Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Reexamination Certificate
2006-11-07
2006-11-07
Shameem, Golam M. M. (Department: 1626)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
C514S338000, C514S422000, C514S423000, C514S443000, C546S276700, C548S453000, C548S530000, C549S050000
Reexamination Certificate
active
07132442
ABSTRACT:
The invention relates to a group of novel thieno-pyrrole compounds of Formula (I): wherein: R1, R2, R3, R4and R5are as defined in the specification, which are useful as gonadotrophin releasing hormone antagonists. The invention also relates to pharmaceutical formulations of said compounds, methods of treatment using said compounds and to processes for the preparation of said compounds.
REFERENCES:
patent: 2006/0004053 (2006-01-01), Arnould
patent: 4179949(A) (1992-06-01), None
patent: 4179949 (1992-06-01), None
patent: 4356029(A) (1992-12-01), None
patent: WO 97/21435 (1997-06-01), None
patent: WO 97/21703 (1997-06-01), None
patent: WO 97/21704 (1997-06-01), None
patent: WO 97/21707 (1997-06-01), None
patent: WO 98/55116 (1998-12-01), None
patent: WO 98/55119 (1998-12-01), None
patent: WO 98/55123 (1998-12-01), None
patent: WO 98/55470 (1998-12-01), None
patent: WO 98/55479 (1998-12-01), None
patent: WO 99/21553 (1999-05-01), None
patent: WO 99/21557 (1999-05-01), None
patent: WO 99/41251 (1999-08-01), None
patent: WO 99/41252 (1999-08-01), None
patent: WO 99/51231 (1999-10-01), None
patent: WO 99/51232 (1999-10-01), None
patent: WO 99/51233 (1999-10-01), None
patent: WO 99/51234 (1999-10-01), None
patent: WO 99/51595 (1999-10-01), None
patent: WO 99/51596 (1999-10-01), None
patent: WO 00/04013 (2000-01-01), None
patent: WO 00/53178 (2000-08-01), None
patent: WO 00/53179 (2000-08-01), None
patent: WO 00/53180 (2000-08-01), None
patent: WO 00/53181 (2000-08-01), None
patent: WO 00/53185 (2000-08-01), None
patent: WO 00/53602 (2000-08-01), None
patent: 00/53602 (2000-09-01), None
patent: WO 00/69433 (2000-11-01), None
patent: 02/24703 (2002-03-01), None
patent: WO 02/24703 (2002-03-01), None
patent: WO 02/66459 (2002-08-01), None
patent: WO 02/92565 (2002-11-01), None
Simeone, et al. “Synthesis of chiral B-methyl tryptamine-derived GnRH antagonists” Tetrahedron Letters 2001, pp. 6459-6461.
Ashton et al. ‘Substituted Indole-5-carboxamides and -acetamides as Potent Nonpeptide GnRH Receptor Antagonist.’ Bioorganic & Medicinal Chemistry Letters 2001, vol. 11, pp. 1723-1726.
Ashton et al. ‘Potent Nonpeptide GnHR Receptor Antagonists Derived from Substituted Indole-5-carboxamides and -acetamides Bearing a Pyridine Side-Chain Terminus.’ Bioorganic & Medicinal Chemistry Letters 2001, vol. 11, pp. 1727-1731.
Ashton et al. ‘Orally Bioavailable, Indole-Based Nonpeptide GnHR Receptor Antagonists with High Potancy and Functional Activity.’ Bioorganic and medicinal Chemistry Letters 2001, vol. 11, pp. 2597-2602.
Chu et al. ‘Initial Structure-Activity Relationship of a Novel Class of Nonpeptidyl GnHR Receptor Antagonists: 2-Arylindoles.’ Bioorganic and Medicinal Chemistry Letters 2001, vol. 11, pp. 509-513.
Chu et al. ‘SAR Studies of novel 5-Substituted 2-Arylindoles as Nonpeptidyl GnHR Receptor Antagonists.’ Bioorganic and Medicinal Chemistry Letters 2001, vol. 11, pp. 515-517.
Freidinger, R. M. ‘Nonpeptide ligands for peptide and protein receptors.’ Current Opinion in Chemical Biology 1999, vol. 3, pp. 395-406.
Goulet, M. T. ‘Gonadotropin Releasing Hormone Antagonists.’ Annual Reports in Medicinal Chemistry 1995, vol. 30, pp. 169-178.
Lin et al. ‘2-(3,5-Dimethylphenyl)tryptamine Derivatives That Bind to the GnHR Receptor.’ Bioorganic & Medicinal Chemistry Letters 2001, vol. 11, pp. 1073-1076.
Lin et al. ‘Heterocyclic Derivatives of 2-(3,5-Dimethylphenyl)tryptamine as GnHR Receptor Antagonists.’ Bioorganic & Medicinal Chemistry Letters 2001, vol. 11, pp. 1077-1080.
Simoene, J. P. ‘Synthesis of chiral β-methyl tryptamine-derived GnHR antagonists.’ Tetrahedron Letters 2001, vol. 42, pp. 6459-6461.
Walsh et al. ‘A convergent synthesis of (S)-β-methyl-2-aryltryptamine based gonadotropin releasing hormone antagonists.’ Tetrahedron, 2001, vol. 57, pp. 5233-5241.
Young et al. ‘2-Arylindoles as Gonadotropin Releasing Hormone (GnHR) Antagonists: Optimization of the Tryptamine Side Chain.’ Bioorganic & Medicinal Chemistry Letters, 2002, vol. 12, pp. 827-832.
Ujjainwalla, F. ‘Total synthesis of 6- and 7-azaindole derived GnHR antagonists.’ Tetrahedron Letters, 2001, vol. 42, pp. 6441-6445.
Simeone et al. ‘Modification of the Pyridine Moiety of Non-peptidyl Indole GnHR Receptor Antagonists.’ Bioorganic & Medicinal Chemistry Letters, 2002, vol. 12, pp. 3329-3332.
Gibbs, J. B. ‘Pharmaceutical Research in Molecular Oncology.’ Cell, 1994, vol. 792, pp. 193-198.
Wensbo, D. ‘Indoel-3-pyruvic acid Oxime ethers and Thieno analogues by Heck Cyclisation. Application to the Synthesis of Thia Tyrptophans’ Tetrahedron, 1996, vol. 52(47), pp. 14975-14988.
Blair et al ‘Thieno[3,2-b] and Thieno[2,3-b]pyrrole Bioisosteric Analogues of Hallucinogen and Serotonin Agonist N.N-Dimethyltryptamine’ J. Med. Chem 1999, vol. 42, pp. 1106-1111.
Colburn et al ‘Condensed Thiophen Ring Systems. Part 20. Synthesis of 5-Arylthieno-[3,2-b]pyrroles and 5-Arylthieno[3,2-c]pyrazoles’ Journal of the Chemical Society Perkins I 1977, pp. 2436-2441.
Humphries et al ‘The Synthesis of 6-substituted Thieno[3,2-b]pyrroles. Analogs of Tryptophan, Tryptamine and Indoleacetic acid’ The Journal of Organic Chemistry 1972, vol. 37, pp. 3626-3629.
Keener et al ‘The Synthesis of 6-Substituted Thieno[3,2-b]pyrroles’ The Journal of Organic Chemistry 1968, vol. 33(4), pp. 1355-1359.
Srinivasan et al ‘A New Synthesis of 5-Arylthieno[2,3-b]pyrroles and 5-Arylthieno[3,2-b]pyrroles’ Synthesis 1973, 313-315.
Synder et al ‘Synthesis of the Thieno[3,2-b]pyrrole System’ Journal of the American Chemical Society 1957, vol. 79, pp. 2556-2559.
Gale et al ‘Preparation and Reactions of 5-Carbethoxythieno[3,2-b]pyrrole and Some of Its Derivatives’ The Journal of Organic Chemistry 1964, vol. 29, pp. 2160-2165.
Aoyama, T. Chemical & Pharmaceutical Bulletin 1981 vol. 11, pp. 3249-3255.
Geetha et al Indian Journal of Chemistry Section B 1979, vol. 17B(2), pp. 163-164.
Kumar et al Indian Journal of Chemistry Section B 1979, vol. 18B(2), pp. 541-543.
Kvitko et al Zhurnal Organicheskoi Khimii 1976, vol. 12(7), pp. 1574-1585 (+ Abstract).
Kvitko et al ‘Enamines of formyl derivatives of thio- and selenopyrrolone and synthesis of thieno- an selenopheno[2,3-b]pyrroles’ Khim Geterotsikl Soedin 1973, vol. (4), pp. 565-566 (+ Abstract).
Arnould Jean Claude
Delouvrie Benedicte
Dossetter Alexander Graham
Foote Kevin Michael
Hamon Annie
AstraZeneca AB
Kosack Joseph R.
Padget Lucy
Shameem Golam M. M.
LandOfFree
6H-thieno[2, 3-b]pyrrole derivatives as antagonists of... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with 6H-thieno[2, 3-b]pyrrole derivatives as antagonists of..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and 6H-thieno[2, 3-b]pyrrole derivatives as antagonists of... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3632510