Composition comprising (-)-delta9-trans-tetrahydrocannabinol

a technology of tetrahydrocannabinol and delta9, which is applied in the direction of heterocyclic compound active ingredients, biocides, drug compositions, etc., can solve the problems of unstable tetrahydrocannabinol that has been produced synthetically and purified, and is liable to degrad

Inactive Publication Date: 2012-01-12
JOHNSON MATTHEY PLC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

The addition of an acid, particularly citric acid, significantly enhances the stability of (−)-Δ9-trans-tetrahydrocannabinol, minimizing degradation over time even at elevated temperatures and humidity, as demonstrated by reduced impurity formation in stability tests.

Problems solved by technology

Pure (−)-Δ9-trans-tetrahydrocannabinol that has been produced synthetically and purified is unstable and is liable to degrade to products such as cannabinol (which is inactive) and Δ8-tetrahydrocannabinol (which is less potent).

Method used

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  • Composition comprising (-)-delta9-trans-tetrahydrocannabinol
  • Composition comprising (-)-delta9-trans-tetrahydrocannabinol

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Embodiment Construction

[0011]The inventors have found that the addition of the acid improves the stability of the composition, i.e. there is less degradation of the tetrahydrocannabinol compound during prolonged storage of the composition.

[0012]The composition includes a solvent. The solvent may be chosen from oils and C1-C4 alcohols. Suitable examples of oils include sesame oil, olive oil, canola oil and combinations thereof. Suitable examples of C1-C4 alcohols include methanol, ethanol, propanol, iso-propanol and butanol.

[0013]According to one embodiment, the solvent is sesame oil. The sesame oil may be refined or unrefined, but is preferably refined (the US Food and Drug Administration standards require that refined sesame oil is used in pharmaceutical products). The composition may further comprise other solvents, but preferably comprises only sesame oil as the solvent. According to an alternative embodiment, the solvent is ethanol.

[0014]The acid used in the composition may be an organic acid. When an...

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Abstract

A composition comprising a tetrahydrocannabinol compound, a solvent and an acid, wherein the tetrahydrocannabinol compound may be Δ8 tetrahydrocannabinol, (−)-Δ9-trans-tetrahydrocannabinol or a side chain alkyl derivative of either compound, the solvent may be an oil or C1-C4 alcohol (e.g. sesame oil or ethanol), and the acid may be an organic acid or a mineral acid.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS[0001]This application is a division of U.S. patent application Ser. No. 11 / 595,682, filed Nov. 10, 2006, the disclosure of which is incorporated herein by reference in its entirety for all purposes.FIELD OF THE INVENTION[0002]The present invention relates to a composition comprising (−)-Δ9-trans-tetrahydrocannabinol or related compounds.BACKGROUND OF THE INVENTION[0003]The compound (−)-Δ9-trans-tetrahydrocannabinol is the active ingredient in marijuana. It is used therapeutically as an inhalant or an oral drug for stimulation of appetite among AIDS and cancer chemotherapy patients. Tetrahydrocannabinols (THCs) can be isolated from marijuana (a mixture of leaves and flowering heads of the plant Cannabis Sativa). Alternatively, THCs can be obtained by synthetic routes, e.g. as described in WO 02 / 096899.[0004]Pure (−)-Δ9-trans-tetrahydrocannabinol that has been produced synthetically and purified is unstable and is liable to degrade to products s...

Claims

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Application Information

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Patent Type & AuthorityApplications(United States)
IPC IPC(8): A61K31/352A61P1/00A61P31/00
CPCA61K31/353C07D311/80A61K47/44A61K47/10A61P1/00A61P1/14A61P31/00
InventorROSSI, RONALDSILVERBERG, LEE JONATHANHOGAN, ROBERTSHAH, RAMESH M.
OwnerJOHNSON MATTHEY PLC