WO2021179087A1 - Compositions améliorées au terpène et leurs utilisations - Google Patents

Compositions améliorées au terpène et leurs utilisations Download PDF

Info

Publication number
WO2021179087A1
WO2021179087A1 PCT/CA2021/050332 CA2021050332W WO2021179087A1 WO 2021179087 A1 WO2021179087 A1 WO 2021179087A1 CA 2021050332 W CA2021050332 W CA 2021050332W WO 2021179087 A1 WO2021179087 A1 WO 2021179087A1
Authority
WO
WIPO (PCT)
Prior art keywords
terpene
composition according
composition
volatile
terpenes
Prior art date
Application number
PCT/CA2021/050332
Other languages
English (en)
Inventor
Jamie SAVARD
Thong Trinh
Original Assignee
Hexo Operations Inc.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Hexo Operations Inc. filed Critical Hexo Operations Inc.
Publication of WO2021179087A1 publication Critical patent/WO2021179087A1/fr

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
    • A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K36/00—Medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicines
    • A61K36/18—Magnoliophyta (angiosperms)
    • A61K36/185—Magnoliopsida (dicotyledons)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00—Medicinal preparations characterised by special physical form
    • A61K9/0012—Galenical forms characterised by the site of application
    • A61K9/007—Pulmonary tract; Aromatherapy
    • A61K9/0073—Sprays or powders for inhalation; Aerolised or nebulised preparations generated by other means than thermal energy
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives

Definitions

  • the present disclosure relates to vaporizable compositions.
  • the present disclosure relates to compositions comprising terpenes in a diamond construction and optionally at least one cannabinoid, wherein the compositions are suitable for recreational and/or therapeutic uses. Methods of making and using said compositions are also encompassed by the present disclosure.
  • Vaporizable cannabinoid products are expected to grow in popularity due to the existing and/or expected legalization of these product forms in Canada and other countries (e.g., United States) globally. It is desirable to enhance the vaping experience by providing a specific aroma profile.
  • the formulator may wish to recreate a specific aromatic profile that is typically associated with the cannabis strain (e.g., earthy and piney aroma for OG Kush). Ideally, the recreated aroma profile will be perceived as being authentic to the aroma profile from the cannabis strain.
  • the formulator may, for example, wish to enhance the user experience by providing a specific fragrance character (e.g., fruity, spicy or green) that may be different from what is typically associated with that cannabis strain.
  • the formulator may wish to enhance the longevity and/or fidelity (i.e., consistency) to a specific aroma profile preferably over the lifetime of the composition in use.
  • Cannabis can produce anywhere from about 100 to about 140 different terpenes, each of which may contribute to the distinctive blend of terpenes responsible for imparting the distinctive aroma profile for every cannabis strain ( see Hillig 2004, “A chemotaxonomic analysis of terpenoid variation in Cannabis”, Biochem System and Ecology, 875-891).
  • a myrcene dominant aroma profile may be used to classify the profile that may in fact contain 16 other terpenes. As a result, these approaches could be considered misleading. Also, due to the somewhat subjective nature of aroma character identification, there has been no universal convention for objectively classifying and effectively formulating terpenes into blends that would impart a specific aroma profile consistently.
  • the inventors have developed a set of rules for objectively classifying terpenes according to their volatility for formulating terpene mixtures, preferably complex mixtures having a unique diamond construction.
  • the new rules operate irrespective of formulators performing the formulation.
  • the new rules objectively classify the terpenes into low, moderate or high volatile terpene materials for formulating into terpene mixtures, particularly ones having a diamond construction.
  • compositions having an aroma profile that may be more authentic and/or relevant to an aroma profile associated with a cannabis strain of interest.
  • compositions having an aroma profile that may be different and/or unrelated to an aroma profile associated with a cannabis strain of interest.
  • composition comprising original aroma profiles, which may be different and/or unrelated to an aroma profile associated with a cannabis strain of interest.
  • compositions of the present disclosure may have stable quality of end-product (e.g., aroma profile, visual appearance), preferably even after three months storage at 40°C.
  • end-product e.g., aroma profile, visual appearance
  • the present disclosure relates to a composition comprising a diamond construction terpene formulation for delivering an aroma profile.
  • the present disclosure is directed to a composition comprising a terpene component comprising: (a) at least one low volatile terpene having a vapor pressure less than about 0.005 Torr (0.000667 kPa) at 25°C present in an amount of from about 9 wt.% to about 35 wt.% relative to the total weight of the terpene component; (b) at least one moderate volatile terpene having a vapor pressure in the range of about 2.300 Torr (0.307 kPa) to about 0.005 Torr
  • composition as described may optionally comprise at least one cannabinoid.
  • the present disclosure also relates to a composition
  • a composition comprising a terpene component comprising: (a) at least one low volatile terpene having a vapor pressure less than about 0.005 Torr (0.000667 kPa) at 25°C present in an amount of from about 5 wt.% to about 30 wt.% relative to the total weight of the terpene component; (b) at least one moderate volatile terpene having a vapor pressure in the range of about 2.300 Torr (0.307 kPa) to about 0.005 Torr (0.000667 kPa) at 25°C present in an amount of from about 45 wt.% to about 90 wt.% relative to the total weight of the terpene component; and (c) at least one high volatile terpene having a vapor pressure greater than about 2.300 Torr at 25°C present in an amount of from about 5 wt.% to about 25 wt.% relative to the total weight of the terpene component; and
  • the present disclosure also relates to a composition
  • a composition comprising a terpene component comprising: (a) at least one low volatile terpene having a vapor pressure less than about 0.001 Torr (0.000133 kPa) at 25°C present in an amount of from about 5 wt.% to about 37 wt.% relative to the total weight of the terpene component; (b) at least one moderate volatile terpene having a vapor pressure in the range of about 1.500 Torr (0.199 kPa) to about 0.001 Torr (0.000133 kPa) at 25°C present in an amount of from about 40 wt.% to about 85 wt.% relative to the total weight of the terpene component; and (c) at least one high volatile terpene having a vapor pressure greater than about 1.500 Torr (0.199 kPa) at 25°C present in an amount of from about 0.1 wt.% to about 35 wt.
  • compositions as described herein may be in a liquid, solid, or semi-solid form.
  • the present disclosure also relates to a method of vaporizing a composition as defined herein by a user.
  • the present disclosure also relates to a cartridge component of an electronic vaping device comprising a reservoir containing the composition as defined herein.
  • the present disclosure also relates to a kit comprising: i) a cartridge or storage component of heating or vaporization device; ii) a composition as defined herein; and iii) optionally, instructions for using the device and/or composition.
  • the device is an electronic vaping device.
  • kits comprising: i) a composition as defined herein; and ii) instructions for using the composition.
  • the present disclosure also relates to a method of formulating a terpene component as defined herein.
  • Figure 1 is a diagram of a terpene diamond construction for enhancing sexual pleasure in a user according to an embodiment of the present disclosure.
  • Figure 2 is a diagram of a terpene diamond construction for enhancing a pleasant mood in a user according to an embodiment of the present disclosure.
  • Figure 3 is a diagram of a terpene diamond construction for increasing socialization in a user according to an embodiment of the present disclosure.
  • Figure 4 is a sample questionnaire used for panelists trials with each sample to measure the effects of the sample when vaped.
  • the terms “comprises”, “comprising”, “include”, “includes”, “including”, “contain”, “contains” and “containing” are meant to be non-limiting, i.e., other steps and other sections which do not affect the end result can be added.
  • the above terms encompass the terms “consisting of” and “consisting essentially of”.
  • aroma profile means the description of how the aroma is perceived by the consumer at any moment in time. It is a result of the combination of the low, moderate and high volatile terpenes, if present, of an aroma.
  • An aroma profile is composed of two characteristics: “intensity” and “character”. The “intensity” relates to the perceived strength whilst “character” refers to the odour impression or quality of the aroma (e.g., fruity, floral, woody, etc.).
  • the “composition” of the present invention refers to a liquid, solid, or semi solid composition (e.g., distillate, extract, etc.) comprising an effective amount of a terpene formulation to enhance the effect of the cannabinoid to deliver the desired user experience profile.
  • the cannabinoid may be provided separately from or included in the composition of the present invention. In some embodiments, this involves recreating a known user experience associated with a specific cannabis strain based on the quantified user experience profile. In some embodiments, the composition may be formulated for oral or nasal administration.
  • the term “consumer” means both the user of the composition and the observer nearby or around the user.
  • diamond construction means a terpene formulation in which the relative weight percentages of the terpenes classified according to their volatility (i.e., low, moderate or high). Of note is that a diamond constructed terpene formulation has a substantially greater amount of the terpenes having a moderate volatility as compared to the low and high volatile terpenes. Examples of terpene formulations with a diamond construction are shown in Figures 1 to 3.
  • the term “effective amount” refers to an amount of one or more terpenes, and optionally cannabinoids, sufficient for the subject consuming the composition to feel a desired effect (e.g., sexual pleasure, relaxation, improvement in pleasant mood, or increased socialization) after vaporization and inhalation of the composition.
  • terpenes also known as “terpenoids” and can be used interchangeably refer to a class of chemical components comprised of the fundamental building block of isoprene, which can be linked to form linear structures or rings. Terpenes may include hemiterpenes (single isoprenoid unit), monoterpenes (two units), sesquiterpenes (three units), diterpenes (four units), sesterterpenes (five units), triterpenes (six units), and so on. Suitable examples of the terpenes are provided herein below. As discovered by the inventors, simply recreating traditionally constructed terpene mixtures will not ensure an improved aroma profile. Instead, for instance when terpenes are formulated in a diamond construction that the improved aroma profile can be perceived as compared to a control composition absent the terpene diamond construction.
  • Terpenes can be acquired commercially and are available in various purities. There are suppliers of pure and homogenous terpenes, contract laboratories that synthesize terpenes, and contract laboratories that purify terpenes from natural products, e.g., essential oils (see, e.g., Sigma-Aldrich, St. Louis, Mo.; TCI America, Portland, Oreg.; Arizona Chemical, Jacksonville, Fla.).
  • the term “pure” in reference to a terpene means that it is over about 85% pure, over about 90% pure, over about 95% pure, over about 98% pure, over about 99% pure, over about 99.5% pure, or over about 99.99% pure.
  • the term “pure” does not account for any solvent that may be used for dissolving the terpene, such as a solvent that is ethanol, acetone, tetrahydrofuran, and so on. Solvents suitable for dissolving terpenes are well-known in the art.
  • terpene material and “terpene materials” relate to a terpene or a mixture of terpenes that are used to impart a unique aromatic profile to a composition.
  • vapor pressure refers to the partial pressure in air at a defined temperature (e.g., 25°C) and standard atmosphere (e.g., 760 mmHg) for a given chemical species.
  • Vapor pressure is related to the rate of evaporation of a terpene which is defined in an open environment where terpene is leaving the system.
  • the new classification approach better reflects the technical properties of terpenes with respect to evaporation.
  • Vapor pressure for the terpenes can be readily determined by their CAS registry number using SciFinderTM. SciFinderTM uses reference program Advanced Chemistry Development (ACD/Labs) Software Version 2019. Vapor pressure is expressed in 1 Torr, which is equal to 0.133 kilopascal (kPa).
  • the herein described vaporizable compositions are typically used for recreational or medicinal uses.
  • the herein described vaporizable compositions can be used to achieve a desired effect in a user, such as a psychoactive effect, a physiological effect, or a treatment of a condition.
  • a psychoactive effect it is meant a substantial effect on mood, perception, consciousness, cognition, or behavior of a subject resulting from changes in the normal functioning of the nervous system.
  • physiological effect it is meant an effect associated with a feeling of physical and/or emotional satisfaction.
  • treatment of a condition it is meant the treatment or alleviation of a disease or condition by absorption of cannabinoid(s) at sufficient amounts to mediate the therapeutic effects.
  • treating is used herein to mean obtaining a desired pharmacologic and/or physiologic effect.
  • the effect may be prophylactic, in terms of completely or partially preventing a disease, condition, or symptoms thereof, and/or may be therapeutic in terms of a partial or complete cure for a disease or condition and/or adverse effect, such as a symptom, attributable to the disease or disorder.
  • Treatment covers any treatment of a disease or condition of a mammal, such as a dog, cat or human, preferably a human.
  • the disease or condition is selected from the group consisting of pain, anxiety, an inflammatory disorder, a neurological disorder, a psychiatric disorder, a malignancy, an immune disorder, a metabolic disorder, a nutritional deficiency, an infectious disease, a gastrointestinal disorder, and a cardiovascular disorder.
  • the disease or condition is pain.
  • the disease or condition is associated with the feeling of physical and/or emotional satisfaction.
  • the “effective amount” administered and rate and time- course of administration will depend on the desired effect associated with a feeling of physical and/or emotional satisfaction in the subject.
  • the “effective amount” administered and rate and time-course of administration will depend on the nature and severity of the disease or condition being treated and typically also takes into consideration the condition of the individual subject, the method of administration and the like.
  • improved aroma profile it is intended to mean an aroma profile that is characterized as being perceived as having enhanced fidelity by consumers to an aroma profile from the initial impression.
  • the aroma profile may remain consistent, preferably substantially consistent, to the initial impression of the aroma profile upon vaporization and inhalation of the composition initially by the consumer.
  • the expression “improved aroma profile” may also mean a resultant terpene composition wherein the aroma profile is perceived by consumers as being layered and/or nuanced.
  • the aroma profile changes over time upon vaporization and inhalation of the composition.
  • the aroma profile may change over time during vaporization and inhalation such that it may be different on the inhale and exhale so as to provide a layered effect that may be more nuanced/authentic, preferably akin to what one would experience with aroma profile from the actual cannabis strain.
  • “improved aroma profile” may also mean an aroma profile that is different and/or unrelated to the original cannabis strain.
  • the improved aroma profile may not smell like the original cannabis strain, but instead have a different aroma profile (e.g., fruity), even potentially novel or original aroma profile, that is appealing to certain consumers.
  • cannabis connoisseurs may want to elevate their user experience by incorporating a specific aroma profile to enhance the intended purpose (e.g., enhanced sexual pleasure, enhanced pleasant mood, enhanced socialization, etc.).
  • novice cannabis consumers may want a milder user experience by incorporating a specific aroma profile that is familiar (e.g., fruity, fresh, etc.) and does not smell of traditional cannabis products.
  • the approach described in the present application to achieve improved aroma profiles is to formulate the terpenes into a diamond construction to provide for a specific aroma profile.
  • the specific aroma profile may then aid in the enhancement of the desired user experience profile, such as for example, enhanced sexual pleasure, enhanced pleasant mood or enhanced socialization.
  • the enhancement occurs via the specific aroma profile’s ability to influence the feelings, mood and/or emotion of the users.
  • the inventors have discovered that, in the absence of the diamond construction, there may be insufficient character authenticity and/or complexity of the aroma profile for consumer acceptance of the composition. Therefore, the levels of the terpenes need to be carefully chosen to balance consumer acceptance and the desired improvements of the aroma profile.
  • compositions of the present invention comprise a terpene component and optionally at least one cannabinoid.
  • the present disclosure provides for a composition
  • a composition comprising a terpene component comprising: (a) at least one low volatile terpene having a vapor pressure less than about 0.005 Torr (0.000667 kPa) at 25°C present in an amount of from about 9 wt.% to about 35 wt.% relative to the total weight of the terpene component; (b) at least one moderate volatile terpene having a vapor pressure in the range of about 2.300 Torr (0.307 kPa) to about 0.005 Torr (0.000667 kPa) at 25°C present in an amount of from about 40 wt.% to about 90 wt.% relative to the total weight of the terpene component; and (c) at least one high volatile terpene having a vapor pressure greater than about 2.300 Torr (0.307 kPa) at 25°C present in an amount of from about 1 wt.% to about 25 wt.% relative to
  • the above described composition may be suitable for enhancing sexual pleasure in a user.
  • the terpene component is formulated to enhance the effect of at least one cannabinoid, which is provided separately from or included in the composition of the present invention and which is provided in an amount effective and/or in a ratio effective, if applicable, to enhance sexual pleasure.
  • the enhancement of “sexual pleasure” from the cannabinoid may include improvements to physiological aspects or conditions such as, for non-limiting example, threshold desire to commence sexual activity, physical sensitivity during sexual activity and/or enjoyment of sexual activity (e.g., ability to climax, quality of climax, and the like).
  • the present disclosure aims to address this challenge by formulating a composition with terpene mixtures that are formulated using a diamond construction to provide a specific aroma profile that may help alleviate and/or reduce the stresses and/or anxieties.
  • use of cannabis is known to heighten sensations such as smell and/or taste (see Tart C.T., Marijuana intoxication common experiences. Nature. 1970; 226:701-704).
  • the terpene mixtures according to the present disclosure may provide a specific aroma profile that complements a cannabinoid, which may be provided separately or as a component of the composition, and contributes to the enhancement of the sexual pleasure of the user.
  • a cannabinoid which may be provided separately or as a component of the composition, and contributes to the enhancement of the sexual pleasure of the user.
  • it is believed that the resultant terpene mixtures work to complement a cannabinoid by providing an aroma profile that enhances the emotional and/or psychological states of a consumer.
  • the combination of the cannabinoid and the terpene mixtures formulated using a diamond construction may act together, preferably synergistically, to enhance sexual pleasure as compared to cannabinoid use alone or in a comparable composition where the terpene mixtures are formulated according to prior art methods.
  • Suitable cannabinoids for use with or inclusion in the composition of the present invention are described elsewhere in this description.
  • the composition according to the present disclosure comprises the terpene component present in an amount of from about 1 wt.%, 2 wt.%, 3 wt.%, 4 wt.%, 5wt.%, or 6 wt.% to about 10 wt.%, 12 wt.%%, 14 wt.%, 15 wt.%, 20 wt.%, or 30 wt.%, relative to the total weight of the composition.
  • the terpene component is present in an amount of from about 1 wt.% to about 30 wt.%, from about 3 wt.% to about 20 wt.%, or from about 5 wt.% to about 15 wt.%, relative to the total weight of the composition.
  • the terpene component of the composition suitable for enhancing sexual pleasure may comprise the terpenes described below. (i) Low Volatile Terpenes
  • the terpene component comprises at least one low volatile terpene having a vapor pressure less than about 0.005 Torr (0.000667 kPa) at 25°C.
  • the composition according to the present disclosure may comprise at least 1 low volatile terpene, at least 2 low volatile terpenes, at least 3 low volatile terpenes, at least 5 low volatile terpenes, or at least 7 low volatile terpenes.
  • the compositions of the present disclosure can comprise low levels of the at least one low volatile terpene in an amount of from about 9 wt.% to about 35 wt.%, relative to the total weight of the terpene component.
  • the at least one low volatile terpene may be present in an amount of from at least about 9 wt.%, 10 wt.%, 12 wt.% or 15 wt.% to less than about 33 wt.%, 31 wt.%, or 35 wt.%, relative to the total weight of the terpene component. If there is more than one low volatile terpene, then the amount provided hereinabove represents the combined total of all the low volatile terpenes.
  • Low volatile terpenes may be selected from the group consisting of Low Volatile Terpene Materials provided in Table 1 below, and mixtures thereof.
  • the low volatile terpene may be selected from the group consisting of caryophyllene acetate, phytol, and mixtures thereof.
  • the terpene component comprises at least one moderate volatile terpene having a vapor pressure in the range of about 2.300 Torr (0.307 kPa) to about 0.005 Torr (0.000667 kPa) at25°C.
  • the composition according to the present disclosure may comprise at least 1 moderate volatile terpene, at least 2 moderate volatile terpenes, at least 3 moderate volatile terpenes, at least 5 moderate volatile terpenes, or at least 7 moderate volatile terpenes.
  • compositions of the present disclosure may comprise the moderate volatile terpenes present in an amount of from about 40 wt.% to about 90 wt.%, relative to the total weight of the terpene component.
  • the at least one moderate volatile terpene may be present in an amount of from at least about 40 wt.%, at least about 45 wt.%, at least about 50 wt.%, or at least about 55 wt.% to less than about 90 wt.%, less than about 85 wt.%, less than about 80 wt.%, or less than about 75 wt.%, relative to the total weight of the terpene component.
  • Moderate volatile terpenes may be selected from the group of Moderate Volatile Terpene Materials provided in Table 2 below, and mixtures thereof.
  • the moderate volatile terpene may be selected from the group consisting of humulene (a-caryophyllene), valencene, beta caryophyllene, citral, orange terpenes, linalool, gamma terpinene, alpha-terpineol, terpineolene, d-limonene, natural myrcene, alpha terpinene, and mixtures thereof
  • the terpene component comprises at least one high volatile terpene having a vapor pressure greater than about 2.300 Torr (0.307 kPa) at 25°C.
  • the composition according to the present disclosure may comprise at least 1 high volatile terpene, at least 2 high volatile terpenes, at least 3 high volatile terpenes, at least 5 high volatile terpenes, or at least 7 high volatile terpenes.
  • the compositions of the present disclosure can comprise the high volatile terpenes in an amount of from about 1 wt.% to about 25 wt.%, relative to the total weight of the terpene component.
  • the at least one high volatile terpene may be present in an amount of from at least about 1 wt.%, at least about 2 wt.%, at least about 4 wt.%, or at least about 5 wt.% to less than about 25 wt.%, less than about 24 wt.%, less than about 23 wt.%, or less than about 20 wt.%, relative to the total weight of the terpene component. If there is more than one high volatile terpene, then the amount provided hereinabove represents the combined total of all the high volatile terpenes.
  • High volatile terpenes may be selected from the group of High Volatile Terpene Materials provided in Table 3 below, and mixtures thereof.
  • the high volatile terpene may be selected from the group consisting of beta terpinene, beta pinene, delta 3 carene, alpha pinene, and mixtures thereof.
  • the inventors have surprisingly discovered that using a diamond construction to formulate the terpene component of a composition as noted above, the resultant sexual pleasure in a consumer may be enhanced from use of the composition.
  • the specific aroma profile of the terpene component may help to alleviate and/or reduce the stresses and/or anxieties that may negatively impact sexual performance, and/or it may work to complement the cannabinoid, which may be provided separately or included in the composition, by enhancing the emotional and/or psychological states of a consumer.
  • Composition for Enhancing a pleasant Mood may help to alleviate and/or reduce the stresses and/or anxieties that may negatively impact sexual performance, and/or it may work to complement the cannabinoid, which may be provided separately or included in the composition, by enhancing the emotional and/or psychological states of a consumer.
  • the present disclosure provides for a composition
  • a composition comprising a terpene component comprising: (a) at least one low volatile terpene having a vapor pressure less than about 0.005 Torr (0.000667 kPa) at 25°C present in an amount of from about 5 wt.% to about 30 wt.% relative to the total weight of the terpene component; (b) at least one moderate volatile terpene having a vapor pressure in the range of about 2.300 Torr (0.307 kPa) to about 0.005 Torr (0.000667 kPa) at 25°C present in an amount of from about 45 wt.% to about 90 wt.% relative to the total weight of the terpene component; and (c) at least one high volatile terpene having a vapor pressure greater than about 2.300 Torr (0.307 kPa) at 25°C present in an amount of from about 5 wt.% to about 25 wt.% relative to the total weight of the
  • composition described above may be suitable for enhancing a pleasant mood in a user, which can generally be understood to mean, in a non-limiting example, supporting a calm, euphoric and/or relaxed mood.
  • Cannabis is a psychoactive substance that acts primarily upon the central nervous system where it affects brain function by activation of cannabinoid receptors located throughout the body, this results in alterations in mood in a user.
  • cannabis may be used recreationally to purposefully achieve a pleasant mood (e.g., euphoria, calm and/or a sense of relaxation).
  • the terpene component of the composition is formulated to enhance the effect of at least one cannabinoid, which is provided separately from or included in the composition of the present invention and which is provided in an amount effective and/or in a ratio effective, if applicable, to enhance a pleasant mood as noted above.
  • the present disclosure relates to compositions comprising terpene mixtures that are formulated using a diamond construction in order to provide a specific aroma profile that may help enhance a pleasant mood.
  • the terpene mixtures according to the present disclosure may provide a specific aroma profile that complements a cannabinoid provided separately or included in the composition and contributes to the enhancement of a pleasant mood in the user.
  • the resultant terpene mixtures may function to complement the cannabinoid by imparting a specific aroma profile that imparts a pleasant odor to drive consumer acceptance of the cannabinoid, which may be particularly desirable to cannabis connoisseurs.
  • the resultant terpene mixture may function to suppress the undesirable scent of the cannabis extract during use of the composition.
  • the distinctive odor of the cannabis extract may be masked during use, which may be particularly desirable to cannabis consumers.
  • Suitable cannabinoids for use with or inclusion in the composition of the present invention are described elsewhere in this description.
  • the composition according to the present disclosure comprises the terpene component present in an amount of from about 1 wt.%, 2 wt.%, 3 wt.%, 4 wt.%, 5wt.%, or 6 wt.% to about 10 wt.%, 12 wt.%%, 14 wt.%, 15 wt.%, 20 wt.%, or 30 wt.%, relative to the total weight of the composition.
  • the terpene component is present in an amount of from about 1 wt.% to about 30 wt.%, from about 3 wt.% to about 20 wt.%, or from about 5 wt.% to about 15 wt.%, relative to the total weight of the composition.
  • the terpene component of the composition suitable for enhancing a pleasant mood may comprise the terpenes described below.
  • the terpene component comprises at least one low volatile terpene having a vapor pressure less than about 0.005 Torr (0.000667 kPa) at 25°C.
  • the composition according to the present disclosure may comprise at least 1 low volatile terpene, at least 2 low volatile terpenes, at least 3 low volatile terpenes, at least 5 low volatile terpenes, or at least 7 low volatile terpenes.
  • the compositions of the present disclosure can comprise low levels of the at least one low volatile terpene in an amount of from about 5 wt.% to about 30 wt.%, relative to the total weight of the terpene component.
  • the at least one low volatile terpene may be present in an amount of from at least about 5 wt.%, at least about 6 wt.%, at least about 8 wt.%, at least about 10 wt.%, or at least 12 wt.% to less than 30 wt.%, less than about 28 wt.%, or less than about 25 wt.%, relative to the total weight of the terpene component. If there is more than one low volatile terpene, then the amount provided hereinabove represents the combined total of all the low volatile terpenes.
  • Low volatile terpenes may be selected from the group of Low Volatile Terpene Materials provided in Table 4 below, and mixtures thereof.
  • the low volatile terpene may be selected from the group consisting of phytol, alpha bisabolol, caryophyllene acetate, and mixtures thereof. Table 4 - Low Volatile Terpene Materials
  • the terpene component comprises at least one moderate volatile terpene having a vapor pressure in the range of about 2.300 Torr (0.307 kPa) to about 0.005 Torr (0.000667 kPa) at25°C.
  • the composition according to the present disclosure may comprise at least 1 moderate volatile terpene, at least 2 moderate volatile terpenes, at least 3 moderate volatile terpenes, at least 5 moderate volatile terpenes, or at least 7 moderate volatile terpenes.
  • the compositions of the present disclosure can comprise the moderate volatile terpenes in an amount of from about 45 wt.% to about 90 wt.%, relative to the total weight of the terpene component.
  • the moderate volatile terpene may be present in an amount of from at least about 45 wt.%, at least about 50 wt.%, or at least about 55 wt.% to less than about 85 wt.%, less than about 80 wt.%, or less than about 75 wt.%, relative to the total weight of the terpene component. If there is more than one moderate volatile terpene, then the amount provided hereinabove represents the combined total of all the moderate volatile terpenes.
  • Moderate volatile terpenes may be selected from the group of Moderate Volatile Terpene Materials provided in Table 5 below, and mixtures thereof.
  • the moderate volatile terpene may be selected from the group consisting of humulene (a-caryophyllene), valencene, geranyl acetate, beta caryophyllene (carypohyllene extra), citral, geraniol, nerol, alpha-terpineol, alpha terpinene, gamma terpinene, terpineolene, alpha phellandrene, d-limonene, linalool, natural myrcene, para cymene, and mixtures thereof.
  • the terpene component comprises at least one high volatile terpene having a vapor pressure greater than about 2.300 Torr (0.307 kPa) at 25°C.
  • the composition according to the present disclosure may comprise at least 1 high volatile terpene, at least 2 high volatile terpenes, at least 3 high volatile terpenes, at least 5 high volatile terpenes, or at least 7 high volatile terpenes.
  • the compositions of the present disclosure can comprise the high volatile terpenes in an amount of from about 5 wt.% to about 25 wt.%, relative to the total weight of the terpene component.
  • the high volatile terpenes may be present in an amount of at least about 5 wt.%, at least about 6 wt.%, at least about 7 wt.%, or at least about 8 wt.% to less than about 24 wt.%, less than about 23 wt.%, or less than about 20 wt.%, relative to the total weight of the terpene component. If there is more than one high volatile terpene, then the amount provided hereinabove represents the combined total of all the high volatile terpenes.
  • High volatile terpenes may be selected from the group of High Volatile Terpene Materials provided in Table 6 below, and mixtures thereof.
  • the high volatile terpenes may be selected from the group consisting of beta pinene, delta 3 carene, alpha pinene, natural myrcene, and mixtures thereof.
  • the inventors have surprisingly discovered that by using a diamond construction to formulate the terpene component of a composition as noted above, the pleasant mood in a user may be enhanced.
  • enhancing a pleasant mood it is meant that the specific aroma profile of the terpene component in the composition may help to enhance a calm, euphoric and/or relaxed mood.
  • the present disclosure provides for a composition
  • a composition comprising a terpene component comprising: (a) at least one low volatile terpene having a vapor pressure less than about 0.001 Torr (0.000133 kPa) at 25°C present in an amount of from about 5 wt.% to about 37 wt.% relative to the total weight of the terpene component; (b) at least one moderate volatile terpene having a vapor pressure in the range of about 1.500 Torr (0.199 kPa) to about 0.001 Torr (0.000133 kPa) at 25°C, present in an amount of from about 40 wt.% to about 85 wt.% relative to the total weight of the terpene component; and (c) at least one high volatile terpene having a vapor pressure greater than about 1.500 Torr (0.199 kPa) at 25°C present in an amount of from about 0.1 wt.% to about 35 wt.% relative to the total weight of
  • composition may be suitable for enhancing socialization in a user, which can generally be understood to mean, for example, reducing or minimizing social anxiety (e.g., panic disorder), and/or reducing or minimizing social avoidance (i.e., social phobia), often due to social interactions and/or situations.
  • social anxiety e.g., panic disorder
  • social avoidance i.e., social phobia
  • Non-limiting examples of social interactions and situations causing social anxiety include meeting unfamiliar people, situations in which the individual may be performing in front of others, being evaluated (possibly negatively) by others, or being embarrassed, humiliated, rejected by and/or be offensive to others.
  • Non-limiting examples of social phobia - where a disproportionate fear, anxiety, or avoidance is induced by a given situation - include an anxiety or avoidance of an animal, an insect, an environment, an individual, etc.
  • Cannabinoids have been shown to reduce social anxiety (see Bergamaschi et al., 2003 “Cannabidiol Reduces the Anxiety Induced by Simulated Public Speaking in Treatment-Naive Social Phobia Patients”, Neuropsychopharmacology 36(6): 1219-1226).
  • cannabis may be used recreationally to purposefully alter one’s psychological state so that the user may achieve an enhanced socialization experience.
  • the terpene component of the composition is formulated to enhance the effect of at least one cannabinoid, which is provided separately from or included in the composition of the present invention and which is provided in an amount effective and/or in a ratio effective, if applicable, to enhance socialization as noted above.
  • the resultant terpene mixtures may function to complement the cannabinoid, which may be provided separately or included in the composition, by imparting a specific aroma profile that imparts a pleasant odor to the composition thereby enhancing socialization of the user.
  • the resultant terpene mixtures may function to complement the cannabinoid by providing a specific aroma profile that reduces or minimizes social anxiety (e.g., panic disorder), and/or social avoidance (i.e., social phobia).
  • Suitable cannabinoids for use with or inclusion in the composition are described elsewhere in this description.
  • composition according to the present disclosure may comprise the terpene component present in an amount of from about 1 wt.%, 2 wt.%, 3 wt.%, 4 wt.%, 5wt.%, or 6 wt.% to about 10 wt.%, 12 wt.%%, 14 wt.%, 15 wt.%, 20 wt.%, or 30 wt.%, relative to the total weight of the composition.
  • the terpene component is present in an amount of from about 1 wt.% to about 30 wt.%, from about 3 wt.% to about 20 wt.%, or from about 5 wt.% to about 15 wt.%, relative to the total weight of the composition.
  • the terpene component of the composition suitable for enhancing socialization may comprise the terpenes described below. (i) Low Volatile Terpenes
  • the terpene component comprises at least one low volatile terpene having a vapor pressure less than about 0.001 Torr (0.000133 kPa) at 25°C.
  • the composition according to the present disclosure may comprise at least 1 low volatile terpene, or at least 2 low volatile terpenes, at least 3 low volatile terpenes, at least 5 low volatile terpenes, or at least 7 low volatile terpenes.
  • the compositions of the present disclosure can comprise low levels of the at least one low volatile terpene in an amount of from about 5 wt.% to about 37 wt.%, relative to the total weight of the terpene component.
  • the at least one low volatile terpene may be present in an amount of from at least about 5 wt.%, at least about 6 wt.%, at least about 8 wt.%, or at least about 10 wt.% to less than about 37 wt.%, less than about 36 wt.%, or less than about 35 wt.%, relative to the total weight of the terpene component. If there is more than one low volatile terpene, then the amount provided hereinabove represents the combined total of all the low volatile terpenes.
  • Low volatile terpenes may be selected from the group of Low Volatile Terpene Materials provided in Table 7 below, and mixtures thereof.
  • the low volatile terpenes may be selected from the group consisting of maltol isobutyrate, phytol, alpha bisabolol, caryophyllene acetate, and mixtures thereof.
  • the terpene component comprises at least one moderate volatile terpene having a vapor pressure in the range of about 1.500 Torr (0.199 kPa) to about 0.001 Torr (0.000133 kPa) at25°C.
  • the composition according to the present disclosure may comprise at least 1 moderate volatile terpene, at least 2 moderate volatile terpenes, at least 3 moderate volatile terpenes, at least 5 moderate volatile terpenes, or at least 7 moderate volatile terpenes.
  • the compositions of the present disclosure can comprise the moderate volatile terpenes in an amount of from 40 wt.% to about 85 wt.%, relative to the total weight of the terpene component.
  • the moderate volatile terpenes may be present in an amount of at least about 40 wt.%, at least about 42 wt.%, or at least about 43 wt.% to less than about 85 wt.%, less than about 80 wt.%, or less than about 75 wt.%, relative to the total weight of the terpene component. If there is more than one moderate volatile terpene, then the amount provided hereinabove represents the combined total of all the moderate volatile terpenes.
  • Moderate volatile terpenes may be selected from the group of Moderate Volatile Terpene Materials provided in Table 8 below and mixtures thereof.
  • the moderate volatile terpene may be selected from the group consisting of humulene (a-caryophyllene), aldehyde c- 18 (g-Nonalactone), strawberry furanone acetate, allyl caproate, hexenyl cis 3 acetate, humulene (a-Caryophyllene), beta caryophyllene, nerol, geranyl acetate, alpha-terpineol, linalool, terpineolene, dimethyl benzyl carbinyl butyrate, orange terpenes, terpineolene, aldehyde c-16 (Ethyl Methyl Phenyl Glycidate), d-limonene, and mixtures thereof.
  • the terpene component comprises at least one high volatile terpene having a vapor pressure greater than about 1.500 Torr (0.199 kPa) at 25°C.
  • the composition according to the present disclosure comprises at least 1 high volatile terpene, or at least 2 high volatile terpenes, at least 3 low volatile terpenes, at least 5 low volatile terpenes, or at least 7 low volatile terpenes.
  • the compositions of the present disclosure can comprise the high volatile terpenes in an amount of from about 0.1 wt.% to about 35 wt.%, relative to the total weight of the terpene component.
  • the high volatile terpenes may be present in an amount of at least 0.1 wt.%, at least 0.5 wt.%, at least 1 wt.%, or at least 2 wt.% to less than about 35 wt.%, less than about 33 wt.%, less than about 32 wt.%, or less than about 30 wt.%, relative to the total weight of the terpene component. If there is more than one high volatile terpene, then the amount provided hereinabove represents the combined total of all the high volatile terpenes. High volatile terpenes may be selected from the group of High Volatile Terpene Materials provided in Table 9 below and mixtures thereof.
  • the high volatile terpenes may be selected from the group consisting of hexyl acetate, amyl acetate, alpha phellandrene, natural myrcene, delta 3 carene, alpha pinene, ethyl butyrate, isopropyl 2 methyl butyrate, and mixtures thereof.
  • the socialization in a user may be enhanced by helping to reduce or minimize, for example, social anxiety (e.g., panic disorder) and/or social avoidance (i.e. , social phobia).
  • social anxiety e.g., panic disorder
  • social avoidance i.e. , social phobia
  • compositions of the present disclosure may optionally comprise at least one cannabinoid.
  • Cannabinoids are commonly used for recreational purposes to produce physiological effects associated with a feeling, mood and/or emotion.
  • cannabinoids are generally understood to include any chemical compounds that act upon a cannabinoid receptor.
  • Cannabinoids may include endocannabinoids (i.e., produced naturally by humans and animals), phytocannabinoids (i.e., found in cannabis and some other plants), and semi-synthetic or synthetic cannabinoids (i.e., manufactured artificially, for example cannabinoids produced in yeast, for example as described in WO WO2018/148848).
  • phytocannabinoids include, but are not limited to cannabichromanon (CBCN), cannabichromene (CBC), cannabichromevarin (CBCV), cannabicitran (CBT), cannabicyclol (CBL), cannabicyclovarin (CBLV), cannabidiol (CBD, defined below), cannabidiolic acid (CBDA), cannabidiol monomethylether (CBDM), cannabidiol-C4 (CBD-C4), cannabidiorcol (CBD-C1), cannabidiphorol (CBDP), cannabidivarin (CBDV), cannabielsoin (CBE), cannabifuran (CBF), cannabigerol (CBG), cannabigerol monomethylether (CBGM), cannabigerolic acid (CBGA), cannabigerovarin (CBGV), cannabinodiol (CBND),
  • Cannabidiol means one or more of the following compounds: A2-cannabidiol, D5- cannabidiol (2-(6-isopropenyl-3-methyl-5-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol); D4- cannabidiol (2-(6-isopropenyl-3-methyl-4-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol); D3- cannabidiol (2-(6-isopropenyl-3-methyl-3-cyclohexen-l-yl)-5-pentyl-l,3-benzenediol); D3,7- cannabidiol (2-(
  • Tetrahydrocannabinol means one or more of the following compounds: D8- tetrahydrocannabinol (Dd-THC), Dd-tetrahydrocannabivarin (Dd-THCV), A9-cis- tetrahydrocannabinol (cis-THC), A9-tetrahydrocannabinol (D9-THO), D10-tetrahydrocannabinol (DIO-THC), A9-tetrahydrocannabinol-C4 (THC-C4), A9-tetrahydrocannabinolic acid-C4 (THCA- C4), synhexyl (n-hexyl-A3THC).
  • THC means one or more of the following compounds: A9-tetrahydrocannabinol and D8- tetrahydrocannabinol.
  • Examples of synthetic cannabinoids include, but are not limited to, naphthoylindoles, naphthylmethylindoles, naphthoylpyrroles, naphthylmethylindenes, phenylacetylindoles, cyclohexylphenols, tetramethylcyclopropylindoles, adamantoylindoles, indazole carboxamides, and quinolinyl esters.
  • the at least one cannabinoid in the cannabinoid composition as described herein may be in an acid form or a non-acid form, the latter also referred to as the decarboxylated form, since the non-acid form can be generated by decarboxylating the acid form.
  • the cannabinoid can be in its acid or non-acid form or may be a mixture of both acid and non-acid forms.
  • the cannabinoid is cannabidiol (CBD), tetrahydrocannabinol (THC) or a mixture thereof.
  • CBD cannabidiol
  • THC tetrahydrocannabinol
  • CBD cannabinoid
  • suitable mixtures of the cannabinoid that can be used in the present disclosure include a mixture of THC and CBD. Certain specific ratios of cannabinoids may be useful to produce the desired feeling, mood and/or emotion.
  • the cannabinoid is a mixture of THC and CBD, for example in a weight ratio (w/w) of from about 1:1000 to about 1000:1.
  • the (w/w) ratio of THC to CBD in the composition may be about 1:1000, about 1:900, about 1:800, about 1:700, about 1:600, about 1:500, about 1:400, about 1:300, about 1:250, about 1:200, about 1:150, about 1:100, about 1:90, about 1:80, about 1:70, about 1 :60, about 1:50, about 1:45, about 1:40, about 1:35, about 1:30, about 1:29, about 1:28, about 1 :27, about 1:26, about 1:25, about 1:24, about 1:23, about 1:22, about 1:21, about 1:20, about 1 :19, about 1:18, about 1:17, about 1:16, about 1:15, about 1:14, about 1:13, about 1:12, about 1:11, about 1:10, about 1:9, about 1:8, about 1:7, about 1:6, about 1:5,
  • the cannabinoid or each of the cannabinoids may be an isolated cannabinoid having > 90%, > 95%, > 98%, > 98%, > 99% or > 99.5%, purity present in at least one carrier oil or solvent. It is especially preferred that the cannabinoids have high purity (i.e., Pharmacopoeia Grade substances, which may be obtained from a natural source or via synthetic means) to enable sufficient solubility in a liquid composition or to lead to substantially homogeneous distribution in a solid or semi-solid composition. Solubility is important so that the cannabinoids remain in solution and do not precipitate out over time, which can lead to homogeneous distribution in solids.
  • Suitable carriers and solvents for cannabinoids are known in the art.
  • Non-limiting examples of carrier oils or solvent suitable for use with cannabinoids include: borage oil, castor oil, a citrus oil (e.g., lemon oil, orange oil), coconut oil, corn oil, cottonseed oil, a flax seed oil, a grape seed oil, a marine oil (e.g., a fish oil, an algal oil, a fungal oil), a mustard oil, a nut oil (e.g., peanut oil, almond oil, cashew oil, walnut oil), olive oil, palm oil (and/or a fraction thereof), palm kernel oil, peppermint oil, poppy seed oil, rapeseed oil (e.g., a canola oil), a rice bran oil, safflower oil, sesame oil, soybean oil, hydrogenated soybean oil, sunflower oil, hydrogenated vegetable oils, glyceryl esters of saturated fatty acids, glyceryl behenate, glyceryl
  • the at least one cannabinoid is included in the composition of the present invention, it may be present in the composition in an amount of from about 70 wt.%, 75 wt.%, 80 wt.%, or 85 wt.% to about 99 wt.%, 98 wt.%, 97 wt.%, 96 wt.% or 95 wt.% relative to the total weight of the composition.
  • the at least one cannabinoid may be present in the composition in an amount of from about 70 wt.% to about 99 wt.%, from about 80 wt.% to about 97 wt.%, or from about 85 wt.% to about 95 wt.% relative to the total weight of the composition.
  • the cannabinoids for use with or inclusion in the compositions as described herein may be obtained from any source material comprising cannabinoids known in the art.
  • suitable examples of source material comprising cannabinoids include, but are not limited to, cannabis or hemp plant material (e.g., flowers, seeds, trichomes, and kief), milled cannabis or hemp plant material, extracts obtained from cannabis or hemp plant material (e.g., resins, waxes and concentrates), and distilled extracts or kief.
  • pure or isolated cannabinoids and/or source materials comprising cannabinoids may be combined with water, lipids, hydrocarbons (e.g., butane), ethanol, acetone, isopropanol, or mixtures thereof.
  • the composition comprises or is used with an effective amount of the at least one cannabinoid for producing physiological effects associated with a feeling, a mood and/or an emotion.
  • the composition comprising the at least one cannabinoid may comprise the at least one cannabinoid in an amount of from about 0.001 mg/ml_ to about 500 mg/mL, from about 0.005 mg/ml_ to about 300 mg/mL, from about 0.01 mg/mL to about 100 mg/mL, from about 0.5 mg/mL to about 50 mg/mL, from about 0.1 mg/mL to about 20 mg/mL or from about 0.1 mg/mL to about 10 mg/mL, or any ranges therein, of the at least one cannabinoid.
  • Cannabinoid provided at such an amount can be particularly effective in producing physiological effects associated with a feeling, a mood and/or an emotion, such as for non-limiting example, enhanced sexual pleasure, enhanced pleasant mood, and/or enhanced socialization, preferably without any adverse side- effects.
  • the at least one cannabinoid may be used with or included in the composition in a weight ratio of from about 100:1 to about 1:1, from about 20:1 to about 2:1, or from about 10:1 to about 4:1 cannabinoid:terpene.
  • composition according to the present disclosure may additionally comprise the usual and conventional ancillary components or ingredients that are known to one skilled in the art. It will be appreciated that selected components or ingredients for the compositions must be chemically and physically compatible with one another. Furthermore, and as would be known to a person of skill in the art, the composition of the present invention may also comprise ingredients commonly included in liquid or solid formulations, based on the application in which the composition shall be used.
  • the present disclosure may relate to a composition for use in a vaping device.
  • the composition may be a liquid vaporizable composition for pulmonary administration.
  • the cannabinoid composition for use in a vaping device may be formulated for vaporization and/or inhalation using a heat vaporizer or a nebulizer.
  • the composition may be a solid composition formulated for use in a heating or vaporizing device.
  • compositions described herein may be for use in an edible.
  • Ingredients used in edible products are commonly known in the art.
  • compositions of the present disclosure may comprise an aroma enhancer as described herein below. Suitable examples of the aroma enhancer are known to those skilled in the art or disclosed in US Patent No. 3,625,709. [0115]
  • the aroma enhancer may be present in an amount of from about 0.01 wt.% to about 15 wt.%, from about 0.1 wt.% to about 18 wt.%, from about 1 wt.% to about 12 wt.%, from about 2 wt.% to about 10 wt.%, from about 5 wt.% to about 8 wt.%, relative to the total weight of the composition. If there is more than one aroma enhancer, then the amount provided hereinabove represents the combined total of all the aroma enhancers.
  • An aroma enhancer of the present disclosure may be a liquid or a solid at ambient temperatures.
  • the aroma enhancer may be fully miscible with the terpenes to form a single phase liquid or substantially homogeneous solid.
  • co-solvents well known to those skilled in the art can be added to aid in the solubility of the terpenes.
  • the compositions according to the present disclosure may be in liquid form and have a viscosity at room temperature suitable for use in a vaping device.
  • cannabinoids and/or terpenes undergo solvent extractions and winterization. The extracted products are then reconstituted in suitable solvents.
  • the viscosity of the terpenes and the optional cannabinoids may be high due to the inherent physiochemical properties of the reconstituted solvents.
  • the cannabinoids and/or terpenes may be diluted in a suitable solvent (e.g., carrier oil as described herein above), to obtain a viscosity that is appropriate for proper operation of the vaping device.
  • a suitable solvent e.g., carrier oil as described herein above
  • the solvent into which the terpenes and the optional cannabinoids are formulated can be made more viscous to increase the concentrations of the terpenes and the optional cannabinoids. In some embodiments, the solvent into which the terpenes and the optional cannabinoids are formulated can be made less viscous to decrease the concentrations of the terpenes and the optional cannabinoids.
  • viscosity modifier refers to any additive that can modify the composition viscosity to a desired viscosity level (either higher or lower). Typical examples include, without limitations, solvents, and gelling agents. Such viscosity modifiers may be, for example and without wishing to be limiting, Aerosil (silicon dioxide), cetostearyl alcohol, cetyl alcohol, stearyl alcohol, Gelucire 33/01, Gelucire 39/01 ; Gelucire 43/01 ; glyceryl behenate (Compritol 888 ATO); glyceryl palmitostearate (Precirol AT05); Softisan 100; Softisan 142;
  • the rheological measurements to measure viscosity of a solution can be carried out using a rheometer, for example, a Brookfield R/S Plus controlled-shear-rate rheometer (Brookfield Engineering Labs, Middleboro-MA, USA) with concentric cylinder geometry (CC25) or a Rheosys Merlin II with 25mm concentric cylinder.
  • the tests can be performed at various temperatures, for example but without being limited at 10°C, room temperature, 30°C, 50°C, and/or 70°C.
  • the temperature can be controlled by, for example, a LAUDA 3200 thermostatic bath (Lauda, Lauda- Konigshofen - Germany), properly attached to the rheometer.
  • the shear stress and apparent viscosity data can be obtained in a controlled rate method, for example one ranging from 0 to 300 s-1 on the upward curve, and 300 to 0 s-1 on the downward curve.
  • the total run time for each ascending and descending curve can be any suitable time, for example 5 min; shear stress and apparent viscosity values can be obtained at any suitable interval, for example every 7.5 s, resulting in 40 points. All the analyses can be carried out in duplicate. pH Modifiers
  • the composition of the present disclosure may include one or more pH adjusting agents to improve stability. It is believed that pH modifiers can also control cannabinoid release, if cannabinoids are included in the composition.
  • the pH of the composition is from about 5 to about 9, or from about 5.5 to about 7.5. Alternatively, the pH can be greater than about 6, greater than about 7, or from about 8 to about 10.
  • the pH of the composition may be modified using any acceptable means. Suitable examples of pH modifiers include, but are not limited to, organic acid or base, for example, but not limited to tartaric acid, phosphoric acid, hydrochloric acid, maleic acid, sodium hydroxide, citric acid and the like, known to those of ordinary skill in the art.
  • the pH is typically measured using a weight ratio of 1:3 of composition:water, whereby 1 gram of the composition is mixed into 3 grams of deionized water, and then the pH is assessed with an industry-accepted pH probe that is calibrated under ambient conditions.
  • the pH may be measured by a pH meter with Automatic Temperature Compensating (ATC) probe.
  • ATC Automatic Temperature Compensating
  • the pH meter may be capable of reading to 0.001 pH unit.
  • the composition of the present disclosure comprises effective amounts of one or more stabilizers to promote stability of the composition against unacceptable degradation.
  • the stabilizers may comprise one or more anti-oxidants, one or more organic bases, and/or other stabilizers known to those skilled in the art.
  • the stabilizers comprise povidone (polyvinylpyrrolidone, PVP).
  • the term “stability”, as it applies to the composition of the present disclosure, means that at least about 80 wt.%, or at least about 90 wt.% of the cannabinoids and/or terpenes in the cannabinoid composition are in undegraded form after exposure of the composition to standard storage conditions.
  • Storage conditions may be storage at (i) 2-8°C, (ii) 25°C/60% relative humidity (RH) for 6-24 months; (iii) 30°C/60% relative humidity (RH) for 6 months; (iv) 40°C/60% relative humidity (RH) for 1-8 months; or (v) any combination thereof.
  • the composition may be a liquid, solid, or semi-solid vaporizable composition formulated for vaporization and/or inhalation using a heat vaporizer or a nebulizer.
  • the composition when the composition is formulated for pulmonary administration via nebulizer, the composition may comprise from about 15 wt.% to about 50 wt.% ethanol, from about 15 wt.% to about 60 wt.% buffered aqueous solution, from about 0.1 wt.% to about 25 wt.% propylene glycol and from about 1 wt.% to about 30 wt.% polyethylene glycol.
  • compositions described herein may be for use in an edible.
  • Ingredients used in edible products are commonly known in the art.
  • the concentration of the terpenes and cannabinoids (provided separately or in the composition of the present disclosure) needed to achieve the desired physiological effect can be easily correlated to the number of vaporization events (e.g., puffs) by the consumer.
  • Some consumers desire to obtain a quick effect with the minimum number of puffs. In these instances, compositions with higher terpene/cannabinoid concentrations are desired. Other consumers may prefer a slower effect over a plurality of puffs. In these instances, compositions with lower terpene/cannabinoid concentrations are preferred.
  • the consumer vaporizing and inhaling the composition may adjust the amount of terpenes and cannabinoids (provided separately or in the composition of the present disclosure) inhaled “manually”; for example, by inhaling more (e.g., more puffs or larger puffs) if the carrier oil is of relatively low terpene/cannabinoid concentration, or by inhaling a little less (e.g., less puffs or smaller puffs) if the carrier oil is of relatively high terpene/cannabinoid concentration, to achieve the desired effect.
  • more e.g., more puffs or larger puffs
  • a little less e.g., less puffs or smaller puffs
  • the composition according to the present disclosure has a characteristic aroma profile, which is a description of how the aroma is perceived by the human nose at any moment in time.
  • the aroma profile is a result of the combination of the low, moderate and high volatile terpenes of a composition.
  • An aroma profile is composed of two characteristics: “intensity” and “character”. The “intensity” refers to the perceived strength whilst “character” refers to the aroma impression or quality of the terpenes. Accordingly, the aroma profile therefore can be characterized by aroma character, aroma intensity or both.
  • the aroma profile associated with a composition of the present disclosure remains consistent, or substantially consistent, to an initial impression of the aroma profile to a consumer. In some embodiments, the aroma profile associated with a composition of the present disclosure remains consistent over time during vaporization and inhalation. The consistency in the aroma profile is characterized by consistency in the aroma character, consistency in the aroma intensity, or both. In one embodiment, the aroma profile remains consistent over one or more vaporization events (i.e. , puffs).
  • the term “initial impression” refers to the aroma profile upon (vaporization and) inhalation of the composition initially by the consumer.
  • enhanced fidelity it can mean that the perception by the consumer of the fidelity of the aroma profile contributed by the terpenes is markedly increased or enhanced as compared to controls.
  • Increased or “enhanced” in this context of “fidelity” means that the consumer perceives the aroma profile of a composition as not changing from their initial impression or that the changes are minimal from when the composition was first vaporized and inhaled. In other words, the fidelity of the perceived aroma profile of the composition is maintained over time.
  • the aroma profile associated with a composition of the present disclosure changes over time during the vaporization and inhalation.
  • the changes in the aroma profile may be characterized by changes in aroma character, changes in aroma intensity, or both.
  • the changes in the aroma profile may occur over one or more vaporization events (i.e., puffs).
  • the present disclosure provides the formulator options to formulate compositions having new aroma profiles not previously possible.
  • composition of the present disclosure is useful for producing a desirable physiological effect in a consumer.
  • the desired effect is associated with a feeling of physical and/or emotional satisfaction in the consumer.
  • composition of the present disclosure may be used in a conventional manner.
  • the composition of the present disclosure can be formulated for inhalation into the lungs (e.g., by a heat vaporizer (“vape”) or nebulizer).
  • vape heat vaporizer
  • the present disclosure relates to a method for vaporizing (and inhalation) of a composition as described herein.
  • this method is beneficial by providing a specific aroma profile to enhance the intended purpose (e.g., enhanced sexual pleasure, enhanced pleasant mood, enhanced socialization, etc.).
  • the method comprises vaporization and inhalation by a consumer of an effective amount of a composition according to the present disclosure.
  • the “effective amount” vaporized and inhaled will depend on the desired effect associated with a feeling of physical and/or emotional satisfaction in the consumer.
  • the present disclosure also relates to a method of formulating a terpene component comprising selecting at least one low volatile terpene having a vapor pressure less than about 0.005 Torr (0.000667 kPa) at 25°C, at least one moderate volatile terpene having a vapor pressure in the range of about 2.300 Torr (0.307 kPa) to about 0.005 Torr (0.000667 kPa) at25°C, and at lest one high volatile terpene having a vapor pressure greater than about 2.300 Torr (0.307 kPa) at 25°C, each in an amount described elsewhere herein.
  • the at least one low volatile terpene, at least one moderate volatile terpene, and at least one high volatile terpene in the terpene component may be selected from those terpenes listed elsewhere herein.
  • the terpene component may be formulated to achieve a specific desired effect in a user, for example but not limited to enhancing sexual pleasure, enhancing a pleasant mood, or enhancing socialization.
  • the present disclosure further relates to a kit comprising the composition of the present disclosure and instructions for use.
  • SciFinderTM uses Advanced Chemistry Development (ACD/Labs) Software ( ⁇ 2019). If the CAS number for the specific terpene is unknown or does not exist, then the ACD/Labs reference program can be used to directly determine the vapor pressure. Vapor pressure is expressed in 1 Torr, which is equal to 0.133 kilopascal (kPa).
  • test compositions comprising terpene mixtures are made, as described in the Examples section in liquid oil concentrated cartridges, and control samples (i.e., formulations with terpenes not in a diamond construction) are given to panelists to evaluate.
  • the cartridges can be snapped into place with a vaporizer device (e.g., RUBI from KandyPensTM).
  • a vaporizer device e.g., RUBI from KandyPensTM.
  • Descriptive analysis method used to identify and quantify the aroma profile of the samples involves the use of human subjects, preferably human subjects who have been specifically trained for this purpose (i.e., trained panelists).
  • Each of the samples is evaluated by 5-10 trained panelists per session.
  • the panelists vaporize and inhale the samples.
  • the panelists place their noses within 2-5 cm from the source of the aroma and evaluate the perceived aroma profile (character and/or intensity) of the samples after multiple vaping incidents or “puffs”.
  • Each puff lasts about 1-2 seconds.
  • the trained panelists are requested to take 4 puffs and then asked to score the “character” and “intensity” of the aroma profile in a questionnaire (see Figure 2).
  • the “character” of the aroma is scored using the aroma descriptors provided in Table 10 and the “intensity” of the aroma is scored on a scale of 1 to 10, with 1 being “none” and 10 being “very strong”.
  • the panelists complete separate questionnaires for the test samples and corresponding controls. After 5, 10, 15, 20, 25, 30, 45 or 60 minutes, the trained panelists repeat the above steps for a second evaluation. Additional evaluation(s) may be performed with each subsequent 5-, 10- , 15-, 20-, 25-, 30-, 45- or 60-minute intervals, if desired.
  • the purpose of this test is to demonstrate the effects of the terpene component having a diamond construction in a composition of the present disclosure on the perceived sexual pleasure and/or sexual response experienced by a subject.
  • Descriptive analysis method is used to identify and quantify the perceived sexual pleasure associated with the samples. This method involves the use of human subjects, preferably human subjects who have been specifically chosen and trained for this purpose (i.e., trained panelists). Each sample is evaluated by 5-10 trained panelists per session. Test compositions comprising terpene mixtures in a diamond construction are made, as described in the Examples section in liquid oil concentrated cartridges, and control samples (i.e., formulations with terpenes not in a diamond construction) are given to panelists to evaluate. The cartridges can be snapped into place with a vaporizer device (e.g., RUBI from KandyPensTM).
  • a vaporizer device e.g., RUBI from KandyPensTM
  • the panelists vaporize and inhale the samples.
  • the panelists place their noses within 2-5 cm from the source of the aroma and evaluate the perceived sexual pleasure associated with the samples at a given time point (e.g., 10 seconds) after multiple vaping incidents or “puffs”.
  • Each puff lasts about 1-2 seconds.
  • the trained panelists are requested to take 4 puffs, presented with a stimulus (e.g., visual, audio, or both) and asked to complete a questionnaire (see Figure 4) to score the sexual pleasure and/or sexual responsiveness. For instance, sexual pleasure and sexual responses are assigned a value on a scale of 1 to 10, with 1 being the lowest and 10 being the highest.
  • Any one or more of these three categories in men can be measured: hardness of erection on a scale of 1 to 10; sensitivity on a scale of 1 to 10; and strength of orgasm on a scale of 1 to 10.
  • Any one or more of these three categories in women can be measured: threshold desire on a scale of 1 to 10; sensitivity on a scale of 1 to 10; and strength of orgasm on a scale of 1 to 10 ( see US 2018/0360894).
  • the trained panelists repeat the above steps for a second evaluation. Additional evaluation(s) may be performed with each subsequent 5-, 10-, 15-, 20-, 25-, 30-, 45- or 60-minute intervals, if desired.
  • the purpose of this test is to show the effects of the terpene component having a diamond construction in a composition of the present disclosure on the perceived mood experienced by a subject.
  • Descriptive analysis method is used to identify and quantify the mood elevation associated with the samples. This method involves the use of human subjects, preferably human subjects who have been specifically chosen and trained for this purpose (i.e., trained panelists). Each sample is evaluated by 5-10 trained panelists per session. Test compositions comprising terpene mixtures in a diamond construction are made, as described in the Examples section in liquid oil concentrated cartridges, and control samples (i.e., formulations with terpenes not in a diamond construction) are given to panelists to evaluate. The cartridges can be snapped into place with a vaporizer device (e.g., RUBI from KandyPensTM).
  • a vaporizer device e.g., RUBI from KandyPensTM
  • the panelists vaporize and inhale the samples.
  • the panelists place their noses within 2-5 cm from the source of the aroma and evaluate the perceived mood elevation associated with the samples after multiple vaping incidents or “puffs”.
  • Each puff lasts about 1-2 seconds.
  • the trained panelists are requested to take 4 puffs and then asked to complete a questionnaire to score the mood elevation of the samples when vaped.
  • mood elevation responses are assigned a value on a scale of 1 to 10, with 1 being the lowest and 10 being the highest. Any one or more of these categories can be measured: feeling of calmness on a scale of 1 to 10; feeling of mood elevation on a scale of 1 to 10; and energy level on a scale of 1 to 10.
  • the trained panelists repeat the above steps for a second evaluation. Additional evaluation(s) may be performed with each subsequent 5-, 10- , 15-, 20-, 25-, 30-, 45- or 60-minute intervals, if desired.
  • results are collected and analyzed using analysis of variance (ANOVA) to determine the effect of the terpene component having a diamond construction in a cannabinoid composition of the present disclosure vs. a control on the perceived mood elevation response.
  • ANOVA analysis of variance
  • Test Method 5 Socialization Test The purpose of this test is to show the effects of the terpene component having a diamond construction in a composition of the present disclosure on the perceived socialization by a subject.
  • Descriptive analysis method is used to identify and quantify the enhanced socialization associated with the samples. This method involves the use of human subjects, preferably human subjects who have been specifically chosen and trained for this purpose (i.e., trained panelists). Each sample is evaluated by 5-10 trained panelists per session. Test compositions comprising terpene mixtures in a diamond construction are made, as described in the Examples section in liquid oil concentrated cartridges, and control samples (i.e., formulations with terpenes not in a diamond construction) are given to panelists to evaluate. The cartridges can be snapped into place with a vaporizer device (e.g., RUBI from KandyPensTM).
  • a vaporizer device e.g., RUBI from KandyPensTM
  • the panelists vaporize and inhale the samples.
  • the panelists place their noses within 2-5 cm from the source of the aroma and evaluate the perceived enhanced socialization associated with the samples after multiple vaping incidents or “puffs”.
  • Each puff lasts about 1-2 seconds.
  • the trained panelists are requested to take 4 puffs and then asked to complete a questionnaire to score the enhanced socialization of the samples when vaped.
  • enhanced socialization responses are assigned a value on a scale of 1 to 10, with 1 being the lowest and 10 being the highest. Any one or more of these categories can be measured: level of anxiety on a scale of 1 to 10; level of physical comfort on a scale of 1 to 10; and level of emotional comfort on a scale of 1 to 10.
  • the trained panelists repeat the above steps for a second evaluation. Additional evaluation(s) may be performed with each subsequent 5- or 10- minute intervals, if desired.
  • results are collected and analyzed using analysis of variance (ANOVA) to determine the effect of the terpene component having a diamond construction in a composition of the present disclosure vs. a control on the perceived mood elevation response.
  • ANOVA analysis of variance
  • Example 1 - Terpene Mixtures [0159] Terpene examples 1, 2 and 3 are provided below in Tables 11, 12 and 13, respectively, as non-limiting examples of formulations of terpene mixtures intended to form the terpene component of the compositions of the present disclosure.
  • the exemplary formulations of the terpenes provide an aroma profile intended to enhance a pleasant mood (e.g., Table 11 - Relax Accord), enhance socialization (e.g., Table 12 - Fun Accord), or enhance sexual pleasure (e.g., Table 13 - Sex Accord) in a user, respectively.
  • a pleasant mood e.g., Table 11 - Relax Accord
  • enhance socialization e.g., Table 12 - Fun Accord
  • enhance sexual pleasure e.g., Table 13 - Sex Accord
  • terpene formulations are made by admixing the listed ingredients in the listed proportions (wt.%) at room temperature, wherein the wt.% is relative to the total weight of the terpene component.
  • compositions A, B and C are examples of compositions according to the present disclosure, made with the Terpene Examples 1-3, respectively.
  • control compositions A1, B1 and C1 are prepared by replacing the Terpene Examples 1-3 with terpene mixtures containing the same materials not in a diamond construction. All the compositions are prepared by admixture of the components described in Table 14, in the proportions indicated.
  • 1 Wt.% is relative to the total weight of the composition.
  • Compositions disclosed in Table 13 are sampled in accordance with the protocol described in the Test Methods Section and a panel of 5-10 experienced panelists evaluated the perceived aroma profile at initial time 0, then at various time points, typically in 5 minute intervals post sampling using the questionnaire provided in Figure 4. Panelists are asked to score the samples for the initial impression of the aroma profile (i.e., character and intensity), and the fidelity of the aroma profile to the initial impression. The results of the panelists are then averaged and plotted together with the confidence intervals. The results show the effect of the terpene component in a diamond construction for Compositions A, B and C. The diamond construction of the terpene component resulted in noticeable fidelity in the aroma profile.

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Natural Medicines & Medicinal Plants (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Alternative & Traditional Medicine (AREA)
  • Endocrinology (AREA)
  • Biotechnology (AREA)
  • Medical Informatics (AREA)
  • Microbiology (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Mycology (AREA)
  • Botany (AREA)
  • Reproductive Health (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Organic Chemistry (AREA)
  • Otolaryngology (AREA)
  • Pulmonology (AREA)
  • Medicines Containing Plant Substances (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicinal Preparation (AREA)

Abstract

La présente divulgation concerne une composition comprenant : i) des terpènes dans une construction en losange pour l'administration d'un profil d'arôme spécifique ; et ii) éventuellement, d'au moins un cannabinoïde. La présente divulgation concerne également des procédés d'utilisation de la composition pour améliorer une expérience utilisateur associée à la composition.
PCT/CA2021/050332 2020-03-11 2021-03-11 Compositions améliorées au terpène et leurs utilisations WO2021179087A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US202062988109P 2020-03-11 2020-03-11
US62/988,109 2020-03-11

Publications (1)

Publication Number Publication Date
WO2021179087A1 true WO2021179087A1 (fr) 2021-09-16

Family

ID=77670390

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/CA2021/050332 WO2021179087A1 (fr) 2020-03-11 2021-03-11 Compositions améliorées au terpène et leurs utilisations

Country Status (1)

Country Link
WO (1) WO2021179087A1 (fr)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2929280A1 (fr) * 2013-10-31 2015-05-14 Full Spectrum Laboratories, Ltd. Formulations de terpene et de cannabinoides
US20180221333A1 (en) * 2017-03-22 2018-08-09 Rise Research Inc Optimized cannabis-based aphrodisiac and mood enhancer
WO2018148152A1 (fr) * 2017-02-07 2018-08-16 Wayne Green Compositions à base de terpène, procédés de préparation et leurs utilisations
WO2019210402A1 (fr) * 2018-05-01 2019-11-07 Willinsky Michael Administration sélective d'inhalants terpènes/terpénoïdes volatiles

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2929280A1 (fr) * 2013-10-31 2015-05-14 Full Spectrum Laboratories, Ltd. Formulations de terpene et de cannabinoides
WO2018148152A1 (fr) * 2017-02-07 2018-08-16 Wayne Green Compositions à base de terpène, procédés de préparation et leurs utilisations
US20180221333A1 (en) * 2017-03-22 2018-08-09 Rise Research Inc Optimized cannabis-based aphrodisiac and mood enhancer
WO2019210402A1 (fr) * 2018-05-01 2019-11-07 Willinsky Michael Administration sélective d'inhalants terpènes/terpénoïdes volatiles

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
ERICKSON, B.E.: "Cannabis industry gets crafty with terpenes", CHEMICAL AND ENGINEERING NEWS, vol. 97, no. 29, 21 July 2019 (2019-07-21) *
FERBER, S.G. ET AL.: "The ''Entourage Effect'': Terpenes Couple with Cannabinoids for the Treatment of Mood Disorders and Anxiety Disorders", CURRENT NEUROPHARMACOLOGY, vol. 18, no. 2, February 2020 (2020-02-01), pages 87 - 96, XP055855138, DOI: 10.2174/1570159X17666190903103923 *
RUSSO, E.B.: "Taming the THC: potential cannabis synergy and phytocannabinoid-terpenoid entourage effects", BRITISH JOURNAL OF PHARMACOLOGY, vol. 163, no. 7, 31 July 2011 (2011-07-31), pages 1344 - 1364, XP009509503, DOI: 10.1111/j.1476-5381.2011.01238.x *

Similar Documents

Publication Publication Date Title
Weston-Green et al. A review of the potential use of pinene and linalool as terpene-based medicines for brain health: discovering novel therapeutics in the flavours and fragrances of cannabis
US20210220323A1 (en) Compositions comprising combinations of purified cannabinoids, with at least one flavonoid, terpene or mineral
RU2691986C2 (ru) Улучшенные композиции на основе терпенов, способы, методы получения и соответствующие продукты
AU2018100837B4 (en) Sleep Disorder Compositions and Treatments Thereof
AU2018101357A4 (en) Composition and method for treating autism
Cheng et al. Evaluation of anxiolytic potency of essential oil and S-(+)-linalool from Cinnamomum osmophloeum ct. linalool leaves in mice
US20180352848A1 (en) Smokable cannabis-based product with reduced psychoactive effects
Datta et al. Wonder or evil?: multifaceted health hazards and health benefits of Cannabis sativa and its phytochemicals
AU2018227544A1 (en) Compositions purposefully selected comprising purified cannabinoids and/or purified terpenes
US11338222B2 (en) Cannabis products modified by removing volatile organic compounds and adding volatile unsaturated hydrocarbons
US11622957B2 (en) Formulations for treating cluster symptoms associated with autism spectrum disorder
US20210392943A1 (en) Liquid composition for an electronic vapor device
US20210137877A1 (en) Products and methods for using cannabidiol in combination with melatonin to induce sleep
WO2022261264A1 (fr) Procédés et compositions de cannabis permettant d'obtenir une expérience consommateur fiable, ciblée et spécifique
WO2021179087A1 (fr) Compositions améliorées au terpène et leurs utilisations
WO2021179088A1 (fr) Compositions enrichies en terpène et leurs utilisations
US11602701B2 (en) Method for extraction and isolation of cannabis terpene and aromatic isolates from cannabis sativa and cannabis indica

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 21768989

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 21768989

Country of ref document: EP

Kind code of ref document: A1