AR065799A1 - Moduladores cannabinoides hexahidrocicloheptapirazol - Google Patents
Moduladores cannabinoides hexahidrocicloheptapirazolInfo
- Publication number
- AR065799A1 AR065799A1 ARP080101147A ARP080101147A AR065799A1 AR 065799 A1 AR065799 A1 AR 065799A1 AR P080101147 A ARP080101147 A AR P080101147A AR P080101147 A ARP080101147 A AR P080101147A AR 065799 A1 AR065799 A1 AR 065799A1
- Authority
- AR
- Argentina
- Prior art keywords
- hydroxy
- halogen
- positions
- optionally substituted
- alkyl
- Prior art date
Links
- 229930003827 cannabinoid Natural products 0.000 title 1
- 239000003557 cannabinoid Substances 0.000 title 1
- 229910052736 halogen Inorganic materials 0.000 abstract 28
- 150000002367 halogens Chemical class 0.000 abstract 28
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 28
- 125000003545 alkoxy group Chemical group 0.000 abstract 20
- 125000000217 alkyl group Chemical group 0.000 abstract 17
- 125000003118 aryl group Chemical group 0.000 abstract 16
- 125000000623 heterocyclic group Chemical group 0.000 abstract 15
- 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 abstract 11
- 229910052739 hydrogen Inorganic materials 0.000 abstract 7
- 239000001257 hydrogen Substances 0.000 abstract 7
- 125000002947 alkylene group Chemical group 0.000 abstract 6
- 125000004043 oxo group Chemical group O=* 0.000 abstract 6
- 150000002431 hydrogen Chemical group 0.000 abstract 5
- 125000002102 aryl alkyloxo group Chemical group 0.000 abstract 4
- 125000004104 aryloxy group Chemical group 0.000 abstract 4
- 125000005242 carbamoyl alkyl group Chemical group 0.000 abstract 4
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 4
- 125000005102 carbonylalkoxy group Chemical group 0.000 abstract 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 4
- 125000004471 alkyl aminosulfonyl group Chemical group 0.000 abstract 3
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 abstract 3
- 125000003282 alkyl amino group Chemical group 0.000 abstract 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- -1 lower-amino alkyl Chemical group 0.000 abstract 2
- 102000018208 Cannabinoid Receptor Human genes 0.000 abstract 1
- 108050007331 Cannabinoid receptor Proteins 0.000 abstract 1
- 208000008589 Obesity Diseases 0.000 abstract 1
- 125000001118 alkylidene group Chemical group 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000035475 disorder Diseases 0.000 abstract 1
- 208000028774 intestinal disease Diseases 0.000 abstract 1
- 230000001404 mediated effect Effects 0.000 abstract 1
- 208000030159 metabolic disease Diseases 0.000 abstract 1
- 239000002207 metabolite Substances 0.000 abstract 1
- 208000010125 myocardial infarction Diseases 0.000 abstract 1
- 235000020824 obesity Nutrition 0.000 abstract 1
- 229940002612 prodrug Drugs 0.000 abstract 1
- 239000000651 prodrug Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 208000011580 syndromic disease Diseases 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
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- 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
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/415—1,2-Diazoles
- A61K31/416—1,2-Diazoles condensed with carbocyclic ring systems, e.g. indazole
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- 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
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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
- A61P1/04—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
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/08—Drugs for skeletal disorders for bone diseases, e.g. rachitism, Paget's disease
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- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P25/04—Centrally acting analgesics, e.g. opioids
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- A61P3/00—Drugs for disorders of the metabolism
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- 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
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61P9/00—Drugs for disorders of the cardiovascular system
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- 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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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Diabetes (AREA)
- Psychiatry (AREA)
- Physical Education & Sports Medicine (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Pain & Pain Management (AREA)
- Ophthalmology & Optometry (AREA)
- Addiction (AREA)
- Heart & Thoracic Surgery (AREA)
- Rheumatology (AREA)
- Urology & Nephrology (AREA)
- Cardiology (AREA)
- Endocrinology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Immunology (AREA)
- Emergency Medicine (AREA)
- Hospice & Palliative Care (AREA)
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Abstract
Estos compuestos son utiles para tratar, mejorar o prevenir un síndrome, trastorno o enfermedad mediado por el receptor cannabinoide, tales como obesidad, trastornos metabolicos, enfermedades intestinales e infarto de miocardio. Reivindicacion 1:Un compuesto que tiene una estructura de acuerdo con la formula (1), o una sal, isomero, profármaco, metabolito o polimorfo del mismo donde las líneas discontinuas entre las posiciones 2-3 y posiciones 3a-8a en la formula (1) representan ubicacionespara cada uno de los dos dobles enlaces presentes cuando X1R1 está presente; las líneas discontinuas entre las posiciones 3-3a y posiciones 8a-1 en formula (1) representan ubicaciones para cada uno de los dos dobles enlaces presentes cuando X2R2está presente; la línea discontinua entre la posicion 8 y X4R4 en la formula (1) representa una ubicacion para un doble enlace; X1 está ausente o es alquileno inferior; X2 está ausente o es alquileno inferior; donde solo uno de X1R1 y X2R2 estánpresentes; X3 está ausente, es alquileno inferior, alquilideno inferior o -NH-; cuando la línea discontinua entre la posicion 8 y X4R4 está ausente, X4 está ausente, o es alquileno inferior, cuando la línea discontinua entre la posicion 8 y X4R4está presente, X4 está ausente; X5 está ausente o es alquileno inferior; R1 se selecciona entre hidrogeno, alquilo (opcionalmente sustituido en una o más posiciones con halogeno, hidroxi o alcoxi inferior), alquilo inferior-sulfonilo, arilo,cicloalquilo C3-12 o heterociclilo, donde cada arilo, cicloalquilo C3-12 o heterociclilo está opcionalmente sustituido en una o más posiciones con halogeno, aminosulfonilo, alquilo inferior-aminosulfonilo, alquilo (opcionalmente sustituido en una omás posiciones con halogeno, hidroxi o alcoxi inferior), hidroxi o alcoxi inferior (opcionalmente sustituido en una o más posiciones con halogeno o hidroxi); R2 se selecciona entre hidrogeno, alquilo (opcionalmente sustituido en una o más posicionescon halogeno, hidroxi o alcoxi inferior), alquilo inferior-sulfonilo, arilo, cicloalquilo C3-12 o heterociclilo, donde cada arilo, cicloalquilo C3-12 o heterociclilo está opcionalmente sustituido en una o más posiciones con halogeno, aminosulfonilo,alquilo inferior-aminosulfonilo, alquilo (opcionalmente sustituido en una o más posiciones con halogeno, hidroxi o alcoxi inferior), hidroxi o alcoxi inferior (opcionalmente sustituido en una o más posiciones con halogeno o hidroxi); R3 es -C(O)-Z1(R6), -SO2-NR7-Z2(R8) o -C(O)-NR9-Z3(R10); cuando la línea discontinua entre la posicion 8 y X4R4 está ausente, X4 está ausente o es alquileno inferior y R4 es hidroxi, alquilo inferior, alcoxi inferior, halogeno, arilo, cicloalquilo C3-12 oheterociclilo, donde cada arilo, cicloalquilo C3-12 o heterociclilo está opcionalmente sustituido en una o más posiciones con hidroxi, oxo, alquilo inferior (opcionalmente sustituido en una o más posiciones con halogeno, hidroxi o alcoxi inferior),alcoxi inferior (opcionalmente sustituido en una o más posiciones con halogeno o hidroxi) o halogeno; cuando la línea discontinua entre la posicion 8 y X4R4 está presente, X4. está ausente y R4, es CH-arilo o CH-heterociclilo, donde cada arilo oheterociclilo está opcionalmente sustituido en una o más posiciones con hidroxi, oxo, alquilo inferior (opcionalmente sustituido en una o más posiciones con halogeno, hidroxi o alcoxi inferior), alcoxi inferior (opcionalmente sustituido en una o másposiciones con halogeno o hidroxi) o halogeno; R5 es hidrogeno, hidroxi, oxo, halogeno, amino, alquilo inferior-amino, alquilo (opcionalmente sustituido en una o más posiciones con halogeno, hidroxi o alcoxi inferior), alcoxi inferior (opcionalmentesustituido en una o más posiciones con halogeno o hidroxi), carboxi carbonilalcoxi, carbamoilo, carbamoilalquilo, arilo, ariloxi, arilalcoxi o heterociclilo; R6 es arilo, cicloalquilo C3-12 o heterociclilo cada uno opcionalmente sustituido con uno omás hidroxi, oxo, halogeno, amino, alquilo inferior-amino, alquilo (opcionalmente sustituido en una o más posiciones con halogeno, hidroxi o alcoxi inferior), alcoxi inferior (opcionalmente sustituido en una o más posiciones con halogeno o hidroxi),carboxi, carbonilalcoxi, carbamoilo, carbamoilalquilo, arilo, ariloxi, arilalcoxi o heterociclilo; R7 es hidrogeno o alquilo inferior; R8 es hidrogeno, arilo, cicloalquilo C3-12 o heterociclilo, donde arilo, cicloalquilo C3-12 o heterociclilo estáncada uno opcionalmente sustituido con uno o más hidroxi, oxo, halogeno, amino, alquilo inferior-amino, alquilo (opcionalmente sustituido en una o más posiciones con halogeno, hidroxi o alcoxi inferior), alcoxi inferior (opcionalmente sustituido enuna o más posiciones con halogeno o hidroxi), carboxi, carbonilalcoxi, carbamoilo, carbamoilalquilo, arilo, ariloxi, arilalcoxi o heterociclilo; R9 es hidrogeno o alquilo inferior; R10 es hidrogeno, arilo, cicloalquilo C3-12 o heterociclilo, dondecada arilo, cicloalquilo C3-12 o heterociclilo está opcionalmente sustituido con uno o más hidroxi, oxo, halogeno, amino, alquilo inferior-amino, alquilo (opcionalmente sustituido en una o más posiciones con halogeno, hidroxi o alcoxi inferior),alcoxi inferior (opcionalmente sustituido en una o más posiciones con halogeno o hidroxi), carboxi, carbonilalcoxi, carbamoilo, carbamoilalquilo, aminosulfonilo, alquilo inferior-aminosulfonilo, arilo, ariloxi, arilalcoxi o heterociclilo; Z1 y Z2están ausentes o son alquilo; y Z3 está ausente, -NH-, -SO2- o alquilo (donde alquilo está opcionalmente sustituido en una o más posiciones con halogeno, hidroxi, alquilo inferior, alcoxi inferior, carboxi o carbonilalcoxi).
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US11/688,552 US8378117B2 (en) | 2005-09-23 | 2007-03-20 | Hexahydro-cycloheptapyrazole cannabinoid modulators |
Publications (1)
Publication Number | Publication Date |
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AR065799A1 true AR065799A1 (es) | 2009-07-01 |
Family
ID=39189452
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP080101147A AR065799A1 (es) | 2007-03-20 | 2008-03-19 | Moduladores cannabinoides hexahidrocicloheptapirazol |
Country Status (18)
Country | Link |
---|---|
US (1) | US8378117B2 (es) |
EP (1) | EP2139328A4 (es) |
JP (1) | JP2010529949A (es) |
KR (1) | KR20100015602A (es) |
CN (1) | CN101677557A (es) |
AR (1) | AR065799A1 (es) |
AU (1) | AU2008229202A1 (es) |
BR (1) | BRPI0809037A2 (es) |
CA (1) | CA2681468A1 (es) |
CL (1) | CL2008000799A1 (es) |
CO (1) | CO6220909A2 (es) |
IL (1) | IL200957A0 (es) |
MX (1) | MX2009010157A (es) |
NZ (1) | NZ579649A (es) |
PE (1) | PE20090061A1 (es) |
TW (1) | TW200901976A (es) |
UA (1) | UA98487C2 (es) |
WO (1) | WO2008115705A2 (es) |
Families Citing this family (6)
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MX2009010162A (es) * | 2007-03-21 | 2009-10-12 | Janssen Pharmaceutica Nv | Metodo para tratar dolor mediado por el receptor cb2. |
CN102282147B (zh) * | 2009-01-28 | 2015-09-30 | 卡拉治疗学股份有限公司 | 二环吡唑并-杂环 |
US8652527B1 (en) | 2013-03-13 | 2014-02-18 | Upsher-Smith Laboratories, Inc | Extended-release topiramate capsules |
US9101545B2 (en) | 2013-03-15 | 2015-08-11 | Upsher-Smith Laboratories, Inc. | Extended-release topiramate capsules |
JP2016519684A (ja) | 2013-04-08 | 2016-07-07 | デニス エム ブラウン | 準最適に投与された薬物療法の有効性を改善するための及び/又は副作用を低減するための方法および組成物 |
WO2022132545A1 (en) * | 2020-12-15 | 2022-06-23 | Merck Sharp & Dohme Corp. | Fused [7,5] bicyclic pyrazole derivatives and methods of use thereof for the treatment of herpesviruses |
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ZW12980A1 (en) | 1979-06-01 | 1982-01-06 | Wellcome Found | Substituted aromatic compounds |
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FR2800372B1 (fr) | 1999-11-03 | 2001-12-07 | Sanofi Synthelabo | Derives tricycliques d'acide 1-benzylpyrazole-3- carboxylique, leur preparation, les medicaments en contenant |
FR2800375B1 (fr) | 1999-11-03 | 2004-07-23 | Sanofi Synthelabo | Derives tricycliques d'acide pyrazolecarboxylique, leur preparation, les compositions pharmaceutiques en contenant |
US20020137802A1 (en) | 2000-09-28 | 2002-09-26 | Travis Craig R. | Methods and compounds for inhibiting eicosanoid metabolism and platelet aggregation |
GB0205693D0 (en) | 2002-03-09 | 2002-04-24 | Astrazeneca Ab | Chemical compounds |
US7271189B2 (en) | 2003-10-20 | 2007-09-18 | Solvay Pharmaceuticals, Inc. | 1H-imidazole derivatives as cannabinoid receptor modulators |
US7151097B2 (en) * | 2003-11-07 | 2006-12-19 | Pfizer Inc. | Bicyclic pyrazolyl and imidazolyl compounds and uses thereof |
JPWO2005063241A1 (ja) | 2003-12-26 | 2007-07-19 | 小野薬品工業株式会社 | ミトコンドリアベンゾジアゼピン受容体介在性疾患の予防および/または治療剤 |
DK1735286T3 (da) | 2004-03-24 | 2012-04-02 | Janssen Pharmaceutica Nv | Tetrahydroindazoler som cannabinoidmodulatorer |
FR2875230A1 (fr) | 2004-09-13 | 2006-03-17 | Sanofi Aventis Sa | Derives de pyrazole condense, leur preparation et leur application en therapeutique |
ES2375213T3 (es) * | 2005-09-23 | 2012-02-27 | Janssen Pharmaceutica Nv | Moduladores de cannabinoides de hexadhidro-cicloheptapirazol. |
DE602006012514D1 (de) * | 2005-09-23 | 2010-04-08 | Janssen Pharmaceutica Nv | Hexahydro-cyclooctyl-pyrazol-cannabinoid-modulatoren |
US20070117857A1 (en) * | 2005-09-23 | 2007-05-24 | Fina Liotta | Substituted 3-amido-tetrahydro-indazolyl cannabinoid modulators |
-
2007
- 2007-03-20 US US11/688,552 patent/US8378117B2/en not_active Expired - Fee Related
-
2008
- 2008-03-06 KR KR1020097021528A patent/KR20100015602A/ko not_active Application Discontinuation
- 2008-03-06 BR BRPI0809037-8A patent/BRPI0809037A2/pt not_active IP Right Cessation
- 2008-03-06 AU AU2008229202A patent/AU2008229202A1/en not_active Abandoned
- 2008-03-06 CN CN200880016624A patent/CN101677557A/zh active Pending
- 2008-03-06 EP EP08731511A patent/EP2139328A4/en not_active Withdrawn
- 2008-03-06 WO PCT/US2008/056011 patent/WO2008115705A2/en active Application Filing
- 2008-03-06 CA CA002681468A patent/CA2681468A1/en not_active Abandoned
- 2008-03-06 MX MX2009010157A patent/MX2009010157A/es not_active Application Discontinuation
- 2008-03-06 JP JP2009554630A patent/JP2010529949A/ja active Pending
- 2008-03-06 NZ NZ579649A patent/NZ579649A/en not_active IP Right Cessation
- 2008-03-19 PE PE2008000509A patent/PE20090061A1/es not_active Application Discontinuation
- 2008-03-19 AR ARP080101147A patent/AR065799A1/es unknown
- 2008-03-19 CL CL200800799A patent/CL2008000799A1/es unknown
- 2008-03-19 TW TW097109566A patent/TW200901976A/zh unknown
- 2008-06-03 UA UAA200910591A patent/UA98487C2/ru unknown
-
2009
- 2009-09-15 IL IL200957A patent/IL200957A0/en unknown
- 2009-10-05 CO CO09109472A patent/CO6220909A2/es not_active Application Discontinuation
Also Published As
Publication number | Publication date |
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TW200901976A (en) | 2009-01-16 |
UA98487C2 (en) | 2012-05-25 |
KR20100015602A (ko) | 2010-02-12 |
JP2010529949A (ja) | 2010-09-02 |
AU2008229202A1 (en) | 2008-09-25 |
BRPI0809037A2 (pt) | 2014-09-16 |
CO6220909A2 (es) | 2010-11-19 |
EP2139328A2 (en) | 2010-01-06 |
US20080070968A1 (en) | 2008-03-20 |
CL2008000799A1 (es) | 2008-09-26 |
MX2009010157A (es) | 2009-10-12 |
IL200957A0 (en) | 2010-05-17 |
PE20090061A1 (es) | 2009-01-26 |
WO2008115705A2 (en) | 2008-09-25 |
CN101677557A (zh) | 2010-03-24 |
EP2139328A4 (en) | 2010-07-07 |
NZ579649A (en) | 2011-12-22 |
CA2681468A1 (en) | 2008-09-25 |
WO2008115705A3 (en) | 2009-01-15 |
US8378117B2 (en) | 2013-02-19 |
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