DK2427467T3 - Triptolid-promedikamenter - Google Patents
Triptolid-promedikamenter Download PDFInfo
- Publication number
- DK2427467T3 DK2427467T3 DK10719188.4T DK10719188T DK2427467T3 DK 2427467 T3 DK2427467 T3 DK 2427467T3 DK 10719188 T DK10719188 T DK 10719188T DK 2427467 T3 DK2427467 T3 DK 2427467T3
- Authority
- DK
- Denmark
- Prior art keywords
- compound
- cancer
- formula
- triptolide
- alkyl
- Prior art date
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- DFBIRQPKNDILPW-CIVMWXNOSA-N Triptolide Chemical compound O=C1OCC([C@@H]2C3)=C1CC[C@]2(C)[C@]12O[C@H]1[C@@H]1O[C@]1(C(C)C)[C@@H](O)[C@]21[C@H]3O1 DFBIRQPKNDILPW-CIVMWXNOSA-N 0.000 title description 104
- 229940002612 prodrug Drugs 0.000 title description 49
- 239000000651 prodrug Substances 0.000 title description 49
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- 206010028980 Neoplasm Diseases 0.000 claims description 124
- 201000011510 cancer Diseases 0.000 claims description 53
- 150000003839 salts Chemical class 0.000 claims description 43
- 238000011282 treatment Methods 0.000 claims description 21
- -1 pyrrolidino, piperidino, piperazino Chemical group 0.000 claims description 19
- 125000000217 alkyl group Chemical group 0.000 claims description 15
- 125000003118 aryl group Chemical group 0.000 claims description 14
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims description 13
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical group CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 12
- 230000005764 inhibitory process Effects 0.000 claims description 11
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- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 10
- 101710163595 Chaperone protein DnaK Proteins 0.000 claims description 9
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- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 8
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- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical group NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 claims description 4
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Classifications
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- C—CHEMISTRY; METALLURGY
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- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero 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
- A61K31/66—Phosphorus compounds
- A61K31/665—Phosphorus compounds having oxygen as a ring hetero atom, e.g. fosfomycin
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
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- A—HUMAN NECESSITIES
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- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
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- A—HUMAN NECESSITIES
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- A61P1/18—Drugs for disorders of the alimentary tract or the digestive system for pancreatic disorders, e.g. pancreatic enzymes
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- A61P11/00—Drugs for disorders of the respiratory system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A—HUMAN NECESSITIES
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- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
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Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
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- Pharmacology & Pharmacy (AREA)
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- Molecular Biology (AREA)
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- Epidemiology (AREA)
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- Oncology (AREA)
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- Reproductive Health (AREA)
- Physical Education & Sports Medicine (AREA)
- Neurosurgery (AREA)
- Pulmonology (AREA)
- Gastroenterology & Hepatology (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Hematology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
Claims (15)
1. Forbindelse med formlen I hvori:
hvert R1 indbyrdes uafhængigt er H, (Ci-C6)alkyl, aryl(Ci-C6)alkyl-, (C3-C6)cycloalkyl eller aryl; og hvert R2 indbyrdes uafhængigt er H, (Ci-C6)alkyl, aryl(Ci-C6)alkyl-, (C3-C6)-cycloalkyl eller aryl; eller R1 og R2 sammen med det atom, til hvilket de er bundet, danner en (C3-C7)cycloalkylgruppe; idet enhver alkylgruppe eller cycloalkylgruppe i R1 eller R2 eventuelt kan være substitueret med én eller flere grupper valgt blandt halogen, (C1-C6)-alkoxy og NRaRb, og idet enhver arylgruppe i R1 eller R2 eventuelt kan være substitueret med én eller flere grupper valgt blandt halogen, (Ci-C6)alkyl, (Ci-Ce)alkoxy, NRaRb, nitro og cyano; Ra og Rb indbyrdes uafhængigt er valgt blandt H, (CrC6)alkyl, (C3-C6)cycloalkyl og aryl; eller Ra og Rb sammen med det nitrogenatom, til hvilket de er bundet, kan danne en pyrrolidino-, piperidino-, piperazino-, azetidino-, morpholino-eller thiomorpholinogruppe; n er 1,2 eller 3; og hvert X er H; eller et salt deraf.
2. Forbindelse ifølge krav 1, som er en forbindelse med formlen la
hvori X+ er en farmaceutisk acceptabel organisk kation eller uorganisk kation.
3. Forbindelse ifølge krav 1, hvori R1 er H eller (Ci-C6)alkyl.
4. Forbindelse ifølge krav 1, hvori R1 er H.
5. Forbindelse ifølge krav 1 eller et hvilket som helst af kravene 3 til 4, hvori R2 er H eller (Ci-C6)alkyl.
6. Forbindelse ifølge krav 1 eller et hvilket som helst af kravene 3 til 5, hvori hvert X+ er H.
7. Forbindelse ifølge et hvilket som helst af kravene 1 til 5, hvori hvert X+ er lithium, natrium, kalium, magnesium, calcium, barium, zink eller aluminium.
8. Forbindelse ifølge et hvilket som helst af kravene 1 til 5, hvori hvert X+ har formlen HY+, hvori Y er ammoniak, triethylamin, tromethamin, triethanolamin, ethylendiamin, glucamin, N-methylglucamin, glycin, lysin, ornithin, arginin, ethanolamin eller cholin.
9. Forbindelse ifølge et hvilket som helst af kravene 1 til 5, hvor hvert X+ er Na+.
10. Forbindelse ifølge krav 1, som er forbindelsen 14-O-phosphonooxymethyltriptolid-dinatriumsalt, 14-O-phosphonooxyethyltriptolid-dinatriumsalt eller 14-O-phosphono-oxypropyltriptolid-dinatriumsalt.
11. Forbindelse ifølge krav 1, som er forbindelsen 14-O-phosphonooxymethyltriptolid-dinatriumsalt.
12. Farmaceutisk sammensætning omfattende en forbindelse med formlen I som beskrevet i et hvilket som helst af kravene 1-11 eller et farmaceutisk acceptabelt salt deraf i kombination med et farmaceutisk acceptabelt bærestof.
13. Forbindelse med formlen I som beskrevet i et hvilket som helst af kravene 1-11 eller et farmaceutisk acceptabelt salt deraf til anvendelse i medicinsk terapi.
14. Forbindelse med formlen I som beskrevet i et hvilket som helst af kravene 1-11 eller et farmaceutisk acceptabelt salt deraf til anvendelse ved profylaktisk eller terapeutisk behandling af cancer.
15. Forbindelse med formlen I som beskrevet i et hvilket som helst af kravene 1-11 eller et farmaceutisk acceptabelt salt deraf til anvendelse ved profylaktisk eller terapeutisk inhibering af cancercellevækst i cancer, der udtrykker HSP70.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US17624909P | 2009-05-07 | 2009-05-07 | |
| PCT/US2010/034117 WO2010129918A1 (en) | 2009-05-07 | 2010-05-07 | Triptolide prodrugs |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DK2427467T3 true DK2427467T3 (da) | 2015-11-09 |
Family
ID=42244313
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK10719188.4T DK2427467T3 (da) | 2009-05-07 | 2010-05-07 | Triptolid-promedikamenter |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US8507552B2 (da) |
| EP (1) | EP2427467B1 (da) |
| JP (3) | JP6000122B2 (da) |
| KR (1) | KR101821823B1 (da) |
| CN (1) | CN102596977B (da) |
| AU (1) | AU2010245669B2 (da) |
| BR (1) | BRPI1014802B8 (da) |
| CA (2) | CA2964631A1 (da) |
| DK (1) | DK2427467T3 (da) |
| EA (1) | EA021135B1 (da) |
| ES (1) | ES2552163T3 (da) |
| HK (1) | HK1168107A1 (da) |
| MX (1) | MX2011011776A (da) |
| MY (1) | MY160392A (da) |
| PL (1) | PL2427467T3 (da) |
| PT (1) | PT2427467E (da) |
| SG (1) | SG175885A1 (da) |
| WO (1) | WO2010129918A1 (da) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9150600B2 (en) | 2009-05-07 | 2015-10-06 | Regents Of The University Of Minnesota | Triptolide prodrugs |
| KR20150059746A (ko) | 2012-08-23 | 2015-06-02 | 세네스텍 인코포레이티드 | 포유동물의 번식 능력을 감소시키는 방법 |
| WO2014047783A1 (zh) * | 2012-09-25 | 2014-04-03 | 鼎泓国际投资（香港）有限公司 | 含有雷公藤甲素及雷公藤甲素类衍生物和Bcl-2抑制剂的药物组合物及其应用 |
| WO2014167581A2 (en) * | 2013-04-01 | 2014-10-16 | Laurus Labs Private Limited | An improved process for the preparation of triptolide prodrugs |
| SG11201802915WA (en) * | 2015-09-11 | 2018-05-30 | Ys Ac Co Ltd | Cancer treatment composition combining anti-cd26 antibody and other anticancer agent |
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| EP2427467A1 (en) | 2012-03-14 |
| HK1168107A1 (en) | 2012-12-21 |
| JP2016065099A (ja) | 2016-04-28 |
| MX2011011776A (es) | 2012-08-03 |
| CN102596977B (zh) | 2016-06-29 |
| AU2010245669B2 (en) | 2015-11-26 |
| ES2552163T3 (es) | 2015-11-26 |
| JP6000122B2 (ja) | 2016-09-28 |
| BRPI1014802A2 (pt) | 2016-04-05 |
| CA2760953C (en) | 2017-05-30 |
| WO2010129918A1 (en) | 2010-11-11 |
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| EA021135B1 (ru) | 2015-04-30 |
| KR20120015339A (ko) | 2012-02-21 |
| WO2010129918A8 (en) | 2011-01-20 |
| BRPI1014802B1 (pt) | 2020-09-24 |
| BRPI1014802B8 (pt) | 2021-05-25 |
| US8507552B2 (en) | 2013-08-13 |
| CA2760953A1 (en) | 2010-11-11 |
| US20120238529A1 (en) | 2012-09-20 |
| KR101821823B1 (ko) | 2018-01-24 |
| SG175885A1 (en) | 2011-12-29 |
| PL2427467T3 (pl) | 2016-04-29 |
| CA2964631A1 (en) | 2010-11-11 |
| EA201190293A1 (ru) | 2012-11-30 |
| EP2427467B1 (en) | 2015-08-05 |
| PT2427467E (pt) | 2015-11-19 |
| MY160392A (en) | 2017-03-15 |
| AU2010245669A1 (en) | 2011-12-01 |
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