RU2000129803A - Способ получения дигидрохлорида 1-[[[5-(4-хлорфенил)-2-фуранил]метилен]амино]-3-[4-(4-метил-1-пиперазинил) бутил]-2,4-имида золидиндиона - Google Patents
Способ получения дигидрохлорида 1-[[[5-(4-хлорфенил)-2-фуранил]метилен]амино]-3-[4-(4-метил-1-пиперазинил) бутил]-2,4-имида золидиндионаInfo
- Publication number
- RU2000129803A RU2000129803A RU2000129803/04A RU2000129803A RU2000129803A RU 2000129803 A RU2000129803 A RU 2000129803A RU 2000129803/04 A RU2000129803/04 A RU 2000129803/04A RU 2000129803 A RU2000129803 A RU 2000129803A RU 2000129803 A RU2000129803 A RU 2000129803A
- Authority
- RU
- Russia
- Prior art keywords
- chlorophenyl
- methylene
- amino
- piperazinyl
- butyl
- Prior art date
Links
- -1 4-CHLOROPHENYL Chemical class 0.000 title 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 title 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N HCl Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- 239000004202 carbamide Substances 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 238000001914 filtration Methods 0.000 claims 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 2
- XDICRFJOPMLLET-FRKPEAEDSA-N 1-[(E)-[5-(4-chlorophenyl)furan-2-yl]methylideneamino]imidazolidine-2,4-dione Chemical compound C1=CC(Cl)=CC=C1C(O1)=CC=C1\C=N\N1C(=O)NC(=O)C1 XDICRFJOPMLLET-FRKPEAEDSA-N 0.000 claims 1
- HHPSICLSNHCSNZ-UHFFFAOYSA-N 1-[[5-(4-chlorophenyl)furan-2-yl]methylideneamino]-3-[4-(4-methylpiperazin-1-yl)butyl]imidazolidine-2,4-dione;hydron;dichloride Chemical compound Cl.Cl.C1CN(C)CCN1CCCCN1C(=O)N(N=CC=2OC(=CC=2)C=2C=CC(Cl)=CC=2)CC1=O HHPSICLSNHCSNZ-UHFFFAOYSA-N 0.000 claims 1
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 239000006184 cosolvent Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N n-methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000011780 sodium chloride Substances 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
Claims (1)
1. Способ получения дигидрохлорида 1-[[[5-(4-хлорфенил)-2-фуранил] метилен] амино] -3-[4-(4-метил-1-пиперазинил)бутил] -2,4-имидазолидиндиона, включающий стадии: (Iа) взаимодействия 1-[[[5-(4-хлорфенил)-2-фуранил] метилен] амино] -2,4-имидазолидиндиона с реагентом с углеродной цепью, содержащий две уходящие группы, в присутствии слабого основания и N-метилпирролидона с образованием аддукта, содержащего одну уходящую группу, и (Ib) конденсации аддукта с N-метилпиперазином с образованием 1,3-дизамещенной 4-оксоциклической мочевины и (II) выделения указанной 1,3-дизамещенной 4-оксоциклической мочевины посредством следующих стадий: (IIа) добавления сорастворителя, такого как метанол, этанол, ацетон или их смеси; (IIb) фильтрования осажденных солей, добавления воды; (IIc) регулирования рН хлористоводородной кислотой сначала доведением до рН 4,5-5 с последующим доведением до pH 0-3; и (IId) фильтрования продукта.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US8349398P | 1998-04-29 | 1998-04-29 | |
| US60/083,493 | 1998-04-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2000129803A true RU2000129803A (ru) | 2002-10-20 |
| RU2194706C2 RU2194706C2 (ru) | 2002-12-20 |
Family
ID=22178700
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2000129803/04A RU2194706C2 (ru) | 1998-04-29 | 1999-04-27 | Способ получения дигидрохлорида 1-[[[5-(4-хлорфенил)-2-фуранил]метилен]амино]-3-[4-(4-метил-1-пиперазинил) бутил]-2,4-имидазолидиндиона |
Country Status (28)
| Country | Link |
|---|---|
| US (1) | US6414151B1 (ru) |
| EP (1) | EP1075473B1 (ru) |
| JP (1) | JP4549531B2 (ru) |
| KR (1) | KR100400050B1 (ru) |
| CN (1) | CN1298403A (ru) |
| AR (1) | AR015044A1 (ru) |
| AT (1) | ATE366251T1 (ru) |
| AU (1) | AU751681B2 (ru) |
| BR (1) | BR9910074A (ru) |
| CA (1) | CA2330686C (ru) |
| CO (1) | CO5070625A1 (ru) |
| CZ (1) | CZ299163B6 (ru) |
| DE (1) | DE69936449T2 (ru) |
| DK (1) | DK1075473T3 (ru) |
| ES (1) | ES2288020T3 (ru) |
| HU (1) | HUP0102666A3 (ru) |
| ID (1) | ID27452A (ru) |
| IL (1) | IL138404A (ru) |
| MY (1) | MY133753A (ru) |
| NO (1) | NO20005424L (ru) |
| PE (1) | PE20000925A1 (ru) |
| PL (1) | PL197776B1 (ru) |
| RU (1) | RU2194706C2 (ru) |
| SG (1) | SG120901A1 (ru) |
| SK (1) | SK15842000A3 (ru) |
| TR (1) | TR200003137T2 (ru) |
| WO (1) | WO1999055700A1 (ru) |
| ZA (1) | ZA200004712B (ru) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6420568B1 (en) * | 1998-04-29 | 2002-07-16 | The Procter & Gamble Company | Process for making 1,3-disubstituted-4-oxocyclic ureas |
| CN100443473C (zh) * | 2005-04-30 | 2008-12-17 | 中国药科大学 | 1-氨基-3-(氮杂环基烷基)-2,4-咪唑二酮的合成方法 |
| TW200840578A (en) * | 2006-12-15 | 2008-10-16 | Procter & Gamble | Compositions of azimilide dihydrochloride |
| US20120178762A1 (en) | 2006-12-15 | 2012-07-12 | Warner Chilcott Company, Llc | Compositions of azimilide dihydrochloride |
| CN101735202B (zh) * | 2009-12-17 | 2012-05-30 | 天津药物研究院 | 盐酸阿齐利特的晶型ⅰ及其制备方法和用途 |
| CN101735203B (zh) * | 2009-12-17 | 2012-05-23 | 天津药物研究院 | 盐酸阿齐利特的晶型ⅱ及其制备方法和用途 |
| CN101735205B (zh) * | 2009-12-17 | 2013-05-15 | 天津药物研究院 | 盐酸阿齐利特的晶型ⅴ及其制备方法和用途 |
| US10028858B2 (en) | 2011-07-11 | 2018-07-24 | Medicines360 | Intrauterine systems, IUD insertion devices, and related methods and kits therefor |
Family Cites Families (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3906010A (en) | 1974-06-17 | 1975-09-16 | Morton Norwich Products Inc | Series of 5-aryl-2-furamidines |
| US3919231A (en) | 1974-06-17 | 1975-11-11 | Morton Norwich Products Inc | Series of 5-aryl-2-furamidines |
| US3946049A (en) | 1975-04-03 | 1976-03-23 | Morton-Norwich Products, Inc. | 5-phenyl-2-furamidoximes |
| US4001222A (en) | 1975-10-14 | 1977-01-04 | Morton-Norwich Products, Inc. | 3-(Aminoacyl)-1-{[5-(substituted phenyl)furfurylidene]amino}hydantoins and process for their preparation thereof |
| JPS5726653A (en) | 1980-05-09 | 1982-02-12 | Ciba Geigy Ag | Substituted phenyl ether |
| IL82856A0 (en) | 1986-06-26 | 1987-12-20 | Norwich Eaton Pharma | Pharmaceutical compositions containing 2-(5-phenyl-2-furanyl)imidazoles and certain such novel compounds |
| US4882354A (en) | 1987-12-16 | 1989-11-21 | Norwich Eaton Pharmaceuticals, Inc. | N-hydroxy-5-phenyl-2-furancarboximidamides useful as cardiotonic agents |
| US5019651A (en) | 1990-06-20 | 1991-05-28 | Merck & Co., Inc. | Process for preparing 4-amino-1-hydroxybutylidene-1,1-bisphosphonic acid (ABP) or salts thereof |
| JP3031973B2 (ja) * | 1990-08-16 | 2000-04-10 | 富士レビオ株式会社 | フェニトイン誘導体 |
| BR9206353A (pt) | 1991-08-14 | 1995-11-07 | Procter & Gamble Pharma | Uretanos cíclicos utilizáveis como agentes antiarrítmicos e antifibrilatórios |
| EP0598061B1 (en) * | 1991-08-14 | 2002-07-17 | Procter & Gamble Pharmaceuticals | Novel 4-oxocyclic ureas useful as antiarrhythmic and antifibrillatory agents |
| US6420568B1 (en) * | 1998-04-29 | 2002-07-16 | The Procter & Gamble Company | Process for making 1,3-disubstituted-4-oxocyclic ureas |
-
1999
- 1999-04-27 CN CN99805366A patent/CN1298403A/zh active Pending
- 1999-04-27 CZ CZ20003951A patent/CZ299163B6/cs not_active IP Right Cessation
- 1999-04-27 BR BR9910074-6A patent/BR9910074A/pt not_active IP Right Cessation
- 1999-04-27 PL PL343734A patent/PL197776B1/pl not_active IP Right Cessation
- 1999-04-27 AT AT99917668T patent/ATE366251T1/de active
- 1999-04-27 ID IDW20002481A patent/ID27452A/id unknown
- 1999-04-27 CA CA002330686A patent/CA2330686C/en not_active Expired - Fee Related
- 1999-04-27 KR KR10-2000-7011921A patent/KR100400050B1/ko not_active IP Right Cessation
- 1999-04-27 DK DK99917668T patent/DK1075473T3/da active
- 1999-04-27 JP JP2000545860A patent/JP4549531B2/ja not_active Expired - Fee Related
- 1999-04-27 EP EP99917668A patent/EP1075473B1/en not_active Expired - Lifetime
- 1999-04-27 HU HU0102666A patent/HUP0102666A3/hu unknown
- 1999-04-27 SG SG200207219A patent/SG120901A1/en unknown
- 1999-04-27 US US09/674,231 patent/US6414151B1/en not_active Expired - Lifetime
- 1999-04-27 ES ES99917668T patent/ES2288020T3/es not_active Expired - Lifetime
- 1999-04-27 RU RU2000129803/04A patent/RU2194706C2/ru not_active IP Right Cessation
- 1999-04-27 WO PCT/US1999/009092 patent/WO1999055700A1/en active IP Right Grant
- 1999-04-27 IL IL13840499A patent/IL138404A/en not_active IP Right Cessation
- 1999-04-27 SK SK1584-2000A patent/SK15842000A3/sk unknown
- 1999-04-27 DE DE69936449T patent/DE69936449T2/de not_active Expired - Lifetime
- 1999-04-27 AU AU35735/99A patent/AU751681B2/en not_active Ceased
- 1999-04-27 TR TR2000/03137T patent/TR200003137T2/xx unknown
- 1999-04-29 PE PE1999000353A patent/PE20000925A1/es not_active Application Discontinuation
- 1999-04-29 AR ARP990101996A patent/AR015044A1/es not_active Application Discontinuation
- 1999-04-29 MY MYPI99001687A patent/MY133753A/en unknown
- 1999-04-29 CO CO99025954A patent/CO5070625A1/es unknown
-
2000
- 2000-09-07 ZA ZA200004712A patent/ZA200004712B/en unknown
- 2000-10-27 NO NO20005424A patent/NO20005424L/no not_active Application Discontinuation
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