RO73524B - Procedeu de preparare a unor derivati de alcaloizi - Google Patents
Procedeu de preparare a unor derivati de alcaloiziInfo
- Publication number
- RO73524B RO73524B RO78274A RO7827474A RO73524B RO 73524 B RO73524 B RO 73524B RO 78274 A RO78274 A RO 78274A RO 7827474 A RO7827474 A RO 7827474A RO 73524 B RO73524 B RO 73524B
- Authority
- RO
- Romania
- Prior art keywords
- acid
- carbon atoms
- general formula
- preparation
- nitric acid
- Prior art date
Links
- 150000003797 alkaloid derivatives Chemical class 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 abstract 3
- 229910017604 nitric acid Inorganic materials 0.000 abstract 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 abstract 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 abstract 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 229910021529 ammonia Inorganic materials 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid group Chemical group C(C1=CC=CC=C1)(=O)O WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001589 carboacyl group Chemical group 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 150000002431 hydrogen Chemical class 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 229940071870 hydroiodic acid Drugs 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000004310 lactic acid Substances 0.000 abstract 1
- 235000014655 lactic acid Nutrition 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- ISIJQEHRDSCQIU-UHFFFAOYSA-N tert-butyl 2,7-diazaspiro[4.5]decane-7-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CCCC11CNCC1 ISIJQEHRDSCQIU-UHFFFAOYSA-N 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
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Hematology (AREA)
- Oncology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Fodder In General (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Procedeu pentru prepararea unor derivati de alcaloizi cu formula generala I: (vezi formula) în care R1 reprezinta -NH2; -NH-NH2, -NH-CH3; R2 reprezinta un radical alcanoil cu 1...3 atomi de carbon sau cloralcanoil cu 1...3 atomi de carbon; R3 reprezinta hidrogen, alchil inferior, formil sau alcanoil cu 1...3 atomi de carbon, iar unul din R4 si R5 este hidroxil si celalalt reprezinta etil, caracterizat prin aceea ca un compus cu formula generala I în care R1 reprezinta metoxi, iar R2 reprezinta hidrogen sau acetil, iar R3, R4 si R5 au semnificatiile aratate mai sus se trateaza cu amoniac, metilamina sau hidrazina în exces la temperatura de 50...100 degree C, apoi amestecul de reactie este prelucrat în mod cunoscut, în vederea reprezentarii produsului de reactie sub forma unei baze libere sau unor saruri acceptabile farmaceutic obtinute cu acid clorhidric, acid azotic, acid fosforic, acid sulfuric, acid bromhidric, acid iodhidric, acid azotic, acid azotat, acid fosforos, acid citric, acid lactic, acid benzoic, acid ftalic, si oxid tereftalic.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34727573A | 1973-04-02 | 1973-04-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RO73524A RO73524A (ro) | 1984-10-31 |
| RO73524B true RO73524B (ro) | 1984-11-30 |
Family
ID=23363051
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO78274A RO73524B (ro) | 1973-04-02 | 1974-04-02 | Procedeu de preparare a unor derivati de alcaloizi |
| RO7498695A RO77533A (ro) | 1973-04-02 | 1974-04-02 | Procedeu pentru prepararea unor derivati de vinblastina,leurozidina si leurocristina |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RO7498695A RO77533A (ro) | 1973-04-02 | 1974-04-02 | Procedeu pentru prepararea unor derivati de vinblastina,leurozidina si leurocristina |
Country Status (28)
| Country | Link |
|---|---|
| JP (2) | JPS5919117B2 (ro) |
| AR (2) | AR204004A1 (ro) |
| AT (1) | AT340605B (ro) |
| BE (1) | BE813168A (ro) |
| BG (3) | BG21612A3 (ro) |
| CA (1) | CA1042428A (ro) |
| CH (1) | CH603669A5 (ro) |
| CS (1) | CS185223B2 (ro) |
| CY (1) | CY1044A (ro) |
| DD (1) | DD113538A5 (ro) |
| DE (1) | DE2415980A1 (ro) |
| DK (1) | DK141511B (ro) |
| ES (2) | ES424882A1 (ro) |
| FR (1) | FR2223044B1 (ro) |
| GB (1) | GB1463575A (ro) |
| HK (1) | HK20180A (ro) |
| HU (1) | HU171572B (ro) |
| IE (1) | IE39071B1 (ro) |
| IL (1) | IL44415A (ro) |
| KE (1) | KE3028A (ro) |
| MY (1) | MY8100025A (ro) |
| NL (1) | NL181079C (ro) |
| PH (1) | PH13623A (ro) |
| RO (2) | RO73524B (ro) |
| SE (1) | SE416206B (ro) |
| SU (4) | SU731900A3 (ro) |
| YU (3) | YU39719B (ro) |
| ZA (1) | ZA741674B (ro) |
Families Citing this family (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL48685A (en) * | 1975-01-09 | 1980-03-31 | Lilly Co Eli | Amides of vincadioline and vinblastine |
| GR69783B (ro) * | 1976-09-08 | 1982-07-07 | Lilly Co Eli | |
| USRE30561E (en) | 1976-12-06 | 1981-03-31 | Eli Lilly And Company | Vinca alkaloid intermediates |
| USRE30560E (en) * | 1976-12-06 | 1981-03-31 | Eli Lilly And Company | Oxazolidinedione derivatives of Vinca alkaloids |
| US4096148A (en) * | 1976-12-06 | 1978-06-20 | Eli Lilly And Company | Oxazolidinedione derivatives of Vinca alkaloids |
| US4203898A (en) | 1977-08-29 | 1980-05-20 | Eli Lilly And Company | Amide derivatives of VLB, leurosidine, leurocristine and related dimeric alkaloids |
| US4199504A (en) * | 1978-05-15 | 1980-04-22 | Eli Lilly And Company | Bridged cathranthus alkaloid dimers |
| US4210584A (en) | 1979-01-15 | 1980-07-01 | Eli Lilly And Company | Vindesine synthesis |
| US4357334A (en) | 1980-03-20 | 1982-11-02 | Eli Lilly And Company | Use of VLB 3-(2-chloroethyl) carboxamide in treating neoplasms |
| LU83822A1 (fr) | 1981-12-08 | 1983-09-01 | Omnichem Sa | Derives n-(vinblastinoyl-23)d'acides amines,leur preparation et leur application therapeutique |
| OA06421A (fr) * | 1980-06-10 | 1981-09-30 | Omnium Chimique Sa | Procédé de préparation de dérivés N-(vinblastinoyl-23) d'acides aminés et de peptides. |
| FR2623504B1 (fr) * | 1987-11-25 | 1990-03-09 | Adir | Nouveaux derives n-(vinblastinoyl-23) d'acide amino-1 methylphosphonique, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent |
| HUT76925A (hu) * | 1995-04-04 | 1998-01-28 | MTA Enzimológiai Intézet | Bisz-indol-származékok, eljárás előállításukra és az azokat tartalmazó gyógyszerkészítmények |
| US5948750A (en) * | 1996-10-30 | 1999-09-07 | Merck & Co., Inc. | Conjugates useful in the treatment of prostate cancer |
| US6326402B1 (en) | 1998-08-12 | 2001-12-04 | Octamer, Inc. | Methods for treating viral infections using a compound capable of inhibiting microtubules |
| WO2006077424A1 (en) | 2005-01-21 | 2006-07-27 | Astex Therapeutics Limited | Pharmaceutical compounds |
| CN101242822B (zh) | 2005-07-18 | 2011-08-24 | 彼帕科学公司 | 治疗卵巢癌的药物 |
| AU2007292387A1 (en) | 2006-09-05 | 2008-03-13 | Bipar Sciences, Inc. | Treatment of cancer |
| JP2010502731A (ja) | 2006-09-05 | 2010-01-28 | バイパー サイエンシズ,インコーポレイティド | Parp阻害剤による脂肪酸合成の阻害、及びその治療方法 |
| US8916552B2 (en) | 2006-10-12 | 2014-12-23 | Astex Therapeutics Limited | Pharmaceutical combinations |
| JP5528807B2 (ja) | 2006-10-12 | 2014-06-25 | アステックス、セラピューティックス、リミテッド | 複合薬剤 |
| KR20100102609A (ko) | 2007-11-12 | 2010-09-24 | 바이파 사이언스 인코포레이티드 | Parp 억제제를 단독으로 사용하거나 항종양제와 병용하여 유방암을 치료하는 방법 |
| CN105121447B (zh) * | 2013-04-19 | 2018-02-02 | 暨南大学 | 长春碱类衍生物及其制备方法和应用 |
| CN113456797B (zh) * | 2021-06-18 | 2024-03-08 | 暨南大学 | 长春碱类衍生物在制备治疗骨肉瘤和/或软组织肉瘤药物中的应用 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3097137A (en) * | 1960-05-19 | 1963-07-09 | Canadian Patents Dev | Vincaleukoblastine |
-
1974
- 1974-01-01 AR AR253105A patent/AR204004A1/es active
- 1974-03-13 IL IL44415A patent/IL44415A/xx unknown
- 1974-03-13 IE IE532/74A patent/IE39071B1/xx unknown
- 1974-03-13 ZA ZA00741674A patent/ZA741674B/xx unknown
- 1974-03-22 CA CA195,760A patent/CA1042428A/en not_active Expired
- 1974-03-25 YU YU817/74A patent/YU39719B/xx unknown
- 1974-03-25 CY CY1044A patent/CY1044A/xx unknown
- 1974-03-25 GB GB1310174A patent/GB1463575A/en not_active Expired
- 1974-03-29 FR FR7411519A patent/FR2223044B1/fr not_active Expired
- 1974-03-29 PH PH15676A patent/PH13623A/en unknown
- 1974-03-29 CH CH446374A patent/CH603669A5/xx not_active IP Right Cessation
- 1974-04-01 HU HU74EI00000538A patent/HU171572B/hu unknown
- 1974-04-01 AT AT267974A patent/AT340605B/de not_active IP Right Cessation
- 1974-04-01 SE SE7404380A patent/SE416206B/xx not_active IP Right Cessation
- 1974-04-01 SU SU742013753A patent/SU731900A3/ru active
- 1974-04-01 CS CS7400002335A patent/CS185223B2/cs unknown
- 1974-04-01 DK DK178774AA patent/DK141511B/da not_active IP Right Cessation
- 1974-04-01 NL NLAANVRAGE7404423,A patent/NL181079C/xx not_active IP Right Cessation
- 1974-04-02 BG BG028513A patent/BG21612A3/xx unknown
- 1974-04-02 BE BE1005847A patent/BE813168A/xx not_active IP Right Cessation
- 1974-04-02 DE DE2415980A patent/DE2415980A1/de active Granted
- 1974-04-02 RO RO78274A patent/RO73524B/ro unknown
- 1974-04-02 BG BG026279A patent/BG22831A3/xx unknown
- 1974-04-02 BG BG028514A patent/BG21235A3/xx unknown
- 1974-04-02 ES ES424882A patent/ES424882A1/es not_active Expired
- 1974-04-02 JP JP49037765A patent/JPS5919117B2/ja not_active Expired
- 1974-04-02 DD DD177632A patent/DD113538A5/xx unknown
- 1974-04-02 RO RO7498695A patent/RO77533A/ro unknown
-
1975
- 1975-01-08 AR AR257228A patent/AR203882A1/es active
- 1975-07-04 SU SU752151512A patent/SU784783A3/ru active
- 1975-07-09 SU SU752152020A patent/SU652896A3/ru active
-
1976
- 1976-03-31 ES ES446571A patent/ES446571A1/es not_active Expired
- 1976-12-20 SU SU762429453A patent/SU623522A3/ru active
-
1980
- 1980-02-27 KE KE3028A patent/KE3028A/xx unknown
- 1980-04-17 HK HK201/80A patent/HK20180A/xx unknown
- 1980-04-25 YU YU1138/80A patent/YU39875B/xx unknown
- 1980-04-25 YU YU1139/80A patent/YU39876B/xx unknown
-
1981
- 1981-12-30 MY MY25/81A patent/MY8100025A/xx unknown
-
1983
- 1983-12-16 JP JP58238722A patent/JPS6033837B2/ja not_active Expired
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