CA3173030C - Extraction d'alcaloide psychoactif principalement phosphoryle au moyen d'alcali - Google Patents
Extraction d'alcaloide psychoactif principalement phosphoryle au moyen d'alcali Download PDFInfo
- Publication number
- CA3173030C CA3173030C CA3173030A CA3173030A CA3173030C CA 3173030 C CA3173030 C CA 3173030C CA 3173030 A CA3173030 A CA 3173030A CA 3173030 A CA3173030 A CA 3173030A CA 3173030 C CA3173030 C CA 3173030C
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- Prior art keywords
- psychoactive
- alkaloid
- solvent
- weight
- psychoactive alkaloid
- Prior art date
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- 150000003797 alkaloid derivatives Chemical class 0.000 title claims abstract description 962
- 238000000605 extraction Methods 0.000 title abstract description 173
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- 239000000203 mixture Substances 0.000 claims abstract description 368
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- 238000000034 method Methods 0.000 claims description 172
- 239000002028 Biomass Substances 0.000 claims description 126
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 114
- QVDSEJDULKLHCG-UHFFFAOYSA-N Psilocybine Natural products C1=CC(OP(O)(O)=O)=C2C(CCN(C)C)=CNC2=C1 QVDSEJDULKLHCG-UHFFFAOYSA-N 0.000 claims description 104
- 229910001868 water Inorganic materials 0.000 claims description 96
- 239000007788 liquid Substances 0.000 claims description 65
- 238000001704 evaporation Methods 0.000 claims description 49
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 48
- WTPBXXCVZZZXKR-UHFFFAOYSA-N baeocystin Chemical compound C1=CC(OP(O)(O)=O)=C2C(CCNC)=CNC2=C1 WTPBXXCVZZZXKR-UHFFFAOYSA-N 0.000 claims description 46
- 239000007787 solid Substances 0.000 claims description 45
- SPCIYGNTAMCTRO-UHFFFAOYSA-N Psilocine Natural products C1=CC(O)=C2C(CCN(C)C)=CNC2=C1 SPCIYGNTAMCTRO-UHFFFAOYSA-N 0.000 claims description 44
- ZBWSBXGHYDWMAK-UHFFFAOYSA-N psilocin Chemical compound C1=CC=C(O)[C]2C(CCN(C)C)=CN=C21 ZBWSBXGHYDWMAK-UHFFFAOYSA-N 0.000 claims description 44
- IKQGYCWFBVEAKF-UHFFFAOYSA-N norbaeocystin Chemical compound C1=CC(OP(O)(O)=O)=C2C(CCN)=CNC2=C1 IKQGYCWFBVEAKF-UHFFFAOYSA-N 0.000 claims description 42
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- WVVSZNPYNCNODU-XTQGRXLLSA-N Lysergic acid propanolamide Chemical compound C1=CC(C=2[C@H](N(C)C[C@@H](C=2)C(=O)N[C@H](CO)C)C2)=C3C2=CNC3=C1 WVVSZNPYNCNODU-XTQGRXLLSA-N 0.000 claims description 33
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- FKIRTWDHOWAQGX-UHFFFAOYSA-N 4-hydroxytryptamine Chemical compound C1=CC(O)=C2C(CCN)=CNC2=C1 FKIRTWDHOWAQGX-UHFFFAOYSA-N 0.000 claims description 11
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/572—Five-membered rings
- C07F9/5728—Five-membered rings condensed with carbocyclic rings or carbocyclic ring systems
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
- A61K31/4045—Indole-alkylamines; Amides thereof, e.g. serotonin, melatonin
-
- 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
- A61K31/66—Phosphorus compounds
- A61K31/675—Phosphorus compounds having nitrogen as a ring hetero atom, e.g. pyridoxal phosphate
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- 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
- A61K36/06—Fungi, e.g. yeasts
- A61K36/07—Basidiomycota, e.g. Cryptococcus
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/02—Solvent extraction of solids
- B01D11/0215—Solid material in other stationary receptacles
- B01D11/0253—Fluidised bed of solid materials
- B01D11/0257—Fluidised bed of solid materials using mixing mechanisms, e.g. stirrers, jets
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/02—Solvent extraction of solids
- B01D11/028—Flow sheets
- B01D11/0284—Multistage extraction
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/02—Solvent extraction of solids
- B01D11/0288—Applications, solvents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2236/00—Isolation or extraction methods of medicinal preparations of undetermined constitution containing material from algae, lichens, fungi or plants, or derivatives thereof, e.g. traditional herbal medicine
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D11/00—Solvent extraction
- B01D11/02—Solvent extraction of solids
- B01D11/0292—Treatment of the solvent
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Natural Medicines & Medicinal Plants (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Organic Chemistry (AREA)
- Mycology (AREA)
- Medical Informatics (AREA)
- Engineering & Computer Science (AREA)
- Alternative & Traditional Medicine (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Molecular Biology (AREA)
- Microbiology (AREA)
- Biochemistry (AREA)
- Medicines Containing Plant Substances (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
Linvention concerne lextraction de composés psychoactifs dorganismes destinés à être utilisés en médecine. L'extraction est réalisée avec un acide fort ou une base forte pour favoriser ou inhiber la déphosphorylation. L'extrait sous forme de suspension est standardisé avec un excipient ajouté de telle sorte que, lorsqu'elle est séchée, la composition en poudre a une concentration en alcaloïde psychoactif totale spécifiée avec un rapport connu de phosphorylé en alcaloïdes psychoactifs déphosphorylés.
Applications Claiming Priority (15)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US202063040317P | 2020-06-17 | 2020-06-17 | |
| US63/040,317 | 2020-06-17 | ||
| US202063046089P | 2020-06-30 | 2020-06-30 | |
| US63/046,089 | 2020-06-30 | ||
| CA3088384A CA3088384C (fr) | 2020-06-17 | 2020-07-29 | Extraction de composes psychoactifs de champignons psilocybines |
| CA3088384 | 2020-07-29 | ||
| CA3089455 | 2020-08-07 | ||
| CA3089455A CA3089455C (fr) | 2020-06-17 | 2020-08-07 | Extraction au methanol de composes psychoactifs de champignons |
| CA3097246 | 2020-10-23 | ||
| CA3097246A CA3097246C (fr) | 2020-10-23 | 2020-10-23 | Processus d`obtention d`une solution alcaloide psychoactive purifiee |
| CA3101765 | 2020-12-04 | ||
| CA3101765A CA3101765A1 (fr) | 2020-12-04 | 2020-12-04 | Extraction d'alcaloide psychoactif et composition avec dephosphorylation controlee |
| CA3103707A CA3103707C (fr) | 2020-12-18 | 2020-12-18 | Composition normalisee d'extrait d'alcaloide psychoactif |
| CA3103707 | 2020-12-18 | ||
| CA3169140A CA3169140A1 (fr) | 2019-06-17 | 2021-06-14 | Extraction d'alcaloides psychoactifs capables de phosphorylation a dephosphorylation controlee |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA3169140A Division CA3169140A1 (fr) | 2019-06-17 | 2021-06-14 | Extraction d'alcaloides psychoactifs capables de phosphorylation a dephosphorylation controlee |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA3173030A1 CA3173030A1 (fr) | 2021-12-17 |
| CA3173030C true CA3173030C (fr) | 2024-05-14 |
Family
ID=79268788
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA3173030A Active CA3173030C (fr) | 2020-06-17 | 2021-06-14 | Extraction d'alcaloide psychoactif principalement phosphoryle au moyen d'alcali |
Country Status (2)
| Country | Link |
|---|---|
| CA (1) | CA3173030C (fr) |
| WO (1) | WO2021253116A1 (fr) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2020358720A1 (en) | 2019-10-01 | 2022-04-21 | Empyrean Neuroscience, Inc. | Genetic engineering of fungi to modulate tryptamine expression |
| AU2021400493A1 (en) * | 2020-12-16 | 2023-06-29 | Caamtech, Inc. | Amanita muscaria compounds |
| US20220370413A1 (en) | 2021-03-06 | 2022-11-24 | Mind Medicine, Inc. | Formulations of psilocin that have enhanced stability |
| WO2023130078A2 (fr) | 2021-12-31 | 2023-07-06 | Empyrean Neuroscience, Inc. | Mycélium génétiquement modifié pour la production d'alcaloïdes psychotropes |
| US12060328B2 (en) | 2022-03-04 | 2024-08-13 | Reset Pharmaceuticals, Inc. | Co-crystals or salts of psilocybin and methods of treatment therewith |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LU36879A1 (fr) | 1958-02-21 |
-
2021
- 2021-06-14 CA CA3173030A patent/CA3173030C/fr active Active
- 2021-06-14 WO PCT/CA2021/050813 patent/WO2021253116A1/fr active Application Filing
Also Published As
| Publication number | Publication date |
|---|---|
| CA3173030A1 (fr) | 2021-12-17 |
| WO2021253116A1 (fr) | 2021-12-23 |
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