108831-66-9 | Pyrimidines

Atkinson, Benjamin N.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2020 | CAS: 108831-66-9

6-Methyl-3H-thieno[2,3-d]pyrimidin-4-one(cas: 108831-66-9) belongs to pyrimidine. Pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.SDS of cas: 108831-66-9

Atkinson, Benjamin N.; Steadman, David; Mahy, William; Zhao, Yuguang; Sipthorp, James; Bayle, Elliott D.; Svensson, Fredrik; Papageorgiou, George; Jeganathan, Fiona; Frew, Sarah; Monaghan, Amy; Bictash, Magda; Jones, E. Yvonne; Fish, Paul V. published an article on February 1 ,2020. The article was titled 《Scaffold-hopping identifies furano[2,3-d]pyrimidine amides as potent Notum inhibitors》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.SDS of cas: 108831-66-9 The information in the text is summarized as follows:

The carboxylesterase Notum is a key neg. regulator of the Wnt signaling pathway by mediating the depalmitoleoylation of Wnt proteins. Our objective was to discover potent small mol. inhibitors of Notum suitable for exploring the regulation of Wnt signaling in the central nervous system. Scaffold-hopping from thienopyrimidine acids 1 and 2, supported by X-ray structure determination, identified 3-methylimidazolin-4-one amides 20-24 as potent inhibitors of Notum with activity across three orthogonal assay formats (biochem., extra-cellular, occupancy). A preferred example 24 demonstrated good stability in mouse microsomes and plasma, and cell permeability in the MDCK-MDR1 assay albeit with modest P-gp mediated efflux. Pharmacokinetic studies with 24 were performed in vivo in mouse with single oral administration of 24 showing good plasma exposure and reasonable CNS penetration. We propose that 24 is a new chem. tool suitable for cellular studies to explore the fundamental biol. of Notum. In the experiment, the researchers used many compounds, for example, 6-Methyl-3H-thieno[2,3-d]pyrimidin-4-one(cas: 108831-66-9SDS of cas: 108831-66-9)

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Analyzing the synthesis route of 6-Methyl-3H-thieno[2,3-d]pyrimidin-4-one

According to the analysis of related databases, 108831-66-9, the application of this compound in the production field has become more and more popular.

Related Products of 108831-66-9, Adding some certain compound to certain chemical reactions, such as: 108831-66-9, name is 6-Methyl-3H-thieno[2,3-d]pyrimidin-4-one,molecular formula is C7H6N2OS, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 108831-66-9.

[00127] To a solution of 6-methylthieno [2,3-d]pyrimidin-4(3H)-one (1.0 g, 6.02 mmol) in acetic acid (20 mL) was added bromine (0.46 mL, 18.05 mmol) drop-wise at room temperature. The reaction mixture was stirred at the same temperature for 16 h. After completion of the reaction, the reaction mixture was concentrated, the residue was diluted with saturated sodium bicarbonate solution and extracted with ethyl acetate (3 x 100 mL). The combined organic layer was dried over anhydrous sodium sulphate, filtered and concentrated to get crude product which was purified by silica gel column chromatography using 8% methanol in dichloromethane to afford the title compound 5-bromo-6-methylthieno [2,3-d]pyrimidin- 4(3H)-one(0.54 g, 36.7% yield) as off white solid. [00128] Calculated (M+H): 244.93; Found (M+H): 245.1.

According to the analysis of related databases, 108831-66-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LUC THERAPEUTICS; ANDERSON, David, R.; VOLKMANN, Robert, A.; MENNITI, Frank, S.; FANGER, Christopher; (59 pag.)WO2017/100599; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Sources of common compounds: 108831-66-9

At the same time, in my other blogs, there are other synthetic methods of this type of compound,108831-66-9, 6-Methyl-3H-thieno[2,3-d]pyrimidin-4-one, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 108831-66-9, 6-Methyl-3H-thieno[2,3-d]pyrimidin-4-one, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, HPLC of Formula: C7H6N2OS, blongs to pyrimidines compound. HPLC of Formula: C7H6N2OS

General procedure: A mixture of thienopyrimidinone (0.01 mol), POCl3 (11 mL) and PCl5 (1.5 g) was quickly heated to 105 C and boiled for 5-6 h. The solvent was evaporated. Dry product was dissolved in methylene chloride (12 mL) and neutralized by cold solution of NaOH (0.5 N). The organic phase was separated and dried over Na2SO4, filtered, and then solvent was evaporated in vacuum. The residue was crystallized from isopropyl alcohol. Yield 80%

Reference:
Article; Ostrynska, Olga V.; Balanda, Anatoliy O.; Bdzhola, Volodymyr G.; Golub, Andriy G.; Kotey, Igor M.; Kukharenko, Olexander P.; Gryshchenko, Andrii A.; Briukhovetska, Nadiia V.; Yarmoluk, Sergiy M.; European Journal of Medicinal Chemistry; vol. 115; (2016); p. 148 – 160;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia