JP2009518397A - 高い抗癌活性及び持続性抗マラリア活性を有するトリオキサンダイマー - Google Patents
高い抗癌活性及び持続性抗マラリア活性を有するトリオキサンダイマー Download PDFInfo
- Publication number
- JP2009518397A JP2009518397A JP2008544353A JP2008544353A JP2009518397A JP 2009518397 A JP2009518397 A JP 2009518397A JP 2008544353 A JP2008544353 A JP 2008544353A JP 2008544353 A JP2008544353 A JP 2008544353A JP 2009518397 A JP2009518397 A JP 2009518397A
- Authority
- JP
- Japan
- Prior art keywords
- substituted
- unsubstituted
- compound
- mmol
- nmr
- 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.)
- Pending
Links
- 0 C*c1c(cccc2I)c2ccc1 Chemical compound C*c1c(cccc2I)c2ccc1 0.000 description 21
- WWUKWBGCEHQNEA-UHFFFAOYSA-N CC(C)(C)CCCNc1c2nccc(C)c2cc(OC)c1 Chemical compound CC(C)(C)CCCNc1c2nccc(C)c2cc(OC)c1 WWUKWBGCEHQNEA-UHFFFAOYSA-N 0.000 description 2
- RWQNBRDOKXIBIV-UHFFFAOYSA-N CC(C(N1)=O)=CNC1=O Chemical compound CC(C(N1)=O)=CNC1=O RWQNBRDOKXIBIV-UHFFFAOYSA-N 0.000 description 1
- UZUCFTVAWGRMTQ-UHFFFAOYSA-N CC1(CC(C2)C3)CC3CC2C1 Chemical compound CC1(CC(C2)C3)CC3CC2C1 UZUCFTVAWGRMTQ-UHFFFAOYSA-N 0.000 description 1
- UAEPNZWRGJTJPN-UHFFFAOYSA-N CC1CCCCC1 Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 1
- MDGLBILIYIVOHI-UHFFFAOYSA-N CCCNc1c(ccc(Cl)c2)c2ncc1 Chemical compound CCCNc1c(ccc(Cl)c2)c2ncc1 MDGLBILIYIVOHI-UHFFFAOYSA-N 0.000 description 1
- OFCCYDUUBNUJIB-UHFFFAOYSA-N CCN(CC)C(Cl)=O Chemical compound CCN(CC)C(Cl)=O OFCCYDUUBNUJIB-UHFFFAOYSA-N 0.000 description 1
- HVCNXQOWACZAFN-UHFFFAOYSA-N CCN1CCOCC1 Chemical compound CCN1CCOCC1 HVCNXQOWACZAFN-UHFFFAOYSA-N 0.000 description 1
- IWDFHWZHHOSSGR-UHFFFAOYSA-N CC[n]1cncc1 Chemical compound CC[n]1cncc1 IWDFHWZHHOSSGR-UHFFFAOYSA-N 0.000 description 1
- AVFZOVWCLRSYKC-UHFFFAOYSA-N CN1CCCC1 Chemical compound CN1CCCC1 AVFZOVWCLRSYKC-UHFFFAOYSA-N 0.000 description 1
- SJRJJKPEHAURKC-UHFFFAOYSA-N CN1CCOCC1 Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 1
- BLWYXBNNBYXPPL-UHFFFAOYSA-N COC(C1NCCC1)=O Chemical compound COC(C1NCCC1)=O BLWYXBNNBYXPPL-UHFFFAOYSA-N 0.000 description 1
- FKNQCJSGGFJEIZ-UHFFFAOYSA-N Cc1ccncc1 Chemical compound Cc1ccncc1 FKNQCJSGGFJEIZ-UHFFFAOYSA-N 0.000 description 1
- LNJMHEJAYSYZKK-UHFFFAOYSA-N Cc1ncccn1 Chemical compound Cc1ncccn1 LNJMHEJAYSYZKK-UHFFFAOYSA-N 0.000 description 1
- TVFIYRKPCACCNL-UHFFFAOYSA-N NC(c1ccc[o]1)=O Chemical compound NC(c1ccc[o]1)=O TVFIYRKPCACCNL-UHFFFAOYSA-N 0.000 description 1
- WWLOUSWIAWJDFU-UHFFFAOYSA-N NCC1(CP)OC2(C3CC(C4)CC2CC4C3)OC1 Chemical compound NCC1(CP)OC2(C3CC(C4)CC2CC4C3)OC1 WWLOUSWIAWJDFU-UHFFFAOYSA-N 0.000 description 1
- AVKNGPAMCBSNSO-UHFFFAOYSA-N NCC1CCCCC1 Chemical compound NCC1CCCCC1 AVKNGPAMCBSNSO-UHFFFAOYSA-N 0.000 description 1
- RWIVICVCHVMHMU-UHFFFAOYSA-N NCCN1CCOCC1 Chemical compound NCCN1CCOCC1 RWIVICVCHVMHMU-UHFFFAOYSA-N 0.000 description 1
- ODVBBZFQPGORMJ-UHFFFAOYSA-N NCc(cc1)ccc1[N+]([O-])=O Chemical compound NCc(cc1)ccc1[N+]([O-])=O ODVBBZFQPGORMJ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
- C07D493/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/12—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains three hetero rings
- C07D493/14—Ortho-condensed systems
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/02—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one or more oxygen or sulfur atoms as the only ring hetero atoms
-
- 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
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/50—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
- A61K47/51—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
- A61K47/54—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
- A61K47/55—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound the modifying agent being also a pharmacologically or therapeutically active agent, i.e. the entire conjugate being a codrug
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
- A61P33/06—Antimalarials
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/12—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains three hetero rings
- C07D493/18—Bridged systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/22—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains four or more hetero rings
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Tropical Medicine & Parasitology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Plant Pathology (AREA)
- Agronomy & Crop Science (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US74854805P | 2005-12-08 | 2005-12-08 | |
| US76512506P | 2006-02-03 | 2006-02-03 | |
| US79481106P | 2006-04-25 | 2006-04-25 | |
| PCT/US2006/044845 WO2007067333A2 (en) | 2005-12-08 | 2006-11-17 | Trioxane dimers having high anticancer and long-lasting antimalarial activities |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009518397A true JP2009518397A (ja) | 2009-05-07 |
| JP2009518397A5 JP2009518397A5 (https=) | 2010-01-14 |
Family
ID=38123365
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008544353A Pending JP2009518397A (ja) | 2005-12-08 | 2006-11-17 | 高い抗癌活性及び持続性抗マラリア活性を有するトリオキサンダイマー |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20090291923A1 (https=) |
| EP (1) | EP1962596A4 (https=) |
| JP (1) | JP2009518397A (https=) |
| KR (1) | KR20080081310A (https=) |
| AU (1) | AU2006323040A1 (https=) |
| BR (1) | BRPI0619759A2 (https=) |
| CA (1) | CA2632200A1 (https=) |
| IL (1) | IL191597A0 (https=) |
| MX (1) | MX2008007358A (https=) |
| WO (1) | WO2007067333A2 (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2141499A1 (en) * | 2008-07-02 | 2010-01-06 | Apoptec AG | COPD diagnosis |
| US8592611B2 (en) | 2008-07-17 | 2013-11-26 | The Johns Hopkins University | Trioxane dimer sulfur compounds |
| WO2010032165A2 (en) * | 2008-09-19 | 2010-03-25 | North-West University | Prodrugs of artemisinin |
| US8884032B2 (en) | 2009-05-19 | 2014-11-11 | The Johns Hopkins University | Trioxane monomers and dimers |
| WO2011071947A2 (en) | 2009-12-07 | 2011-06-16 | Johns Hopkins University | Bis-acylated hydroxylamine derivatives |
| US20110144067A1 (en) * | 2009-12-07 | 2011-06-16 | Toscano John P | N-Acyloxysulfonamide and N-Hydroxy-N-Acylsulfonamide Derivatives |
| US9493480B2 (en) | 2011-04-15 | 2016-11-15 | The Johns Hopkins University | Monomeric trioxane amide sulfur compounds |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004028476A2 (en) * | 2002-09-27 | 2004-04-08 | Johns Hopkins University | Artemisinin-derived trioxane dimers |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL121749A0 (en) * | 1997-09-11 | 1998-02-22 | Yeda Res & Dev | 2,3-dioxabicycloÚ3.3.1¾nonane derivatives and antimalarial pharmaceutical compositions comprising them |
| US6160004A (en) * | 1997-12-30 | 2000-12-12 | Hauser, Inc. | C-10 carbon-substituted artemisinin-like trioxane compounds having antimalarial, antiproliferative and antitumor activities |
| AU2003233509A1 (en) * | 2002-05-07 | 2003-11-11 | University Of Mississipi | Artemisinin-based peroxide compounds as broad spectrum anti-infective agents |
-
2006
- 2006-11-17 EP EP06848509A patent/EP1962596A4/en not_active Withdrawn
- 2006-11-17 JP JP2008544353A patent/JP2009518397A/ja active Pending
- 2006-11-17 KR KR1020087016634A patent/KR20080081310A/ko not_active Ceased
- 2006-11-17 MX MX2008007358A patent/MX2008007358A/es not_active Application Discontinuation
- 2006-11-17 AU AU2006323040A patent/AU2006323040A1/en not_active Abandoned
- 2006-11-17 US US12/096,015 patent/US20090291923A1/en not_active Abandoned
- 2006-11-17 BR BRPI0619759-0A patent/BRPI0619759A2/pt not_active Application Discontinuation
- 2006-11-17 CA CA002632200A patent/CA2632200A1/en not_active Abandoned
- 2006-11-17 WO PCT/US2006/044845 patent/WO2007067333A2/en not_active Ceased
-
2008
- 2008-05-21 IL IL191597A patent/IL191597A0/en unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004028476A2 (en) * | 2002-09-27 | 2004-04-08 | Johns Hopkins University | Artemisinin-derived trioxane dimers |
Also Published As
| Publication number | Publication date |
|---|---|
| IL191597A0 (en) | 2009-02-11 |
| WO2007067333A2 (en) | 2007-06-14 |
| WO2007067333A3 (en) | 2008-01-31 |
| KR20080081310A (ko) | 2008-09-09 |
| AU2006323040A1 (en) | 2007-06-14 |
| EP1962596A2 (en) | 2008-09-03 |
| US20090291923A1 (en) | 2009-11-26 |
| EP1962596A4 (en) | 2010-09-22 |
| MX2008007358A (es) | 2008-11-10 |
| CA2632200A1 (en) | 2007-06-14 |
| BRPI0619759A2 (pt) | 2011-10-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20091117 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20091117 |
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| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20121105 |
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| A02 | Decision of refusal |
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