CA2534777A1 - Ligand du recepteur sigma-1 presentant des proprietes d'inhibition de l'acetylcholinesterase - Google Patents
Ligand du recepteur sigma-1 presentant des proprietes d'inhibition de l'acetylcholinesterase Download PDFInfo
- Publication number
- CA2534777A1 CA2534777A1 CA002534777A CA2534777A CA2534777A1 CA 2534777 A1 CA2534777 A1 CA 2534777A1 CA 002534777 A CA002534777 A CA 002534777A CA 2534777 A CA2534777 A CA 2534777A CA 2534777 A1 CA2534777 A1 CA 2534777A1
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- CA
- Canada
- Prior art keywords
- alkyl
- composition
- cycloalkyl
- compound
- pharmaceutical composition
- 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.)
- Abandoned
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- 108010022752 Acetylcholinesterase Proteins 0.000 title claims abstract description 26
- 102000012440 Acetylcholinesterase Human genes 0.000 title claims abstract description 26
- 229940022698 acetylcholinesterase Drugs 0.000 title claims abstract description 26
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- 101710104750 Sigma non-opioid intracellular receptor 1 Proteins 0.000 title abstract description 13
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- 239000002207 metabolite Substances 0.000 claims abstract description 9
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- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 9
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- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 4
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- 238000006384 oligomerization reaction Methods 0.000 description 1
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- 125000002971 oxazolyl group Chemical group 0.000 description 1
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- 230000009543 pathological alteration Effects 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000001148 pentyloxycarbonyl group Chemical group 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 230000003285 pharmacodynamic effect Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000003386 piperidinyl group Chemical group 0.000 description 1
- 150000008442 polyphenolic compounds Chemical class 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229940069328 povidone Drugs 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 125000001325 propanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000004742 propyloxycarbonyl group Chemical group 0.000 description 1
- 230000001681 protective effect Effects 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 125000005493 quinolyl group Chemical group 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 230000027425 release of sequestered calcium ion into cytosol Effects 0.000 description 1
- 108091052345 ryanodine receptor (TC 1.A.3.1) family Proteins 0.000 description 1
- STECJAGHUSJQJN-FWXGHANASA-N scopolamine Chemical compound C1([C@@H](CO)C(=O)O[C@H]2C[C@@H]3N([C@H](C2)[C@@H]2[C@H]3O2)C)=CC=CC=C1 STECJAGHUSJQJN-FWXGHANASA-N 0.000 description 1
- 229960002646 scopolamine Drugs 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000012056 semi-solid material Substances 0.000 description 1
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- 108010080097 sigma-1 receptor Proteins 0.000 description 1
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- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007901 soft capsule Substances 0.000 description 1
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- 229910052717 sulfur Inorganic materials 0.000 description 1
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- 230000002195 synergetic effect Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 102000013498 tau Proteins Human genes 0.000 description 1
- 108010026424 tau Proteins Proteins 0.000 description 1
- 235000007586 terpenes Nutrition 0.000 description 1
- 150000003512 tertiary amines Chemical class 0.000 description 1
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
- 125000003831 tetrazolyl group Chemical group 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- ODBLHEXUDAPZAU-UHFFFAOYSA-N threo-D-isocitric acid Natural products OC(=O)C(O)C(C(O)=O)CC(O)=O ODBLHEXUDAPZAU-UHFFFAOYSA-N 0.000 description 1
- 210000001519 tissue Anatomy 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- 230000024033 toxin binding Effects 0.000 description 1
- 239000000196 tragacanth Substances 0.000 description 1
- 235000010487 tragacanth Nutrition 0.000 description 1
- 229940116362 tragacanth Drugs 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 230000008733 trauma Effects 0.000 description 1
- 238000011269 treatment regimen Methods 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- 125000001425 triazolyl group Chemical group 0.000 description 1
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- 239000003981 vehicle Substances 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
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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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
-
- 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
- A61P25/28—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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US49276903P | 2003-08-05 | 2003-08-05 | |
| US60/492,769 | 2003-08-05 | ||
| PCT/US2004/025295 WO2005016276A2 (fr) | 2003-08-05 | 2004-08-05 | Ligand du recepteur sigma-1 presentant des proprietes d'inhibition de l'acetylcholinesterase |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2534777A1 true CA2534777A1 (fr) | 2005-02-24 |
Family
ID=34193147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002534777A Abandoned CA2534777A1 (fr) | 2003-08-05 | 2004-08-05 | Ligand du recepteur sigma-1 presentant des proprietes d'inhibition de l'acetylcholinesterase |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP1651235A4 (fr) |
| JP (1) | JP2007501254A (fr) |
| CN (1) | CN1863536A (fr) |
| AU (1) | AU2004264342A1 (fr) |
| CA (1) | CA2534777A1 (fr) |
| WO (1) | WO2005016276A2 (fr) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20060247248A1 (en) * | 2003-08-05 | 2006-11-02 | Vassilios Papadopoulos | Sigma-1 receptor ligand with acetylcholinesterase |
| WO2010015040A1 (fr) * | 2008-08-07 | 2010-02-11 | Powmri Ltd | Thérapie et prévention d'une protéinopathie tdp-43 |
| CN103420941B (zh) * | 2013-08-26 | 2015-09-23 | 浙江大学 | 2-甲氧基苯基-二甲胺基甲酸酯衍生物及制备和用途 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB846795A (en) * | 1957-03-29 | 1960-08-31 | Henri Morren | New piperazine derivatives and process for the preparation thereof |
| US3284453A (en) * | 1964-09-29 | 1966-11-08 | American Cyanamid Co | 4-(2-aroylethyl)-1-piperazinecarboxylic acid esters |
| FR2339401A1 (fr) * | 1976-02-02 | 1977-08-26 | Orsymonde | N-phenacyl-piperazines |
| US5143910A (en) * | 1989-09-07 | 1992-09-01 | Shionogi & Co., Ltd. | Piperaziniocephalosporins |
| EP0602242A4 (en) * | 1991-08-22 | 1994-06-29 | Yoshitomi Pharmaceutical | Benzisoxazole compound and use thereof. |
| US6214994B1 (en) * | 1997-04-21 | 2001-04-10 | Molecular Geriatrics Corporation | Certain substituted 1-aryl-3-piperazin-1′-yl propanones |
| US6528529B1 (en) * | 1998-03-31 | 2003-03-04 | Acadia Pharmaceuticals Inc. | Compounds with activity on muscarinic receptors |
| RU2230740C2 (ru) * | 1998-03-31 | 2004-06-20 | Акадиа Фармасьютикалз, Инк. | Производные азотсодержащих гетероциклических соединений и фармацевтическая композиция на их основе |
| AU2003218180B2 (en) * | 2002-03-15 | 2008-03-20 | Georgetown University | Neuroprotective spirostenol pharmaceutical compositions |
| CA2527211A1 (fr) * | 2003-06-02 | 2004-12-16 | Samaritan Pharmaceuticals, Inc. | Composes de benzamide anti-vih |
-
2004
- 2004-08-05 AU AU2004264342A patent/AU2004264342A1/en not_active Abandoned
- 2004-08-05 WO PCT/US2004/025295 patent/WO2005016276A2/fr active Application Filing
- 2004-08-05 EP EP04757425A patent/EP1651235A4/fr not_active Withdrawn
- 2004-08-05 JP JP2006522719A patent/JP2007501254A/ja active Pending
- 2004-08-05 CN CNA2004800288278A patent/CN1863536A/zh active Pending
- 2004-08-05 CA CA002534777A patent/CA2534777A1/fr not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| WO2005016276A3 (fr) | 2005-07-07 |
| EP1651235A4 (fr) | 2008-12-17 |
| CN1863536A (zh) | 2006-11-15 |
| AU2004264342A1 (en) | 2005-02-24 |
| JP2007501254A (ja) | 2007-01-25 |
| WO2005016276A2 (fr) | 2005-02-24 |
| EP1651235A2 (fr) | 2006-05-03 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Dead |