Carboxy-substitutes 2-azetidinones as cholesterol absorption inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 8, Issue 3, 1998, Pages 319-322

  Vaccaro, Wayne D ^a   Sher, Rosy ^a   Davis Jr , Harry R ^a  

^a MERCK RESEARCH LABORATORIES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

AZETIDINONE DERIVATIVE; CHOLESTEROL; 2 AZETIDINONE; 2-AZETIDINONE; AZETIDINE DERIVATIVE; HYPOCHOLESTEROLEMIC AGENT;

ANIMAL EXPERIMENT; ARTICLE; CHEMICAL MODIFICATION; DRUG SYNTHESIS; ENANTIOMER; HAMSTER; LIPID ABSORPTION; NONHUMAN; ORAL DRUG ADMINISTRATION; REACTION ANALYSIS; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION; ANIMAL; BLOOD; CHEMISTRY; DRUG EFFECT; LIVER; METABOLISM;

ANIMALS; ANTICHOLESTEREMIC AGENTS; AZETIDINES; CHOLESTEROL; CRICETINAE; LIVER; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 0032477601     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(98)00009-2     Document Type: Article

References (11)

1. 1. Burnett, D. A.; Caplen, M. A.; Davis, H. R., Jr.; Burrier, R, E.; Clader, J. W. J. Med Chem. 1994, 37, 1733.
2. 2. Clader, J. W.; Burnett, D. A.; Caplen, M. A.; Domalski, M. S.; Dugar, S.; Vaccaro, W.; Sher, R.; Browne, M. E.; Zhao, H.; Burrier, E. R.; Salisbury, B.; Davis, H. R., Jr. J. Med. Chem. 1996, 39, 3684.
3. 3. Van Heek, M.; France, C. F.; Compton, D. S.; Mcleod, R. L.; Yumbie, N. P.; Alton, K. B., Sybertz, E. J.; Davis, H. R., Jr. J. Pharmacol. Exp. Ther. 1997, 283, 157.
4. 4. Bencze, W. L.; Kisis, B.; Puckett, R. T.; Finch, N. Tetrahedron 1970, 26, 5407.
5. 5. HPLC analysis of 8a: Analytical Chiracel OD column (3% isopropanol/hexanes, 1.0 mL/min), Rt=17.53 min.(racemic 8a, enantiomer A, Rt = 17.58 min, enantiomer B, Rt = 22.05 min).
6. 6. Burnett, D. A. Tetrahedron Lett. 1994, 35, 7339.
7. 7. Peterson, E. M.; Xu, K.; Holland, K. D.; McKeon, A. C.; Rothman, S. M.; Ferrendelli, J. A.; Covey, D. F. J. Med. Chem. 1994, 37, 275.
8. 8. Kosugi, M.; Negishi, Y.; Kameyama, M.; Migita, T. Bull. Chem. Soc Jpn. 1985, 58, 3383. Zapata, A.; Acuna A., C. Syn. Comm. 1984, 14, 27.
9. 8. Kosugi, M.; Negishi, Y.; Kameyama, M.; Migita, T. Bull. Chem. Soc Jpn. 1985, 58, 3383. Zapata, A.; Acuna A., C. Syn. Comm. 1984, 14, 27.
10. 9. Spencer, A. J. Organometal. Chem. 1983, 258, 101.
11. 1