Synthesis and anti-HIV-1 activity of 2-[2-(3,5-dimethylphenoxy)-ethylthio] pyrimidin-4(3H)-ones

Chemistry of Heterocyclic Compounds

Volumn 40, Issue 1, 2004, Pages 37-42

  Novikov, M S ^a   Ozerov, A A ^a   Sim, O G ^a   Buckheit, R W ^b  

^a VOLGOGRAD STATE MEDICAL UNIVERSITY   (Russian Federation)

^b TherImmune Research Corporation   (United States)

Author keywords

2 2 (3,5 dimethylphenoxy)ethylthio pyrimidin 4(3H) ones; Anti HIV 1 activity; S alkylation

Indexed keywords

2 [2 (3,5 DIMETHYLPHENOXY)ETHYLTHIO] 5,6 DIMETHYLPYRIMIDIN 4(3H) ONE; 2 [2 (3,5 DIMETHYLPHENOXY)ETHYLTHIO] 6 (1 NAPHTHYLMETHYL)PYRIMIDIN 4(3H) ONE; 2 [2 (3,5 DIMETHYLPHENOXY)ETHYLTHIO] 6 (2 NAPTHTHYLOXYMETHYL)PYRIMIDIN 4(3H) ONE; 2 [2 (3,5 DIMETHYLPHENOXY)ETHYLTHIO] 6 (4 METHYLPHENOXYMETHYL)PYRIMIDIN 4(3H) ONE; 2 [2 (3,5 DIMETHYLPHENOXY)ETHYLTHIO] 6 (DIFLUOROBENZYL)PYRIMIDIN 4(3H) ONE; 2 [2 (3,5 DIMETHYLPHENOXY)ETHYLTHIO] 6 METHYLPYRIMIDIN 4(3H) ONE; 2 [2 (3,5 DIMETHYLPHENOXY)ETHYLTHIO] 6 PHENYLPYRIMIDIN 4(3H) ONE; 5 BENZYL 2 [2 (3,5 DIMETHYLPHENOXY)ETHYLTHIO] 6 METHYLPYRIMIDIN 4(3H) ONE; 6 (4 CHLOROPHENOXYMETHYL) 2 [2 (3,5 DIMETHYLPHENOXY)ETHYLTHIO]PYRIMIDIN 4(3H) ONE; 6 BENZYL 2 [2 (3,5 DIMETHYLPHENOXY)ETHYLTHIO]PYRIMIDIN 4(3H) ONE; ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; BENZYL DERIVATIVE; ETHANE; PYRIMIDINE; SULFUR; THIOURACIL DERIVATIVE; UNCLASSIFIED DRUG;

ALKYLATION; ARTICLE; ATOM; CONCENTRATION RESPONSE; DRUG ACTIVITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; HUMAN IMMUNODEFICIENCY VIRUS 1; IN VITRO STUDY; PROTON NUCLEAR MAGNETIC RESONANCE; VIRUS INHIBITION; VIRUS REPLICATION;

EID: 3342918437     PISSN: 00093122     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:COHC.0000023765.27571.40     Document Type: Article

References (16)

1. J. O. Kahn and B. D. Walker, New Engl. J. Med., 339, 33 (1998).
2. W. C. Green, New Engl. J. Med., 324, 308 (1991).
3. J. A. Levy, Microbiol. Rev., 57, 183 (1993).
4. A. Mai, M. Artico, G. Sbardella, S. Massa, A. G. Loi, E. Tramontane, P. Scano, and P. La Colla, J. Med. Chem., 38, 3258 (1995).
5. A. Mai, M. Artico, G. Sbardella, S. Massa, E. Novellino, G. Greco, A. G. Loi, E. Tramontane, M. E. Marongiu, and P. La Colla, J. Med. Chem., 42, 619 (1999).
6. A. Mai, G. Sbardella, M. Artico, R. Ragno, S. Massa, E. Novellino, G. Greco, A. Lavacchia, C. Musiu, M. La Colla, M. E. Marongiu, P. La Colla, and R. Loddo, J. Med. Chem., 44, 2544 (2001).
7. O. S. Pedersen, L. Petersen, M. Brandt, E. B. Nielsen, and E. B. Pedersen, Monatsh. Chem., 130, 1499 (1999).
8. E. A. Sudbeck, C. Mao, T. K. Venkatachalam, L. Tuel-Angren, and F. M. Uckun, Antimicrob. Agents Chemother., 42, 3225 (1998).
9. M. Quaglia, A. Mai, M. Artico, G. Sbardella, R. Ragno, S. Massa, D. del Piano, G. Setzu, S. Doratiotto, and V. Cotichini, Chirality, 13, 75 (2001).
10. J. Spychala, Synth. Commun., 27, 1943 (1997).
11. A. R. Katritzky, G. Baykut, S. Rachwal, M. Szafran, K. C. Caster, and J. Eyler, J. Chem. Soc. Perkin Trans. 2, 1499 (1989).
12. K. Danel, E. B. Pedersen, and C. Nielsen, J. Med. Chem., 41, 191 (1998).
13. H. Todoriki, Y. Nishimura, S. Higuchi, A. Y. Hirakawa, and M. Tsuboi, Bull. Chem. Soc. Japan, 53, 1881 (1980).
14. W. H. Miller, A. M. Dessert, and G. W. Anderson, J. Am. Chem. Soc., 70, 500 (1948).
15. C. K. Chu, I. Wepmen, K. A. Watanabe, and J. J. Fox, J. Org. Chem., 41, 2793 (1976).
16. R. W. Buckheit, E. L. White, V. Fliakas-Boltz, J. Russell, T. L. Stup, T. L. Kinjerski, M. C. Osterling, A. Weigand, and J. P. Bader, Antimicrob. Agents Chemother., 43, 1827 (1999).