JP2019524752A5 - - Google Patents
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- Publication number
- JP2019524752A5 JP2019524752A5 JP2019503315A JP2019503315A JP2019524752A5 JP 2019524752 A5 JP2019524752 A5 JP 2019524752A5 JP 2019503315 A JP2019503315 A JP 2019503315A JP 2019503315 A JP2019503315 A JP 2019503315A JP 2019524752 A5 JP2019524752 A5 JP 2019524752A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- contacting
- alkyl
- butyl
- 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 64
- 238000000034 method Methods 0.000 claims 40
- 239000000203 mixture Substances 0.000 claims 9
- -1 n- propyl Chemical group 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims 3
- 230000008878 coupling Effects 0.000 claims 3
- 238000010168 coupling process Methods 0.000 claims 3
- 238000005859 coupling reaction Methods 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 239000003638 chemical reducing agent Substances 0.000 claims 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- YNESATAKKCNGOF-UHFFFAOYSA-N lithium bis(trimethylsilyl)amide Chemical compound [Li+].C[Si](C)(C)[N-][Si](C)(C)C YNESATAKKCNGOF-UHFFFAOYSA-N 0.000 claims 2
- 229940124597 therapeutic agent Drugs 0.000 claims 2
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims 1
- FJJYHTVHBVXEEQ-UHFFFAOYSA-N 2,2-dimethylpropanal Chemical compound CC(C)(C)C=O FJJYHTVHBVXEEQ-UHFFFAOYSA-N 0.000 claims 1
- 208000008454 Hyperhidrosis Diseases 0.000 claims 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 1
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 230000001078 anti-cholinergic effect Effects 0.000 claims 1
- BRTFVKHPEHKBQF-UHFFFAOYSA-N bromocyclopentane Chemical compound BrC1CCCC1 BRTFVKHPEHKBQF-UHFFFAOYSA-N 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 238000004440 column chromatography Methods 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 230000037315 hyperhidrosis Effects 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 235000011090 malic acid Nutrition 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2022165169A JP2022191407A (ja) | 2016-08-02 | 2022-10-14 | グリコピロニウム化合物を作製するための方法及び使用する方法 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201662370172P | 2016-08-02 | 2016-08-02 | |
| US62/370,172 | 2016-08-02 | ||
| PCT/US2017/044988 WO2018026869A1 (en) | 2016-08-02 | 2017-08-01 | Processes for making, and methods of using, glycopyrronium compounds |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022165169A Division JP2022191407A (ja) | 2016-08-02 | 2022-10-14 | グリコピロニウム化合物を作製するための方法及び使用する方法 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2019524752A JP2019524752A (ja) | 2019-09-05 |
| JP2019524752A5 true JP2019524752A5 (OSRAM) | 2020-09-10 |
| JP7161466B2 JP7161466B2 (ja) | 2022-10-26 |
Family
ID=59700178
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2019503315A Active JP7161466B2 (ja) | 2016-08-02 | 2017-08-01 | グリコピロニウム化合物を作製するための方法及び使用する方法 |
| JP2022165169A Pending JP2022191407A (ja) | 2016-08-02 | 2022-10-14 | グリコピロニウム化合物を作製するための方法及び使用する方法 |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2022165169A Pending JP2022191407A (ja) | 2016-08-02 | 2022-10-14 | グリコピロニウム化合物を作製するための方法及び使用する方法 |
Country Status (4)
| Country | Link |
|---|---|
| US (2) | US10906871B2 (OSRAM) |
| EP (1) | EP3494106B1 (OSRAM) |
| JP (2) | JP7161466B2 (OSRAM) |
| WO (1) | WO2018026869A1 (OSRAM) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2020020879A1 (en) * | 2018-07-24 | 2020-01-30 | Dr. August Wolff Gmbh & Co. Kg Arzneimittel | Topical emulsion of an anticholinergic compound |
| EP3972955A4 (en) * | 2019-05-23 | 2023-07-05 | Kaken Pharmaceutical Co., Ltd. | Crystalline form of sofpironium bromide and preparation method thereof |
| WO2021113260A1 (en) | 2019-12-02 | 2021-06-10 | Dermira, Inc. | Diester containing compounds for treating hyperhidrosis |
| CN113321605A (zh) * | 2021-07-02 | 2021-08-31 | 浙江倍合德制药有限公司 | 一种1-甲基-3-吡咯烷醇的制备方法 |
| US11807604B1 (en) | 2022-02-16 | 2023-11-07 | Miralogx Llc | Pharmaceutical compounds, pharmaceutical compositions, and methods of treating asthma and other disorders |
| CN115925603B (zh) * | 2022-11-29 | 2025-07-22 | 山东齐都药业有限公司 | 索吡溴铵的制备方法 |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2956062A (en) | 1959-02-26 | 1960-10-11 | Robins Co Inc A H | Esters of amino alcohols |
| IL22666A (en) | 1964-01-06 | 1968-10-24 | Robins Co Inc A H | Compositions for inhibiting perspiration containing an 1,1-dialkyl-3-hydroxy-pyrrolidinium ester of an alpha-phenyl-alpha-cycloalkyl-clycolic or acetic acid |
| FI49713C (fi) | 1974-05-15 | 1975-09-10 | Medica Pharma Co Ltd | Terapeuttisesti tehokkaan erytro-1-metyyli-3-pyrrolidinyyli-alfa-syklo -pentyylimandelaattimetobromidin valmistusmenetelmä. |
| GB8628138D0 (en) | 1986-11-25 | 1986-12-31 | Greenbank Eng Co Ltd | Suction drying apparatus |
| EP0932401A1 (en) | 1996-07-01 | 1999-08-04 | Sepracor, Inc. | Methods and compositions for treating urinary incontinence using enantiomerically enriched (r,r)-glycopyrrolate |
| WO1998000132A1 (en) | 1996-07-01 | 1998-01-08 | Sepracor, Inc. | Methods and compositions for treating urinary incontinence using enantiomerically enriched (r,s)-glycopyrrolate |
| EP0920313A1 (en) | 1996-07-01 | 1999-06-09 | Sepracor, Inc. | Methods and compositions for treating urinary incontinence using enantiomerically enriched (s,s)-glycopyrrolate |
| ATE238280T1 (de) | 1996-11-11 | 2003-05-15 | Christian R Noe | Verwendung eines pharmazeutisch geeigneten salzes von (3r,2'r)-3-((cyclopentyl- hydroxyphenylacetyl)oxy)-1,1-dimethyl- pyrrolidinium zur herstellung eines arzneimittels |
| US6433003B1 (en) | 1999-04-23 | 2002-08-13 | Arthur M. Bobrove | Method for treating hyperhidrosis in mammals |
| ES2206021B1 (es) | 2002-04-16 | 2005-08-01 | Almirall Prodesfarma, S.A. | Nuevos derivados de pirrolidinio. |
| US8252316B2 (en) | 2002-05-03 | 2012-08-28 | Purepharm Inc. | Method of topically applying glycopyrrolate solution using absorbent pad to reduce sweating |
| CA2384922C (en) | 2002-05-03 | 2008-09-02 | Purepharm Inc. | Topical glycopyrrolate product for the reduction of sweating |
| EP1948596B1 (en) | 2005-11-10 | 2011-10-19 | Nicholas S. Bodor | Soft anticholinergic esters |
| US7417147B2 (en) | 2005-11-10 | 2008-08-26 | Bodor Nicholas S | Soft anticholinergic zwitterions |
| WO2009000109A1 (en) | 2007-06-27 | 2008-12-31 | Brand New Technology Ltd | Shower head with light emitting means |
| EP2200550B1 (en) | 2007-10-18 | 2018-04-18 | Rose U, LLC | Topical glycopyrrolate formulations |
| MX344153B (es) | 2009-04-09 | 2016-12-07 | Novartis Ag | Proceso para la preparación de sales de pirrolidinio. |
| CN101759619A (zh) * | 2010-01-19 | 2010-06-30 | 苏州天马精细化学品股份有限公司 | (s)-3-羟基吡咯烷及其n-衍生物的制备方法 |
| CN103012231B (zh) * | 2012-12-14 | 2015-08-05 | 沈阳药科大学 | 格隆溴铵手性对映体的制备方法和应用 |
| US9006462B2 (en) | 2013-02-28 | 2015-04-14 | Dermira, Inc. | Glycopyrrolate salts |
| US8558008B2 (en) | 2013-02-28 | 2013-10-15 | Dermira, Inc. | Crystalline glycopyrrolate tosylate |
| CN104586841A (zh) * | 2013-10-30 | 2015-05-06 | 中国药科大学 | (3r,2’r)-格隆溴铵作为m3毒蕈碱性受体拮抗剂在制药中的用途 |
| DE102016100354A1 (de) * | 2016-01-11 | 2017-07-13 | Forbo Siegling Gmbh | Transport- oder Antriebsband sowie ein zu dessen Herstellung geeigneter Webkamm |
-
2017
- 2017-08-01 EP EP17757600.6A patent/EP3494106B1/en not_active Not-in-force
- 2017-08-01 JP JP2019503315A patent/JP7161466B2/ja active Active
- 2017-08-01 US US16/320,999 patent/US10906871B2/en active Active
- 2017-08-01 WO PCT/US2017/044988 patent/WO2018026869A1/en not_active Ceased
-
2021
- 2021-01-08 US US17/145,109 patent/US11352323B2/en active Active
-
2022
- 2022-10-14 JP JP2022165169A patent/JP2022191407A/ja active Pending
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