385797-35-3

Upstream product

• 100-52-7 benzaldehyde 
• 105-56-6 ethyl 2-cyanoacetate 
• 70638-52-7 5-cyano-6-phenyl-2-thiouracil 
• 126277-86-9 2-ethylsulfanyl-6-phenyl-3,4-dihydro-4-oxopyrimidine-5-carbonitrile 
• 106-49-0 p-toluidine 

Downstream Products

• 1425973-93-8 C₂₃H₂₃N₅ 

Relevant academic research and scientific papers

Synthesis and antimicrobial activity of some new thienopyrimidine derivatives

Due to the biological activities of pyrimidine and thienopyrimidine as antimicrobial agents, so in the present work, a series of new heterocyclic compounds containing thienopyrimidine moiety were synthesized such as, tetrazolo[1′,5′:1′,6′]pyrimido[4′,5′:4, 5]thieno[2, 3-d]pyrimidine derivatives (8-12b), pyrimido[3′,2′:1′,6′]pyrim-ido[4′,5′:4, 5]thieno[2, 3-d]pyrimidine derivatives (14, 16) and pyrimido[5′,4′:4, 5]thieno[2, 3-e]pyrimido[1, 2-c] [1, 2, 3]triazine derivative (15) by using 5-amino-4-phenyl-2-(p-tolylamino)thieno[2, 3-d]pyrimidine-6-carbonitrile (7) as starting material. All synthesized compounds were evaluated for their antimicrobial activity. And Compounds (8-13) exhibited high antibacterial activity. Also, compounds (12b-18) exhibited high antifungal activity.

Synthesis of New Fused Thienopyrimidines Derivatives as Anti-inflammatory Agents

5-Amino-2-(p-tolylamino)-4-phenylthieno[2,3-d]pyrimidine-6-carbonitrile 9, which was synthesized by an innovative method, was used as a versatile precursor for synthesizing pyrimido-thienopyrimidine, triazolopyrimidothienopyrimidine, and pyrimidothienotriazine compounds. Thus, reaction of aminothienopyrimidinecarbonitrile 9 with chloroacetylchloride in dioxane afforded the chloroacetylaminocarbonitrile derivative 10, which underwent nucleophilic substitution reactions with various primary and secondary amines gave the corresponding N-alkyl-(aryl)amino acetamides 11a,b. On the other hand, the reaction of aminocarbonitrile 9 with triethyl orthoformate followed by cyclization with hydrazine yielded an aminoiminopyrimidine derivative 13. The latter was used as versatile precursor for synthesis of new heterocyclic compounds. The structures of all the new compounds have been established on the basis of their analytical and spectral data (IR, 1H NMR, 13C NMR, and MS). Some of the synthesized compounds were evaluated in vitro for their anti-inflammatory activity. All the tested compounds exhibited remarkable anti-inflammatory activity.

Synthesis of a 2,4,6-trisubstituted 5-cyano-pyrimidine library and evaluation of its immunosuppressive activity in a Mixed Lymphocyte Reaction assay

A series of novel pyrimidine analogues were synthesized and evaluated for immunosuppressive activity in the Mixed Lymphocyte Reaction assay, which is well-known as the in vitro model for in vivo rejection after organ transplantation. Systematic variation of the substituents at positions 2, 4 and 6 of the pyrimidine scaffold led to the discovery of 2-benzylthio-5-cyano-6-(4- methoxyphenyl)-4-morpholinopyrimidine with an IC50 value of 1.6 μM in the MLR assay.