Thiophene-Substituted 1,2,4-Oxadiazoles and Oxadiazines

Twenty one new thiophene-substituted 1,2,4-oxadiazol-5(4H)-ones, 1,2,4-oxadiazol-5(4H)-thiones, and 1,2,4-oxadiazin-5(6H)-ones were synthesized by the reaction of thiophene-ring substituted amidoximes with ethyl chloroformate, thiophosgene, and chloroacetylchloride, respectively. Their structure elucidation was performed by means of spectral measurements (IR, NMR, and MS) and physical data.

[1]  S. Badawy,et al.  Cloth filter for recovery of uranium from radioactive waste , 2005 .

[2]  Maurizio Fermeglia,et al.  Antimycobacterial activity of new 3-substituted 5-(pyridin-4-yl)-3H-1,3,4-oxadiazol-2-one and 2-thione derivatives. Preliminary molecular modeling investigations. , 2005, Bioorganic & medicinal chemistry.

[3]  J. Lehmann,et al.  Synthesis, antimicrobial, and anti-HIV-1 activity of certain 5-(1-adamantyl)-2-substituted thio-1,3,4-oxadiazoles and 5-(1-adamantyl)-3-substituted aminomethyl-1,3,4-oxadiazoline-2-thiones. , 2004, Bioorganic & medicinal chemistry.

[4]  N. Dürüst Acid-Base Equilibria of Some N-Substituted Thiophene-2-Carboxamidoximes in Non-Aqueous Media , 2002 .

[5]  Atta-ur-rahman,et al.  Synthesis and Biological Screening of 2‐Substituted 5,6‐Dihydro‐5‐oxo‐ 4H‐1,3,4‐oxadiazine‐4‐propanenitriles and of Their Intermediates , 2002 .

[6]  M. A. Akay,et al.  Protonation constants of some N-substituted thiophene-2-carboxamidoximes , 1999 .

[7]  Y. Dürüst 13C NMR assignments of some amidoximes, 1,2,4‐oxa(thia)diazole‐5(4H)‐ones (thiones) and 1,2,4‐oxadiazine‐6(5H)‐ones(thiones) , 1998 .

[8]  J. Kerrigan,et al.  Anti-Pneumocystis Activities of Aromatic Diamidoxime Prodrugs , 1998, Antimicrobial agents and chemotherapy.

[9]  C. Faggi,et al.  Mass spectral studies of some 1,2,4‐oxa‐(thia)diazol‐5(4H)‐ones(thiones) , 1997 .

[10]  H. Ağirbaş,et al.  SYNTHESIS OF 3,5-DISUBSTITUTED-5,6-DIHYDRO- 4H-1,2,5-OXADIAZINE-6-THIONES1 AND 3,5-DISUBSTITUTED-1,2,4-THIADIAZOLES , 1996 .

[11]  D. N. Nicolaides,et al.  The Chemistry of Amidoximes , 1993 .

[12]  Y. Dürüst,et al.  Electron impact mass spectra of some 1,2,4-oxadiazole and oxadiazine derivatives , 1992 .

[13]  Y. Dürüst,et al.  SYNTHESIS AND METHYLATION OF SOME 1,2,4-THIADIAZOLE-5-THIONES , 1992 .

[14]  Y. Dürüst,et al.  The Reaction of Amidoximes with Chloroacetyl Chloride , 1992 .

[15]  M. Fortin,et al.  1-Alkyl-1,2,5,6-tetrahydropyridine-3-carboxaldehyde-O-alkyl-oximes: a new class of potent orally active muscarinic agonists related to arecoline , 1991 .

[16]  Y. Dürüst,et al.  THE PREPARATION AND REARRANGEMENT OF 3- PYRIDYL-4-ALKYL (OR ARYL)-1,2,4- OXADIAZOLE-5 (4H)-THIONES , 1991 .

[17]  R. Gillespie,et al.  2-(oxadiazolyl)- and 2-(thiazolyl)imidazo[1,2-a]pyrimidines as agonists and inverse agonists at benzodiazepine receptors. , 1991, Journal of medicinal chemistry.

[18]  C. Swain,et al.  Novel 5-HT3 antagonists. Indole oxadiazoles. , 1991, Journal of medicinal chemistry.

[19]  S. Patai The Chemistry of acid derivatives , 1979 .

[20]  A. Pelter,et al.  The rearrangement of 3,4-disubstitued-Δ2-1,2,4-oxadiazolin-5-thiones , 1977 .

[21]  R. K. Robins,et al.  Synthesis and antimicrobial activity of certain 6H-1,2,4-oxadiazin-3(2H)-ones. , 1977, Journal of medicinal chemistry.

[22]  J. Baldas,et al.  Mass spectrometry of heterocyclic compounds , 1971 .

[23]  F. Eloy,et al.  The Chemistry of Amidoximes and Related Compounds. , 1962 .

[24]  R. H. Wiley,et al.  Five- and six-membered compounds with nitrogen and oxygen (excluding oxazoles) , 1962 .