FR2434172A1 - Nouveaux composes intermediaires utiles dans la synthese de derives bis-indoliques et procede pour leur preparation - Google Patents
Nouveaux composes intermediaires utiles dans la synthese de derives bis-indoliques et procede pour leur preparationInfo
- Publication number
- FR2434172A1 FR2434172A1 FR7824569A FR7824569A FR2434172A1 FR 2434172 A1 FR2434172 A1 FR 2434172A1 FR 7824569 A FR7824569 A FR 7824569A FR 7824569 A FR7824569 A FR 7824569A FR 2434172 A1 FR2434172 A1 FR 2434172A1
- Authority
- FR
- France
- Prior art keywords
- derivs
- vinblastine
- vincristine
- hydroxy
- alkanoyloxy
- 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.)
- Granted
Links
- 229960004528 vincristine Drugs 0.000 title abstract 3
- OGWKCGZFUXNPDA-XQKSVPLYSA-N vincristine Chemical compound C([N@]1C[C@@H](C[C@]2(C(=O)OC)C=3C(=CC4=C([C@]56[C@H]([C@@]([C@H](OC(C)=O)[C@]7(CC)C=CCN([C@H]67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)C[C@@](C1)(O)CC)CC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-XQKSVPLYSA-N 0.000 title abstract 3
- OGWKCGZFUXNPDA-UHFFFAOYSA-N vincristine Natural products C1C(CC)(O)CC(CC2(C(=O)OC)C=3C(=CC4=C(C56C(C(C(OC(C)=O)C7(CC)C=CCN(C67)CC5)(O)C(=O)OC)N4C=O)C=3)OC)CN1CCC1=C2NC2=CC=CC=C12 OGWKCGZFUXNPDA-UHFFFAOYSA-N 0.000 title abstract 3
- JXLYSJRDGCGARV-WWYNWVTFSA-N Vinblastine Natural products O=C(O[C@H]1[C@](O)(C(=O)OC)[C@@H]2N(C)c3c(cc(c(OC)c3)[C@]3(C(=O)OC)c4[nH]c5c(c4CCN4C[C@](O)(CC)C[C@H](C3)C4)cccc5)[C@@]32[C@H]2[C@@]1(CC)C=CCN2CC3)C JXLYSJRDGCGARV-WWYNWVTFSA-N 0.000 title abstract 2
- 230000000259 anti-tumor effect Effects 0.000 title abstract 2
- 229960003048 vinblastine Drugs 0.000 title abstract 2
- JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 title abstract 2
- GBABOYUKABKIAF-IELIFDKJSA-N vinorelbine Chemical compound C1N(CC=2C3=CC=CC=C3NC=22)CC(CC)=C[C@H]1C[C@]2(C(=O)OC)C1=CC([C@]23[C@H]([C@@]([C@H](OC(C)=O)[C@]4(CC)C=CCN([C@H]34)CC2)(O)C(=O)OC)N2C)=C2C=C1OC GBABOYUKABKIAF-IELIFDKJSA-N 0.000 title 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 5
- PUAQLLVFLMYYJJ-UHFFFAOYSA-N 2-aminopropiophenone Chemical compound CC(N)C(=O)C1=CC=CC=C1 PUAQLLVFLMYYJJ-UHFFFAOYSA-N 0.000 abstract 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 125000005042 acyloxymethyl group Chemical group 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 150000003863 ammonium salts Chemical class 0.000 abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 2
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 abstract 1
- -1 acetamido, hydroxymethyl Chemical group 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000005252 haloacyl group Chemical group 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 238000010253 intravenous injection Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
- C07D519/04—Dimeric indole alkaloids, e.g. vincaleucoblastine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Priority Applications (8)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7824569A FR2434172A1 (fr) | 1978-08-24 | 1978-08-24 | Nouveaux composes intermediaires utiles dans la synthese de derives bis-indoliques et procede pour leur preparation |
| US06/067,439 US4307100A (en) | 1978-08-24 | 1979-08-20 | Nor bis-indole compounds usable as medicaments |
| CA000334286A CA1136129A (fr) | 1978-08-24 | 1979-08-22 | Composes intermediaires utiles dans la synthese de derives bis-indoliques et procede pour leur preparation |
| JP10704579A JPS5531096A (en) | 1978-08-24 | 1979-08-22 | Novel compound bissindoline derivative active as drug and its manufacture |
| HU79RE655A HU182988B (en) | 1978-08-24 | 1979-08-22 | Process for preparing bis-indole compounds |
| DE7979400585T DE2966049D1 (en) | 1978-08-24 | 1979-08-23 | Bis-indole compounds, pharmaceutical compositions containing them, process for their preparation |
| EP79400585A EP0010458B1 (fr) | 1978-08-24 | 1979-08-23 | Composés bis-indoliques, compositions pharmaceutiques les contenant, procédé pour leur préparation |
| NL990027C NL990027I2 (nl) | 1978-08-24 | 1999-08-20 | Bisindoolverbindingen, farmaceutische preparaten die hen bevatten en werkwijze voor hun bereiding. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7824569A FR2434172A1 (fr) | 1978-08-24 | 1978-08-24 | Nouveaux composes intermediaires utiles dans la synthese de derives bis-indoliques et procede pour leur preparation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2434172A1 true FR2434172A1 (fr) | 1980-03-21 |
| FR2434172B1 FR2434172B1 (enrdf_load_stackoverflow) | 1981-01-30 |
Family
ID=9212050
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7824569A Granted FR2434172A1 (fr) | 1978-08-24 | 1978-08-24 | Nouveaux composes intermediaires utiles dans la synthese de derives bis-indoliques et procede pour leur preparation |
Country Status (2)
| Country | Link |
|---|---|
| JP (1) | JPS5531096A (enrdf_load_stackoverflow) |
| FR (1) | FR2434172A1 (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0022730A1 (fr) * | 1979-07-17 | 1981-01-21 | ANVAR Agence Nationale de Valorisation de la Recherche | Nouvelle classe de composés bis-indoliques utiles comme médicaments et procédé pour leur préparation |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU769440B2 (en) | 1998-12-12 | 2004-01-29 | Solvay (Societe Anonyme) | Compositions comprising 1,1,1,3,3-pentafluorobutane and use of said compositions |
| CA2642717C (en) * | 2006-02-17 | 2015-08-18 | Novacea, Inc. | Treatment of hyperproliferative diseases with vinca alkaloid n-oxide and analogs |
| CN101235046B (zh) * | 2007-01-29 | 2010-09-08 | 中国科学院上海药物研究所 | 长春碱衍生物、其制备方法和用途、以及包含该衍生物的药物组合物 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1435519A (fr) * | 1964-06-18 | 1966-04-15 | Lilly Co Eli | Indolylvindoline et procédé de préparation |
-
1978
- 1978-08-24 FR FR7824569A patent/FR2434172A1/fr active Granted
-
1979
- 1979-08-22 JP JP10704579A patent/JPS5531096A/ja active Granted
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1435519A (fr) * | 1964-06-18 | 1966-04-15 | Lilly Co Eli | Indolylvindoline et procédé de préparation |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0022730A1 (fr) * | 1979-07-17 | 1981-01-21 | ANVAR Agence Nationale de Valorisation de la Recherche | Nouvelle classe de composés bis-indoliques utiles comme médicaments et procédé pour leur préparation |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2434172B1 (enrdf_load_stackoverflow) | 1981-01-30 |
| JPS5531096A (en) | 1980-03-05 |
| JPS6332795B2 (enrdf_load_stackoverflow) | 1988-07-01 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| CC | Supplementary protection certificate (spc) laid open to the public (law of 25 june 1990) |
Free format text: 92C0390, 920604 |
|
| CB | Supplementary protection certificate (spc) granted (law of 25 june 1990) |
Free format text: 92C0390, 780824 |
|
| CL | Concession to grant licences | ||
| TP | Transmission of property |