Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Reexamination Certificate
2007-09-11
2007-09-11
Saeed, Kamal A. (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, C548S434000, C548S453000, C548S530000, C549S050000
Reexamination Certificate
active
11380961
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: 2006/0004082 (2006-01-01), Foote et al.
patent: 4179949 (1992-06-01), None
patent: 4356029 (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 (2000-09-01), None
patent: WO 00/53179 (2000-09-01), None
patent: WO 00/53180 (2000-09-01), None
patent: WO 00/53181 (2000-09-01), None
patent: WO 00/53185 (2000-09-01), None
patent: WO 00/53602 (2000-09-01), None
patent: WO 00/69433 (2000-11-01), 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 Antagonists, Bioorganic & Medicinal Chemistry Letters, 2001, 1723-1726, vol. 11.
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, 1727-1731, vol. 11.
Ashton et. al., Orally Bioavailable, Indole-Based Nonpeptide GnHR Receptor Antagonists with High Potency and Functional Activity, Bioorganic and Medicinal Chemistry Letters, 2001, 2597-2602, vol. 11.
Chu et. al., Initial Structure-Activity Relationship of a Novel Class of Nonpeptidyl GnHR Receptor Antagonists: 2-Arylindoles, Bioorganic and Medicinal Chemistry Letters, 2001, 509-513, vol. 11.
Chu et. al., SAR Studies of Novel 5-Substituted 2-Arylindoles as Nonpeptidyl GnHR Receptor Antagonists, Bioorganic and Medicinal Chemistry Letters, 2001, 515-517, vol. 11.
Freidinger, R. M., Nonpeptidic ligands for peptide and protein receptors, Current Opinion in Chemical Biology, 1999, 395-406, vol. 3.
Goulet, M. T., Gonadotropin Releasing Hormone Antagonists, Annual Reports in Medicinal Chemistry, 1995, 169-178, vol. 30.
Lin et. al., 2-(3,5-Dimethylphenyl)tryptamine Derivatives That Bind to the GnHR Receptor, Bioorganic & Medicinal Chemistry Letters, 2001, 1073-1076, vol. 11.
Lin et. al., Heterocyclic Derivatives of 2-(3,5-Dimethylphenyl)tryptamine as GnHR Receptor Antagonists, Bioorganic & Medicinal Chemistry Letters, 2001, 1077-1080, vol. 11.
Simoene et al., Synthesis of chiral B-methyl tryptamine-derived GnHR antagonists, Tetrahedron Letters, 2001, 6459-6461, vol. 42.
Walsh et. al., A convergent synthesis of (S)-B-methyl-2-aryltryptamine based gonadotropin releasing hormone antagonists, Tetrahedron, 2001, 5233-5241, vol. 57.
Young et. al., S-Arylindoles as Gonadotropin Releasing Hormone (GnHR) Antagonists: Optimization of the Tryptamine Side Chain, Bioorganic & Medicinal Chemistry Letters, 2002, 827-832, vol. 12.
Ujjainwalla et. al., Total synthesis of 6- and 7-azaindole derived GnHR antagonists, Tetrahedron Letters, 2001, 6441-6445, vol. 42.
Simeone et. al., Modification of the Pyridine Moiety of Non-peptidyl Indole GnHR Receptor Antagonists, Bioorganic & Medicinal Chemistry Letters, 2002, 3329-3332, vol. 12.
Gibbs et. al., Pharmaceutical Research in Molecular Oncology, Cell, 1994, 193-198, vol. 79.
Wensbo et. al., Indole-3-pyruvic Acid Oxime ethers and Thieno Analogues by Heck Cyclisation. Application to the Synthesis of Thia-Tryptophans, Tetrahedron, 1996, 14975-14988, vol. 52(47).
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, 1106-1111, vol. 42.
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, 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, 3626-3629, vol. 37(23).
Keener et. al., The Synthesis of 6-Substituted Thieno[3,2-b]pyrroles, The Journal of Organic Chemistry, 1968, 1355-1359, vol. 33(4).
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, 2556-2559, vol. 79.
Gale et. al., Preparation and Reactions of 5-Carbethoxythieno[3,2-b]pyrrole and Some of Its Derivatives, The Journal of Organic Chemistry, 1964, 2160-2165, vol. 29.
Aoyama, et al., New Methods and Reagents in Organic Synthesis. 17) Trimethylsilyldiazomethane (TMSCHN2) as a stable and safe substitute for hazardous diazomethane. Its application to the Arndt-Eistert Synthesis, Chemical & Pharmaceutical Bulletin, 1981, 3249-3255, vol. 29(11).
Geetha et. al., Synthesis of some substituted 4H-Thieno[3,2-b]pyrroles, Indian Journal of Chemistry Section B, 1979, 163-164, vol. 17B(2).
Kumar et. al., Synthesis of Thienopyrroles: Part II-An Improved Synthesis of Nitrostyrylthiophenes and Synthesis of Some 5-Arylthieno[2,3-b]pyrroles, Indian Journal of Chemistry Section B, 1979, 541-543, vol. 18B(2).
Kvitko et al., Synthesis, Structure and comparitive reactivity of heteroaromatic bicyclic systems of 1-methylthieno (selenopheno)[2,3-b]pyrrole, thieno(selenopheno)[2,3-b]furan and thieno(selenopheno)[2,3-b]thiophene, Zhurnal Organicheskoi Khimii, 1976, 1574-1585, vol. 12(7).
Kvitko et. al., Enamines of formyl derivatives of thio- and selenopyrrolone and synthesis of thieno- and selenopheno [2,3-b]pyrroles, Khimiya Geterotsiklicheskikh Soedinenii, 1973, 565-566, vol. 4.
Arnould Jean Claude
Delouvrie Benedicte
Dossetter Alexander Graham
Foote Kevin Michael
Hamon Annie
AstraZeneca AB
Kosack Joseph R.
Saeed Kamal A.
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-3743439