JP2013503168A5 - - Google Patents
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- JP2013503168A5 JP2013503168A5 JP2012526918A JP2012526918A JP2013503168A5 JP 2013503168 A5 JP2013503168 A5 JP 2013503168A5 JP 2012526918 A JP2012526918 A JP 2012526918A JP 2012526918 A JP2012526918 A JP 2012526918A JP 2013503168 A5 JP2013503168 A5 JP 2013503168A5
- Authority
- JP
- Japan
- Prior art keywords
- composition
- tocotrienol quinone
- item
- subject
- cerebral
- 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
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- 239000000203 mixture Substances 0.000 claims description 67
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 claims description 42
- LNOVHERIIMJMDG-KTWAZNHYSA-N 2-[(6e,10e)-3-hydroxy-3,7,11,15-tetramethylhexadeca-6,10,14-trienyl]-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC(C)(O)CCC1=C(C)C(=O)C(C)=C(C)C1=O LNOVHERIIMJMDG-KTWAZNHYSA-N 0.000 claims description 20
- 230000002490 cerebral effect Effects 0.000 claims description 20
- 230000000302 ischemic effect Effects 0.000 claims description 15
- GJJVAFUKOBZPCB-UHFFFAOYSA-N 2-methyl-2-(4,8,12-trimethyltrideca-3,7,11-trienyl)-3,4-dihydrochromen-6-ol Chemical compound OC1=CC=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 GJJVAFUKOBZPCB-UHFFFAOYSA-N 0.000 claims description 13
- 229930003802 tocotrienol Natural products 0.000 claims description 13
- 239000011731 tocotrienol Substances 0.000 claims description 13
- 235000019148 tocotrienols Nutrition 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 7
- 208000028389 Nerve injury Diseases 0.000 claims description 6
- 208000012268 mitochondrial disease Diseases 0.000 claims description 6
- 230000008764 nerve damage Effects 0.000 claims description 6
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 5
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 5
- 239000001257 hydrogen Substances 0.000 claims description 5
- 210000005166 vasculature Anatomy 0.000 claims description 5
- FGYKUFVNYVMTAM-UHFFFAOYSA-N (R)-2,5,8-trimethyl-2-(4,8,12-trimethyl-trideca-3t,7t,11-trienyl)-chroman-6-ol Natural products OC1=CC(C)=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-UHFFFAOYSA-N 0.000 claims description 4
- SFVAYPRWECRHTF-QRCIITMISA-N 2-[(6e,10e)-3-hydroxy-3,7,11,15-tetramethylhexadeca-6,10,14-trienyl]-6-methylcyclohexa-2,5-diene-1,4-dione Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\CCC(C)(O)CCC1=CC(=O)C=C(C)C1=O SFVAYPRWECRHTF-QRCIITMISA-N 0.000 claims description 4
- RZFHLOLGZPDCHJ-DLQZEEBKSA-N alpha-Tocotrienol Natural products Oc1c(C)c(C)c2O[C@@](CC/C=C(/CC/C=C(\CC/C=C(\C)/C)/C)\C)(C)CCc2c1C RZFHLOLGZPDCHJ-DLQZEEBKSA-N 0.000 claims description 4
- FGYKUFVNYVMTAM-YMCDKREISA-N beta-Tocotrienol Natural products Oc1c(C)c2c(c(C)c1)O[C@@](CC/C=C(\CC/C=C(\CC/C=C(\C)/C)/C)/C)(C)CC2 FGYKUFVNYVMTAM-YMCDKREISA-N 0.000 claims description 4
- 206010008118 cerebral infarction Diseases 0.000 claims description 4
- FGYKUFVNYVMTAM-MUUNZHRXSA-N epsilon-Tocopherol Natural products OC1=CC(C)=C2O[C@@](CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-MUUNZHRXSA-N 0.000 claims description 4
- 235000019151 β-tocotrienol Nutrition 0.000 claims description 4
- 239000011723 β-tocotrienol Substances 0.000 claims description 4
- FGYKUFVNYVMTAM-WAZJVIJMSA-N β-tocotrienol Chemical compound OC1=CC(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1C FGYKUFVNYVMTAM-WAZJVIJMSA-N 0.000 claims description 4
- 230000037396 body weight Effects 0.000 claims description 3
- 208000024891 symptom Diseases 0.000 claims description 3
- 206010030113 Oedema Diseases 0.000 claims description 2
- 208000006011 Stroke Diseases 0.000 claims description 2
- 210000005013 brain tissue Anatomy 0.000 claims description 2
- 230000002612 cardiopulmonary effect Effects 0.000 claims description 2
- 208000010877 cognitive disease Diseases 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 230000002008 hemorrhagic effect Effects 0.000 claims description 2
- 208000037906 ischaemic injury Diseases 0.000 claims description 2
- 230000016273 neuron death Effects 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 claims 2
- -1 .gamma.-tocotrienol quinones Chemical class 0.000 claims 1
- 208000010496 Heart Arrest Diseases 0.000 claims 1
- 206010047163 Vasospasm Diseases 0.000 claims 1
- 229940064063 alpha tocotrienol Drugs 0.000 claims 1
- RZFHLOLGZPDCHJ-XZXLULOTSA-N α-Tocotrienol Chemical compound OC1=C(C)C(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1C RZFHLOLGZPDCHJ-XZXLULOTSA-N 0.000 claims 1
- 235000019145 α-tocotrienol Nutrition 0.000 claims 1
- 239000011730 α-tocotrienol Substances 0.000 claims 1
- 238000000034 method Methods 0.000 description 29
- OTXNTMVVOOBZCV-UHFFFAOYSA-N 2R-gamma-tocotrienol Natural products OC1=C(C)C(C)=C2OC(CCC=C(C)CCC=C(C)CCC=C(C)C)(C)CCC2=C1 OTXNTMVVOOBZCV-UHFFFAOYSA-N 0.000 description 3
- OTXNTMVVOOBZCV-YMCDKREISA-N gamma-Tocotrienol Natural products Oc1c(C)c(C)c2O[C@@](CC/C=C(\CC/C=C(\CC/C=C(\C)/C)/C)/C)(C)CCc2c1 OTXNTMVVOOBZCV-YMCDKREISA-N 0.000 description 3
- 235000019150 γ-tocotrienol Nutrition 0.000 description 3
- 239000011722 γ-tocotrienol Substances 0.000 description 3
- OTXNTMVVOOBZCV-WAZJVIJMSA-N γ-tocotrienol Chemical compound OC1=C(C)C(C)=C2O[C@@](CC/C=C(C)/CC/C=C(C)/CCC=C(C)C)(C)CCC2=C1 OTXNTMVVOOBZCV-WAZJVIJMSA-N 0.000 description 3
- 201000006474 Brain Ischemia Diseases 0.000 description 2
- 206010008120 Cerebral ischaemia Diseases 0.000 description 2
- 208000005189 Embolism Diseases 0.000 description 1
- 208000005392 Spasm Diseases 0.000 description 1
- 239000008280 blood Substances 0.000 description 1
- 210000004369 blood Anatomy 0.000 description 1
- 230000004217 heart function Effects 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27526909P | 2009-08-26 | 2009-08-26 | |
| US61/275,269 | 2009-08-26 | ||
| PCT/US2010/046503 WO2011025785A1 (en) | 2009-08-26 | 2010-08-24 | Methods for the prevention and treatment of cerebral ischemia |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015027506A Division JP2015091899A (ja) | 2009-08-26 | 2015-02-16 | 脳虚血を予防または処置する方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013503168A JP2013503168A (ja) | 2013-01-31 |
| JP2013503168A5 true JP2013503168A5 (enExample) | 2013-10-10 |
| JP5785546B2 JP5785546B2 (ja) | 2015-09-30 |
Family
ID=42983642
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012526918A Expired - Fee Related JP5785546B2 (ja) | 2009-08-26 | 2010-08-24 | 脳虚血を予防または処置する方法 |
| JP2015027506A Pending JP2015091899A (ja) | 2009-08-26 | 2015-02-16 | 脳虚血を予防または処置する方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2015027506A Pending JP2015091899A (ja) | 2009-08-26 | 2015-02-16 | 脳虚血を予防または処置する方法 |
Country Status (17)
| Country | Link |
|---|---|
| US (3) | US20110207828A1 (enExample) |
| EP (1) | EP2470168B1 (enExample) |
| JP (2) | JP5785546B2 (enExample) |
| CN (1) | CN102647981B (enExample) |
| AU (1) | AU2010286704B2 (enExample) |
| BR (1) | BR112012004167A2 (enExample) |
| CA (1) | CA2772294C (enExample) |
| DK (1) | DK2470168T3 (enExample) |
| EA (1) | EA028677B1 (enExample) |
| ES (1) | ES2663709T3 (enExample) |
| HU (1) | HUE037592T2 (enExample) |
| MX (1) | MX337990B (enExample) |
| NO (1) | NO2470168T3 (enExample) |
| PL (1) | PL2470168T3 (enExample) |
| PT (1) | PT2470168T (enExample) |
| SI (1) | SI2470168T1 (enExample) |
| WO (1) | WO2011025785A1 (enExample) |
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| PL2220030T3 (pl) | 2007-11-06 | 2016-07-29 | Bioelectron Tech Corp | Pochodne 4-(p-chinonylo)-2-hydroksybutanamidu do leczenia chorób mitochondrialnych |
| EP2237664A4 (en) | 2008-01-08 | 2013-05-22 | Edison Pharmaceuticals Inc | (HET) ARYL-p-CHINONE DERIVATIVES FOR THE TREATMENT OF OCHONDRIAL DISEASES |
| WO2009111576A2 (en) | 2008-03-05 | 2009-09-11 | Edison Pharmaceuticals, Inc. | 2-SUBSTITUTED-p-QUINONE DERIVATIVES FOR TREATMENT OF OXIDATIVE STRESS DISEASES |
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| EP2344142B1 (en) | 2008-09-10 | 2024-06-26 | PTC Therapeutics, Inc. | Treatment of pervasive developmental disorders with redox-active therapeutics |
| CA2740773A1 (en) | 2008-10-14 | 2010-04-22 | Edison Pharmaceuticals, Inc. | Treatment of oxidative stress disorders including contrast nephropathy, radiation damage and disruptions in the function of red cells |
| WO2010051277A1 (en) | 2008-10-28 | 2010-05-06 | Edison Pharmaceuticals, Inc. | Process for the production of alpha-tocotrienol and derivatives |
| CA2777479C (en) | 2009-04-28 | 2017-10-17 | Ptc Therapeutics, Inc. | Treatment of leber's hereditary optic neuropathy and dominant optic atrophy with tocotrienol quinones |
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| IL291898B1 (en) | 2019-10-04 | 2026-06-01 | Stealth Biotherapeutics Inc | Quinone-, hydroquinone-, and naphthoquinone- analogs of quinone for the treatment of mitochondrial disorders |
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| EP2303824B1 (en) * | 2008-06-25 | 2015-03-25 | Edison Pharmaceuticals, Inc. | 2-heterocyclylaminoalkyl-(p-quinone) derivatives for treatment of oxidative stress diseases |
| WO2010005989A1 (en) * | 2008-07-09 | 2010-01-14 | Edison Pharmaceuticals, Inc. | Dermatological compositions with anti-aging and skin even-toning properties |
| US20100029784A1 (en) * | 2008-07-30 | 2010-02-04 | Hinman Andrew W | Naphthoquinone compositions with anti-aging, anti-inflammatory and skin even-toning properties |
| EP2344142B1 (en) * | 2008-09-10 | 2024-06-26 | PTC Therapeutics, Inc. | Treatment of pervasive developmental disorders with redox-active therapeutics |
| CA2740773A1 (en) * | 2008-10-14 | 2010-04-22 | Edison Pharmaceuticals, Inc. | Treatment of oxidative stress disorders including contrast nephropathy, radiation damage and disruptions in the function of red cells |
| WO2010051277A1 (en) * | 2008-10-28 | 2010-05-06 | Edison Pharmaceuticals, Inc. | Process for the production of alpha-tocotrienol and derivatives |
| CA2777479C (en) * | 2009-04-28 | 2017-10-17 | Ptc Therapeutics, Inc. | Treatment of leber's hereditary optic neuropathy and dominant optic atrophy with tocotrienol quinones |
| EA201101576A1 (ru) * | 2009-04-28 | 2012-04-30 | Эдисон Фармасьютикалз, Инк. | Лекарственная форма токотриенол хинонов для лечения офтальмических (глазных) заболеваний |
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| EA201201374A1 (ru) * | 2010-04-06 | 2013-04-30 | Эдисон Фармасьютикалз, Инк. | Лечение атаксии-телеангиэктазии |
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| WO2012009271A1 (en) * | 2010-07-14 | 2012-01-19 | Penwest Pharmaceuticals Co. | Methods of providing anticoagulation effects in subjects |
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-
2010
- 2010-08-24 NO NO10747777A patent/NO2470168T3/no unknown
- 2010-08-24 AU AU2010286704A patent/AU2010286704B2/en not_active Ceased
- 2010-08-24 EP EP10747777.0A patent/EP2470168B1/en active Active
- 2010-08-24 CN CN201080048363.2A patent/CN102647981B/zh not_active Expired - Fee Related
- 2010-08-24 EA EA201200355A patent/EA028677B1/ru not_active IP Right Cessation
- 2010-08-24 CA CA2772294A patent/CA2772294C/en active Active
- 2010-08-24 MX MX2012002374A patent/MX337990B/es active IP Right Grant
- 2010-08-24 WO PCT/US2010/046503 patent/WO2011025785A1/en not_active Ceased
- 2010-08-24 US US12/862,705 patent/US20110207828A1/en not_active Abandoned
- 2010-08-24 ES ES10747777.0T patent/ES2663709T3/es active Active
- 2010-08-24 DK DK10747777.0T patent/DK2470168T3/en active
- 2010-08-24 BR BR112012004167A patent/BR112012004167A2/pt not_active Application Discontinuation
- 2010-08-24 PT PT107477770T patent/PT2470168T/pt unknown
- 2010-08-24 HU HUE10747777A patent/HUE037592T2/hu unknown
- 2010-08-24 PL PL10747777T patent/PL2470168T3/pl unknown
- 2010-08-24 JP JP2012526918A patent/JP5785546B2/ja not_active Expired - Fee Related
- 2010-08-24 SI SI201031644T patent/SI2470168T1/en unknown
-
2015
- 2015-02-16 JP JP2015027506A patent/JP2015091899A/ja active Pending
-
2016
- 2016-02-10 US US15/040,961 patent/US20170007553A1/en not_active Abandoned
-
2018
- 2018-08-09 US US16/100,062 patent/US20180344667A1/en not_active Abandoned
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