Facile synthesis of hydrazono bis-4-oxothiazolidines

References

• Saeed A, Abbas N, Flőrke U. Synthesis and antibacterial activity of some novel 2-aroylimino-3-aryl-thiazolidin-4-ones. J Braz Chem Soc. 2007;18:559–565.
   Web of Science ®Google Scholar
• Shiradkar M, Shivaprasad HN. Microwave assisted synthesis of novel azetidin-2-one and thiazolidin-4-one derivatives of triazolyl thiophene. Asian J Chem. 2006;18:331–336.
   Google Scholar
• Pandeya SN, Sriram D, Nath G, et al. Synthesis, antibacterial, antifungal and anti-HIV activities of Schiff and mannich bases derived from isatin derivatives and N-[4-(4'-chlorophenyl)thiazol-2-yl] thiosemicarbazide. Eur J Pharm Sci. 1999;9:25–31.
   PubMed Web of Science ®Google Scholar
• Abhinit M, Ghodke M, Pratima NA. Exploring potential of 4-thiazolidinone: A brief review. Int J Pharm Pharm Sci. 2009;1:47–64.
   Google Scholar
• Prasad D, Kumar A, Shukl PK, et al. Design,: synthesis and antimicrobial evaluation of novel 2-aryl-thiazolidin-4-one derivatives. Org Med Chem Lett. 2011;1:4.
   PubMedGoogle Scholar
• Tatar E, Küçükgüzel I, DeClercq E, et al. Synthesis,: characterization and antiviral evaluation of 1,3-thiazolidine-4-one derivatives bearing L-valine side chain. Marmara Pharm J. 2012;16:181–193.
   Google Scholar
• Abo-Hashem AA, Al-Hassain SA. Design, Synthesis of New 1,2,4-triazole/1,3,4-thiadiazole with spiroindoline, imidazo[4,5-b]quinoxaline and thieno[2,3-d]-pyrimidine from isatin derivatives as anticancer agents. Molecules. 2022;27:835.
   PubMed Web of Science ®Google Scholar
• Amin KM, Rahman ADE, Al-Eryani YAA. Synthesis and preliminary evaluation of some substituted coumarins as anticonvulsant agents. Bioorg Med Chem. 2008;16:5377–5388.
   PubMed Web of Science ®Google Scholar
• Agarwal A, Lata S, Saxena KK, et al. Chemistry and biological activities of 1, 3-thiazolidin-4-ones. Eur J Med Chem. 2006;41:1223–1229.
   PubMed Web of Science ®Google Scholar
• Diurno MV, Mazzoni O, Capasso F, et al. Synthesis and pharmacological activity of 2-(substituted phenyl)-3-[2 or 3-[(4-substituted phenyl-4-hydroxy)piperidino]ethyl or propyl]-1,3-thiazolidin-4-ones. II Farmaco. 1997;52:237–241.
   PubMedGoogle Scholar
• Tanabe Y, Yamamoto H, Murakami M, et al. Synthetic study of the highly potent and selective anti-platelet activating factor thiazolidin-4-one agents and related compounds. J Chem Soc Perkin Trans. 1995;1(7):935–947.
   Google Scholar
• Shiradkar MR, Murahari KK, Gangadasu HR, et al. Synthesis of new S-derivatives of clubbed triazolyl thiazole as anti-mycobacterium tuberculosis agents. Bioorg Med Chem. 2007;15:3997–4008.
   PubMed Web of Science ®Google Scholar
• Upadhyay A, Srivastava SK, Srivastava SD. Conventional and microwave assisted synthesis of some new N-[(4-oxo-2-substituted aryl−1,3-thiazolidine)-acetamidyl]-5-nitroindazoles and its antimicrobial activity. Eur J Med Chem. 2010;45:3541–3548.
   PubMed Web of Science ®Google Scholar
• Rawal RK, Prabhakar YS, Katti SB, et al. 2-(Aryl)-3-furan-2-ylmethyl-thiazolidin-4-ones as selective HIV-RT inhibitors. Bioorg Med Chem. 2005;13:6771–6776.
   PubMed Web of Science ®Google Scholar
• Balzarini J, Orzeszko B, Maurin JK, et al. Synthesis and anti-HIV studies of 2-adamantyl-substituted thiazolidin-4-ones. J Med Chem. 2007;42:993–1003.
   Web of Science ®Google Scholar
• Barreca ML, Chimirri A, De Luca L, et al. Discovery of 2,3-diaryl-1,3-thiazolidin-4-ones as potent anti-HIV-1 agents. Bioorg Med Chem Lett. 2001;11:1793–1796.
   PubMed Web of Science ®Google Scholar
• Hongyu Z, Shuhong W, Shumei Z, et al. Design,: synthesis, cytoselective toxicity, structure–activity relationships, and pharmacophore of thiazolidinone derivatives targeting drug-resistant lung cancer cells. J Med Chem. 2008;51:1242–1251.
   PubMed Web of Science ®Google Scholar
• Gududuru V, Hurh E, Dalton JT, et al. Synthesis and antiproliferative activity of 2-aryl-4-oxo-thiazolidin-3-yl-amides for prostate cancer. Bioorg Med Chem Lett. 2004;14:5289–5293.
   PubMed Web of Science ®Google Scholar
• Insuasty A, Ramirez J, Raimondi M, et al. Synthesis, antifungal and antitumor activity of novel (Z)-5-hetarylmethylidene-1,3-thiazol-4-ones and (Z)-5-ethylidene-1,3-thiazol-4-ones. Molecules. 2013;18:5482–5497.
   PubMed Web of Science ®Google Scholar
• Stlanrent DR, Gao Q, Wu DD, et al. Regioselective synthesis of 3-(heteroaryl)-iminothiazolidin-4-ones. Tetrahedron Lett. 2004;45:1907–1910.
   Web of Science ®Google Scholar
• Gürsoy A, Terzioglu N. Synthesis and isolation of new regioisomeric 4-thiazolidinones and their anticonvulsant activity. Turk J Chem. 2005;29:247–254.
   Web of Science ®Google Scholar
• Vicini P, Geonikaki A, Anastasia K, et al. Synthesis and antimicrobial activity of novel 2-thiazolylimino-5-arylidene-4-thiazolidinones. Bioorg Med Chem. 2006;14:3859–3864.
   PubMed Web of Science ®Google Scholar
• Jieping Z, Blanchet J. Reeve's synthesis of 2-imino-4-thiazolidinone from alkyl (aryl) trichloromethylcarbinol revisited, a three-component process from aldehyde,: chloroform and thiourea. Tetrahedron Lett. 2004;45:4449–4452.
   Web of Science ®Google Scholar
• Dubreuil JF, Bazureau JP. Efficient combination of task-specific ionic liquid and microwave dielectric heating applied to one-pot three component synthesis of a small library of 4-thiazolidinones. Tetrahedron. 2003;59:6121–6130.
   Web of Science ®Google Scholar
• Martins MAP, Frizzo CP, Moreira DM, et al. Ionic liquids in heterocyclic synthesis. Chem Rev. 2008;108:2015–2050.
   PubMed Web of Science ®Google Scholar
• Dandia A, Singh R, Khaturia S, et al. Efficient microwave enhanced regioselective synthesis of a series of benzimidazolyl/-triazolyl spiro [indole-thiazolidinones] as potent antifungal agents and crystal structure of spiro[3H-indole-3,2'-thiazolidine]-3'(1,2,4-triazol-3-yl)-2,4'(1H)-dione. Bioorg Med Chem. 2006;14:2409–2417.
   PubMed Web of Science ®Google Scholar
• Erdélyi M. Solid-phase methods for the microwave-assisted synthesis of heterocycles. Topics Heterocycl Chem. 2006;1:79–128.
   Google Scholar
• Hassan AA, Ibrahim YR, El-Sheref EM, et al. Novel synthesis of oxothiazolidine derivatives. J Heterocycl Chem. 2012;49:1054–1058.
   Google Scholar
• Hassan AA, Ibrahim YR, El-Sheref EM, et al. Novel synthesis of pyrazolyloxothiazolidine derivatives. J Heterocycl Chem. 2012;49:1380–1385.
   Google Scholar
• Hassan AA, El-Sheref EM. Chemistry and heterocyclization of dithiobiurea and thioureidoalkylthiourea. J Heterocycl Chem. 2010;47:764–784.
   Web of Science ®Google Scholar
• Abo-Hashem AA. Synthesis and antimicrobial activity of new 1,2,4-triazole, 1,3,4-oxadiazole, 1,3,4-thiadiazole, thiopyrane, thiazolidinone, and azepine derivatives. J Heterocycl Chem. 2020;58:74–92.
   Web of Science ®Google Scholar
• Shaker RM. Synthesis of 1,4-phenylene bridged bis-heterocyclic compounds. Arkivoc. 2012;i:1–44.
   Google Scholar
• Gantla C, Sarat M, Suresh Y, et al. Synthesis and insecticidal activity of bis 4, 4'-(2-substituted aryl thiazolidine-4-one) diphenyl sulphone. Orient J Chem 2009;25:211–214.
   Google Scholar
• Vishnu JR, Lallan M, Pandey NH, et al. Bis heterocycles as potential chemotherapeutic agents. X. Synthesis of bis(4-arylthiosemicarbazido)-,: bis(2-arylamino-1,3,4-thiadiazol-5-yl) and bis(4-aryl-1,2,4-triazolin-3-thione-5-yl)pentanes and related compounds. J Heterocycl Chem. 1990;27:351–355.
   Web of Science ®Google Scholar
• Bhat AR. Athar F. Azam A. Bis-pyrazolines: synthesis,: characterization and antiamoebic activity as Inhibitors of growth of entamoeba histolytica. Eur J Med Chem. 2009;44:426–431.
   PubMed Web of Science ®Google Scholar
• Iqbal PF, Parveen H, Bhat AR, et al. Synthesis,: characterization, antiamoebic activity and toxicity of novel bisdioxazole derivatives. Eur J Med Chem. 2009;44:4747–4751.
   PubMed Web of Science ®Google Scholar
• Padmavathi V, Radhalakshmi T, Mahesh K, et al. Synthesis of novel bis heterocycles: Bis pyrroles,: pyrrolyl pyrazolines and pyrrolyl isoxazolines. Indian J Chem Sec B. 2008;47:1707–1712.
   Google Scholar
• Reddy CS, Rao DC, Yakub V, et al. Synthesis and in vitro Study of Some New Bis(thiadiazolyl-2H-pyrazolo[3,4-d][1,3] thiazole)-methanes as potential nematicides. Acta Chim Slov. 2010;57:798–807.
   PubMed Web of Science ®Google Scholar
• Gantla C, Sarat M, Suresh Y, et al. Synthesis and insecticidal activity of Bis- 4,4'-(2-substituted aryl thiazolidine-4-one)diphenyl sulphone. Orient J Chem. 2009;25:211–214.
   Google Scholar
• Metwally MA, Fekri A, Nagy N, et al. Synthesis of some new functionalized bis-thiazolidin-5-one and bis-thiazolidin-4-one derivatives. Am J Chem. 2012;2:277–281.
   Google Scholar
• Coulibaly WK, Paquin L, Bénié A, et al. Synthesis of new N,N'-bis(5-arylidene-4-oxo-4,5-dihydrothiazolin-2-yl)piperazine derivatives under microwave irradiation and preliminary biological evaluation. Sci Pharm. 2012;80:825–836.
   PubMedGoogle Scholar
• Abo-Bakr AM. Synthesis and evaluation of antimicrobial activity of some new heterocyclic compounds using succinic acid dihydrazide as a precursor. Int J Sci Eng Res. 2013;4:1438–1445.
   Google Scholar
• Shrivasrava H, Seelam N, Rai R. Synthesis and antimicrobial activity of New thiazolidinone derivatives With the use of γ-ferrite catalyst. E-J Chem. 2012;9(2):825–831.
   Google Scholar
• Hassan AA, Mohamed NK, Makhlouf MM, et al. Reactions of dimethyl acetylenedicarboxylate with 2,5-dithiobiurea derivatives. Synthesis (Mass). 2014;46(22):3097–3102.
   Web of Science ®Google Scholar
• Dawood KM, Raslan MA, Abbas AA, et al. Novel Bis-thiazole derivatives: Synthesis and potential cytotoxic activity through Apoptosis with Molecular Docking approaches. Front Chem. 2021;9:694870.
   PubMed Web of Science ®Google Scholar
• Elbastawesy MI, Aly AA, El-Shaier YAMM, et al. New 4-thiazolidinone/quinoline-2-ones scaffold: design, synthesis, docking studies and biological evaluation as potential urease inhibitors. J Mol Struct. 2021;1244:130845.
   Web of Science ®Google Scholar
• Aly AA, Bräse S, Hassan AA, et al. Design, synthesis, and Molecular Docking of paracyclophanyl-thiazole hybrids as novel CDK1 Inhibitors and Apoptosis inducing anti-melanoma agents. Molecules. 2020;25:5569.
   Google Scholar
• Mostafa SM, Aly AA, Brase S, et al. An efficient approach for the synthesis of novel series of 1,3–dihydrospiro[indene–2,6′–[1,3]thiazine] derivatives. Monatsh Chem. 2022;153:87–94.
   Web of Science ®Google Scholar
• Mostafa SM, Aly AA, Brase S, et al. Synthesis, characterization, and In vivo Study of Some novel 3,4,5-trimethoxybenzylidenehydrazinecarbothioamides and thiadiazoles as anti-apoptotic caspase-3 inhibitors. Molecules. 2022;27:2266.
   PubMed Web of Science ®Google Scholar
• Sheldrick GM. SHELXT - Integrated space-group and crystal-structure determinat-ion. Acta Crystallogr. 2015;A71:3–8.
   Google Scholar
• Sheldrick GM. Crystal structure refinement with SHELXL. Acta Crystallogr. 2015;C71:3–8.
   Google Scholar