Efficient Synthesis of Novel 2,4-[Diaryl-3-azabicyclo[3.3.1]nonan-9-yl]-5-spiro-4-acetyl-2-(acetylamino)-Δ²-1,3,4-thiadiazolines

REFERENCES

• Shih , M. H. ; Wu , C. L. Efficient syntheses of thiadiazoline and thiadiazole derivatives by the cyclization of 3-aryl-4-formylsydnone thiosemicarbazones with acetic anhydride and ferricchloride . Tetrahedron 2005 , 61 ( 46 ), 10917 – 10925 .
   Web of Science ®Google Scholar
• Ogurtsov , V. A. ; Rakitin , O. A. ; Rees , C. W. ; Smolentsev , A. A. Synthesis of 1,3,4-thiadiazolines from 1,2-dithiole-3-thiones . Mendeleev Commun. 2005 , 15 ( 2 ), 55 – 56 .
   Google Scholar
• Wilkins , D. J. 1,2,3-Thiadiazoles ; In Comprehensive Heterocyclic Chemistry III ; Elsevier, Camelford, UK , 2008 ; pp. 467 – 486 , Chapter 5.07.
   Google Scholar
• Katritzky , A. R. ; Rees , C. W. In Comprehensive Heterocyclic Chemistry: The Structure, Reactions, Synthesis, and Uses of Heterocyclic Compounds ; K. T. Potts (Ed.); Pergamon Press : New York , 1981 ; vol. 6(4B) , pp. 548 – 578 .
   Google Scholar
• Nizamuddin ; Alauddin , S. ; Gupta , H. C. ; Srivastav , M. K. Synthesis and biocidal activity of 2-aryl/aryloxymethyl-1,3,4-oxa/thiadiazolo[4,5-b][1,2,4]triazolo[5,4-c]thiazolo-spiro-7-cyclohexanes . Indian J. Chem. 2002 , 41B , 1314 – 1318 .
   Google Scholar
• Bekhit , A. A. ; Ashour , H. M. A. ; Abdel Ghany , Y. S. ; Bekhit , A. D. A. ; Baraka , A. Synthesis and biological evaluation of some thiazolyl and thiadiazolyl derivatives of 1H-pyrazole as anti-inflammatory antimicrobial agents. Eur. J. Med. Chem. 2008, 43(3), 456–463.
   PubMed Web of Science ®Google Scholar
• Prakash , A. ; Narayana Murthi , K. ; Singh , R. P. ; Pandeya , S. N. Synthesis and anticonvulsant activity of 1,2,4-thiadiazoles . Indian J. Heterocycl. Chem. 1994 , 4 , 65 – 66 .
   Google Scholar
• Farghaly , A. R. ; Clercq , E. D. ; El-Kashef , H. Synthesis and antiviral activity of novel [1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles, [1,2,4]triazolo[3,4-b][1,3,4]thiadiazines, and [1,2,4]triazolo[3,4-b][1,3,4] thiadiazepines . Arkivoc 2006 , 10 , 137 – 151 .
   Web of Science ®Google Scholar
• Khalil , N. S. A. M. N- and S-α-l-Arabinopyranosyl[1,2,4]triazolo[3,4-b][1,3,4]thiadiazoles: First synthesis and biological evaluation . Eur. J. Med. Chem. 2007 , 42 ( 9 ), 1193 – 1199 .
   PubMed Web of Science ®Google Scholar
• Jatav , V. ; Mishra , P. ; Kashaw , S. ; Stables , J. P. CNS depressant and anticonvulsant activities of some novel 3-[5-substituted 1,3,4-thiadiazole-2-yl]-2-styryl quinazoline-4(3H)-ones . Eur. J. Med. Chem. 2008 , 43 ( 9 ), 1945 – 1954 .
   PubMed Web of Science ®Google Scholar
• Ying , H. ; Hu , Y. ; He , Q. ; Li , R. ; Yang , B. Synthesis and anticancer activity of a novel class of flavonoids: 2,4-Diarylchromane[4,3-d]-Δ1,9b-1,2,3-thiadiazolines . Eur. J. Med. Chem. 2007 , 42 ( 2 ), 226 – 234 .
   PubMed Web of Science ®Google Scholar
• Supuran , C. T. ; Clare , B. W. Carbonic anhydrase inhibitors, part 57: Quantum chemical QSAR of a group of 1,3,4-thiadiazole- and 1,3,4-thiadiazoline disulfonamides with carbonic anhydrase inhibitory properties . Eur. J. Med. Chem. 1999 , 34 ( 1 ), 41 – 50 .
   Web of Science ®Google Scholar
• Lijinsky , W. ; Taylor , H. W. Carcinogenicity of methylated nitrosopiperidines . Int. J. Cancer 1975 , 16 ( 2 ), 318 – 322 .
   PubMed Web of Science ®Google Scholar
• Karthikeyan , P. ; Meena Rani , A. ; Saiganesh , R. ; Balasubramanian , K. K. ; Kabilan , S. Synthesis of 5,6-dihydrobenz[c]acridines: A comparative study . Tetrahedron 2009 , 65 , 811 – 821 .
   Google Scholar
• Aridoss , G. ; Amirthaganesan , S. ; Kumar , N. A. ; Kin , J. T. ; Lim , K. T. ; Kabilan , S. ; Jeong , X. T. A facile synthesis, antibacterial, and antitubercular studies of some piperidin-4-one and tetrahydropyridine derivatives . Bioorg. Med. Chem. Lett. 2008 , 18 , 6542 – 6548 .
   PubMed Web of Science ®Google Scholar
• (a) Aridoss , G. ; Balasubramanian , S. ; Parthiban , P. ; Kabilan , S. Synthesis, stereochemistry, and antimicrobial evaluation of some N-morpholinoacetyl-2,6-diarylpiperidin-4-ones . Eur. J. Med. Chem. 2007 , 42 , 851 – 860 ; (b) Aridoss , G. ; Balasubramanian , S. ; Parthiban , P. ; Kabilan , S. Synthesis and NMR spectral studies of N-chloroacetyl-2,6-diarylpiperidin-4-ones . Spectrochim. Acta Part A 2007 , 68 ( 5 ), 1153 – 1163 .
   PubMedGoogle Scholar
• Baliah , V. ; Jeyaraman , R. ; Usha , R. Synthesis of some azabicyclic ketones . Indian. J. Chem. 1977 , 15B , 90 – 91 .
   Google Scholar
• Ramachandran , R. ; Rani , M. ; Kabilan , S. Design, synthesis, and biological evaluation of novel 2-[(2,4-diaryl-3-azabicyclo[3.3.1]nonan-9-ylidene)hydrazono]-1,3-thiazolidin-4-ones as a new class of antimicrobial agents . Bioorg. Med. Chem. Lett. 2009, 19, 2819–2823.
   Google Scholar
• Balasubramanian , S. ; Ramalingan , C. ; Aridoss , G. ; Parthiban , P. ; Kabilan , S. Synthesis and microbiological evaluation of novel [N-acetyl-2,6-diarylpiperidin-4-yl]-5-spiro-4-acetyl-2-(acetylamino)-Δ2-1,3,4-thiadiazolines . Med. Chem Res. 2004 , 13 ( 5 ), 297 – 311 .
   Web of Science ®Google Scholar