Hydrogenated benzo (C) thiophene derivatives as...

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

Reexamination Certificate

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C514S443000

Reexamination Certificate

active

08039644

ABSTRACT:
The invention relates to novel thiophene derivatives, their preparation and their use as pharmaceutically active compounds. Said compounds particularly act as immunosuppressive agents.

REFERENCES:
patent: 4808599 (1989-02-01), Dubroeucq et al.
patent: 6156787 (2000-12-01), Broughton et al.
patent: 7750040 (2010-07-01), Bolli et al.
patent: 2003/0158245 (2003-08-01), Yasuma et al.
patent: 2004/0058894 (2004-03-01), Doherty et al.
patent: 2007/0259918 (2007-11-01), Orchard
patent: 2008/0064740 (2008-03-01), Bolli
patent: 2008/0194670 (2008-08-01), Bolli
patent: 2008/0300294 (2008-12-01), Bolli
patent: 2008/0318955 (2008-12-01), Bolli
patent: 2009/0005421 (2009-01-01), Bolli
patent: 0 310 321 (1989-04-01), None
patent: 0 476 646 (1992-03-01), None
patent: WO-91/15583 (1991-10-01), None
patent: WO-99/46277 (1999-09-01), None
patent: WO 03/062248 (2003-07-01), None
patent: WO 03/062252 (2003-07-01), None
patent: WO 03/105771 (2003-12-01), None
patent: WO-2004/035538 (2004-04-01), None
patent: WO 2004/103279 (2004-12-01), None
patent: WO 2005/032465 (2005-04-01), None
patent: WO 2005/058848 (2005-06-01), None
patent: WO 2007/085451 (2007-08-01), None
Fujii et al., “Transition Metal-Catalyzed Intramolecular Cyclization of 1,5-+and 1,6-Dienes via Direct Cleavage and Addition of the Carbon-Hydrogen Bond,” Bull. Chem. Soc. Jpn., vol. 71, 1998, pp. 285-298.
T. Hla, et al., “An Abundant Transcript Induced in Differentiating Human Endothelial Cells Encodes a Polypeptide with Structural Similiarites to G-protein-coupled Receptors,” J. Biol Chem, 265 (1990), pp. 9308-9313.
Philip L. Gould, “Salt selection for basic drugs,” Int. J. Pharm., 33 (1986), pp. 201-217.
Mark Gibson, Editor, Pharmaceutical Preformulation and Formulation, IHS Health Group, Englewood, CO, USA, 2001.
Alfonso R. Gennaro, “Remington: The Science and Practice of Pharmacy,” 20th Edition, Philadelphia College of Pharmacy and Science, 2003.
M. Mentzel, et al.,“N-Metroxy-N-methylamides (Weinreb Amides) in Modern Organic Synthesis,” Journal fuer Praktische Chemie/Chemiker-Zeitung 339 (1997), pp. 517-524.
J. Singh, et al., “The Growing Synthetic Utility of Weinreb's Amide,” Journal fuer Praktische Chemie (Weinheim, Germany, 342 (2000), pp. 340-347.
V.K. Khlestkin, et al., “Recent Advances in the Application of N,O-Dialkylhydroxylamines in Organic Chemistry,” Current Organic Chemistry 7, (2003), pp. 967-993.
A.R. Gangloff, et al., “Synthesis of 3,5-disubstituted-1,2,4-oxadiazoles using tetrabutylammonium fluoride as a mild and efficient catalyst,” Tetrahedron Letters, 42 (2001), pp. 1441-1443.
T. Suzuki, et al., “Synthesis of the Selective 5-Hydroxytryptamine 4 (5-HT4) Receptor Agonist (+)-(S)-2-Chloro-5-methoxy-4-[5-(2-piperidylmethyl)-1,2,4-oxadiazol-3-yl]aniline” Chem. Pharm. Bull., 47 (1999), pp. 120-122.
R.F. Poulain, et al., “Parallel synthesis of 1,2,4-oxadiazoles from carboxylic acids using an improved, uronium-based, activation,” Tetrahedron Letters, 42 (2001), pp. 1495-1498.
R.M. Srivastava, et al., “Synthesis of 3-aryl-5-[thien-3-YL methtyl]-1.2,4-oxadiazoles,” Synthetic Communications, 29 (1999), pp. 1437-1450.
E.O. John, et al., “Reactions of (Difluoroamino) difluoroacetonitrile and (Difluoroamino) difluoroacetamidoxime,” Inorganic Chemistry, 27 (1988), pp. 3100-3104.
B. Kaboudin, et al., “One-pot synthesis of 1,2,4-oxadiazoles mediated by microwave irradiation under solvent-free condition,” Heterocycles, vol. 60 (2003), pp. 2287-2292.
A. Hamze, et al., “Synthesis of a Various 3-Substituted 1,2,4-Oxadiazole-Containing Chiral β3- andα-Amino Acids from Fmoc-Protected Aspartic Acid,” J. Org. Chem. 68 (2003), pp. 7316-7321.
J. Cui, et al., “Design and Synthesis of Highly Constrained Factor Xa Inhibitors: Amidine-Substituted Bis(benzoyl)[1,3]-diazepan-2-ones and Bis(benzylidene)-bis (gem-dimethyl)cycloketones,” Bioorg. Med. Chem. 11 (2003), pp. 3379-3392.
T.W. Greene, et al., “Protective Groups in Organic Synthesis,” 3rd Edition, Wiley New York, 1991.
P.J. Kocienski, Protecting Group, Thieme Stuttgart, 1994.
R.E. Mewshaw, “Vilsmeier Reagents: Preparation of β-Halo-α,β-unsaturated ketones,” Tetrahedron Letters, vol. 30, No. 29 (1989), pp. 3753-3756.
F.A. Lakhvich, et al., Zhurnal Organicheskoi Khimii 25 (1989), pp. 2541-2549.
C. Kashima, et al., “Preparation of 2,6-Bis(l-menthopyrzol-3-yl) pyridines and their Catalytic Activity for Asymmetric Diels Alder Reaction,” Journal of Heterocyclic Chemistry 40 (2003), pp. 773-782.
I. Yavari, et al., “A new synthesis of highly functionalized 2H-pyran derivatives,” Tetrahedron 59 (2003), pp. 2001-2005.
J.P. Konopelski, et al., “Carbanion Stabilization by Distal Silyloxy Groups. Origin of the High Diastereoselectivity in the Formation of Quaternary Centers with Aryllead(IV) Triacetate Reagents,” Organic Letters, vol. 4, No. 23 (2002), pp. 4121-4124.
C. Wiles, et al., “The regioselective preparation of 1,3-diketones,” Tetrahedron Letters 43 (2002), pp. 2945-2948.
R. Faure, et al., “Synthesis,1H and13C NMR Study of Pyrazoles Derives From Chiral Cyclohexanomes (3-Methylcyclohexanone, Menthone, Pulegone, Dihydrocarvone and Carvone),” Hetrocycles, vol. 57 (2002), pp. 307-316.
M. Hammadi, et al., “Clay Catalysis: Stork's Alkylation and Acylation of Cyclohexanone Without Isolation of Enamine,” Synthetic Communications 26 (1996), pp. 2901-2904.
M.E. Flaugh, et al., “Acid-Catalyzed Annelation of α-Alkyl Aldehydes and α,β-Unsaturated Ketones. A One-Pot Synthesis of 4,4-Dimethyl-2-cyclohexen-1-one,” Journal of Organic Chemistry 45 (1980), pp. 5399-5400.
N.R. Natale, et al., “An Efficient, General Synthesis of Spiroalkenes and Related Derivatives,” Organic Preparations and Procedures International 9 (1997), pp. 103-108.
L.M. Rice, et al., “Spirans XX. Synthesis of 8,8-Dialkylazaspiro [4.5] decanes and 9,9-Dialkylazaspiro [5.5] undecanes,” Journal of Heterocyclic Chemistry 10, (1973), pp. 731-735.
Wen-Dar Liu, et al., “Synthesis of 2,5-Disubstituted Thienosultines and Their Thermal Reactions with Dienophiles and Nucleophiles,” Journal of Organic Chemistry 67 (2002), pp. 9267-9275.
D.W. Knight, et al., “Formation and Reactivity of Dianions Derived From 2-and 3-Thiophencarboxylic Acids,” Tetrahedron Letters 21 (1980), pp. 5051-5054.
R. Raap, “Preparation of 5-Aminomethyl-2-thienylacetic Acid from 1-Methylthio-2-(2′-thienyl)ethyne,” Canadian Journal of Chemistry 49 (1971), pp. 2155-2157.
F. Wuerthner, et al., “Dimerization of Merocyanine Dyes. Structural and Energetic Characterization of Dipolar Dye Aggregates and Implications for Nonlinear Optical Materials,” J. Am. Chem. Soc. 124 (2002), pp. 9431-9447.
G.A. Diaz-Quijada, et al., “Investigation of Barriers to Conformational Interchange in Oligothiophenes and Oligo(Thienyl)furans,” Journal of Physical Chemistry A 106 (2002), pp. 1266-1276.
G.Karminski-Zamola, et al., “Synthesis of Some Furyl- and Thienylacrylates or Diacrylates and Acrylic Acids by the Palladium Catalysed Vinylation of Substituted Bromofurans and Bromothiophenes,” Heterocycles 38 (1994), pp. 759-767.
R.H. Mitchell, et al., “N-Bromosuccinimide—Chloroform, a more convenient method to nuclear brominate reactive aromatic hydrocarbons,” Organic Preparations and Procedures International 29 (1997) pp. 715-719.
K. Yamagata, et al., “Studies on Heterocyclic Enaminonitriles. II.1) Synthesis and Aromatization of 2-Amino-3-cyano-4,5-dihydrothiophenes,” Chemical & Pharmaceutical Bulletin 30 (1982), pp. 4396-4401.
B. Xu, et al., “Acyclic Analogues of Adenosine Bisphophates as P2Y Receptor Antagonists: Phosphate Substitution Leads to Multiple Pathways of Inh

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