6484-29-3Relevant articles and documents
Synthesis, biological evaluation and QSAR studies of a novel series of annelated triazolo[4,3-c]quinazolines
Reddy, Cherkupally Sanjeeva,Sunitha, Bommineni,Raviteja, Padma,Kumar, Gaddam Rajesh,Manjari, Padma Sunitha
, p. 898 - 911 (2017/01/18)
A series of novel annelated triazolo[4,3-c]quinazolines 6a-m have been synthesized and characterized by physicochemical as well as spectral means. The bioactivity assay for the newly synthesized compounds against Gram-positive and Gram-negative bacteria, and fungi indicates that most new compounds exhibit good antibacterial and antifungal activities in comparison with standard drugs. 2-[(4-Methoxyanilino)methyl]-5-phenyl-2,3-dihydro[1,2,4] triazolo[4,3-c]quinazoline-3-thione 6f, and 2-[(4-aminoanilino)methyl]-5-phenyl-2,3-dihydro[1,2,4]triazolo[4,3-c] quinazoline-3-thione 6m have emerged as the most potent antimicrobial agents with activity (pMICam = 2.26 and 2.38 μM/mL respectively) almost equal to the reference drugs streptomycin, penicillin and amphotericin B. The results of QSAR studies demonstrate that antibacterial, antifungal and over all antimicrobial activities of synthesized quinazoline derivatives are governed by electronic parameter, hydrophobicity (log P) and chemical potential (μ). The validity of Hammett's linear free energy relationship for the first time has been verified, from the linear plot of log activity against substituent constant (σ). The observed low residual activity and high cross validated q2 values indicate the predictive ability of the developed models, which further simplify the design and synthesis of new biologically potent molecules.
Synthesis and anticonvulsant activity evaluation of 5-Phenyl-[1,2,4] triazolo[4,3-c]quinazolin-3-amines
Zheng, Yan,Bian, Ming,Deng, Xian-Qing,Wang, Shi-Ben,Quan, Zhe-Shan
, p. 119 - 126 (2013/03/29)
In the present study we describe the syntheses and anticonvulsant activity evaluation of 5-phenyl-[1,2,4]triazolo[4,3-c]quinazolin-3-amine derivatives. Their anticonvulsant activity and neurotoxicity were evaluated by the maximal electroshock seizure test (MES) and the rotarod test, respectively. The majority of the compounds prepared were effective in the MES screens at a dose level of 100 mg/kg. Of these compounds, the most promising was compound 8h, which showed an ED50 value of 27.4 mg/kg and a protective index (PI) value of 5.8. These values were superior to those provided by valproate (ED50 and PI values of 272 and 1.6, respectively) in the MES test in mice. As well as its anti-MES efficacy, the potencies of compound 8h against seizures induced by pentylenetetrazole and thiosemicarbazide were also established, with the results suggesting that the GABAergic system-mediated mechanisms might be involved in its anticonvulsant activity. Copyright
The design and synthesis of novel orally active inhibitors of AP-1 and NF-κB mediated transcriptional activation. SAR of in vitro and in vivo studies
Palanki, Moorthy S. S.,Erdman, Paul E.,Ren, Minghuan,Suto, Mark,Bennett, Brydon L.,Manning, Anthony,Ransone, Lynn,Spooner, Cheryl,Desai, Sonal,Ow, Arnie,Totsuka, Ryuichi,Tsao, Peter,Toriumi, Wataru
, p. 4077 - 4080 (2007/10/03)
We have developed novel orally active quinazoline analogues as inhibitors of AP-1 and NF-κB mediated transcriptional activation. Among the derivatives prepared, 1-[2-(2-thienyl)quinazolin-4-ylamino]-3-methyl-3- pyrroline-2,5-dione (10) showed significant activity in an adjuvant-induced arthritis rat model by reducing the swelling by 65% in the non-injected foot. The synthesis, structure-activity relationship, and in vivo activity are described.
