SU784783A3 - Способ получени производных лейрозидина или их солей - Google Patents
Способ получени производных лейрозидина или их солей Download PDFInfo
- Publication number
- SU784783A3 SU784783A3 SU752151512A SU2151512A SU784783A3 SU 784783 A3 SU784783 A3 SU 784783A3 SU 752151512 A SU752151512 A SU 752151512A SU 2151512 A SU2151512 A SU 2151512A SU 784783 A3 SU784783 A3 SU 784783A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- hydrogen
- formula
- compound
- alkanoyl
- chloroalkanoyl
- Prior art date
Links
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
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Veterinary Medicine (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)
- Fodder In General (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
с последующим выделением целевого родукта .в свободном виде или в виде оли.
Пример 1. 4-Дезацетиллейрозидинкарбоксигидразин С-3.
1500 -мг лейрозидина суспендируют в 10 мл безводного метанола и 25 мл безводного гидразина. Эту реакционную смесь герметизируют в реакционной колбе и остаэл ют при температуре в течение 3 дней. После упаривани ввакууме получают 4-дезацетиллейрозидинкарбоксигидразин С-3. ИК, см: 1660, 1735, т/е 768. Пример 2. 4-Дезацетиллейрозидинкарбоксамид С-3.
4-Дезацетиллейрозидинкарбоксигидразид С-3 суспендируют в 150 мл 1 н. сол ной кислоты добавл ют немного метанола. При температуре 0°С добавл ют примерно 500 мг нитрита натри и через 5 мин реакционную смесь подщелачивают холодным 5%-ным раствором бикарбоната натри ,при этом 4-дезацетиллейрозидинкарбоксазид С-3 е выпадает в осадок. Эту смесь, соержащую азид, 4 раз экстрагируют лористым метиленом. Затем экстракт упариваютдо объема 1 л. В раствор добавл ют примерно 200 мл безводного метанола, насыщенного аммиаком, при температуре приблизительно -78°С. Далее реакционную смесь оставл ют в темноте при комнатной температуре на несколько часов и затем хроматографируют на силикагеле с использованием в качестве элюирующей жидкости метанола .
Выход продукта 131 мг. ИК, 1690, 3400, т/е 753. ПМР,{Г, м.д. :.3,58 (метиловый эфир, ) , 3,78 (метоксигруппа С) , 2,88 (метил С), 5,78 (амидные водородные атомы С-3), 4,18 (водородный атом Сд).
Нейтрализацией этанольного раствора , основани этанольным раствором серной кислоты получают рыжевато-коричневый аморфный порошок сернокислой соли.
Взаимодействием амидных оснований с кислотой, например сол ной, бромистоводородной, фосфорной, лимонной , уксусной, клоруксусной, трихлоруксусной , бензойной кислотами.
аЛкансульфокислотами и арилсульфокислотами получают другие соли.
Claims (1)
1. Бюлер К., Пирсон Д. Органические синтезы. М., btop, 1973, ч. вто ,ра , с. 399.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34727573A | 1973-04-02 | 1973-04-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU784783A3 true SU784783A3 (ru) | 1980-11-30 |
Family
ID=23363051
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU742013753A SU731900A3 (ru) | 1973-04-02 | 1974-04-01 | Способ получени производных винбластина |
| SU752151512A SU784783A3 (ru) | 1973-04-02 | 1975-07-04 | Способ получени производных лейрозидина или их солей |
| SU752152020A SU652896A3 (ru) | 1973-04-02 | 1975-07-09 | Способ производства лейрокристина |
| SU762429453A SU623522A3 (ru) | 1973-04-02 | 1976-12-20 | Способ получени производных винбластина |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU742013753A SU731900A3 (ru) | 1973-04-02 | 1974-04-01 | Способ получени производных винбластина |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU752152020A SU652896A3 (ru) | 1973-04-02 | 1975-07-09 | Способ производства лейрокристина |
| SU762429453A SU623522A3 (ru) | 1973-04-02 | 1976-12-20 | Способ получени производных винбластина |
Country Status (28)
| Country | Link |
|---|---|
| JP (2) | JPS5919117B2 (ru) |
| AR (2) | AR204004A1 (ru) |
| AT (1) | AT340605B (ru) |
| BE (1) | BE813168A (ru) |
| BG (3) | BG21235A3 (ru) |
| CA (1) | CA1042428A (ru) |
| CH (1) | CH603669A5 (ru) |
| CS (1) | CS185223B2 (ru) |
| CY (1) | CY1044A (ru) |
| DD (1) | DD113538A5 (ru) |
| DE (1) | DE2415980A1 (ru) |
| DK (1) | DK141511B (ru) |
| ES (2) | ES424882A1 (ru) |
| FR (1) | FR2223044B1 (ru) |
| GB (1) | GB1463575A (ru) |
| HK (1) | HK20180A (ru) |
| HU (1) | HU171572B (ru) |
| IE (1) | IE39071B1 (ru) |
| IL (1) | IL44415A (ru) |
| KE (1) | KE3028A (ru) |
| MY (1) | MY8100025A (ru) |
| NL (1) | NL181079C (ru) |
| PH (1) | PH13623A (ru) |
| RO (2) | RO73524B (ru) |
| SE (1) | SE416206B (ru) |
| SU (4) | SU731900A3 (ru) |
| YU (3) | YU39719B (ru) |
| ZA (1) | ZA741674B (ru) |
Families Citing this family (23)
| 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 (ru) * | 1976-09-08 | 1982-07-07 | Lilly Co Eli | |
| US4096148A (en) * | 1976-12-06 | 1978-06-20 | Eli Lilly And Company | Oxazolidinedione derivatives of Vinca alkaloids |
| USRE30560E (en) * | 1976-12-06 | 1981-03-31 | Eli Lilly And Company | Oxazolidinedione derivatives of Vinca alkaloids |
| USRE30561E (en) | 1976-12-06 | 1981-03-31 | Eli Lilly And Company | Vinca alkaloid intermediates |
| 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 |
| US4357334A (en) | 1980-03-20 | 1982-11-02 | Eli Lilly And Company | Use of VLB 3-(2-chloroethyl) carboxamide in treating neoplasms |
| 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. |
| LU83822A1 (fr) * | 1981-12-08 | 1983-09-01 | Omnichem Sa | Derives n-(vinblastinoyl-23)d'acides amines,leur preparation et leur application therapeutique |
| 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 |
| SG164368A1 (en) | 2005-07-18 | 2010-09-29 | Bipar Sciences Inc | Treatment of cancer |
| WO2008030891A2 (en) | 2006-09-05 | 2008-03-13 | Bipar Sciences, Inc. | Inhibition of fatty acid synthesis by parp inhibitors and methods of treatment thereof |
| CA2662517A1 (en) | 2006-09-05 | 2008-03-13 | Jerome Moore | Treatment of cancer |
| WO2008044045A1 (en) | 2006-10-12 | 2008-04-17 | Astex Therapeutics Limited | Pharmaceutical combinations |
| US8916552B2 (en) | 2006-10-12 | 2014-12-23 | Astex Therapeutics Limited | Pharmaceutical combinations |
| US7732491B2 (en) | 2007-11-12 | 2010-06-08 | Bipar Sciences, Inc. | Treatment of breast cancer with a PARP inhibitor alone or in combination with anti-tumor agents |
| AU2014253584B2 (en) * | 2013-04-19 | 2017-02-02 | Jinan University | Vinca Alkaloid Derivatives, Preparation Method therefor and Application thereof |
| 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 IE IE532/74A patent/IE39071B1/xx unknown
- 1974-03-13 IL IL44415A patent/IL44415A/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 GB GB1310174A patent/GB1463575A/en not_active Expired
- 1974-03-25 CY CY1044A patent/CY1044A/xx unknown
- 1974-03-25 YU YU817/74A patent/YU39719B/xx unknown
- 1974-03-29 FR FR7411519A patent/FR2223044B1/fr not_active Expired
- 1974-03-29 CH CH446374A patent/CH603669A5/xx active Protection Beyond IP Right Term
- 1974-03-29 PH PH15676A patent/PH13623A/en unknown
- 1974-04-01 CS CS7400002335A patent/CS185223B2/cs unknown
- 1974-04-01 HU HU74EI00000538A patent/HU171572B/hu unknown
- 1974-04-01 NL NLAANVRAGE7404423,A patent/NL181079C/xx not_active IP Right Cessation
- 1974-04-01 DK DK178774AA patent/DK141511B/da 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 AT AT267974A patent/AT340605B/de not_active IP Right Cessation
- 1974-04-02 ES ES424882A patent/ES424882A1/es not_active Expired
- 1974-04-02 DE DE2415980A patent/DE2415980A1/de active Granted
- 1974-04-02 RO RO78274A patent/RO73524B/ro unknown
- 1974-04-02 JP JP49037765A patent/JPS5919117B2/ja not_active Expired
- 1974-04-02 RO RO7498695A patent/RO77533A/ro unknown
- 1974-04-02 BE BE1005847A patent/BE813168A/xx not_active IP Right Cessation
- 1974-04-02 BG BG028514A patent/BG21235A3/xx unknown
- 1974-04-02 DD DD177632A patent/DD113538A5/xx unknown
- 1974-04-02 BG BG026279A patent/BG22831A3/xx unknown
- 1974-04-02 BG BG028513A patent/BG21612A3/xx 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 YU1139/80A patent/YU39876B/xx unknown
- 1980-04-25 YU YU1138/80A patent/YU39875B/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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