111111
`
`1111111111111111111111111111111111111111111111111111111111111
`US008735372B2
`
`c12) United States Patent
`Duet al.
`
`(10) Patent No.:
`(45) Date of Patent:
`
`US 8,735,372 B2
`May 27,2014
`
`(54) NUCLEOSIDE PHOSPHORAMIDATE
`PRO DRUGS
`
`(71) Applicant: Gilead Pharmassett LLC, Foster City,
`CA (US)
`
`(72)
`
`Inventors: Jinfa Du, Redwood City, CA (US);
`Dhanapalan Nagarathnam, Bethany,
`CT (US); Michael Joseph Sofia,
`Doylestown, PA (US); Peiyuan Wang,
`Totowa, NJ (US)
`
`(73) Assignee: Gilead Pharmasset LLC, Foster City,
`CA (US)
`
`( *) Notice:
`
`Subject to any disclaimer, the term of this
`patent is extended or adjusted under 35
`U.S.C. 154(b) by 0 days.
`
`(21) Appl. No.: 14/057,675
`
`(22) Filed:
`
`Oct. 18, 2013
`
`(65)
`
`Prior Publication Data
`
`US 2014/0045783 Al
`
`Feb. 13, 2014
`
`Related U.S. Application Data
`
`(63)
`
`Continuation of application No. 13/609,614, filed on
`Sep. 11, 2012, now Pat. No. 8,580,765, which is a
`continuation of application No. 13/099,671, filed on
`May 3, 2011, now Pat. No. 8,334,270, which is a
`continuation of application No. 12/053,015, filed on
`Mar. 21, 2008, now Pat. No. 7,964,580.
`
`(60)
`
`Provisional application No. 60/982,309, filed on Oct.
`24, 2007, provisional application No. 60/909,315,
`filed on Mar. 30, 2007.
`
`(51)
`
`(2006.01)
`(2006.01)
`
`Int. Cl.
`AOJN 43104
`A61K 31170
`(52) U.S. Cl.
`USPC .................... 514/51; 514/43; 514/49; 514/50
`(58) Field of Classification Search
`None
`See application file for complete search history.
`
`(56)
`
`References Cited
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`U.S. PATENT DOCUMENTS
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`(Continued)
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`FOREIGN PATENT DOCUMENTS
`
`CN
`DE
`
`1/2008
`101108870 A
`199 14 474 A1
`10/1999
`(Continued)
`
`OTHER PUBLICATIONS
`
`Gudmundsson, Kristjan S., et al., "Phosphoramidate Protides of
`Carbocyclic 2',3'-Dideoxy-2',3'-Didehydro-7-Deazaadenosine with
`Potent Activity Against HIV and HBV," Nucleosides, Nucleotides &
`Nucleic Acids (2004) 23(12): 1929-1937.
`
`(Continued)
`
`Primary Examiner- Patrick Lewis
`(74) Attorney, Agent, or Firm- Fitzpatrick, Cella, Harper&
`Scinto
`
`(57)
`
`ABSTRACT
`
`Disclosed herein are phosphoramidate prodrugs of nucleo(cid:173)
`side derivatives for the treatment of viral infections in mam(cid:173)
`mals, which is a compound, its stereoisomer, salt (acid or
`basic addition salt), hydrate, solvate, or crystalline form
`thereof, represented by the following structure:
`
`Also disclosed are methods of treatment, uses, and processes
`for preparing each of which utilize the compound represented
`by formula I.
`
`2 Claims, No Drawings
`
`IPR2018-00123
`
`Page 1 of 325
`
`I-MAK 1001
`
`

`

`(56)
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`US 8,735,372 B2
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`IPR2018-00123
`
`Page 2 of 325
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`I-MAK 1001
`
`

`

`US 8,735,372 B2
`Page 3
`
`(56)
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