Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Radical -xh acid – or anhydride – acid halide or salt thereof...
Reexamination Certificate
2005-07-19
2005-07-19
Barts, Samuel (Department: 1621)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Radical -xh acid, or anhydride, acid halide or salt thereof...
C514S602000, C514S604000, C514S522000, C562S430000, C558S414000, C564S084000, C564S085000, C564S089000, C564S090000, C564S094000
Reexamination Certificate
active
06919375
ABSTRACT:
Compounds having a metalloproteinase inhibitory activity, represented by the formula (I), its optically active isomers, their pharmaceutically acceptable salts, or hydrates thereof.
REFERENCES:
patent: 3784701 (1974-01-01), Tomcuficik et al.
patent: 4269775 (1981-05-01), Szczepanski et al.
patent: 4388464 (1983-06-01), Kristinsson et al.
patent: 4599361 (1986-07-01), Dickens et al.
patent: 4632931 (1986-12-01), Nakane
patent: 4715883 (1987-12-01), Lukaszczyk et al.
patent: 5270326 (1993-12-01), Galardy et al.
patent: 5756545 (1998-05-01), O'Brien et al.
patent: 5854277 (1998-12-01), Kluender et al.
patent: 6117869 (2000-09-01), Picard
patent: 6150394 (2000-11-01), Watanabe et al.
patent: 6207698 (2001-03-01), Wantanabe et al.
patent: 6235768 (2001-05-01), Wantanabe et al.
patent: 6294674 (2001-09-01), Picard
patent: 6441021 (2002-08-01), Wantanabe et al.
patent: 305 947 (1989-03-01), None
patent: 0 305 947 (1989-03-01), None
patent: 468 231 (1992-01-01), None
patent: 0 468 231 (1992-01-01), None
patent: 0 548 798 (1993-06-01), None
patent: 548 798 (1993-06-01), None
patent: 0 606 046 (1994-07-01), None
patent: 606 046 (1994-07-01), None
patent: 757 037 (1997-02-01), None
patent: 0 757 037 (1997-02-01), None
patent: 757 984 (1997-02-01), None
patent: 0 757 984 (1997-02-01), None
patent: 57-59969 (1982-04-01), None
patent: WO 93/14069 (1993-07-01), None
patent: 93/14069 (1993-07-01), None
patent: WO 94/12181 (1994-06-01), None
patent: WO 94/12181 (1994-06-01), None
patent: WO 95/13064 (1995-05-01), None
patent: WO 95/13289 (1995-05-01), None
patent: WO 95/13289 (1995-05-01), None
patent: WO 95/35275 (1995-12-01), None
patent: WO 95/35275 (1995-12-01), None
patent: 95/35276 (1995-12-01), None
patent: WO 95/35276 (1995-12-01), None
patent: WO 96/00214 (1996-01-01), None
patent: 96/00214 (1996-01-01), None
patent: WO 96/11209 (1996-04-01), None
patent: WO 96/11209 (1996-04-01), None
patent: WO 96/15096 (1996-05-01), None
patent: WO 96/15096 (1996-05-01), None
patent: WO 97/27174 (1997-07-01), None
patent: WO 97/45402 (1997-12-01), None
patent: 97/45402 (1997-12-01), None
Beilstein 5115437,RN 113793-32-1 1988.
Database CAPLUS 'Online!, Chemical Abstracts Service, Columbus, Ohio, US; retrieved from STN, Database accession No. 1993:626388, XP002230555, *abstract; RN 150782-45-9, 150782-77-7, 150782-48-2, 150782-51-7, 150782-72-2, 150782-47-1, 150782-49-3, 150782-50-6, 150782-73-3, 150782-70-0 * & M.H. El-Hakim: Al-Azhar Bull. Sci., vol. 3, No. 1, 1992, pp. 9-17.
El-Sayed, R.A., “Some novel sulfaniyl amino acid derivatives,” J. Serb. Chem. Soc., vol. 56, No. 6, 1991, pp. 311-318, XP000882133.
Roemmele et al., “Removal of N-Arylsulfonyl Groups from Hydroxy α-Amino Acids,” J. Org. Chem., vol. 53, No. 10, 1988, pp. 2367-2371, XP002230552.
Beilstein reference 5115437.
Ye, et al., “Purification and Characterization of the Human Stromelysis Catalytic Domain Expressed inEscherichia coli,” Biochemistry, vol. 31, No. 45, pp. 11231-11235, 1992.
Chapman et al., “Inhibition of Matrix Metalloproteinases by N-Carboxyalkyl Peptides,” J. Med. Chem, vol. 36, No. 26, pp. 4293-4301, 1993.
Wilhelm et al., “SV40-transformed Human Lung Fibroblasts Secrete a 92-kDA Type IV Collagenase Which is Identical to That Secreted by Normal Human Macrophages,” The Journal of Biological Chemistry, vol. 264, No. 29, pp. 17213-17221, 1989.
Okada et al., “Matrix Metalloproteinase 9 (92-kDA Gelatinase/Type IV Collagenase) from HT 1080 Human Fibrosarcoma Cells,” Journal of Biological Chemistry, vol. 267, No. 30, pp. 21712-21719, 1992.
Ward et al., “The Purification of Tissue Inhibitor of Metalloproteinases-2 from its 72 kDa Progelatinase Complex,” Biochemical Journal, vol. 278, pp. 179-187, 1991.
Debnath et al., “4-(4′-Substituted benzoyl) aminobenzenesulphonyl-L(+)glutamic acids and 5-N-substituted-2-[4′(4″-substituted benzoyl)aminobenzenesulphonyl]-L-glutamines as potential antineoplastic agents: Synthesis, biological evaluation and quantitative structure-activity relational studies,” Indian Journal of Chemistry, vol. 28B, pp. 843-847, 1989.
Galli et al., “Table II Enantiomeric Resolution of Dbs-Amino Acids on (S)-PheA-CSP,” J. Chromatogr. A666, pp. 77-89, 1994.
Hansen et al., “Oxazoline Formation via a Palladium-catalyzed Cyclization: A Direct, Stereoselective Approach to cis-5-Amino-2-cyclopenten-1-ol Derivatives,” Tetrahedron Letters, vol. 16, pp. 2913-2916, 1995.
Halvacek et al., “An Alternative Route to Nα-Methylamino Acid Derivatives: Synthesis and Conformation of some Nα-Acetyl-Nα-Methylamino Acid Methylamides,” Collection Czechoslovak Chem. Commun., vol. 53, pp. 2473-2494, 1988.
Kaiser et al., “2-Substituted Derivative of 3,4-Dihydroxyphenylalanine,” vol. 79, pp. 4365-4379, 1957.
Lee et al., “Systematic study on the resolution of derivatized amino acids enantiomers on different cyclodextrin-bonded stationary phases,” J. of Chromatography, 603, pp. 83-93, 1992.
Lin et al., “Debsyl Chloride: Its Synthesis, Characterization and Application in Amino Acid and Amine Microanalysis,” Journal of the Chinese Biochemical Society, vol. 14, No. 1, pp. 10-19, 1985.
Natelson et al., “Preparation of D-,DL-, and L-Homoserine Lactone from Methionine,” Microchemical Journal 40, pp. 226-232, 1989.
Nickel et al., “Carboxylic acid analogues of suramin, potential filaricides,” Indian Journal of Chemistry, vol. 30B, pp. 182-187, 1991.
Stocchi et al., “Reversed-Phase High-Performance Liquid Chromatography Separation of Dimethylaminoazobenzene Sulfonyl-and-Dimeththylaminoazobenzene Thiohydantoin-Amino Acid Derivative for Amino Acid Analysis and Microsequencing Studies at the Picomole Level,” Biochemistry, 178, pp. 107-117, 1989.
Verderame, “Sulfide Derivatives of Cysteine II,” Journal of Pharmaceutical Sciences, vol. 51, No. 6, pp. 576-579, 1962.
Yoneda et al., “Reactions of L-α-Tosylamido-β-propiolactone: Synthesis, Reactions with Amines and Derivation to L-Seriene,” UDC, vol. 89, pp. 98-103, 1969.
Ksander et al., “Dicarboxylic Acid Dipeptide Neutral Endopeptidase Inhibitors,” J. Med. Chem., 38, pp. 1689-1700, 1995.
Shin-Zikkenkagakukoza, vol. 14, 1787, 1978.
Hamada et al., “An Improved Synthesis of Arylsulfonyl Chlorides from Aryl Halides,” Communications, pp. 852—854, 1986.
Sonogashira et al., “A Convenient Synthesis of Acetylenes: Catalytic Substitutions of Acetylenic Hydrogen with Bromoalkenes, Iodoarenes, and Bromopyridines,” Tetrahedron Letters, No. 50, pp. 4467-4470, 1975.
Sharp et al., “Synthetic Connections to the Aromatic Directed Metalation Reaction. Unsymmetrical Biaryls by Palladium-Catalyzed Cross Coupling of Directed Metalation-Derived Arylboronic Acids with Aryl Halides,” Tetrahedron Letters, vol. 26, No. 49, pp. 5997-6000, 1985.
Wittig et al., “Über Triphenyl-phosphin-methylene als olefinbildende Reagenzien (I. Mitteil.),” Als Olefinbildende Reagenzien, No. 9, pp. 1318-1330, 1954.
Morphy, et al., “Matrix Metalloproteinase Inhibitors: Current Status,” Current Med. Chem. 1995, vol. 2, pp. 743-762, 1995.
JG Topliss et al.,Drug Design, (1975) vol. 5, pp. 1-21 (Academic Press, London).
OECD Guideline for the Testing of Chemicals.
Qi-Zhuang Ye et al., Purification and Characterization of the Human Stromelysin Catalytic Domain Expressed inEscherichia coli, Biochemistry, Sep. 3, 1992, pp. 11231-11235, vol. 31-Issue No. 45, American Chemical Society.
Kevin T. Chapman et al., Inhibition of Matrix Metalloproteinases by N-Carboxyalkyl Peptides, Journal of Medicinal Chemistry, Apr. 26, 1993, pp. 4293-4301, vol. 36-Issue No. 26, American Chemical Society.
Ksander, J. Med. Chem., 38 1689-1700 (1995).
Shin-zikkenkagakukoza, vol. 14 1787 (1978).
Hamada, Synthesis, 852-854 (1986).
Sonogashira, Tetrahedron Lett. No. 50, 4467
Ohtani Mitsuaki
Tsuzuki Hiroshige
Wantanabe Fumihiko
Barts Samuel
Foley & Lardner LLP
Shionogi & Co. Ltd.
LandOfFree
Sulfonated amino acid derivatives and metalloproteinase... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Sulfonated amino acid derivatives and metalloproteinase..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Sulfonated amino acid derivatives and metalloproteinase... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3379810