CO2020009747A2 - Methods to purify cannabinoids using liquid-liquid chromatography - Google Patents

Methods to purify cannabinoids using liquid-liquid chromatography

Info

Publication number
CO2020009747A2
CO2020009747A2 CONC2020/0009747A CO2020009747A CO2020009747A2 CO 2020009747 A2 CO2020009747 A2 CO 2020009747A2 CO 2020009747 A CO2020009747 A CO 2020009747A CO 2020009747 A2 CO2020009747 A2 CO 2020009747A2
Authority
CO
Colombia
Prior art keywords
liquid
cannabinoids
methods
chromatography
compositions
Prior art date
Application number
CONC2020/0009747A
Other languages
Spanish (es)
Inventor
Roura Xavier Nadal
Original Assignee
Phytoplant Res Sl
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
Priority claimed from US15/882,516 external-priority patent/US10207198B2/en
Application filed by Phytoplant Res Sl filed Critical Phytoplant Res Sl
Publication of CO2020009747A2 publication Critical patent/CO2020009747A2/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C37/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring
    • C07C37/004—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom of a six-membered aromatic ring by obtaining phenols from plant material or from animal material
    • 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
    • B01D11/0203—Solvent extraction of solids with a supercritical fluid
    • 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
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D11/00—Solvent extraction
    • B01D11/04—Solvent extraction of solutions which are liquid
    • B01D11/0492—Applications, solvents used
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
    • B01D15/08—Selective adsorption, e.g. chromatography
    • B01D15/10—Selective adsorption, e.g. chromatography characterised by constructional or operational features
    • B01D15/18—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns
    • B01D15/1892—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns the sorbent material moving as a whole, e.g. continuous annular chromatography, true moving beds
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D9/00—Crystallisation
    • B01D9/0004—Crystallisation cooling by heat exchange
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/18—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with unsaturation outside the aromatic ring
    • C07C39/19—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring monocyclic with unsaturation outside the aromatic ring containing carbon-to-carbon double bonds but no carbon-to-carbon triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C39/00—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring
    • C07C39/23—Compounds having at least one hydroxy or O-metal group bound to a carbon atom of a six-membered aromatic ring polycyclic, containing six-membered aromatic rings and other rings, with unsaturation outside the aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/42—Separation; Purification; Stabilisation; Use of additives
    • C07C51/48—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/01—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups
    • C07C65/19—Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups having unsaturation outside the aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78—Ring systems having three or more relevant rings
    • C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Abstract

La presente memoria descriptiva da a conocer métodos para purificar uno o más cannabinoides a partir de un material vegetal usando sistemas de disolvente bifásico únicos y cromatografía líquido-líquido como cromatografía de partición centrífuga (CPC) o cromatografía a contracorriente (CCC). La presente memoria descriptiva también proporciona cannabinoides purificados tales como CBG, CBGA, CBGV, CBD, CBDA, CBDV, THC, THCA y THCV, composiciones que comprenden uno o más de estos cannabinoides producidos mediante el método dado a conocer, y métodos para tratar una enfermedad o estado empleando tales cannabinoides purificados y composiciones.The present specification discloses methods for purifying one or more cannabinoids from plant material using unique biphasic solvent systems and liquid-liquid chromatography such as centrifugal partition chromatography (CPC) or counter current chromatography (CCC). The present specification also provides purified cannabinoids such as CBG, CBGA, CBGV, CBD, CBDA, CBDV, THC, THCA, and THCV, compositions comprising one or more of these cannabinoids produced by the disclosed method, and methods for treating a disease or condition employing such purified cannabinoids and compositions.

CONC2020/0009747A 2018-01-29 2020-08-06 Methods to purify cannabinoids using liquid-liquid chromatography CO2020009747A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US15/882,516 US10207198B2 (en) 2015-01-22 2018-01-29 Methods of purifying cannabinoids using liquid:liquid chromatography
PCT/EP2019/052069 WO2019145552A1 (en) 2018-01-29 2019-01-29 Methods of purifying cannabinoids using liquid:liquid chromatography

Publications (1)

Publication Number Publication Date
CO2020009747A2 true CO2020009747A2 (en) 2020-08-21

Family

ID=65276144

Family Applications (1)

Application Number Title Priority Date Filing Date
CONC2020/0009747A CO2020009747A2 (en) 2018-01-29 2020-08-06 Methods to purify cannabinoids using liquid-liquid chromatography

Country Status (9)

Country Link
EP (1) EP3746419A1 (en)
CN (1) CN111788171A (en)
AU (1) AU2019211188A1 (en)
CA (1) CA3089490A1 (en)
CL (1) CL2020001964A1 (en)
CO (1) CO2020009747A2 (en)
IL (1) IL276010A (en)
MX (1) MX2020007960A (en)
WO (1) WO2019145552A1 (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20220242810A1 (en) * 2019-06-14 2022-08-04 Purisys Llc Crystalline cannabigerol
CN110590511B (en) * 2019-09-11 2021-05-28 上海同田生物技术股份有限公司 Method for simultaneously separating cannabidiol and cannabigerol
CN112279752B (en) * 2020-10-30 2022-11-11 云南芙雅生物科技有限公司 Supercritical carbon dioxide extraction method of cannabinoids for industrial cannabis sativa
CN113135885A (en) * 2021-04-07 2021-07-20 上海同田生物技术有限公司 Method for separating and purifying tetrahydrocannabinol by high-speed counter-current chromatography
WO2023076931A2 (en) * 2021-10-26 2023-05-04 Ecofibre Limited Systems and methods for producing hemp extracts and compositions
CN115385780B (en) * 2022-08-26 2024-02-27 晨光生物科技集团股份有限公司 Secondary cannabidiol crystal polymorph and preparation method and application thereof

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5376645A (en) 1990-01-23 1994-12-27 University Of Kansas Derivatives of cyclodextrins exhibiting enhanced aqueous solubility and the use thereof
KR0166088B1 (en) 1990-01-23 1999-01-15 . Derivatives of cyclodextrins exhibiting enhanced aqueous solubility and the use thereof
GB9518953D0 (en) 1995-09-15 1995-11-15 Pfizer Ltd Pharmaceutical formulations
WO2000035298A1 (en) 1996-11-27 2000-06-22 Wm. Wrigley Jr. Company Chewing gum containing medicament active agents
GB9711643D0 (en) 1997-06-05 1997-07-30 Janssen Pharmaceutica Nv Glass thermoplastic systems
CA2474951A1 (en) * 2002-02-01 2003-08-07 Resolution Chemicals Limited Production of .delta.9 tetrahydrocannabinol
US20080103193A1 (en) * 2006-10-26 2008-05-01 Trevor Percival Castor Methods for making compositions and compositions for treating pain and cachexia
JP6342587B2 (en) 2015-01-22 2018-06-13 フィトプラント リサーチ エス．エル． Cannabinoid purification method, composition and kit
US10155708B2 (en) * 2015-01-22 2018-12-18 Phytoplant Research S.L. Methods of purifying cannabinoids, compositions and kits thereof
EP3061510A1 (en) 2015-02-27 2016-08-31 Bionorica Ethics GmbH Cpc partition chromatography of cannabinoids
BG112018A (en) * 2015-05-22 2016-11-30 "Побелч-Гле" Оод A method for extracting a cannabinoid derivative from hemp

Also Published As

Publication number Publication date
CL2020001964A1 (en) 2020-12-18
AU2019211188A1 (en) 2020-07-30
CN111788171A (en) 2020-10-16
MX2020007960A (en) 2020-09-24
WO2019145552A1 (en) 2019-08-01
CA3089490A1 (en) 2019-08-01
EP3746419A1 (en) 2020-12-09
IL276010A (en) 2020-08-31

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