`Case 1:18-cv-00202-IMK Document 1-3 Filed 10/30/18 Page 1 of 241 PageID #: 498
`
`EXHIBIT C
`EXHIBIT C
`
`
`
`Case 1:18-cv-00202-IMK Document 1-3 Filed 10/30/18 Page 2 of 241 PageID #: 499
`
`I 11111 11111111 III 11111 11111#1111121111111 1111111011 11111111 1111
`
`(12) United States Patent (cid:9)
`Baker et al. (cid:9)
`
`(10) Patent No.: (cid:9)
`(45) Date of Patent: (cid:9)
`
`US 9,566,290 B2
`*Feb. 14, 2017
`
`This patent is subject to a terminal dis-
`claimer.
`
`(56) (cid:9)
`
`(54) BORON-CONTAINING SMALL MOLECULES (cid:9)
`
`(71) Applicant: Anacor Pharmaceuticals, Inc., Palo
`Alto, CA (US)
`
`(72) Inventors: Stephen J. Baker, Collegeville, PA
`(US); Tsutomu Akama, Sunnyvale, CA
`(US); Vincent S. Hernandez,
`Watsonville, CA (US); Karin M. Hold,
`Belmont, CA (US); Kirk Maples, San
`Jose. CA (US); Jacob J. Plattner,
`Berkeley, CA (US); Virginia Sanders,
`San Francisco, CA (US); Yong-Kang
`Zhang, San Jose, CA (US); Gregory T.
`Fieldson. Morgantown, WV (US);
`James J. Leyden, Malvern, CA (US)
`
`(73) Assignee: Anacor Pharmaceuticals, Inc., Palo
`Alto, CA (US)
`
`( * ) Notice: (cid:9)
`
`Subject to any disclaimer, the term of this
`patent is extended or adjusted under 35
`U.S.C. 154(b) by 0 days.
`
`Appl. No.: 15/134,286
`
`Filed: (cid:9)
`
`Apr. 20, 2016
`
`(65) (cid:9)
`
`Prior Publication Data
`
`US 2016/0228463 Al (cid:9)
`
`Aug. 11, 2016
`
`Related U.S. Application Data
`
`(60) Continuation of application No. 15/091,394, filed on
`Apr. 5, 2016, which is a continuation of application
`No. 15/068,352, filed on Mar. 11, 2016, which is a
`continuation of application No. 15/046.322, filed on
`Feb. 17, 2016, which is a continuation of application
`No. 14/537,771, filed on Nov. 10, 2014, now
`abandoned, which is a continuation of application No.
`14/201,459, filed on Mar. 7, 2014, now Pat. No.
`9,353,133, which is a continuation of application No.
`13/356,488, filed on Jan. 23, 2012, now Pat. No.
`8,722,917, which is a continuation of application No.
`12/629,753, filed on Dec. 2, 2009, now Pat. No.
`8,115,026, which is a division of application No.
`11/505,591, filed on Aug. 16, 2006, now Pat. No.
`7,767,657, and a continuation-in-part of application
`No. 11/357,687, filed on Feb. 16, 2006, now Pat. No.
`7,582,621, said application No. 14/537,771 is a
`continuation-in-part of application No. 13/874,329,
`filed on Apr. 30, 2013, now Pat. No. 8,889,656, which
`is a continuation of application No. 13/224.252, filed
`on Sep. 1, 2011, now Pat. No. 8,440,642, which is a
`continuation of application No. 12/507,010, filed on
`Jul. 21, 2009, now Pat. No. 8,039,451, which is a
`
`(60) Provisional application No. 60/755,227, filed on Dec.
`30, 2005, provisional application No. 60/746,361,
`filed on May 3, 2006, provisional application No.
`(Continued)
`
`(51)
`
`Int. Cl.
`461K 31/69
`CO7F 5/02
`CO7F 5/04
`CO7H 19/06
`CO7H 19/16
`CO7H 21/00
`CO7H 23/00
`A61K 31/70
`461K 31/7076
`A61K 9/00
`461K 47/10
`A61K 9/08
`(52) U.S. Cl.
`CPC (cid:9)
`
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`(2006.01)
`
` A6IK 31/69 (2013.01); 461K 9/0012
`(2013.01); 461K 9/08 (2013.01); 461K31/70
`(2013.01); 461K 31/7076 (2013.01); 461K
`47/10 (2013.01); CO7F 5/025 (2013.01); CO7F
`5/04 (2013.01); CO7H 19/06 (2013.01); CO7H
`19/16 (2013.01); C0711 21/00 (2013.01);
`CO7H 23/00 (2013.01)
`Field of Classification Search
` 514/64
`USPC (cid:9)
`See application file for complete search history.
`References Cited
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`U.S. PATENT DOCUMENTS
`
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`10/1941 Prescott et (cid:9) al.
`4/1956 Darling et al.
`(Continued)
`FOREIGN PATENT DOCUMENTS
`
`EP
`EP
`
`1/2000
`0969531 (cid:9)
`8/2000
`0765331 B1 (cid:9)
`(Continued)
`OTHER PUBLICATIONS
`
`U.S. Appl. No. 13/861,846, filed Apr. 12, 2013, now abandoned.
`U.S. Appl. No. 13/673,860, filed Nov. 9, 2012, now abandoned.
`U.S. Appl. No. 13/607,321, filed Sep. 7, 2012, now abandoned.
`U.S. Appl. No. 13/607,405, filed Sep. 7, 2012, now abandoned.
`U.S. Appl. No. 13/607,250, filed Sep. 7,2012, now abandoned.
`U.S. Appl. No. 15/091,394, filed Apr. 5, 2016.
`U.S. Appl. No. 15/068,352, filed Mar. 11, 2016.
`U.S. Appl. No. 15/046,322, filed Feb. 17, 2016.
`U.S. Appl. No. 14/977,052, filed Dec. 21, 2015.
`U.S. Appl. No. 14/537,771, filed Nov. 10. 2014.
`U.S. Appl. No. 14/537,694, filed Nov. 10, 2014, now abandoned.
`U.S. App!. No. 14/165,428, filed Mar. 7, 2014, now abandoned.
`U.S. App!. No. 14/688,581, filed Apr. 16, 2015.
`(Continued)
`Primary Examiner - Rei-Tsang Shiao
`(74) Attorney, Agent, or Firm - Morgan, Lewis &
`Bockius LLP
`
`ABSTRACT
`This invention relates to compounds useful for treating
`fungal infections, more specifically topical treatment of
`onychomycosis and/or cutaneous fungal infections. This
`invention is directed to compounds that are active against
`fungi and have properties that allow the compound, when
`placed in contact with a patient, to reach the particular part
`of the skin, nail, hair, claw or hoof infected by the fungus.
`In particular the present compounds have physiochemical
`properties that facilitate penetration of the nail plate.
`12 Claims, 63 Drawing Sheets
`
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`(cid:9)
`
`
`Case 1:18-cv-00202-IMK Document 1-3 Filed 10/30/18 Page 3 of 241 PageID #: 500
`
`US 9,566,290 B2
`Page 2
`
`Related U.S. Application Data (cid:9)
`
`continuation of application No. 11/357,687, filed on (cid:9)
`Feb. 16, 2006, now Pat. No. 7,582,621.60/654,060, (cid:9)
`filed on Feb. 16, 2005, provisional application No. (cid:9)
`60/654,060, filed on Feb. 16, 2005. (cid:9)
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`Declaration of Mahrnoud A. Ghannoum, Ph.D. E.M.B.A., in Sup-
`port of Patent Owner Response, Pursuant to 37 C.F.R. § 42.120, 85
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`Indium, Nickel, Selenium, Vanadium and Their Compounds," EPA-
`56/2-75-005A (Aug. 1975) available at http://nepis.epa.gov/Exe/
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`trolled Designs, J. Eur. Acad. Derm. & Vener., vol. 27, No. 3, pp.
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`the Nail Apparatus in Baran and Dawber's Diseases of the Nails and
`their Management, (R. Baran et al., eds., 2001), 51 pages, IPR2015-
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`EPA Correspondence, 1992 Labeling Rev., Amended I3iobor Label
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`
`
`
`Case 1:18-cv-00202-IMK Document 1-3 Filed 10/30/18 Page 5 of 241 PageID #: 502
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`US 9,566,290 B2
`Page 4
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`
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`Case 1:18-cv-00202-IMK Document 1-3 Filed 10/30/18 Page 6 of 241 PageID #: 503
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