228712-20-7Relevant academic research and scientific papers
Identification of novel thiourea-stilbene-triazine conjugates as persuasive lymphoid tyrosine phosphatase inhibitors
Batool, Iram,Jabeen, Farukh,Saeed, Aamer,Shabir, Ghulam,Vellore, Nadeem Ahmed
, p. 3400 - 3411 (2020)
A library of novel thiourea-based symmetrical stilbene-triazines (5a-i) was synthesized in an effort to develop new protein tyrosine phosphatase LYP inhibitors. The versatile nature of 2,4,6-trichloro-1,3,5-triazine allows considerable scope for derivatization and hence exploration of structure activity relationships. A convenient and versatile three-step synthetic approach involved the successive replacement of the two chloro groups of 2,4,6-trichloro-1,3,5-triazine by a variety of substituents for structural modification. The newly synthesized derivatives were subjected to tyrosine phosphatase LYP inhibition studies. The results for the in vitro bioassays were promising with the identification of compound 5k and 5l having a 4-methyl and 4-methoxy substituent on phenyl ring, as the lead and selective candidate for LYP inhibition with an IC50 value of 2.1 ± 0.05 μM and 28 ± 3.3 μM, respectively. Moreover, docking studies were carried out to determine the possible interaction sites of thiourea-based stilbene-triazine compounds with Lymphoid Tyrosine Phosphatase. Results of docking computations further ascertained the inhibitory potential of compound 5k and 5l. The results indicated that the compound 5k may serve as a structural model for the design of most potent LYP inhibitors.
Quinazolinediones and quinazolinethiones by intramolecular ester amidation
Ahmed, Ejaz,Manwar, Muhammad Ramzan,Sharif, Ahsan,Mukhtar-Ul-Hassan,Ahmed, Neman,Malik, Abdul,Mahmood, Zaid,Munawar, Munawar Ali
experimental part, p. 417 - 420 (2012/04/04)
A new synthetic route was devised for synthesis of Quinazoline-2,4(1H,3H)- dione 5 in which salicylic acid 1 was treated with urea 2 to afford urea arylated ortho-urahydroxy benzoic acid 4. Ortho-urahydroxy benzoic acid 4 is the intermediate moiety which upon cyclization corroborated the cyclic formation of 2, 4-quinazolinedione 5. To form the quinazoline derivative 2, 3-dihydro-2-thioxoquinazolin-4(1H)-one 5a thiourea 3 is used in place of urea 2. Thiourahydroxy benzoic acid 4a is another intermediate compound formed by reacting salicylic acid 1 with thiourea 3. Thiourahydroxy benzoic acid 4a upon interamolecular ester amidation gave final product 2, 3-dihydro-2- thioxoquinazolin-4(1H)-one 5a. This new method replaces the isocyanates and cyanides usage for the formation of quinazolinediones because the incorporation of isocyanates and cyanides is extremely poisonous and cause fatal diseases and immediate death upon contact.
