Gamma lactams as prostaglandin agonists and use thereof

Details Gamma lactams as prostaglandin agonists and use thereof Gamma lactams as prostaglandin agonists and use thereof

2008-09-02

2008-09-02

McKane, Joseph (Department: 1626)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

C514S235500, C548S551000, C544S141000

Reexamination Certificate

active

10517626

ABSTRACT:
1,2-substituted 5-pyrrolidinone compounds are provided, and methods of treatment and pharmaceutical composition that utilize or comprise one or more such compounds. Compounds of the invention are useful for a variety of therapies, including treating or preventing preterm labor, dysmenorrhea, asthma, hypertension, infertility or fertility disorder, undesired blood clotting, preeclampsia or eclampsia, an eosinophil disorder, sexual dysfunction, osteporosis and other destructive bone disease or disorder, renal dysfunction, an immune deficiency disorder, dry eye, ichthyosis, elevated intraocular pressure, sleep disorder, or gastric ulcer, inflammatory disorders and other diseases and disorders associated with the prostaglandin family of compounds.

REFERENCES:
patent: 3873566 (1975-03-01), Scribner
patent: 4003911 (1977-01-01), Scribner
patent: 4033989 (1977-07-01), Bundy
patent: 4090019 (1978-05-01), Williams et al.
patent: 4211876 (1980-07-01), Scribner
patent: 5605814 (1997-02-01), Abramovitz et al.
patent: 5759789 (1998-06-01), Abramovitz et al.
patent: 6211197 (2001-04-01), Belley et al.
patent: 6288120 (2001-09-01), Cameron et al.
patent: 2002/0065308 (2002-05-01), Cameron et al.
patent: 0 752 421 (1997-01-01), None
patent: 1 110 949 (2001-06-01), None
patent: 1 481 976 (2004-12-01), None
patent: WO 96/03380 (1996-02-01), None
patent: WO 96/06822 (1996-03-01), None
patent: WO 97/00863 (1997-01-01), None
patent: WO 97/00864 (1997-01-01), None
patent: WO 02/24647 (2002-03-01), None
patent: WO 03/007941 (2003-01-01), None
patent: WO 03/008377 (2003-01-01), None
patent: WO 03/009872 (2004-05-01), None
Ebenezar et al. Expert Opin. Ther. Patents 2007, 17(9), 1131-1145.
Abramovitz, et al. “The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs.” Biochim Biophys Acta. 2000 Jan. 17;1483(2):285-93.
Bennett, et al. “Synthesis and biological activity of a series of 1-aryl-3-pyrazolidinones.” J Med Chem. May 1976;19(5):715-7.
Boie, et al. “Molecular cloning and characterization of the four rat prostaglandin E2prostanoid receptor subtypes.” Eur J Pharmacol. Dec. 11, 1997;340(2-3):227-41.
Coleman, et al. “Prostanoids and their receptors. Comprehensive Medicinal Chemistry.” 1990 3:643-714.
Coleman, et al. “International Union of Pharmacology classification of prostanoid receptors: properties, distribution, and structure of the receptors and their subtypes.” Pharmacol Rev. Jun. 1994;46(2):205-29.
Corey, et al. “A stable and easily prepared catalyst for the enantioselective reduction of ketones. Applications to Multistep Systheses.” J. Am. Chem. Soc. 1987. 109:7925-26.
Fleisch, et al. “LY171883, 1-< 2-hydroxy-3-propyl-4-< 4-(1H-tetrazol-5-yl) butoxy > phenyl > ethanone, an orally active leukotriene D4 antagonist.” J Pharmacol Exp Ther. Apr. 1985;233(1):148-57.
Gardiner, PJ. “Characterization of prostanoid relaxant/inhibitory receptors (psi) using a highly selective agonist, TR4979.” Br J Pharmacol. Jan. 1986;87(1):45-56.
Hundertmark, et al. “Pd(PhCN)(2)CI(2)/P(t-Bu)(3): a versatile catalyst for Sonogashira reactions of aryl bromides at room temperature.” Org Lett. Jun. 15, 2000;2(12):1729-31.
Ichikawa, et al. “Molecular aspects of the structures and functions of the prostaglandin E receptors.” J Lipid Mediat Cell Signal. Sep. 1996;14(1-3):83-7.
Langlois, et al. “Intramolecular Mitsunobu reaction in the region- and stereoselective synthesis of cis-4,5-disubstituted piperidin-2-ones.” Tetrahedron Letters. 2000 41:8285-8288.
Macdonald, et al. “Syntheses of trans-5-oxo-hexahydro-pyrrolo[3,2-b]pyrroles and trans-5-oxo-hexahydro-furo[3,2-b]pyrroles (pyrrolidine trans-lactams and trans-lactones): new pharmacophores for elastase inhibition.” J Med Chem. Oct. 8, 1998;41(21):3919-22.
Mikolajczyk, et al. “Synthesi8s of (±)-Rosaprostol.” J. Org. Chem. 1998. 63:8894-8897.
Minami, et al. “Characterization of EP-receptor subtypes involved in allodynia and hyperalgesia induced by intrathecal administration of prostaglandin E2 to mice.” Br J Pharmacol. Jul. 1994;112(3):735-40.
Nair, et al. “Folate analogues. 31. Synthesis of the reduced derivatives of 11-deazahomofolic acid, 10-methyl-11-deazahomofolic acid, and their evaluation as inhibitors of glycinamide ribonucleotide formyltransferase.” J Med Chem. Jun. 1989;32(6):1277-83.
Okuma, et al. “An Efficient Synthesis of (R)-(+)-Recifeiolide and Related Macrolides by Using Enantiomerically Pure (R)- (-)-5-Methyl-2,2,2-triphenyl-1,2A5-oxaphospholane.” Tetrahedron. 1998. 54:4243-50.
Tani, et al. “Synthesis of a Highly Selective EP2-Receptor Agonist.” Synlett. 2002, pp. 239-242.
Thivierge, et al. “Prostaglandin E2 induces resistance to human immunodeficiency virus-1 infection in monocyte-derived macrophages: downregulation of CCR5 expression by cyclic adenosine monophosphate.” Blood. Jul. 1, 1998;92(1):40-5.
Ushikubi, et al. “Roles of prostanoids revealed from studies using mice lacking specific prostanoid receptors.” Jpn J Pharmacol. Aug. 2000;83(4):279-85.
Wilkinson, et al. “Diethylanilineborane: A Practical, safe, and consistent-quality borane source for the large-scale enantioselective reduction of a ketone intermediate in the synthesis of (R,R)-Formoterol.” Organic Process Research & Development. 2002 6:146-8.

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