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Bazı Yeni Pirazollerin Sentezlenmesi

Year 2017, Volume: 7 Issue: 2, 352 - 355, 01.06.2017

Abstract

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

References

  • 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

Year 2017, Volume: 7 Issue: 2, 352 - 355, 01.06.2017

Abstract

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.

References

  • 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.
There are 15 citations in total.

Details

Primary Language Turkish
Journal Section Research Article
Authors

Adnan Çetin This is me

Publication Date June 1, 2017
Published in Issue Year 2017 Volume: 7 Issue: 2

Cite

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. June 2017;7(2):352-355.
Chicago Çetin, Adnan. “Bazı Yeni Pirazollerin Sentezlenmesi”. Karaelmas Fen Ve Mühendislik Dergisi 7, no. 2 (June 2017): 352-55.
EndNote Çetin A (June 1, 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, vol. 7, no. 2, pp. 352–355, 2017.
ISNAD Çetin, Adnan. “Bazı Yeni Pirazollerin Sentezlenmesi”. Karaelmas Fen ve Mühendislik Dergisi 7/2 (June 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, vol. 7, no. 2, 2017, pp. 352-5.
Vancouver Çetin A. Bazı Yeni Pirazollerin Sentezlenmesi. Karaelmas Fen ve Mühendislik Dergisi. 2017;7(2):352-5.