Azetidine compounds as orexin receptor antagonists

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

C548S201000, C548S950000, C548S953000, C514S368000, C514S365000, C514S210180

Reexamination Certificate

active

07994336

ABSTRACT:
The invention relates to novel azetidine compounds of formula (I), wherein R1, R2, and X are as described in the description and their use as orexin receptor antagonists.

REFERENCES:
patent: 4267339 (1981-05-01), Tedeschi
patent: 2008/0139575 (2008-06-01), Lu et al.
patent: 2505068 (1975-08-01), None
patent: 310096 (1988-09-01), None
patent: 1493048 (1975-02-01), None
patent: WO 94/19344 (1994-09-01), None
patent: WO 95/29922 (1995-11-01), None
patent: WO 00/51608 (2000-09-01), None
patent: WO 01/96302 (2001-12-01), None
patent: WO01/96302 (2001-12-01), None
patent: WO 02/46158 (2002-06-01), None
patent: WO 03/000649 (2003-01-01), None
patent: WO2004/026866 (2004-04-01), None
patent: WO 2004/026866 (2004-04-01), None
patent: WO 2004/081010 (2004-09-01), None
International Search Report for WO2008/020405 A3, PCT/IB2007/053244.
Ceccarelli, S. et al., “Rational design, synthesis, and structure-activity relationship of benzoxazolones: New potent mglu5 receptor antagonists based on the fenobam structure”, Bioorganic & Medicinal Chemistry Letters, (2007), 17, 5, pp. 1302-1306.
Chemelli, R.M. et al., “Narcolepsy in orexin knockout mice: molecular genetics of sleep regulation”, Cell, (1999), 98, pp. 437-451.
Eicher, T. et al., “The Chemistry of Heterocycles: Structure, Reactions, Syntheses, and Applications”. 2ndEdition, (2003), Wiley, ISBN 978-3-527-30720-6.
Eissenstat, M.A. et al., “Aminoalkylindoles: Structure-Activity Relationships of Novel Cannabinoid Mimetics”, J. Med. Chem., (1995), 38, (16), pp. 3094-3105.
Goldstein, S.W. et al., “A Facile Synthesis of Methyl 2-Substituted-4-benzoxazolecarboxylates”, Journal of Heterocyclic Chemistry, (1990), 27, pp. 335-336.
Hamamoto, H. et al., “Chemoenzymatic synthesis of the C-13 side chain of paclitaxel (Taxol) and docetaxel (Taxotere)”, Tetrahedron Asymmetry, (2000), 11, pp. 4485-4497.
Hrib, N.J. et al., “Benzisoxazole- and Benzisothiazole-3-carboxamides as Potential Atypical Antipsychotic Agents”, Journal of Medicinal Chemistry, (1994), 37, (15), pp. 2308-2314.
Ishikawa, T. et al., “Cesium Fluoride-Mediated Claisen Rearrangements of Phenyl Propargyl Ethers: Effect of a Substituent on the Phenyl Ring on the Rearrangement1”, Heterocycles, (1994), 39, No. 1, pp. 371-380.
Kawakita, T. et al., “Synthesis and Pharmacology of 3,4-Dihydro-3-oxo-1,4-benzoxazine-8-carboxamide Derivatives, a New Class of Potent Serotonin-3 (5-HT3) Receptor Antagonists”, Chemical & Pharmaceutical Bulletin, (1992), 40, (3), pp. 624-630.
Kochergin, P.M. et al., “VIII. Synthesis of Some Derivatives of Imidazolecarboxylic and Imidazo-(2,1-b)-Thiazolecarboxylic Acids”, Journal of General Chemistry, USSR, (1960), 30. pp. 1542-1547.
Kuroita, T. et al., “Design and Synthesis of 6-Chloro-3,4-dihydro-4-methyl-2H-1,4-benzoxazine-8-carboxamide Derivatives as Potent Serotonin-3 (5-HT3) Receptor Antagonists”, Chemical Pharmaceutical Bulletin, (1996), 44, (4), pp. 756-764.
Mazur, I.A. et al., “XLV. Synthesis of Imidazo[2,1-b]thiazole and Some of its Alky, Aryl, and 5,6-Dihydro Derivatives”, Chemistry of Heterocyclic Compounds, (1970), 6, pp. 470-473.
Moazzam, M. et al., “Syntheses of Trifluoromethyl Heterocycles”, Indian Journal of Chemistry: Section B, (1988), 27B(11), pp. 1051-1053.
Muchmore, S.W. et al., “The Use of Three-Dimensional Shape and Electrostatic Similarity Searching in the Identification of a Melanin-Concentrating Hormone Receptor 1 Antagonist”, Chemical Biology & Drug Design, (2006), 67, pp. 174-176.
“Protective Groups in Organic Synthesis”, T.W. Greene, P.G.M. Wuts, Wiley-Interscience, (1999).
Remington, The Science and Practice of Pharmacy, 21stEdition, (2005), Part 5, “Pharmaceutical Manufacturing” [published by Lippincott Williams & Wilkins].
Sakurai, T. et al., “Orexins and orexin receptors: a family of hypothalamic neuropeptides and G protein-coupled receptors that regulate feeding behavior”, Cell, (1998), 92, pp. 573-585.
“Salt selection for basic drugs”, Int. J. Pharm. (1986), 33, pp. 201-217.

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

Azetidine compounds as orexin receptor antagonists does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Azetidine compounds as orexin receptor antagonists, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Azetidine compounds as orexin receptor antagonists will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-2700869

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