JP2012533550A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2012533550A5 JP2012533550A5 JP2012520734A JP2012520734A JP2012533550A5 JP 2012533550 A5 JP2012533550 A5 JP 2012533550A5 JP 2012520734 A JP2012520734 A JP 2012520734A JP 2012520734 A JP2012520734 A JP 2012520734A JP 2012533550 A5 JP2012533550 A5 JP 2012533550A5
- Authority
- JP
- Japan
- Prior art keywords
- compound according
- crystalline
- compound
- free base
- further characterized
- 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.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims description 35
- 239000012458 free base Substances 0.000 claims description 14
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 12
- 238000000113 differential scanning calorimetry Methods 0.000 claims description 8
- 238000004519 manufacturing process Methods 0.000 claims description 8
- 238000001757 thermogravimetry curve Methods 0.000 claims description 8
- 239000000203 mixture Substances 0.000 claims description 7
- 239000003814 drug Substances 0.000 claims description 6
- 238000000634 powder X-ray diffraction Methods 0.000 claims description 6
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims description 4
- XTNXFLCCCBHRCK-UHFFFAOYSA-N [1-[2-[[2-[4-[(4-carbamoylpiperidin-1-yl)methyl]phenyl]-2-oxoethyl]amino]ethyl]piperidin-4-yl] n-(2-phenylphenyl)carbamate Chemical compound C1CC(C(=O)N)CCN1CC1=CC=C(C(=O)CNCCN2CCC(CC2)OC(=O)NC=2C(=CC=CC=2)C=2C=CC=CC=2)C=C1 XTNXFLCCCBHRCK-UHFFFAOYSA-N 0.000 claims description 4
- 239000000048 adrenergic agonist Substances 0.000 claims description 4
- 229940126157 adrenergic receptor agonist Drugs 0.000 claims description 4
- 208000006673 asthma Diseases 0.000 claims description 4
- 230000007883 bronchodilation Effects 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 4
- 239000013078 crystal Substances 0.000 claims description 4
- 230000001747 exhibiting effect Effects 0.000 claims description 4
- 238000002844 melting Methods 0.000 claims description 4
- 230000008018 melting Effects 0.000 claims description 4
- 239000000843 powder Substances 0.000 claims description 4
- 239000002294 steroidal antiinflammatory agent Substances 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 3
- 238000002560 therapeutic procedure Methods 0.000 claims description 3
- -1 4-carbamoylpiperidin-1-ylmethyl Chemical group 0.000 claims description 2
- 229940123932 Phosphodiesterase 4 inhibitor Drugs 0.000 claims description 2
- 238000002441 X-ray diffraction Methods 0.000 claims description 2
- 239000002585 base Substances 0.000 claims description 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 claims description 2
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims description 2
- LXZYLGUNAYNUGX-UHFFFAOYSA-N methyl n-(2-phenylphenyl)carbamate Chemical compound COC(=O)NC1=CC=CC=C1C1=CC=CC=C1 LXZYLGUNAYNUGX-UHFFFAOYSA-N 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- QMOVGVNKXUTCQU-UHFFFAOYSA-N (2-phenylphenyl)carbamic acid Chemical compound OC(=O)NC1=CC=CC=C1C1=CC=CC=C1 QMOVGVNKXUTCQU-UHFFFAOYSA-N 0.000 description 1
- 208000019693 Lung disease Diseases 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 102000014415 Muscarinic acetylcholine receptor Human genes 0.000 description 1
- 108050003473 Muscarinic acetylcholine receptor Proteins 0.000 description 1
- 230000003042 antagnostic effect Effects 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22580309P | 2009-07-15 | 2009-07-15 | |
| US61/225,803 | 2009-07-15 | ||
| PCT/US2010/041903 WO2011008809A1 (en) | 2009-07-15 | 2010-07-14 | Crystalline freebase forms of a biphenyl compound |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014206123A Division JP6338505B2 (ja) | 2009-07-15 | 2014-10-07 | ビフェニル化合物の結晶性遊離塩基形 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012533550A JP2012533550A (ja) | 2012-12-27 |
| JP2012533550A5 true JP2012533550A5 (https=) | 2013-06-20 |
| JP5651174B2 JP5651174B2 (ja) | 2015-01-07 |
Family
ID=42562758
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012520734A Active JP5651174B2 (ja) | 2009-07-15 | 2010-07-14 | ビフェニル化合物の結晶性遊離塩基形 |
| JP2014206123A Active JP6338505B2 (ja) | 2009-07-15 | 2014-10-07 | ビフェニル化合物の結晶性遊離塩基形 |
| JP2015216372A Pending JP2016026214A (ja) | 2009-07-15 | 2015-11-04 | ビフェニル化合物の結晶性遊離塩基形 |
| JP2017134632A Pending JP2017171692A (ja) | 2009-07-15 | 2017-07-10 | ビフェニル化合物の結晶性遊離塩基形 |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014206123A Active JP6338505B2 (ja) | 2009-07-15 | 2014-10-07 | ビフェニル化合物の結晶性遊離塩基形 |
| JP2015216372A Pending JP2016026214A (ja) | 2009-07-15 | 2015-11-04 | ビフェニル化合物の結晶性遊離塩基形 |
| JP2017134632A Pending JP2017171692A (ja) | 2009-07-15 | 2017-07-10 | ビフェニル化合物の結晶性遊離塩基形 |
Country Status (20)
| Country | Link |
|---|---|
| US (12) | US8541451B2 (https=) |
| EP (2) | EP2453894B1 (https=) |
| JP (4) | JP5651174B2 (https=) |
| KR (1) | KR101742252B1 (https=) |
| CN (1) | CN102470130B (https=) |
| AU (1) | AU2010273514B2 (https=) |
| BR (1) | BR112012000890A2 (https=) |
| CA (2) | CA2989129C (https=) |
| DK (1) | DK2453894T3 (https=) |
| ES (2) | ES2557553T3 (https=) |
| HR (1) | HRP20151344T1 (https=) |
| HU (1) | HUE026414T2 (https=) |
| IL (1) | IL216995A (https=) |
| MX (1) | MX2012000682A (https=) |
| PL (2) | PL2453894T3 (https=) |
| PT (1) | PT2453894E (https=) |
| SG (2) | SG10201407913UA (https=) |
| SI (1) | SI2453894T1 (https=) |
| SM (1) | SMT201600019B (https=) |
| WO (1) | WO2011008809A1 (https=) |
Families Citing this family (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI341836B (en) | 2004-03-11 | 2011-05-11 | Theravance Inc | Biphenyl compounds useful as muscarinic receptor antagonists |
| KR101742252B1 (ko) * | 2009-07-15 | 2017-05-31 | 세라밴스 바이오파마 알앤디 아이피, 엘엘씨 | 비페닐 화합물의 결정질 유리 염기형 |
| KR101742253B1 (ko) | 2010-07-13 | 2017-05-31 | 세라밴스 바이오파마 알앤디 아이피, 엘엘씨 | 비페닐-2-일카르밤산의 제조방법 |
| MX386473B (es) * | 2013-02-21 | 2025-03-18 | Pfizer | Formas solidas de un inhibidor de cdk4/6 selectivo |
| WO2015070366A1 (en) | 2013-11-12 | 2015-05-21 | Merck Sharp & Dohme Corp. | Aryl linked imidazole and triazole derivatives and methods of use thereof for improving the pharmacokinetics of a drug |
| US11484531B2 (en) | 2018-08-30 | 2022-11-01 | Theravance Biopharma R&D Ip, Llc | Methods for treating chronic obstructive pulmonary disease |
| CN112694434B (zh) * | 2020-12-29 | 2023-06-16 | 浙江和泽医药科技股份有限公司 | 一种雷芬那辛新中间体及其活性亲电砌块和雷芬那辛的新制备方法 |
| CN118401497A (zh) | 2021-12-09 | 2024-07-26 | 医药化学公司 | 雷芬那辛的结晶型丙酮溶剂化物 |
| CN114276290B (zh) * | 2021-12-24 | 2024-05-28 | 浙江和泽医药科技股份有限公司 | 一种雷芬那辛无水晶型及其制备方法 |
| CN117263848A (zh) * | 2023-09-19 | 2023-12-22 | 山东京卫制药有限公司 | 一种雷芬那辛的吸入喷雾剂 |
| CN117180235A (zh) * | 2023-09-19 | 2023-12-08 | 山东京卫制药有限公司 | 一种无定型雷芬那辛吸入制剂 |
| CN117263849A (zh) * | 2023-09-19 | 2023-12-22 | 山东京卫制药有限公司 | 一种雷芬那辛三水合物晶型及其制备方法 |
| US20250136550A1 (en) | 2023-10-27 | 2025-05-01 | Theravance Biopharma R&D Ip, Llc | Processes for preparing revefenacin and compositions comprising the same |
| CN117700354A (zh) * | 2023-12-12 | 2024-03-15 | 江苏百奥信康医药科技有限公司 | 一种雷芬那辛的晶体形式及其制备方法 |
| CN119775192B (zh) * | 2024-12-31 | 2025-11-28 | 山东京卫制药有限公司 | 一种三苯乙酸雷芬那辛晶型及其制备方法 |
Family Cites Families (41)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2425983C3 (de) | 1973-06-12 | 1978-09-14 | Toyama Chemical Co. Ltd., Tokio | Sulfonsäuresalze von Acylcholinen, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zusammensetzung |
| BR8007911A (pt) | 1979-12-06 | 1981-06-16 | Glaxo Group Ltd | Inalador aperfeicoado |
| DE3274065D1 (de) | 1981-07-08 | 1986-12-11 | Draco Ab | Powder inhalator |
| AU591152B2 (en) | 1985-07-30 | 1989-11-30 | Glaxo Group Limited | Devices for administering medicaments to patients |
| US5225183A (en) | 1988-12-06 | 1993-07-06 | Riker Laboratories, Inc. | Medicinal aerosol formulations |
| SK280968B6 (sk) | 1990-03-02 | 2000-10-09 | Glaxo Group Limited | Balenie medikamentu na použite v inhalačnom prístroji |
| US6006745A (en) | 1990-12-21 | 1999-12-28 | Minnesota Mining And Manufacturing Company | Device for delivering an aerosol |
| US5874063A (en) | 1991-04-11 | 1999-02-23 | Astra Aktiebolag | Pharmaceutical formulation |
| AU2178392A (en) | 1991-06-12 | 1993-01-12 | Minnesota Mining And Manufacturing Company | Albuterol sulfate suspension aerosol formulations |
| US5337740A (en) | 1991-08-01 | 1994-08-16 | New England Pharmaceuticals, Inc. | Inhalation devices |
| JP3908269B2 (ja) | 1991-12-18 | 2007-04-25 | スリーエム カンパニー | 懸濁エアゾール製剤 |
| US5239993A (en) | 1992-08-26 | 1993-08-31 | Glaxo Inc. | Dosage inhalator providing optimized compound inhalation trajectory |
| US5415162A (en) | 1994-01-18 | 1995-05-16 | Glaxo Inc. | Multi-dose dry powder inhalation device |
| AU685225B2 (en) | 1994-02-10 | 1998-01-15 | Yamanouchi Pharmaceutical Co., Ltd. | Novel carbamate derivative and medicinal composition containing the same |
| US5983956A (en) | 1994-10-03 | 1999-11-16 | Astra Aktiebolag | Formulation for inhalation |
| US5637820A (en) * | 1995-01-06 | 1997-06-10 | Wittman; Kenneth L. | Stringed instrument with on-board tuner |
| SE9501384D0 (sv) | 1995-04-13 | 1995-04-13 | Astra Ab | Process for the preparation of respirable particles |
| TR199701169T1 (xx) | 1995-04-14 | 1998-03-21 | Glaxo Wellcome Inc. | Salmeterol i�in �l��lm�� doz inhaleri. |
| US6040344A (en) | 1996-11-11 | 2000-03-21 | Sepracor Inc. | Formoterol process |
| WO1999016766A1 (en) | 1997-10-01 | 1999-04-08 | Kyowa Hakko Kogyo Co., Ltd. | Benzodioxole derivatives |
| SI1070056T1 (en) | 1998-03-14 | 2004-12-31 | Altana Pharma Ag | Phthalazinone pde iii/iv inhibitors |
| ATE228823T1 (de) | 1998-04-18 | 2002-12-15 | Glaxo Group Ltd | Pharmazeutische aerosolformulierung |
| GB9808802D0 (en) | 1998-04-24 | 1998-06-24 | Glaxo Group Ltd | Pharmaceutical formulations |
| SE9804000D0 (sv) | 1998-11-23 | 1998-11-23 | Astra Ab | New composition of matter |
| US6693202B1 (en) | 1999-02-16 | 2004-02-17 | Theravance, Inc. | Muscarinic receptor antagonists |
| DK1169019T3 (da) | 1999-04-14 | 2003-06-02 | Glaxo Group Ltd | Farmaceutisk aerosolformulering |
| UA73965C2 (en) | 1999-12-08 | 2005-10-17 | Theravance Inc | b2 ADRENERGIC RECEPTOR ANTAGONISTS |
| GB0103630D0 (en) | 2001-02-14 | 2001-03-28 | Glaxo Group Ltd | Chemical compounds |
| US7144908B2 (en) | 2001-03-08 | 2006-12-05 | Glaxo Group Limited | Agonists of beta-adrenoceptors |
| ES2296923T3 (es) | 2001-03-22 | 2008-05-01 | Glaxo Group Limited | Derivados formanilidas como agonistas del adrenorreceptor beta2. |
| US20030018019A1 (en) | 2001-06-23 | 2003-01-23 | Boehringer Ingelheim Pharma Kg | Pharmaceutical compositions based on anticholinergics, corticosteroids and betamimetics |
| KR20090057477A (ko) | 2001-09-14 | 2009-06-05 | 글락소 그룹 리미티드 | 호흡기 질환 치료용 펜에탄올아민 유도체 |
| US6653323B2 (en) | 2001-11-13 | 2003-11-25 | Theravance, Inc. | Aryl aniline β2 adrenergic receptor agonists |
| PE20050973A1 (es) | 2003-10-29 | 2005-11-19 | Theravance Inc | Sales de acido naftalen-1,5-disulfonico de un compuesto de 4-amino-1-(piridilmetil)piperidina como antagonistas de receptores muscarinicos |
| TWI341836B (en) | 2004-03-11 | 2011-05-11 | Theravance Inc | Biphenyl compounds useful as muscarinic receptor antagonists |
| TW200540154A (en) | 2004-06-10 | 2005-12-16 | Theravance Inc | Crystalline form of a substituted pyrrolidine compound |
| TWI372749B (en) | 2005-03-10 | 2012-09-21 | Theravance Inc | Crystalline forms of a biphenyl compound |
| US20060205949A1 (en) | 2005-03-10 | 2006-09-14 | Theravance, Inc. | Crystalline forms of a biphenyl compound |
| US7465870B1 (en) * | 2008-03-11 | 2008-12-16 | Homan Randy W | Illuminated heart-shaped guitar with strobe lights and a modified bridge |
| KR101742252B1 (ko) * | 2009-07-15 | 2017-05-31 | 세라밴스 바이오파마 알앤디 아이피, 엘엘씨 | 비페닐 화합물의 결정질 유리 염기형 |
| KR101742253B1 (ko) | 2010-07-13 | 2017-05-31 | 세라밴스 바이오파마 알앤디 아이피, 엘엘씨 | 비페닐-2-일카르밤산의 제조방법 |
-
2010
- 2010-07-14 KR KR1020127004005A patent/KR101742252B1/ko active Active
- 2010-07-14 CN CN2010800304581A patent/CN102470130B/zh active Active
- 2010-07-14 JP JP2012520734A patent/JP5651174B2/ja active Active
- 2010-07-14 SG SG10201407913UA patent/SG10201407913UA/en unknown
- 2010-07-14 CA CA2989129A patent/CA2989129C/en active Active
- 2010-07-14 CA CA2765621A patent/CA2765621C/en active Active
- 2010-07-14 DK DK10732616.7T patent/DK2453894T3/en active
- 2010-07-14 US US12/835,964 patent/US8541451B2/en active Active
- 2010-07-14 EP EP10732616.7A patent/EP2453894B1/en active Active
- 2010-07-14 SG SG2012003067A patent/SG178036A1/en unknown
- 2010-07-14 MX MX2012000682A patent/MX2012000682A/es active IP Right Grant
- 2010-07-14 EP EP15178848.6A patent/EP2987490B1/en active Active
- 2010-07-14 AU AU2010273514A patent/AU2010273514B2/en active Active
- 2010-07-14 HU HUE10732616A patent/HUE026414T2/hu unknown
- 2010-07-14 PT PT107326167T patent/PT2453894E/pt unknown
- 2010-07-14 SI SI201031095T patent/SI2453894T1/sl unknown
- 2010-07-14 HR HRP20151344TT patent/HRP20151344T1/hr unknown
- 2010-07-14 BR BR112012000890A patent/BR112012000890A2/pt not_active Application Discontinuation
- 2010-07-14 ES ES10732616.7T patent/ES2557553T3/es active Active
- 2010-07-14 WO PCT/US2010/041903 patent/WO2011008809A1/en not_active Ceased
- 2010-07-14 PL PL10732616T patent/PL2453894T3/pl unknown
- 2010-07-14 PL PL15178848T patent/PL2987490T3/pl unknown
- 2010-07-14 ES ES15178848.6T patent/ES2639642T3/es active Active
-
2011
- 2011-12-15 IL IL216995A patent/IL216995A/en active IP Right Grant
-
2013
- 2013-08-22 US US13/973,174 patent/US8921396B2/en active Active
-
2014
- 2014-10-07 JP JP2014206123A patent/JP6338505B2/ja active Active
- 2014-11-19 US US14/547,455 patent/US9226896B2/en active Active
-
2015
- 2015-11-04 JP JP2015216372A patent/JP2016026214A/ja active Pending
- 2015-12-01 US US14/955,515 patent/US9415041B2/en active Active
-
2016
- 2016-01-20 SM SM201600019T patent/SMT201600019B/it unknown
- 2016-07-11 US US15/206,877 patent/US9765028B2/en active Active
-
2017
- 2017-07-10 JP JP2017134632A patent/JP2017171692A/ja active Pending
- 2017-08-15 US US15/677,264 patent/US10100013B2/en active Active
-
2018
- 2018-09-13 US US16/130,079 patent/US10550081B2/en active Active
-
2019
- 2019-12-16 US US16/715,225 patent/US11008289B2/en active Active
-
2021
- 2021-04-15 US US17/301,820 patent/US11691948B2/en active Active
-
2022
- 2022-06-15 US US17/841,567 patent/US11649209B2/en active Active
-
2023
- 2023-05-19 US US18/199,812 patent/US11858898B2/en active Active
-
2024
- 2024-07-02 US US18/762,102 patent/US20250179019A1/en active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2012533550A5 (https=) | ||
| JP2009535340A5 (https=) | ||
| JP5608162B2 (ja) | 疾患を治療するのに有用なトリアゾール誘導体 | |
| TWI834791B (zh) | 吡咯啶化合物的結晶 | |
| JP2008513358A5 (https=) | ||
| JP2013538857A5 (https=) | ||
| JP2012521994A5 (https=) | ||
| JP2009084270A (ja) | 塩形態 | |
| NZ560513A (en) | Indole compound and use thereof | |
| TW200808726A (en) | Novel polymorph forms of (2S)-(4E)-N-methyl-5-[3-(5-isopropoxypyridin)yl]-4-penten-2-amine | |
| JP2013541592A5 (https=) | ||
| EA022018B1 (ru) | Кристаллические оксалатные соли диамидного соединения | |
| JP2012500794A (ja) | 肥満細胞トリプターゼインヒビターとしての［４−（５−アミノメチル−２−フルオロ−フェニル）−ピペリジン−１−イル］−［７−フルオロ−１−（２−メトキシ−エチル）−４−トリフルオロメトキシ−１ｈ−インドール−３−イル］−メタノン | |
| MX2010002576A (es) | Compuestos que contienen guanidina, utiles como antagonistas de los receptores muscarinicos. | |
| JP2023103328A (ja) | ビランテロールトリフェニル酢酸塩の新規な結晶形態及びこれらの調製プロセス | |
| JP2012532191A5 (https=) | ||
| JP2009541455A5 (https=) | ||
| US6946486B2 (en) | Quaternary ammonium compounds | |
| JP2018521055A (ja) | サクビトリルカルシウム塩 | |
| CN1323074C (zh) | 哌啶衍生物以及包含哌啶衍生物作为活性成分的药物组合物 | |
| CN101506169A (zh) | 马来酸氟吡汀的药学可接受的盐及多晶型物 | |
| JP2016505017A (ja) | ２−（（１ｒ，４ｒ）−４−（４−（５−（ベンゾオキサゾール−２−イルアミノ）ピリジン−２−イル）フェニル）シクロヘキシル）酢酸のメグルミン塩形態、およびｄｇａｔ１阻害剤としてのそれらの使用 | |
| CA2502833A1 (en) | Quaternary ammonium compounds and their use as antimuscarinic agents | |
| US6878730B2 (en) | Quaternary ammonium compounds | |
| JP2914414B2 (ja) | 薬 剤 |