Araştırma Makalesi
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Synthesis of Certain New Morpholine Derivatives Bearing a Thiazole Moiety

Yıl 2019, Cilt: 23 Sayı: 4, 554 - 558, 01.08.2019
https://doi.org/10.16984/saufenbilder.414310

Öz

Morpholine
is a synthetic simple heterocyclic organic compound having characteristic
functional groups of amine and ether. Feasible physicochemical properties
(polarity and solubility), low cost and wide availability make it a suitable
candidate for the synthesis of many potent drugs. In our work, we were
synthesized a new series of thiazole substituted morpholine derivatives in two
steps. In the first stage, thiourea was synthesized and the formation of
thiazole ring at the other stage was ensured.

Kaynakça

  • 1. Review of morpholine and its derivatives, Merck Index, 12th ed. published by Merck & co, Whitehouse Station, NJ, 1996; 1074-5.
  • 2. Pushpak, M.; Bekington, M.; Synthesis of substituted 4-(3-alkyl-1,2,4-oxadiazol-5ylmethyl)-3,4-dihydro-2H-1,4-benzoxazinesand 4-(1H-benzimidazol-2-ylmethyl)-3,4-dihydro-2H-1,4benzoxazines. Tetrahedron Lett. 2006; 47(44):7823-7826.
  • 3. Zhou, G.; Zorn, N.; Ting, P.; et.al.; Cook John. Development of Novel benzomorpholine class of diacylglycerol acyltransferase I inhibitors. Med. Chem. Lett. 2014; 5(5): 544-549.
  • 4. Achari, B.; Sukhendu, B. M.; Dutta, P.; et.al.; Perspectives on 1, 4-benzodioxions,1, 4-benzoxazines and their 2, 3- dihydro derivatives. Synlett. 2004; 14:2449-2467.
  • 5. Surendra Kumar R.; Moydeen M.; Al-Deyab S.S.; et.al.; Synthesis of new morpholine-connected pyrazolidine derivatives and their antimicrobial, antioxidant, and cytotoxic activities. Bioorg Med Chem Lett., 2017; 27:66–71.
  • 6. Doan P.; Karjalainen A.; Chandraseelan J.G.; et al. Synthesis and biological screening for cytotoxic activity of N-substituted indolines and morpholines. Eur J Med Chem, 2016;120:296–303.
  • 7. Gadekar P.K.; Roychowdhury A.; Kharkar P.S.; et al. Design, synthesis and biological evaluation of novel azaspiro analogs of linezolid as antibacterial and antitubercular agents. Eur J Med Chem, 2016;122:475–87.
  • 8. Micheli F.; Cremonesi S.; Semeraro T.; et al. Novel morpholine scaffolds as selective dopamine DA. D3 receptor antagonists. Bioorganic Med Chem Lett 2016; 26:1329–32.
  • 9. Zhao Z.; Pissarnitski D.A.; Josien H.B.; et al. Substituted 4-morpholine N-arylsulfonamides as ɣ-secretase inhibitors. Eur J Med Chem, 2016; 124:36–48.
  • 10. Desai N.C.; Rajpara K.M.; Joshi V.V.; Microwave induced synthesis of fluorobenzamides containing thiazole and thiazolidine as promising antimicrobial analogs. J Fluor Chem, 2013;145:102–11.
  • 11. Pattan S.R.; Dighe N.S.; Nirmal S.A.; et al. Synthesis and biological evaluation of some new substituted amino thiazole derivatives. Asian J Res Chem. 2009; 2:196–201.
  • 12. Argyropoulou I.; Geronikaki A.; Vicini P.; et al. Synthesis and biological evaluationof sulfonamide thiazole and benzothiazole derivatives as antimicrobial agents. Arkivoc. 2009; VI:89–102.
  • 13. Sharma R.N.; Xavier F.P.; Vasu K.K.; et al. Synthesis of 4-benzyl-1,3-thiazole derivatives as potential anti-inflammatory agents: an analogue-based drug design approach. J Enzyme Inhib Med Chem. 2009 ;24:890–897.
  • 14. TrautmanH.D.; Longe L.M.; The synthesis of 2,3-disubstituted-4-thiazolidones. J AmChem Soc. 1948; 70:3436–3439.
  • 15. Surray A.R.; 4-Thiazolidones.IV. The preparation of some 3-alkylaminoalkyl-2-aryl derivatives. J Am Chem Soc. 1949; 71:3354–3356.
  • 16. Bhattacharya P.; Leonard, J.T.; Roy K;. Exploring QSAR of thiazole and thiadiazole derivatives as potent and selective human adenosine A3 receptor antagonists using FA and GFA techniques. Bioorg Med Chem. 2005; 13:1159–1165.
  • 17. Karade H.N.; Acharya B.N.;, Sathe M.; et al. Design, synthesis, and antimalarial evaluation of thiazole-derived amino acids. Med Chem Res. 2008; 17:19–29.
  • 18. Berber, N., Arslan, M., Yavuz, E., et. al., ‟Synthesis and evaluation of new phthalazine urea and thiourea derivatives as carbonic anhydrase inhibitors.ˮ ID 742178, p.p. 8, Hindawi, 2013.
  • 19. Güleç, Ö., Arslan, M., Gencer,N., et. al., ‟Synthesis and carbonic anhydrase inhibitory properties of new spiroindoline-substituted sulphonamide compounds.ˮ Arch. Physiol. Biochem., 2017; 123(5):306-312.
Yıl 2019, Cilt: 23 Sayı: 4, 554 - 558, 01.08.2019
https://doi.org/10.16984/saufenbilder.414310

Öz

Kaynakça

  • 1. Review of morpholine and its derivatives, Merck Index, 12th ed. published by Merck & co, Whitehouse Station, NJ, 1996; 1074-5.
  • 2. Pushpak, M.; Bekington, M.; Synthesis of substituted 4-(3-alkyl-1,2,4-oxadiazol-5ylmethyl)-3,4-dihydro-2H-1,4-benzoxazinesand 4-(1H-benzimidazol-2-ylmethyl)-3,4-dihydro-2H-1,4benzoxazines. Tetrahedron Lett. 2006; 47(44):7823-7826.
  • 3. Zhou, G.; Zorn, N.; Ting, P.; et.al.; Cook John. Development of Novel benzomorpholine class of diacylglycerol acyltransferase I inhibitors. Med. Chem. Lett. 2014; 5(5): 544-549.
  • 4. Achari, B.; Sukhendu, B. M.; Dutta, P.; et.al.; Perspectives on 1, 4-benzodioxions,1, 4-benzoxazines and their 2, 3- dihydro derivatives. Synlett. 2004; 14:2449-2467.
  • 5. Surendra Kumar R.; Moydeen M.; Al-Deyab S.S.; et.al.; Synthesis of new morpholine-connected pyrazolidine derivatives and their antimicrobial, antioxidant, and cytotoxic activities. Bioorg Med Chem Lett., 2017; 27:66–71.
  • 6. Doan P.; Karjalainen A.; Chandraseelan J.G.; et al. Synthesis and biological screening for cytotoxic activity of N-substituted indolines and morpholines. Eur J Med Chem, 2016;120:296–303.
  • 7. Gadekar P.K.; Roychowdhury A.; Kharkar P.S.; et al. Design, synthesis and biological evaluation of novel azaspiro analogs of linezolid as antibacterial and antitubercular agents. Eur J Med Chem, 2016;122:475–87.
  • 8. Micheli F.; Cremonesi S.; Semeraro T.; et al. Novel morpholine scaffolds as selective dopamine DA. D3 receptor antagonists. Bioorganic Med Chem Lett 2016; 26:1329–32.
  • 9. Zhao Z.; Pissarnitski D.A.; Josien H.B.; et al. Substituted 4-morpholine N-arylsulfonamides as ɣ-secretase inhibitors. Eur J Med Chem, 2016; 124:36–48.
  • 10. Desai N.C.; Rajpara K.M.; Joshi V.V.; Microwave induced synthesis of fluorobenzamides containing thiazole and thiazolidine as promising antimicrobial analogs. J Fluor Chem, 2013;145:102–11.
  • 11. Pattan S.R.; Dighe N.S.; Nirmal S.A.; et al. Synthesis and biological evaluation of some new substituted amino thiazole derivatives. Asian J Res Chem. 2009; 2:196–201.
  • 12. Argyropoulou I.; Geronikaki A.; Vicini P.; et al. Synthesis and biological evaluationof sulfonamide thiazole and benzothiazole derivatives as antimicrobial agents. Arkivoc. 2009; VI:89–102.
  • 13. Sharma R.N.; Xavier F.P.; Vasu K.K.; et al. Synthesis of 4-benzyl-1,3-thiazole derivatives as potential anti-inflammatory agents: an analogue-based drug design approach. J Enzyme Inhib Med Chem. 2009 ;24:890–897.
  • 14. TrautmanH.D.; Longe L.M.; The synthesis of 2,3-disubstituted-4-thiazolidones. J AmChem Soc. 1948; 70:3436–3439.
  • 15. Surray A.R.; 4-Thiazolidones.IV. The preparation of some 3-alkylaminoalkyl-2-aryl derivatives. J Am Chem Soc. 1949; 71:3354–3356.
  • 16. Bhattacharya P.; Leonard, J.T.; Roy K;. Exploring QSAR of thiazole and thiadiazole derivatives as potent and selective human adenosine A3 receptor antagonists using FA and GFA techniques. Bioorg Med Chem. 2005; 13:1159–1165.
  • 17. Karade H.N.; Acharya B.N.;, Sathe M.; et al. Design, synthesis, and antimalarial evaluation of thiazole-derived amino acids. Med Chem Res. 2008; 17:19–29.
  • 18. Berber, N., Arslan, M., Yavuz, E., et. al., ‟Synthesis and evaluation of new phthalazine urea and thiourea derivatives as carbonic anhydrase inhibitors.ˮ ID 742178, p.p. 8, Hindawi, 2013.
  • 19. Güleç, Ö., Arslan, M., Gencer,N., et. al., ‟Synthesis and carbonic anhydrase inhibitory properties of new spiroindoline-substituted sulphonamide compounds.ˮ Arch. Physiol. Biochem., 2017; 123(5):306-312.
Toplam 19 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Kimya Mühendisliği
Bölüm Araştırma Makalesi
Yazarlar

Nurcan Berber

Yayımlanma Tarihi 1 Ağustos 2019
Gönderilme Tarihi 10 Nisan 2018
Kabul Tarihi 17 Ocak 2019
Yayımlandığı Sayı Yıl 2019 Cilt: 23 Sayı: 4

Kaynak Göster

APA Berber, N. (2019). Synthesis of Certain New Morpholine Derivatives Bearing a Thiazole Moiety. Sakarya University Journal of Science, 23(4), 554-558. https://doi.org/10.16984/saufenbilder.414310
AMA Berber N. Synthesis of Certain New Morpholine Derivatives Bearing a Thiazole Moiety. SAUJS. Ağustos 2019;23(4):554-558. doi:10.16984/saufenbilder.414310
Chicago Berber, Nurcan. “Synthesis of Certain New Morpholine Derivatives Bearing a Thiazole Moiety”. Sakarya University Journal of Science 23, sy. 4 (Ağustos 2019): 554-58. https://doi.org/10.16984/saufenbilder.414310.
EndNote Berber N (01 Ağustos 2019) Synthesis of Certain New Morpholine Derivatives Bearing a Thiazole Moiety. Sakarya University Journal of Science 23 4 554–558.
IEEE N. Berber, “Synthesis of Certain New Morpholine Derivatives Bearing a Thiazole Moiety”, SAUJS, c. 23, sy. 4, ss. 554–558, 2019, doi: 10.16984/saufenbilder.414310.
ISNAD Berber, Nurcan. “Synthesis of Certain New Morpholine Derivatives Bearing a Thiazole Moiety”. Sakarya University Journal of Science 23/4 (Ağustos 2019), 554-558. https://doi.org/10.16984/saufenbilder.414310.
JAMA Berber N. Synthesis of Certain New Morpholine Derivatives Bearing a Thiazole Moiety. SAUJS. 2019;23:554–558.
MLA Berber, Nurcan. “Synthesis of Certain New Morpholine Derivatives Bearing a Thiazole Moiety”. Sakarya University Journal of Science, c. 23, sy. 4, 2019, ss. 554-8, doi:10.16984/saufenbilder.414310.
Vancouver Berber N. Synthesis of Certain New Morpholine Derivatives Bearing a Thiazole Moiety. SAUJS. 2019;23(4):554-8.

Sakarya University Journal of Science (SAUJS)