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US 11,634,412 B2Granted
3-phosphoglycerate dehydrogenase inhibitors and uses thereof
AssigneeRaze Therapeutics, Inc.
InventorNello Mainolfi
Life of this patent
Estimating the term…
Abstract
The present invention provides compounds, compositions thereof, and methods of using the same.
Claims19
A compound of formula I:
- or a pharmaceutically acceptable salt thereof, wherein:
- R1 is C1-4 alkyl;
- each of R2 and R3 is independently halogen, —OR, —CN, C1-6 aliphatic optionally substituted with 1, 2, or 3 halogens, or -L-R′;
- or R2 and R3 are optionally taken together with the carbon atoms to which they are attached and any intervening atoms to form a 5-8 membered partially unsaturated ring having 0-2 heteroatoms independently selected from nitrogen, oxygen, or sulfur;
- R4 is hydrogen, halogen, —OR5, —CN, C1-6 aliphatic optionally substituted with 1, 2, or 3 halogens, or -L-R′;
- each R is independently hydrogen or an optionally substituted group selected from C1-6 aliphatic, a 3-8 membered saturated or partially unsaturated monocyclic carbocyclic ring, phenyl, an 8-10 membered bicyclic aromatic carbocyclic ring, a 4-8 membered saturated or partially unsaturated monocyclic heterocyclic ring having 1-2 heteroatoms independently selected from nitrogen, oxygen, or sulfur, a 5-6 membered monocyclic heteroaromatic ring having 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, or an 8-10 membered bicyclic heteroaromatic ring having 1-5 heteroatoms independently selected from nitrogen, oxygen, or sulfur;
- R5 is hydrogen, —(CH2)n-phenyl, —(CH2)n-Cy′, or C1-6 alkyl optionally substituted with 1, 2, or 3 halogens;
- each L is independently a C1-6 bivalent straight or branched hydrocarbon chain wherein 1-4 methylene units of the chain are independently and optionally replaced with —O—, —C(O)—, —C(O)O—, —OC(O)—, —OC(O)N(R)—, —(R)NC(O)O—, —C(O)N(R)—, —(R)NC(O)—, —N(R)—, —N(R)C(O)N(R)—, —S—, —SO—, or —SO2—;
- each R′ is independently hydrogen, C1-6 aliphatic, or an optionally substituted 4-8 membered saturated or partially unsaturated monocyclic heterocyclic ring having 1-3 heteroatoms independently selected from nitrogen, oxygen, or sulfur;
- R6 is hydrogen or C1-4 alkyl;
- R7 is —CO2R;
- L1 is a covalent bond or a C1-8 bivalent straight or branched hydrocarbon chain wherein 1-5 methylene units of the chain are independently and optionally replaced with —O—, —C(O)—, —C(O)O—, —OC(O)—, —N(R)—, —C(O)N(R)—, —(R)NC(O)—, —OC(O)N(R)—, —(R)NC(O)O—, —N(R)C(O)N(R)—, —S—, —SO—, —SO2—, —SO2N(R)—, —(R)NSO2—, —C(S)—, —C(S)O—, —OC(S)—, —C(S)N(R)—, —(R)NC(S)—, —(R)NC(S)N(R)—, or -Cy-;
- each -Cy- is independently a bivalent 6-membered arylene ring containing 0-2 nitrogen atoms, or a bivalent 5-membered heteroarylene ring with 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, or a bivalent partially unsaturated 8-10 membered bicyclic heterocyclene ring with 1-4 heteroatoms independently selected from nitrogen, oxygen, or sulfur, wherein -Cy- is optionally substituted with 1 or 2 substituents independently selected from C1-4 alkyl or —OR;
- -Cy′ is a 4-8 membered saturated or partially unsaturated monocyclic heterocyclic ring having 1-2 heteroatoms independently selected from nitrogen, oxygen, or sulfur;
- R10 is C1-6 aliphatic optionally substituted with 1, 2, or 3 halogens, —C(O)CH3, or —SO2—N(R1)(R11);
- R11 is —C(O)CH3, —C(O)NHR1, or pyrazinyl;
- n is independently 0, 1, 2, 3, 4, or 5;
- m is independently 0, 1, or 2;
- X is O, S, or —N(R10)—;
- and
- each of Y1 and Y2 is independently ═N— or ═C(R4)—.
18 more elements
Dependencies are inferred from the claim text.