WO2023015102A1 - Procédé de production d'isolat de cbd - Google Patents
Procédé de production d'isolat de cbd Download PDFInfo
- Publication number
- WO2023015102A1 WO2023015102A1 PCT/US2022/073669 US2022073669W WO2023015102A1 WO 2023015102 A1 WO2023015102 A1 WO 2023015102A1 US 2022073669 W US2022073669 W US 2022073669W WO 2023015102 A1 WO2023015102 A1 WO 2023015102A1
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- WO
- WIPO (PCT)
- Prior art keywords
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- temperature
- approximately
- mixture
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 32
- 230000008569 process Effects 0.000 title claims abstract description 26
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 claims description 38
- 239000000203 mixture Substances 0.000 claims description 29
- 239000002904 solvent Substances 0.000 claims description 19
- 244000025254 Cannabis sativa Species 0.000 claims description 15
- 235000012766 Cannabis sativa ssp. sativa var. sativa Nutrition 0.000 claims description 15
- 235000012765 Cannabis sativa ssp. sativa var. spontanea Nutrition 0.000 claims description 15
- 235000009120 camo Nutrition 0.000 claims description 15
- 235000005607 chanvre indien Nutrition 0.000 claims description 15
- 239000011487 hemp Substances 0.000 claims description 15
- 238000013019 agitation Methods 0.000 claims description 14
- 238000009472 formulation Methods 0.000 claims description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 230000008014 freezing Effects 0.000 claims 3
- 238000007710 freezing Methods 0.000 claims 3
- 229910001873 dinitrogen Inorganic materials 0.000 claims 1
- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 claims 1
- 229940071648 metered dose inhaler Drugs 0.000 abstract description 2
- QHMBSVQNZZTUGM-UHFFFAOYSA-N Trans-Cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-UHFFFAOYSA-N 0.000 description 28
- QHMBSVQNZZTUGM-ZWKOTPCHSA-N cannabidiol Chemical compound OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-ZWKOTPCHSA-N 0.000 description 28
- 229950011318 cannabidiol Drugs 0.000 description 28
- ZTGXAWYVTLUPDT-UHFFFAOYSA-N cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CC=C(C)C1 ZTGXAWYVTLUPDT-UHFFFAOYSA-N 0.000 description 28
- PCXRACLQFPRCBB-ZWKOTPCHSA-N dihydrocannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1[C@H]1[C@H](C(C)C)CCC(C)=C1 PCXRACLQFPRCBB-ZWKOTPCHSA-N 0.000 description 28
- 239000000463 material Substances 0.000 description 10
- 239000011521 glass Substances 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 7
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 238000000746 purification Methods 0.000 description 4
- 239000008186 active pharmaceutical agent Substances 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 239000004810 polytetrafluoroethylene Substances 0.000 description 3
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- 230000008859 change Effects 0.000 description 2
- 238000002425 crystallisation Methods 0.000 description 2
- 230000008025 crystallization Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 229910000027 potassium carbonate Inorganic materials 0.000 description 2
- 235000015320 potassium carbonate Nutrition 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 230000011514 reflex Effects 0.000 description 2
- 239000013557 residual solvent Substances 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 230000009885 systemic effect Effects 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- RPGGYYVWJTWVMS-ZPSVQYCPSA-N (8r,9s,10r,13s,14s,17r)-17-ethynyl-10,13-dimethyl-1,2,3,6,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-17-ol;(8r,9s,13s,14s,17r)-17-ethynyl-13-methyl-7,8,9,11,12,14,15,16-octahydro-6h-cyclopenta[a]phenanthrene-3,17-diol Chemical compound OC1=CC=C2[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1.C1CC[C@]2(C)[C@H]3CC[C@](C)([C@](CC4)(O)C#C)[C@@H]4[C@@H]3CCC2=C1 RPGGYYVWJTWVMS-ZPSVQYCPSA-N 0.000 description 1
- 206010011224 Cough Diseases 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 206010043521 Throat irritation Diseases 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 229930003827 cannabinoid Natural products 0.000 description 1
- 239000003557 cannabinoid Substances 0.000 description 1
- 229940065144 cannabinoids Drugs 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000004128 high performance liquid chromatography Methods 0.000 description 1
- 230000006872 improvement Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 230000002685 pulmonary effect Effects 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000005067 remediation Methods 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 229940124597 therapeutic agent Drugs 0.000 description 1
- 238000010626 work up procedure Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS, OR NON-ALCOHOLIC BEVERAGES, NOT COVERED BY SUBCLASSES A21D OR A23B-A23J; THEIR PREPARATION OR TREATMENT, e.g. COOKING, MODIFICATION OF NUTRITIVE QUALITIES, PHYSICAL TREATMENT; PRESERVATION OF FOODS OR FOODSTUFFS, IN GENERAL
- A23L33/00—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof
- A23L33/10—Modifying nutritive qualities of foods; Dietetic products; Preparation or treatment thereof using additives
- A23L33/105—Plant extracts, their artificial duplicates or their derivatives
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/10—Chemical features of tobacco products or tobacco substitutes
- A24B15/16—Chemical features of tobacco products or tobacco substitutes of tobacco substitutes
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/24—Treatment of tobacco products or tobacco substitutes by extraction; Tobacco extracts
- A24B15/241—Extraction of specific substances
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/658—Medicinal preparations containing organic active ingredients o-phenolic cannabinoids, e.g. cannabidiol, cannabigerolic acid, cannabichromene or tetrahydrocannabinol
Definitions
- the background of the invention relates to metered dose, inhaler-related products, formulations, and methods of manufacturing.
- the inventors seek to provide, vis-a-vis prior methods, formulations and administrative devices, improved methods of formulation and associated optimal delivery means associated with the therapeutic use of cannabidiol (CBD).
- CBD cannabidiol
- CBD is known to be a therapeutic agent, inter alia, in the realm of remediation of pain.
- An optimal mode of administration involves the use of atomizing inhalers. Integration of CBD and inhalers, utilizing currently known methods and formulations, manifest a number of significant shortcomings with respect to each of efficacious administration as well as both avoidance of adulteration and reasonable shelf life of all presently known inhaler-contained, to-be-administered CBD formulations.
- inhaler-based CBD products are, by their formulations, manufacturing methodologies and post-production age by the time of their use, less efficacious that the present inventors have determined that CBD products otherwise could be, elicit unpleasant side-effects for users, and fail even to meet regulatory product adulteration standards.
- CBD cannabidiol
- the present inventors here disclose a novel and unobvious crystallization process to efficiently produce pH-balanced CBD in an oxygen-free environment that is optimally delivered in a metered-dose inhaler, without re-engineering the typical droplet size which is otherwise essential in the efficacious use of any systemic inhaler.
- the process of the present invention is a crystallization work-up that creates a more properly balance pH/CBD isolate for use into an RTSL inhaler.
- the present inventors have, through extensive research and testing, developed a CBD formulation and manufacturing process that addresses each of the above-described shortcoming of the present art.
- the optimal steps in the here disclosed CBD product formulation methodology include:
- the next step is the addition of a high temperature Hemp distillate. a. Note: The Hemp distillate must be greater than 80% CBD by volume.
- Total % of Hemp Distillate will depend on maximum working volume of the JFR -20% working volume and -33% of n- Pentane for every 1 Kg of distillate and/or the amount of available material into the main body of the JFR).
- the Huber Ministat 230 TCS is used for a 5L APICAL Filter reactor. Then set the TCS to 30° C to cool the jacket of the JFR. After 30° C is achieved, let agitate for -15 minutes. Next, mix 1 gram of potassium carbonate (K2CO3) with 2 grams of filter distilled water (D/H2O) by weight in a separate beaker until all the potassium is dissolved. Add the mixture into the main body of the JFR. a. Note: None add D/H2O or K2CO3 directly to the aqueous mixture without dissolving the K2CO3 in D/H2O. Agitate the homogenous solution for 15 to 20 minutes. Check for a pH value of 6 to 7.
- step #6 if necessary, until the proper pH level is achieved.
- pH of raw distillate varies from batch to batch. Lower the TCS to a jacket temperature of 25° C. After the jacket temperature reaches 25° C, agitate for -5 minutes. Continue to lower the jacket temperature by 5° C increments, remembering to let agitate for -5 minutes for every temperature change until the JFR reaches a temperature of 10° C. After 10° C is achieved in the JFR, let agitate for -5 minutes at -10° C. Then add 0.001% of CBD seeds. After adding the seeds to the main body of the JFR, agitate for -15 minutes. a. Note (%) will come from total volume weight of distillate and solvent combined.
- the CBD material in the JFR is now ready for solvent rinsing.
- Removal is accomplished by utilizing vacuum pump control and vacuum rated glass collection vessels. Start pulling out the rinsing solvent by vacuum through the vacuum rated glass vessel and bottom valve until there is no more solvents exiting the JFR. Once the vacuum control lines in the vacuum rated glass collection vessels and lines connected to the bottom valve are empty, the JFR is then empty of residual solvent and ready for the rinse. Repeat steps 13 and 14 at least 4 times or until the majority of the CBD wet- isolate is white with a little pink color. Next, take a sample of the isolate and send it to the analytical lab for HPLC testing. The sample must have a purification of 99+% purity. If not, more solvent rinses are necessary. Once the purity level is reached, move to next step. Offloading and Purification proceeds immediately after proper purity level is achieved.
- the CBD product resulting from the above process represents a substantial improvement over any known CBD product in every respect in relation to product efficacy, shelf life, and user tolerance.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Botany (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Mycology (AREA)
- Nutrition Science (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
L'invention concerne un procédé de production d'un isolat de CBD à efficacité améliorée non adultéré pour une utilisation optimisée dans un inhalateur-doseur.
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US202163259574P | 2021-07-26 | 2021-07-26 | |
US63/259,574 | 2021-07-26 | ||
US202217712091A | 2022-04-02 | 2022-04-02 | |
US17/712,091 | 2022-04-02 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2023015102A1 true WO2023015102A1 (fr) | 2023-02-09 |
Family
ID=85156394
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2022/073669 WO2023015102A1 (fr) | 2021-07-26 | 2022-07-13 | Procédé de production d'isolat de cbd |
Country Status (1)
Country | Link |
---|---|
WO (1) | WO2023015102A1 (fr) |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070072939A1 (en) * | 2005-06-16 | 2007-03-29 | Euro-Celtique, S.A. | Cannabinoid active pharmaceutical ingredient for improved dosage forms |
WO2019100168A1 (fr) * | 2017-11-27 | 2019-05-31 | Enrico BOUCHARD | Procédé de préparation d'une boisson terpénique à base de cannabis et boisson associée |
US20190201809A1 (en) * | 2015-01-22 | 2019-07-04 | Phytoplant Research S.L. | Methods of Purifying Cannabinoids Using Liquid:Liquid Chromatography |
US20190307695A1 (en) * | 2018-04-05 | 2019-10-10 | Canopy Holdings, LLC | Hemp powder |
US20210101856A1 (en) * | 2019-09-20 | 2021-04-08 | Marquette Analytica | Cannabinoid processing methods and systems |
US20210177914A1 (en) * | 2019-12-11 | 2021-06-17 | Cannabis Global, Inc. | Cannabinoid enriched composition and method of using |
-
2022
- 2022-07-13 WO PCT/US2022/073669 patent/WO2023015102A1/fr unknown
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US20070072939A1 (en) * | 2005-06-16 | 2007-03-29 | Euro-Celtique, S.A. | Cannabinoid active pharmaceutical ingredient for improved dosage forms |
US20190201809A1 (en) * | 2015-01-22 | 2019-07-04 | Phytoplant Research S.L. | Methods of Purifying Cannabinoids Using Liquid:Liquid Chromatography |
WO2019100168A1 (fr) * | 2017-11-27 | 2019-05-31 | Enrico BOUCHARD | Procédé de préparation d'une boisson terpénique à base de cannabis et boisson associée |
US20190307695A1 (en) * | 2018-04-05 | 2019-10-10 | Canopy Holdings, LLC | Hemp powder |
US20210101856A1 (en) * | 2019-09-20 | 2021-04-08 | Marquette Analytica | Cannabinoid processing methods and systems |
US20210177914A1 (en) * | 2019-12-11 | 2021-06-17 | Cannabis Global, Inc. | Cannabinoid enriched composition and method of using |
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