Synthesis of 2-substituted-6-nitro-N-1-β-D-glucopyranosyl benzimidazoles

International Journal of ChemTech Research

Volumn 1, Issue 2, 2009, Pages 314-317

  Umare, V D ^a   Ingle, V N ^a   Wanare, R K ^a  

^a RTM NAGPUR UNIVERSITY   (India)

Author keywords

Benzimidazole; Carbohydrate; N glucoside

Indexed keywords

6 NITRO N 1 BETA DEXTRO GLUCOPYRANOSYL BENZIMIDAZOLE DERIVATIVE; BENZIMIDAZOLE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL STRUCTURE; INFRARED SPECTROSCOPY; POLYMERIZATION; PROTON NUCLEAR MAGNETIC RESONANCE; SYNTHESIS;

EID: 70350709452     PISSN: None     EISSN: 09744290     Source Type: Journal    
DOI: None     Document Type: Article

References (21)

1. Hakan Göker, Seçkin Ozden, Sulhiye Yildiz, David W. Boykin; Synthesis and potent antibacterial activity against MRSA of some novel 1, 2-disubstituted-1H-benzimidazole-N-alkylated-5-carboxamidines, European Journal of Medicinal Chemistry 40 (2005) 1062-1069
2. Narimene Boufatah, Armand Gellis, Jose Maldonado and Patrice Vanelle; Efficient Microwave-assisted synthesis of new sulphonyl benzimidazole-4,7- diones: heterocyclic quinines with potential antitumor activity; Tetrahedron, 60, 2004, 9131-9137.
3. P. N. Preston; Synthesis, Reactions, and Spectroscopic Properties of Benzimidazoles, Chem. Rev. 74, 1974, 279-311.
4. John B. Wright; The Chemistry of the Benzimidazoles, Chem. Rev. 1951, 397-541.
5. David l. Bradon, Ronald G. Binder, Anne H. Betes and C. montague, Jr Monoclonal Antibody for Multiresidue ELISA of Benzimidazole Anthelmintics in Liver, J. Agric. Food Chem., 1994, 42, 1588-1594.
6. Jun Cheng, Jiangtao Xie and Xianjin Luo; Synthesis and antiviral activity against Coxsackie virus B3 of some novel benzimidazol derivatives; Bioorganic and Medicinal Chemistry Letters,15, 2005, 267-269.
7. Michal Vojtech, Maria Petrusova, Elena Slavikova, Slavka Bekesova and Ladislav Petrus; One-pot synthesis of 2-Cglycosylated benzimidazoles from the corresponding methanal dimethyl acetals
8. Kathryn M. Koeller and Chi-Hue Wong; Synthesis of complex carbohydrates and glycoconjugates: Enzyme based and programmable one-pot strategies; Chem. Rev, 2000, 4465-4493.
9. V. N. Ingle, S. T. Kharche, U. G. Upadhyay, Synthesis of new 4-O-(α-D-glucopyranosyloxy-6-diaryltetrahydropyrimidine-2-thiones and their biological activities; Indian J. Chem. 2004, 43B, 2027-2031.
10. Wolf, M. E. Burger's Medicinal & Drug discovery, 5th Ed.; Vol 1. JOHN WILEY and SONS. Inc: NewYork, 1995.
11. (a) V. N. Ingle, S. T Kharche, U. G. Upadhyay; Glucosylation of 4'-hydroxychalcones using glucosyl donor; Indian J. Chem. 2005, 44B, 801-805.
12. (b) Peter H. Seeburger and Wilm-Christian Hasse; Solid phase oligosaccharide synthesis and combinatorial carbohydrate Libraries; Chem. Rev. 2000, 100, 4349-4393.
13. Karl-Heinz Jung, Matthias Muller and Richard R. Schimdt; Intramolecular O-glycoside bond formation; Chem. Rev. 2000, 100, 4423-4442.
14. Stephen Hanessian; Stereocontrolled glycosyl transfer reaction with unprotected glycosyl donors; Chem. Rev. 2000, 100, 4443-4463.
15. Udayanath Aich and Duraikkannu Loganathan; Stereoselective single-step synthesis and X-ray crystallographic investigation of acylated aryl 1, 2-transglycopyranosides and aryl 1, 2 cis-C2-hydroxy glycopyranosides; Carbohydrate Research, 341, 2006, 19-28
16. V. N. Ingle, S. T Kharche, U. G. Upadhyay, Synthesis of some novel N-(2-benzothiazolyl)-1-methyl-1-4-O-(α-D-glucopyranosyloxyphenyl) -azomethine. Indian J. Chem. 2005, 44B, 1859-1862.
17. 4) supported on silica Gel)-mediated synthesis of 2, 3-unsaturated-O-glucosides and a chiral furan diol from 2, 3-glycals; Journal of Organic Chemistry; 2004, 69, 6137-6140.
18. (a) V. N. Ingle, V. D. Umare, P. K. Gaidhane, V. S. Taile, A. C. Haldar and K. M. Hatzade; Synthesis of 2-haloalkyl-6-azo-3′-carboxy-4′-O- β-D-glucopyranosyloxy phenyl)-1H-bezimidazoles; International journal of syntheses and characterization (in press).
19. (b). V. N. Ingle, V. D. Umare; Synthesis of bezimidazolyl-6-amono- β-D-glucopyranoses; Asian Journal of Chemistry (in press)
20. (c) V. N. Ingle, V. D. Umare, K. M. Hatzade, V. S. Taile, A. C. Haldar and R. K. Wanare; Synthesis of novel 2-alkyl benzimidazolyl-6-oxy-O- β-D-glucopyranoses, International Journal of Syntheses and Characterization (in press).
21. Furniss, B. S.; Hannaford, A. N.; Smith, P. G; Tatechell, A. R. Vogel's text book of Practical Organic Chemistry, 5th Ed.; EL/BS, London, 1989.