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Bazı Yeni Pirazollerin Sentezlenmesi

Yıl 2017, Cilt: 7 Sayı: 2, 352 - 355, 01.06.2017

Öz

Bu makalede; ilk olarak, başlangıç materyali olan 2- 2- 4-bromofenil hidrazin -1- 2- hidroksifenil -3-fenilpropan-1,3-dion 1 sentezlendi. Sonra, başlangıç materyali ve çeşitli hidrazinlerin reaksiyonu vasıtasıyla yeni substitue pirazol türevleri 2a-e elde edildi. Yeni sentezlenen bileşiklerin yapıları spektroskopik yöntemler tarafından belirlendi

Kaynakça

  • Bailey, DM., Hansen, PE., Hlavac, AG., Baizman, ER., Pearl, J., DeFelice, AF., Feigenson, ME. 1985. 3, 4-Diphenyl-1Hpyrazole-1-propanamine antidepressants. J Med. Chem., 28: 256-260.
  • Bekhit, AA., Abdel-Aziem, T. 2004. Design, synthesis and biological evaluation of some pyrazole derivatives as anti-inflammatory-antimicrobial agents. Bioorg. Med. Chem., 12: 1935-1945.
  • Bondock, S., Fadaly, W., Metwally, MA. 2010. Synthesis and antimicrobial activity of some new thiazole, thiophene and pyrazole derivatives containing benzothiazole moiety. Euro. J. Med. Chem., 45: 3692-3701.
  • Cetin, A. 2016. Synthesis of Pyrazoles via Electrophilic Cyclization of Alkynes Containing Thiophene. Lett. Org. Chem., 13: 310-315.
  • Çetin, A., Bildirici, İ. 2016. A study on synthesis and antimicrobial activity of 4-acyl-pyrazoles. J.Saud. Chem. Soc,.
  • Du, S., Tian, Z., Yang, D., Li, X., Li, H., Jia, C., Qin, Z. 2015. Synthesis, Antifungal Activity and Structure-Activity Relationships of Novel 3-(Difluoromethyl)-1-methyl-1Hpyrazole-4-carboxylic Acid Amides. Molecules, 20: 8395-8408.
  • Fustero, S., Román, R., Sanz-Cervera, J. F., Simón-Fuentes, A., Cunat, A. C., Villanova, S., Murguia, M. 2008. Improved regioselectivity in pyrazole formation through the use of fluorinated alcohols as solvents: synthesis and biological activity of fluorinated tebufenpyrad analogs. J. Org. Chem., 73: 3523-3529.
  • Hainzl, D., Casida, JE. 1996. Fipronil insecticide: novel photochemical desulfinylation with retention of neurotoxicity. Proc Natl Acad Sci., 93: 12764-12767.
  • Heller, S. T., Natarajan, SR. 2006. 1, 3-Diketones from acid chlorides and ketones: A rapid and general one-pot synthesis of pyrazoles. Org. Let., 8: 2675-2678.
  • Hernández-Vázquez, E., Salgado-Barrera, S., RamírezEspinosa, JJ., Estrada-Soto, S., Hernández-Luis, F. 2016. Synthesis and molecular docking of N′-arylidene-5- (4-chlorophenyl)-1-(3, 4-dichlorophenyl)-4-methyl-1Hpyrazole-3-carbohydrazides as novel hypoglycemic and antioxidant dual agents. Bioorg. Med. Chem., 24: 2298-2306.
  • Lan, R., Liu, Q., Fan, P., Lin, S., Fernando, SR., McCallion, D., Makriyannis, A. 1999. Structure-activity relationships of pyrazole derivatives as cannabinoid receptor antagonists. J. Med. Chem., 42: 769-776.
  • McCann, ME., Donald, R., Zhang, D., Brideau, C., Black, WC., Hanson, PD., Hickey, GJ. 2004. In vitro effects and in vivo efficacy of a novel cyclooxygenase-2 inhibitor in dogs with experimentally induced synovitis. Am. J Vet. Res., 65: 503-512.
  • Penning, TD., Talley, JJ., Bertenshaw, SR., Carter, JS., Collins, PW., Docter, S., Rogers, RS. 1997. Synthesis and biological evaluation of the 1, 5-diarylpyrazole class of cyclooxygenase-2 inhibitors: identification of 4-[5-(4-methylphenyl)-3- (trifluoromethyl)-1 H-pyrazol-1-yl] benzenesulfonamide (SC-58635, celecoxib). J. Med. Chem., 40: 1347-1365.
  • Terrett, NK., Bell, AS., Brown, D., Ellis, P. 1996. Sildenafil (Viagra TM), a potent and selective inhibitor of type 5 cGMP phosphodiesterase with utility for the treatment of male erectile dysfunction. Bioorg. Med. Chem., 6: 1819-1824.
  • Toure, BB., Hall, DG. 2009. Natural product synthesis using multicomponent reaction strategies. Chem. Rev., 109: 4439- 4486.

Synthesis of some new pyrazoles

Yıl 2017, Cilt: 7 Sayı: 2, 352 - 355, 01.06.2017

Öz

In this paper; Firstly, 2- 2- 4-bromophenyl hydrazino -1- 2- hydroxyphenyl -3-phenylpropane-1,3-dione 1 , which is starting material, was synthesized. Then, the new substituted pyrazoles derivatives 2a-e were obtained via the reaction starting material and various hydrazines. The structures of new synthesized compounds were determined by spectroscopic methods.

Kaynakça

  • Bailey, DM., Hansen, PE., Hlavac, AG., Baizman, ER., Pearl, J., DeFelice, AF., Feigenson, ME. 1985. 3, 4-Diphenyl-1Hpyrazole-1-propanamine antidepressants. J Med. Chem., 28: 256-260.
  • Bekhit, AA., Abdel-Aziem, T. 2004. Design, synthesis and biological evaluation of some pyrazole derivatives as anti-inflammatory-antimicrobial agents. Bioorg. Med. Chem., 12: 1935-1945.
  • Bondock, S., Fadaly, W., Metwally, MA. 2010. Synthesis and antimicrobial activity of some new thiazole, thiophene and pyrazole derivatives containing benzothiazole moiety. Euro. J. Med. Chem., 45: 3692-3701.
  • Cetin, A. 2016. Synthesis of Pyrazoles via Electrophilic Cyclization of Alkynes Containing Thiophene. Lett. Org. Chem., 13: 310-315.
  • Çetin, A., Bildirici, İ. 2016. A study on synthesis and antimicrobial activity of 4-acyl-pyrazoles. J.Saud. Chem. Soc,.
  • Du, S., Tian, Z., Yang, D., Li, X., Li, H., Jia, C., Qin, Z. 2015. Synthesis, Antifungal Activity and Structure-Activity Relationships of Novel 3-(Difluoromethyl)-1-methyl-1Hpyrazole-4-carboxylic Acid Amides. Molecules, 20: 8395-8408.
  • Fustero, S., Román, R., Sanz-Cervera, J. F., Simón-Fuentes, A., Cunat, A. C., Villanova, S., Murguia, M. 2008. Improved regioselectivity in pyrazole formation through the use of fluorinated alcohols as solvents: synthesis and biological activity of fluorinated tebufenpyrad analogs. J. Org. Chem., 73: 3523-3529.
  • Hainzl, D., Casida, JE. 1996. Fipronil insecticide: novel photochemical desulfinylation with retention of neurotoxicity. Proc Natl Acad Sci., 93: 12764-12767.
  • Heller, S. T., Natarajan, SR. 2006. 1, 3-Diketones from acid chlorides and ketones: A rapid and general one-pot synthesis of pyrazoles. Org. Let., 8: 2675-2678.
  • Hernández-Vázquez, E., Salgado-Barrera, S., RamírezEspinosa, JJ., Estrada-Soto, S., Hernández-Luis, F. 2016. Synthesis and molecular docking of N′-arylidene-5- (4-chlorophenyl)-1-(3, 4-dichlorophenyl)-4-methyl-1Hpyrazole-3-carbohydrazides as novel hypoglycemic and antioxidant dual agents. Bioorg. Med. Chem., 24: 2298-2306.
  • Lan, R., Liu, Q., Fan, P., Lin, S., Fernando, SR., McCallion, D., Makriyannis, A. 1999. Structure-activity relationships of pyrazole derivatives as cannabinoid receptor antagonists. J. Med. Chem., 42: 769-776.
  • McCann, ME., Donald, R., Zhang, D., Brideau, C., Black, WC., Hanson, PD., Hickey, GJ. 2004. In vitro effects and in vivo efficacy of a novel cyclooxygenase-2 inhibitor in dogs with experimentally induced synovitis. Am. J Vet. Res., 65: 503-512.
  • Penning, TD., Talley, JJ., Bertenshaw, SR., Carter, JS., Collins, PW., Docter, S., Rogers, RS. 1997. Synthesis and biological evaluation of the 1, 5-diarylpyrazole class of cyclooxygenase-2 inhibitors: identification of 4-[5-(4-methylphenyl)-3- (trifluoromethyl)-1 H-pyrazol-1-yl] benzenesulfonamide (SC-58635, celecoxib). J. Med. Chem., 40: 1347-1365.
  • Terrett, NK., Bell, AS., Brown, D., Ellis, P. 1996. Sildenafil (Viagra TM), a potent and selective inhibitor of type 5 cGMP phosphodiesterase with utility for the treatment of male erectile dysfunction. Bioorg. Med. Chem., 6: 1819-1824.
  • Toure, BB., Hall, DG. 2009. Natural product synthesis using multicomponent reaction strategies. Chem. Rev., 109: 4439- 4486.
Toplam 15 adet kaynakça vardır.

Ayrıntılar

Birincil Dil Türkçe
Bölüm Research Article
Yazarlar

Adnan Çetin Bu kişi benim

Yayımlanma Tarihi 1 Haziran 2017
Yayımlandığı Sayı Yıl 2017 Cilt: 7 Sayı: 2

Kaynak Göster

APA Çetin, A. (2017). Bazı Yeni Pirazollerin Sentezlenmesi. Karaelmas Fen Ve Mühendislik Dergisi, 7(2), 352-355.
AMA Çetin A. Bazı Yeni Pirazollerin Sentezlenmesi. Karaelmas Fen ve Mühendislik Dergisi. Haziran 2017;7(2):352-355.
Chicago Çetin, Adnan. “Bazı Yeni Pirazollerin Sentezlenmesi”. Karaelmas Fen Ve Mühendislik Dergisi 7, sy. 2 (Haziran 2017): 352-55.
EndNote Çetin A (01 Haziran 2017) Bazı Yeni Pirazollerin Sentezlenmesi. Karaelmas Fen ve Mühendislik Dergisi 7 2 352–355.
IEEE A. Çetin, “Bazı Yeni Pirazollerin Sentezlenmesi”, Karaelmas Fen ve Mühendislik Dergisi, c. 7, sy. 2, ss. 352–355, 2017.
ISNAD Çetin, Adnan. “Bazı Yeni Pirazollerin Sentezlenmesi”. Karaelmas Fen ve Mühendislik Dergisi 7/2 (Haziran 2017), 352-355.
JAMA Çetin A. Bazı Yeni Pirazollerin Sentezlenmesi. Karaelmas Fen ve Mühendislik Dergisi. 2017;7:352–355.
MLA Çetin, Adnan. “Bazı Yeni Pirazollerin Sentezlenmesi”. Karaelmas Fen Ve Mühendislik Dergisi, c. 7, sy. 2, 2017, ss. 352-5.
Vancouver Çetin A. Bazı Yeni Pirazollerin Sentezlenmesi. Karaelmas Fen ve Mühendislik Dergisi. 2017;7(2):352-5.