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US 11,078,168 B2Granted
Substituted N-hydroxyamidinoheterocycles as modulators of indoleamine 2,3-dioxygenase
AssigneePhenex Discovery Verwaltungs-GmbH
InventorsChristoph Steeneck, Olaf Kinzel, Simon Anderhub, Martin Hornberger, Gerald Kleymann, Thomas Hoffmann
Life of this patent
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Abstract
The invention provides modulators of indoleamine 2,3-dioxygenase (IDO1) and their use in the prophylaxis and/or treatment of IDO1-mediated diseases. Specifically, the present invention provides compounds according to Formula (I) an enantiomer, diastereomer, tautomer or pharmaceutically acceptable salt thereof.
Claims17
A compound represented by Formula (I)
- or an enantiomer, diastereomer, tautomer or pharmaceutically acceptable salt thereof
- wherein
- A is C3-10-cycloalkyl, 3 to 10-membered heterocycloalkyl containing 1 to 5 heteroatoms independently selected from the group consisting of N, O and S, or 6- to 10-membered mono- or bicyclic aryl,
- wherein cycloalkyl, heterocycloalkyl and aryl are unsubstituted or substituted with 1 to 7 substituents independently selected from the group consisting of halogen, OH, oxo, CN, C1-6-alkyl, O—C1-6-alkyl, C(O)OR2, S(O)—C1-6-alkyl, S(O)2—C1-6-alkyl, N(R2)2, C(O)N(R2)2, S(O)2N(R2)2 and C3-6-cycloalkyl,
- wherein alkyl and cycloalkyl are unsubstituted or substituted with 1 to 3 substituents independently selected from
- the group consisting of halogen, C1-3-alkyl, OH, CN, oxo and OS(O)2CH3, or
- wherein two adjacent substituents complete a 3- to 8-membered saturated or partially unsaturated ring containing carbon atoms and optionally containing 1 to 3 heteroatoms selected from O, S, N, S(0), S(O)2 or NR2, wherein the ring is unsubstituted or substituted with 1 to 7 substituents independently selected from the group consisting of halogen, OH, oxo, CN, C1-6-alkyl, O—C1-6-alkyl, C(O)OR2, S(O)—C1-6-alkyl, S(O)2—C1-6-alkyl, N(R2)2, C(O)N(R2)2, S(O)2N(R2)2 and C3-6-cycloalkyl,
- wherein alkyl and cycloalkyl are unsubstituted or substituted with 1 to 3 substituents independently selected from the group consisting of halogen, C1-3-alkyl, OH, CN, oxo and OS(O)2CH3;
- R1 is hydrogen or C1-6-alkyl;
- R2 is independently selected from the group consisting of hydrogen, C1-6-alkyl, halo-C1-6-alkyl and hydroxy-C1-6-alkyl;
- Y is O or S;
- L1 is —O—, —S—, —S(O)—, —S(O)2-or —S(O)(=NR3)-;
- R3 is hydrogen or C1-6-alkyl;
- C is a bond, C1-6-alkylene, C2-6-alkenylene, C2-6-alkynylene, C0-6-alkylene-C3-6-cycloalkylene, C0-6-alkylene-3 to 10-membered-heterocycloalkylene, C0-6-alkylene-C6-10-aryl, or C0-6-alkylene-5-to 14-membered mono- or bicyclic heteroaryl,
- wherein alkylene, alkenylene and alkynylene are unsubstituted or substituted with 1 to 3 substituents independently selected from C1-6-alkyl, halo-C1-6-alkyl, halogen, OH, OR2, N(R2)2, C3-6-cycloalkyl, and 3- to 8-membered heterocycloalkyl;
- and
- L2-D is selected from
- wherein
- R5 is independently selected from the group consisting of halogen, C1-6-alkyl, halo-C1-6-alkyl, or two R5 form a 3- to 6-membered cycloalkyl ring;
- p is 1 or 2;
- and
- q is 0, 1, 2 or 3.
19 more elements
Dependencies are inferred from the claim text.