(19)
(11) EP 2 529 734 A8

(12) CORRECTED EUROPEAN PATENT APPLICATION
Note: Bibliography reflects the latest situation

(15) Correction information:
Corrected version no 1 (W1 A1)

(48) Corrigendum issued on:
27.02.2013 Bulletin 2013/09

(43) Date of publication:
05.12.2012 Bulletin 2012/49

(21) Application number: 12170542.0

(22) Date of filing: 01.06.2012
(51) International Patent Classification (IPC): 
A61K 31/21(2006.01)
A61K 45/06(2006.01)
A61P 21/00(2006.01)
 A61K 31/27(2006.01)
A61Q 19/08(2006.01)
C07C 203/04(2006.01)
(84) Designated Contracting States:
AL AT BE BG CH CY CZ DE DK EE ES FI FR GB GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO PL PT RO RS SE SI SK SM TR
Designated Extension States:
BA ME

(30) Priority: 01.06.2011 US 201161492145 P
02.06.2011 US 201161492650 P

(71) Applicant: The Charlotte-Mecklenburg Hospital Authority d/b/a Carolinas Medical Center
Charlotte, NC 28232 (US)

(72) Inventors:
  • Guqi, Wang
    Charlotte, NC North Carolina 28226 (US)
  • Qi Long, Lu
    Charlotte, NC North Carolina 28270 (US)

(74) Representative: Noel, Chantal Odile et al
Cabinet Orès 36, rue de St Pétersbourg
75008 Paris
75008 Paris (FR)

   


(54) Nitrate esters and their use for the treatment of muscle and muscle related diseases


(57) Alkyl nitrate ester compounds are provided for the delivery of nitric oxide to targeted muscle tissues, and in particular, to normal and dystrophic muscles. In one aspect, nitrate ester compounds are provided having the following formula:

wherein,
R1 is ONO2, CH2ONO2, CnH2n+1OH, CnH2n+1OH, CH3, CH2CH3, CH2CH2CH3, or H;
R2 is ON02, CH2ONO2, Cn'H2n'+1OH, Cn'H2n'+1OH, CH3, CH2CH3, CH2CH2CH3, or H;
R3 is ON02, CH2ONO2, Cn"H2n"+1OH, Cn"H2n"+1OH, CH3, CH2CH3, CH2CH2CH3, or H; and
R4 is ON02, CH2ONO2, Cn"H2n"+1OH, Cn"H2n"+1OH, CH3, CH2CH3, CH2CH2CH3, or H; wherein n is an integer from 0 to 9, n' is an integer from 0 to 9, and n" is an integer from 0 to 9, and n+n'+n" ≤ 9, and wherein at least one of R1, R2, and R3 is an ester nitrate selected from the group consisting of ON02, CH2ONO2, and combinations thereof.