RU2016137668A - Новые производные каннабидиол-хинона - Google Patents
Новые производные каннабидиол-хинона Download PDFInfo
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- RU2016137668A RU2016137668A RU2016137668A RU2016137668A RU2016137668A RU 2016137668 A RU2016137668 A RU 2016137668A RU 2016137668 A RU2016137668 A RU 2016137668A RU 2016137668 A RU2016137668 A RU 2016137668A RU 2016137668 A RU2016137668 A RU 2016137668A
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- 150000001875 compounds Chemical class 0.000 claims 8
- 239000000203 mixture Substances 0.000 claims 5
- 201000010099 disease Diseases 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 230000001404 mediated effect Effects 0.000 claims 4
- 201000001320 Atherosclerosis Diseases 0.000 claims 2
- 208000007882 Gastritis Diseases 0.000 claims 2
- 206010020772 Hypertension Diseases 0.000 claims 2
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 208000036110 Neuroinflammatory disease Diseases 0.000 claims 2
- 208000008589 Obesity Diseases 0.000 claims 2
- 206010033645 Pancreatitis Diseases 0.000 claims 2
- 201000004681 Psoriasis Diseases 0.000 claims 2
- 206010039710 Scleroderma Diseases 0.000 claims 2
- 206010072170 Skin wound Diseases 0.000 claims 2
- 125000002252 acyl group Chemical group 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 125000001769 aryl amino group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 208000019425 cirrhosis of liver Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 208000017169 kidney disease Diseases 0.000 claims 2
- 208000015122 neurodegenerative disease Diseases 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 235000020824 obesity Nutrition 0.000 claims 2
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 2
- 230000036560 skin regeneration Effects 0.000 claims 2
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 2
- 230000029663 wound healing Effects 0.000 claims 2
- 101150023417 PPARG gene Proteins 0.000 claims 1
- 150000003973 alkyl amines Chemical class 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 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
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- 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
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
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- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
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- A—HUMAN NECESSITIES
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- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- 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
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Diabetes (AREA)
- Epidemiology (AREA)
- Biomedical Technology (AREA)
- Obesity (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Dermatology (AREA)
- Hematology (AREA)
- Emergency Medicine (AREA)
- Rheumatology (AREA)
- Cardiology (AREA)
- Physical Education & Sports Medicine (AREA)
- Urology & Nephrology (AREA)
- Heart & Thoracic Surgery (AREA)
- Gastroenterology & Hepatology (AREA)
- Pain & Pain Management (AREA)
- Child & Adolescent Psychology (AREA)
- Endocrinology (AREA)
- Psychiatry (AREA)
- Vascular Medicine (AREA)
- Immunology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Hospice & Palliative Care (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Claims (43)
1. Соединения формулы (I) или их производные
где R представляет собой атом углерода линейной или разветвленной группы, представленной: арильной, алкенильной, алкинильной, ацильной или алкоксикарбонильной группами; или где R представляет собой атом азота линейной или разветвленной группы, представленной: алкиламинной, ариламинной, алкениламинной или алкиниламинной группами.
2. Соединение по п. 1, выбранное из:
3. Композиции, содержащие соединение формулы (I)
где R представляет собой атом углерода линейной или разветвленной группы, представленной арильной, алкенильной, алкинильной, ацильной или алкоксикарбонильной группами; или где R представляет собой атом азота линейной или разветвленной группы, представленной: алкиламинной, ариламинной, алкениламинной или алкиниламинной группами
и, необязательно, по меньшей мере еще одно дополнительное активное соединение и/или по меньшей мере фармацевтически инертный ингредиент, такой как вспомогательное вещество и/или носитель.
4. Композиция по п. 3, отличающаяся тем, что соединение формулы (I) выбрано из:
5. Соединение по любому из пп. 1 или 2 для применения в качестве лекарственного средства.
6. Соединение по любому из пп. 1 или 2 для применения для лечения заболеваний, опосредованных PPRAg.
7. Соединение по п. 6 для применения для лечения заболевания, опосредованного PPRAg, выбранного из: атеросклероза, воспалительных заболеваний кишечника, ревматоидного артрита, фиброза печени, нефропатии, псориаза, заживления кожных ран, регенерации кожи, панкреатита, гастрита, нейродегенеративных расстройств, нейровоспалительных расстройств, склеродермии, рака, гипертонии, ожирения или диабета II типа.
8. Композиция по любому из пп. 3 или 4 для применения в качестве лекарственного средства.
9. Композиция по любому из пп. 3 или 4 для применения для лечения заболеваний, опосредованных PPARg.
10. Композиция по п. 9 для применения для лечения заболевания, опосредованного PPRAg, выбранного из: атеросклероза, воспалительных заболеваний кишечника, ревматоидного артрита, фиброза печени, нефропатии, псориаза, заживления кожных ран, регенерации кожи, панкреатита, гастрита, нейродегенеративных расстройств, нейровоспалительных расстройств, склеродермии, рака, гипертонии, ожирения или диабета II типа.
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 (3)
| Publication Number | Publication Date |
|---|---|
| RU2016137668A3 RU2016137668A3 (ru) | 2018-05-16 |
| RU2016137668A true RU2016137668A (ru) | 2018-05-16 |
| RU2667504C2 RU2667504C2 (ru) | 2018-09-21 |
Family
ID=50693623
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2016137668A RU2667504C2 (ru) | 2014-04-16 | 2014-04-16 | Новые производные каннабидиол-хинона |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US9701618B2 (ru) |
| EP (1) | EP3131874B1 (ru) |
| JP (1) | JP6167248B2 (ru) |
| KR (1) | KR102256398B1 (ru) |
| CN (1) | CN106232570B (ru) |
| AU (1) | AU2014390738B2 (ru) |
| BR (1) | BR112016023902A2 (ru) |
| CA (1) | CA2945867C (ru) |
| DK (1) | DK3131874T3 (ru) |
| ES (1) | ES2692693T3 (ru) |
| IL (1) | IL248030B (ru) |
| MX (1) | MX352386B (ru) |
| RU (1) | RU2667504C2 (ru) |
| WO (1) | WO2015158381A1 (ru) |
Families Citing this family (15)
| 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 |
| JP2020524679A (ja) * | 2017-06-20 | 2020-08-20 | イッサム リサーチ デベロップメント 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 エルティーディー. | カンナビジオール酸エステル組成物およびその使用 |
| WO2020120637A1 (en) * | 2018-12-11 | 2020-06-18 | Emerald Health Pharmaceuticals Inc | Cannabigerol quinone acid and salts thereof |
| CA3128939A1 (en) * | 2019-02-06 | 2020-08-13 | Emerald Health Pharmaceuticals Inc. | Formulations of cannabidiol derivatives and their use as modulators of cannabinoid receptor type 2 (cb2) |
| AU2020235617B2 (en) * | 2019-03-12 | 2025-06-05 | Epm (Ip), Inc. | Cannabinoid acid ester compositions and uses thereof |
| CN119632928A (zh) | 2019-10-03 | 2025-03-18 | 耶路撒冷希伯来大学伊森姆研究发展有限公司 | 数个脂质体大麻素及其用途 |
| 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 |
| CN113087743B (zh) | 2020-01-08 | 2023-04-28 | 成都百裕制药股份有限公司 | 四氢大麻酚衍生物及其制备方法和在医药上的应用 |
| US12545694B2 (en) | 2020-01-08 | 2026-02-10 | Chengdu Baiyu Pharmaceutical Co., Ltd. | Cannabidiol derivatives, preparation method thereof and use thereof |
| WO2021159059A1 (en) * | 2020-02-06 | 2021-08-12 | Emerald Health Pharmaceuticals Inc. | Composition and method for the treatment and prevention of cardiac, pulmonary, dermal, and renal fibrosis |
| WO2022137144A1 (en) * | 2020-12-24 | 2022-06-30 | Buzzelet Development And Technologies Ltd. | Compositions comprising cannabinoid acid 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 |
| WO2008107878A1 (en) * | 2007-03-05 | 2008-09-12 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Novel quinonoid derivatives of cannabinoids and their use in the treatment of malignancies |
| WO2011117429A1 (es) | 2010-03-26 | 2011-09-29 | Vivacell Biotechnology España, S.L | Derivados quinona de cannabinoides |
| US20130203715A1 (en) | 2010-07-20 | 2013-08-08 | Pulmatrix, Inc. | Use of trp channel agonists to treat infections |
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2014
- 2014-04-16 MX MX2016013151A patent/MX352386B/es active IP Right Grant
- 2014-04-16 RU RU2016137668A patent/RU2667504C2/ru active
- 2014-04-16 CA CA2945867A patent/CA2945867C/en active Active
- 2014-04-16 CN CN201480078012.4A patent/CN106232570B/zh active Active
- 2014-04-16 AU AU2014390738A patent/AU2014390738B2/en not_active Ceased
- 2014-04-16 WO PCT/EP2014/057767 patent/WO2015158381A1/en not_active Ceased
- 2014-04-16 JP JP2016560647A patent/JP6167248B2/ja active Active
- 2014-04-16 BR BR112016023902A patent/BR112016023902A2/pt not_active IP Right Cessation
- 2014-04-16 ES ES14723345.6T patent/ES2692693T3/es active Active
- 2014-04-16 US US15/304,810 patent/US9701618B2/en active Active
- 2014-04-16 KR KR1020167030311A patent/KR102256398B1/ko not_active Expired - Fee Related
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| KR20160146765A (ko) | 2016-12-21 |
| EP3131874A1 (en) | 2017-02-22 |
| RU2016137668A3 (ru) | 2018-05-16 |
| AU2014390738A1 (en) | 2016-10-27 |
| MX2016013151A (es) | 2017-02-02 |
| BR112016023902A2 (pt) | 2017-08-15 |
| IL248030A0 (en) | 2016-11-30 |
| CN106232570A (zh) | 2016-12-14 |
| US20170044092A1 (en) | 2017-02-16 |
| IL248030B (en) | 2019-10-31 |
| MX352386B (es) | 2017-11-22 |
| ES2692693T3 (es) | 2018-12-04 |
| JP2017516753A (ja) | 2017-06-22 |
| KR102256398B1 (ko) | 2021-05-27 |
| JP6167248B2 (ja) | 2017-07-19 |
| CN106232570B (zh) | 2018-08-07 |
| RU2667504C2 (ru) | 2018-09-21 |
| AU2014390738B2 (en) | 2019-05-02 |
| WO2015158381A1 (en) | 2015-10-22 |
| US9701618B2 (en) | 2017-07-11 |
| DK3131874T3 (en) | 2018-11-19 |
| CA2945867C (en) | 2021-11-09 |
| EP3131874B1 (en) | 2018-07-25 |
| CA2945867A1 (en) | 2015-10-22 |
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