CA2371857C - Gardos channel antagonists - Google Patents
Gardos channel antagonists Download PDFInfo
- Publication number
- CA2371857C CA2371857C CA002371857A CA2371857A CA2371857C CA 2371857 C CA2371857 C CA 2371857C CA 002371857 A CA002371857 A CA 002371857A CA 2371857 A CA2371857 A CA 2371857A CA 2371857 C CA2371857 C CA 2371857C
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- Prior art keywords
- compounds
- compound
- substituent
- gardos channel
- ring
- Prior art date
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- 235000010355 mannitol Nutrition 0.000 description 1
- 230000001404 mediated effect Effects 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
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- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 230000004089 microcirculation Effects 0.000 description 1
- 229960005358 monensin Drugs 0.000 description 1
- GAOZTHIDHYLHMS-KEOBGNEYSA-N monensin A Chemical compound C([C@@](O1)(C)[C@H]2CC[C@@](O2)(CC)[C@H]2[C@H](C[C@@H](O2)[C@@H]2[C@H](C[C@@H](C)[C@](O)(CO)O2)C)C)C[C@@]21C[C@H](O)[C@@H](C)[C@@H]([C@@H](C)[C@@H](OC)[C@H](C)C(O)=O)O2 GAOZTHIDHYLHMS-KEOBGNEYSA-N 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
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- 238000010172 mouse model Methods 0.000 description 1
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- 150000002825 nitriles Chemical class 0.000 description 1
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- 239000003791 organic solvent mixture Substances 0.000 description 1
- 230000003204 osmotic effect Effects 0.000 description 1
- QUANRIQJNFHVEU-UHFFFAOYSA-N oxirane;propane-1,2,3-triol Chemical compound C1CO1.OCC(O)CO QUANRIQJNFHVEU-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 238000006213 oxygenation reaction Methods 0.000 description 1
- 230000001575 pathological effect Effects 0.000 description 1
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- 229960001476 pentoxifylline Drugs 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
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- 239000004014 plasticizer Substances 0.000 description 1
- 239000008389 polyethoxylated castor oil Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 150000003109 potassium Chemical class 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 229910000160 potassium phosphate Inorganic materials 0.000 description 1
- 235000011009 potassium phosphates Nutrition 0.000 description 1
- OXCMYAYHXIHQOA-UHFFFAOYSA-N potassium;[2-butyl-5-chloro-3-[[4-[2-(1,2,4-triaza-3-azanidacyclopenta-1,4-dien-5-yl)phenyl]phenyl]methyl]imidazol-4-yl]methanol Chemical compound [K+].CCCCC1=NC(Cl)=C(CO)N1CC1=CC=C(C=2C(=CC=CC=2)C2=N[N-]N=N2)C=C1 OXCMYAYHXIHQOA-UHFFFAOYSA-N 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
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- 238000001556 precipitation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- 230000000979 retarding effect Effects 0.000 description 1
- 230000002441 reversible effect Effects 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 229940100486 rice starch Drugs 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
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- 229910002027 silica gel Inorganic materials 0.000 description 1
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- 239000007901 soft capsule Substances 0.000 description 1
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- 239000004094 surface-active agent Substances 0.000 description 1
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- 235000020357 syrup Nutrition 0.000 description 1
- 239000011269 tar Substances 0.000 description 1
- 230000008685 targeting Effects 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
- 238000011285 therapeutic regimen Methods 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 231100000440 toxicity profile Toxicity 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 238000011269 treatment regimen Methods 0.000 description 1
- 150000003626 triacylglycerols Chemical class 0.000 description 1
- 150000003852 triazoles Chemical class 0.000 description 1
- QORWJWZARLRLPR-UHFFFAOYSA-H tricalcium bis(phosphate) Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O QORWJWZARLRLPR-UHFFFAOYSA-H 0.000 description 1
- OHSJPLSEQNCRLW-UHFFFAOYSA-N triphenylmethyl radical Chemical compound C1=CC=CC=C1[C](C=1C=CC=CC=1)C1=CC=CC=C1 OHSJPLSEQNCRLW-UHFFFAOYSA-N 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- 210000002700 urine Anatomy 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 125000002987 valine group Chemical group [H]N([H])C([H])(C(*)=O)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 208000021331 vascular occlusion disease Diseases 0.000 description 1
- 210000005166 vasculature Anatomy 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/65—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
- C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
- C07C233/11—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings
-
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US13551199P | 1999-02-23 | 1999-02-23 | |
| US60/135,511 | 1999-02-23 | ||
| US09/386,601 US6288122B1 (en) | 1999-02-23 | 1999-08-31 | Gardos channel antagonists |
| US09/386,601 | 1999-08-31 | ||
| PCT/US2000/003663 WO2000050026A1 (en) | 1999-02-23 | 2000-02-10 | Gardos channel antagonists |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CA2371857A1 CA2371857A1 (en) | 2000-08-31 |
| CA2371857C true CA2371857C (en) | 2008-07-29 |
Family
ID=26833406
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002371857A Expired - Fee Related CA2371857C (en) | 1999-02-23 | 2000-02-10 | Gardos channel antagonists |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US6288122B1 (https=) |
| EP (1) | EP1158971B1 (https=) |
| JP (2) | JP4038337B2 (https=) |
| KR (1) | KR100705726B1 (https=) |
| CN (1) | CN1193748C (https=) |
| AP (1) | AP1465A (https=) |
| AT (1) | ATE370728T1 (https=) |
| AU (1) | AU762039B2 (https=) |
| BR (1) | BR0008416A (https=) |
| CA (1) | CA2371857C (https=) |
| DE (1) | DE60036093T2 (https=) |
| ES (1) | ES2291191T3 (https=) |
| HK (1) | HK1045262B (https=) |
| IL (2) | IL145012A0 (https=) |
| OA (1) | OA11838A (https=) |
| WO (1) | WO2000050026A1 (https=) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003004010A1 (en) * | 2001-07-06 | 2003-01-16 | Poseidon Pharmaceuticals A/S | Carbonylamino derivatives useful for obtaining immune regulation |
| JP4394451B2 (ja) * | 2002-01-04 | 2010-01-06 | ニューロサーチ、アクティーゼルスカブ | カリウムチャネルモジュレーター |
| US20040029771A1 (en) * | 2002-02-28 | 2004-02-12 | Icagen, Inc. | Methods for treating diseases related to intraocular pressure |
| WO2005003143A1 (en) * | 2003-07-03 | 2005-01-13 | Poseidon Pharmaceuticals A/S | Novel potassium channel modulators |
| WO2005003094A1 (en) * | 2003-07-03 | 2005-01-13 | Poseidon Pharmaceuticals A/S | Diarylmethyl derivatives as potassium channel modulators |
| US7709533B2 (en) * | 2005-02-01 | 2010-05-04 | Icagen, Inc. | Imines as ion channel modulators |
| KR20080086511A (ko) * | 2005-12-20 | 2008-09-25 | 이카겐, 인코포레이티드 | 트리아릴 메탄 화합물을 이용한 치료 방법 |
| US20100056637A1 (en) * | 2005-12-20 | 2010-03-04 | Icagen, Inc. | Treatment methods using triaryl methane compounds |
| ES2358564T3 (es) | 2007-08-24 | 2011-05-11 | Neurosearch A/S | Derivados de carbonilamino útiles para el tratamiento de una enfermedad inflamatoria intestinal. |
| US20090076157A1 (en) * | 2007-09-15 | 2009-03-19 | Protia, Llc | Deuterium-enriched senicapoc |
| CA2720824C (en) | 2008-04-09 | 2021-09-14 | Cerus Corporation | Improved quenching methods for red blood cell pathogen inactivation |
| CN102272152B (zh) | 2008-11-10 | 2014-05-28 | 贝林格尔.英格海姆国际有限公司 | 通过中电导钙激活钾通道调控细胞-细胞融合的组合物及方法 |
| WO2016134353A1 (en) * | 2015-02-20 | 2016-08-25 | Children's Medical Center Corporation | Methods for treating malaria using potassium channel inhibitors |
| EP3106155A1 (en) * | 2015-06-15 | 2016-12-21 | Universite d'Aix Marseille | Treatment and diagnosis of hereditary xerocytosis |
| WO2018081018A1 (en) * | 2016-10-25 | 2018-05-03 | Paracelsus Neuroscience Llc | Use of senicapoc for treatment of neuropathic pain |
| WO2018162426A1 (en) | 2017-03-06 | 2018-09-13 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Treatment and diagnosis of hereditary xerocytosis |
| CN112020353A (zh) * | 2019-03-29 | 2020-12-01 | 深圳仁泰医药科技有限公司 | 2,2-双(4-氟苯基)-2-苯乙酰胺的晶型a及其制备方法和应用 |
| US12186286B2 (en) * | 2019-07-29 | 2025-01-07 | Paracelsus Neuroscience Llc | Use of senicapoc for treatment of stroke |
| WO2022015893A2 (en) * | 2020-07-14 | 2022-01-20 | Adimabio Llc | Compositions comprising gardos channel antagonists and their uses |
| EP4259130B1 (en) * | 2020-12-11 | 2026-03-04 | Sanquin IP B.V. | Gardos channel inhibitor or other agents for use in the treatment and prevention of anaemia of inflammation |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5273992A (en) | 1992-11-02 | 1993-12-28 | Beth Israel Hospital Assoc. Inc. | Method for reducing sickle erythrocyte dehydration and delaying the occurrence of erythrocyte sickling in-situ |
| AU732881C (en) | 1994-09-16 | 2002-11-07 | Children's Medical Center Corporation | Triaryl and diaryl compounds, their analogues and uses thereof |
-
1999
- 1999-08-31 US US09/386,601 patent/US6288122B1/en not_active Expired - Lifetime
-
2000
- 2000-02-10 OA OA1200100220A patent/OA11838A/en unknown
- 2000-02-10 WO PCT/US2000/003663 patent/WO2000050026A1/en not_active Ceased
- 2000-02-10 AT AT00907283T patent/ATE370728T1/de active
- 2000-02-10 AU AU28807/00A patent/AU762039B2/en not_active Ceased
- 2000-02-10 AP APAP/P/2001/002268A patent/AP1465A/en active
- 2000-02-10 IL IL14501200A patent/IL145012A0/xx active IP Right Grant
- 2000-02-10 CA CA002371857A patent/CA2371857C/en not_active Expired - Fee Related
- 2000-02-10 HK HK02106773.8A patent/HK1045262B/zh not_active IP Right Cessation
- 2000-02-10 KR KR1020017010707A patent/KR100705726B1/ko not_active Expired - Fee Related
- 2000-02-10 DE DE60036093T patent/DE60036093T2/de not_active Expired - Lifetime
- 2000-02-10 CN CNB008054525A patent/CN1193748C/zh not_active Expired - Fee Related
- 2000-02-10 JP JP2000600638A patent/JP4038337B2/ja not_active Expired - Fee Related
- 2000-02-10 BR BR0008416-6A patent/BR0008416A/pt not_active IP Right Cessation
- 2000-02-10 EP EP00907283A patent/EP1158971B1/en not_active Expired - Lifetime
- 2000-02-10 ES ES00907283T patent/ES2291191T3/es not_active Expired - Lifetime
-
2001
- 2001-08-21 IL IL145012A patent/IL145012A/en not_active IP Right Cessation
-
2007
- 2007-05-02 JP JP2007121967A patent/JP2007262075A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| AU2880700A (en) | 2000-09-14 |
| JP2007262075A (ja) | 2007-10-11 |
| ATE370728T1 (de) | 2007-09-15 |
| CN1193748C (zh) | 2005-03-23 |
| HK1045262A1 (en) | 2002-11-22 |
| JP2002537331A (ja) | 2002-11-05 |
| WO2000050026A1 (en) | 2000-08-31 |
| CA2371857A1 (en) | 2000-08-31 |
| CN1344158A (zh) | 2002-04-10 |
| JP4038337B2 (ja) | 2008-01-23 |
| KR100705726B1 (ko) | 2007-04-11 |
| EP1158971A1 (en) | 2001-12-05 |
| EP1158971A4 (en) | 2003-04-16 |
| OA11838A (en) | 2005-08-22 |
| ES2291191T3 (es) | 2008-03-01 |
| DE60036093D1 (de) | 2007-10-04 |
| US6288122B1 (en) | 2001-09-11 |
| HK1045262B (zh) | 2005-07-29 |
| IL145012A (en) | 2006-12-10 |
| AP1465A (en) | 2005-09-22 |
| IL145012A0 (en) | 2002-06-30 |
| AU762039B2 (en) | 2003-06-19 |
| AP2001002268A0 (en) | 2001-09-30 |
| BR0008416A (pt) | 2002-01-29 |
| DE60036093T2 (de) | 2008-05-15 |
| KR20020002393A (ko) | 2002-01-09 |
| EP1158971B1 (en) | 2007-08-22 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| MKLA | Lapsed |
Effective date: 20150210 |