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(12) United States Patent (10) Patent No.: US 9.480,728 B2 Endo (45) Date of Patent: Nov

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(12) United States Patent (10) Patent No.: US 9.480,728 B2 Endo (45) Date of Patent: Nov US0094.80728B2 (12) United States Patent (10) Patent No.: US 9.480,728 B2 Endo (45) Date of Patent: Nov. 1, 2016 (54) AGENT FOR THE TREATMENT OF FOREIGN PATENT DOCUMENTS ALOPECIA EP O497368 A1 8, 1992 EP 1810716 7/2007 (71) Applicants:IGISU Co., Ltd., Tokyo (JP); Yori EP 2308.889 4, 2011 Endo, Sendai-shi, Miyagi (JP) JP HE-052O7891 8, 1993 JP HE-06009688 1, 1994 JP 2000-169387 6, 2000 (72) Inventor: Kyoko Endo, Sendai (JP) JP 2000-516836 12/2000 JP 2007-70336 3, 2007 (73) Assignees: IGISU Co., Ltd., Tokyo (JP); Yori JP 2007-525213 9, 2007 Endo, Sendai-shi, Miyagi (JP); Kyoko JP 2007-525957 9, 2007 Endo, Sendai-shi, Miyagi (JP) JP 2008-5O9746 4/2008 JP 2008-162987 T 2008 JP 2008-540509 11/2008 (*) Notice: Subject to any disclaimer, the term of this JP 2009-13122 1, 2009 patent is extended or adjusted under 35 JP 2010-500032 1, 2010 U.S.C. 154(b) by 0 days. JP 2010-168283 8, 2010 JP 2010-280696 12/2010 JP 2010-539022 12/2010 (21) Appl. No.: 14/254,938 WO WO 98-52599 11, 1998 WO WO 2004-022003 3, 2004 (22) Filed: Apr. 17, 2014 WO WO 2004-071469 8, 2004 (65) Prior Publication Data (Continued) US 2014/031581.0 A1 Oct. 23, 2014 OTHER PUBLICATIONS Sawaya et al., Why steroids may not always work in alopecia areata: Related U.S. Application Data elevated unoccupied glucocorticoid receptors and decreased levels of thioredoxin. Dermatol. Ther. 14, 317-321, 2001.* (63) Continuation of application No. 13/355,484, filed on NCBI search, Feb. 25, 2015.* Jan. 21, 2012, now abandoned. Agoston H et al., Dexamethasone stimulates expression of C-type (60) Provisional application No. 61/437,032, filed on Jan. Natriuretic Peptide in chondrocytes, BMC Musculoskeletal Disor 28, 2011. ders, Nov. 20, 2006, p. 1-7, vol. 7, No. 87. Arase S, Japanese Dermatological Association alopecia areata diag (30) Foreign Application Priority Data nosis and treatment guidelines 2010. The Japanese Journal of Dermatology, Apr. 21, 2011, p. 1841-1859, vol. 120, No. 9. Jan. 21, 2011 (JP) ................................... 2011-11437 (Continued) (51) Int. Cl. A6 IK 38/22 (2006.01) Primary Examiner — Elly-Gerald Stoica A6 IK 45/06 (2006.01) (74) Attorney, Agent, or Firm — Wolf, Greenfield & A6 IK 3/4 (2006.01) Sacks, P.C. A6 IK3I/506 (2006.01) A 6LX 3/573 (2006.01) (57) ABSTRACT A6 IK3I/7036 (2006.01) It is an object of the present invention to provide a new agent (52) U.S. Cl. for the treatment of allopecia, the agent being not only CPC ............... A61K 38/22 (2013.01); A61K 31/14 effective and safe for, in particular, alopecia areata, andro (2013.01); A61 K3I/506 (2013.01); A61 K genetic alopecia in a male, androgenetic alopecia in a 31/573 (2013.01); A61 K3I/7036 (2013.01); female, female pattern alopecia, postpartum alopecia, Seb A61K 45/06 (2013.01) orrheic alopecia, alopecia pityroides, senile alopecia, cancer (58) Field of Classification Search chemotherapy drug-induced alopecia, and alopecia due to None radiation exposure, but also effective for a target having See application file for complete search history. resistance to treatment with minoxidil or finasteride, there being no side effects such as an itching sensation, irritation, (56) References Cited or feminization, and no contraindications, the agent Sup pressing dandruff or having a therapeutic effect for white U.S. PATENT DOCUMENTS hair, and the therapeutic effect for alopecia being maintained 5,114,923 A 5, 1992 Seilharmer et al. for a long period even when use of the agent is stopped. 5,583,108 A 12/1996 Wei et al. The solution means of the present invention is an agent for 6,028,055 A 2/2000 Lowe et al. the treatment of alopecia containing as an active ingredient 6,818,619 B2 11/2004 Burnett, Jr. et al. a C-type natriuretic peptide (CNP), a B-type natriuretic 7.276,481 B2 10/2007 Golembo et al. 2006.0034.903 A1 2/2006 Maa et al. peptide (BNP), a derivative of these NPs, a chimeric peptide 2008.0070858 A1 3/2008 Mahapatra of these NPs, or a derivative of a chimeric peptide of these 2009, O104295 A1 4/2009 Kohno NPS. 2011 OO14180 A1 1/2011 Koide et al. 2012fO238498 A1 9, 2012 Endo 14 Claims, 63 Drawing Sheets US 9,480,728 B2 Page 2 (56) References Cited Olsen E et al., Alopecia areata investigational assessment guide lines, Journal of American Academy of Dermatology, Feb. 1999, p. 242-246, vol. 40, No. 2, Part 1. FOREIGN PATENT DOCUMENTS Olsen E. Current and novel methods for assessing efficacy of hair growth promotors in pattern hair loss, J Am Acad Dermatol., Feb. WO WO 2004-110489 12, 2004 2003, p. 253-262, vol. 48. WO WO 2005/OO3764 A2 1, 2005 Reichert Set al., Molecular and physiological effects of nesiritide, WO WO 2005-072055 8, 2005 The Canadian Journal of Cardiology, Jul. 2008, p. 15B-18B, vol. 24. WO WO 2005-094889 10/2005 Scotland R et al., C-type natriuretic peptide inhibits leukocyte WO WO 2005-094.890 10/2005 recruitment and platelet-leukocyte interactions via Suppression of WO WO 2006-020841 2, 2006 P-selectin expression, Proceedings of the National Academy of WO WO 2007-023396 3, 2007 Sciences, Oct. 4, 2005, p. 14452-14457, vol. 102, No. 40. WO WO 2008-021872 2, 2008 Serarslan G. et al., Is atopy and autoimmunity more prevalent in WO WO 2008-032450 3, 2008 patients with alopecia areata? A comparative study, J Eur Acad WO WO 2008-14.0125 11/2008 Dermatol Venereol. May 31, 2011, p. 720-723, vol. 26. WO WO 2009-033,724 3, 2009 Shellow Wet al., Profile of allopecia areata: a questionnaire analysis WO WO 2009-033807 3, 2009 of patient and family, IntJ dermatol, Mar. 1992, p. 186-189, vol. 31. WO WO 2009-046861 4/2009 No. 3. WO WO 2010/078325 A2 T 2010 Tosti A et al., Alopecia areata: A long term follow-up study of 191 WO WO 2011/O10732 A1 1, 2011 patients, J Am Acad Dermatol., Jun. 30, 2006, p. 438-441, vol. 55. WO WO 2011/O24973 A1 3, 2011 No. 3. Tsuboi R et al., Androgenetic alopecia diagnosis and treatment OTHER PUBLICATIONS guidelines (2010 edition), The Japanese Journal of Dermatology, 2010, p. 997-986, vol. 120, No. 5 (English version also provided, Betz Ret al., Loss-of-function mutations in the filaggrin gene and Guidelines for the management of androgenetic alopecia (2010), alopecia areata: Strong risk factor for a severe course of disease in The Journal of Dermatology, Jun. 28, 2011, p. 113-120, vol. 39). WIPO, ISR and IPRP of international application Ser. No. PCT/ patients comorbid for atopic disease, J Invest Dermatol., Jun. 21. JP2012/051272, Apr. 24, 2012. 2007, p. 2539-2543, vol. 127. Yoshibayashi M et al., Brain natriuretic peptide versus atrial Chiurchiu V et al., Brain Natriuretic Peptide (BNP) regulates the natriuretic peptide physiological and pathophysiological signifi production of inflammatory mediators in human THP-1 cance in children and adults: a review, Eur J Endocrinol. May 20, macrophages, Regulatory Peptides, Mar. 10, 2008, p. 26-32, vol. 1996, p. 265-268, vol. 135. 148. No Author Listed Peptide Institute, Inc. CNP-22 (Human). 2015. Chusho Het al., Dwarfism and early death in mice lacking C-type Kenny et al., Hydrolysis of human and pig brain natriuretic natriuretic peptide, Proceedings of the National Academy of Sci peptides, urodilatin, C-type natriuretic peptide and some C-receptor ences of the United States of America, Mar. 27, 2001, p. 4016–421, ligands by endopeptidase-24.11. Biochem J. Apr. 1, 1993;291 (Pt vol. 98, No. 7. 1):83-8. De Bold M et al., Cardiac hormones ANF and BNP modulate Chrisman et al., Seminal plasma factors that cause large elevations proliferation in the unidirectional mixed lymphocyte reaction, the in cellular cyclic GMP are C-type natriuretic peptides. J Biol Chem. Journal of Heart and Lung Transplantation, Mar. 2010, p. 323-326, Feb. 15, 1993:268(5):3698-703. vol. 29, No. 3. Drewett et al., Natriuretic peptide receptor-B (guanylyl cyclase-B) Gilhar A et al., Autoimmune hair loss (alopecia areata) transferred mediates C-type natriuretic peptide relaxation of precontracted rat by T lymphocytes to human scalp explants on SCID mice, The aorta. J Biol Chem. Mar. 3, 1995:270(9):4668-74. Journal of Clinical Investigation, Jan. 1998, p. 62-67, vol. 101. He et al., Structural determinants of natriuretic peptide receptor Ikeda T. A new classification of allopecia areata, Dermatologica, specificity and degeneracy. J Mol Biol. Aug. 25, 2006:361(4):698 1965, p. 421-445, vol. 131. 714. Epub Jul. 10, 2006. Itami S. Hair Survey (male pattern hair loss) Japanese adult males, Koller et al., Molecular biology of the natriuretic peptides and their The Japan Medical Journal, Dec. 25, 2004, p. 27-29. No. 4209. receptors. Circulation. Oct. 1992;86(4): 1081-8. Katsuoka K. Atopic disease and alopecia areata atopic alopecia Lopez et al., Salt-resistant hypertension in mice lacking the areata-, MB Derma, 1999, p. 9-12, vol. 23. guanylyl cyclase-A receptor for atrial natriuretic peptide. Nature. Kiemer A et al., The atrial natriuretic peptide regulates the produc Nov. 2, 1995:378(6552):65-8. tion of inflammatory mediators in macrophages, Annals of the Lowe et al., Human atrial natriuretic peptide receptor defines a new Rheumatic Disease, Jun. 28, 2001, vol. 60. paradigm for second messenger signal transduction. EMBO J. May Kubo A et al., C-type natriuretic peptide is synthesized and Secreted 1989;8(5):1377-84.
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