JP2006504753A5 - - Google Patents
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- JP2006504753A5 JP2006504753A5 JP2004544832A JP2004544832A JP2006504753A5 JP 2006504753 A5 JP2006504753 A5 JP 2006504753A5 JP 2004544832 A JP2004544832 A JP 2004544832A JP 2004544832 A JP2004544832 A JP 2004544832A JP 2006504753 A5 JP2006504753 A5 JP 2006504753A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- following formula
- pharmaceutical composition
- compounds
- 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
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- 150000001875 compounds Chemical class 0.000 claims description 17
- 239000003814 drug Substances 0.000 claims description 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- KZMGYPLQYOPHEL-UHFFFAOYSA-N Boron trifluoride etherate Chemical compound FB(F)F.CCOCC KZMGYPLQYOPHEL-UHFFFAOYSA-N 0.000 claims 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 206010037075 Protozoal infections Diseases 0.000 claims 1
- 208000010362 Protozoan Infections Diseases 0.000 claims 1
- 230000002378 acidificating effect Effects 0.000 claims 1
- 229940120503 dihydroxyacetone Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000000694 effects Effects 0.000 description 8
- WHTVZRBIWZFKQO-AWEZNQCLSA-N (S)-chloroquine Chemical compound ClC1=CC=C2C(N[C@@H](C)CCCN(CC)CC)=CC=NC2=C1 WHTVZRBIWZFKQO-AWEZNQCLSA-N 0.000 description 3
- 239000003430 antimalarial agent Substances 0.000 description 3
- WHTVZRBIWZFKQO-UHFFFAOYSA-N chloroquine Natural products ClC1=CC=C2C(NC(C)CCCN(CC)CC)=CC=NC2=C1 WHTVZRBIWZFKQO-UHFFFAOYSA-N 0.000 description 3
- 229960003677 chloroquine Drugs 0.000 description 3
- 244000045947 parasite Species 0.000 description 3
- 201000004792 malaria Diseases 0.000 description 2
- 241000222722 Leishmania <genus> Species 0.000 description 1
- 241000223960 Plasmodium falciparum Species 0.000 description 1
- 230000000078 anti-malarial effect Effects 0.000 description 1
- 230000000842 anti-protozoal effect Effects 0.000 description 1
- 239000003904 antiprotozoal agent Substances 0.000 description 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 description 1
- 229930101531 artemisinin Natural products 0.000 description 1
- 229960004191 artemisinin Drugs 0.000 description 1
- 230000003013 cytotoxicity Effects 0.000 description 1
- 231100000135 cytotoxicity Toxicity 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- XDRYMKDFEDOLFX-UHFFFAOYSA-N pentamidine Chemical compound C1=CC(C(=N)N)=CC=C1OCCCCCOC1=CC=C(C(N)=N)C=C1 XDRYMKDFEDOLFX-UHFFFAOYSA-N 0.000 description 1
- 229960004448 pentamidine Drugs 0.000 description 1
- 238000012216 screening Methods 0.000 description 1
- 210000003501 vero cell Anatomy 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/271,960 US6790863B2 (en) | 2002-10-15 | 2002-10-15 | Dihydroartemisinin and dihydroartemisitene dimers as anti-cancer and anti-infective agents |
| PCT/US2003/032049 WO2004034976A2 (en) | 2002-10-15 | 2003-10-09 | Dihydroartemisinin and dihydroartemisitene dimers as anti-cancer nd anti-infective agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006504753A JP2006504753A (ja) | 2006-02-09 |
| JP2006504753A5 true JP2006504753A5 (enExample) | 2006-12-07 |
Family
ID=32069214
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004544832A Pending JP2006504753A (ja) | 2002-10-15 | 2003-10-09 | 抗癌剤および抗感染症薬としてのジヒドロアルテミシニンおよびジヒドロアルテミシテンの二量体 |
Country Status (7)
| Country | Link |
|---|---|
| US (3) | US6790863B2 (enExample) |
| EP (1) | EP1551389A4 (enExample) |
| JP (1) | JP2006504753A (enExample) |
| AU (1) | AU2003282543B2 (enExample) |
| CA (1) | CA2501942A1 (enExample) |
| MX (1) | MXPA05003920A (enExample) |
| WO (1) | WO2004034976A2 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6790863B2 (en) * | 2002-10-15 | 2004-09-14 | University Of Mississippi | Dihydroartemisinin and dihydroartemisitene dimers as anti-cancer and anti-infective agents |
| WO2006002105A1 (en) * | 2004-06-21 | 2006-01-05 | University Of Mississippi | Anticancer and antiprotozoal dihydroartemisinene and dihydroartemisitene dimers with desirable chemical functionalities |
| CN1311832C (zh) * | 2005-01-12 | 2007-04-25 | 四川科伦药业股份有限公司 | 溴代二氢青蒿素的医药用途 |
| FR2899586B1 (fr) * | 2006-04-11 | 2008-06-20 | Sanofi Aventis Sa | Dimeres de derives d'artemisinine, leur preparation et leur application en therapeutique |
| US7566465B2 (en) * | 2006-12-21 | 2009-07-28 | The United States Of America As Represented By The Secretary Of The Army | Artemisinins in the clinical and veterinary management of kinetoplastid infections |
| FR2934593B1 (fr) * | 2008-07-29 | 2010-09-10 | Pf Medicament | Derives dimeriques d'artemisinine et application en therapie anticancereuse |
| US8841466B2 (en) | 2010-01-22 | 2014-09-23 | Council Of Scientific & Industrial Research | Series of artemisinin derivatives and process for preparation thereof |
| WO2012111025A2 (en) | 2011-02-14 | 2012-08-23 | Council Of Scientific & Industrial Research | 1,2,3-triazole containing artemisinin compounds and process for preparation thereof |
| US9675582B2 (en) | 2011-10-25 | 2017-06-13 | U.S. Phytotherapy, Inc. | Alternative ACT with natural botanical active GRAS ingredients for treatment and prevention of the Zika virus |
| US9011892B2 (en) | 2011-10-25 | 2015-04-21 | U.S. Phytotherapy, Inc. | Artemisinin with berberine compositions and methods of making |
| US9358261B2 (en) | 2011-10-25 | 2016-06-07 | U.S. Phytotherapy, Inc. | Additional artemisinin and berberine compositions and methods of making |
| WO2014116642A1 (en) * | 2013-01-22 | 2014-07-31 | The Johns Hopkins University | Two-carbon linked artemisinin-derived trioxane dimers |
| WO2015041722A1 (en) | 2013-09-17 | 2015-03-26 | Kryptonite Group, Ltd | Enhanced artemisinin-based combination therapy for treating parasitic mediated disease |
| CN106928274B (zh) * | 2017-02-28 | 2019-09-10 | 东南大学 | 一种双氢青蒿素二倍体衍生物、其药物组合物及应用 |
| CN109467565B (zh) * | 2018-08-16 | 2020-07-10 | 云白药征武科技(上海)有限公司 | 双氢青蒿素三聚体及其制备方法和应用 |
| WO2020176488A1 (en) * | 2019-02-26 | 2020-09-03 | Eisohly Mahmoud A | Selected artemisinin dimers for the treatment of lashmaniasis |
| CN110305017B (zh) * | 2019-08-09 | 2022-02-25 | 大理大学 | 降桉烷倍半萜类化合物及其药物组合物和制备方法与应用 |
| CN110448551A (zh) * | 2019-08-23 | 2019-11-15 | 西南大学 | 二氢青蒿素衍生物在制备抗血管生成药物中的应用 |
| CN110354270B (zh) * | 2019-08-30 | 2022-04-15 | 中国中医科学院中药研究所 | 一种青蒿琥酯聚乙二醇衍生物及其制备方法和应用 |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4647674A (en) * | 1985-10-07 | 1987-03-03 | Pennwalt Corporation | Bis-(dibenzo[b,d]pyranyloxy) propanes |
| US4952603A (en) * | 1988-06-20 | 1990-08-28 | Elferaly Farouk S | Method for the isolation of artemisinin from Artemisia annua |
| IT1247476B (it) * | 1991-06-14 | 1994-12-17 | Fidia Spa | Derivati della cumarina. |
| US5677468A (en) * | 1995-06-29 | 1997-10-14 | Hauser, Inc. | Artemisinin dimer compounds having anticancer activity |
| US6160004A (en) * | 1997-12-30 | 2000-12-12 | Hauser, Inc. | C-10 carbon-substituted artemisinin-like trioxane compounds having antimalarial, antiproliferative and antitumor activities |
| US6790863B2 (en) * | 2002-10-15 | 2004-09-14 | University Of Mississippi | Dihydroartemisinin and dihydroartemisitene dimers as anti-cancer and anti-infective agents |
-
2002
- 2002-10-15 US US10/271,960 patent/US6790863B2/en not_active Expired - Lifetime
-
2003
- 2003-10-09 EP EP03774733A patent/EP1551389A4/en not_active Withdrawn
- 2003-10-09 AU AU2003282543A patent/AU2003282543B2/en not_active Ceased
- 2003-10-09 CA CA002501942A patent/CA2501942A1/en not_active Abandoned
- 2003-10-09 JP JP2004544832A patent/JP2006504753A/ja active Pending
- 2003-10-09 MX MXPA05003920A patent/MXPA05003920A/es active IP Right Grant
- 2003-10-09 WO PCT/US2003/032049 patent/WO2004034976A2/en not_active Ceased
-
2004
- 2004-06-21 US US10/872,616 patent/US20040229938A1/en not_active Abandoned
- 2004-07-21 US US10/896,192 patent/US7098242B2/en not_active Expired - Lifetime
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