JP5972367B2 - 神経変性疾患の治療に有用な1,2,4−チアジアゾール−5−イルピペラジン誘導体 - Google Patents
神経変性疾患の治療に有用な1,2,4−チアジアゾール−5−イルピペラジン誘導体 Download PDFInfo
- Publication number
- JP5972367B2 JP5972367B2 JP2014517749A JP2014517749A JP5972367B2 JP 5972367 B2 JP5972367 B2 JP 5972367B2 JP 2014517749 A JP2014517749 A JP 2014517749A JP 2014517749 A JP2014517749 A JP 2014517749A JP 5972367 B2 JP5972367 B2 JP 5972367B2
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- thiadiazol
- piperazine
- ethyl
- chloro
- 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.)
- Expired - Fee Related
Links
- 0 *N(CC1)CCN1c1nc(I*N)n[s]1 Chemical compound *N(CC1)CCN1c1nc(I*N)n[s]1 0.000 description 1
- WNSSMBQLKHGDIY-UHFFFAOYSA-N C=C(S/N=C(\N)/I)Cl Chemical compound C=C(S/N=C(\N)/I)Cl WNSSMBQLKHGDIY-UHFFFAOYSA-N 0.000 description 1
- XYOAMMWCXYDWLM-UHFFFAOYSA-N COc1cc(CCN(CC2)CCN2c2nc(-c(cc3)ccc3Cl)n[s]2)ccn1 Chemical compound COc1cc(CCN(CC2)CCN2c2nc(-c(cc3)ccc3Cl)n[s]2)ccn1 XYOAMMWCXYDWLM-UHFFFAOYSA-N 0.000 description 1
- PWBSJUJINZLOQZ-UHFFFAOYSA-N COc1cc(CCN(CC2)CCN2c2nc(-c3cc(Cl)ccc3)n[s]2)ccc1 Chemical compound COc1cc(CCN(CC2)CCN2c2nc(-c3cc(Cl)ccc3)n[s]2)ccc1 PWBSJUJINZLOQZ-UHFFFAOYSA-N 0.000 description 1
- ZYKSCGMOAHKGGS-UHFFFAOYSA-N COc1cc(CCN(CC2)CCN2c2nc(-c3cccc(OC)c3)n[s]2)ccc1 Chemical compound COc1cc(CCN(CC2)CCN2c2nc(-c3cccc(OC)c3)n[s]2)ccc1 ZYKSCGMOAHKGGS-UHFFFAOYSA-N 0.000 description 1
- JUJZOWUQNMRVPO-UHFFFAOYSA-N COc1cc(CCN(CC2)CCN2c2nc(-c3ccncc3)n[s]2)ccc1 Chemical compound COc1cc(CCN(CC2)CCN2c2nc(-c3ccncc3)n[s]2)ccc1 JUJZOWUQNMRVPO-UHFFFAOYSA-N 0.000 description 1
- HJTXVAVBBIWREO-UHFFFAOYSA-N COc1ccc(CCCN(CC2)CCN2c2nc(-c(cc3)ccc3Cl)n[s]2)cc1 Chemical compound COc1ccc(CCCN(CC2)CCN2c2nc(-c(cc3)ccc3Cl)n[s]2)cc1 HJTXVAVBBIWREO-UHFFFAOYSA-N 0.000 description 1
- GBMADOGXCFEIIV-UHFFFAOYSA-N COc1ccc(CCN(CC2)CCN2c2nc(-c(cccc3)c3Cl)n[s]2)cc1 Chemical compound COc1ccc(CCN(CC2)CCN2c2nc(-c(cccc3)c3Cl)n[s]2)cc1 GBMADOGXCFEIIV-UHFFFAOYSA-N 0.000 description 1
- MEHZXXGPHPVZOI-UHFFFAOYSA-N COc1ccc(CCN(CC2)CCN2c2nc(-c3cc(C#N)ccc3)n[s]2)cc1 Chemical compound COc1ccc(CCN(CC2)CCN2c2nc(-c3cc(C#N)ccc3)n[s]2)cc1 MEHZXXGPHPVZOI-UHFFFAOYSA-N 0.000 description 1
- JKINLTJKGHLRNQ-UHFFFAOYSA-N COc1ccc(CCN(CC2)CCN2c2nc(-c3ccncc3)n[s]2)cc1 Chemical compound COc1ccc(CCN(CC2)CCN2c2nc(-c3ccncc3)n[s]2)cc1 JKINLTJKGHLRNQ-UHFFFAOYSA-N 0.000 description 1
- GTDIKKYDJJCBOU-UHFFFAOYSA-N COc1cccc(CCN(CC2)CCN2c2nc(-c3cc(Cl)cc(Cl)c3)n[s]2)c1 Chemical compound COc1cccc(CCN(CC2)CCN2c2nc(-c3cc(Cl)cc(Cl)c3)n[s]2)c1 GTDIKKYDJJCBOU-UHFFFAOYSA-N 0.000 description 1
- WROXPPZUVFYEEK-UHFFFAOYSA-N COc1nccc(CCN(CC2)CCN2c2nc(-c(cc3)ccc3C#N)n[s]2)c1 Chemical compound COc1nccc(CCN(CC2)CCN2c2nc(-c(cc3)ccc3C#N)n[s]2)c1 WROXPPZUVFYEEK-UHFFFAOYSA-N 0.000 description 1
- CWDIRRHPNNIIPG-UHFFFAOYSA-N COc1nccc(CCN(CC2)CCN2c2nc(-c3cc(Cl)ccc3)n[s]2)c1 Chemical compound COc1nccc(CCN(CC2)CCN2c2nc(-c3cc(Cl)ccc3)n[s]2)c1 CWDIRRHPNNIIPG-UHFFFAOYSA-N 0.000 description 1
- WTGLPFLGFOXSHD-UHFFFAOYSA-N Cc1c(CN(CC2)CCN2c2nc(-c(cc3)ncc3Cl)n[s]2)cccc1 Chemical compound Cc1c(CN(CC2)CCN2c2nc(-c(cc3)ncc3Cl)n[s]2)cccc1 WTGLPFLGFOXSHD-UHFFFAOYSA-N 0.000 description 1
- VFTHPJWTZAPDRL-UHFFFAOYSA-N FC(c1cc(CCN(CC2)CCN2c2nc(-c(cc3)ccc3Cl)n[s]2)ccc1)(F)F Chemical compound FC(c1cc(CCN(CC2)CCN2c2nc(-c(cc3)ccc3Cl)n[s]2)ccc1)(F)F VFTHPJWTZAPDRL-UHFFFAOYSA-N 0.000 description 1
- AZMBIGKRFHDKPD-UHFFFAOYSA-N FC(c1cc(CCN(CC2)CCN2c2nc(-c3cc(F)ccc3)n[s]2)ccc1)(F)F Chemical compound FC(c1cc(CCN(CC2)CCN2c2nc(-c3cc(F)ccc3)n[s]2)ccc1)(F)F AZMBIGKRFHDKPD-UHFFFAOYSA-N 0.000 description 1
- JMFQJCFTOUKUFW-UHFFFAOYSA-N Fc1ccc(CCN(CC2)CCN2c2nc(-c3cncc(Cl)c3)n[s]2)cc1 Chemical compound Fc1ccc(CCN(CC2)CCN2c2nc(-c3cncc(Cl)c3)n[s]2)cc1 JMFQJCFTOUKUFW-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/08—1,2,4-Thiadiazoles; Hydrogenated 1,2,4-thiadiazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
- C07D285/01—Five-membered rings
- C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
- C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
- C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
- C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
- C07D285/135—Nitrogen atoms
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Psychology (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11172324.3 | 2011-07-01 | ||
| EP11172324 | 2011-07-01 | ||
| PCT/EP2012/062778 WO2013004642A1 (en) | 2011-07-01 | 2012-06-29 | 1, 2, 4 -thiadiazol- 5 -ylpiperazine derivatives useful in the treatment neurodegenerative diseases |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014518240A JP2014518240A (ja) | 2014-07-28 |
| JP2014518240A5 JP2014518240A5 (https=) | 2015-05-28 |
| JP5972367B2 true JP5972367B2 (ja) | 2016-08-17 |
Family
ID=46545347
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014517749A Expired - Fee Related JP5972367B2 (ja) | 2011-07-01 | 2012-06-29 | 神経変性疾患の治療に有用な1,2,4−チアジアゾール−5−イルピペラジン誘導体 |
Country Status (9)
| Country | Link |
|---|---|
| US (1) | US9023852B2 (https=) |
| EP (1) | EP2726470B1 (https=) |
| JP (1) | JP5972367B2 (https=) |
| CN (1) | CN103619825B (https=) |
| AU (1) | AU2012280420B2 (https=) |
| CA (1) | CA2837247C (https=) |
| ES (1) | ES2540956T3 (https=) |
| PL (1) | PL2726470T3 (https=) |
| WO (1) | WO2013004642A1 (https=) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL2744798T3 (pl) | 2011-08-17 | 2016-08-31 | Remynd Nv | Pochodne tiazolu piperazyny użyteczne w leczeniu tauopatii, takich jak choroba alzheimera |
| WO2015140130A1 (en) * | 2014-03-17 | 2015-09-24 | Remynd Nv | Oxadiazole compounds |
| AU2017281907B2 (en) * | 2016-06-23 | 2021-10-21 | St. Jude Children's Research Hospital, Inc. | Small molecule modulators of pantothenate kinases |
| US11970486B2 (en) | 2016-10-24 | 2024-04-30 | Janssen Pharmaceutica Nv | Compounds and uses thereof |
| EA201991650A1 (ru) | 2017-01-06 | 2020-01-20 | Юманити Терапьютикс, Инк. | Способы лечения неврологических расстройств |
| CA3083000A1 (en) | 2017-10-24 | 2019-05-02 | Yumanity Therapeutics, Inc. | Compounds and uses thereof |
| KR102728619B1 (ko) | 2017-12-27 | 2024-11-08 | 세인트 쥬드 칠드런즈 리써치 호스피탈, 인코포레이티드 | 판토테네이트 키나제의 소분자 조절제 |
| EP3731859B1 (en) | 2017-12-27 | 2025-08-20 | St. Jude Children's Research Hospital, Inc. | Pyridazine compounds for use to treat disorders associated with castor |
| BR112020019191A2 (pt) | 2018-03-23 | 2021-01-05 | Yumanity Therapeutics, Inc. | Compostos e seus usos |
| MX2021008903A (es) | 2019-01-24 | 2021-11-04 | Yumanity Therapeutics Inc | Compuestos y usos de los mismos. |
| EA202192047A1 (ru) | 2019-11-13 | 2021-12-08 | Юманити Терапьютикс, Инк. | Соединения и их применение |
| WO2025104092A1 (en) | 2023-11-13 | 2025-05-22 | Remynd N.V. | Modulators of septin 6 for use in the prevention and/or treatment of neurodegenerative disorders |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PT1161424E (pt) * | 1999-03-03 | 2004-08-31 | Wyeth Corp | Novos derivados de diazole como agentes serotonergicos |
| CA2367695A1 (en) * | 1999-04-26 | 2000-11-02 | Neurosearch A/S | Heteroaryl diazacycloalkanes, their preparation and use |
| DE102004032567A1 (de) * | 2004-07-05 | 2006-03-02 | Grünenthal GmbH | Substituierte 1-Propiolyl-piperazine |
| PE20070099A1 (es) * | 2005-06-30 | 2007-02-06 | Janssen Pharmaceutica Nv | N-heteroarilpiperazinil ureas como moduladores de la amida hidrolasa del acido graso |
| WO2007092435A2 (en) * | 2006-02-07 | 2007-08-16 | Wyeth | 11-beta hsd1 inhibitors |
| GB0602335D0 (en) * | 2006-02-07 | 2006-03-15 | Remynd Nv | Thiadiazole Derivatives For The Treatment Of Neurodegenerative Diseases |
-
2012
- 2012-06-29 EP EP20120737238 patent/EP2726470B1/en active Active
- 2012-06-29 CN CN201280030881.0A patent/CN103619825B/zh active Active
- 2012-06-29 ES ES12737238.1T patent/ES2540956T3/es active Active
- 2012-06-29 US US14/127,779 patent/US9023852B2/en active Active
- 2012-06-29 CA CA2837247A patent/CA2837247C/en active Active
- 2012-06-29 AU AU2012280420A patent/AU2012280420B2/en not_active Ceased
- 2012-06-29 JP JP2014517749A patent/JP5972367B2/ja not_active Expired - Fee Related
- 2012-06-29 PL PL12737238T patent/PL2726470T3/pl unknown
- 2012-06-29 WO PCT/EP2012/062778 patent/WO2013004642A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| US20140128404A1 (en) | 2014-05-08 |
| US9023852B2 (en) | 2015-05-05 |
| JP2014518240A (ja) | 2014-07-28 |
| PL2726470T3 (pl) | 2015-09-30 |
| HK1192726A1 (en) | 2014-08-29 |
| CN103619825A (zh) | 2014-03-05 |
| ES2540956T3 (es) | 2015-07-15 |
| CA2837247A1 (en) | 2013-01-10 |
| EP2726470B1 (en) | 2015-04-29 |
| AU2012280420A1 (en) | 2013-12-12 |
| CA2837247C (en) | 2020-03-31 |
| WO2013004642A1 (en) | 2013-01-10 |
| AU2012280420B2 (en) | 2017-01-05 |
| CN103619825B (zh) | 2015-10-14 |
| EP2726470A1 (en) | 2014-05-07 |
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