70311-74-9

Usage

Uses

Used in Organic Synthesis:
2,4-Dioxo-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester is used as a key intermediate in organic synthesis for the development of various chemical compounds. Its unique structure and reactivity make it a valuable component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2,4-Dioxo-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester is used as a starting material for the synthesis of potential therapeutic agents. Its exploration is ongoing, with researchers investigating its potential applications in treating various diseases and conditions.
Used in Chemical Research:
2,4-Dioxo-4-(3,4,5-trimethoxy-phenyl)-butyric acid methyl ester is also utilized in chemical research to study its properties, reactivity, and potential interactions with other compounds. This research aids in understanding its behavior and helps in the development of new methodologies and applications in the field of chemistry.

InChI:InChI=1/C14H16O7/c1-18-11-5-8(6-12(19-2)13(11)20-3)9(15)7-10(16)14(17)21-4/h5-6H,7H2,1-4H3

Upstream product

• 553-90-2 Dimethyl oxalate 
• 1136-86-3 methyl (3,4,5-trimethoxyphenyl) ketone 

Downstream Products

• 80081-79-4 7-amino-1-methyl-4-(3,4,5-trimethoxyphenacyl)pyrimido<4,5-c>pyridazine-3,5(1H,2H)-dione 
• 80081-84-1 7-amino-3-(3,4,5-trimethoxyphenacyl)-1-methylpyrimido<4,5-c>pyridazine-4,5(1H,6H)-dione 
• 70311-81-8 8-amino-3-(carbomethoxy)-1-methyl-5-(3,4,5-trimethoxyphenyl)-1H-pyrimido<4,5-c>-1,2-diazepin-6(7H)-one 
• 80081-97-6 8-Amino-1-methyl-6-oxo-5-(3,4,5-trimethoxy-phenyl)-6,7-dihydro-1H-pyrimido[4,5-c][1,2]diazepine-3-carboxylic acid 
• 80082-02-6 2,7-diamino-8-methyl-5-(3,4,5-trimethoxyphenyl)-pyrido<2,3-d>pyrimidin-4(8H)-one 
• 80082-08-2 6-amino-1-methyl-3-(3,4,5-trimethoxyphenyl)-1H-pyrazolo<3,4-d>pyrimidin-4(5H)-one 
• 1437792-34-1 N-(5,6-dimethylbenzo[d]thiazol-2-yl)-2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyri midine-5-carboxamide 
• 1437792-30-7 N-(benzo[d]thiazol-2-yl)-2-phenyl-7-(3,4,5-trimethoxy phenyl)pyrazolo [1,5-a]pyrimidine-5-carboxamide 
• 1437792-26-1 N-(6-methoxybenzo[d]thiazol-2-yl)-2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-5-carboxamide 
• 1397213-00-1 (4-(2-(benzo[d][1,3]dioxol-5-ylmethylamino)benzoyl)piperazin-1-yl)(2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidin-5-yl)methanone 
• 1397212-72-4 (2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidin-5-yl)(4-(2-(thiophen-2-ylmethylamino)benzoyl)piperazin-1-yl)methanone 
• 1397212-37-1 (4-(2-(furan-2-ylmethylamino)benzoyl)piperazin-1-yl)(2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidin-5-yl)methanone 
• 1397213-22-7 2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidine-5-carboxylic acid 
• 1397211-99-2 (2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidin-5-yl)(4-(2-(3,4,5-trimethoxybenzylamino)benzoyl)piperazin-1-yl)methanone 

Relevant academic research and scientific papers

Synthesis and mechanistic aspects of 2-anilinonicotinyl-pyrazolo[1,5-a]pyrimidine conjugates that regulate cell proliferation in MCF-7 cells via estrogen signaling

A series of anilinonicotinyl linked pyrazolo[1,5-a]pyrimidine conjugates (6a-x) were synthesized and evaluated for their antiproliferative activity. Some of these conjugates exhibited promising cytotoxic effects in the MCF-7 cell line and among these 6a a

Synthesis of pyrazolo[1,5-a]pyrimidine linked aminobenzothiazole conjugates as potential anticancer agents

A series of pyrazolo[1,5-a]pyrimidine linked 2-aminobenzothizole conjugates (6a-t) were synthesized and evaluated for their anticancer activity against five human cancer cell lines. Among them two compounds 6p and 6m showed significant anticancer activity with IC50 values ranging from 2.01 to 7.07 and 1.94-3.46 μM, respectively. Moreover, cell cycle arrest in G 2/M and reduction in Cdk1 expression level were observed upon treatment of these compounds and they also induced caspase-3 dependent apoptosis. This was further confirmed by staining as well as DNA fragmentation analysis.

Anthranilamide-Pyrazolo[1,5-a]pyrimidine Conjugates as p53 Activators in Cervical Cancer Cells

A library of new anthranilamide-pyrazolo[1,5-a]pyrimidine conjugates were designed, synthesized, and evaluated for their anticancer activity in cervical cancer cells such as HeLa and SiHa that possess low levels of p53. All 24 conjugates showed antiproliferative activity, while some of them exhibit significant cytotoxicity. In assays related to cell-cycle distribution, these conjugates induced G2/M arrest in HeLa cells and G1 cell-cycle arrest in SiHa cells. Immunocytochemistry assays revealed that these compounds cause nuclear translocation of p53, thereby indicating the activation of p53. In cervical cancer cells, the p53 protein is degraded by E6 oncoprotein. Immunoblot and RT-PCR analyses proved the presence of mitochondria-mediated apoptosis with involvement p53 target genes such as BAX, Bcl2, and p21 (CDKI). Moreover, these compounds increased the phosphorylated forms of p53 and provide signals for apoptosis induction. Interestingly, one of the conjugates, (2-phenyl-7-(3,4,5-trimethoxyphenyl)pyrazolo[1,5-a]pyrimidin-5-yl)(4-(2-(thiophen-2-ylmethylamino)benzoyl)piperazin-1-yl)methanone, is the most promising candidate in this series and has the potential to be taken up for further detailed studies.