N-(4-Fluorobenzyl)-3-hydroxy-9,9-dimethyl-4-oxo-6,7,8,9-tetrahydro-4H-pyrazino[1,2-a]pyrimidine-2-carboxamides a novel class of potent HIV-1 integrase inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 15, 2009, Pages 4245-4249

  Petrocchi, Alessia ^a   Jones, Philip ^a   Rowley, Michael ^a   Fiore, Fabrizio ^a   Summa, Vincenzo ^a  

^a IRBM   (Italy)

Author keywords

HIV integrasee

Indexed keywords

AMIDE; INTEGRASE INHIBITOR; N (4 FLUOROBENZYL) 3 HYDROXY 9,9 DIMETHYL 4 OXO 6,7,8,9 TETRAHYDRO 4H PYRAZINO[1,2 A]PYRIMIDINE 2 CARBOXAMIDE DERIVATIVE; RALTEGRAVIR; UNCLASSIFIED DRUG;

AEROBIC METABOLISM; ANIMAL CELL; ARTICLE; CONTROLLED STUDY; CYCLIZATION; DRUG STRUCTURE; HUMAN IMMUNODEFICIENCY VIRUS 1; NONHUMAN; NUCLEAR MAGNETIC RESONANCE; RAT;

ANIMALS; CELL LINE; CHEMISTRY, PHARMACEUTICAL; DRUG DESIGN; HIV INTEGRASE INHIBITORS; HUMANS; INHIBITORY CONCENTRATION 50; MAGNETIC RESONANCE SPECTROSCOPY; MODELS, CHEMICAL; NITROGEN; PYRAZINES; PYRIMIDINES; RATS; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 67649947147     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.05.098     Document Type: Article

References (7)

1. Summa V., Petrocchi A., Bonelli F., Crescenzi B., Donghi M., Ferrara M., Fiore F., Gardelli C., Gonzalez Paz O., Hazuda D.J., Jones P., Kinzel O., Laufer R., Monteagudo E., Muraglia E., Nizi E., Orvieto F., Pace P., Pescatore G., Scarpelli R., Stillmock K.A., Witmer M.V., and Rowley M. J. Med. Chem. 51 (2008) 5843
2. Muraglia E., Kinzel O., Gardelli C., Crescenzi B., Donghi M., Ferrara M., Nizi E., Orvieto F., Pescatore G., Laufer R., Gonzalez-Paz O., Di Marco A., Fiore F., Monteagudo E., Fonsi M., Felock P.J., Rowley M., and Summa V. J. Med. Chem. 51 (2008) 861
3. Kinzel O.D., Ball R.G., Donghi M., Maguire C.K., Muraglia E., Pesci S., Rowley M., and Summa V. Tetrahedron. Lett. 49 (2008) 6556
4. Zhuang L., Wai J.S., Embrey M.W., Fisher T.E., Egbertson M.S., Payne L.S., Guare Jr. J.P., Vacca J.P., Hazuda D.J., Felock P.J., Wolfe A.L., Stillmock K.A., Witmer M.V., Moyer G., Schleif W.A., Gabryelski L.J., Leonard Y.M., Lynch Jr. J.J., Michelson S.R., and Young S.D. J. Med. Chem. 46 (2003) 453
5. Vacca J.P., Dorsey B.D., Schleif W.A., Levin R.B., McDaniels S.L., Darke P.L., Zugay J., Quintero J., Blahy O.M., Roth E., Sardana V.V., Schlabach A.J., Graham P.I., Condra J.H., Gotlib L., Holloway M.K., Lin J., Chen I., Vastag K., Ostovic D., Anderson P.S., Emini E.A., and Huff J.R. Proc. Natl. Acad. Sci. U.S.A. 91 (1994) 4096
6. Pace P., Di Francesco M.E., Gardelli C., Harper S., Muraglia E., Nizi E., Orvieto F., Petrocchi A., Poma M., Rowley M., Scarpelli R., Laufer R., Gonzalez Paz O., Monteagudo E., Bonelli F., Hazuda D., Stillmock K.A., and Summa V. J. Med. Chem. 50 (2007) 2225
7. Cecere, G.; Ferreira Rico, M. D. R.; Jones, P.; Pace, P.; Petrocchi, A.; Summa, V. WO 2006103399.