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US 2023/0406873 A1Published application
Probes, systems, and methods for magnetic resonance ph sensing
OwnerEric M. Gale, Hannah S. Shafaat +2inventors
InventorsEric M. Gale, Hannah S. Shafaat, Peter Caravan, Huan Wang
Life of this patent
Estimating the term…
Abstract
The present disclosure relates to magnetic resonance imaging (MRI) using biochemically responsive imaging probes that can be used in, for example, non-invasive pH mapping in cancer and/or diseases characterized by aberrant metabolism using contrast enhanced MRI.
Claims72
A compound of Formula (I)
- or a pharmaceutically acceptable salt thereof, wherein:
- Ring A is a 5-10 membered heteroaryl or a 5-10 membered heterocycloalkyl;
- Ring B is phenyl or a C5-7 cycloalkyl;
- Ring C is a 5-10 membered heteroaryl or a 5-10 membered heterocycloalkyl;
- each R1, R2, and R3 is independently halogen, hydroxyl, cyano, C1-6 alkyl, C2-6 alkenyl, C1-6 alkynyl, C1-6 hydroxyalkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, —(C1-6 alkyl)qSO3H, —(C1-6 alkyl)qCO2RA, —(C1-6 alkyl)qNRARB, —(C1-6 alkyl)q(C═O)NRARB, —(C1-6 alkyl)qNRA(C═O)RC, 4-6 membered heterocycloalkyl, 5-6 membered heteroaryl, C3-6 cycloalkyl, —(C1-6 alkyl)qSO2RA, —(C1-6 alkyl)qNHSO2RA, —(C═O)NHSO2RA, —P(RA)O2RB, and —PO3RARB;
- m, n, and p are each independently 0, 1, 2, or 3;
- each q is independently 0 or 1;
- each RA and RB are independently hydrogen or C1-6 alkyl;
- and
- each RC is independently C1-6 alkyl.
7 more elements
A compound of Formula (II)
- or a pharmaceutically acceptable salt thereof, wherein:
- Ring A is a 5-10 membered heteroaryl or a 5-10 membered heterocycloalkyl;
- Ring B is phenyl or a C5-7 cycloalkyl;
- Ring C is a 5-10 membered heteroaryl or a 5-10 membered heterocycloalkyl;
- each R1, R2, and R3 is independently halogen, hydroxyl, cyano, C1-6 alkyl, C2-6 alkenyl, C1-6 alkynyl, C1-6 hydroxyalkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, —(C1-6 alkyl)qSO3H, —(C1-6 alkyl)qCO2RA, —(C1-6 alkyl)qNRARB, —(C1-6 alkyl)q(C═O)NRARB, —(C1-6 alkyl)qNRA(C═O)RC, 4-6 membered heterocycloalkyl, 5-6 membered heteroaryl, C3-6 cycloalkyl, —(C1-6 alkyl)qSO2RA, —(C1-6 alkyl)qNHSO2RA, —(C═O)NHSO2RA, —P(RA)O2RB, and —PO3RARB;
- m, n, and p are each independently 0, 1, 2, or 3;
- each q is independently 0 or 1;
- each RA and RB are independently hydrogen or C1-6 alkyl;
- and
- each RC is independently C1-6 alkyl.
7 more elements
A compound of Formula (III)
- or a pharmaceutically acceptable salt thereof, wherein:
- Ring A is a 5-10 membered heteroaryl or a 5-10 membered heterocycloalkyl;
- Ring B is phenyl or a C5-7 cycloalkyl;
- Ring C is a 5-10 membered heteroaryl or a 5-10 membered heterocycloalkyl;
- each R1, R2, and R3 is independently halogen, hydroxyl, cyano, C1-6 alkyl, C2-6 alkenyl, C1-6 alkynyl, C1-6 hydroxyalkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, —(C1-6 alkyl)qSO3H, —(C1-6 alkyl)qCO2RA, —(C1-6 alkyl)qNRARB, —(C1-6 alkyl)q(C═O)NRARB, —(C1-6 alkyl)qNRA(C═O )RC, 4-6 membered heterocycloalkyl, 5-6 membered heteroaryl, C3-6 cycloalkyl, —(C1-6 alkyl)qSO2RA, —(C1-6 alkyl)qNHSO2RA, —(C═O)NHSO2RA, —P(RA)O2RB, and —PO3RARB;
- m, n, and p are each independently 0, 1, 2, or 3;
- each q is independently 0 or 1;
- each RA and RB are independently hydrogen or C1-6 alkyl;
- and
- each RC is independently C1-6 alkyl.
7 more elements
A compound of Formula (IV)
- or a pharmaceutically acceptable salt thereof, wherein:
- Ring A is a 5-10 membered heteroaryl or a 5-10 membered heterocycloalkyl;
- Ring B is phenyl or a C5-7 cycloalkyl;
- Ring C is a 5-10 membered heteroaryl or a 5-10 membered heterocycloalkyl;
- each R1, R2, and R3 is independently halogen, hydroxyl, cyano, C1-6 alkyl, C2-6 alkenyl, C1-6 alkynyl, C1-6 hydroxyalkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 haloalkoxy, —(C1-6 alkyl)qSO3H, —(C1-6 alkyl)qCO2RA, —(C1-6 alkyl)qNRARB, —(C1-6 alkyl)q(C═O)NRARB, —(C1-6 alkyl)qNRA(C═O)RC, 4-6 membered heterocycloalkyl, 5-6 membered heteroaryl, C3-6 cycloalkyl, —(C1-6 alkyl)qSO2RA, —(C1-6 alkyl)qNHSO2RA, —(C═O)NHSO2RA, —P(RA)O2RB, and —PO3RARB;
- m, n, and p are each independently 0, 1, 2, or 3;
- each q is independently 0 or 1;
- each RA and RB are independently hydrogen or C1-6 alkyl;
- and
- each RC is independently C1-6 alkyl.
7 more elements
Dependencies are inferred from the claim text.