SE9000377D0 - SYNTHETIC PROCEDURE AND ACID CONTENT HETEROCYCLIC PRODUCT THEREOF - Google Patents
SYNTHETIC PROCEDURE AND ACID CONTENT HETEROCYCLIC PRODUCT THEREOFInfo
- Publication number
- SE9000377D0 SE9000377D0 SE9000377A SE9000377A SE9000377D0 SE 9000377 D0 SE9000377 D0 SE 9000377D0 SE 9000377 A SE9000377 A SE 9000377A SE 9000377 A SE9000377 A SE 9000377A SE 9000377 D0 SE9000377 D0 SE 9000377D0
- Authority
- SE
- Sweden
- Prior art keywords
- acid content
- synthetic procedure
- heterocyclic product
- heterocyclic
- product
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- 239000002253 acid Substances 0.000 title 1
- 239000003430 antimalarial agent Substances 0.000 abstract 2
- 229930101531 artemisinin Natural products 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 229910052760 oxygen Inorganic materials 0.000 abstract 2
- 239000001301 oxygen Substances 0.000 abstract 2
- 229940033495 antimalarials Drugs 0.000 abstract 1
- 229960004191 artemisinin Drugs 0.000 abstract 1
- BLUAFEHZUWYNDE-NNWCWBAJSA-N artemisinin Chemical compound C([C@](OO1)(C)O2)C[C@H]3[C@H](C)CC[C@@H]4[C@@]31[C@@H]2OC(=O)[C@@H]4C BLUAFEHZUWYNDE-NNWCWBAJSA-N 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 238000005949 ozonolysis reaction Methods 0.000 abstract 1
- 230000020477 pH reduction Effects 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 230000002194 synthesizing effect Effects 0.000 abstract 1
- UKRDPEFKFJNXQM-UHFFFAOYSA-N vinylsilane Chemical compound [SiH3]C=C UKRDPEFKFJNXQM-UHFFFAOYSA-N 0.000 abstract 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
-
- 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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
A process for synthesizing oxygen-containing analogs of the antimalarial agent known as quinghaosu or artemisinin, and in particular compounds of formulae (I) and (II). The process employs as a reactant a vinylsilane that is subjected to an ozonolysis/acidification step which closes the oxygen-containing ring structure. The various products are claimed as aspects of this invention as is their use as antimalarials.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US94355586A | 1986-12-18 | 1986-12-18 | |
| US10814587A | 1987-10-13 | 1987-10-13 | |
| US10813887A | 1987-10-13 | 1987-10-13 | |
| PCT/US1987/003330 WO1988004660A2 (en) | 1986-12-18 | 1987-12-15 | Synthesis process and oxygen-containing heterocyclic products thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| SE9000377D0 true SE9000377D0 (en) | 1990-02-02 |
| SE9000377L SE9000377L (en) | 1991-08-03 |
Family
ID=27380423
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE8802906A SE8802906L (en) | 1986-12-18 | 1988-08-16 | SYNTHETIC PROCEDURE AND ACID CONTENT HETEROCYCLIC PRODUCT THEREOF |
| SE9000377A SE9000377L (en) | 1986-12-18 | 1990-02-02 | SYNTHETIC PROCEDURE AND ACID CONTENT HETEROCYCLIC PRODUCT THEREOF |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE8802906A SE8802906L (en) | 1986-12-18 | 1988-08-16 | SYNTHETIC PROCEDURE AND ACID CONTENT HETEROCYCLIC PRODUCT THEREOF |
Country Status (7)
| Country | Link |
|---|---|
| EP (1) | EP0346356A1 (en) |
| JP (1) | JPH01501710A (en) |
| CH (1) | CH679486A5 (en) |
| DE (1) | DE3790698T1 (en) |
| GB (1) | GB2218088B (en) |
| SE (2) | SE8802906L (en) |
| WO (1) | WO1988004660A2 (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8807523D0 (en) * | 1988-03-30 | 1988-05-05 | Jefford C W | 1,2,4-trioxanes related to arteannuin |
| US5216175A (en) * | 1990-03-23 | 1993-06-01 | Sri International | Antimalarial analogs of artemisinin |
| TW198722B (en) * | 1990-05-07 | 1993-01-21 | Hoechst Ag | |
| JPH07500325A (en) * | 1991-10-14 | 1995-01-12 | ザ ユニバーシティ オブ シドニー | Cyclic peroxyacetal compound |
| US6160004A (en) * | 1997-12-30 | 2000-12-12 | Hauser, Inc. | C-10 carbon-substituted artemisinin-like trioxane compounds having antimalarial, antiproliferative and antitumor activities |
| EP0974593A1 (en) * | 1998-07-14 | 2000-01-26 | The Hong Kong University of Science & Technology | Artemisinin derivatives as antiparasitic agents |
-
1987
- 1987-12-15 DE DE19873790698 patent/DE3790698T1/de not_active Withdrawn
- 1987-12-15 WO PCT/US1987/003330 patent/WO1988004660A2/en not_active Ceased
- 1987-12-15 GB GB8818816A patent/GB2218088B/en not_active Expired - Lifetime
- 1987-12-15 CH CH2986/88A patent/CH679486A5/de not_active IP Right Cessation
- 1987-12-15 JP JP63501747A patent/JPH01501710A/en active Pending
- 1987-12-15 EP EP88901513A patent/EP0346356A1/en not_active Withdrawn
-
1988
- 1988-08-16 SE SE8802906A patent/SE8802906L/en not_active Application Discontinuation
-
1990
- 1990-02-02 SE SE9000377A patent/SE9000377L/en not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| JPH01501710A (en) | 1989-06-15 |
| GB2218088B (en) | 1991-07-10 |
| SE8802906D0 (en) | 1988-08-16 |
| DE3790698T1 (en) | 1988-12-08 |
| EP0346356A1 (en) | 1989-12-20 |
| SE8802906L (en) | 1988-08-16 |
| CH679486A5 (en) | 1992-02-28 |
| WO1988004660A2 (en) | 1988-06-30 |
| GB8818816D0 (en) | 1988-10-05 |
| SE9000377L (en) | 1991-08-03 |
| WO1988004660A3 (en) | 1988-08-11 |
| GB2218088A (en) | 1989-11-08 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| NAV | Patent application has lapsed |
Ref document number: 9000377-3 |