SU596165A3 - Способ получени имидазолидинов - Google Patents
Способ получени имидазолидиновInfo
- Publication number
- SU596165A3 SU596165A3 SU762414002A SU2414002A SU596165A3 SU 596165 A3 SU596165 A3 SU 596165A3 SU 762414002 A SU762414002 A SU 762414002A SU 2414002 A SU2414002 A SU 2414002A SU 596165 A3 SU596165 A3 SU 596165A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- preparing
- imidazolidine
- solvent
- trifluoromethyl
- imidaealidines
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members 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
- C07D233/72—Two oxygen atoms, e.g. hydantoin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members 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
- C07D233/88—Nitrogen atoms, e.g. allantoin
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Pharmacology & Pharmacy (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Electromechanical Clocks (AREA)
Description
(54) СПОСОБ ПОЛУЧЕНИЯ ИМИДАЭОЛИДИНОВ
Пример 2. 1-(3-трифторметил-4 нитрофенил )-4,4-диметил-имидазолин-2 ,5-дион.
К 35 f«i водного раствора сол ной кислоты () и 35 мл воды прибавл ют 10 г 1-(3-трифторметил-4-нитрофе-нил )-4,4-диметил-5-иминоимилазолин-2-она , сусйензию нагревают с обратным холодильником 1 ч, Jpxлaждaют до и выливают в воду . Образовавшийс осадок фильтруют, промывают, сушат и получают 9,5 г целевого продукта,т.пл. 149-С. После перекристаллизации из этанола т.пл. та же.
Найдено,%: С 45,5; Н 3,4; Р 17,9; Л12,9.
,FS Nj р
Вычислено %:С 45,43;Н 3,17,Р 17,96; Н13,24.
В ИК-спектре (хлороформ) наблюдаютс характеристические полосы поглощени (CMJ ) при 3438 {.NH), 1792 и 1734 (С«О), 1597 и 1501 ( ароматическое дро ) , 1545, 1358 и 1349 (NO).
Claims (2)
- Формула изобретени 1. Способ получени имидаэалидинов общей формулагде X - кислород или иминна труппа, отличающийс тем, что 2-амино-2-цианпропан подвергают .взаимодействию с З-трифторметил-4-нитрофениловым эфиром изоциановой кислоты в присутствии третичного амина, в среде органичесл ого растворител и полученное соединение выдел ют или подвергают гидролизу в кислой среде.
- 2. Способ по п, 1 о т л и ч а ющ и и с тем, что в качестве растворител примен ют тетрагидрофуран.Источники информации, прин тые во внимание при экспертизе:1. Райд К. Курс физической органи .ческой химии. М., 1972, с.456.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| MD94-0279A MD246C2 (ru) | 1975-10-29 | 1994-09-08 | Способ получения имидазолидинов |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7533084A FR2329276A1 (fr) | 1975-10-29 | 1975-10-29 | Nouvelles imidazolidines substituees, procede de preparation, application comme medicament et compositions les renfermant |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU596165A3 true SU596165A3 (ru) | 1978-02-28 |
Family
ID=9161795
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU762414002A SU596165A3 (ru) | 1975-10-29 | 1976-10-21 | Способ получени имидазолидинов |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4097578A (ru) |
| JP (1) | JPS6011701B2 (ru) |
| AU (1) | AU500542B2 (ru) |
| BE (1) | BE847742A (ru) |
| BG (1) | BG60533B2 (ru) |
| CA (1) | CA1086751A (ru) |
| CH (1) | CH599164A5 (ru) |
| DE (1) | DE2649925C2 (ru) |
| DK (1) | DK152125C (ru) |
| ES (1) | ES452746A1 (ru) |
| FR (1) | FR2329276A1 (ru) |
| GB (1) | GB1518444A (ru) |
| GE (1) | GEP19970948B (ru) |
| IE (1) | IE43875B1 (ru) |
| LU (2) | LU76085A1 (ru) |
| NL (2) | NL187102C (ru) |
| SE (1) | SE430502B (ru) |
| SU (1) | SU596165A3 (ru) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2497812C2 (ru) * | 2009-04-17 | 2013-11-10 | Ипсен Фарма С.А.С. | Производные имидазолидин-2,4-диона и их применение в качестве лекарственного средства против рака |
Families Citing this family (75)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MC1220A1 (fr) * | 1977-10-28 | 1979-07-20 | Hoffmann La Roche | Nouveaux derives d'imidazolidine |
| IL55774A (en) * | 1977-10-28 | 1982-04-30 | Sparamedica Ag | Pharmaceutical compositions containing urea derivatives,certain such novel derivatives and their manufacture |
| FI801184A7 (fi) * | 1979-04-24 | 1981-01-01 | F Hoffmann La Roche & Co | Menetelmä imidatsolidiini-johdannaisten valmistamiseksi. |
| US4775660A (en) * | 1984-08-02 | 1988-10-04 | Fernand Labrie | Treatment of breast cancer by combination therapy |
| US4760053A (en) * | 1984-08-02 | 1988-07-26 | Fernand Labrie | Combination therapy for selected sex steroid dependent cancers |
| IE58836B1 (en) * | 1984-08-02 | 1993-11-17 | Labrie Fernand | Pharmaceutical composition for combination therapy of hormone dependent cancers |
| US4666885A (en) * | 1985-02-08 | 1987-05-19 | Fernand Labrie | Combination therapy for treatment of female breast cancer |
| IT1214735B (it) * | 1986-11-04 | 1990-01-18 | Roussel Maestretti Spa | Impiego di 1-(3'-trifluorometil 4'nitrofenil) 4,4-dimetilimidazolin2,5-dione per il trattamento di cancri ormonodipendenti diverso da quello della prostata |
| US5084472A (en) * | 1986-11-04 | 1992-01-28 | Roussel | Application of 1-(3'-trifluoromethyl-4'-nitrophenyl)-4,4'-dimethylimidazoline 2,5-dione in the treatment of hormone-dependent cancers other than that of the prostate |
| FR2619381B1 (fr) * | 1987-08-13 | 1989-12-08 | Roussel Uclaf | Nouvelles imidazolidines substituees par un radical hydroxymethyle et un radical phenyl substitue, leur procede de preparation, leur application comme medicaments, les compositions pharmaceutiques les renfermant et un intermediaire pour leur preparation |
| US4895715A (en) * | 1988-04-14 | 1990-01-23 | Schering Corporation | Method of treating gynecomastia |
| FR2656302B1 (fr) * | 1989-12-22 | 1992-05-07 | Roussel Uclaf | Nouveau procede de preparation de l'anandron et derives de l'anandron. |
| FR2671348B1 (fr) * | 1991-01-09 | 1993-03-26 | Roussel Uclaf | Nouvelles phenylimidazolidines, leur procede de preparation, leur application comme medicaments et les compositions pharmaceutiques les renfermant. |
| FR2693461B1 (fr) * | 1992-07-08 | 1994-09-02 | Roussel Uclaf | Nouvelles phénylimidazolidines substituées, leur procédé de préparation, leur application comme médicaments et les compositions pharmaceutiques les renfermant. |
| US5411981A (en) * | 1991-01-09 | 1995-05-02 | Roussel Uclaf | Phenylimidazolidines having antiandrogenic activity |
| USRE35956E (en) * | 1991-01-09 | 1998-11-10 | Roussel Uclaf | Phenylimidazolidines having antiandrogenic activity |
| US6002016A (en) * | 1991-12-20 | 1999-12-14 | Rhone-Poulenc Agrochimie | Fungicidal 2-imidazolin-5-ones and 2-imidazoline-5-thiones |
| FR2706456B1 (fr) * | 1993-06-18 | 1996-06-28 | Rhone Poulenc Agrochimie | Dérivés optiquement actifs de 2-imidazoline-5-ones et 2-imidazoline-5-thiones fongicides. |
| FR2685328B1 (fr) * | 1991-12-20 | 1995-12-01 | Rhone Poulenc Agrochimie | Derives de 2-imidazoline-5-ones et 2-imidazoline-5-thiones fongicides. |
| FR2694290B1 (fr) * | 1992-07-08 | 1994-09-02 | Roussel Uclaf | Nouvelles phénylimidazolidines éventuellement substituées, leur procédé de préparation, leur application comme médicaments et les compositions pharmaceutiques les renfermant. |
| US6008370A (en) * | 1992-11-25 | 1999-12-28 | Rhone-Poulenc Agrochimie | Fungicidal-2-alkoxy/haloalkoxy-1-(mono- or disubstituted)amino-4,4-disubstituted-2-imidazolin-5-ones |
| FR2715402B1 (fr) * | 1994-01-05 | 1996-10-04 | Roussel Uclaf | Nouvelles phénylimidazolines éventuellement substituées, leur procédé et des intermédiaires de préparation, leur application comme médicaments et les compositions pharmaceutiques les renfermant. |
| FR2724169B1 (fr) * | 1994-09-06 | 1997-01-03 | Roussel Uclaf | Nouvelles phenylimidazolidines eventuellement substituees, leur procede et des intermediaires de preparation, leur application comme medicaments et les compositions pharmaceutiques les renfermant |
| TW521073B (en) * | 1994-01-05 | 2003-02-21 | Hoechst Marion Roussel Inc | New optionally substituted phenylimidazolidines, their preparation process, their use as anti-androgenic agent and the pharmaceutical compositions containing them |
| FR2725206B1 (fr) * | 1994-09-29 | 1996-12-06 | Roussel Uclaf | Nouvelles imidazolidines substituees par un heterocycle, leur procede et des intermediaires de preparation, leur application comme medicaments et les compositions pharmaceutiques les renfermant |
| US5656651A (en) * | 1995-06-16 | 1997-08-12 | Biophysica Inc. | Androgenic directed compositions |
| US6566372B1 (en) | 1999-08-27 | 2003-05-20 | Ligand Pharmaceuticals Incorporated | Bicyclic androgen and progesterone receptor modulator compounds and methods |
| US20040077605A1 (en) | 2001-06-20 | 2004-04-22 | Salvati Mark E. | Fused heterocyclic succinimide compounds and analogs thereof, modulators of nuclear hormone receptor function |
| MXPA02012605A (es) * | 2000-06-28 | 2003-05-14 | Squibb Bristol Myers Co | Moduladores selectivos del receptor androgeno y metodo para su identificacion, dise°o y uso. |
| US7001911B2 (en) | 2000-06-28 | 2006-02-21 | Bristol-Myers Squibb Company | Fused cyclic modulators of nuclear hormone receptor function |
| EP1854798A3 (en) | 2000-09-19 | 2007-11-28 | Bristol-Myers Squibb Company | Fused heterocyclic succinimide compounds and analogs thereof, modulators of nuclear hormone receptor function |
| US6953679B2 (en) | 2000-09-19 | 2005-10-11 | Bristol-Myers Squibb Company | Method for the preparation of fused heterocyclic succinimide compounds and analogs thereof |
| US20040087548A1 (en) | 2001-02-27 | 2004-05-06 | Salvati Mark E. | Fused cyclic succinimide compounds and analogs thereof, modulators of nuclear hormone receptor function |
| WO2003005889A2 (en) * | 2001-07-10 | 2003-01-23 | Ams Research Corporation | Surgical kit for treating prostate tissue |
| US7087636B2 (en) | 2001-12-19 | 2006-08-08 | Bristol-Myers Squibb Company | Fused heterocyclic compounds and analogs thereof, modulators of nuclear hormone receptor function |
| FR2850652B1 (fr) * | 2003-01-31 | 2008-05-30 | Aventis Pharma Sa | Nouveaux derives d'uree cyclique, leur preparation et leur utilisation pharmaceutique comme inhibiteurs de kinases |
| US7354933B2 (en) * | 2003-01-31 | 2008-04-08 | Aventis Pharma Sa | Cyclic urea derivatives, preparation thereof and pharmaceutical use thereof as kinase inhibitors |
| MXPA06001751A (es) * | 2003-08-22 | 2006-05-12 | Ligand Pharm Inc | Derivados de 6-cicloamino-2-quinolinona como compuestos moduladores de receptor de androgeno. |
| CN1882327A (zh) | 2003-11-19 | 2006-12-20 | 症变治疗公司 | 含磷的新的拟甲状腺素药 |
| ATE502298T1 (de) * | 2003-12-19 | 2011-04-15 | Univ California | Verfahren und materialien zur beurteilung von prostatakrebstherapien |
| NZ550102A (en) * | 2004-02-24 | 2010-10-29 | Univ California | Methods and materials for assessing prostate cancer therapies and compounds (thiohydantoine derivatives) |
| US8519158B2 (en) | 2004-03-12 | 2013-08-27 | Ligand Pharmaceuticals Incorporated | Androgen receptor modulator compounds and methods |
| CA2579514A1 (en) * | 2004-09-10 | 2006-03-23 | Janssen Pharmaceutica N.V. | Novel imidazolidin-2-one derivatives as selective androgen receptor modulators (sarms) |
| NZ564223A (en) | 2005-05-13 | 2011-03-31 | Univ California | Diarylhydantoin compounds for treating hormone refractory prostate cancer |
| US7709517B2 (en) | 2005-05-13 | 2010-05-04 | The Regents Of The University Of California | Diarylhydantoin compounds |
| BRPI0609191B8 (pt) * | 2005-06-17 | 2021-05-25 | Ligand Pharm Inc | métodos e compostos moduladores de receptor de androgênio |
| US7741317B2 (en) | 2005-10-21 | 2010-06-22 | Bristol-Myers Squibb Company | LXR modulators |
| US7888376B2 (en) | 2005-11-23 | 2011-02-15 | Bristol-Myers Squibb Company | Heterocyclic CETP inhibitors |
| FR2896503B1 (fr) * | 2006-01-23 | 2012-07-13 | Aventis Pharma Sa | Nouveaux derives soufres d'uree cyclique, leur preparation et leur utilisation pharmaceutique comme inhibiteurs de kinases |
| SI2656842T1 (sl) | 2006-03-27 | 2016-10-28 | The Regents Of The University Of California | Modulator androgenih receptorjev za zdravljenje raka prostate in bolezni, povezanih z androgenimi receptorji |
| WO2007127010A2 (en) | 2006-03-29 | 2007-11-08 | The Regents Of The University Of California | Diarylthiohydantoin compounds |
| CN101663262B (zh) | 2006-12-01 | 2014-03-26 | 百时美施贵宝公司 | 用于治疗动脉粥样硬化和心血管疾病的作为cetp抑制剂的n-(3-苄基)-2,2-(二苯基)-丙-1胺衍生物 |
| US9232959B2 (en) | 2007-01-02 | 2016-01-12 | Aquabeam, Llc | Multi fluid tissue resection methods and devices |
| EP3510959B1 (en) | 2007-01-02 | 2021-03-03 | AquaBeam LLC | Minimally invasive devices for the treatment of prostate diseases |
| US12290277B2 (en) | 2007-01-02 | 2025-05-06 | Aquabeam, Llc | Tissue resection with pressure sensing |
| US20080245375A1 (en) * | 2007-04-05 | 2008-10-09 | Medtronic Vascular, Inc. | Benign Prostatic Hyperplasia Treatments |
| EP2620432A3 (en) | 2007-10-26 | 2013-12-18 | The Regents Of the University of California | Diarylhydantoin compounds |
| JP5506702B2 (ja) | 2008-03-06 | 2014-05-28 | アクアビーム エルエルシー | 流体流れ内を伝達される光学エネルギーによる組織切除および焼灼 |
| WO2010093601A1 (en) | 2009-02-10 | 2010-08-19 | Metabasis Therapeutics, Inc. | Novel sulfonic acid-containing thyromimetics, and methods for their use |
| US9848904B2 (en) | 2009-03-06 | 2017-12-26 | Procept Biorobotics Corporation | Tissue resection and treatment with shedding pulses |
| AU2011218173C1 (en) | 2010-02-16 | 2015-04-16 | Aragon Pharmaceuticals, Inc. | Androgen receptor modulators and uses thereof |
| WO2012109387A1 (en) | 2011-02-08 | 2012-08-16 | Halozyme, Inc. | Composition and lipid formulation of a hyaluronan-degrading enzyme and the use thereof for treatment of benign prostatic hyperplasia |
| CN108606773B (zh) | 2012-02-29 | 2020-08-11 | 普罗赛普特生物机器人公司 | 自动化图像引导的组织切除和处理 |
| NZ744456A (en) | 2012-09-26 | 2019-09-27 | Aragon Pharmaceuticals Inc | Anti-androgens for the treatment of non-metastatic castrate-resistant prostate cancer |
| PL2945628T3 (pl) | 2013-01-15 | 2020-09-21 | Aragon Pharmaceuticals, Inc. | Modulator receptorów androgenowych w skojarzeniu z octanem abirateronu i prednizonem do leczenia nowotworu stercza |
| JP6403695B2 (ja) | 2013-02-14 | 2018-10-10 | プロセプト バイオロボティクス コーポレイション | アクアアブレーションアクアビーム眼科手術方法および装置 |
| EP3696276A1 (en) | 2013-02-25 | 2020-08-19 | Novartis AG | Novel androgen receptor mutation |
| BR112016005036A2 (en) | 2013-09-06 | 2020-04-07 | Procept Biorobotics Corporation | automated image guided tissue resection device |
| BR112016031037B1 (pt) | 2014-06-30 | 2023-02-07 | Procept Biorobotics Corporation | Aparelho para ablação de tecido vascular |
| BR112017004431B1 (pt) | 2014-09-05 | 2022-11-01 | Procept Biorobotics Corporation | Aparelho para tratar um paciente |
| TWI726969B (zh) | 2016-01-11 | 2021-05-11 | 比利時商健生藥品公司 | 用作雄性激素受體拮抗劑之經取代之硫尿囊素衍生物 |
| CA3036011A1 (en) | 2016-08-20 | 2018-03-01 | Ftf Pharma Private Limited | Pharmaceutical composition comprising an androgen receptor inhibitor |
| CN107216290B (zh) * | 2017-06-12 | 2021-03-16 | 陕西科技大学 | 一种3-丁基-5,5-二甲基海因咪唑季铵盐及其制备方法 |
| US10702508B2 (en) | 2017-10-16 | 2020-07-07 | Aragon Pharmaceuticals, Inc. | Anti-androgens for the treatment of non-metastatic castration-resistant prostate cancer |
| WO2020214834A1 (en) | 2019-04-19 | 2020-10-22 | Ligand Pharmaceuticals Inc. | Crystalline forms and methods of producing crystalline forms of a compound |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB997037A (en) * | 1962-03-19 | 1965-06-30 | Ici Ltd | New hydrantoin derivatives |
| JPS4920973B1 (ru) * | 1970-05-28 | 1974-05-29 | ||
| JPS5136332B1 (ru) * | 1970-12-09 | 1976-10-07 | ||
| IL45459A (en) * | 1973-09-03 | 1978-01-31 | Ciba Geigy Ag | 1-(dichlorofluoromethylthio)-3-phenyl-imidazolidine-2,4-dione derivatives their preparation and their use as bactericides and fungicides |
-
1975
- 1975-10-29 FR FR7533084A patent/FR2329276A1/fr active Granted
-
1976
- 1976-09-30 SE SE7610859A patent/SE430502B/xx not_active IP Right Cessation
- 1976-10-20 NL NLAANVRAGE7611576,A patent/NL187102C/xx not_active IP Right Cessation
- 1976-10-21 US US05/734,557 patent/US4097578A/en not_active Expired - Lifetime
- 1976-10-21 SU SU762414002A patent/SU596165A3/ru active
- 1976-10-27 ES ES452746A patent/ES452746A1/es not_active Expired
- 1976-10-28 CA CA264,606A patent/CA1086751A/fr not_active Expired
- 1976-10-28 AU AU19095/76A patent/AU500542B2/en not_active Expired
- 1976-10-28 DK DK487476A patent/DK152125C/da not_active IP Right Cessation
- 1976-10-28 LU LU76085A patent/LU76085A1/xx unknown
- 1976-10-28 BE BE171876A patent/BE847742A/xx not_active IP Right Cessation
- 1976-10-29 CH CH1369176A patent/CH599164A5/de active Protection Beyond IP Right Term
- 1976-10-29 GB GB45034/76A patent/GB1518444A/en not_active Expired
- 1976-10-29 DE DE2649925A patent/DE2649925C2/de not_active Expired
- 1976-10-29 IE IE2419/76A patent/IE43875B1/en not_active IP Right Cessation
- 1976-10-29 JP JP51129586A patent/JPS6011701B2/ja not_active Expired
-
1993
- 1993-06-03 LU LU88282C patent/LU88282I2/fr unknown
- 1993-06-17 NL NL930079C patent/NL930079I2/nl unknown
- 1993-09-09 GE GEAP19931536A patent/GEP19970948B/en unknown
-
1994
- 1994-02-22 BG BG098507A patent/BG60533B2/bg unknown
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2497812C2 (ru) * | 2009-04-17 | 2013-11-10 | Ипсен Фарма С.А.С. | Производные имидазолидин-2,4-диона и их применение в качестве лекарственного средства против рака |
| US8710091B2 (en) | 2009-04-17 | 2014-04-29 | Ipsen Pharma S.A.S. | Imidazolidine-2,4-dione derivatives, and use thereof as a cancer drug |
Also Published As
| Publication number | Publication date |
|---|---|
| ES452746A1 (es) | 1977-10-01 |
| US4097578A (en) | 1978-06-27 |
| DE2649925C2 (de) | 1986-08-28 |
| NL930079I2 (nl) | 1993-10-01 |
| BG60533B2 (bg) | 1995-07-28 |
| SE7610859L (sv) | 1977-04-30 |
| NL187102B (nl) | 1991-01-02 |
| IE43875B1 (en) | 1981-06-17 |
| DE2649925A1 (de) | 1977-05-12 |
| CH599164A5 (ru) | 1978-05-12 |
| GEP19970948B (en) | 1997-04-18 |
| JPS5257176A (en) | 1977-05-11 |
| DK152125B (da) | 1988-02-01 |
| NL7611576A (nl) | 1977-05-03 |
| GB1518444A (en) | 1978-07-19 |
| JPS6011701B2 (ja) | 1985-03-27 |
| CA1086751A (fr) | 1980-09-30 |
| NL187102C (nl) | 1991-06-03 |
| AU1909576A (en) | 1978-05-04 |
| FR2329276B1 (ru) | 1979-09-14 |
| NL930079I1 (nl) | 1993-09-16 |
| DK152125C (da) | 1988-06-20 |
| LU76085A1 (ru) | 1977-05-31 |
| IE43875L (en) | 1977-04-29 |
| AU500542B2 (en) | 1979-05-24 |
| FR2329276A1 (fr) | 1977-05-27 |
| BE847742A (fr) | 1977-04-28 |
| DK487476A (da) | 1977-04-30 |
| SE430502B (sv) | 1983-11-21 |
| LU88282I2 (fr) | 1994-05-04 |
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