4-bromo-5-(2-chloro-benzoylamino)-1H-pyrazole-3-carboxylic...

Details 4-bromo-5-(2-chloro-benzoylamino)-1H-pyrazole-3-carboxylic... 4-bromo-5-(2-chloro-benzoylamino)-1H-pyrazole-3-carboxylic...

2004-04-30

2008-08-26

Anderson, Rebecca (Department: 1626)

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C548S312400

Reexamination Certificate

active

07417152

ABSTRACT:
Disclosed are compounds of formula I and II that are bradykinin B1receptor antagonists and are useful for treating diseases, or relieving adverse symptoms associated with disease conditions, in mammals mediated by bradykinin B1receptor. Certain of the compounds exhibit increased potency and are also expected to exhibit increased duration of action.

REFERENCES:
patent: 3654275 (1972-04-01), McManus
patent: 5753629 (1998-05-01), Beria et al.
patent: 5916908 (1999-06-01), Giese et al.
patent: 6433185 (2002-08-01), Ferrari et al.
patent: 2002/0037856 (2002-03-01), Zhang et al.
patent: 2003/0119749 (2003-06-01), Zhang et al.
patent: 2003/0212113 (2003-11-01), Dyatkina et al.
patent: 2004/0063658 (2004-04-01), Roberts et al.
patent: 2004/0116353 (2004-06-01), Ferrari et al.
patent: 2004/0142997 (2004-07-01), Chen et al.
patent: 2005/0020659 (2005-01-01), Tung et al.
patent: 2005/0032868 (2005-02-01), Tung et al.
patent: 2005/0038099 (2005-02-01), Tung et al.
patent: 2007/0123531 (2007-05-01), Garofalo et al.
patent: 3421386 (1985-12-01), None
patent: 19854081 (2000-05-01), None
patent: 1304325 (2003-04-01), None
patent: 2310207 (1997-08-01), None
patent: 49100080 (1974-09-01), None
patent: 3-168743 (1991-07-01), None
patent: WO/96/05196 (1996-02-01), None
patent: WO98/11101 (1998-03-01), None
patent: WO98/28268 (1998-07-01), None
patent: WO/99/27939 (1999-06-01), None
patent: WO00/31066 (2000-06-01), None
patent: WO00/50418 (2000-08-01), None
patent: WO01/05783 (2001-01-01), None
patent: WO01/57034 (2001-08-01), None
patent: WO01/87888 (2001-11-01), None
patent: WO/02/02523 (2002-01-01), None
patent: WO02/04424 (2002-01-01), None
patent: WP/02/08196 (2002-01-01), None
patent: WO/02/22655 (2002-03-01), None
patent: WO02/099388 (2002-12-01), None
patent: WO03/007945 (2003-01-01), None
patent: WO03/007958 (2003-01-01), None
patent: WO03/015774 (2003-02-01), None
patent: WO03/095429 (2003-11-01), None
patent: WO2004/033434 (2004-04-01), None
U.S. Appl. No. 10/555,515, filed Aug. 25, 2006, Tung et al.
J.G. Menke, et al., “Expression Cloning of a Human B1Bradykinin Receptor,”J. Biol. Chem., 269(34):21583-21586 (1994).
J. F. Hess,“Cloning and Pharmacological Characterization of a Human Bradykinin (BK-2) Receptor”Biochem.and, Biophys. Res. Commun., 184:260-268 (1992).
Burch et al., “Bradykinin Receptor Antagonists”,Med. Res. Reviews, 10(2):237-269 (1990).
Clark, W.G. “Kinins and the Peripheral Central Nervous Systems”, Handbook of Experimental Pharmacology, vol. XXV: Bradykinin, Kallidin, and Kallikrein. Erdo, E.G. (Ed.), 311-322 (1979).
Ammons, W.S., et al., “Effects of Intracardiac Bradykinin on T2-T5Medial Spinothalamic Cells”,American Journal of Physiology, 249, R145-152 (1985).
Costello, A.H. et al., “Suppression of Carageenan-Induced Hyperalgesia, Hyperthermia and Edema by a Bradykinin Antagonist”,European Journal of Pharmacology, 171:259-263 (1989).
Laneuville, et al., “Bradykinin Analogue Blocks Bradykinin-induced Inhibition of a Spinal Nociceptive Reflex in the Rat”,European Journal of Pharmacology, 137:281-285 (1987).
Steranka, et al., “Antinociceptive Effects of Bradykinin Antagonists”,European Journal of Pharmacology, 136:261-262 (1987).
Steranka, et al., “Bradykinin as a Pain Mediator: Receptors are Localized to Sensory Neurons, and Antagonists have Analgesic Actions”,Neurobiology, 85:3245-3249 (1987).
Whalley, et al., inNaunyn Schmiederberg's Arch. Pharmacol., 336:652-655 (1987).
Back, et al., “Determination of Components of the Kallikrein-Kinin System in the Cerebrospinal Fluid of Patients with Various Diseases”,Res. Clin.Stud. Headaches, 3:219-226 (1972).
Ness, et al., “Visceral pain: a Review of Experimental Studies”,Pain, 41:167-234 (1990).
Aasen, et al., “Plasma Kallikrein Activity and Prekallikrein Levels during Endotoxin Shock in Dogs”,Eur. Surg., 10:50-62(1977).
Aasen, et al., “Plasma Kallikrein-Kinin System in Septicemia”,Arch. Surg., 118:343-346 (1983).
Katori, et al., “Evidence for the Involvement of a Plasma Kallikrein/Kinin System in the Immediate Hypotension Produced by Endotoxin in Anaesthetized Rats”,Br. J. Pharmacol., 98:1383-1391 (1989).
Marceau, et al., “Pharmacology of Kinins: Their Relevance to Tissue Injury and Inflammation,”Gen. Pharmacol., 14:209-229 (1982).
Weipert, et al., “Attenuation of arterial blood pressure fall in endotoxin shock in the rat using the competitive bradykinin antagonist Lys-Lys-[Hyp2, Thi5,8, DPhe7]-Bk (B4148)”,Brit J. Pharm., 94:282-284 (1988).
Haberland, “The Role of Kininogenases, Kinin Formation and Kininogenase Inhibitor in Post Traumatic Shock and Related Conditions”,Klinische Woochen-Schrift, 56:325-331 (1978).
Ellis, et al., “Inhibition of Bradykinin-and Kallikrein-Induced Cerebral Arteriolar Dilation by Specific Bradykinin Antagonist”,Stroke, 18:792-795 (1987).
Kamitani, et al., “Evidence for a Possible Role of the Brain Kallikrein-Kinin System in the Modulation of the Cerebral Circulation”,Circ. Res., 57:545-552 (1985).
Barnes, “Inflammatory Mediator Receptors and Asthma”,Am. Rev. Respir. Dis., 135:S26-S31 (1987).
Fuller, et al., “Bradykinin-induced Bronchoconstriction in Humans”,Am. Rev. Respir. Dis., 135:176-180 (1987).
Jin, et al., “Inhibition of Bradykinin-Induced Bronchoconstriction in the Guinea-Pig by a Synthetic B2Receptor Antagonist”,Br. J. Pharmacol., 97:598-602 (1989).
Polosa, et al., “Contribution of Histamine and Prostanoids to Bronchoconstriction Provoked by Inhaled Bradykinin in Atopic Asthma”,Allergy, 45:174-182 (1990).
Baumgarten, et al., “Concentrations of Glandular Kallikrein in Human Nasal Secretions Increase During Experimentally Induced Allergic Rhinitis”,J. Immunology, 137:1323-1328 (1986).
Proud et al., “Nasal Provocation with Bradykinin Induces Symptoms of Rhinitis and a Sore Throat”,Am. Rev. Respir Dis., 137:613-616 (1988).
Stewart and Vavrek in “Chemistry of Peptide Bradykinin Antagonists”Basic and Chemical Research, R. M. Burch (Ed.), pp. 51-96 (1991).
Seabrook, et al., Expression of B1 and B2 Bradykinin Receptor mRNA and Their Functional Roles in Sympathetic Ganglia and Sensory Dorsal Root Ganglia Neurons from Wild-type and B2 Receptor Knockout Mice,Neuropharmacology, 36(7):1009-17 (1997).
Elguero, et al., Nonconventional Analgesics: Bradykinin Antagonists,An. R. Acad. Farm., 63(1):173-90 (Spa) (1997).
Abdallah, et al. “A convenient synthesis of 5-amino-4-(2-benzothiazolyl) pyrazoles”Indian J. of Chem.36B:1175-1177 (1997).
Marceau, “Kinin B1Receptors: A Review,”Immunopharmacology, 30:1-26 (1995).
Gavrilenko, et al. “Synthesis and properties of 3-amino-3-pyrazolin-5-ones” Journal of Organic Chemistry 40(19) 2720-2724 (1975).
Atwell, et al. “5-Amino-1-(chloromethyl)-1,2-dihydro-3H-b enz'eindoles”. . . Journal of Medicinal Chemistry 42(17) 3400-3411 (1999).
Rzepecki, et al. “Aminopyrazole oligomers for .beta.-sheet stabilization of peptides” Database accession No: 2003:732768 Database Chemabs Online; & Synthesis 12:1815-1826 (2003).
Rzepecki et al., “New Heterocyclic beta-Sheet Ligands with Peptidic Recognition Elements” Journal of Organic chemistry 69(16) 5168-5171 (2004).
Elghandour, Ahmed “Hydrazonoyl Halides in Heterocyclic Chemistry: Synthesis of New Polyfunctionally Substituted Pyrazoles, Pyridazines and Pyrazolo [3,4-d] pyridazines”J. Chem.. Research(s) 358-359 (1993).
Ibrahim, et al. “Utility of Hydrazidoyl Chlorides: Synthesis of New Pyrazoles, Pyrazolo [3,4-d]pyridazines, Pyrazolo [4,5-b]pyridines and Pyrazolo [4,5-d] pyrimidine Derivatives”J. Indian Chem. Soc.69:378-380 (1992).
Lee, et al. “Pyrazole analogues of the bispyrrolecarboxamide anti-tumour antibiotics: synthesis, DNA binding and anti-tumour prope

Affiliated with

Also associated with

Rating

4-bromo-5-(2-chloro-benzoylamino)-1H-pyrazole-3-carboxylic... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with 4-bromo-5-(2-chloro-benzoylamino)-1H-pyrazole-3-carboxylic..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and 4-bromo-5-(2-chloro-benzoylamino)-1H-pyrazole-3-carboxylic... will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-4016369