JP2008508247A5 - - Google Patents
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- Publication number
- JP2008508247A5 JP2008508247A5 JP2007523160A JP2007523160A JP2008508247A5 JP 2008508247 A5 JP2008508247 A5 JP 2008508247A5 JP 2007523160 A JP2007523160 A JP 2007523160A JP 2007523160 A JP2007523160 A JP 2007523160A JP 2008508247 A5 JP2008508247 A5 JP 2008508247A5
- Authority
- JP
- Japan
- Prior art keywords
- oxo
- formula
- benzylidene
- piperidin
- acetamide
- 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.)
- Granted
Links
- QMQNIKYRPSFQKB-UHFFFAOYSA-N 4-benzylidenepiperidine Chemical class C1CNCCC1=CC1=CC=CC=C1 QMQNIKYRPSFQKB-UHFFFAOYSA-N 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims 8
- -1 cyano, nitro, amino Chemical group 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 5
- 230000003287 optical effect Effects 0.000 claims 5
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 4
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims 4
- 241000725303 Human immunodeficiency virus Species 0.000 claims 4
- 208000002193 Pain Diseases 0.000 claims 4
- 239000003795 chemical substances by application Substances 0.000 claims 4
- ZPUCINDJVBIVPJ-LJISPDSOSA-N cocaine Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1=CC=CC=C1 ZPUCINDJVBIVPJ-LJISPDSOSA-N 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- 208000015122 neurodegenerative disease Diseases 0.000 claims 4
- 208000024891 symptom Diseases 0.000 claims 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims 3
- 239000000969 carrier Substances 0.000 claims 3
- 150000001875 compounds Chemical class 0.000 claims 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims 3
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 208000019901 Anxiety disease Diseases 0.000 claims 2
- 206010058019 Cancer Pain Diseases 0.000 claims 2
- 208000000094 Chronic Pain Diseases 0.000 claims 2
- 206010011878 Deafness Diseases 0.000 claims 2
- 206010012289 Dementia Diseases 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 208000010412 Glaucoma Diseases 0.000 claims 2
- 241000282412 Homo Species 0.000 claims 2
- 208000023105 Huntington disease Diseases 0.000 claims 2
- 208000013016 Hypoglycemia Diseases 0.000 claims 2
- WRYCSMQKUKOKBP-UHFFFAOYSA-N Imidazolidine Chemical compound C1CNCN1 WRYCSMQKUKOKBP-UHFFFAOYSA-N 0.000 claims 2
- 241000124008 Mammalia Species 0.000 claims 2
- 208000019695 Migraine disease Diseases 0.000 claims 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- 208000007101 Muscle Cramp Diseases 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 208000028017 Psychotic disease Diseases 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- 208000005392 Spasm Diseases 0.000 claims 2
- 208000007271 Substance Withdrawal Syndrome Diseases 0.000 claims 2
- 208000009205 Tinnitus Diseases 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 239000000654 additive Substances 0.000 claims 2
- 229940126574 aminoglycoside antibiotic Drugs 0.000 claims 2
- 239000002647 aminoglycoside antibiotic agent Substances 0.000 claims 2
- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims 2
- 230000036506 anxiety Effects 0.000 claims 2
- 208000006673 asthma Diseases 0.000 claims 2
- 239000002585 base Substances 0.000 claims 2
- 210000004556 brain Anatomy 0.000 claims 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims 2
- 208000015114 central nervous system disease Diseases 0.000 claims 2
- 230000001684 chronic effect Effects 0.000 claims 2
- 229960003920 cocaine Drugs 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 239000003995 emulsifying agent Substances 0.000 claims 2
- 206010015037 epilepsy Diseases 0.000 claims 2
- 239000000796 flavoring agent Substances 0.000 claims 2
- 235000013355 food flavoring agent Nutrition 0.000 claims 2
- 239000003205 fragrance Substances 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 230000010370 hearing loss Effects 0.000 claims 2
- 231100000888 hearing loss Toxicity 0.000 claims 2
- 208000016354 hearing loss disease Diseases 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 230000002218 hypoglycaemic effect Effects 0.000 claims 2
- 208000014674 injury Diseases 0.000 claims 2
- 230000000302 ischemic effect Effects 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 206010027599 migraine Diseases 0.000 claims 2
- 208000004296 neuralgia Diseases 0.000 claims 2
- 231100000878 neurological injury Toxicity 0.000 claims 2
- 208000021722 neuropathic pain Diseases 0.000 claims 2
- 230000003204 osmotic effect Effects 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 210000001525 retina Anatomy 0.000 claims 2
- 210000000278 spinal cord Anatomy 0.000 claims 2
- 239000003381 stabilizer Substances 0.000 claims 2
- 239000000126 substance Substances 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- 231100000886 tinnitus Toxicity 0.000 claims 2
- 230000008736 traumatic injury Effects 0.000 claims 2
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- 238000009736 wetting Methods 0.000 claims 2
- 239000000080 wetting agent Substances 0.000 claims 2
- UMURLIQHQSKULR-UHFFFAOYSA-N 1,3-oxazolidine-2-thione Chemical compound S=C1NCCO1 UMURLIQHQSKULR-UHFFFAOYSA-N 0.000 claims 1
- WGJCBBASTRWVJL-UHFFFAOYSA-N 1,3-thiazolidine-2-thione Chemical compound SC1=NCCS1 WGJCBBASTRWVJL-UHFFFAOYSA-N 0.000 claims 1
- GHNQWLARMUQQSN-UHFFFAOYSA-N 2-(4-benzylidenepiperidin-1-yl)-2-oxo-n-(2-oxo-3h-1,3-benzothiazol-6-yl)acetamide Chemical compound C=1C=C2NC(=O)SC2=CC=1NC(=O)C(=O)N(CC1)CCC1=CC1=CC=CC=C1 GHNQWLARMUQQSN-UHFFFAOYSA-N 0.000 claims 1
- DZGFNFKXJJEZGU-UHFFFAOYSA-N 2-(4-benzylidenepiperidin-1-yl)-2-oxo-n-(2-oxo-3h-1,3-benzoxazol-6-yl)acetamide Chemical compound C=1C=C2NC(=O)OC2=CC=1NC(=O)C(=O)N(CC1)CCC1=CC1=CC=CC=C1 DZGFNFKXJJEZGU-UHFFFAOYSA-N 0.000 claims 1
- DAMUKLHPRBOHSI-UHFFFAOYSA-N 2-[4-[(4-chlorophenyl)methylidene]piperidin-1-yl]-2-oxo-n-(2-oxo-1,3-dihydrobenzimidazol-5-yl)acetamide Chemical compound C1=CC(Cl)=CC=C1C=C1CCN(C(=O)C(=O)NC=2C=C3NC(=O)NC3=CC=2)CC1 DAMUKLHPRBOHSI-UHFFFAOYSA-N 0.000 claims 1
- RAJOLCMXEZCRSR-UHFFFAOYSA-N 2-[4-[(4-chlorophenyl)methylidene]piperidin-1-yl]-2-oxo-n-(2-oxo-3h-1,3-benzothiazol-6-yl)acetamide Chemical compound C1=CC(Cl)=CC=C1C=C1CCN(C(=O)C(=O)NC=2C=C3SC(=O)NC3=CC=2)CC1 RAJOLCMXEZCRSR-UHFFFAOYSA-N 0.000 claims 1
- IIZXZAAOKBKQLD-UHFFFAOYSA-N 2-[4-[(4-chlorophenyl)methylidene]piperidin-1-yl]-2-oxo-n-(2-oxo-3h-1,3-benzoxazol-6-yl)acetamide Chemical compound C1=CC(Cl)=CC=C1C=C1CCN(C(=O)C(=O)NC=2C=C3OC(=O)NC3=CC=2)CC1 IIZXZAAOKBKQLD-UHFFFAOYSA-N 0.000 claims 1
- BTBPBRIJFCHIFF-UHFFFAOYSA-N 2-[4-[(4-fluorophenyl)methylidene]piperidin-1-yl]-2-oxo-n-(2-oxo-3h-1,3-benzoxazol-6-yl)acetamide Chemical compound C1=CC(F)=CC=C1C=C1CCN(C(=O)C(=O)NC=2C=C3OC(=O)NC3=CC=2)CC1 BTBPBRIJFCHIFF-UHFFFAOYSA-N 0.000 claims 1
- RLCNRHZFIAILRX-UHFFFAOYSA-N 2-[4-[(4-methoxyphenyl)methylidene]piperidin-1-yl]-2-oxo-n-(2-oxo-1,3-dihydrobenzimidazol-5-yl)acetamide Chemical compound C1=CC(OC)=CC=C1C=C1CCN(C(=O)C(=O)NC=2C=C3NC(=O)NC3=CC=2)CC1 RLCNRHZFIAILRX-UHFFFAOYSA-N 0.000 claims 1
- GDTHRASRLWBZGJ-UHFFFAOYSA-N 2-[4-[(4-methoxyphenyl)methylidene]piperidin-1-yl]-2-oxo-n-(2-oxo-3h-1,3-benzothiazol-6-yl)acetamide Chemical compound C1=CC(OC)=CC=C1C=C1CCN(C(=O)C(=O)NC=2C=C3SC(=O)NC3=CC=2)CC1 GDTHRASRLWBZGJ-UHFFFAOYSA-N 0.000 claims 1
- HVMZDPDWJRXJDP-UHFFFAOYSA-N 2-[4-[(4-methylphenyl)methylidene]piperidin-1-yl]-2-oxo-n-(2-oxo-1,3-dihydrobenzimidazol-5-yl)acetamide Chemical compound C1=CC(C)=CC=C1C=C1CCN(C(=O)C(=O)NC=2C=C3NC(=O)NC3=CC=2)CC1 HVMZDPDWJRXJDP-UHFFFAOYSA-N 0.000 claims 1
- GEEIIFVFHLEMRY-UHFFFAOYSA-N 2-[4-[(4-methylphenyl)methylidene]piperidin-1-yl]-2-oxo-n-(2-oxo-3h-1,3-benzothiazol-6-yl)acetamide Chemical compound C1=CC(C)=CC=C1C=C1CCN(C(=O)C(=O)NC=2C=C3SC(=O)NC3=CC=2)CC1 GEEIIFVFHLEMRY-UHFFFAOYSA-N 0.000 claims 1
- GUGQQGROXHPINL-UHFFFAOYSA-N 2-oxobutanoyl chloride Chemical compound CCC(=O)C(Cl)=O GUGQQGROXHPINL-UHFFFAOYSA-N 0.000 claims 1
- YHWMFDLNZGIJSD-UHFFFAOYSA-N 2h-1,4-oxazine Chemical compound C1OC=CN=C1 YHWMFDLNZGIJSD-UHFFFAOYSA-N 0.000 claims 1
- XISPDFMAOWZEQG-UHFFFAOYSA-N 4h-1,4-oxazin-3-one Chemical group O=C1COC=CN1 XISPDFMAOWZEQG-UHFFFAOYSA-N 0.000 claims 1
- 102100022630 Glutamate receptor ionotropic, NMDA 2B Human genes 0.000 claims 1
- 108090001041 N-Methyl-D-Aspartate Receptors Proteins 0.000 claims 1
- 102000014649 NMDA glutamate receptor activity proteins Human genes 0.000 claims 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 claims 1
- WYNCHZVNFNFDNH-UHFFFAOYSA-N Oxazolidine Chemical compound C1COCN1 WYNCHZVNFNFDNH-UHFFFAOYSA-N 0.000 claims 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 claims 1
- 108010038912 Retinoid X Receptors Proteins 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 1
- 230000003042 antagnostic effect Effects 0.000 claims 1
- 125000001691 aryl alkyl amino group Chemical group 0.000 claims 1
- 125000004421 aryl sulphonamide group Chemical group 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 239000000945 filler Substances 0.000 claims 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 1
- NBGMRMDAEWWFIR-UHFFFAOYSA-N imidazole-2-thione Chemical compound S=C1N=CC=N1 NBGMRMDAEWWFIR-UHFFFAOYSA-N 0.000 claims 1
- 125000002950 monocyclic group Chemical group 0.000 claims 1
- WGIZGGQKPDSPIN-UHFFFAOYSA-N n-[4-(methanesulfonamido)phenyl]-2-[4-[(4-methoxyphenyl)methylidene]piperidin-1-yl]-2-oxoacetamide Chemical compound C1=CC(OC)=CC=C1C=C1CCN(C(=O)C(=O)NC=2C=CC(NS(C)(=O)=O)=CC=2)CC1 WGIZGGQKPDSPIN-UHFFFAOYSA-N 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- USPWKWBDZOARPV-UHFFFAOYSA-N pyrazolidine Chemical compound C1CNNC1 USPWKWBDZOARPV-UHFFFAOYSA-N 0.000 claims 1
- IMWUREPEYPRYOR-UHFFFAOYSA-N pyrrolidine-2-thione Chemical compound S=C1CCCN1 IMWUREPEYPRYOR-UHFFFAOYSA-N 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 125000003831 tetrazolyl group Chemical group 0.000 claims 1
- KRXIEYCCUDELMI-NTCAYCPXSA-N CCOC(C(NCC/C(/C(C)C)=C\c1ccccc1)=O)=O Chemical compound CCOC(C(NCC/C(/C(C)C)=C\c1ccccc1)=O)=O KRXIEYCCUDELMI-NTCAYCPXSA-N 0.000 description 1
- YOHGHCLOZIQZPZ-UHFFFAOYSA-N OC(C(N(CC1)CCC1=Cc1ccccc1)=O)=O Chemical compound OC(C(N(CC1)CCC1=Cc1ccccc1)=O)=O YOHGHCLOZIQZPZ-UHFFFAOYSA-N 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| HU0401522A HUP0401522A2 (en) | 2004-07-29 | 2004-07-29 | New 4-benzylidene-piperidine derivatives, pharmaceutical compositions containing the same and process for their preparation |
| HUP0401522 | 2004-07-29 | ||
| PCT/HU2005/000077 WO2006010964A1 (en) | 2004-07-29 | 2005-07-21 | New 4-benzylidene-piperidin derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2008508247A JP2008508247A (ja) | 2008-03-21 |
| JP2008508247A5 true JP2008508247A5 (https=) | 2008-05-15 |
| JP4814880B2 JP4814880B2 (ja) | 2011-11-16 |
Family
ID=89985407
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007523160A Expired - Fee Related JP4814880B2 (ja) | 2004-07-29 | 2005-07-21 | 新規な４−ベンジリデン−ピペリジン誘導体 |
Country Status (31)
| Country | Link |
|---|---|
| US (1) | US8008326B2 (https=) |
| EP (1) | EP1773810B1 (https=) |
| JP (1) | JP4814880B2 (https=) |
| KR (1) | KR20070058428A (https=) |
| CN (1) | CN1989128A (https=) |
| AP (1) | AP2074A (https=) |
| AT (1) | ATE387440T1 (https=) |
| AU (1) | AU2005266159B2 (https=) |
| BR (1) | BRPI0513902A (https=) |
| CA (1) | CA2574148A1 (https=) |
| CY (1) | CY1107368T1 (https=) |
| DE (1) | DE602005005064T2 (https=) |
| DK (1) | DK1773810T3 (https=) |
| EA (1) | EA011241B1 (https=) |
| ES (1) | ES2302214T3 (https=) |
| GE (1) | GEP20084492B (https=) |
| HR (1) | HRP20080127T3 (https=) |
| HU (1) | HUP0401522A2 (https=) |
| IL (1) | IL179484A0 (https=) |
| MA (1) | MA28816B1 (https=) |
| MX (1) | MX2007001055A (https=) |
| NO (1) | NO20071108L (https=) |
| NZ (1) | NZ552137A (https=) |
| PL (1) | PL1773810T3 (https=) |
| PT (1) | PT1773810E (https=) |
| RS (1) | RS50573B (https=) |
| SI (1) | SI1773810T1 (https=) |
| TN (1) | TNSN07018A1 (https=) |
| UA (1) | UA87862C2 (https=) |
| WO (1) | WO2006010964A1 (https=) |
| ZA (1) | ZA200700320B (https=) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2520567A3 (en) | 2006-02-23 | 2012-12-12 | Shionogi & Co., Ltd. | Nitrogen-containing heterocycle derivatives substituted with cyclic group |
| CN101426381A (zh) * | 2006-04-21 | 2009-05-06 | 西诺米克斯公司 | 含有高效鲜味调料的可食用组合物及其制备方法 |
| EP2024355B1 (en) * | 2006-06-08 | 2010-07-14 | Bristol-Myers Squibb Company | Alkene piperidine derivatives as antiviral agents |
| WO2010006020A1 (en) * | 2008-07-08 | 2010-01-14 | Forest Laboratories Holdings Limited | Novel crystalline form of 2-[4(4-fluoro-benzyl)-piperidine-1-yl]-2-oxo-n-(2-oxo-2,3-dihydro-benzoxazol-6-yl)-acetamide |
| MX2012008721A (es) | 2010-02-16 | 2012-08-17 | Pfizer | (r)-4-((4-((4-(tetrahidrofuran-3-iloxi)benzo[d]isoxazol-3-iloxi)m etil) tetrahidro-2h-piran-4-ol, un agonista pacial de receptores 5-ht4. |
| TW201217335A (en) | 2010-09-07 | 2012-05-01 | Taiho Pharmaceutical Co Ltd | Prostaglandin d synthase inhibitory piperidine compounds |
| US20120322824A1 (en) * | 2011-01-04 | 2012-12-20 | Surratt Christopher K | Cocaine Antagonist/Antidepressant Pharmaceutical Preparations |
| AU2013251079B2 (en) | 2012-04-20 | 2017-03-23 | Ucb Pharma S.A. | Methods for treating Parkinson's disease |
| KR102043337B1 (ko) | 2014-08-28 | 2019-11-11 | 아셰뉴론 에스아 | 글리코시다제 저해제 |
| EP3389658B1 (en) * | 2015-12-18 | 2020-11-25 | Merck Sharp & Dohme Corp. | Glycosidase inhibitors and uses thereof |
| US11261183B2 (en) | 2016-02-25 | 2022-03-01 | Asceneuron Sa | Sulfoximine glycosidase inhibitors |
| KR20180132629A (ko) | 2016-02-25 | 2018-12-12 | 아셰뉴론 에스아 | 글리코시다제 저해제 |
| CA3014572C (en) | 2016-02-25 | 2023-10-03 | Asceneuron S.A. | Acid addition salts of piperazine derivatives |
| AU2017222964B2 (en) | 2016-02-25 | 2020-01-02 | Asceneuron S. A. | Glycosidase inhibitors |
| US9486444B1 (en) | 2016-03-21 | 2016-11-08 | King Saud University | Anti-cancer compound |
| US11213525B2 (en) | 2017-08-24 | 2022-01-04 | Asceneuron Sa | Linear glycosidase inhibitors |
| WO2020039028A1 (en) | 2018-08-22 | 2020-02-27 | Asceneuron S. A. | Tetrahydro-benzoazepine glycosidase inhibitors |
| WO2020039027A1 (en) | 2018-08-22 | 2020-02-27 | Asceneuron S. A. | Pyrrolidine glycosidase inhibitors |
| JP7407171B2 (ja) | 2018-08-22 | 2023-12-28 | エースニューロン・ソシエテ・アノニム | グリコシダーゼ阻害剤として有用なピペラジン誘導体のコハク酸付加塩及びフマル酸付加塩 |
| WO2020039029A1 (en) | 2018-08-22 | 2020-02-27 | Asceneuron S. A. | Spiro compounds as glycosidase inhibitors |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ZA9610738B (en) * | 1995-12-22 | 1997-06-24 | Warner Lambert Co | Subtype selective nmda receptor ligands and the use thereof |
| TW498067B (en) * | 1996-07-19 | 2002-08-11 | Hoffmann La Roche | 4-hydroxy-piperidine derivatives |
| CA2220649C (en) | 1996-12-03 | 2007-02-13 | F. Hoffmann-La Roche Ag | 4-hydroxy-piperidine derivatives |
| ES2312603T3 (es) * | 2001-07-24 | 2009-03-01 | Richter Gedeon Nyrt | Derivados de piperidina como antagonistas del receptor nmda. |
-
2004
- 2004-07-29 HU HU0401522A patent/HUP0401522A2/hu unknown
-
2005
- 2005-07-21 MX MX2007001055A patent/MX2007001055A/es active IP Right Grant
- 2005-07-21 CA CA002574148A patent/CA2574148A1/en not_active Abandoned
- 2005-07-21 PT PT05763197T patent/PT1773810E/pt unknown
- 2005-07-21 CN CNA2005800243746A patent/CN1989128A/zh active Pending
- 2005-07-21 AP AP2006003839A patent/AP2074A/en active
- 2005-07-21 KR KR1020077000262A patent/KR20070058428A/ko not_active Ceased
- 2005-07-21 JP JP2007523160A patent/JP4814880B2/ja not_active Expired - Fee Related
- 2005-07-21 HR HR20080127T patent/HRP20080127T3/xx unknown
- 2005-07-21 UA UAA200702171A patent/UA87862C2/ru unknown
- 2005-07-21 SI SI200530213T patent/SI1773810T1/sl unknown
- 2005-07-21 RS RSP-2008/0123A patent/RS50573B/sr unknown
- 2005-07-21 NZ NZ552137A patent/NZ552137A/xx not_active IP Right Cessation
- 2005-07-21 AT AT05763197T patent/ATE387440T1/de active
- 2005-07-21 EA EA200700367A patent/EA011241B1/ru not_active IP Right Cessation
- 2005-07-21 ES ES05763197T patent/ES2302214T3/es not_active Expired - Lifetime
- 2005-07-21 WO PCT/HU2005/000077 patent/WO2006010964A1/en not_active Ceased
- 2005-07-21 DK DK05763197T patent/DK1773810T3/da active
- 2005-07-21 US US11/658,789 patent/US8008326B2/en not_active Expired - Fee Related
- 2005-07-21 EP EP05763197A patent/EP1773810B1/en not_active Expired - Lifetime
- 2005-07-21 DE DE602005005064T patent/DE602005005064T2/de not_active Expired - Lifetime
- 2005-07-21 AU AU2005266159A patent/AU2005266159B2/en not_active Ceased
- 2005-07-21 PL PL05763197T patent/PL1773810T3/pl unknown
- 2005-07-21 GE GEAP20059892A patent/GEP20084492B/en unknown
- 2005-07-21 BR BRPI0513902-3A patent/BRPI0513902A/pt not_active IP Right Cessation
-
2006
- 2006-11-22 IL IL179484A patent/IL179484A0/en unknown
-
2007
- 2007-01-11 ZA ZA200700320A patent/ZA200700320B/en unknown
- 2007-01-17 TN TNP2007000018A patent/TNSN07018A1/en unknown
- 2007-02-22 MA MA29703A patent/MA28816B1/fr unknown
- 2007-02-27 NO NO20071108A patent/NO20071108L/no not_active Application Discontinuation
-
2008
- 2008-03-27 CY CY20081100349T patent/CY1107368T1/el unknown
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