Thio semicarbazone and semicarbozone inhibitors of cysteine...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C514S444000, C514S471000, C549S075000, C549S059000, C549S494000

Reexamination Certificate

active

07495023

ABSTRACT:
The present invention relates to thio semicarbazone and semicarbazone inhibitors of cysteine proteases and methods of using such compounds to prevent and treat protozoan infections such as trypanosomiasis, malaria and leishmaniasis. The compounds also find use in inhibiting cysteine proteases associated with carcinogenesis, including cathepsins B and L.

REFERENCES:
patent: 4385055 (1983-05-01), Klayman et al.
patent: 4440771 (1984-04-01), Scovill et al.
patent: 4657903 (1987-04-01), Scovill et al.
patent: 4739069 (1988-04-01), Klayman et al.
patent: 6008362 (1999-12-01), Commons et al.
patent: 6897240 (2005-05-01), Cohen et al.
patent: 7319110 (2008-01-01), Lange et al.
patent: 2003/0045568 (2003-03-01), Altamura et al.
Stone et al., 1976, CAS: 84:54228.
Shaar et al., 1975, CAS: 83:173023.
Zhou et al., 2000, CAS: 133: 207771.
Lukevics et al., 1996, CAS: 124: 193285.
Daiku et al., 1995, CAS: 122: 187591.
Kumari et al., 1994, CAS: 121:57592.
Deng et al., 1981, CAS: 95: 132756.
Umar et al. , 1969, CAS: 70: 2052.
Duca et al., 1952, CAS: 46: 39723.
Schuler et al., 1952, CAS: 46: 6397.
Bonaldo, Myrna C., et al.; Characterization and Expression of Proteases duringTrypanosoma cruziMetacyclogenesis; Experimental Prasitology 1991 pp. 44-51 vol. 73.
Bromme, Dieter, et al.; “Peptidyl vinyl sulphones: a new class of potent and selective cysteine protease inhibitors”; Biochem. J. 1996 pp. 85-89 vol. 315.
Castineiras et al., “Structural and spectral characterization of two 1-phenyl-1,2-propanedione bis{N(4)-alkylthiosemicarbazones}” CAS Accession No. 132:78174 (1999) (Abstract).
Cerecetto, Hugo, et al.; “1,2,5-Oxadiazole N-Oxide Derivatives and Related Compounds as Potential Antitrypanosomal Drugs: Structure-Activity Relationships”; J. Med. Chem. 1999 pp. 1941-1950 vol. 42.
Cerecetto, Hugo, et al.; “Synthesis and anti-trypanosomal activity of novel 5-nitro-2-furaldehyde and 5-nitrothiophene-2-carboxaldehyde semicarbazone derivatives”; II Farmaco 1998 pp. 89-94 vol. 53.
Cerecetto, Hugo, et al.; “Synthesis and antitrypanosomal evaluation of E-isomers of 5-nitro-2-furaldehyde and 5-nitrothiophene-2-carboxaldehyde semicarbazone derivatives Structure-activity relationships”; Eur. J. Med. Chem. 2000 pp. 343-350 vol. 35.
Cheng et al., “A preliminary note on the relation between structure and antischistosomal activity of nitrofurazones” CAS Accession No. 59:75319 (1963) (Abstract).
Colwell et al., “Preparation and antimalarial activity of compounds related to dypnone guanylhydrazone” CAS Accession No. 74:64038 (1971) (Abstract).
Das, Lopamudra, et al.; “Successful Therapy of Lethal Murine Visceral Leishmaniasis with Cystatin Involves Up-Regulation of Nitric Oxide and a Favorable T Cell Response”; The Journal of Immunology 2000 pp. 4020-4028.
Dimmock et al., “Some aryl semicarbazones possessing anticonvulsant activities” CAS Accession No. 123:297 (1995) (Abstract).
Dimmock, J.R., et al.; “Anticonvulsant Activities of 4-Bromobenzaldehyde Semicarbazone”; Epilepsia 1994 pp. 648-655 vol. 35 No. 3.
Dimmock, Jonathan R., et al.; “Anticonvulsant Activities of 4-(4′-Fluorophenoxy) Benzaldehyde Semicarbazone”; Drug Development Research 1999 pp. 112-125 vol. 46.
Engel, Juan C., et al.; “Cysteine Protease Inhibitors Cure an ExperimentalTrypanosoma cruziInfection”; J. Exp. Med. 1998 pp. 725-734 vol. 188 No. 4.
Harth, Guenter, et al.; “Peptide-fluoromethyl ketones arrest intracellular replication and intercellular transmission ofTrypanosoma cruzi”; Molecular and Biochemical Parasitology 1993 pp. 17-24 vol. 58.
Humphlett et al., “Antimalarials. IX. Antitubercular drugs. 1. Preparation of ketones from γ-diethylaminobutyronitrile and aromatic grignard reagents and their conversion to diamides” CAS Accession No. 43:109 (1949) (Abstract).
Iskander et al., “Coordination compounds of hydrazine derivatives with transition metals. XIX. Redox reactions of copper (II) salts with thiosemicarbazide and hydrazine-s-methyl dithiocarboxylate Schiff bases” CAS Accession No. 94:113576 (1981) (Abstract).
Jain et al., “Possible antiamebic agents” CAS Accession No. 54:56152 (1960) ( Abstract).
Kachru et al., “Search for new amebicides. I” CAS Accession No. 52:34983 (1958) (Abstract).
Klayman et al., “2-acetylpyridine thiosemicarbazones. 1. A new class of potential antimalarial agents” CAS Accession No. 91:151061 (1979) (Abstract).
May et al., “Attempts to find new antimalarials. XV. Phenanthrene. 31. Amino alcohols of the typ CH(OH) CH2NR2 derived from 3-chloro-6-acetylphenanthrene” CAS Accession No. 41:3632 (1947) (Abstract).
McKerrow, James H., et al.; “Cysteine Protease Inhibitors as Chemotherapy for Parasitic Infections”; Bioorganic & Medicinal Chemistry 1999 pp. 639-644 vol. 7.
Meirelles, Maria Nazareth L., et al.; Inhibitors of the major cysteinyl proteinase (GP57/51) impair host cell invasion and arrest the intracellular development ofTrypanosoma cruziin vitro; Molecular Biochemical Parasitology 1992 pp. 175-184 vol. 52.
Nerurkar et al., “β-arylglutaconic acids. IV. Synthesis of crotono- and valerolactones ofβ-arylglutaconic and glutaric acids” CAS Accession No. 55:37886 (1961) (Abstract).
Olson, Jed E., et al.; “Antimalarial Effects in Mice of Orally Administered Peptidyl Cysteine Protease Inhibitors”; Bioorganic & Medicinal Chemistry 1999 pp. 633-638 vol. 7.
Otto, Hans-Hartwig, et al.; “Cysteine Proteases and Their Inhibitors”; Chem. Rev. 1997 pp. 133-171 vol. 97.
Palmer, James, T., et al.; “Vinyl Sulfones as Mechanism-Based Cysteine Protease Inhibitors”; J. Med. Chem. 1995 pp. 3193-3196 vol. 38.
Pandeya, S.N., et al.; “Anticonculsant Activity of Thioureido Derivatives of Acetophenone Semicarbazone”; Pharmacological Research 1998 pp. 17-22 vol. 37 No. 1.
Posenthal, Philip, J., et al.; “Plasmodium falciparum: Effects of Proteinase Inhibitors on Globin Hydrolysis by Cultured Malaria Parasites”; Experimental Parasitology 1995 pp. 272-281 vol. 80.
Prescott, “Thiosemicarbazones and hydrazonse of α-methylchalcone as potential chemotherapeutic agents” CAS Accession No. 83:126292 (1975) (Abstract).
Ramu, Kumar, et al.; “In Vivo Metabolism and Mass Balance of 4-[4-Fluorophenoxy] Benzaldehyde Semicarbazone in Rats”; Drug Metabolism and Disposition 2000 pp. 1153-1161 vol. 28 No. 10.
Roush, William R., et al.; “Design, Synthesis and Evaluation of D-Homophenylalanyl Epoxysuccinate Inhibitors of the Trypanosomal Cysteine Protease Cruzain”; Tetrahedron 2000 pp. 9747-9762 vol. 56.
Roush, William R., et al.; “Vinyl Sulfonate Esters and Vinyl Sulfonamides: Potent, Irreversible Inhibitors of Cysteine Proteases”; J. Am. Chem. Soc. 1998 pp. 10994-10995 vol. 120.
Saijid, M., et al.; “Cysteine proteases of parasitic organisms”; Molecular & Biochemical Parasitology 2002 pp. 1-21 vol. 120.
Salvati, Luca, et al.; “No donors inhibitLeishmania infantumcysteine proteinase activity”; Biochimica et Biophysica Acta 2001 pp. 357-366 vol. 1545.
Sawhney et al., “Synthesis of possible amebicides” CAS Accession No. 54:56188 (1960) (Abstract).
Sawhney et al., “Synthesis of possible amebicides” CAS Accession No. 60:60564 (1964) (Abstract).
Selzer, Paul M., et al.; “Cysteine protease inhibitors as chemotherapy: Lessons from a parasite target”; Proc. Natl. Acad. Sci. 1999 pp. 11015-11022 vol. 96.
Semenov, Andrey, et al.; “Antimalarial Synergy of Cysteine and Aspartic Protease Inhibitors”; Antimicrobial Agents and Chemotherapy 1998 pp. 2254-2258 vol. 42 No. 9.
Sharma et al., “Synthesis of possible amebicides. VII” CAS Accession No. 54:38933 (1960) (Abstract).
Warren, James D., et al.; “4-Substituted Semic

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