Thio-substituted arylmethanesulfinyl derivatives

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C564S154000, C562S430000, C560S011000, C560S015000, C558S392000, C514S521000, C514S532000, C514S546000, C514S555000, C514S616000, C514S618000

Reexamination Certificate

active

11104074

ABSTRACT:
The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions of compounds of Formula (A):wherein Ar, X, Y, R1, R2, R3, and q are as defined herein; and their use in the treatment of diseases, including treatment of sleepiness, promotion of wakefulness, treatment of Parkinson's disease, cerebral ischemia, stroke, sleep apneas, eating disorders, stimulation of appetite and weight gain, treatment of attention deficit hyperactivity disorder (“ADHD”), enhancing function in disorders associated with hypofunctionality of the cerebral cortex, including, but not limited to, depression, schizophrenia, fatigue, in particular, fatigue associated with neurologic disease, such as multiple sclerosis, chronic fatigue syndrome, and improvement of cognitive dysfunction.

REFERENCES:
patent: 3976694 (1976-08-01), Kaiser et al.
patent: 4006183 (1977-02-01), Jackson
patent: 4066686 (1978-01-01), Lafon
patent: 4177290 (1979-12-01), Lafon
patent: 4744812 (1988-05-01), Parg et al.
patent: 4927855 (1990-05-01), Lafon
patent: 4935240 (1990-06-01), Nakai et al.
patent: 4980372 (1990-12-01), Nakai et al.
patent: 5180745 (1993-01-01), Lafon
patent: 5391576 (1995-02-01), Lafon
patent: 5401776 (1995-03-01), Laurent
patent: 5563169 (1996-10-01), Yoshida et al.
patent: 5612379 (1997-03-01), Laurent
patent: 5719168 (1998-02-01), Laurent
patent: 6346548 (2002-02-01), Miller et al.
patent: 6455588 (2002-09-01), Scammell et al.
patent: 6472414 (2002-10-01), Biller et al.
patent: 6488164 (2002-12-01), Miller et al.
patent: 6492396 (2002-12-01), Bacon et al.
patent: 6670358 (2003-12-01), Bacon et al.
patent: 6919367 (2005-07-01), Bacon et al.
patent: 6924314 (2005-08-01), Sharma et al.
patent: 7119214 (2006-10-01), Lesur et al.
patent: 2002/0045629 (2002-04-01), Bacon et al.
patent: 2002/0143020 (2002-10-01), Adams et al.
patent: 2005/0192313 (2005-09-01), Bacon et al.
patent: 2005/0228040 (2005-10-01), Bacon et al.
patent: 2005/0234040 (2005-10-01), Bacon et al.
patent: 2005/0245747 (2005-11-01), Bacon et al.
patent: 2006/0241119 (2006-10-01), Lesur et al.
patent: 150366 (2004-04-01), None
patent: 04290983.8 (2004-04-01), None
patent: 2 385 693 (1978-10-01), None
patent: 1178279 (1970-01-01), None
patent: 1 570 982 (1980-07-01), None
patent: 1 600 840 (1981-10-01), None
patent: WO 95/01171 (1995-01-01), None
patent: WO 99/25329 (1999-05-01), None
patent: WO 02/10125 (2002-02-01), None
Lehninger, A.L., “The amino acid building blocks of proteins,”Biochemistry, 2nded, Worth Publishers, NY, 1975, 71-77.
Annis, I., et al., “Novel solid-phase reagents for facile formation of intramolecular disulfide bonds in peptides under mild conditions,”Pept. Proc. Am. Pept. Symp. 15th, meeting dated 1997, 1999, 343-344.
Balzarini, J., et al., “Pridine oxide derivatives: structure-activity relationship for inhibition of human immunodeficiency virus and cytomegalovirus replication in cell culture,”Helvetica Chimica Acta, 2002, 85, 2961-2974.
Beattie, D.E., et al., “Anti-ulcer and gastric antisecretory activity of a series of thioethers and related sulphoxides,”Eur. J. Med. Chem.—Chim. Ther., 1983, 18(3), 277-285.
Chan, T.-L., et al., “Stereo- and oligo-controlled synthesis of oligo[p-phenylene-(E)-vinylene]-p-benzoic acid derivatives: basic building blocks for oligo[p-phenylene-(E)-vinylene]s,”J. Chem. Soc., Chem. Commun., 1994, 1919-1920.
2-(tosylamino)benzyltrimethylammonium halides as precursors of 2-substituted indoles,Heterocycles, 1996, 43(11), 2397-2407.
Edgar, D.M., “CCD-3693: an orally bioavailable analog of the endogenous neuroactive steroid, pregnanolone, demonstrates potent sedative hypnotic actions in the rat,”J. of Pharmacol.&Exp. Ther., 1997, 282(1), 420-429.
Edgar, D.M., et al., “Modafinil induces wakefulness without intensifying motor activity or subsequent rebound hypersomnolence in the rat,”J. of Pharm.&Experi. Therap., 1997, 283(2), 757-769.
El-Sakka, I.A., et al., “Reactions with thiaxanthen-9-ol: new thiaxanthene derivatives with molluscicidal and nematocidal activity,”Arch. Pharm.(Weinheim), 1994, 327, 133-135.
Han, Y., et al., “Novel S-Xanthenyl protecting groups for cysteine and their applications for the Na-9-fluorenylmethyloxcarbonyl (Fmoc) strategy of peptide synthesis,”Org. Chem., 1997, 62, 3841-3848.
Hermant, J.-F., et al., “Awakening properties of modafinil: effect on nocturnal activity in monkeys (Macaca mulatta) after acute and repeated administration,”Psychopharmacology, 1991, 103, 28-32.
Imeri, L., et al., “Blockade of 5-hydroxytryptamine (serotonin)-receptors alters interleukin-1-induced changes in rat sleep,”Neurosci., 1999, 92(2), 745-749.
Ishibashi, H., et al., “Synthesis ofortho-substituted arylacetic esters and related compounds by means of sommelet-hauser rearrangement of sulfur ylides,”Chem. Pharm. Bull., 1991, 39(11), 2878-2882.
Hirai, K., et al., “Amino acid amides of 2-[(2-aminobenzyl)sulfinyl}benzimidazole as acid-stable prodrugs of potential inhibitors of H+/K+ATPase,”Eur. J. Med. Chem., 1991, 26, 143-158.
Lin, J.S., et al., “Role of catecholamines in the modafinil and amphetamine induced wakefulness, a comparative pharmacological study in the cat,”Brain Res., 1992, 591, 319-326.
Nezu, Y., et al., “Dimethoxypyrimidines as novel herbicides. Part 2. Synthesis and herbicidal activity ofO-pyrimidinylsalicylates and analogues,”Pestic. Sci., 1996, 47, 115-124.
Opp, M.R., et al., “Anti-interleukin-1β reduces sleep and sleep rebound after sleep deprivation in rats,”Am. J. of Physiol., 1994, R688-R695.
Opp, M.R., et al., “Rat strain differences suggest a role for corticotrophin-releasing hormone in modulating sleep,”Physiol.&Behav., 1998, 63(1), 67-74.
Panckeri, K.A., et al., “Modafinil decreases hypersomnolence in the English bulldog, a natural animal model of sleep-disordered breathing,”Sleep, 1996, 19(8), 626-631.
Sato, M., et al., “Preparation of anilide derivatives as acyl coenzyme A-cholestrol o-acyltransferase (ACAT) inhibitors and antiarteriosclerotics,”Chem. AbstractsService, Accession No. 1992:612159, 1992, 1 page.
Seidel, W.F., et al., “Alpha-2 adrenergic modulation of sleep: time-of-day dependent pharmacodynamic profiles of dexmedetomidine and clonidine in the rat,”J. of Pharmacol. Exp. Ther., 1995, 275(1), 263-273.
Shelton, J., et al., “Comparative effects of modafinil and amphetamine on daytime sleepiness and cataplexy of narcoleptic dogs,”Sleep, 1995, 18(10), 817-826.
Takeuchi, H., et al., “Formation of sommelet-hauser-type products. 2-aminoarylmethyl sulphides, and nitrumium ion products, 2-and 4-aminoaryl sulphides, via an N-arylazasulphonium salt,”J. of Chem. Res.m Miniprint, 1991, 12, 3156-3188.
Terauchi, H., et al., “Nicotinamide derivatives as a new class of gastric H+/K+-ATPase inhibitors. 1. Synthesis and structure-activity relationships ofN-substituted 2-(benzhydryl- and benzylsufinyl)nicotinamides,”J. of Med. Chem., 1997, 40, 313-321.
Touret, M., et al., “Awakening properties of modafinil without paradoxical sleep rebound: comparative study with amphetamine in the rat,”Neurosc. Letts., 1995, 189, 43-46.
Van Gelder, R.N., et al., “Real-time automated sleep scoring: validation of a microcomputer-based system for mice,”Sleep, 1991, 14(1), 48-55.
Welsh, D.K., et al., “A circadian rhythm of hippocampal theta activity in the mouse,”Physiol.&Behav., 1985, 35, 533-538.
Yamakawa, T., et al., “Synthesis and structure-activity relationships ofN-substituted 2-[(2-imidazolylsulfinyl)methyl]anilines as a new class of gastric H+/K+-ATPase inhibitors,”Chem. Pharm. Bull., 1991, 39(7), 1746-1752.
Dostert, P. et al., “Composés tricyclique

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

Thio-substituted arylmethanesulfinyl derivatives does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Thio-substituted arylmethanesulfinyl derivatives, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Thio-substituted arylmethanesulfinyl derivatives will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3884406

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