Heteroarenobenzodiazepines. 6. Synthesis and pharmacological evaluation of CNS activities of [1,2,3]triazolo[4,5-b][1,5]-, imidazolo[4,5,-b][1,5]-, and pyrido[2,3-b][1,5]benzodiazepines. 10-Piperazinyl-4H-1,2,3-triazolo[4,5-b][1,5]benzodiazepines with neuroleptic activity

Abstract

The synthesis of [1,2,3]triazolo[4,5-b][1,5]-, imidazolo[4,5-b][1,5]-, and pyrido[2,3-b][1,5]benzodiazepines is described. The antidopaminergic and anticholinergic activities of the compounds have been examined by the respective in vitro [3H]spiperone and [3H]QNB receptor binding assay. The neuroleptic potential has been further evaluated in terms of their ability to produce hypothermia and catalepsy in mice and a conditioned avoidance response in rats. Only compounds from the triazolobenzodiazepine series show antipsychotic potential. The lack of activity in the imidazolo- and pyridobenzodiazepine series indicates that the basicity of the heteroarene moiety may be determinant for activity.

Yeni Geliştirilen Benzodiazepin Türevleri ve Biyolojik Etkileri : New Benzodiazepine Derivatives and Biological Activities

“…Bunun sonucunda benzodiazepin türevleri, farklı benzodiazepin reseptörleri ile etkileşerek değişik etkiler gösterebilmek-tedirler. Bunlar arasında trankilizan, antikonvülzan, sedatif, kas gevşetici, analjezik, antienflamatuvar, antidepressan, kolesistokinin antagonisti gibi etkiler sayılabilir (19)(20)(21)(22)(23)(24)(25)(26)(27)(28)(29)(30).…”

“…Özellikle 1, 2, 3, 4. konumlardan 1, 2; 2, 3 ve 3, 4 kondanse, triazin, pridin, primidin, indol gibi farklı heteroaren gruplarının substitüsyonu ile antienflamatuvar, analjezik, nöroleptik, antidepressan, sedatif, antikonvülzan, kas gevşetici, antiallerjik etkiler gibi çok farklı etkiler gözlenebilmektedir (20,22,24,25,27). Etki şiddeti üzerinde ise en fazla 7 ve 6. konumlar önem taşımaktadır (24).…”

“…Son yıl-lardaki araştırmalar benzodiazepin halkası üzerinde değişik gruplar taşıyan türevlerin anksiyolitik, antidepressan, sedatif, kas gevşetici, analjezik, antiallerjik, nöroleptik, antienflamatuvar ve kolesistokinin antagonisti gibi çok sayıda etkiden sorumlu olabileceğini göstermiştir (2. 4-5, [19][20][21][22][23][24][25][26][27][28][29][30].…”

Synthesis and Anti-Inflammatory Activity of Hydrazide-Hydrazones Bearing Anacardic Acid and 1,2,3-Triazole Ring Based Hybrids

“…They have been reported to be antagonists and agonists of receptors [19][20][21] , inhibitors of enzymes 22 , and were found to exhibit antihistaminic, cytotoxic, neuroleptic, anti proliferative and anti-hiv-1 activities [23][24][25][26][27] as well as their antimicrobial, antitumor, antibacterial, antiinflammatory, antiviral and antifungal agents [28][29][30][31][32][33][34] .…”

Synthesis of 1,3,3a,5‐tetraaryl‐3a,4,5,6‐tetrahydro‐3H‐1,2,4‐triazolo[4,3‐a] [1,5]benzodiazepines

“…Up to now, much attention has been paid to the synthesis of 1,2,4-triazolo [1,4]benzodiazepines by various methods [9][10][11][12]. However, only a few of the 1,2,4-triazole- fused 1,5-benzodiazepine derivatives have been reported [13][14][15][16]. In recent years, our working group has synthesized numerous 1,5-benzothiazepine and 1,5-benzodiazepine tricyclic derivatives and studied their stereostructures and spectral properties due to their biological and pharmaceutical importance [17][18][19][20].…”