cell line. The most promising compound 11c, bearing 3,4-methylenedioxy phenyl group, showed remarkable cytotoxicity against H460, HT-29 and MDA-MB-231 cell lines with IC50 values of 0.003 μM, 0.42 μM and 0.74 μM, which was 1.6- to 290-fold more potent than GDC-0941.