JP2016065058A5 - - Google Patents
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- Publication number
- JP2016065058A5 JP2016065058A5 JP2015203164A JP2015203164A JP2016065058A5 JP 2016065058 A5 JP2016065058 A5 JP 2016065058A5 JP 2015203164 A JP2015203164 A JP 2015203164A JP 2015203164 A JP2015203164 A JP 2015203164A JP 2016065058 A5 JP2016065058 A5 JP 2016065058A5
- Authority
- JP
- Japan
- Prior art keywords
- rifaximin
- amorphous
- water
- mixture
- residue
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- NZCRJKRKKOLAOJ-XRCRFVBUSA-N rifaximin Chemical compound OC1=C(C(O)=C2C)C3=C4N=C5C=C(C)C=CN5C4=C1NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@H](C)[C@@H](OC)\C=C\O[C@@]1(C)OC2=C3C1=O NZCRJKRKKOLAOJ-XRCRFVBUSA-N 0.000 claims 33
- 229960003040 rifaximin Drugs 0.000 claims 30
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 12
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 claims 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 10
- 238000000034 method Methods 0.000 claims 9
- 239000000203 mixture Substances 0.000 claims 8
- 239000007787 solid Substances 0.000 claims 7
- 239000002904 solvent Substances 0.000 claims 7
- 206010012735 Diarrhoea Diseases 0.000 claims 6
- 239000003960 organic solvent Substances 0.000 claims 5
- 150000007524 organic acids Chemical class 0.000 claims 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- 238000003756 stirring Methods 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- 208000000668 Chronic Pancreatitis Diseases 0.000 claims 2
- 208000011231 Crohn disease Diseases 0.000 claims 2
- 208000035467 Pancreatic insufficiency Diseases 0.000 claims 2
- 206010033649 Pancreatitis chronic Diseases 0.000 claims 2
- 206010009887 colitis Diseases 0.000 claims 2
- 239000013078 crystal Substances 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 238000001035 drying Methods 0.000 claims 2
- 238000001914 filtration Methods 0.000 claims 2
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- 230000000813 microbial effect Effects 0.000 claims 2
- 238000005406 washing Methods 0.000 claims 2
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
- ORLGLBZRQYOWNA-UHFFFAOYSA-N 4-methylpyridin-2-amine Chemical compound CC1=CC=NC(N)=C1 ORLGLBZRQYOWNA-UHFFFAOYSA-N 0.000 claims 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 238000001157 Fourier transform infrared spectrum Methods 0.000 claims 1
- BTVYFIMKUHNOBZ-ZDHWWVNNSA-N Rifamycin S Natural products COC1C=COC2(C)Oc3c(C)c(O)c4C(=O)C(=CC(=O)c4c3C2=O)NC(=O)C(=C/C=C/C(C)C(O)C(C)C(O)C(C)C(OC(=O)C)C1C)C BTVYFIMKUHNOBZ-ZDHWWVNNSA-N 0.000 claims 1
- BTVYFIMKUHNOBZ-ODRIEIDWSA-N Rifamycin S Chemical compound O=C1C(C(O)=C2C)=C3C(=O)C=C1NC(=O)\C(C)=C/C=C/[C@H](C)[C@H](O)[C@@H](C)[C@@H](O)[C@@H](C)[C@H](OC(C)=O)[C@H](C)[C@@H](OC)\C=C\O[C@@]1(C)OC2=C3C1=O BTVYFIMKUHNOBZ-ODRIEIDWSA-N 0.000 claims 1
- 229950011175 aminopicoline Drugs 0.000 claims 1
- 239000003638 chemical reducing agent Substances 0.000 claims 1
- 239000012141 concentrate Substances 0.000 claims 1
- 238000004090 dissolution Methods 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 239000000706 filtrate Substances 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011630 iodine Substances 0.000 claims 1
- 230000007935 neutral effect Effects 0.000 claims 1
- 239000012044 organic layer Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 238000000634 powder X-ray diffraction Methods 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN1520MU2006 | 2006-09-22 | ||
| IN1520/MUM/2006 | 2006-09-22 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009528789A Division JP2010504314A (ja) | 2006-09-22 | 2007-09-24 | リファキシミン |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018053934A Division JP2018127470A (ja) | 2006-09-22 | 2018-03-22 | リファキシミン |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2016065058A JP2016065058A (ja) | 2016-04-28 |
| JP2016065058A5 true JP2016065058A5 (https=) | 2016-12-08 |
Family
ID=38815026
Family Applications (7)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009528789A Pending JP2010504314A (ja) | 2006-09-22 | 2007-09-24 | リファキシミン |
| JP2015203164A Pending JP2016065058A (ja) | 2006-09-22 | 2015-10-14 | リファキシミン |
| JP2018053934A Pending JP2018127470A (ja) | 2006-09-22 | 2018-03-22 | リファキシミン |
| JP2020072816A Active JP7346353B2 (ja) | 2006-09-22 | 2020-04-15 | リファキシミン |
| JP2021146649A Pending JP2022003038A (ja) | 2006-09-22 | 2021-09-09 | リファキシミン |
| JP2021150675A Pending JP2022003052A (ja) | 2006-09-22 | 2021-09-16 | リファキシミン |
| JP2023028267A Withdrawn JP2023078160A (ja) | 2006-09-22 | 2023-02-27 | リファキシミン |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009528789A Pending JP2010504314A (ja) | 2006-09-22 | 2007-09-24 | リファキシミン |
Family Applications After (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018053934A Pending JP2018127470A (ja) | 2006-09-22 | 2018-03-22 | リファキシミン |
| JP2020072816A Active JP7346353B2 (ja) | 2006-09-22 | 2020-04-15 | リファキシミン |
| JP2021146649A Pending JP2022003038A (ja) | 2006-09-22 | 2021-09-09 | リファキシミン |
| JP2021150675A Pending JP2022003052A (ja) | 2006-09-22 | 2021-09-16 | リファキシミン |
| JP2023028267A Withdrawn JP2023078160A (ja) | 2006-09-22 | 2023-02-27 | リファキシミン |
Country Status (8)
| Country | Link |
|---|---|
| US (8) | US8633234B2 (https=) |
| EP (1) | EP2069363B1 (https=) |
| JP (7) | JP2010504314A (https=) |
| KR (2) | KR101667534B1 (https=) |
| AU (1) | AU2007298733B2 (https=) |
| CA (1) | CA2663776C (https=) |
| NZ (1) | NZ575550A (https=) |
| WO (1) | WO2008035109A1 (https=) |
Families Citing this family (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ITMI20032144A1 (it) * | 2003-11-07 | 2005-05-08 | Alfa Wassermann Spa | Forme polimorfe di rifaximina, processi per ottenerle e |
| US7923553B2 (en) * | 2003-11-07 | 2011-04-12 | Alfa Wassermann, S.P.A. | Processes for the production of polymorphic forms of rifaximin |
| US7902206B2 (en) * | 2003-11-07 | 2011-03-08 | Alfa Wassermann, S.P.A. | Polymorphic forms α, β and γ of rifaximin |
| US7906542B2 (en) * | 2004-11-04 | 2011-03-15 | Alfa Wassermann, S.P.A. | Pharmaceutical compositions comprising polymorphic forms α, β, and γ of rifaximin |
| US20080262024A1 (en) * | 2003-11-07 | 2008-10-23 | Giuseppe Claudio Viscomi | Rifaximin compositions and method of use |
| PT1698630E (pt) | 2005-03-03 | 2014-09-15 | Alfa Wassermann Spa | Novas formas polimorfas de rifaximina, processos para a sua produção e a sua utilização nas preparações medicinais |
| WO2008035109A1 (en) * | 2006-09-22 | 2008-03-27 | Cipla Limited | Rifaximin |
| ITMI20071241A1 (it) * | 2007-06-20 | 2008-12-21 | Solmag S P A | Processo per la preparazione di rifaximina amorfa e rifaximina amorfa cosi' ottenuta |
| US7709634B2 (en) * | 2007-09-20 | 2010-05-04 | Apotex Pharmachem Inc. | Amorphous form of rifaximin and processes for its preparation |
| US8486956B2 (en) | 2008-02-25 | 2013-07-16 | Salix Pharmaceuticals, Ltd | Forms of rifaximin and uses thereof |
| GEP20135898B (en) * | 2008-02-25 | 2013-08-12 | Salix Pharmaceuticals Ltd | Rifaximin forms and usage |
| US20110035232A1 (en) | 2008-10-02 | 2011-02-10 | Salix Pharmaceuticals, Ltd. | Methods of treating hepatic encephalopathy |
| HRP20200284T1 (hr) | 2008-10-02 | 2020-07-10 | Salix Pharmaceuticals, Ltd. | Postupci liječenja hepatičke encefalopatije |
| US12285414B2 (en) | 2008-10-02 | 2025-04-29 | Salix Pharmaceuticals, Inc. | Methods of treating hepatic encephalopathy |
| KR101906177B1 (ko) * | 2008-12-10 | 2018-10-10 | 시플라 리미티드 | 리팍시민 복합체 |
| WO2011061748A1 (en) * | 2009-11-19 | 2011-05-26 | Strides Arcolab Limited | Rifaximin premix |
| US9018684B2 (en) | 2009-11-23 | 2015-04-28 | California Institute Of Technology | Chemical sensing and/or measuring devices and methods |
| IT1399141B1 (it) * | 2010-04-02 | 2013-04-05 | Secci | Metodo per la preparazione di rifaximina in stato amorfo. |
| EP2401282B2 (en) † | 2009-12-28 | 2017-01-04 | Silvio Massimo Lavagna | Method for the production of amorphous rifaximin |
| IT1398550B1 (it) * | 2010-03-05 | 2013-03-01 | Alfa Wassermann Spa | Formulazioni comprendenti rifaximina utili per ottenere un effetto prolungato nel tempo |
| EP2544660B1 (en) * | 2010-03-10 | 2018-06-13 | Lupin Limited | Rifaximin ready-to-use suspension |
| CA2802874A1 (en) * | 2010-06-16 | 2011-12-22 | Apotex Pharmachem Inc. | Polymorphic forms of rifaximin |
| US8759513B2 (en) * | 2010-09-13 | 2014-06-24 | Sequent Scientific Limited | Polymorphic form of rifaximin and process for its preparation |
| WO2012060675A1 (es) * | 2010-11-05 | 2012-05-10 | Interquim, S.A. De C.V. | Proceso para la preparación de rifaximina amorfa |
| MX350448B (es) | 2011-02-11 | 2017-09-07 | Salix Pharmaceuticals Ltd | Formas de rifaximina y usos de las mismas. |
| EP2705042A1 (en) | 2011-05-02 | 2014-03-12 | Ranbaxy Laboratories Limited | Rifaximin dimethylformamide solvate |
| WO2012155981A1 (en) | 2011-05-19 | 2012-11-22 | Friulchem Spa | New process for the synthesis of rifaximin and a new pseudo-crystalline form of rifaximin obtained thereby |
| ITMI20110983A1 (it) * | 2011-05-30 | 2012-12-01 | A M S A Anonima Materie Sint & Affini S P A | Amorfo di rifaximina e processo per la sua preparazione |
| WO2013027227A1 (en) * | 2011-07-20 | 2013-02-28 | Ind-Swift Laboratories Limited | Novel polymorphic form i of rifaximin |
| ITBO20110461A1 (it) | 2011-07-29 | 2013-01-30 | Alfa Wassermann Spa | Composizioni farmaceutiche comprendenti rifaximina, processi per la loro preparazione e loro uso nel trattamento di infezioni vaginali. |
| EP2773205B1 (en) * | 2011-11-02 | 2024-05-22 | Salix Pharmaceuticals, Inc. | Rifaximin for retreating diarrhea-predominant irritable bowel syndrome |
| CA2876737A1 (en) | 2012-06-13 | 2013-12-19 | Apotex Pharmachem Inc. | Polymorphic forms of rifaximin |
| ITBO20120368A1 (it) | 2012-07-06 | 2014-01-07 | Alfa Wassermann Spa | Composizioni comprendenti rifaximina e amminoacidi, cristalli di rifaximina derivanti da tali composizioni e loro uso. |
| CA2897758A1 (en) | 2013-03-15 | 2014-09-18 | Alfa Wassermann S.P.A. | Rifaximin for use in the treating of vaginal infections |
| EP2971062A2 (en) | 2013-03-15 | 2016-01-20 | ALFA WASSERMANN S.p.A. | Method for diagnosing vaginal infections |
| EA032705B1 (ru) | 2013-04-12 | 2019-07-31 | Альфасигма С.П.А. | Способ лечения или предупреждения энтеропатии |
| ES2621557T3 (es) | 2014-03-31 | 2017-07-04 | Euticals S.P.A. | Mezcla polimórfica de rifaximina y su uso para la preparación de formulaciones sólidas |
| EP3134415A4 (en) * | 2014-04-19 | 2017-10-25 | Granules India Limited | An improved process for the preparation of rifamycin derivatives |
| US10282787B1 (en) | 2014-04-25 | 2019-05-07 | State Farm Mutual Automobile Insurance Company | Systems and methods for determining cause of loss to a property |
| DK3546464T3 (da) | 2014-05-12 | 2020-07-27 | Alfasigma Spa | Fremstilling og anvendelse af den krystallinske form tau af rifaximin solvateret med degme |
| WO2016003536A1 (en) * | 2014-06-30 | 2016-01-07 | Salix Pharmaceuticals, Inc. | Methods for retreating irritable bowel syndrome (ibs) |
| EP2982764A1 (en) | 2014-08-05 | 2016-02-10 | ALFA WASSERMANN S.p.A. | Identification of vaginal bacteria |
| US10515372B1 (en) | 2014-10-07 | 2019-12-24 | State Farm Mutual Automobile Insurance Company | Systems and methods for managing building code compliance for a property |
| WO2016063289A2 (en) * | 2014-10-22 | 2016-04-28 | Strides Arcolab Limited | Pharmaceutical tablet compositions comprising rifaximin |
| US9988398B2 (en) | 2016-06-07 | 2018-06-05 | Cadila Healthcare Limited | Crystalline form of rifaximin and process for its preparation |
| WO2018178777A1 (en) * | 2017-03-31 | 2018-10-04 | Granules India Limited | Process for the preparation of rifaximin crystalline form |
| CN111423456A (zh) * | 2020-04-03 | 2020-07-17 | 南京昊绿生物科技有限公司 | 一种利福昔明-d6的合成工艺 |
| WO2021229480A1 (en) * | 2020-05-15 | 2021-11-18 | Atra Pharmaceuticals Limited | Polymorph of rifaximin, process for the preparation thereof and pharmaceutical composition containing rifaximin |
| CN117447487A (zh) * | 2022-07-19 | 2024-01-26 | 重庆圣华曦药业股份有限公司 | 一种利福昔明的纯化方法及其在利福昔明片剂中的应用 |
Family Cites Families (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3089818A (en) | 1960-06-02 | 1963-05-14 | Baxter Laboratories Inc | Water dispersible antibiotics |
| IT1154655B (it) | 1980-05-22 | 1987-01-21 | Alfa Farmaceutici Spa | Derivati imidazo-rifamicinici metodi per la loro preparazione e loro uso come sostanza ad azione antibatterica |
| IT1199374B (it) * | 1984-05-15 | 1988-12-30 | Alfa Farmaceutici Spa | Processo per la preparazione di pirido-imidazo-rifamicine |
| CA1215976A (en) | 1984-05-15 | 1986-12-30 | Vincenzo Cannata | New process for the synthesis of imidazo rifamycins |
| IT1294205B1 (it) | 1997-07-23 | 1999-03-24 | Farmigea Spa | Procedimento per la solubilizzazione in acqua e in veicoli acquosi di sostanze farmacologicamente attive |
| JPH11246404A (ja) * | 1998-03-04 | 1999-09-14 | Taiho Yakuhin Kogyo Kk | 吸収を改善した医薬組成物 |
| EP1248869A2 (en) * | 2000-01-07 | 2002-10-16 | Transform Pharmaceuticals, Inc. | High-throughput formation, identification, and analysis of diverse solid-forms |
| US6699505B2 (en) | 2000-10-17 | 2004-03-02 | Massachusetts Institute Of Technology | Method of increasing the efficacy of antibiotics by compexing with cyclodextrins |
| ITMI20032144A1 (it) * | 2003-11-07 | 2005-05-08 | Alfa Wassermann Spa | Forme polimorfe di rifaximina, processi per ottenerle e |
| KR20070072888A (ko) * | 2004-10-25 | 2007-07-06 | 니뽄 다바코 산교 가부시키가이샤 | 용해성 및 안정성이 개선된 고형 제제 및 그의 제조 방법 |
| PT1698630E (pt) * | 2005-03-03 | 2014-09-15 | Alfa Wassermann Spa | Novas formas polimorfas de rifaximina, processos para a sua produção e a sua utilização nas preparações medicinais |
| US20070082870A1 (en) | 2005-10-11 | 2007-04-12 | Buchanan Charles M | Pharmaceutical formulations of cyclodextrins and antifungal azole compounds |
| WO2008035109A1 (en) * | 2006-09-22 | 2008-03-27 | Cipla Limited | Rifaximin |
| ITMI20071241A1 (it) * | 2007-06-20 | 2008-12-21 | Solmag S P A | Processo per la preparazione di rifaximina amorfa e rifaximina amorfa cosi' ottenuta |
| US7709634B2 (en) * | 2007-09-20 | 2010-05-04 | Apotex Pharmachem Inc. | Amorphous form of rifaximin and processes for its preparation |
| WO2009137672A1 (en) | 2008-05-07 | 2009-11-12 | Salix Pharmaceuticals, Ltd. | Methods of treating bowel disease by administering a bowel cleanser and an antibiotic |
| KR101906177B1 (ko) | 2008-12-10 | 2018-10-10 | 시플라 리미티드 | 리팍시민 복합체 |
-
2007
- 2007-09-24 WO PCT/GB2007/003629 patent/WO2008035109A1/en not_active Ceased
- 2007-09-24 JP JP2009528789A patent/JP2010504314A/ja active Pending
- 2007-09-24 NZ NZ575550A patent/NZ575550A/en unknown
- 2007-09-24 KR KR1020147026177A patent/KR101667534B1/ko active Active
- 2007-09-24 KR KR1020097008106A patent/KR101480732B1/ko active Active
- 2007-09-24 CA CA2663776A patent/CA2663776C/en active Active
- 2007-09-24 AU AU2007298733A patent/AU2007298733B2/en active Active
- 2007-09-24 EP EP07804377A patent/EP2069363B1/en active Active
- 2007-09-24 US US12/441,368 patent/US8633234B2/en active Active
-
2012
- 2012-01-13 US US13/350,623 patent/US20120116071A1/en not_active Abandoned
-
2014
- 2014-01-10 US US14/152,713 patent/US20140128419A1/en not_active Abandoned
-
2015
- 2015-06-08 US US14/733,786 patent/US9403844B2/en active Active
- 2015-10-14 JP JP2015203164A patent/JP2016065058A/ja active Pending
-
2016
- 2016-07-29 US US15/223,383 patent/US9877953B2/en active Active
-
2018
- 2018-01-17 US US15/873,342 patent/US10702505B2/en active Active
- 2018-03-22 JP JP2018053934A patent/JP2018127470A/ja active Pending
-
2020
- 2020-02-28 US US16/805,056 patent/US20200368212A1/en not_active Abandoned
- 2020-04-15 JP JP2020072816A patent/JP7346353B2/ja active Active
-
2021
- 2021-09-09 JP JP2021146649A patent/JP2022003038A/ja active Pending
- 2021-09-16 JP JP2021150675A patent/JP2022003052A/ja active Pending
-
2022
- 2022-05-17 US US17/746,038 patent/US12109200B2/en active Active
-
2023
- 2023-02-27 JP JP2023028267A patent/JP2023078160A/ja not_active Withdrawn
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