IL205001A - N-phenyl-bipyrrolidine-conserved carboxamides and their therapeutic agents as histamine 3h receptor modulators - Google Patents
N-phenyl-bipyrrolidine-conserved carboxamides and their therapeutic agents as histamine 3h receptor modulatorsInfo
- Publication number
- IL205001A IL205001A IL205001A IL20500110A IL205001A IL 205001 A IL205001 A IL 205001A IL 205001 A IL205001 A IL 205001A IL 20500110 A IL20500110 A IL 20500110A IL 205001 A IL205001 A IL 205001A
- Authority
- IL
- Israel
- Prior art keywords
- methyl
- phenyl
- amide
- bipyrrolidinyl
- carboxylic acid
- Prior art date
Links
- 102000004384 Histamine H3 receptors Human genes 0.000 title abstract description 28
- 108090000981 Histamine H3 receptors Proteins 0.000 title abstract description 28
- 230000001225 therapeutic effect Effects 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 192
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 44
- 201000010099 disease Diseases 0.000 claims abstract description 31
- 238000002360 preparation method Methods 0.000 claims abstract description 17
- 238000011282 treatment Methods 0.000 claims abstract description 10
- 150000003839 salts Chemical class 0.000 claims description 53
- 239000002253 acid Substances 0.000 claims description 46
- -1 2-oxo- 2H-pyridin-l -yl Chemical group 0.000 claims description 41
- AVPKHOTUOHDTLW-UHFFFAOYSA-N oxane-4-carboxylic acid Chemical compound OC(=O)C1CCOCC1 AVPKHOTUOHDTLW-UHFFFAOYSA-N 0.000 claims description 35
- 239000000203 mixture Substances 0.000 claims description 31
- IJEUISLJVBUNRE-UHFFFAOYSA-N 3,5-dimethyl-1,2-oxazole-4-carboxylic acid Chemical compound CC1=NOC(C)=C1C(O)=O IJEUISLJVBUNRE-UHFFFAOYSA-N 0.000 claims description 30
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 30
- NZNMSOFKMUBTKW-UHFFFAOYSA-N cyclohexanecarboxylic acid Chemical compound OC(=O)C1CCCCC1 NZNMSOFKMUBTKW-UHFFFAOYSA-N 0.000 claims description 28
- YMGUBTXCNDTFJI-UHFFFAOYSA-N cyclopropanecarboxylic acid Chemical compound OC(=O)C1CC1 YMGUBTXCNDTFJI-UHFFFAOYSA-N 0.000 claims description 27
- SFHVXKNMCGSLAR-UHFFFAOYSA-N 2,2,3,3-tetramethylcyclopropanecarboxylic acid Chemical compound CC1(C)C(C(O)=O)C1(C)C SFHVXKNMCGSLAR-UHFFFAOYSA-N 0.000 claims description 18
- 125000000217 alkyl group Chemical group 0.000 claims description 17
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 17
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000008194 pharmaceutical composition Substances 0.000 claims description 15
- SMNDYUVBFMFKNZ-UHFFFAOYSA-N 2-furoic acid Chemical compound OC(=O)C1=CC=CO1 SMNDYUVBFMFKNZ-UHFFFAOYSA-N 0.000 claims description 14
- IHCCAYCGZOLTEU-UHFFFAOYSA-N 3-furoic acid Chemical compound OC(=O)C=1C=COC=1 IHCCAYCGZOLTEU-UHFFFAOYSA-N 0.000 claims description 14
- VZFUCHSFHOYXIS-UHFFFAOYSA-N cycloheptane carboxylic acid Natural products OC(=O)C1CCCCCC1 VZFUCHSFHOYXIS-UHFFFAOYSA-N 0.000 claims description 14
- 208000035475 disorder Diseases 0.000 claims description 13
- WSMQKESQZFQMFW-UHFFFAOYSA-N 5-methyl-pyrazole-3-carboxylic acid Chemical compound CC1=CC(C(O)=O)=NN1 WSMQKESQZFQMFW-UHFFFAOYSA-N 0.000 claims description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 12
- JBDSSBMEKXHSJF-UHFFFAOYSA-N cyclopentanecarboxylic acid Chemical compound OC(=O)C1CCCC1 JBDSSBMEKXHSJF-UHFFFAOYSA-N 0.000 claims description 12
- NKBWMBRPILTCRD-UHFFFAOYSA-N 2-Methylheptanoic acid Chemical compound CCCCCC(C)C(O)=O NKBWMBRPILTCRD-UHFFFAOYSA-N 0.000 claims description 11
- JESWDXIHOJGWBP-UHFFFAOYSA-N bicyclo[2.2.1]heptane-3-carboxylic acid Chemical compound C1CC2C(C(=O)O)CC1C2 JESWDXIHOJGWBP-UHFFFAOYSA-N 0.000 claims description 11
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 10
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 10
- 125000002541 furyl group Chemical group 0.000 claims description 10
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 10
- HXIYCKAAQPHZBM-UHFFFAOYSA-N 3-methyl-1,2-oxazole-5-carboxylic acid Chemical compound CC=1C=C(C(O)=O)ON=1 HXIYCKAAQPHZBM-UHFFFAOYSA-N 0.000 claims description 9
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 9
- 125000001424 substituent group Chemical group 0.000 claims description 9
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims description 9
- IMBBXSASDSZJSX-UHFFFAOYSA-N 4-Carboxypyrazole Chemical compound OC(=O)C=1C=NNC=1 IMBBXSASDSZJSX-UHFFFAOYSA-N 0.000 claims description 8
- 208000024827 Alzheimer disease Diseases 0.000 claims description 8
- 125000002971 oxazolyl group Chemical group 0.000 claims description 8
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 8
- 230000007958 sleep Effects 0.000 claims description 8
- JESWDXIHOJGWBP-JEAXJGTLSA-N (1r,4s)-bicyclo[2.2.1]heptane-3-carboxylic acid Chemical compound C1C[C@]2([H])C(C(O)=O)C[C@@]1([H])C2 JESWDXIHOJGWBP-JEAXJGTLSA-N 0.000 claims description 7
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 7
- 206010012289 Dementia Diseases 0.000 claims description 6
- 206010041349 Somnolence Diseases 0.000 claims description 6
- 208000010877 cognitive disease Diseases 0.000 claims description 6
- 229940079593 drug Drugs 0.000 claims description 6
- 239000003814 drug Substances 0.000 claims description 6
- 239000003937 drug carrier Substances 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- 125000004076 pyridyl group Chemical group 0.000 claims description 6
- 208000036864 Attention deficit/hyperactivity disease Diseases 0.000 claims description 5
- 208000015802 attention deficit-hyperactivity disease Diseases 0.000 claims description 5
- 125000004851 cyclopentylmethyl group Chemical group C1(CCCC1)C* 0.000 claims description 5
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- 201000003631 narcolepsy Diseases 0.000 claims description 5
- PXRXGHUTKHXUGF-UHFFFAOYSA-N 1,5-dimethylpyrazole-3-carboxylic acid Chemical compound CC1=CC(C(O)=O)=NN1C PXRXGHUTKHXUGF-UHFFFAOYSA-N 0.000 claims description 4
- IARMCEYEYXXEOS-UHFFFAOYSA-N 2-methyl-1,3-oxazole-4-carboxylic acid Chemical compound CC1=NC(C(O)=O)=CO1 IARMCEYEYXXEOS-UHFFFAOYSA-N 0.000 claims description 4
- MFCDBOBISCCFMN-UHFFFAOYSA-N 5-(2-oxopyridin-1-yl)furan-2-carboxylic acid Chemical compound O1C(C(=O)O)=CC=C1N1C(=O)C=CC=C1 MFCDBOBISCCFMN-UHFFFAOYSA-N 0.000 claims description 4
- 208000006096 Attention Deficit Disorder with Hyperactivity Diseases 0.000 claims description 4
- 201000006417 multiple sclerosis Diseases 0.000 claims description 4
- 208000019116 sleep disease Diseases 0.000 claims description 4
- PHKNKTBPYNCTGD-UHFFFAOYSA-N 3-pyridin-4-yl-1h-pyrazole-5-carboxylic acid Chemical compound N1C(C(=O)O)=CC(C=2C=CN=CC=2)=N1 PHKNKTBPYNCTGD-UHFFFAOYSA-N 0.000 claims description 3
- 208000005793 Restless legs syndrome Diseases 0.000 claims description 3
- 208000032140 Sleepiness Diseases 0.000 claims description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 3
- 230000033001 locomotion Effects 0.000 claims description 3
- 208000001797 obstructive sleep apnea Diseases 0.000 claims description 3
- 230000000737 periodic effect Effects 0.000 claims description 3
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 3
- 230000037321 sleepiness Effects 0.000 claims description 3
- 208000019888 Circadian rhythm sleep disease Diseases 0.000 claims description 2
- 150000001408 amides Chemical class 0.000 claims description 2
- 208000020685 sleep-wake disease Diseases 0.000 claims 3
- CJJRTJUBMZIMQU-UHFFFAOYSA-N 2,2,3,3-tetramethyl-n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]cyclopropane-1-carboxamide Chemical compound CC1CCCN1C1CN(C=2C=C(C)C(NC(=O)C3C(C3(C)C)(C)C)=CC=2)CC1 CJJRTJUBMZIMQU-UHFFFAOYSA-N 0.000 claims 2
- RAICQPFLQTZKOQ-UHFFFAOYSA-N 2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]aniline Chemical compound CC1CCCN1C1CN(C=2C=C(C)C(N)=CC=2)CC1 RAICQPFLQTZKOQ-UHFFFAOYSA-N 0.000 claims 2
- SJCPAVQYCMSYEE-YJBOKZPZSA-N 2-methyl-n-[2-methyl-4-[(3s)-3-[(2s)-2-methylpyrrolidin-1-yl]pyrrolidin-1-yl]phenyl]-1,3-oxazole-4-carboxamide Chemical compound C[C@H]1CCCN1[C@@H]1CN(C=2C=C(C)C(NC(=O)C=3N=C(C)OC=3)=CC=2)CC1 SJCPAVQYCMSYEE-YJBOKZPZSA-N 0.000 claims 2
- UMRZSTCPUPJPOJ-KNVOCYPGSA-N norbornane Chemical group C1C[C@H]2CC[C@@H]1C2 UMRZSTCPUPJPOJ-KNVOCYPGSA-N 0.000 claims 2
- PCUQHNTZXLPGNX-JPCCIJSESA-N (1r,4s)-n-[2-methyl-4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]bicyclo[2.2.1]heptane-3-carboxamide Chemical compound C1([C@@]2([H])CC[C@](C2)(C1)[H])C(=O)NC(C(=C1)C)=CC=C1N(C1)CCC1N1CCCC1C PCUQHNTZXLPGNX-JPCCIJSESA-N 0.000 claims 1
- KWGIXLKUUUKGLB-RWMXSFHTSA-N (1r,4s)-n-[4-[3-(2-methylpyrrolidin-1-yl)pyrrolidin-1-yl]phenyl]bicyclo[2.2.1]heptane-3-carboxamide Chemical compound C1([C@@]2([H])CC[C@](C2)(C1)[H])C(=O)NC(C=C1)=CC=C1N(C1)CCC1N1CCCC1C KWGIXLKUUUKGLB-RWMXSFHTSA-N 0.000 claims 1
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- 238000001819 mass spectrum Methods 0.000 description 68
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- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
-
- 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
- A61P25/20—Hypnotics; Sedatives
-
- 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
- A61P25/24—Antidepressants
-
- 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
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/06—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- 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
- C07D403/12—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 linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Immunology (AREA)
- Psychiatry (AREA)
- Transplantation (AREA)
- Hospice & Palliative Care (AREA)
- Anesthesiology (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US98059907P | 2007-10-17 | 2007-10-17 | |
| PCT/US2008/079757 WO2009052062A1 (en) | 2007-10-17 | 2008-10-14 | Substituted n-phenyl-bipyrrolidine carboxamides and therapeutic use thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IL205001A0 IL205001A0 (en) | 2010-11-30 |
| IL205001A true IL205001A (en) | 2014-06-30 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IL205001A IL205001A (en) | 2007-10-17 | 2010-04-11 | N-phenyl-bipyrrolidine-conserved carboxamides and their therapeutic agents as histamine 3h receptor modulators |
Country Status (25)
| Country | Link |
|---|---|
| US (2) | US8088808B2 (OSRAM) |
| EP (1) | EP2212283B1 (OSRAM) |
| JP (1) | JP5377503B2 (OSRAM) |
| KR (1) | KR20100072077A (OSRAM) |
| CN (1) | CN101903340B (OSRAM) |
| AT (1) | ATE525351T1 (OSRAM) |
| AU (1) | AU2008312635B2 (OSRAM) |
| BR (1) | BRPI0818581A2 (OSRAM) |
| CA (1) | CA2702467C (OSRAM) |
| CY (1) | CY1112083T1 (OSRAM) |
| DK (1) | DK2212283T3 (OSRAM) |
| ES (1) | ES2372332T3 (OSRAM) |
| HR (1) | HRP20110762T1 (OSRAM) |
| IL (1) | IL205001A (OSRAM) |
| MA (1) | MA31858B1 (OSRAM) |
| MX (1) | MX2010003949A (OSRAM) |
| MY (1) | MY151348A (OSRAM) |
| NZ (1) | NZ584690A (OSRAM) |
| PL (1) | PL2212283T3 (OSRAM) |
| PT (1) | PT2212283E (OSRAM) |
| RS (1) | RS52235B (OSRAM) |
| RU (1) | RU2477720C2 (OSRAM) |
| SI (1) | SI2212283T1 (OSRAM) |
| WO (1) | WO2009052062A1 (OSRAM) |
| ZA (1) | ZA201002115B (OSRAM) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BRPI0818626A2 (pt) | 2007-10-17 | 2015-09-29 | Sanofi Aventis | n-fenil-bipirrolidina carboxamidas substituída e uso terapêutico da mesma |
| SI2215058T1 (sl) | 2007-10-17 | 2012-03-30 | Sanofi Sa | Substituirane N fenil bipirolidin sečnine in njihova terapevtska uporaba |
| SI2212283T1 (sl) * | 2007-10-17 | 2011-12-30 | Sanofi Sa | Substituirani n-fenil-bipirolidin karboksamidi in njihova terapevtska uporaba |
| AU2008312636B2 (en) | 2007-10-17 | 2013-03-14 | Sanofi-Aventis | Substituted N-phenyl-pyrrolidinylmethylpyrrolidine amides and therapeutic use thereof as histamine H3 receptor modulators |
| AR074467A1 (es) | 2008-12-05 | 2011-01-19 | Sanofi Aventis | Tetrahidropiran espiro pirrolidinonas y piperidinonas sustituidas, composiciones farmaceuticas que las contienen y uso de las mismas en el tratamiento y/o prevencion de enfermedades del snc ,tales como alzheimer y parkinson, entre otras. |
| AR074466A1 (es) | 2008-12-05 | 2011-01-19 | Sanofi Aventis | Piperidina espiro pirrolidinona y piperidinona sustituidas y su uso terapeutico en enfermedades mediadas por la modulacion de los receptores h3. |
| SA110310332B1 (ar) * | 2009-05-01 | 2013-12-10 | Astrazeneca Ab | مركبات ميثانون (3 استبدال -ازيتيدين -1-يل )(5- فينيل -1، 3، 4- أوكساديازول -2-يل ) |
| WO2011143162A1 (en) * | 2010-05-11 | 2011-11-17 | Sanofi | Substituted n-heteroaryl bipyrrolidine carboxamides, preparation and therapeutic use thereof |
| TW201206910A (en) | 2010-05-11 | 2012-02-16 | Sanofi Aventis | Substituted N-heterocycloalkyl bipyrrolidinylphenyl amide derivatives, preparation and therapeutic use thereof |
| AR083718A1 (es) | 2010-05-11 | 2013-03-20 | Sanofi Aventis | Fenil cicloalquil pirrolidina (piperidina) espirolactamas y amidas sustituidas, preparacion y uso terapeutico de las mismas |
| JP5833105B2 (ja) * | 2010-05-11 | 2015-12-16 | サノフイ | 置換ｎ−ヘテロアリールスピロラクタムビピロリジン類、その製造及び治療的使用 |
| EP2569296A1 (en) * | 2010-05-11 | 2013-03-20 | Sanofi | Substituted n-phenyl spirolactam bipyrrolidines, preparation and therapeutic use thereof |
| TW201206444A (en) * | 2010-05-11 | 2012-02-16 | Sanofi Aventis | Substituted N-heteroaryl tetrahydro-isoquinoline derivatives, preparation and therapeutic use thereof |
| JP5766278B2 (ja) | 2010-05-11 | 2015-08-19 | サノフイ | 置換されたｎ−アルキルおよびｎ−アシルテトラヒドロ−イソキノリン誘導体、それらの製造および治療上の使用 |
| ES2527466T3 (es) * | 2010-07-06 | 2015-01-26 | Astrazeneca Ab | Agentes terapéuticos 976 |
| UY34194A (es) | 2011-07-15 | 2013-02-28 | Astrazeneca Ab | ?(3-(4-(espiroheterocíclico)metil)fenoxi)azetidin-1-il)(5-(fenil)-1,3,4-oxadiazol-2-il)metanona en el tratamiento de la obesidad? |
| JP2013232564A (ja) * | 2012-04-27 | 2013-11-14 | National Institute Of Advanced Industrial & Technology | 半導体装置および半導体装置の製造方法 |
| CN103694163A (zh) * | 2012-09-27 | 2014-04-02 | 上海先声药物研究有限公司 | 作为钾通道调节剂的化合物 |
| EA201500736A1 (ru) | 2013-01-10 | 2016-04-29 | Грюненталь Гмбх | Пиразолилкарбоксамиды i в качестве ингибиторов crac каналов |
| HK1216301A1 (zh) | 2013-01-10 | 2016-11-04 | Grünenthal GmbH | 作为crac通道抑制剂的基於吡唑基的甲醯胺ii |
| EP3366683A1 (en) | 2017-02-28 | 2018-08-29 | Acousia Therapeutics GmbH | Cyclic amides, acteamides and ureas useful as potassium channel openers |
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| PE20020507A1 (es) * | 2000-10-17 | 2002-06-25 | Schering Corp | Compuestos no-imidazoles como antagonistas del receptor histamina h3 |
| CA2504272A1 (en) * | 2002-10-23 | 2004-05-06 | Janssen Pharmaceutica, N.V. | Phenylpiperidines and phenylpyrrolidines as histamine h3 receptor modulators |
| US7223788B2 (en) * | 2003-02-14 | 2007-05-29 | Sanofi-Aventis Deutschland Gmbh | Substituted N-aryl heterocycles, process for their preparation and their use as medicaments |
| DE10306250A1 (de) * | 2003-02-14 | 2004-09-09 | Aventis Pharma Deutschland Gmbh | Substituierte N-Arylheterozyklen, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| CN101142180B (zh) | 2005-03-17 | 2011-05-04 | 伊莱利利公司 | 作为组胺h3受体拮抗剂的吡咯烷衍生物 |
| CA2602234C (en) * | 2005-04-01 | 2014-01-14 | Eli Lilly And Company | Histamine h3 receptor agents, preparation and therapeutic uses |
| WO2007005503A1 (en) * | 2005-07-01 | 2007-01-11 | Eli Lilly And Company | Histamine h3 receptor agents, preparation and therapeutic uses |
| WO2007048595A1 (en) * | 2005-10-27 | 2007-05-03 | Ucb Pharma, S.A. | Compounds comprising a lactam or a lactam derivative moiety, processes for making them, and their uses |
| EP1987020B1 (en) * | 2006-02-15 | 2012-10-03 | Sanofi | Azacyclyl-substituted aryldihydroisoquinolinones, process for their preparation and their use as medicaments |
| SI2212283T1 (sl) * | 2007-10-17 | 2011-12-30 | Sanofi Sa | Substituirani n-fenil-bipirolidin karboksamidi in njihova terapevtska uporaba |
| SI2215058T1 (sl) | 2007-10-17 | 2012-03-30 | Sanofi Sa | Substituirane N fenil bipirolidin sečnine in njihova terapevtska uporaba |
| AU2008312636B2 (en) | 2007-10-17 | 2013-03-14 | Sanofi-Aventis | Substituted N-phenyl-pyrrolidinylmethylpyrrolidine amides and therapeutic use thereof as histamine H3 receptor modulators |
| BRPI0818626A2 (pt) | 2007-10-17 | 2015-09-29 | Sanofi Aventis | n-fenil-bipirrolidina carboxamidas substituída e uso terapêutico da mesma |
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- 2008-10-14 EP EP08839959A patent/EP2212283B1/en active Active
- 2008-10-14 MX MX2010003949A patent/MX2010003949A/es active IP Right Grant
- 2008-10-14 KR KR1020107010769A patent/KR20100072077A/ko not_active Ceased
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- 2008-10-14 HR HR20110762T patent/HRP20110762T1/hr unknown
- 2008-10-14 CN CN2008801212081A patent/CN101903340B/zh not_active Expired - Fee Related
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- 2008-10-14 CA CA2702467A patent/CA2702467C/en not_active Expired - Fee Related
- 2008-10-14 PT PT08839959T patent/PT2212283E/pt unknown
- 2008-10-14 DK DK08839959.7T patent/DK2212283T3/da active
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- 2008-10-14 RU RU2010119528/04A patent/RU2477720C2/ru not_active IP Right Cessation
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