MX2016013151A - Nuevos derivados quinona de cannabidiol. - Google Patents
Nuevos derivados quinona de cannabidiol.Info
- Publication number
- MX2016013151A MX2016013151A MX2016013151A MX2016013151A MX2016013151A MX 2016013151 A MX2016013151 A MX 2016013151A MX 2016013151 A MX2016013151 A MX 2016013151A MX 2016013151 A MX2016013151 A MX 2016013151A MX 2016013151 A MX2016013151 A MX 2016013151A
- Authority
- MX
- Mexico
- Prior art keywords
- compounds
- quinone derivatives
- linear
- formula
- branched group
- Prior art date
Links
- QHMBSVQNZZTUGM-UHFFFAOYSA-N Trans-Cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CCC(C)=C1 QHMBSVQNZZTUGM-UHFFFAOYSA-N 0.000 title abstract 2
- 229950011318 cannabidiol Drugs 0.000 title abstract 2
- ZTGXAWYVTLUPDT-UHFFFAOYSA-N cannabidiol Natural products OC1=CC(CCCCC)=CC(O)=C1C1C(C(C)=C)CC=C(C)C1 ZTGXAWYVTLUPDT-UHFFFAOYSA-N 0.000 title abstract 2
- -1 cannabidiol quinone derivatives Chemical class 0.000 title abstract 2
- 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 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 3
- 101150023417 PPARG gene Proteins 0.000 abstract 2
- 101000588302 Homo sapiens Nuclear factor erythroid 2-related factor 2 Proteins 0.000 abstract 1
- 102100031701 Nuclear factor erythroid 2-related factor 2 Human genes 0.000 abstract 1
- 230000004913 activation Effects 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 230000001270 agonistic effect Effects 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 150000003973 alkyl amines Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 150000004982 aromatic amines Chemical class 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 230000001472 cytotoxic effect Effects 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 238000002560 therapeutic procedure Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C225/00—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones
- C07C225/24—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings
- C07C225/26—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings having amino groups bound to carbon atoms of quinone rings or of condensed ring systems containing quinone rings
- C07C225/28—Compounds containing amino groups and doubly—bound oxygen atoms bound to the same carbon skeleton, at least one of the doubly—bound oxygen atoms not being part of a —CHO group, e.g. amino ketones the carbon skeleton containing carbon atoms of quinone rings having amino groups bound to carbon atoms of quinone rings or of condensed ring systems containing quinone rings of non-condensed quinone rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C69/757—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
-
- 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
- A61K31/12—Ketones
-
- 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
- A61K31/13—Amines
- A61K31/133—Amines having hydroxy groups, e.g. sphingosine
-
- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/18—Drugs for disorders of the alimentary tract or the digestive system for pancreatic disorders, e.g. pancreatic enzymes
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/95—Esters of quinone carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/36—Systems containing two condensed rings the rings having more than two atoms in common
- C07C2602/42—Systems containing two condensed rings the rings having more than two atoms in common the bicyclo ring system containing seven carbon atoms
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Epidemiology (AREA)
- Hematology (AREA)
- Neurology (AREA)
- Obesity (AREA)
- Dermatology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Physical Education & Sports Medicine (AREA)
- Rheumatology (AREA)
- Emergency Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Child & Adolescent Psychology (AREA)
- Vascular Medicine (AREA)
- Gastroenterology & Hepatology (AREA)
- Endocrinology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
La presente invención se refiere a nuevos derivados quinona de cannabidiol de formula (1) en la que R es el átomo de carbono de un, grupo lineal o ramificado, representado por: grupo alquilo, arilo,alquenilo, alquinilo, acilo o alcoxicarbonilo; o en la que R es el átomo de nitrógeno de un, grupo lineal o ramificado representado por: grupos alquilamino, arilamino, alqueniolamino o alquinilamino. La invención también se refiere al uso de cualquiera de los compuestos de fórmula (1) como medicamentos en terapia, particularmente para el tratamiento de enfermedades y afecciones que responden a la modulación del PPARg debido a su alto efecto agonista del PPARg carente de actividades alectrófilas (activación del Nrf2) y citotóxicas. Esta invención también proporciona composiciones farmacéuticas que comprenden dichos compuestos y en método para el tratamiento de enfermedades con dichos compuestos.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/EP2014/057767 WO2015158381A1 (en) | 2014-04-16 | 2014-04-16 | Novel cannabidiol quinone derivatives |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MX2016013151A true MX2016013151A (es) | 2017-02-02 |
| MX352386B MX352386B (es) | 2017-11-22 |
Family
ID=50693623
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2016013151A MX352386B (es) | 2014-04-16 | 2014-04-16 | Nuevos derivados quinona de cannabidiol. |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US9701618B2 (es) |
| EP (1) | EP3131874B1 (es) |
| JP (1) | JP6167248B2 (es) |
| KR (1) | KR102256398B1 (es) |
| CN (1) | CN106232570B (es) |
| AU (1) | AU2014390738B2 (es) |
| BR (1) | BR112016023902A2 (es) |
| CA (1) | CA2945867C (es) |
| DK (1) | DK3131874T3 (es) |
| ES (1) | ES2692693T3 (es) |
| IL (1) | IL248030B (es) |
| MX (1) | MX352386B (es) |
| RU (1) | RU2667504C2 (es) |
| WO (1) | WO2015158381A1 (es) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL269623B2 (en) * | 2017-03-29 | 2025-05-01 | Emerald Health Pharmaceuticals Inc | Cannabidiol derivatives as inhibitors of the hif prolyl hydroxylases activity |
| CN106866419B (zh) * | 2017-04-14 | 2020-01-10 | 石河子大学 | 一类萜酯化合物及其制备方法和用途 |
| CN111032088A (zh) * | 2017-06-20 | 2020-04-17 | 耶路撒冷希伯来大学伊森姆研究发展有限公司 | 大麻二酚酸酯类组合物及其用途 |
| US20220041538A1 (en) * | 2018-12-11 | 2022-02-10 | Emerald Health Pharmaceuticals Inc | Cannabigerol quinone acid and salts thereof |
| US20220184003A1 (en) * | 2019-02-06 | 2022-06-16 | Emerald Health Pharmaceuticals Inc | Formulations of Cannabidiol Derivatives and Their Use as Modulators of Cannabinoid Receptor Type 2 (CB2) |
| EP3937925A1 (en) | 2019-03-12 | 2022-01-19 | EPM (IP), Inc. | Cannabinoid acid ester compositions and uses thereof |
| US20220347096A1 (en) | 2019-10-03 | 2022-11-03 | Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd | Liposomal cannabinoids and uses thereof |
| WO2021139741A1 (zh) * | 2020-01-08 | 2021-07-15 | 成都百裕制药股份有限公司 | 大麻二酚衍生物及其制备方法和在医药上的应用 |
| EP4089081B1 (en) | 2020-01-08 | 2025-07-23 | Chengdu Baiyu Pharmaceutical Co., Ltd. | Tetrahydrocannabinol derivative, and preparation method therefor and medical use thereof |
| EP4099993A4 (en) * | 2020-02-06 | 2024-03-13 | Emerald Health Pharmaceuticals Inc. | COMPOSITION AND METHOD FOR TREATING AND PREVENTING CARDIAC, LUNG, SKIN AND KIDNEY FIBROSIS |
| IL303739A (en) * | 2020-12-24 | 2023-08-01 | Buzzelet Development And Technologies Ltd | Compositions including cannabinoid esters |
| CN114315585B (zh) * | 2022-03-04 | 2022-05-13 | 中国医学科学院药用植物研究所 | 一种羟戊苯甲酸双酯化合物及其制备方法和制药应用 |
| CN116407529B (zh) * | 2023-03-24 | 2024-05-10 | 南京医科大学 | 3-硝基-2,6-二羟基苯甲酸右崁醇或葑醇的酯的药物用途 |
| WO2025168780A1 (en) | 2024-02-09 | 2025-08-14 | Universidad de Córdoba | Cannabinoid aminoquinone compounds as activators of ampk/sirtuin-1 pathway |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL159892A0 (en) * | 2004-01-15 | 2004-06-20 | Yissum Res Dev Co | Use of quinonoid derivatives of cannabinoids in the treatment of malignancies |
| US20090093521A1 (en) * | 2005-06-14 | 2009-04-09 | Maria Laura Bolognesi | 2, 5-Bis-Diamine [1,4] Benzoquinone-Derivatives |
| JP2010520269A (ja) * | 2007-03-05 | 2010-06-10 | イッサム リサーチ ディベロップメント カンパニー オブ ザ ヘブリュー ユニバーシティー オブ エルサレム | カンナビノイドの新規キノノイド誘導体及び悪性腫瘍の治療におけるそれらの使用 |
| US8772349B2 (en) * | 2010-03-26 | 2014-07-08 | Vivacell Biotechnology Espana, S.L. | Cannabinoid quinone derivatives |
| WO2012012498A2 (en) * | 2010-07-20 | 2012-01-26 | Pulmatrix, Inc. | Use of trp channel agonists to treat infections |
-
2014
- 2014-04-16 EP EP14723345.6A patent/EP3131874B1/en active Active
- 2014-04-16 WO PCT/EP2014/057767 patent/WO2015158381A1/en not_active Ceased
- 2014-04-16 RU RU2016137668A patent/RU2667504C2/ru active
- 2014-04-16 MX MX2016013151A patent/MX352386B/es active IP Right Grant
- 2014-04-16 KR KR1020167030311A patent/KR102256398B1/ko not_active Expired - Fee Related
- 2014-04-16 US US15/304,810 patent/US9701618B2/en active Active
- 2014-04-16 ES ES14723345.6T patent/ES2692693T3/es active Active
- 2014-04-16 CN CN201480078012.4A patent/CN106232570B/zh active Active
- 2014-04-16 DK DK14723345.6T patent/DK3131874T3/en active
- 2014-04-16 AU AU2014390738A patent/AU2014390738B2/en not_active Ceased
- 2014-04-16 BR BR112016023902A patent/BR112016023902A2/pt not_active IP Right Cessation
- 2014-04-16 CA CA2945867A patent/CA2945867C/en active Active
- 2014-04-16 JP JP2016560647A patent/JP6167248B2/ja active Active
-
2016
- 2016-09-25 IL IL24803016A patent/IL248030B/en active IP Right Grant
Also Published As
| Publication number | Publication date |
|---|---|
| US20170044092A1 (en) | 2017-02-16 |
| CN106232570B (zh) | 2018-08-07 |
| BR112016023902A2 (pt) | 2017-08-15 |
| KR20160146765A (ko) | 2016-12-21 |
| AU2014390738B2 (en) | 2019-05-02 |
| IL248030B (en) | 2019-10-31 |
| WO2015158381A1 (en) | 2015-10-22 |
| ES2692693T3 (es) | 2018-12-04 |
| DK3131874T3 (en) | 2018-11-19 |
| CN106232570A (zh) | 2016-12-14 |
| AU2014390738A1 (en) | 2016-10-27 |
| IL248030A0 (en) | 2016-11-30 |
| KR102256398B1 (ko) | 2021-05-27 |
| CA2945867A1 (en) | 2015-10-22 |
| JP6167248B2 (ja) | 2017-07-19 |
| EP3131874A1 (en) | 2017-02-22 |
| RU2016137668A (ru) | 2018-05-16 |
| RU2667504C2 (ru) | 2018-09-21 |
| MX352386B (es) | 2017-11-22 |
| JP2017516753A (ja) | 2017-06-22 |
| RU2016137668A3 (es) | 2018-05-16 |
| CA2945867C (en) | 2021-11-09 |
| EP3131874B1 (en) | 2018-07-25 |
| US9701618B2 (en) | 2017-07-11 |
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