1263205-74-8Relevant academic research and scientific papers
Synthesis and biological activities of some new C-Aminomethylation of 5H-5-Aryl-6,7,8,9-tetrahydrothiazolo[2,3-b]quinazolin-3(2H)-one and 6H-6-Aryl-2,3,7,8,9,10-hexahydrothiazino[2,3-b]quinazolin-4(3H)-one
Kumaraswamy, Damerakonda,Mallareddy
, p. 2231 - 2235 (2016)
The synthesis of 5H-5-aryl-6,7,8,9-tetrahydrothiazolo[2,3-b]quinazolin-3(2H)-one and 6H-6-aryl-2,3,7,8,9,10-hexahydrothiazino[2,3-b]quinazolin-4(3H)-one, reaction between 4-aryl-3,4,5,6,7,8-hexahydroquinazolin-2-thione and methyl chloroacetate and ethyl β-bromo propionate. The Mannich reaction on 5H-5-aryl-6,7,8,9-tetrahydrothiazolo[2,3-b]quinazolin-3(2H)-one and 6H-6-aryl-2,3,7,8,9,10-hexahydrothiazino[2,3-b]quinazolin-4(3H)-one in ethanol, aqueous formaldehyde and different secondary amines yielded a single product C-Mannich base in each case. The obtained C-Mannich bases (compounds VIII and X) have been characterized on the basis of analytical spectral data. These C-Mannich bases have been screened for their antibacterial, antifungal, anti-inflammatory and analgesic activities.
Synthesis of novel 6,7,8,9-tetrahydro-5h-5-hydroxyphenyl-2-benzylidine- 3-substituted hydrazino thiazolo (2,3-b) quinazoline as potent antinociceptive and anti-inflammatory agents
Selvam, T. Panneer,Kumar, P. Vijayaraj
experimental part, p. 3265 - 3271 (2012/05/20)
A series of 6,7,8,9-tetrahydro-5H-5-hydroxyphenyl-2-benzylidine-3- substituted hydrazino thiazolo (2,3-b) quinazolines have been synthesized to meet the structural requirements essential for anti-inflammatory and antinociceptive properties. The synthesized series of heterocycles, 6,7,8,9-tetrahydro-5H-5-hydroxyphenyl-2-benzylidine-3-substituted hydrazino thiazolo (2,3-b) quinazoline by the reaction of 6,7,8,9-tetrahydro-5H-5-hydroxy phenyl thiazolo (2,3-b) quinazolin-3(2H)-one with appropriate hydrazine hydrate and ketones/aldehydes in the presence of anhydrous sodium acetate and glacial acetic acid as presented in Scheme 1. Their antinociceptive activity were evaluated by tailflick technique, anti-inflammatory was evaluated by carrageenan-induced paw edema test and their ulcerogenicity index determined by reported protocol. The compounds exhibited the lowest ulcer index (0.51 ± 1.63, 0.48 ± 1.28 and 0.50 ± 1.53, respectively. The 6,7,8,9-tetrahydro-5H-5-hydroxy phenylhydroxy-2-benzylidine-3-(N'-3- pentylidenehydrazino) thiazolo (2,3-b) quinazoline and 6,7,8,9-tetrahydro-5H-5- hydroxy phenyl-2-benzylidine-3-(N'-2-pentylidene- hydrazino) thiazolo (2,3-b) quinazoline exhibited the most potent antinociceptive and anti-inflammatory activities.
