WO2001032169A1 - Agonists specific for the peripheral cannabinoid receptor - Google Patents
Agonists specific for the peripheral cannabinoid receptor Download PDFInfo
- Publication number
- WO2001032169A1 WO2001032169A1 PCT/US2000/029903 US0029903W WO0132169A1 WO 2001032169 A1 WO2001032169 A1 WO 2001032169A1 US 0029903 W US0029903 W US 0029903W WO 0132169 A1 WO0132169 A1 WO 0132169A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- straight
- branched chain
- chain alkyl
- hydrogen
- moiety
- Prior art date
Links
- FXWRDAZOIHNJQK-DKIZEMGNSA-N CCCCCCC(C)(C)c1cc(OC)c([C@@]23C=C(COC(C(C)(C)C)=O)[C@@H]4C22C3C42)c(O)c1 Chemical compound CCCCCCC(C)(C)c1cc(OC)c([C@@]23C=C(COC(C(C)(C)C)=O)[C@@H]4C22C3C42)c(O)c1 FXWRDAZOIHNJQK-DKIZEMGNSA-N 0.000 description 1
Classifications
-
- 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
-
- 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
- A61K31/216—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acids having aromatic rings, e.g. benactizyne, clofibrate
-
- 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
- A61K31/075—Ethers or acetals
- A61K31/085—Ethers or acetals having an ether linkage to aromatic ring nuclear carbon
- A61K31/09—Ethers or acetals having an ether linkage to aromatic ring nuclear carbon having two or more such linkages
-
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- 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]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- 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
Definitions
- CB1 central nervous system
- CB2 present outside the CNS, in peripheral organs including peripheral nerve terminals
- Anandamide attenuates the early phase or the late phase of pain behavior produced by formalin-induced chemical damage. This effect is produced by interaction with CB1 (or CBl-like) receptors, located on peripheral endings of sensory neurons involved in pain transmission. Palmitylethanolamide, which like anandamide is present in the skin, also exhibits peripheral antinociceptive activity during the late phase of pain behavior. Palmitylethanolamide, however does not bind to either CB 1 or CB2. Its analgetic activity is blocked by the specific CB2 antagonist SR 144528, though not by the specific CB1 antagonist SR 141716A. Hence a CB2-like receptor was postulated.
- the active ingredient of the pharmaceutical compositions according to the present invention is a compound of the general Formula 1 : Figure I
- Fig. 6b is a bar graph depicting the effects of the CBl receptor antagonist (SR141716A, 5 mg/kg) and the CB2 receptor antagonists (SR144528, 1 mg/kg) on the anti- inflammatory effect of HU-308 on arachidonic acid (A'A) induced swelling of the ear in female Sabra mice treated with 4.5 mg A'A (in 5 ml EtOH) dispersed on the inner surface of one of the ears as measured by the difference between the A'A treated ear and the EtOH treated ear;
- A'A arachidonic acid
- Fig. 7 is a bar graph depicting the effect of HU-308 and HU-308 plus SR144528 on formalin-induced peripheral pain in mice 30 minutes after injecting formalin into the hindpaw as measured by the total number of licks of the injected hindpaw recorded for the duration of one hour;
- Fig. 8 is a graph of disease activity index score vs. treatment day, for mice with acid induced inflammatory bowel disease treated with 10 or 20 mg/kg of HU-308 or vehicle; and
- Example 1 Synthesis of (+)-(_. - ⁇ -H. 4- ⁇ -H. 5-ce-HV4-r2.6-dihvdroxy-4-(l.l- dimethylheptv ⁇ phenyl]-6.6-dimethylbicvclo[3.1.1]hept-2-ene-2-carbinolpivalate (IID.
- the CBl binding assays were performed with synaptosomal membranes prepared from rat brains [Devane, W.A., Hanus, L., Breuer, A., Pertwee, R.G., Stevenson, L.A., Griffin, G., Gibson, D., Mandelbaum, A., Etinger, A., & Mechoulam, R. (1992) Science 258, 1946-1949].
- the four assays were (1) motor activity (ambulation and rearing) in an open field (20 x 30 cm, divided into 12 squares of equal size) for 8 min; (2) immobility ("catalepsy") on a ring of 5.5 cm diameter for 4 min; (3) body temperature with a telethermometer (Yellow Springs Instruments Co.); and (4) analgesia on a hot plate maintained at 55°C, measured as the latency (in seconds) until the first hind paw lick or jump from the plate (the latter response was rarely observed) with a maximum of 45 s.
- motor activity ambulation and rearing
- immobility on a ring of 5.5 cm diameter for 4 min
- body temperature with a telethermometer Yellow Springs Instruments Co.
- analgesia on a hot plate maintained at 55°C, measured as the latency (in seconds) until the first hind paw lick or jump from the plate (the latter response was rarely observed) with a maximum of 45 s.
- the results of this study are provided in
- mice 100 mg/kg and immediately after injection separating the mice into individual cages and recording the number of fecal pellets every 15 min for 2 hours. Rectal temperature was also recorded as a measure of central activity.
- the results of this study are provided in Fig. 4 in graphical form.
- Ear inflammation was measured by assessing ear tissue swelling after topical application of arachidonic acid.
- Nonsteroidal anti-inflammatory drugs have been shown to reduce swelling in this model [Young, J.M., Spires, D.A., Bedord, C. J., Wagner, B., Ballaron, S. & De Young, L.M. (1984) J. Invest. Dermatol. 82, 367-371].
- arachidonic acid was applied to the inner surface of one ear (4.5 mg in 5 ml ethanol).
- the opposite ear served as a control (5 ml ethanol).
- Ear thickness was determined (in 0.01 mm units) every 15 min for 90 min starting immediately after arachidonic acid application using a dial thickness gauge (Mitutoyo, Japan). The results of this study are provided in Fig. 6 in graphical form.
- Pain mediated by the peripheral nervous system was tested in the "formalin test" for cutaneous (peripheral) pain [Tjolson, A., Berge, O-G., Hunskaar, S., Rosland, J.H. andHole, K. (1992) Pain, 51, 5-17; Calignano, A., LaRana, G., Giuffrida, A. & Piomelli, D. (1998) Nature (London) 394, 277-280; and Jagger, S.I., Hasnie, F.S., Sellaturay, S. and Rice, A.S.C.(1998) Pain 76, 189-199].
- HU-308 or vehicle was injected i.p.
Abstract
Description
Claims
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE60017287T DE60017287T2 (en) | 1999-10-31 | 2000-10-30 | Specific agonists for peripheral cannabinoid receptors |
EP00974023A EP1244440B1 (en) | 1999-10-31 | 2000-10-30 | Agonists specific for the peripheral cannabinoid receptor |
AT00974023T ATE286389T1 (en) | 1999-10-31 | 2000-10-30 | SPECIFIC ANONISTS FOR PERIPHERAL CANNABINOID RECEPTORS |
AU12458/01A AU778149B2 (en) | 1999-10-31 | 2000-10-30 | Agonists specific for the peripheral cannabinoid receptor |
HU0203681A HUP0203681A3 (en) | 1999-10-31 | 2000-10-30 | Pharmaceutical compositions containing agonists specific for the peripheral cannabinoid receptor and their use |
IL14879600A IL148796A0 (en) | 1991-10-31 | 2000-10-30 | Agonists specific for the peripheral cannabinoid receptor |
KR1020027005566A KR100770695B1 (en) | 1999-10-31 | 2000-10-30 | Agonists specific for the peripheral cannabinoid receptor |
JP2001534374A JP4231906B2 (en) | 1999-10-31 | 2000-10-30 | Agonists specific for peripheral cannabinoid receptors |
CA002385928A CA2385928A1 (en) | 1999-10-31 | 2000-10-30 | Agonists specific for the peripheral cannabinoid receptor |
NZ518054A NZ518054A (en) | 1999-10-31 | 2000-10-30 | Agonists specific for the peripheral cannabinoid receptor |
IL148796A IL148796A (en) | 1999-10-31 | 2002-03-20 | Use of agonists specific for the peripheral cannabinoid receptor for the preparation of a medicament against autoimmune diseases and tumors |
US10/133,153 US6903137B2 (en) | 1999-10-31 | 2002-04-26 | Agonists specific for the peripheral cannabinoid receptor |
US11/043,089 US7214716B2 (en) | 1999-10-31 | 2005-01-27 | Agonists specific for the peripheral cannabinoid receptor |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
IL132661A IL132661A (en) | 1999-10-31 | 1999-10-31 | Agonists specific for the peripheral cannabinoid receptor |
IL132661 | 1999-10-31 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US09/698,071 Division US6864291B1 (en) | 1999-10-31 | 2000-10-30 | Agonists specific for the peripheral cannabinoid receptor |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US10/133,153 Continuation US6903137B2 (en) | 1999-10-31 | 2002-04-26 | Agonists specific for the peripheral cannabinoid receptor |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2001032169A1 true WO2001032169A1 (en) | 2001-05-10 |
Family
ID=11073405
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2000/029903 WO2001032169A1 (en) | 1991-10-31 | 2000-10-30 | Agonists specific for the peripheral cannabinoid receptor |
Country Status (13)
Country | Link |
---|---|
US (3) | US6864291B1 (en) |
EP (1) | EP1244440B1 (en) |
JP (1) | JP4231906B2 (en) |
KR (1) | KR100770695B1 (en) |
AT (1) | ATE286389T1 (en) |
AU (1) | AU778149B2 (en) |
CA (1) | CA2385928A1 (en) |
DE (1) | DE60017287T2 (en) |
HU (1) | HUP0203681A3 (en) |
IL (2) | IL132661A (en) |
NZ (1) | NZ518054A (en) |
WO (1) | WO2001032169A1 (en) |
ZA (1) | ZA200202181B (en) |
Cited By (17)
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---|---|---|---|---|
WO2003043619A1 (en) * | 2001-11-23 | 2003-05-30 | Astrazeneca Ab | New use for the treatment of gastroesophageal reflux disease |
WO2003061699A1 (en) * | 2001-12-27 | 2003-07-31 | Japan Tobacco, Inc. | Remedies for allergic diseases |
EP1469842A2 (en) * | 2002-01-31 | 2004-10-27 | Pharmos Corporation | Bicyclic cb2 cannabinoid receptor ligands |
WO2004085385A3 (en) * | 2003-03-20 | 2004-11-25 | Schering Corp | Cannabinoid receptor ligands |
US6900236B1 (en) | 1999-10-18 | 2005-05-31 | University Of Connecticut | Cannabimimetic indole derivatives |
US6939977B2 (en) | 1998-05-04 | 2005-09-06 | The University Of Connecticut | Analgesic and immunomodulatory cannabinoids |
US6943266B1 (en) | 1999-10-18 | 2005-09-13 | University Of Connecticut | Bicyclic cannabinoid agonists for the cannabinoid receptor |
US6995187B1 (en) | 1999-10-18 | 2006-02-07 | University Of Connecticut | Peripheral cannabinoid receptor (CB2) selective ligands |
US7183313B2 (en) | 2002-08-23 | 2007-02-27 | University Of Connecticut | Keto cannabinoids with therapeutic indications |
WO2007125048A1 (en) * | 2006-04-27 | 2007-11-08 | Solvay Pharmaceuticals Gmbh | Pharmaceutical compositions comprising cbx cannabinoid receptor modulators and potassium channel modulators |
WO2008001369A1 (en) * | 2006-06-27 | 2008-01-03 | Pharmos Corporation | Use of cb2 receptor agonists for promoting neurogenesis |
AU2003209616B2 (en) * | 2002-01-31 | 2008-07-10 | Pharmos Corporation | Bicyclic CB2 cannabinoid receptor ligands |
WO2008107879A1 (en) * | 2007-03-05 | 2008-09-12 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Novel cannabidiol derivatives and their use as anti-inflammatory agents |
US7763607B2 (en) | 2006-04-27 | 2010-07-27 | Solvay Pharmaceuticals Gmbh | Pharmaceutical compositions comprising CBx cannabinoid receptor modulators and potassium channel modulators |
WO2011009883A1 (en) | 2009-07-23 | 2011-01-27 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Selective cb2 receptor agonists for use in the prevention or treatment of alcoholic liver disease |
WO2014097188A1 (en) | 2012-12-21 | 2014-06-26 | C4T S.C. A.R.L. | Compounds of 2,3-dihydro-4h-1,3-benzoxazine-4-one, method for preparing them and pharmaceutical form comprising them |
EP2992880A1 (en) * | 2014-09-04 | 2016-03-09 | Fundació Institut de Recerca de l'Hospital de la Santa Creu l Sant Pau | Use of heme oxygenase 1 inducers and cannabinoid 2 receptor or delta-opioid receptor agonists in inflammatory pain |
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US6342611B1 (en) * | 1997-10-10 | 2002-01-29 | Cytovia, Inc. | Fluorogenic or fluorescent reporter molecules and their applications for whole-cell fluorescence screening assays for capsases and other enzymes and the use thereof |
US7897598B2 (en) * | 1998-06-09 | 2011-03-01 | Alexandros Makriyannis | Inhibitors of the anandamide transporter |
US7589220B2 (en) * | 1998-06-09 | 2009-09-15 | University Of Connecticut | Inhibitors of the anandamide transporter |
US7276613B1 (en) | 1998-11-24 | 2007-10-02 | University Of Connecticut | Retro-anandamides, high affinity and stability cannabinoid receptor ligands |
US7161016B1 (en) | 1998-11-24 | 2007-01-09 | University Of Connecticut | Cannabimimetic lipid amides as useful medications |
US7119108B1 (en) | 1999-10-18 | 2006-10-10 | University Of Connecticut | Pyrazole derivatives as cannabinoid receptor antagonists |
US7393842B2 (en) * | 2001-08-31 | 2008-07-01 | University Of Connecticut | Pyrazole analogs acting on cannabinoid receptors |
US8084467B2 (en) * | 1999-10-18 | 2011-12-27 | University Of Connecticut | Pyrazole derivatives as cannabinoid receptor antagonists |
US7741365B2 (en) * | 1999-10-18 | 2010-06-22 | University Of Connecticut | Peripheral cannabinoid receptor (CB2) selective ligands |
IL132661A (en) * | 1999-10-31 | 2008-11-26 | Raphael Mechoulam | Agonists specific for the peripheral cannabinoid receptor |
EP1361876A4 (en) * | 2001-01-26 | 2004-03-31 | Univ Connecticut | Novel cannabimimetic ligands |
US7173027B2 (en) * | 2001-01-29 | 2007-02-06 | University Of Connecticut | Receptor selective cannabimimetic aminoalkylindoles |
EP1414775B1 (en) * | 2001-07-13 | 2012-12-19 | The University of Connecticut | Bicyclic cannabinoid |
CN1589269A (en) | 2001-10-26 | 2005-03-02 | 康涅狄格大学 | Heteroindanes: a new class of potent cannabimimetic ligands |
WO2004078261A1 (en) * | 2003-03-07 | 2004-09-16 | The University Court Of The University Of Aberdeen | Cannabinoid receptor inverse agonists and neutral antagonists as therapeutic agents for the treatment of bone disorders |
AU2004249669B2 (en) * | 2003-05-20 | 2008-05-22 | The University Of Tennessee Research Foundation | Cannabinoid derivatives, methods of making, and use thereof |
EP1758566A2 (en) * | 2004-06-22 | 2007-03-07 | Pharmos Limited | Use of cb2 receptors agonists for the treatment of huntington"s disease |
TWI366460B (en) | 2005-06-16 | 2012-06-21 | Euro Celtique Sa | Cannabinoid active pharmaceutical ingredient for improved dosage forms |
US20070060638A1 (en) * | 2005-08-26 | 2007-03-15 | Olmstead Mary C | Methods and therapies for potentiating therapeutic activities of a cannabinoid receptor agonist via administration of a cannabinoid receptor antagonist |
US9763894B2 (en) * | 2006-12-05 | 2017-09-19 | Virginia Commonwealth University | Inflammation therapy |
GB0702862D0 (en) * | 2007-02-14 | 2007-03-28 | Univ Aberdeen | Therapeutic compounds |
JP2010540618A (en) | 2007-10-02 | 2010-12-24 | アリエル−ユニバーシティー リサーチ アンド デベロップメント カンパニー リミテッド | Endogenous cannabinoids to increase infant growth and development |
US9193713B2 (en) | 2007-10-12 | 2015-11-24 | Abbvie Inc. | Compounds as cannabinoid receptor ligands |
WO2010041253A1 (en) | 2008-10-06 | 2010-04-15 | Yissum Research Development Company Of The Hebrew University Of Jerusalem, Ltd. | Compositions comprising cb receptor agonists, uses thereof and methods for their preparation |
WO2014170902A1 (en) | 2013-04-17 | 2014-10-23 | Ariel - University Research And Development Company, Ltd. | Cb2 receptor ligands for the treatment of psychiatric disorders |
US9585867B2 (en) | 2015-08-06 | 2017-03-07 | Charles Everett Ankner | Cannabinod formulation for the sedation of a human or animal |
EP3664795A4 (en) | 2017-08-09 | 2021-04-28 | Cannibite BVBA | Cannabis and derivatives thereof for the treatment of pain and inflammation related with dental pulp and bone regeneration related to dental jaw bone defects |
EP3836894A1 (en) * | 2019-10-25 | 2021-06-23 | Gelest Technologies, Inc. | Silicon-based cannabidiol derivatives and compositions thereof |
Citations (1)
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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 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
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IL55274A (en) | 1978-08-02 | 1982-08-31 | Yissum Res Dev Co | 4-(2,6-dihydroxy-4-(dimethylheptyl)phenyl)substituted 2-pinen-10-ol and pinane derivatives,their preparation and pharmaceutical compositions comprising them |
FR2735774B1 (en) | 1995-06-21 | 1997-09-12 | Sanofi Sa | USE OF HUMAN CB2 RECEPTOR AGONIST COMPOUNDS FOR THE PREPARATION OF IMMUNOMODULATORY DRUGS, NOVEL CB2 RECEPTOR AGONIST COMPOUNDS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM |
IL132661A (en) * | 1999-10-31 | 2008-11-26 | Raphael Mechoulam | Agonists specific for the peripheral cannabinoid receptor |
-
1999
- 1999-10-31 IL IL132661A patent/IL132661A/en not_active IP Right Cessation
-
2000
- 2000-10-30 DE DE60017287T patent/DE60017287T2/en not_active Expired - Lifetime
- 2000-10-30 CA CA002385928A patent/CA2385928A1/en not_active Abandoned
- 2000-10-30 KR KR1020027005566A patent/KR100770695B1/en not_active IP Right Cessation
- 2000-10-30 AT AT00974023T patent/ATE286389T1/en not_active IP Right Cessation
- 2000-10-30 JP JP2001534374A patent/JP4231906B2/en not_active Expired - Fee Related
- 2000-10-30 WO PCT/US2000/029903 patent/WO2001032169A1/en active IP Right Grant
- 2000-10-30 US US09/698,071 patent/US6864291B1/en not_active Expired - Fee Related
- 2000-10-30 HU HU0203681A patent/HUP0203681A3/en unknown
- 2000-10-30 NZ NZ518054A patent/NZ518054A/en unknown
- 2000-10-30 AU AU12458/01A patent/AU778149B2/en not_active Ceased
- 2000-10-30 EP EP00974023A patent/EP1244440B1/en not_active Expired - Lifetime
-
2002
- 2002-03-18 ZA ZA200202181A patent/ZA200202181B/en unknown
- 2002-03-20 IL IL148796A patent/IL148796A/en not_active IP Right Cessation
- 2002-04-26 US US10/133,153 patent/US6903137B2/en not_active Expired - Fee Related
-
2005
- 2005-01-27 US US11/043,089 patent/US7214716B2/en not_active Expired - Fee Related
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
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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 |
Cited By (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6939977B2 (en) | 1998-05-04 | 2005-09-06 | The University Of Connecticut | Analgesic and immunomodulatory cannabinoids |
US6995187B1 (en) | 1999-10-18 | 2006-02-07 | University Of Connecticut | Peripheral cannabinoid receptor (CB2) selective ligands |
US6900236B1 (en) | 1999-10-18 | 2005-05-31 | University Of Connecticut | Cannabimimetic indole derivatives |
US6943266B1 (en) | 1999-10-18 | 2005-09-13 | University Of Connecticut | Bicyclic cannabinoid agonists for the cannabinoid receptor |
WO2003043619A1 (en) * | 2001-11-23 | 2003-05-30 | Astrazeneca Ab | New use for the treatment of gastroesophageal reflux disease |
US7358245B2 (en) | 2001-11-23 | 2008-04-15 | Astrazenca Ab | Treatment of gastroesophageal reflux disease |
WO2003061699A1 (en) * | 2001-12-27 | 2003-07-31 | Japan Tobacco, Inc. | Remedies for allergic diseases |
AU2003209616B2 (en) * | 2002-01-31 | 2008-07-10 | Pharmos Corporation | Bicyclic CB2 cannabinoid receptor ligands |
EP1469842A4 (en) * | 2002-01-31 | 2006-04-26 | Pharmos Corp | Bicyclic cb2 cannabinoid receptor ligands |
EP1469842A2 (en) * | 2002-01-31 | 2004-10-27 | Pharmos Corporation | Bicyclic cb2 cannabinoid receptor ligands |
US7183313B2 (en) | 2002-08-23 | 2007-02-27 | University Of Connecticut | Keto cannabinoids with therapeutic indications |
WO2004085385A3 (en) * | 2003-03-20 | 2004-11-25 | Schering Corp | Cannabinoid receptor ligands |
JP2007211017A (en) * | 2003-03-20 | 2007-08-23 | Schering Plough Corp | Cannabinoid receptor ligand |
JP2006520795A (en) * | 2003-03-20 | 2006-09-14 | シェーリング コーポレイション | Cannabinoid receptor ligand |
US7642272B2 (en) | 2003-03-20 | 2010-01-05 | Schering Corporation | Cannabinoid receptor ligands |
WO2007125048A1 (en) * | 2006-04-27 | 2007-11-08 | Solvay Pharmaceuticals Gmbh | Pharmaceutical compositions comprising cbx cannabinoid receptor modulators and potassium channel modulators |
US7763607B2 (en) | 2006-04-27 | 2010-07-27 | Solvay Pharmaceuticals Gmbh | Pharmaceutical compositions comprising CBx cannabinoid receptor modulators and potassium channel modulators |
WO2008001369A1 (en) * | 2006-06-27 | 2008-01-03 | Pharmos Corporation | Use of cb2 receptor agonists for promoting neurogenesis |
WO2008107879A1 (en) * | 2007-03-05 | 2008-09-12 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Novel cannabidiol derivatives and their use as anti-inflammatory agents |
WO2011009883A1 (en) | 2009-07-23 | 2011-01-27 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Selective cb2 receptor agonists for use in the prevention or treatment of alcoholic liver disease |
WO2014097188A1 (en) | 2012-12-21 | 2014-06-26 | C4T S.C. A.R.L. | Compounds of 2,3-dihydro-4h-1,3-benzoxazine-4-one, method for preparing them and pharmaceutical form comprising them |
EP2992880A1 (en) * | 2014-09-04 | 2016-03-09 | Fundació Institut de Recerca de l'Hospital de la Santa Creu l Sant Pau | Use of heme oxygenase 1 inducers and cannabinoid 2 receptor or delta-opioid receptor agonists in inflammatory pain |
Also Published As
Publication number | Publication date |
---|---|
IL148796A (en) | 2008-11-26 |
AU1245801A (en) | 2001-05-14 |
NZ518054A (en) | 2003-10-31 |
US20020173528A1 (en) | 2002-11-21 |
EP1244440A4 (en) | 2003-05-14 |
US7214716B2 (en) | 2007-05-08 |
US6903137B2 (en) | 2005-06-07 |
KR20030008208A (en) | 2003-01-24 |
EP1244440A1 (en) | 2002-10-02 |
JP2004505006A (en) | 2004-02-19 |
HUP0203681A2 (en) | 2003-04-28 |
HUP0203681A3 (en) | 2003-05-28 |
IL132661A0 (en) | 2001-03-19 |
EP1244440B1 (en) | 2005-01-05 |
JP4231906B2 (en) | 2009-03-04 |
ATE286389T1 (en) | 2005-01-15 |
ZA200202181B (en) | 2003-05-28 |
AU778149B2 (en) | 2004-11-18 |
US20050165118A1 (en) | 2005-07-28 |
US6864291B1 (en) | 2005-03-08 |
KR100770695B1 (en) | 2007-10-29 |
IL132661A (en) | 2008-11-26 |
DE60017287D1 (en) | 2005-02-10 |
CA2385928A1 (en) | 2001-05-10 |
DE60017287T2 (en) | 2005-12-08 |
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