Synthesis and antimycobacterial evaluation of various 6-substituted pyrazolo[3,4-d]pyrimidine derivatives

Journal of Enzyme Inhibition and Medicinal Chemistry

Volumn 25, Issue 6, 2010, Pages 893-899

  Trivedi, Amit ^a   Vaghasiya, Shailesh ^a   Dholariya, Bipin ^a   Dodiya, Dipti ^a   Shah, Viresh ^a  

^a SAURASHTRA UNIVERSITY   (India)

Author keywords

Antimycobacterial activity; Antitubercular activity; Pyrazolopyrimidines

Indexed keywords

1 [4 (2 HYDROXYPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDIN 6 YL]HYDRAZINE; 1 [4 (2 NITROPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDIN 6 YL]HYDRAZINE; 1 [4 (3 NITROPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDIN 6 YL]HYDRAZINE; 1 [4 (4 CHLOROPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDIN 6 YL]HYDRAZINE; 1 [4 (4 METHOXYPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDIN 6 YL]HYDRAZINE; 1 [4 (4 NITROPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDIN 6 YL]HYDRAZINE; 4 (2 HYDROXYPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE 6 THIOL; 4 (2 HYDROXYPHENYL) 3 METHYL 6 (METHYLSULPHONYL) 1 PHENYL 1H PYRAZOLO [3,4 D]PYRIMIDINE; 4 (2 HYDROXYPHENYL) 3 METHYL 6 (METHYLTHIO) 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE; 4 (2 NITROPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE 6 THIOL; 4 (2 NITROPHENYL) 3 METHYL 6 (METHYLSULPHONYL) 1 PHENYL 1H PYRAZOLO[3,4 D]PYRIMIDINE; 4 (2 NITROPHENYL) 3 METHYL 6 (METHYLTHIO) 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE; 4 (3 NITROPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE 6 THIOL; 4 (3 NITROPHENYL) 3 METHYL 6 (METHYLSULPHONYL) 1 PHENYL 1H PYRAZOLO[3,4 D]PYRIMIDINE; 4 (3 NITROPHENYL) 3 METHYL 6 (METHYLTHIO) 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE; 4 (4 CHLOROPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE 6 THIOL; 4 (4 CHLOROPHENYL) 3 METHYL 6 (METHYLSULPHONYL) 1 PHENYL 1H PYRAZOLO[3,4 D]PYRIMIDINE; 4 (4 CHLOROPHENYL) 3 METHYL 6 (METHYLTHIO) 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE; 4 (4 METHOXYPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE 6 THIOL; 4 (4 METHOXYPHENYL) 3 METHYL 6 (METHYLSULPHONYL) 1 PHENYL 1H PYRAZOLO[3,4 D]PYRIMIDINE; 4 (4 METHOXYPHENYL) 3 METHYL 6 (METHYLTHIO) 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE; 4 (4 NITROPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE 6 THIOL; 4 (4 NITROPHENYL) 3 METHYL 6 (METHYLSULPHONYL) 1 PHENYL 1H PYRAZOLO[3,4 D]PYRIMIDINE; 4 (4 NITROPHENYL) 3 METHYL 6 (METHYLTHIO) 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE; 6 (2,4 DINITROPHENYLTHIO) 4 (3 NITROPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE; 6 (2,4 DINITROPHENYLTHIO) 4 (4 CHLOROPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE; 6 (2,4 DINITROPHENYLTHIO) 4 (4 METHOXYPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE; 6 (2,4 DINITROPHENYLTHIO) 4 (4 NITROPHENYL) 3 METHYL 1 PHENYL 4,5 DIHYDRO 1H PYRAZOLO[3,4 D]PYRIMIDINE; ANTIMYCOBACTERIAL AGENT; UNCLASSIFIED DRUG; UNINDEXED DRUG;

ANTIMICROBIAL ACTIVITY; ARTICLE; DRUG SCREENING; DRUG SYNTHESIS; GROWTH INHIBITION; MINIMUM INHIBITORY CONCENTRATION; MYCOBACTERIUM TUBERCULOSIS; NONHUMAN; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

ANTI-BACTERIAL AGENTS; DRUG DESIGN; INHIBITORY CONCENTRATION 50; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; MYCOBACTERIUM TUBERCULOSIS; NITRO COMPOUNDS; PYRAZOLES; PYRIMIDINES; STRUCTURE-ACTIVITY RELATIONSHIP; TUBERCULOSIS;

MYCOBACTERIUM TUBERCULOSIS;

EID: 78149448574     PISSN: 14756366     EISSN: 14756374     Source Type: Journal    
DOI: 10.3109/14756360903540276     Document Type: Article

References (13)

1. Bloom BR, Murray CJL. Tuberculosis: commentary on a re-emergent killer. Science 1992;257:1055-1064.
2. Barnes PF, Blotch AB, Davidson PT, Snider DE Jr. Tuberculosis in patients with immuno-deficiency virus infection. N Engl J Med 324:1644-1650.
3. Sbarbaro JA. Multidrug-resistant tuberculosis. It is time to focus on the private sector of medicine. Chest 1997;111:1149-1151.
4. Fujiwara PI, Cook SV, Rutherford CM, Crawford JT, Glickman SE, Kreiswirth BN, Sachdev PS, Osahan SS, Ebrahimzadeh A, Frieden TR. A continuing survey of drug-resistant tuberculosis. Arch Intern Med 1997;157:531-536.
5. Schaberg T, Gloger G, Reichert B, Mauch H, Lode H. Resistant lung tuberculosis in Berlin 1987-1993. Pneumologie 1996;50:21-27.
6. Corbett EL, Watt CJ, Walker N. The growing burden of tuberculosis: global trends and interactions with the HIV epidemic. Arch Intern Med 2003;163:1009-1021.
7. Blumberg HM, Burman WJ, Chaisson RE, Daley CL, Etkind SC, Friedman LN, Fujiwara P, Grzemska M, Hopewell PC, Iseman MD, Jasmer RM, Koppaka V, Menzies RI, O'Brien RJ, Reves RR, Reichman LB, Simone PM, Starke JR, Vernon AA. American Thoracic Society/Centers for Disease Control and Prevention/ Infectious Diseases Society of America: treatment of tuberculosis. Am J Respir Crit Care Med 2003;167:603-662.
8. Yew WW. Directly observed therapy, short-course: the best way to prevent multidrug-resistant tuberculosis. Chemotherapy 1999;45:26-33.
9. Trivedi AR, Siddiqui AB, Shah VH. Design, synthesis, characterization and antitubercular activity of some newer 2-hetrocycle phenothiazines. ARKIVOC 2008;2:210-217.
10. Trivedi AR, Dodiya DK, Ravat NR, Shah VH. Synthesis and biological evaluation of some new pyrimidines via a novel chalcone series. ARKIVOC 2008;11:131-137.
11. Tiwari S, Khupse N, Kumar A. Intramolecular Diels-Alder reaction in ionic liquids: effect of ion-specific solvent friction. J Org Chem 2008;73:9075-9083.
12. Collins L, Franzblau SG. Microplate alamar blue assay versus BACTEC 460 system for high-throughput screening of compounds against Mycobacterium tuberculosis and Mycobacterium avium. Antimicrob Agents Chemother 2007;41:1004-1009.
13. Trivedi A, Dodiya D, Surani J, Mathukia H, Ravat N, Shah V. Facile one-pot synthesis and antimycobacterial evaluation of pyrazolo[3,4-d] pyrimidines. Archiv der pharmazie 2008;341:435-439.