AU2001280778B2 - Non-sedating barbiturate compounds as neuroprotective agents - Google Patents
Non-sedating barbiturate compounds as neuroprotective agents Download PDFInfo
- Publication number
- AU2001280778B2 AU2001280778B2 AU2001280778A AU2001280778A AU2001280778B2 AU 2001280778 B2 AU2001280778 B2 AU 2001280778B2 AU 2001280778 A AU2001280778 A AU 2001280778A AU 2001280778 A AU2001280778 A AU 2001280778A AU 2001280778 B2 AU2001280778 B2 AU 2001280778B2
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- Australia
- Prior art keywords
- lower alkyl
- substituted
- phenyl
- compound
- benzyl
- 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.)
- Ceased
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- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical class O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 title claims abstract description 63
- 239000004090 neuroprotective agent Substances 0.000 title description 4
- 229940125717 barbiturate Drugs 0.000 claims abstract description 84
- 230000001624 sedative effect Effects 0.000 claims abstract description 74
- 150000001875 compounds Chemical class 0.000 claims abstract description 43
- 230000004112 neuroprotection Effects 0.000 claims abstract description 42
- 238000000034 method Methods 0.000 claims abstract description 37
- 239000000932 sedative agent Substances 0.000 claims abstract description 29
- 230000000324 neuroprotective effect Effects 0.000 claims abstract description 28
- IKVPZYAOGOJTLK-UHFFFAOYSA-N 5,5-diphenyl-1,3-diazinane-2,4,6-trione Chemical compound O=C1NC(=O)NC(=O)C1(C=1C=CC=CC=1)C1=CC=CC=C1 IKVPZYAOGOJTLK-UHFFFAOYSA-N 0.000 claims abstract description 21
- -1 barbiturate compound Chemical class 0.000 claims abstract description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 67
- 125000003118 aryl group Chemical group 0.000 claims description 34
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 32
- 206010008118 cerebral infarction Diseases 0.000 claims description 28
- RRFBTKHQZRCRSS-UHFFFAOYSA-N 1,3-bis(methoxymethyl)-5,5-diphenyl-1,3-diazinane-2,4,6-trione Chemical compound O=C1N(COC)C(=O)N(COC)C(=O)C1(C=1C=CC=CC=1)C1=CC=CC=C1 RRFBTKHQZRCRSS-UHFFFAOYSA-N 0.000 claims description 27
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 26
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
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- SQCVEQVZGPHNTJ-UHFFFAOYSA-N 1-(methoxymethyl)-5,5-diphenyl-1,3-diazinane-2,4,6-trione Chemical compound O=C1N(COC)C(=O)NC(=O)C1(C=1C=CC=CC=1)C1=CC=CC=C1 SQCVEQVZGPHNTJ-UHFFFAOYSA-N 0.000 claims description 5
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- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
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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
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/513—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim having oxo groups directly attached to the heterocyclic ring, e.g. cytosine
- A61K31/515—Barbituric acids; Derivatives thereof, e.g. sodium pentobarbital
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- 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
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
Landscapes
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Vascular Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Steroid Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AU2004229086A AU2004229086C1 (en) | 2000-07-26 | 2004-11-15 | Non-sedating barbiturate compounds as neuroprotective agents |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22167200P | 2000-07-26 | 2000-07-26 | |
| US60/221,672 | 2000-07-26 | ||
| PCT/US2001/023420 WO2002007729A1 (en) | 2000-07-26 | 2001-07-26 | Non-sedating barbiturate compounds as neuroprotective agents |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU2004229086A Division AU2004229086C1 (en) | 2000-07-26 | 2004-11-15 | Non-sedating barbiturate compounds as neuroprotective agents |
Publications (2)
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|---|---|
| AU2001280778A1 AU2001280778A1 (en) | 2002-05-02 |
| AU2001280778B2 true AU2001280778B2 (en) | 2004-09-02 |
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| AU8077801A Pending AU8077801A (en) | 2000-07-26 | 2001-07-26 | Non-sedating barbiturate compounds as neuroprotective agents |
| AU2001280778A Ceased AU2001280778B2 (en) | 2000-07-26 | 2001-07-26 | Non-sedating barbiturate compounds as neuroprotective agents |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU8077801A Pending AU8077801A (en) | 2000-07-26 | 2001-07-26 | Non-sedating barbiturate compounds as neuroprotective agents |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP1311270B1 (enExample) |
| JP (1) | JP5047442B2 (enExample) |
| CN (2) | CN100522172C (enExample) |
| AT (1) | ATE383159T1 (enExample) |
| AU (2) | AU8077801A (enExample) |
| BR (1) | BR0112775A (enExample) |
| CA (1) | CA2416535C (enExample) |
| DE (1) | DE60132337T2 (enExample) |
| ES (1) | ES2300349T3 (enExample) |
| IL (3) | IL154060A0 (enExample) |
| MX (1) | MXPA03000824A (enExample) |
| PT (1) | PT1311270E (enExample) |
| WO (1) | WO2002007729A1 (enExample) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6093820A (en) | 1997-10-02 | 2000-07-25 | Taro Pharmaceutical Industries Ltd. | Method and reagents for N-alkylating ureides |
| US6939873B2 (en) | 2000-07-26 | 2005-09-06 | Taro Pharmaceuticals Industries Limited | Non-sedating barbituric acid derivatives |
| CA2416535C (en) * | 2000-07-26 | 2010-11-16 | Taro Pharmaceutical Industries Ltd. | Non-sedating barbiturate compounds as neuroprotective agents |
| US6756379B2 (en) | 2001-07-26 | 2004-06-29 | Taro Pharmaceutical Industries Ltd. | Non-sedating barbiturate compounds as neuroprotective agents |
| US7683071B2 (en) | 2000-07-26 | 2010-03-23 | Taro Pharmaceuticals Industries Ltd. | Composition and method for improved bioavailability and enhanced brain delivery of 5,5-diphenyl barbituric acid |
| WO2003063872A1 (en) * | 2002-01-30 | 2003-08-07 | Taro Pharmaceutical Industries Ltd. | Non-sedating barbituric acid derivatives |
| HK1079703A1 (zh) * | 2002-10-11 | 2006-04-13 | 巴克斯特国际公司 | 通过静脉施用卤化挥发性麻醉药保护心脏和保护神经的方法 |
| WO2004052350A2 (en) | 2002-12-11 | 2004-06-24 | Taro Pharmaceutical Industries Limited | Method of treating movement disorders using barbituric acid derivatives |
| EP1625848A1 (en) * | 2004-08-10 | 2006-02-15 | Taro Pharmaceuticals North America, Inc. | Composition and method for enhanced delivery of 5,5-diphenyl barbituric acid |
| RU2370266C2 (ru) * | 2007-12-21 | 2009-10-20 | Федеральное государственное учреждение "Межотраслевой научно-технический комплекс "Микрохирургия глаза" имени академика С.Н. Федорова Федерального агентства по высокотехнологичной медицинской помощи" | Способ общего обезболивания |
| EP2755945A1 (en) * | 2011-09-12 | 2014-07-23 | Council of Scientific & Industrial Research | ARYLATED beta-DICARBONYL COMPOUNDS AND PROCESS FOR THE PREPARATION THEREOF |
| CN102863579B (zh) * | 2012-09-14 | 2014-02-05 | 东南大学 | 一种巴比妥酸螯合树脂及其制备方法和应用 |
| EP3957996B1 (en) | 2015-10-05 | 2025-09-17 | The University of North Carolina at Chapel Hill | Fluidic devices, kits, and solid supports for decoding methods for multiplexing assays |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002007729A1 (en) * | 2000-07-26 | 2002-01-31 | Taro Pharmaceutical Industries Ltd. | Non-sedating barbiturate compounds as neuroprotective agents |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL69722A (en) * | 1983-09-14 | 1986-09-30 | Taro Pharma Ind | Oxopyrimidine derivatives and pharmaceutical compositions containing them |
| US4833148A (en) * | 1987-04-09 | 1989-05-23 | Washington University | Method of using alkenyl- or alkynyl-substituted thiobarbiturates to reduce neurotoxic injury |
| US5474990A (en) * | 1989-10-20 | 1995-12-12 | Olney; John W. | Barbiturates as safening agents in conjunction with NMDA antagonists |
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2001
- 2001-07-26 CA CA2416535A patent/CA2416535C/en not_active Expired - Fee Related
- 2001-07-26 CN CNB2006100813267A patent/CN100522172C/zh not_active Expired - Fee Related
- 2001-07-26 AU AU8077801A patent/AU8077801A/xx active Pending
- 2001-07-26 CN CNB018151426A patent/CN1329032C/zh not_active Expired - Fee Related
- 2001-07-26 AU AU2001280778A patent/AU2001280778B2/en not_active Ceased
- 2001-07-26 MX MXPA03000824A patent/MXPA03000824A/es active IP Right Grant
- 2001-07-26 WO PCT/US2001/023420 patent/WO2002007729A1/en not_active Ceased
- 2001-07-26 EP EP01959195A patent/EP1311270B1/en not_active Expired - Lifetime
- 2001-07-26 AT AT01959195T patent/ATE383159T1/de not_active IP Right Cessation
- 2001-07-26 PT PT01959195T patent/PT1311270E/pt unknown
- 2001-07-26 ES ES01959195T patent/ES2300349T3/es not_active Expired - Lifetime
- 2001-07-26 JP JP2002513464A patent/JP5047442B2/ja not_active Expired - Fee Related
- 2001-07-26 IL IL15406001A patent/IL154060A0/xx unknown
- 2001-07-26 DE DE60132337T patent/DE60132337T2/de not_active Expired - Lifetime
- 2001-07-26 BR BR0112775-6A patent/BR0112775A/pt not_active Application Discontinuation
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2003
- 2003-01-20 IL IL154060A patent/IL154060A/en not_active IP Right Cessation
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2004
- 2004-11-03 IL IL16501704A patent/IL165017A0/xx unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2002007729A1 (en) * | 2000-07-26 | 2002-01-31 | Taro Pharmaceutical Industries Ltd. | Non-sedating barbiturate compounds as neuroprotective agents |
Also Published As
| Publication number | Publication date |
|---|---|
| DE60132337T2 (de) | 2009-02-12 |
| CA2416535C (en) | 2010-11-16 |
| DE60132337D1 (de) | 2008-02-21 |
| CA2416535A1 (en) | 2002-01-31 |
| IL154060A (en) | 2013-05-30 |
| BR0112775A (pt) | 2003-12-30 |
| WO2002007729A1 (en) | 2002-01-31 |
| CN1329032C (zh) | 2007-08-01 |
| JP2004517808A (ja) | 2004-06-17 |
| EP1311270B1 (en) | 2008-01-09 |
| AU8077801A (en) | 2002-02-05 |
| WO2002007729A9 (en) | 2002-08-08 |
| IL165017A0 (en) | 2005-12-18 |
| ES2300349T3 (es) | 2008-06-16 |
| CN1872067A (zh) | 2006-12-06 |
| ATE383159T1 (de) | 2008-01-15 |
| PT1311270E (pt) | 2008-04-15 |
| JP5047442B2 (ja) | 2012-10-10 |
| HK1100814A1 (en) | 2007-09-28 |
| CN100522172C (zh) | 2009-08-05 |
| EP1311270A4 (en) | 2006-04-12 |
| EP1311270A1 (en) | 2003-05-21 |
| IL154060A0 (en) | 2003-07-31 |
| MXPA03000824A (es) | 2004-11-01 |
| CN1461219A (zh) | 2003-12-10 |
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Legal Events
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| FGA | Letters patent sealed or granted (standard patent) | ||
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |