Synthesis and pharmacological evaluation of several N-(2-nitrophenyl) piperazine derivatives
Sinteza i farmakološko ispitivanje novih derivata N-(2-nitrofenil) piperazina

2007
Аутори
Andrić, Deana
Tovilović, Gordana

Roglić, Goran

Vasković, Đurđica
Šoškić, Vukić

Tomić, Mirko
Kostić Rajačić, Slađana

Чланак у часопису (Објављена верзија)
Метаподаци
Приказ свих података о документуАпстракт
Six newly synthesized heterocyclic (2-nitrophenyl)piperazines, with a specific structure of the heteroaryl group, whichmimics the catechol moiety of dopamine (benzimidazoles and substituted benzimidazoles), were evaluated for their binding affinity to rat dopamine (DA), serotonin (5-HT) and _1 receptors. All compounds with a benzimidazole group had a 5-HT2A/D2 receptors binding ratio characteristic for atypical neuroleptics (>1, pK i values). Compound 7c, 4-bromo-6-{2-_4-(2-nitrophenyl)piperazin- 1-yl_ethyl}-1H-benzimidazole, expressed higher affinities for all receptor classes than clozapine. Also, it exhibited the best characteristic for atypical neuroleptics and presents a compound with the best profile for further in vivo investigations.
Sintetisano je šest heterocikličnih (2-nitrofenil)piperazina sa specifičnom heteroaril grupom, koja podražava kateholsku grupu dopamina (benzimidazoli i supstituisani benzimidazoli), i ispitan je njihov afinitet ka dopaminskim, serotoninskim i _1 receptorima. Sva jedinjenja sa benzimidazolskim grupama su pokazala 5-HT 1A/D2 odnos vezivanja karakterističan za atipične neuroleptike (>1, pK i vrednosti). Jedinjenje 7c, 4-bromo-6-{2-_4-(2-nitrofenil)piperazin-1-il_etil}-1H-benzimidazol, pokazalo je izraženiji afinitet ka svim klasama receptora u poređenju sa klozapinom i takođe predstavlja jedinjenje sa najboljim karakteristikama za dalja in vivo istraživanja.
Кључне речи:
arylpiperazines / benzimidazoles / dopamine receptors / serotonin receptors / atypical antipsychoticИзвор:
Journal of the Serbian Chemical Society, 2007, 72, 5, 429-435Издавач:
- Serbian Chemical Society
Финансирање / пројекти:
- Синтеза и карактеризација биолошки активних супстанци и компјутерска симулација биолошких система (RS-142009)
- Биомедицинска испитивања и развој неких нових психотропних супстанци (RS-143032)
DOI: 10.2298/JSC0705429A
ISSN: 0352-5139
WoS: 000247579900002
Scopus: 2-s2.0-34447136382
Институција/група
IHTMTY - JOUR AU - Andrić, Deana AU - Tovilović, Gordana AU - Roglić, Goran AU - Vasković, Đurđica AU - Šoškić, Vukić AU - Tomić, Mirko AU - Kostić Rajačić, Slađana PY - 2007 UR - https://cer.ihtm.bg.ac.rs/handle/123456789/313 AB - Six newly synthesized heterocyclic (2-nitrophenyl)piperazines, with a specific structure of the heteroaryl group, whichmimics the catechol moiety of dopamine (benzimidazoles and substituted benzimidazoles), were evaluated for their binding affinity to rat dopamine (DA), serotonin (5-HT) and _1 receptors. All compounds with a benzimidazole group had a 5-HT2A/D2 receptors binding ratio characteristic for atypical neuroleptics (>1, pK i values). Compound 7c, 4-bromo-6-{2-_4-(2-nitrophenyl)piperazin- 1-yl_ethyl}-1H-benzimidazole, expressed higher affinities for all receptor classes than clozapine. Also, it exhibited the best characteristic for atypical neuroleptics and presents a compound with the best profile for further in vivo investigations. AB - Sintetisano je šest heterocikličnih (2-nitrofenil)piperazina sa specifičnom heteroaril grupom, koja podražava kateholsku grupu dopamina (benzimidazoli i supstituisani benzimidazoli), i ispitan je njihov afinitet ka dopaminskim, serotoninskim i _1 receptorima. Sva jedinjenja sa benzimidazolskim grupama su pokazala 5-HT 1A/D2 odnos vezivanja karakterističan za atipične neuroleptike (>1, pK i vrednosti). Jedinjenje 7c, 4-bromo-6-{2-_4-(2-nitrofenil)piperazin-1-il_etil}-1H-benzimidazol, pokazalo je izraženiji afinitet ka svim klasama receptora u poređenju sa klozapinom i takođe predstavlja jedinjenje sa najboljim karakteristikama za dalja in vivo istraživanja. PB - Serbian Chemical Society T2 - Journal of the Serbian Chemical Society T1 - Synthesis and pharmacological evaluation of several N-(2-nitrophenyl) piperazine derivatives T1 - Sinteza i farmakološko ispitivanje novih derivata N-(2-nitrofenil) piperazina VL - 72 IS - 5 SP - 429 EP - 435 DO - 10.2298/JSC0705429A ER -
@article{ author = "Andrić, Deana and Tovilović, Gordana and Roglić, Goran and Vasković, Đurđica and Šoškić, Vukić and Tomić, Mirko and Kostić Rajačić, Slađana", year = "2007", abstract = "Six newly synthesized heterocyclic (2-nitrophenyl)piperazines, with a specific structure of the heteroaryl group, whichmimics the catechol moiety of dopamine (benzimidazoles and substituted benzimidazoles), were evaluated for their binding affinity to rat dopamine (DA), serotonin (5-HT) and _1 receptors. All compounds with a benzimidazole group had a 5-HT2A/D2 receptors binding ratio characteristic for atypical neuroleptics (>1, pK i values). Compound 7c, 4-bromo-6-{2-_4-(2-nitrophenyl)piperazin- 1-yl_ethyl}-1H-benzimidazole, expressed higher affinities for all receptor classes than clozapine. Also, it exhibited the best characteristic for atypical neuroleptics and presents a compound with the best profile for further in vivo investigations., Sintetisano je šest heterocikličnih (2-nitrofenil)piperazina sa specifičnom heteroaril grupom, koja podražava kateholsku grupu dopamina (benzimidazoli i supstituisani benzimidazoli), i ispitan je njihov afinitet ka dopaminskim, serotoninskim i _1 receptorima. Sva jedinjenja sa benzimidazolskim grupama su pokazala 5-HT 1A/D2 odnos vezivanja karakterističan za atipične neuroleptike (>1, pK i vrednosti). Jedinjenje 7c, 4-bromo-6-{2-_4-(2-nitrofenil)piperazin-1-il_etil}-1H-benzimidazol, pokazalo je izraženiji afinitet ka svim klasama receptora u poređenju sa klozapinom i takođe predstavlja jedinjenje sa najboljim karakteristikama za dalja in vivo istraživanja.", publisher = "Serbian Chemical Society", journal = "Journal of the Serbian Chemical Society", title = "Synthesis and pharmacological evaluation of several N-(2-nitrophenyl) piperazine derivatives, Sinteza i farmakološko ispitivanje novih derivata N-(2-nitrofenil) piperazina", volume = "72", number = "5", pages = "429-435", doi = "10.2298/JSC0705429A" }
Andrić, D., Tovilović, G., Roglić, G., Vasković, Đ., Šoškić, V., Tomić, M.,& Kostić Rajačić, S.. (2007). Synthesis and pharmacological evaluation of several N-(2-nitrophenyl) piperazine derivatives. in Journal of the Serbian Chemical Society Serbian Chemical Society., 72(5), 429-435. https://doi.org/10.2298/JSC0705429A
Andrić D, Tovilović G, Roglić G, Vasković Đ, Šoškić V, Tomić M, Kostić Rajačić S. Synthesis and pharmacological evaluation of several N-(2-nitrophenyl) piperazine derivatives. in Journal of the Serbian Chemical Society. 2007;72(5):429-435. doi:10.2298/JSC0705429A .
Andrić, Deana, Tovilović, Gordana, Roglić, Goran, Vasković, Đurđica, Šoškić, Vukić, Tomić, Mirko, Kostić Rajačić, Slađana, "Synthesis and pharmacological evaluation of several N-(2-nitrophenyl) piperazine derivatives" in Journal of the Serbian Chemical Society, 72, no. 5 (2007):429-435, https://doi.org/10.2298/JSC0705429A . .