US 12,391,661 B2
Cystine diamide analogs for the prevention of cystine stone formation in cystinuria
Longqin Hu, Belle Mead, NJ (US); and Amrik Sahota, Hillsborough, NJ (US)
Assigned to RUTGERS, THE STATE UNIVERSITY OF NEW JERSEY, New Brunswick, NJ (US)
Filed by Rutgers, The State University of New Jersey, New Brunswick, NJ (US)
Filed on Aug. 22, 2022, as Appl. No. 17/821,376.
Application 17/068,354 is a division of application No. 15/248,912, filed on Aug. 26, 2016, granted, now 10,836,737, issued on Nov. 17, 2020.
Application 15/248,912 is a division of application No. 14/146,103, filed on Jan. 2, 2014, granted, now 9,428,453, issued on Aug. 30, 2016.
Application 17/821,376 is a continuation of application No. 17/068,354, filed on Oct. 12, 2020, granted, now 11,420,949, issued on Aug. 23, 2022.
Claims priority of provisional application 61/748,323, filed on Jan. 2, 2013.
Prior Publication US 2023/0002337 A1, Jan. 5, 2023
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 295/185 (2006.01); C07C 323/60 (2006.01); C07D 211/16 (2006.01)
CPC C07D 295/185 (2013.01) [C07C 323/60 (2013.01); C07D 211/16 (2013.01); C07C 2601/02 (2017.05)] 8 Claims
 
1. A compound of formula (A):

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and pharmaceutically acceptable salts, solvates and prodrugs thereof wherein
a set of X and each R and R′ pair is selected from (i) or (ii) or (iii);
(i) X is alkyl, R and R′ are independently selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alcohol, substituted or unsubstituted aryl, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocyclic, and substituted or unsubstituted heteroaryl, or
(ii) X is hydrogen, R and R′ are independently selected from the group consisting of hydrogen, substituted or unsubstituted alkenyl, substituted or unsubstituted alcohol, substituted or unsubstituted cycloalkyl, substituted or unsubstituted heterocyclic, and substituted or unsubstituted heteroaryl, or
(iii) X is hydrogen or alkyl, R and R′ together form a substituted or unsubstituted heterocyclic ring structure, or a substituted or unsubstituted heteroaryl ring structure,
provided that
(a) when R and R′ together form the substituted heterocyclic ring structure, the substituent is not cyano; and
(b) R and R′ of at least one pair together form a heterocyclic ring structure, wherein the ring structure has a formula (B),

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wherein Z is CR″-Q, N-Q or O;
Q and R″ are independently selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl, substituted or unsubstituted cycloalkyl, and substituted or unsubstituted cycloalkenyl; and r is 0-4;
and Y is O or S,
provided that the compound is not

OG Complex Work Unit Chemistry