EP1469842A2 - Ligands du recepteur cannabinoide cb2 bicyclique - Google Patents

Ligands du recepteur cannabinoide cb2 bicyclique

Info

Publication number
EP1469842A2
EP1469842A2 EP03734818A EP03734818A EP1469842A2 EP 1469842 A2 EP1469842 A2 EP 1469842A2 EP 03734818 A EP03734818 A EP 03734818A EP 03734818 A EP03734818 A EP 03734818A EP 1469842 A2 EP1469842 A2 EP 1469842A2
Authority
EP
European Patent Office
Prior art keywords
alkyl
dimethyl
compound
saturated
branched
Prior art date
Legal status (The legal status 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 status listed.)
Withdrawn
Application number
EP03734818A
Other languages
German (de)
English (en)
Other versions
EP1469842A4 (fr
Inventor
Aaron Garzon
George Fink
Dalit Esther Dar
Naim Menashe
Ayelet Nudelman
Orit Greenberg
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Pharmos Corp
Original Assignee
Pharmos Corp
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 IL14794102A external-priority patent/IL147941A0/xx
Priority claimed from IL150302A external-priority patent/IL150302A/en
Application filed by Pharmos Corp filed Critical Pharmos Corp
Publication of EP1469842A2 publication Critical patent/EP1469842A2/fr
Publication of EP1469842A4 publication Critical patent/EP1469842A4/fr
Withdrawn legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles
    • C07C255/01—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms
    • C07C255/32—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring
    • C07C255/40—Carboxylic acid nitriles having cyano groups bound to acyclic carbon atoms having cyano groups bound to acyclic carbon atoms of a carbon skeleton containing at least one six-membered aromatic ring the carbon skeleton being further substituted by doubly-bound oxygen atoms
    • 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
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
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    • 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
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    • A61P21/04—Drugs for disorders of the muscular or neuromuscular system for myasthenia gravis
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    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
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    • 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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    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • 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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    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/06—Antiarrhythmics
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    • 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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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C251/00—Compounds containing nitrogen atoms doubly-bound to a carbon skeleton
    • C07C251/32—Oximes
    • C07C251/34—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C251/44—Oximes with oxygen atoms of oxyimino groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with the carbon atom of at least one of the oxyimino groups being part of a ring other than a six-membered aromatic ring
    • 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
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
    • C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
    • C07C45/292—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups with chromium derivatives
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    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/54—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of compounds containing doubly bound oxygen atoms, e.g. esters
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    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
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    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
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    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/703—Unsaturated compounds containing a keto groups being part of a ring containing hydroxy groups
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    • C07—ORGANIC CHEMISTRY
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    • C07C49/587—Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/753—Unsaturated compounds containing a keto groups being part of a ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
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    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/02—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen
    • C07C69/22—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety
    • C07C69/30—Esters of acyclic saturated monocarboxylic acids having the carboxyl group bound to an acyclic carbon atom or to hydrogen having three or more carbon atoms in the acid moiety esterified with trihydroxylic compounds
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    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic System
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    • 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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  • Diabetes (AREA)
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Abstract

L'invention concerne des cannabinoïdes non classiques qui sont des ligands du récepteur cannabinoïde périphérique CB2, et des compositions pharmaceutiques de ces composés, contenant en tant que principe actif de nouveaux dérivés (+) α-pinène qui sont utiles pour la prévention et le traitement des maladies auto-immunes notamment, mais non exclusivement, l'arthrite rhumatoïde, la sclérose en plaques, le lupus érythémateux disséminé, la myasthénie gravis, le diabète sucré de type I, l'hépatite, le psoriasis, les rejets de tissus lors de greffes d'organes, les syndromes de malabsorption, notamment la maladie coeliaque, les maladies pulmonaires telles que l'asthme et le syndrome de Sjögren, les inflammations, notamment les affections intestinales inflammatoires, les douleurs telles que les douleurs périphériques, viscérales, neuropathiques, inflammatoires et irradiées, la spasticité musculaire, les troubles cardio-vasculaires tels que l'arythmie, l'hypertension et l'ischémie myocardique, les troubles neurologiques tels que les accidents vasculaires cérébraux, les migraines, et les algies vasculaires de la face, les maladies neurodégénératives telles que la maladie de Parkinson, la maladie d'Alzheimer, la sclérose latérale amyotrophique, la chorée de Huntington, les dégénérescences neurologiques associées aux prions, les intoxications du SNC et certains types de cancers.
EP03734818A 2002-01-31 2003-01-30 Ligands du recepteur cannabinoide cb2 bicyclique Withdrawn EP1469842A4 (fr)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
IL14794102 2002-01-31
IL14794102A IL147941A0 (en) 2002-01-31 2002-01-31 Bicyclic cb2 cannabinoid receptor ligands
WOPCT/IL02/00341 2002-05-02
PCT/IL2002/000341 WO2003064359A1 (fr) 2002-01-31 2002-05-02 Ligands du recepteur cannabinoide cb2 bicylcique
IL15030202 2002-06-18
IL150302A IL150302A (en) 2002-01-31 2002-06-18 Bicyclic cb2 cannabinoid receptor ligands
PCT/IL2003/000077 WO2003063758A2 (fr) 2002-01-31 2003-01-30 Ligands du recepteur cannabinoide cb2 bicyclique

Publications (2)

Publication Number Publication Date
EP1469842A2 true EP1469842A2 (fr) 2004-10-27
EP1469842A4 EP1469842A4 (fr) 2006-04-26

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
EP03734818A Withdrawn EP1469842A4 (fr) 2002-01-31 2003-01-30 Ligands du recepteur cannabinoide cb2 bicyclique

Country Status (3)

Country Link
EP (1) EP1469842A4 (fr)
JP (1) JP2005523259A (fr)
WO (1) WO2003063758A2 (fr)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ATE247097T1 (de) 1998-05-04 2003-08-15 Univ Connecticut Analgetische und immunomodulierende cannabinoiden
US6900236B1 (en) 1999-10-18 2005-05-31 University Of Connecticut Cannabimimetic indole derivatives
EP1414775B1 (fr) * 2001-07-13 2012-12-19 The University of Connecticut Cannabinoide bicyclique
US20090068143A1 (en) * 2004-10-22 2009-03-12 Pharmos Corporation Orally effective cannabinoid analogs
JP2009534440A (ja) * 2006-04-27 2009-09-24 ゾルファイ ファーマスーティカルズ ゲゼルシャフト ミット ベシュレンクテル ハフツング カリウムチャンネルモジュレーターとしてのｃｂｘカンナビノイド受容体モジュレーターの使用
US7763607B2 (en) 2006-04-27 2010-07-27 Solvay Pharmaceuticals Gmbh Pharmaceutical compositions comprising CBx cannabinoid receptor modulators and potassium channel modulators
WO2008001369A1 (fr) * 2006-06-27 2008-01-03 Pharmos Corporation Utilisation d'agonistes des récepteurs cb2 pour améliorer la neurogenèse
WO2009140078A1 (fr) * 2008-05-16 2009-11-19 The Procter & Gamble Company Traitement d’un dysfonctionnement de l’appareil urinaire bas par des agonistes sélectifs du récepteur cb‑2
CN109310673A (zh) * 2016-04-10 2019-02-05 艾尼纳制药公司 用选择性cb2受体激动剂治疗的方法
WO2023058033A1 (fr) * 2021-10-10 2023-04-13 Yissum Research Development Company Of The Hebrew University Of Jerusalem Ltd. Dérivés de fenchone arylatés, compositions les comprenant, leurs procédés de préparation et leurs utilisations

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4282248A (en) * 1978-08-02 1981-08-04 Raphael Mechoulam Pinene derivatives and pharmaceutical compositions containing the same
US5434295A (en) * 1994-02-07 1995-07-18 Yissum Research Development Company Neuroprotective pharmaceutical compositions of 4-phenylpinene derivatives and certain novel 4-phenylpinene compounds
WO2001028497A2 (fr) * 1999-10-18 2001-04-26 University Of Connecticut Nouveaux agonistes de cannabinoides bicycliques destines au recepteur de cannabinoides
WO2001032169A1 (fr) * 1999-10-31 2001-05-10 Yissum Research Development Company Of The Hebrew University Agonistes specifiques pour le recepteur peripherique de cannabinoides
WO2003005960A2 (fr) * 2001-07-13 2003-01-23 University Of Connecticut Nouveaux cannabinoides bicycliques et tricycliques

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4208351A (en) * 1976-11-10 1980-06-17 Eli Lilly And Company Stereoselective preparation of hexahydro dibenzopyranones and intermediates therefor

Patent Citations (5)

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