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US 2026/0076962 A1Published application
Lanthionine synthetase c-like 2-based therapeutics
AssigneeNImmune Biopharma, Inc.
InventorsJosep Bassaganya-Riera, Adria Carbo Barrios, Richard Gandour, Julian D. Cooper, Raquel Hontecillas
Life of this patent
Estimating the term…
Abstract
Provided are compounds that target the lanthionine synthetase C-like protein 2 pathway. The compounds can be used to treat a number of conditions, including infectious disease, autoimmune disease, diabetes, and a chronic inflammatory disease.
Claims8
A compound comprising formula Z—Y-Q-Y′—Z′ or a pharmaceutically acceptable salt or ester thereof,
- wherein:
- Z is:
- Y is:
- Q is piperazine-1,4-diyl;
- 2,5-diazabicyclo[2.2.1]heptane-2,5-diyl;
- 2,5-diazabicyclo[2.2.2]octane-2,5-diyl;
- 1,4-diazepane-1,4-diyl;
- benzene-1,4-diamine-N1,N4-diyl;
- ethane-1,2-diamine-N1,N2-diyl;
- N1,N2-dialkylethane-1,2-diamine-N1,N2-diyl;
- propane-1,3-diamine-N1,N3-diyl;
- N1,N3-dialkylpropane-1,3-diamine-N1,N3-diyl;
- 1,4-diaminoanthracene-9,10-dione-1,4-diyl;
- C6 arene-1,4-diamine-N1,N4-diyl wherein the arene is substituted with one to four substituents in the 2, 3, 5, or 6 positions and wherein the substituents are independently selected from the group consisting of —C(O)O(C1 to C6)alkyl, OH, O(C1 to C6)alkyl, (C1 to C6)alkyl, CF3, F, Cl, and Br;
- or substituted piperazine-1,4-diyl wherein the piperazine is substituted with one to eight substituents in the 2, 3, 5, or 6 positions and wherein the substituents are independently selected from the group consisting of (C1 to C6)alkyl, aryl, aryl(C1 to C6)alkyl, C(O)OH, and C(O)O(C1 to C6)alkyl;
- Y′ is:
- or a single bond;
- and
- Z′ is:
- or R5;
- wherein:
- Y′ is a single bond only when Z′ is R5;
- A1 and A1′ are each independently N, N(C1 to C6)alkyl, O, S, or CR6;
- A2 and A2′ are each independently N or CR7;
- A3 and A3′ are each independently NR8, O, or S;
- A4 and A4′ are each independently N or CR9;
- A5 and A5′ are each independently N or CR10;
- A6 and A6′ are each independently N or CR11;
- R1, R1′, R2, R2′, R3, R3′, R4, R4′, R5, R6, R7, R8, R9, R10, and R11 are each independently selected from the group consisting of hydrogen;
- alkyl;
- halo;
- trifluoromethyl;
- dialkylamino wherein each alkyl is independently selected;
- —NH2;
- alkylamino;
- arylalkyl;
- heteroarylalkyl;
- heterocycloalkyl;
- substituted heterocycloalkyl substituted with 1 to 2 substituents independently selected from the group consisting of —C(O)OH, —C(O)O(C1 to C6)alkyl, (C1 to C6)alkyl, —CF3, F, Cl, and Br;
- and substituted heteroarylalkyl;
- wherein the substituted heteroarylalkyl is substituted with 1 to 3 substituents independently selected from the group consisting of —NH2;
- —NH(C1 to C6)alkyl;
- —N((C1 to C6)alkyl)2 wherein each alkyl is independently selected;
- alkyl;
- halo;
- aryl;
- substituted aryl substituted with 1 to 3 substituents independently selected from the group consisting of —SO2R12, —OR13, -halo, —CN, —CF3, aminoalkyl-, —S(O)R14, and alkyl;
- heterocycloalkyl;
- heteroaryl;
- substituted aryl substituted with 1 to 3 substituents independently selected from the group consisting of alkyl, —CF3, F, Cl, and Br;
- alkylamino-;
- heterocycloalkyl-alkyl-amino-;
- alkylaminoalkylamino-;
- —NHC(O)OR15;
- —NHC(O)NR16R17;
- —C(O)NR16R17;
- and substituted heteroaryl substituted with 1 to 3 substituents selected from the group consisting of alkyl, halo, CN, NH2, —NH(C1-C6 alkyl), —N(C1-C6 alkyl)2 wherein each alkyl is independently selected, —CF3, and substituted aryl substituted with 1 to 3 substituents independently selected from the group consisting of —S(O)2R15 and —CN;
- wherein R12, R13, R14, R15, R16, and R17 are each independently selected from the group consisting of C1-C6 alkyl, dialkylamino comprising independently selected C1-C6 alkyl, —NH2, alkylamino, heterocycloalkyl, and substituted heterocycloalkyl substituted with one to two substituents independently selected from the group consisting of —C(O)O(C1-C6 alkyl) and C1-C6 alkyl.
55 more elements
2-13. (canceled)
15-21. (canceled)
A compound comprising formula A-B-C or a pharmaceutically acceptable salt or ester thereof,
- wherein:
- A is:
- B is:
- and
- C is:
- wherein:
- A7, A8, A9, A10, A11, A12, A13, and A14 are each independently selected from CH, CR18, and N;
- A15, A16, A17, A18, A19, and A20 are each independently selected from CH, CR19, N, NR20, O, and S, with the proviso that only one of A15, A16, and A17 can be N, NR20, O, or S and only one of A18, A19, and A20 can be N, NR20, O, or S;
- R18 and R19 are each independently selected from C1-C6 alkyl;
- C1-C6 dialkylamino, wherein each C1-C6 alkyl is independently selected;
- —NH2;
- alkylamino;
- heterocycloalkyl;
- and substituted heterocycloalkyl, wherein the substituted heterocycloalkyl is substituted with one to two substituents independently selected from the group consisting of:
- —C(O)O(C1-C6 alkyl) and C1-C6 alkyl;
- wherein in compounds with more than one CR18 each R18 is independently selected, and in compounds with more than one CR19 each R19 is independently selected;
- and
- R20 is C1-C6 alkyl.
15 more elements
23-24. (canceled)
26-32. (canceled)
Dependencies are inferred from the claim text.