833488-23-6Relevant articles and documents
Synthesis of thiazolylidenethiazoloquinazolinone hybrids from monocarbonyl curcumin analogues. Characterization, bio-evaluation and DFT study
Benreka, Soufiane,Zradni, Fatima-Zohra,Madi, Fatiha,Kirsch, Gilbert,Kasmi-Mir, Souad
, p. 53 - 77 (2021/09/03)
Given the diverse pharmacological attributes possessed by the curcumin and its analogs, quinazolinethione 3, thiazoloquinazolinone 4, and thiazolylidene thiazoloquinazolinone hybrids D1-D12 were synthesized from α, α’ Bis(arylidene)Cyclohexanone (BAC) as starting material. The proposed structures of all synthesized compounds were confirmed by 1H, 13CNMR, and elemental analysis. The newly synthesized hybrids were screened in vitro for their antimicrobial and antioxidant activities. Preliminary studies showed that compounds D4, D5, D10, D11, and D12 exhibited superior inhibitory behaviors against some microorganisms in comparison with standard drugs. In addition, DPPH radical scavenging assay was used to evaluate their antioxidant property. Accordingly, compound D11 was found to be a more powerful antioxidant than the other compounds. Furthermore, the HOMO–LUMO energy values and some chemical parameters indicate that the synthesized hybrid D11 is more reactive than D7. These results were consistent with our experimental data on antioxidants. Moreover, molecular electrostatic potential (MEP) maps were computed in order to predict the reactive sites for nucleophilic and electrophilic attacks of the synthesized hybrids D7 and D11.
Base-mediated one-pot synthesis of 3,4,5,6-tetrahydro-4-substituted benzo[h]quinazoline-2(1H)-thione derivatives and evaluation of their antioxidant activity
Sivakumar, Matam,Prabakaran, Kaliyan,Seenivasa Perumal, Muthu
supporting information, p. 197 - 207 (2018/01/01)
One-pot three-component Beginelli-like reactions of a ketone 1, an aryl aldehyde 2, and thiourea 3 in the presence of sodium hydroxide are described. In this reaction, 3,4,5,6-tertrahydro-4-substituted quinazoline-2(1H)-thione derivatives 4a–h were obtain
An efficient and environmentally friendly procedure for the synthesis of some novel 8-Benzylidene-4-phenyl-3,4,5,6,7,8-hexahydro-1H-quinazolin-2-ones/ thiones using tetrabutylammonium hexatungstate as a reusable heterogeneous catalyst under solvent-free conditions
Ghashang, Majid,Mansoor, Syed Sheik,Aswin, Krishnamoorthy
, p. 3289 - 3294 (2014/01/06)
An efficient method for the preparation of 8-benzylidene-4-phenyl-3,4,5,6, 7,8-hexahydro-1H-quinazolin-2- ones/thiones from the reaction of aromatic aldehydes with cyclohexanone and urea or thiourea in the presence of Tetrabutylammonium hexatungstate, [TBA]2[W6O 19], as an efficient, inexpensive catalyst under thermal and solvent-free conditions has been developed. Good yields, short reaction times, straightforward workup, reusability of the catalyst, and green conditions are the most obvious advantages of this procedure.
Base-catalysed cyclocondensation of α,α′- bis(arylmethylene)cyclohexanones with thiourea: Formation of E-8-(arylmethylene)-4-aryl-1,2,3,4,5,6,7,8-octahydrobenzo[d]pyrimidine-2-thiones
Pal, Rammohan,Mandai, Tapas K.,Mallik, Asok K.
experimental part, p. 402 - 405 (2010/06/16)
Base-catalysed cyclocondensation of α,α′- bis(arylmethylene)cyclohexanones with thiourea has been found to generate E-8-(arylmethylene)-4-aryl-1,2,3,4,5,6,7,8-octahydrobenzo[d]pyrimidine-2- thiones in high yield, the structures of which have been established from their spectral data. However, corresponding cyclopentanones were found to be unreactive under similar reaction condition.
