Substituted heterocyclic compounds useful as inhibitors of (seri

Details Substituted heterocyclic compounds useful as inhibitors of (seri Substituted heterocyclic compounds useful as inhibitors of (seri

1998-04-30

2000-03-14

Russel, Jeffrey E.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Peptide containing doai

530331, 530332, A61K 3806, C07K 5087, C07K 5097

Patent

active

060373253

ABSTRACT:
The present invention relates to certain substituted oxadiazole, thiadiazole and triazole peptoids which are useful as inhibitors of serine proteases including human neutrophil elastase, equivalently known as human leukocyte elastase.

REFERENCES:
patent: 4338453 (1982-07-01), Gall
patent: 5055450 (1991-10-01), Edwards et al.
patent: 5164371 (1992-11-01), Edwards et al.
patent: 5618792 (1997-04-01), Gyorkos et al.
patent: 5801148 (1998-09-01), Gyorkos et al.
patent: 5807829 (1998-09-01), Gyorkos et al.
patent: 5861380 (1999-01-01), Gyorkos et al.
patent: 5874585 (1999-02-01), Gyorkos et al.
Edwards, P. D. et al., "Peptidyl Alpha-Ketoheterocyclic inhibitor of Human Neutrophil Elastase. 3. In Vitro and in Vivo Potency of a Series of Peptidyl Alpha-Ketobenzoxazoles," J. Med. Chem. 38: 3972-3982 (1995).
Edwards, P. D. et al., "Nonpeptic Inhibitors of Human Neotrophil Elastase. 7. Design, Synthesis, and in Vitro Activity of a Series of Pyridopyrimidine Trifluoromethyl Ketones," J. Med. Chem. 39: 1112-1124 (1996).
Edwards, P. D. et al., "Petidyl Alpha-Ketoheterocyclic Inhibitors of Human Neutrophil Elastase. 2. Effect of Varying the Heterocyclic Ring on in Vitro Potency," J. Med Chem. 38: 76-85 (1995).
Veale, C. A. et al., "Non-peptidic Inhibitors of Human Leukocyte Elastase. 4. Design, Synthesis, and in Vitro and In Vivo Activity of a Series of Beta-Carbolinone-Containing Trifluoromethyl Ketones," J. Med. Chem. 38: 86-97 (1995).
Veale, C. A. et al., "Nonpeptidic Inhibitors of Human Leukocyte Elastase. 5. Design, Synthesis, and X-ray Crystallography ofa Series of Orally Active 5-Aminopyrimidin-6-one-Containing Trifluoromethyl Ketones," J. Med. Chem. 38: 98-108 (1995).
Goddard, C. J., "Antiinflammatory 1-Phenylpyrazole-4-Heteroarylalkanoic Acids," J. Heterocyclic Chem. 28: 1607-1612 (1991).
LaMattina, J. L. et al., "Utility of 24 p-Nitrophenyl 3-Bromo-2,2-diethoxypropionate (NPBDP) in Neterocyclic Synthesis," J. Org. Chem. 49: 4800-4805 (1984).
Unangst, P. C. et al., "Novel 1,2,4-Oxadiazoles and 1,2,4-Thiadiazoles as Dual 5-Lipoxygenase and Cycloioxygenase Inhibitors," J. Med. Chem. 35: 3691-3698 (1992).
Kitatani, K. et al., "A Novel Oxazole Synthesis Utilizing Tungsten(VI) Catalyzed Decomposition of Alpha-Diazo Carbonyl Compounds in Nitriles," Tet. Lett. 16: 1531-1532 (1974).
Wiley, R. H., "Chemistry of the Oxazoles," Chem. Rev. 37: 401-442 (1945).
Davidson, D. et al., "The Action of Ammonia on Bension," J. Org. Chem. 2: 328-334 (1937).
Wiegand, Edwin E. et al., "Polyphosphoric Acid Cyclization of Acetamidoketones to 2,5-Dimethyl-1,3-oxazoles," Synthesis 12: 648-649 (1970).
Wasserman, H.H. et al., "The Oxazole-Triamide Rearrangement. Application To Peptide Synthesis," Tet. Lett. 23(37): 3831-3834 (1982).
Comforth, J. W. et al., "A New Synthesis of Oxazoles and Iminazoles including its Application to the Preparation of Oxazole," J. Chem Soc. 96-102 (1947).
Comforth, J. W. et al., "Synthesis of Oxazoles from Ethyl Acetoacetate. Ring-fission of Some Oxazole-5-carboxylic Acids," J. Chem. Soc. 93-98 (1953).
Bernstein, P. R. et al., "Nonpeptidic Inhibitors of Human Leukocyte Elastase. 3. Design, Synthesis, X-Ray Crystallographic Analysis, and Structure--Activity Relationship for a Series of Orally Active 3-Amino-6-phenylpyridin-2-one Trifluoromethyl Ketones," J. Med. Chem. 37: 3313-3326 (1994).
Brown, F. J. et al., "Design of Orally Active, Non-Peptidic Inhibitors of Human Lekocyte Elastase," J. Med. Chem. 37: 1259-1261 (1994).
Warner, P. et al., "Non-peptidic Inhibitors of Human Leukocyte Elastase. 1. The Design and Synthesis of Pyridone-Containing Inhibitors," J. Med. Chem. 37: 3090-3099 (1994).
Budavari, Susan (Editor), "The Merck Index," An Encylopedia of Chemicals, Drugs, and Biologicals; Merck & Co., Inc.: 294 (1989).
Damewood, J. R., Jr. et al. "Nonpeptidic Inhibitors of Human Leukocyte Elastase. 2. Design, Synthesis, and in vitro Activity of Series of 3-Amino-6-arylopyridin-2-one Trifluormethyl Ketones," J. Med. Chem. 37: 3303-3312 (1994).
Browne, "Azole Aldehyde Condensations," Aust. J. Chem. 26: 1809-1814 (1973).
Skiles, J.W., et al. "Elastase Inhibitors Containing Conformationally Restricted Lactams as P.sub.3 -P.sub.2 Dipeptide Replacements," Bio. & Med. Chem. Ltrs. 3, 773-778 (1993).

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