Back to results
US 12,110,270 B2Granted
Systems and methods for generation of hyperpolarized materials
AssigneeNvision Imaging Technologies GmbH
InventorsIlai Schwartz, Michael Keim, Stephan Knecht
Life of this patent
Estimating the term…
Abstract
The present disclosure describes hyperpolarized materials for use in nuclear magnetic resonance, magnetic resonance imaging, or similar applications. The present disclosure describes methods for producing hyperpolarized materials for use in nuclear magnetic resonance, magnetic resonance imaging, or similar applications. The present disclosure describes precursor compounds for use in producing hyperpolarized materials for use in nuclear magnetic resonance, magnetic resonance imaging, or similar applications.
Claims26
A composition comprising a compound of Formula (I):
- wherein Z comprises:
- (i) a carbon-carbon double bond (—C═C—) which is substituted to include 1H (proton), 2H (deuterium), or a combination thereof, or (ii) a carbon-carbon triple bond (—C≡C—);
- R1 comprises a parahydrogen induced polarization (PHIP) transfer moiety;
- R2 comprises an optionally substituted hydrocarbon, alkoxy group, primary amine, secondary amine, or tertiary amine;
- and
- R3 comprises a biorelevant imaging agent comprising a non-hydrogen nuclear spin and is at least partially isotopically labeled with the non-hydrogen nuclear spin;
- wherein the PHIP transfer moiety comprises *CH2, *CH2—*CH2, *CHY, *C═Y, *CR4R5, *CR4Y, *C═Y, *CR6R7—* CR8R9, or any deuterated version thereof, wherein:
- *C is a 12C or 13C carbon isotope;
- R4 and R5 are each independently selected from:
- hydrogen, 1H, 2H, 3H, a linear, branched, or cyclic C1-C10 alkyl hydrocarbon, a C6 aryl, a benzyl, a phenyl, a heteroaryl, and a haloalkyl group;
- Y is selected from:
- a spin-1/2 atom, and a spin-1/2 atom covalently bonded to one or more chemical moiety chosen from:
- a linear, branched, or cyclic C1-C10 alkyl hydrocarbon, a C6 aryl, benzyl, phenyl, heteroaryl, halogen or haloalkyl group, or a heteroatom selected from the group consisting of N, O, S, optionally substituted with a linear, branched, or cyclic C1-C10 alkyl hydrocarbon, a C6 aryl, benzyl, phenyl, heteroaryl, halogen or haloalkyl group;
- and
- R6, R7, R8, and R9 are each independently selected from:
- 1H, 2H, 3H, a linear, branched, or cyclic C1-C10 alkyl hydrocarbon, a C6 aryl, a benzyl, a phenyl, a heteroaryl, and a haloalkyl group.
13 more elements
A composition comprising a compound of Formula (I):
- wherein Z comprises:
- (i) a carbon-carbon double bond (—C═C—) which is substituted to include 1H (proton), 2H (deuterium), or a combination thereof, or (ii) a carbon-carbon triple bond (—C≡C—);
- R1 comprises a parahydrogen induced polarization (PHIP) transfer moiety;
- R2 comprises an optionally substituted hydrocarbon, alkoxy group, primary amine, secondary amine, or tertiary amine;
- and
- R3 comprises a biorelevant imaging agent comprising a non-hydrogen nuclear spin and is at least partially isotopically labeled with the non-hydrogen nuclear spin;
- wherein:
- the PHIP transfer moiety includes at least one atom having a J-coupling with the non-hydrogen nuclear spin of at least 0.1 Hertz (Hz), or Z includes at least one atom having a J-coupling with the non-hydrogen nuclear spin of at least 0.1 Hertz (Hz).
5 more elements
A composition comprising a compound of Formula (I):
- wherein Z comprises:
- (i) a carbon-carbon double bond (—C═C—) which is substituted to include 1H (proton), 2H (deuterium), or a combination thereof, or (ii) a carbon-carbon triple bond (—C≡C—);
- R1 comprises a parahydrogen induced polarization (PHIP) transfer moiety;
- R2 comprises an optionally substituted hydrocarbon, alkoxy group, primary amine, secondary amine, or tertiary amine;
- and
- R3 comprises a biorelevant imaging agent comprising a non-hydrogen nuclear spin and is at least partially isotopically labeled with the non-hydrogen nuclear spin;
- wherein the biorelevant imaging agent comprises a compound of the formula R4C(═O)X—;
- wherein R4 is chosen from a linear, branched, or cyclic C1-C10 alkyl group, in which one or more C atoms are optionally replaced with C═C, CO, COH, CNH2, COOH, CH2COOH, CONH2, OC(═O);
- and X is chosen from NR5, S and O;
- wherein R5 is selected from hydrogen and an amino protecting group, optionally selected from trifluoroacetyl, acetyl, benzoyl, carbobenzoxy, tert-butyl carbonate and benzyl.
7 more elements
Dependencies are inferred from the claim text.