IE33477B1 - Naphthacene derivatives - Google Patents
Naphthacene derivativesInfo
- Publication number
- IE33477B1 IE33477B1 IE955/69A IE95569A IE33477B1 IE 33477 B1 IE33477 B1 IE 33477B1 IE 955/69 A IE955/69 A IE 955/69A IE 95569 A IE95569 A IE 95569A IE 33477 B1 IE33477 B1 IE 33477B1
- Authority
- IE
- Ireland
- Prior art keywords
- group
- daunorubicin
- acid
- formula
- substituted
- Prior art date
Links
- 125000001935 tetracenyl group Chemical class C1(=CC=CC2=CC3=CC4=CC=CC=C4C=C3C=C12)* 0.000 title 1
- -1 sulphomethylamino group Chemical group 0.000 abstract 6
- 239000002253 acid Substances 0.000 abstract 4
- YOFDHOWPGULAQF-MQJDWESPSA-N (7s,9s)-9-acetyl-6,7,9,11-tetrahydroxy-4-methoxy-8,10-dihydro-7h-tetracene-5,12-dione Chemical compound C1[C@@](O)(C(C)=O)C[C@H](O)C2=C1C(O)=C1C(=O)C(C=CC=C3OC)=C3C(=O)C1=C2O YOFDHOWPGULAQF-MQJDWESPSA-N 0.000 abstract 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 3
- 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 2
- 238000005903 acid hydrolysis reaction Methods 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 abstract 2
- 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 2
- 229960000975 daunorubicin Drugs 0.000 abstract 2
- 150000002148 esters Chemical class 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- TWCMVXMQHSVIOJ-UHFFFAOYSA-N Aglycone of yadanzioside D Natural products COC(=O)C12OCC34C(CC5C(=CC(O)C(O)C5(C)C3C(O)C1O)C)OC(=O)C(OC(=O)C)C24 TWCMVXMQHSVIOJ-UHFFFAOYSA-N 0.000 abstract 1
- PLMKQQMDOMTZGG-UHFFFAOYSA-N Astrantiagenin E-methylester Natural products CC12CCC(O)C(C)(CO)C1CCC1(C)C2CC=C2C3CC(C)(C)CCC3(C(=O)OC)CCC21C PLMKQQMDOMTZGG-UHFFFAOYSA-N 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 abstract 1
- 239000003708 ampul Substances 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 230000000259 anti-tumor effect Effects 0.000 abstract 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 239000011248 coating agent Substances 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- PFOARMALXZGCHY-UHFFFAOYSA-N homoegonol Natural products C1=C(OC)C(OC)=CC=C1C1=CC2=CC(CCCO)=CC(OC)=C2O1 PFOARMALXZGCHY-UHFFFAOYSA-N 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 238000002347 injection Methods 0.000 abstract 1
- 239000007924 injection Substances 0.000 abstract 1
- 231100000252 nontoxic Toxicity 0.000 abstract 1
- 230000003000 nontoxic effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 abstract 1
- 125000005936 piperidyl group Chemical group 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 abstract 1
- 239000004296 sodium metabisulphite Substances 0.000 abstract 1
- 235000010262 sodium metabisulphite Nutrition 0.000 abstract 1
- 239000007858 starting material Substances 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR159237 | 1968-07-15 | ||
| FR6918032A FR2047865A2 (en) | 1969-06-02 | 1969-06-02 | Naphthacene derivs anti-tumour |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE33477L IE33477L (en) | 1970-01-15 |
| IE33477B1 true IE33477B1 (en) | 1974-07-10 |
Family
ID=26182124
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE955/69A IE33477B1 (en) | 1968-07-15 | 1969-07-14 | Naphthacene derivatives |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US3665018A (https=) |
| AT (1) | AT286499B (https=) |
| BE (1) | BE736079A (https=) |
| CH (1) | CH500930A (https=) |
| DE (1) | DE1935967C3 (https=) |
| DK (1) | DK127412B (https=) |
| ES (1) | ES369528A1 (https=) |
| FI (1) | FI51808C (https=) |
| GB (1) | GB1228570A (https=) |
| IE (1) | IE33477B1 (https=) |
| IL (1) | IL32619A (https=) |
| NL (1) | NL164271C (https=) |
| NO (1) | NO128710B (https=) |
| SE (1) | SE360067B (https=) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1461190A (en) * | 1974-09-20 | 1977-01-13 | Farmaceutici Italia | Anthracycline preparation |
| US3976667A (en) * | 1975-06-19 | 1976-08-24 | The Upjohn Company | Steffimycinone, 7-deoxysteffimycinone and derivatives |
| US4070382A (en) * | 1975-11-18 | 1978-01-24 | Research Corporation | Intermediates for polycyclic quinoid antibiotics |
| GB1509875A (en) * | 1976-06-14 | 1978-05-04 | Farmaceutici Italia | Optically active anthracyclinones and anthracycline glycosides |
| US4134903A (en) * | 1976-08-07 | 1979-01-16 | Societa Farmaceutici Italia S.P.A. | Anthracycline ethers and their preparation |
| US4089872A (en) * | 1977-03-09 | 1978-05-16 | The Upjohn Company | Antibiotics steffimycinol and 7-deoxysteffimycinol and process for preparing the same |
| US4116981A (en) * | 1977-05-02 | 1978-09-26 | Yuh-Geng Tsay | 5,12-epoxy-naphthacene-6,11-dione derivatives |
| GB1573036A (en) * | 1977-05-05 | 1980-08-13 | Farmaceutici Italia | Anthracyclines |
| GB1573037A (en) * | 1977-05-05 | 1980-08-13 | Farmaceutici Italia | Anthracyclines |
| IT1098212B (it) * | 1978-05-09 | 1985-09-07 | Farmaceutici Italia | Antracioline antitumorali sostituite |
| US4296105A (en) * | 1978-08-03 | 1981-10-20 | Institut International De Pathologie Cellulaire Et Moleculaire | Derivatives of doxorubicine, their preparation and use |
| ES514486A0 (es) * | 1981-07-29 | 1983-08-16 | Sumitomo Chemical Co | Un procedimiento para la preparacion de derivados de aminonaftaceno. |
| US4811811A (en) * | 1988-02-16 | 1989-03-14 | Deere & Company | Brake system for four-wheel drive vehicles |
| US4878559A (en) * | 1988-02-16 | 1989-11-07 | Deere & Company | Brake system for four-wheel drive vehicles |
-
1969
- 1969-07-03 FI FI691982A patent/FI51808C/fi active
- 1969-07-14 SE SE09949/69A patent/SE360067B/xx unknown
- 1969-07-14 CH CH1076569A patent/CH500930A/fr not_active IP Right Cessation
- 1969-07-14 GB GB1228570D patent/GB1228570A/en not_active Expired
- 1969-07-14 NO NO02942/69A patent/NO128710B/no unknown
- 1969-07-14 DK DK380469AA patent/DK127412B/da unknown
- 1969-07-14 IL IL32619A patent/IL32619A/en unknown
- 1969-07-14 BE BE736079D patent/BE736079A/xx unknown
- 1969-07-14 US US841552A patent/US3665018A/en not_active Expired - Lifetime
- 1969-07-14 IE IE955/69A patent/IE33477B1/xx unknown
- 1969-07-15 AT AT680469A patent/AT286499B/de not_active IP Right Cessation
- 1969-07-15 ES ES369528A patent/ES369528A1/es not_active Expired
- 1969-07-15 DE DE1935967A patent/DE1935967C3/de not_active Expired
- 1969-07-15 NL NL6910860.A patent/NL164271C/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| US3665018A (en) | 1972-05-23 |
| IL32619A (en) | 1972-12-29 |
| IL32619A0 (en) | 1969-09-25 |
| CH500930A (fr) | 1970-12-31 |
| NL164271C (nl) | 1980-12-15 |
| NL6910860A (https=) | 1970-01-19 |
| ES369528A1 (es) | 1971-07-16 |
| AT286499B (de) | 1970-12-10 |
| GB1228570A (https=) | 1971-04-15 |
| DE1935967A1 (de) | 1970-01-22 |
| FI51808C (fi) | 1977-04-12 |
| NL164271B (nl) | 1980-07-15 |
| BE736079A (https=) | 1970-01-14 |
| DK127412B (da) | 1973-11-05 |
| DE1935967C3 (de) | 1980-09-25 |
| IE33477L (en) | 1970-01-15 |
| NO128710B (https=) | 1974-01-02 |
| FI51808B (https=) | 1976-12-31 |
| SE360067B (https=) | 1973-09-17 |
| DE1935967B2 (de) | 1980-02-07 |
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