Tricyclic androgen receptor modulator compounds and methods

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C546S084000, C546S089000, C546S062000, C546S070000, C514S291000, C514S292000, C514S285000

Reexamination Certificate

active

07026484

ABSTRACT:
This invention relates to non-steroidal tricyclic compounds that are modulators of androgen receptors and to methods for making and using such compounds.

REFERENCES:
patent: 3919238 (1975-11-01), Spencer et al.
patent: 4460475 (1984-07-01), Hayatsu et al.
patent: 4623638 (1986-11-01), Hayatsu et al.
patent: 4777052 (1988-10-01), Weisburger et al.
patent: 4981784 (1991-01-01), Evans et al.
patent: 5011697 (1991-04-01), Jones et al.
patent: 5071773 (1991-12-01), Evans et al.
patent: 5179202 (1993-01-01), Gross
patent: 5576324 (1996-11-01), Kyotani et al.
patent: 5696130 (1997-12-01), Jones et al.
patent: 6017924 (2000-01-01), Edwards et al.
patent: 6030967 (2000-02-01), Marui et al.
patent: 6180794 (2001-01-01), Edwards et al.
patent: 6340704 (2002-01-01), Marui et al.
patent: 2002/0183314 (2002-12-01), Higuchi et al.
patent: 24 27 409 (1975-01-01), None
patent: 0 638 571 (1993-04-01), None
patent: 50-25595 (1975-03-01), None
patent: 241441 (1969-04-01), None
patent: 548608 (1977-02-01), None
patent: WO 96/19458 (1996-06-01), None
patent: WO 97/49709 (1997-12-01), None
patent: WO 00/12502 (2000-03-01), None
patent: 02/066475 (2002-08-01), None
patent: 02/068427 (2002-09-01), None
Chapman NB et al. Journal of the Chemical Society (Section) C: Organic (1970), 17:2334-9.
Yudin LG et al. Khimiya Geterotsikicheskikh Soedinenii (1979), 10:1381-5.
Gryanznov AP. Izvestiya Timiryazevskoi Sel'skokhozyaistvennoi Akademii (1988), 3: 185-90.
Yoshikawa T. Yakugaku Zasshi (1961), 81:1317-22.
Ferlin MG et al. Bioorganic & Medicinal Chemistry (2000), 8(6): 1415-1422.
Yamashkin et al. Chemistry.of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii)(1999), vol. Date 1998, 34(9), 1050-1065.
El-Desoky et al. Zeitschrift fuer Naturforschung, B: Chemical Sciences (1998), 53(10), 1216-1222.
Majumdar et al. Journal of Chemical Research, Synopses (1997), (9), 310-311.
Yamashkin et al. Khimiya Geterotsiklicheskikh Soedinenii (1983), (4), 493-7.
Akhvlediani et al. Zhurnal Organicheskoi Khimii (1981), 17(7), 1542-6.
Bush, et al., “Sample-distance Partial Least Squares: PLS optimized for many variables, with application to CoMFA,”J. Comput.-Aided Mol. Des., 7:587-619 (1993).
McIlroy, et al., “Effects of Proteinase Inhibitors on Adenylate Cyclase,”Biochem. J., 188:423-435 (1980).
Ohta, “Juvenile Hormone Antagonists,”Kagaku to Seibutsu, 17(2):92-94 (1979).
Saksena, et al., “Androgenic, antiandrogenic, and anabolic activity of azasteroids on immature castrated rats,” Abstract ofIndian J. Med. Res., Database CA ‘Online’, 58(4):513-518 (1970).
Sperry, et al., “Farnesol oxidation in insects: evidence that the biosynthesis of insect juvenile hormone is mediated by a specific alcohol oxidase,”Insect Biochem. Mol. Biol., 31(2):171-178 (2001).
Evans, R., “The Steroid and Thyroid Hormone Receptor Superfamily,”Science, 240:889-895 (1988).
Hamann, L., et al., “Synthesis and Biological Activity of a Novel Series of Nonsteroidal, Peripherally Selective Androgen Receptor Antagonists Derived from 1,2-Dihydropyridono[5,6-g] quinolines,”J. Med. Chem., 41:623-639 (1998).
Edwards, J., et al., “New Nonsteroidal Androgen Receptor Modulators Based on 4-(Trifluoromethyl)-2(1H)-Pyrrolidino[3,2-g]Quinolinone,”Bioorganic&Medicinal Chemistry Letters, 8:745-750 (1999).
Edwards, J., et al., “Nonsteroidal Androgen Receptor Agonists Based on 4-(Trifluoromethyl)-2H-Pyrano[3,2-g]Quinolin-2-One,”Bioorganic&Medicinal Chemistry Letters, 9:1003-1008 (1999).
Higuchi, R., et al., “4-Alkyl- and 3,4-Dialkyl-1,2,3,4-Tetrahydro-8-Pyridono[5,6-g]Quinolines: Potent, Nonsteroidal Androgen Receptor Agonists,”Bioorganic&Medicinal Chemistry Letters, 9:1335-1340 (1999).
Jones, G.,Comprehensive Heterocyclic Chemistry, Katrizky, A. R.; Rees, C.W., eds. Pergamon, New York, 1984, vol. 2, Chap. 2.08, pp 421-426.
Fujisaki, S., et al., “Halogenation using N-Halogenocompounds. I. Effect of Amines onortho- Bromination of Phenols with NBS,”Bull. Chem. Soc. Jpn., 66:1576-1579 (1993).
Wagaw, S., et al., “Palladium-Catalyzed Coupling of Optically Active Amines with Aryl Bromides,”J.Am. Chem. Soc., 119:8451-8458 (1997).
Berger et al., “Interaction of glucocorticoid analogues with the human glucocorticoid receptor,” J. Steroid Biochemistry and Molecular Biology 41(3-8): 733-738 (1992).
Bolognese et al., “Photochemistry of Ommochrome Pigments,” J. Heterocyclic Chem. 25: 1243-1246 (1988).
Bolognese et al., “Oxidation of 3-Hydroxykynurenine. A Reexamination,” J. Heterocyclic Chem. 25: 1247-1250 (1988).
Bolognese et al., “Photochemistry of Ommochromes and Related Compounds,” J. Heterocyclic Chem. 25: 979-983 (1988).
Boyer, M., “The management of prostrate cancer,” Aust. Prescr. 19:22-24 (1996) http://www.australianprescriber.com/magazines/vol19no1/ap19-1-11.htm(accessed on Jan. 28, 2005.
Castillo, P. and J.C. Rodriguez-Ubis, “A high-yield method for the methylenation of o-dihdroxyaromatic compounds: synthesis of methylenedioxycoumarins,” Synthesis pp. 839-840 (1986).
Chemical Abstracts vol. 54, No. 8821, (1960) Mustafa et al., “Photochemical reaction in sunlight. Experiments with benzo [k]quinoline-5,6-quinone, monoamine and monoxmine derivatives in sunlight and in dark,” J. A. Chem. Soc. 81:3409-3413 (1959).
Chemical Abstracts vol. 83, No. 179036 , p. 577 (1975) JP 50-25595 published Mar. 18, 1975, entitled “9-Halothiazoloquinolines”.
Claman et al., “SOGC clinical practice guidelines. Hirsutism: evaluation and treatment,” J Obstet Gynaecol Can. 24(1):62-7 (2002).
Debenedetti et al., “Isopurasol, a coumarin fromPterocaulon virgatum, ” Phytochemistry 51: 701-703 (1999).
Ishii et al., “Formation of Hydroxanthommatin-Derived Radical in the Oxidation of 3-Hydroxykynurenine,” Archives of Biochemistry and Biophysics 294(2): 616-622 (1992).
Kalinin et al., “DirectedorthoMetalation—Cross Coupling Links. Carbamoyl Rendition of the Baker-Venkatarman Rearrangement. Reiospecific Route to Substituted 4-Hydroxycoumarins,” Tetrahedron Letters 39: 4995-4998 (1998).
Kawamori et al., “Effects of heterocyclic amines with mammary gland carcinogenic potential on estrogenic response of uterus in ovariectomized rats,” Cancer Letters 162: 31-37 (2001).
Lancelot et al., “Pyrido[2,3-h]pyrrolo[1,2-α]quinoxalines,” Chem. Pharm. Bull. 31: 3160-3167 (1983) [Article in French, English abstract on first page of article].
LaMontagne et al., “Antimalarials. 13.5-Alkoxy Analogues of 4-Methylprimaquine,” J. Med. Chem. 25: 964-968 (1982).
Simenthal et al., “Transcriptional Activation and Nuclear Targeting Signals of the Human Androgen Receptor,” The Journal of Biological Chemistry 266(1): 510-518 (1991).
Singh et al., “Androgen receptor antagonists (antiandrogens): structure-activity relationships,” Curr. Med. Chem. 7(2): 211-247 (2000).
Willard et al. , “Potential Diuretic-β-Adrenergic Blocking Agents: Synthesis of 3-[2-[1,1-Dimethylethyl)amino]-1-hydroxyethyl]-1,4-dioxino[2,3-g]quinolines,” J. Org. Chem. 46: 3846-3852 (1981).
Certified English translation of Japanese Patent Application No. JP 50-25595 entitled “Production method for 9-halogeno thiozolo quinoline materials.” .

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Tricyclic androgen receptor modulator compounds and methods does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Tricyclic androgen receptor modulator compounds and methods, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Tricyclic androgen receptor modulator compounds and methods will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3546661

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.