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US 2026/0209198 A1Published application
Cannabinoid derivatives, precursors and uses
AssigneeKare Chemical Technologies Inc.
InventorsKamaluddin ABDUR-RASHID, Wenli JIA, Kareem ABDUR-RASHID
Life of this patent
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Abstract
The present disclosure relates to new cannabinoid derivatives and precursors and processes for their preparation. The disclosure also relates to pharmaceutical and uses of the new cannabinoid derivatives.
Claims8
A compound of the Formula (XII):
- wherein,
- the R1 groups are independently or simultaneously selected from the group consisting of hydrogen and deuterium;
- and at least one R1 is deuterium;
- R2 to R3 represent hydrogen, deuterium, optionally substituted C1-C20-alkyl, optionally substituted C2-C20-alkenyl, optionally substituted C2-C20-alkynyl, optionally substituted C3-C20-cycloalkyl, optionally substituted C6-C14-aryl, optionally substituted C5-C14-heteroaryl, or an optionally substituted acyl group, wherein the optional substituents are hydroxyl, halo or C1-C6-alkyl, and wherein one or more of the carbon atoms in the alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl or acyl groups of R2 to R3 is optionally replaced with a heteroatom selected from the group consisting of O, S, N, P and Si, which, where possible, is optionally substituted with one or more groups;
- R5 and R6 represents hydrogen, deuterium, halide, optionally substituted C1-C20-alkyl, optionally substituted C2-C20-alkenyl, optionally substituted C2-C20-alkynyl, optionally substituted C3-C2O-cycloalkyl, optionally substituted C6-C14-aryl, optionally substituted C5-C14-heteroaryl, an optionally substituted acyl group, or an optionally substituted carboxylate group, wherein the optional substituents are hydroxyl, halo or C1-C6-alkyl and wherein one or more of the carbon atoms in the alkyl, alkenyl, alkynyl, cycloalkyl, aryl, heteroaryl, acyl or carboxylate groups of R5 and/or R6 is optionally replaced with a heteroatom selected from the group consisting of O, S, N, P and Si, which, where possible, is optionally substituted with one or more groups;
- and
- R7 represents a hydrogen atom, optionally substituted C1-C20-alkyl, optionally substituted C2-C2O-alkenyl, optionally substituted C2-C20-alkynyl, optionally substituted C3-C20-cycloalkyl, optionally substituted C6-C14-aryl, optionally substituted C5-C14-heteroaryl, wherein the optional substituents are hydroxyl, halo or C1-C6-alkyl, an ORc group or an NRc2 group, wherein the optional substituents of R7 are halogen atoms, ORc, or NRc2 groups, in which Rc is a hydrogen atom, a C1-C20-alkyl, C3-C20-cycloalkyl, C6-C14-aryl or C2-C20-alkenyl group.
4 more elements
A process for the preparation of p-menthadienol, comprising:
- (a) reacting limonene with N-bromosuccinimide to prepare a bromohydrin;
- (b) reacting the bromohydrin with an alkali solution to prepare trans-limonene oxide;
- (c) reacting the trans-limonene oxide with di-methylamine to prepare an aminoalcohol;
- (d) converting the aminoalcohol to p-menthadienol, by reacting the aminoalcohol with hydrogen peroxide and heat.
1 more element
Dependencies are inferred from the claim text.