FR2365346A2 - Nouveaux derives de la daunorubicine, leur preparation et les compositions qui les contiennent - Google Patents
Nouveaux derives de la daunorubicine, leur preparation et les compositions qui les contiennentInfo
- Publication number
- FR2365346A2 FR2365346A2 FR7628978A FR7628978A FR2365346A2 FR 2365346 A2 FR2365346 A2 FR 2365346A2 FR 7628978 A FR7628978 A FR 7628978A FR 7628978 A FR7628978 A FR 7628978A FR 2365346 A2 FR2365346 A2 FR 2365346A2
- Authority
- FR
- France
- Prior art keywords
- daunorubicin
- derivs
- mouse
- acyloxy
- doses
- 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
- 230000000259 anti-tumor effect Effects 0.000 title abstract 2
- 229960000975 daunorubicin Drugs 0.000 title abstract 2
- 230000000694 effects Effects 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- KQRWYZDETCDVGB-TZSSRYMLSA-N (7s,9s)-7-[(2r,4s,5s,6s)-4-amino-5-hydroxy-6-methyloxan-2-yl]oxy-9-(2-bromoacetyl)-6,9,11-trihydroxy-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CBr)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 KQRWYZDETCDVGB-TZSSRYMLSA-N 0.000 abstract 1
- WFVKIANRKSZMGB-UHFFFAOYSA-N 2,2-diethoxyacetic acid Chemical compound CCOC(C(O)=O)OCC WFVKIANRKSZMGB-UHFFFAOYSA-N 0.000 abstract 1
- STQGQHZAVUOBTE-UHFFFAOYSA-N 7-Cyan-hept-2t-en-4,6-diinsaeure Natural products C1=2C(O)=C3C(=O)C=4C(OC)=CC=CC=4C(=O)C3=C(O)C=2CC(O)(C(C)=O)CC1OC1CC(N)C(O)C(C)O1 STQGQHZAVUOBTE-UHFFFAOYSA-N 0.000 abstract 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 1
- 206010058467 Lung neoplasm malignant Diseases 0.000 abstract 1
- 201000008275 breast carcinoma Diseases 0.000 abstract 1
- STQGQHZAVUOBTE-VGBVRHCVSA-N daunorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(C)=O)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 STQGQHZAVUOBTE-VGBVRHCVSA-N 0.000 abstract 1
- 229960003109 daunorubicin hydrochloride Drugs 0.000 abstract 1
- 208000032839 leukemia Diseases 0.000 abstract 1
- 231100000053 low toxicity Toxicity 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/24—Condensed ring systems having three or more rings
- C07H15/252—Naphthacene radicals, e.g. daunomycins, adriamycins
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
- C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
- C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
- C07D317/32—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
- C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
- C07D327/04—Five-membered rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Un nouveau dérivé de la daunorubicine de formule générale I dans laquelle le symbole R1 représente un radical de formule générale Il dans laquelle les radicaux X qui représentent oxygène ou soufre sont identiques et les radicaux R 3 représentent alcoyle (1 à 4 atomes de carbone), phényle éventuellement substitués en position para par méthyle, methoxy ou méthylthio, ou forment ensemble un radical alcoylène (2 à 4 atomes de carbone), ou bien les radicaux X sont différents et les radicaux R3 forment ensemble un radical alcoylène (2 à 4 atomes de carne), le symbole R 4 représente alcoyle (1 à 4 atomes de carbone) ou phényle et le symbole R2 représente un atome d'hydrogène ou un radical trifluoracétyle, éventuellement ses sels, sa préparation et les compositions qui le contiennent. Ce nouveau dérivé est utilisable pour le traitement des tumeurs.
Priority Applications (24)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7628978A FR2365346A2 (fr) | 1976-09-27 | 1976-09-27 | Nouveaux derives de la daunorubicine, leur preparation et les compositions qui les contiennent |
| NLAANVRAGE7612239,A NL170737C (nl) | 1975-11-12 | 1976-11-04 | Werkwijze voor het bereiden van tegen tumoren werkzame esters van adriamycine, alsmede voor het bereiden van geneesmiddelen met anti-tumoractiviteit. |
| CA265,119A CA1072954A (fr) | 1975-11-12 | 1976-11-08 | Derives de la daunorubicine, leur preparation et les compositions qui les contiennent |
| CS767234A CS209876B2 (en) | 1975-11-12 | 1976-11-09 | Method of preparation of the new daunorubicine derivatives |
| SU762418213A SU659095A3 (ru) | 1975-11-12 | 1976-11-09 | Способ получени производных даунорубицина или их солей |
| NZ182591A NZ182591A (en) | 1975-11-12 | 1976-11-10 | 14-substituted-daunorubicins and pharmaceutical compositions |
| JP13510676A JPS5285161A (en) | 1975-11-12 | 1976-11-10 | Daunorbicine derivatives |
| GB46807/76A GB1525180A (en) | 1975-11-12 | 1976-11-10 | Daunorubicin derivatives |
| PH19114A PH13709A (en) | 1975-11-12 | 1976-11-10 | Daunorubicin derivatives and pharmaceutical compositions containing same |
| AU19506/76A AU504388B2 (en) | 1975-11-12 | 1976-11-10 | Daunorubicin derivatives |
| CH1423376A CH606081A5 (fr) | 1975-11-12 | 1976-11-11 | |
| DK508776A DK508776A (da) | 1975-11-12 | 1976-11-11 | Fremgangsmade til fremstilling af derivater af daunorubicin eller syreadditionssalte deraf |
| AR265428A AR213419A1 (es) | 1975-11-12 | 1976-11-11 | Procedimiento para preparar nuevos derivados de daunorubicina |
| HU76RO00000903A HU172526B (hu) | 1975-11-12 | 1976-11-11 | Sposob poluchenija novykh proizvodnykh davnorubicina |
| NO763857A NO143349C (no) | 1975-11-12 | 1976-11-11 | Analogifremgangsmaate for fremstilling av nye derivater av daunorubicin. |
| IL50897A IL50897A (en) | 1975-11-12 | 1976-11-11 | Daunorubicin derivatives,processes for the preparation thereof and pharmaceutical compositions containing the same |
| SE7612613A SE421212B (sv) | 1975-11-12 | 1976-11-11 | Forfarande for framstellning av nya derivat av daunorubicin |
| LU76176A LU76176A1 (fr) | 1975-11-12 | 1976-11-11 | |
| FI763251A FI62316C (fi) | 1975-11-12 | 1976-11-12 | Foerfarande foer framstaellning av di- eller trisubstituerade estrar av daunorubicinderivat vilka aer anvaendbara vid behandling av tumoerer |
| AT842876A AT347583B (de) | 1975-11-12 | 1976-11-12 | Verfahren zur herstellung von neuen daunoru- bicinderivaten und von deren saeureadditions- salzen |
| DE2651773A DE2651773C3 (de) | 1975-11-12 | 1976-11-12 | 14-Acyloxy-daunorubicine, Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende pharmazeutische Zusammensetzungen |
| ES453264A ES453264A1 (es) | 1975-11-12 | 1976-11-12 | Procedimiento de preparacion de derivados de daunorublicina. |
| YU02778/76A YU277876A (en) | 1975-11-12 | 1976-11-12 | Process for obtaining new derivatives of daunorubicin |
| US05/849,761 US4225589A (en) | 1975-11-12 | 1977-11-09 | Daunorubicin derivatives |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7628978A FR2365346A2 (fr) | 1976-09-27 | 1976-09-27 | Nouveaux derives de la daunorubicine, leur preparation et les compositions qui les contiennent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| FR2365346A2 true FR2365346A2 (fr) | 1978-04-21 |
| FR2365346B2 FR2365346B2 (fr) | 1980-02-01 |
Family
ID=9178115
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FR7628978A Granted FR2365346A2 (fr) | 1975-11-12 | 1976-09-27 | Nouveaux derives de la daunorubicine, leur preparation et les compositions qui les contiennent |
Country Status (1)
| Country | Link |
|---|---|
| FR (1) | FR2365346A2 (fr) |
-
1976
- 1976-09-27 FR FR7628978A patent/FR2365346A2/fr active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| FR2365346B2 (fr) | 1980-02-01 |
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