Sulfur-Containing Volatile Organic Compounds In Cannabis

Patent No. US11214757 (titled "Sulfur-Containing Volatile Organic Compounds In Cannabis") was filed by Abstrax Tech Inc on Feb 3, 2021.

What is this patent about?

’757 is related to the field of flavor and fragrance compositions, particularly those designed to replicate or enhance the "gassy" aroma associated with certain strains of *Cannabis*. The background acknowledges the increasing interest in the unique scent profiles of *Cannabis* beyond just THC and CBD content, highlighting the difficulty in replicating the complex aroma, especially the sought-after "gassy" characteristic.

The underlying idea behind ’757 is that specific organosulfur compounds , when combined with common terpenes, can effectively mimic or augment the gassy aroma found in certain *Cannabis* strains. The inventors identified that compounds like prenyl mercaptan and prenyl thioacetate, often overlooked in favor of terpenes, play a crucial role in creating this distinctive scent.

The claims of ’757 focus on a composition that includes at least one organosulfur compound selected from a specific list (prenyl mercaptan, 2-methylthiophene, 3-methylthiophene, diprenyl disulfide, 3-methyl-2-buten-1-yl thiolacetate, 3-methyl-1-[(3-methyl-2-buten-1-yl)sulfanyl]-2-butene, prenylmethylthiol, prenyl thioacetate, thiogeraniol, or a combination thereof) and at least one primary terpene compound selected from another specific list (myrcene, β-caryophyllene, limonene, α-pinene, β-pinene, valencene, ocimene, terpinolene, or a combination thereof). The composition is further defined by its intended use, being an edible, aerosol, flavor, fragrance, or inhalable product.

In practice, the invention involves carefully blending the identified organosulfur compounds with the specified terpenes to achieve the desired gassy aroma. The concentration of the organosulfur compounds is relatively low compared to the terpenes, but their impact on the overall scent profile is significant. The composition can then be incorporated into various products, such as foods, beverages, vape liquids, or perfumes, to impart or enhance the gassy characteristic.

The differentiation from prior approaches lies in the recognition and utilization of specific organosulfur compounds as key contributors to the gassy aroma. Previous attempts to replicate the scent of *Cannabis* focused primarily on terpenes, often falling short of capturing the full complexity. By incorporating these sulfur-containing molecules , the invention provides a more accurate and potent method for creating or enhancing the desired gassy aroma in a variety of applications.

How does this patent fit in bigger picture?

Technical landscape at the time

In the early 2020s when ’757 was filed, gas chromatography was a common analytical technique for identifying volatile organic compounds, at a time when creating synthetic aroma blends that fully replicated natural complex scents was non-trivial. Systems commonly relied on terpene profiles to characterize cannabis strains, when the precise chemical origins of specific aroma notes like 'gassy' were not fully understood.

Novelty and Inventive Step

The examiner approved the application because the prior art failed to teach or suggest a composition that includes both an organosulfur compound (selected from a specific list) and a primary terpene compound (selected from another specific list), where the composition is an edible, aerosol, flavor, fragrance, or inhalable composition. The closest prior art, Alarcon et al., teaches a composition but does not explicitly disclose an organosulfur compound from the specified group. Secondary references also do not teach or suggest the combined limitations.

Claims

This patent contains 12 claims, with claim 1 being the only independent claim. Independent claim 1 is directed to a composition comprising an organosulfur compound and a primary terpene compound, where the composition is edible, an aerosol, a flavor, a fragrance, or inhalable. The dependent claims generally specify amounts, further define the organosulfur and terpene compounds, add additional flavoring or fragrancing agents, or further specify the type of composition.

Key Claim Terms New

Definitions of key terms used in the patent claims.

Term (Source)Support for SpecificationInterpretation
Organosulfur compound
(Claim 1)
“Provided herein are compositions comprising organosulfur compounds that are capable of providing a gassy aroma and/or and modifying the olfactory qualities of the gassy aroma. The organosulfur compounds include known organosulfur compounds, such as for example and without limitation, mercaptans, thiols, sulfides, disulfides, polysilfides, and thioesters that contribute to or enhance the desired aroma and/or olfactory qualities of the composition. Suitable organosulfur compounds, include, but are not limited to, prenyl mercaptan, 2-methylthiophene, 3-methylthiophene, dimethyl disulfide, diprenyl disulfide, 3-methyl-2-buten-1-yl thiolacetate, 3-methyl-1-[(3-methyl-2-buten-1-yl)sulfanyl]-2-butene, prenylmethylthiol (1-(methylsulfanyl)-3-methyl-2-butene), prenyl thioacetate, thiogeraniol, and dimethyl sulfide.”A compound selected from the group consisting of prenyl mercaptan, 2-methylthiophene, 3-methylthiophene, diprenyl disulfide, 3-methyl-2-buten-1-yl thiolacetate, 3-methyl-1-[(3-methyl-2-buten-1-yl)sulfanyl]-2-butene, prenylmethylthiol (1-(methylsulfanyl)-3-methyl-2-butene), prenyl thioacetate, thiogeraniol, or a combination of any two or more thereof.
Prenyl mercaptan
(Claim 1)
“Suitable organosulfur compounds, include, but are not limited to, prenyl mercaptan, 2-methylthiophene, 3-methylthiophene, dimethyl disulfide, diprenyl disulfide, 3-methyl-2-buten-1-yl thiolacetate, 3-methyl-1-[(3-methyl-2-buten-1-yl)sulfanyl]-2-butene, prenylmethylthiol (1-(methylsulfanyl)-3-methyl-2-butene), prenyl thioacetate, thiogeraniol, and dimethyl sulfide. In certain embodiments, the organosulfur compound includes prenyl mercaptan, 2-methylthiophene, 3-methylthiophene, or a combination of any two or more thereof.”A type of organosulfur compound that contributes to the gassy aroma.
Primary terpene compound
(Claim 1)
“According to a first aspect, a composition comprises an organosulfur compound selected from the group consisting of prenyl mercaptan, 2-methylthiophene, 3-methylthiophene, dimethyl disulfide, diprenyl disulfide, 3-methyl-2-buten-1-yl thiolacetate, 3-methyl-1-[(3-methyl-2-buten-1-yl)sulfanyl]-2-butene, prenylmethylthiol (1-(methylsulfanyl)-3-methyl-2-butene), prenyl thioacetate, thiogeraniol, dimethyl sulfide, or a combination of any two or more thereof, and a primary terpene compound selected from the group consisting of myrcene, β-caryophyllene, limonene, α-pinene, β-pinene, valencene, ocimene, terpinolene, or a combination of any two or more thereof, wherein the composition is an edible composition, an aerosol composition, a flavor composition, a fragrance composition, or an inhalable composition.”A compound selected from the group consisting of myrcene, β-caryophyllene, limonene, α-pinene, β-pinene, valencene, ocimene, terpinolene, or a combination of any two or more thereof.

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US11214757

ABSTRAX TECH INC
Application Number
US17166130
Filing Date
Feb 3, 2021
Status
Granted
Expiry Date
Jan 21, 2041
External Links
Slate, USPTO, Google Patents