56929-61-4Relevant academic research and scientific papers
Design, synthesis, and toward a side-ring optimization of tricyclic thieno[2,3-d]pyrimidin-4(3H)-ones and their effect on melanin synthesis in murine B16 cells
Nie, Li Fei,Bozorov, Khurshed,Huang, Guozheng,Zhao, Jiangyu,Niu, Chao,Aisa, Haji Akber
, p. 656 - 667 (2018)
Herein, we report the synthesis of 48 novel 3-sulfonylamides containing a tricyclic thieno[2,3-d]pyrimidin-4(3H)-one moiety, and their influence on melanin synthesis in murine B16 cells. All target sulfonylamides were synthesized through key intermediate 3-nitro-thieno[2,3-d]pyrimidin-4(3H)-ones using three types of ipso-nitration reactions. In this case, we converted the pyrido[1,2-a]- fragment of the thieno[2,3-d]pyrimidine moiety to pyrrolo[1,2-a]- and azepino[1,2-a]- side-rings in order to evaluate the bioactivities of the synthesized derivatives for a structure activity-relationships point of view. The obtained results suggest that some of the selected compounds revealed a promising influence on melanin synthesis in murine B16 cells and may serve as lead compounds for further drug discovery and development.
Azacyclo-thiophene[2,3-d]pyrimidone-3-methanamide derivatives and applications thereof
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Paragraph 0093; 0094; 0095, (2017/07/14)
The invention relates to azacyclo-thiophene[2,3-d]pyrimidone-3-methanamide derivatives and applications thereof. 2-butone is taken as the raw material and carries out reactions with ethyl cyanoacetate in the presence of triethylamine to obtain 4,5-dimethyl-2-amino-3-thiophene ethyl formate (1), then in the presence of phosphorus oxychloride, 4,5-dimethyl-2-amino-3-thiophene ethyl formate (1) is converted into azacyclo-thiophene pyrimidone compounds (2-4); the compounds (2-4) are converted into azacyclo-thiophene[2,3-d]pyrimidone-3-formic acid compounds (5-7) in the presence of concentrated sulfuric acid and concentrated nitric acid; and then azacyclo-thiophene[2,3-d]pyrimidone-3-formic acid compounds (5-7) are taken as the mother nucleus and carry out reactions with aromatic amines, aliphatic amines, and amino pyridine to obtain 24 azacyclo-thiophene[2,3-d]pyrimidone-3-methanamide compounds (5a-5e, 6a-6k, and 7a-7h). Through the melanin output experiments and antibacterial activity experiments, the results show that the compounds can promote the generation of melanin, compounds (5b, 6e, 6f, 6g, and 6k) have an inhibiting effect on candida albicans; and compounds (5b, 6f, 6k, and 7d) also have a certain inhibiting effect on staphylococcus aureus.
Thieno[2,3-d]pyrimidin-4-ones 1. condensation of 2,3-dimethyl- and 2,3-tri-, 2,3-tetra-, and 2,3-pentamethylene-7,8-dihydro-pyrrolo[1,2-a]thieno[2, 3-d]pyriminidin-4(6H)-ones with aromatic aldehydes and furfural
Elmuradov, B. Zh.,Bozorov, Kh. A.,Shakhidoyatov, Kh. M.
experimental part, p. 1393 - 1399 (2011/10/18)
2,3-Dimethyl- and 2,3-tri-, 2,3-tetra-, and 2,3-pentamethylene-substituted 8-arylidene-6,7-dihydro-pyrrolo[1,2-a]thieno[2,3-d]pyrimidin-4-ones were synthesized by the reaction of 2,3-dimethyl- and 2,3-tri-, 2,3-tetra-, and 2,3-pentamethylene-7,8-dihydropy
