(19) United States (12) Reissued Patent (10) Patent Number: US RE41,998 E Campbell (45) Date of Reissued Patent: Dec

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(19) United States (12) Reissued Patent (10) Patent Number: US RE41,998 E Campbell (45) Date of Reissued Patent: Dec USOORE41998E (19) United States (12) Reissued Patent (10) Patent Number: US RE41,998 E Campbell (45) Date of Reissued Patent: Dec. 14, 2010 (54) COMPOSITIONS AND METHODS OF 6,534,048 B1 3/2003 Borgman TREATMENT OF SYMPATHETICALLY 6,559,186 B1 5/2003 Campbell MANTAINED PAN 2004/0101582 A1 5, 2004 Wolicki 2004/0132824 A1 7, 2004 Gil et al. (75) Inventor: James N. Campbell, Lutherville, MD FOREIGN PATENT DOCUMENTS (US) DE 2920500 11, 1980 (73) Assignee: Arclon Therapeutics, Inc., Baltimore, EP O 241 050 10, 1987 JP 1216928 8, 1989 MD (US) WO WO92,14453 9, 1992 WO WO 2007/O25613 3, 2007 (21) Appl. No.: 11/123,257 OTHER PUBLICATIONS (22) Filed: May 5, 2005 Indoramin: http://www.netdoctor.co.uk/medicines/ Related U.S. Patent Documents 100000841.html.online retrieved from the internet on Dec. Reissue of: 11, 2008; Jun. 11, 2007: 5 pages. * (64) Patent No.: 6,559, 186 Labetalol: http://www.answers.com/labetalol; online Issued: May 6, 2003 retrieved from the internet on Dec. 11, 2008: Jul. 1, 2002; 7 Appl. No.: 08/286.404 pages. Filed: Aug. 5, 1994 Phenoxybenzamine: http://www.nlm.nih.gov/medlineplus/ druginfo/meds/a882059.html; online retrieved from the U.S. Applications: internet on Dec. 11, 2008; Apr. 1, 2003: 3 pages.* (63) Continuation of application No. 07/747,635, filed on Aug. Medetomidine: http://www.answers.com/topic/medetomi 20, 1991, now abandoned, which is a continuation-in-part of dine-1; online retrieved from the internet on Dec. 11, application No. 07/661.554, filed on Feb. 26, 1991, now abandoned, which is a continuation-in-part of application 2008; 4 pages.* No. 07/485, 156, filed on Feb. 26, 1990, now Pat. No. 5,070, Reserpine: http://www.answers.com/topic/reserpine; on O84. line retrieved from the internet on Dec. 11, 2008; Jul. 1, 2002; 9 pages.* (51) Int. Cl. Ergoloid mesylates: http://web.archive.org/web/ A 6LX 3L/2197 (2006.01) 20071018155031/http:/umm.edu/altimed/drugs/ A63L/47 (2006.01) ergoloid mesylates–048700.htm; online retrieved from the A63L/44 (2006.01) internet on Dec. 15, 2008; Oct. 18, 2007; 6 pages.* A63L/40 (2006.01) Clonidine: http://www.answers.com/topic/clonidine; on A6II 3/34 (2006.01) line retrieved from the internet on Dec. 12, 2008; Jul. 1, A63/55 (2006.01) 2002; 8 pages.* A613 L/35 (2006.01) Bretylium tosylate: http://www.medicinenet.com/brety AOIN 43/42 (2006.01) lium tosylate-injection/article.htm; online retrieved from AOIN 43/38 (2006.01) the internet on Dec. 12, 2008; Mar. 2, 2005; 2 pages.* AOIN 43/26 (2006.01) Captopril; http://www.answers.com/topic/captopril; online AOIN 37/52 (2006.01) retrieved from the internet on Dec. 11, 2008; 9 pages.* AOIN 33/02 (2006.01) Phentolamine; http://www.answers.com/topic/phentola (52) U.S. Cl. .............. 514/817: 514/252.12: 514/253.04; mine; online retrieved from the internet on Dec. 11, 2008: 514/310: 514/354: 514/410; 514/462: 514/634; Jul. 1, 2002; 7 pages.* 514/643; 514/651; 514/654 Prazosin: http://www.nlm.nih.gov/medlineplus/druginfo/ (58) Field of Classification Search .................. 514/634, meds/a88224.5.html; online retrieved from the internet on 514/252.12–13, 252.17, 252.19, 253.03-253.05, Dec. 11, 2008; Mar. 1, 2007: 3 pages.* 514/254.09, 310, 354, 410, 655, 462, 643, Guanfacine: http://www.nlm.nih.gov/medlineplus/druginfo/ 514/651, 654, 252.13, 514 meds/a88224.5.html; online retrieved from the internet on See application file for complete search history. Dec. 11, 2008; Jul. 1, 2002: 6 pages.* (56) References Cited (Continued) Primary Examiner Ernst V Arnold U.S. PATENT DOCUMENTS (74) Attorney, Agent, or Firm Pabst Patent Group LLP 4,201,211 A 5/1980 Chandrasekaran et al. (57) ABSTRACT 4,250,191 A 2/1981 Edwards 4,310,535 A 1/1982 Pierpaoli Sympathetically maintained pain is treated topically by 4,443,441 A 4f1984 Galin administering to the site where sympathetically maintained 4,557,934 A 12/1985 Cooper pain is present an C-1-adrenergic antagonist, C-2-adrenergic 4,742,054 A 5, 1988 Naftchi 4,746.509 A * 5/1988 Haggiage et al. ............ 424/449 agonist, or other drug that depletes or blocks synthesis of 4,801,587 A 1 1989 Voss et al. sympathetic norepinephrine, known collectively as Sym 5,070,084 A 12/1991 Campbell patholytic agents. Chemical formulas for several sym 5.447,947 A 9/1995 Campbell patholytic agents are given. 6,054,461 A 4/2000 Fairbanks et al. 6, 147,102 A 11/2000 Borgman 77 Claims, No Drawings US RE41,998 E Page 2 OTHER PUBLICATIONS Ghostine, et al., “Phenoxybenzamine in the treatment of causalgia” Journal of Neurosurgery 60(6): 1263–1268 Nitroglycerin ointment: http://www.nlm.nih.gov/medline (1984). plus/druginfo/meds/a882346.html; online retrieved from Goodman, et al., The Pharmacological Basis of Therapeu the internet on Dec. 11, 2008: Apr. 1, 2003: 3 pages.* tics (6' Edition) Chapter, 9, pp. 176-210, MacMillan: New Nicergoline: http://www.nlm.nih.gov/medlineplus/druginfo/ York, 1980. meds/a882346.html; online retrieved from the internet on Gonzales, et al., “Production of hyperalgesic prostaglandins Dec. 11, 2008; 4 pages.* by sympathetic postganglionic neurons' J. Neurochem. 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Byas-Smith, et al., “Transdermal clonidine compared to pla Krieglstein, “The influence of bretylium tosylate on the cebo in painful diabetic neuropathy using a two-stage intraocular pressure of the rabbit' Graefes Archiv. Ophthal mologie 197(2): 153–158 (1975). 'enriched enrollment design”, Pain, 60(3):267–74 (1995). Loh and Nathan, “Painful peripheral states and sympathetic Jarrott, et al., “Clonidine: understanding its disposition, sited blocks' J. Neurol. Neurosurg. Psychiat. 41 (7):664-671 and mechanism of action’. Clin. Exp. Pharmacol. Physiol., (1978). 14(5):471-9 (1987). Merck Manual, Raynard's Phenomenon And Disease, Peltier and Russell, “Recent advances in drug induced neu Holvey, Ed. pp. 487 1972. ropathies”, Curr. Opin. Nerology, 15:633-638 (2002). Naftchi, Chem. Abstr. 110(9):6941Or (1980). Singleton, “Evaluation and treatment of painful peripheral Nakagawa, et al., Chem. Abstr. 111(1): 125267 (1989). polyneuropathy', Semin. Neurol., 25(2): 185–95 (2005). Nakagawa, et al., Chem. Abstr. 110(11):101838Z (1989). Zeigler, et al., “Transdermal clonidine versus placebo in Nakamura, et al., “Peripheral analgesic action of clondine: painful diabetic neuropathy”, Pain, 48(3):403–8 (1992). mediation by release of endogenous enkephalin-like Sub Abram, et al., “Treatment of long-standing causalgia with stances” Eur: J. Pharmacol. 146(2–3), 223-228 (1988). prazosin' Regional Anesthesia 6(2):79-81 (1981). Nakamura, et al., “Peripheral modulation of pain in con Berkow, The Merck Manual of Diagnosis and Therapy, 15" scious guinea pigs: effect of morphine, nalorphine and cloni Edition, pp. 1347–1349, Merch & Co.: Rahway, N.J., 1987. dine' Brazilian Journal of Medical and Biological Research Curtis and Marwah, “Evidence for alpha adrenoceptor 21(3):577–583 (1988). modulation of the nociceptive jaw-opening reflex in rats and Olin, et al., Facts and Comparisons pp. 162e, J.B. Lipincott rabbits' J. Pharmacology Experimental Therapeutics Co.: St. Louis, Mo., 1988. 238:576-579 (1988). Price, et al., “Psychophysical observations on patients with Davis, et al., “Topical application of clonidine relieves hep neuropathic pain relieved by a sympathetic block” Pain eralgesia in patients with sympathetically maintained pain' 36(3):273 288 (1989). Pain 47(3):309-317 (1991). Sagen and Proudfit, “Evidence for pain modulation by pre De Oliveira, et al., “Pain reaction after topical NA and and postsynaptic noradrenergic receptors in the medulla lesions of the obex region in the alert guinea pig Physiology oblongata' Brain Research 331 :285-293 (1985). & Behavior 28(3):413–416 (1982). * cited by examiner US RE41,998 E 1. 2 COMPOSITIONS AND METHODS OF Somatic afferents in the nearby nerve roots and produce pain TREATMENT OF SYMPATHETICALLY relief because of concurrent Somatic blockade, and certain MANTAINED PAN afferents may in addition course with sympathetic efferents.
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