JP2018526420A5 - - Google Patents
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- Publication number
- JP2018526420A5 JP2018526420A5 JP2018513004A JP2018513004A JP2018526420A5 JP 2018526420 A5 JP2018526420 A5 JP 2018526420A5 JP 2018513004 A JP2018513004 A JP 2018513004A JP 2018513004 A JP2018513004 A JP 2018513004A JP 2018526420 A5 JP2018526420 A5 JP 2018526420A5
- Authority
- JP
- Japan
- Prior art keywords
- cyclopentyl
- phenyl
- hydroxyacetoxy
- methylpyrrolidinium bromide
- compound
- 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
- 239000000203 mixture Substances 0.000 claims description 66
- 150000001875 compounds Chemical class 0.000 claims description 62
- BYLYKBTVPVGVIU-UHFFFAOYSA-M [1-(2-methoxy-2-oxoethyl)-1-methylpyrrolidin-1-ium-3-yl] 2-cyclopentyl-2-hydroxy-2-phenylacetate;bromide Chemical compound [Br-].C1[N+](CC(=O)OC)(C)CCC1OC(=O)C(O)(C=1C=CC=CC=1)C1CCCC1 BYLYKBTVPVGVIU-UHFFFAOYSA-M 0.000 claims description 49
- FIAFMTCUJCWADZ-UHFFFAOYSA-M [1-(2-ethoxy-2-oxoethyl)-1-methylpyrrolidin-1-ium-3-yl] 2-cyclopentyl-2-hydroxy-2-phenylacetate;bromide Chemical compound [Br-].C1[N+](CC(=O)OCC)(C)CCC1OC(=O)C(O)(C=1C=CC=CC=1)C1CCCC1 FIAFMTCUJCWADZ-UHFFFAOYSA-M 0.000 claims description 48
- 206010039424 Salivary hypersecretion Diseases 0.000 claims description 17
- 229920000858 Cyclodextrin Polymers 0.000 claims description 12
- 208000008630 Sialorrhea Diseases 0.000 claims description 11
- 210000000214 mouth Anatomy 0.000 claims description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 9
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 9
- FIAFMTCUJCWADZ-NRQRHMLOSA-M [1-(2-ethoxy-2-oxoethyl)-1-methylpyrrolidin-1-ium-3-yl] (2r)-2-cyclopentyl-2-hydroxy-2-phenylacetate;bromide Chemical compound [Br-].C1[N+](CC(=O)OCC)(C)CCC1OC(=O)[C@](O)(C=1C=CC=CC=1)C1CCCC1 FIAFMTCUJCWADZ-NRQRHMLOSA-M 0.000 claims description 7
- BYLYKBTVPVGVIU-MZXPGCLASA-M [1-(2-methoxy-2-oxoethyl)-1-methylpyrrolidin-1-ium-3-yl] (2r)-2-cyclopentyl-2-hydroxy-2-phenylacetate;bromide Chemical compound [Br-].C1[N+](CC(=O)OC)(C)CCC1OC(=O)[C@](O)(C=1C=CC=CC=1)C1CCCC1 BYLYKBTVPVGVIU-MZXPGCLASA-M 0.000 claims description 7
- 231100000252 nontoxic Toxicity 0.000 claims description 6
- 230000003000 nontoxic effect Effects 0.000 claims description 6
- 239000000546 pharmaceutical excipient Substances 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 229920002153 Hydroxypropyl cellulose Polymers 0.000 claims description 4
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 claims description 4
- 229940080345 gamma-cyclodextrin Drugs 0.000 claims description 4
- 239000001863 hydroxypropyl cellulose Substances 0.000 claims description 4
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 claims description 4
- 230000003232 mucoadhesive effect Effects 0.000 claims description 4
- 208000026451 salivation Diseases 0.000 claims description 4
- HFHDHCJBZVLPGP-UHFFFAOYSA-N schardinger α-dextrin Chemical compound O1C(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC(C(O)C2O)C(CO)OC2OC(C(C2O)O)C(CO)OC2OC2C(O)C(O)C1OC2CO HFHDHCJBZVLPGP-UHFFFAOYSA-N 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- YZOUYRAONFXZSI-SBHWVFSVSA-N (1S,3R,5R,6R,8R,10R,11R,13R,15R,16R,18R,20R,21R,23R,25R,26R,28R,30R,31S,33R,35R,36R,37S,38R,39S,40R,41S,42R,43S,44R,45S,46R,47S,48R,49S)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-37,39,40,41,42,43,44,45,46,47,48,49-dodecamethoxy-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,38-diol Chemical compound O([C@@H]([C@H]([C@@H]1OC)OC)O[C@H]2[C@@H](O)[C@@H]([C@@H](O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3O)OC)O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3OC)OC)O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3OC)OC)O[C@@H]3[C@@H](CO)O[C@@H]([C@H]([C@@H]3OC)OC)O3)O[C@@H]2CO)OC)[C@H](CO)[C@H]1O[C@@H]1[C@@H](OC)[C@H](OC)[C@H]3[C@@H](CO)O1 YZOUYRAONFXZSI-SBHWVFSVSA-N 0.000 claims description 2
- PCWPQSDFNIFUPO-VDQKLNDWSA-N (1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36R,37S,38R,39S,40R,41S,42R,43S,44R,45S,46R,47S,48R,49S)-37,39,41,43,45,47,49-heptakis(2-hydroxyethoxy)-5,10,15,20,25,30,35-heptakis(hydroxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,38,40,42,44,46,48-heptol Chemical compound OCCO[C@H]1[C@H](O)[C@@H]2O[C@H]3O[C@H](CO)[C@@H](O[C@H]4O[C@H](CO)[C@@H](O[C@H]5O[C@H](CO)[C@@H](O[C@H]6O[C@H](CO)[C@@H](O[C@H]7O[C@H](CO)[C@@H](O[C@H]8O[C@H](CO)[C@@H](O[C@H]1O[C@@H]2CO)[C@@H](O)[C@@H]8OCCO)[C@@H](O)[C@@H]7OCCO)[C@@H](O)[C@@H]6OCCO)[C@@H](O)[C@@H]5OCCO)[C@@H](O)[C@@H]4OCCO)[C@@H](O)[C@@H]3OCCO PCWPQSDFNIFUPO-VDQKLNDWSA-N 0.000 claims description 2
- 229920001450 Alpha-Cyclodextrin Polymers 0.000 claims description 2
- 239000001116 FEMA 4028 Substances 0.000 claims description 2
- JVFGXECLSQXABC-UHFFFAOYSA-N ac1l3obq Chemical compound O1C(C(C2O)O)C(COCC(C)O)OC2OC(C(C2O)O)C(COCC(C)O)OC2OC(C(C2O)O)C(COCC(C)O)OC2OC(C(C2O)O)C(COCC(C)O)OC2OC(C(C2O)O)C(COCC(C)O)OC2OC(C(O)C2O)C(COCC(O)C)OC2OC(C(C2O)O)C(COCC(C)O)OC2OC2C(O)C(O)C1OC2COCC(C)O JVFGXECLSQXABC-UHFFFAOYSA-N 0.000 claims description 2
- HFHDHCJBZVLPGP-RWMJIURBSA-N alpha-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO HFHDHCJBZVLPGP-RWMJIURBSA-N 0.000 claims description 2
- 229940043377 alpha-cyclodextrin Drugs 0.000 claims description 2
- 235000011175 beta-cyclodextrine Nutrition 0.000 claims description 2
- 229960004853 betadex Drugs 0.000 claims description 2
- 229940002226 buccal film Drugs 0.000 claims description 2
- 235000009508 confectionery Nutrition 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- GDSRMADSINPKSL-HSEONFRVSA-N gamma-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO GDSRMADSINPKSL-HSEONFRVSA-N 0.000 claims description 2
- 239000008203 oral pharmaceutical composition Substances 0.000 claims description 2
- 239000000725 suspension Substances 0.000 claims description 2
- ODLHGICHYURWBS-LKONHMLTSA-N trappsol cyclo Chemical compound CC(O)COC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](COCC(C)O)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)COCC(O)C)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1COCC(C)O ODLHGICHYURWBS-LKONHMLTSA-N 0.000 claims description 2
- 238000000034 method Methods 0.000 description 13
- -1 2-cyclopentyl-2-phenyl-2-hydroxyacetoxy Chemical group 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003349 gelling agent Substances 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562217362P | 2015-09-11 | 2015-09-11 | |
| US62/217,362 | 2015-09-11 | ||
| PCT/US2016/050385 WO2017044412A1 (en) | 2015-09-11 | 2016-09-06 | Methods and compositions for soft anticholinergic esters |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020171891A Division JP2021001238A (ja) | 2015-09-11 | 2020-10-12 | 低中毒性抗コリン作動性エステルのための方法および組成物 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018526420A JP2018526420A (ja) | 2018-09-13 |
| JP2018526420A5 true JP2018526420A5 (enExample) | 2019-10-10 |
| JP7270958B2 JP7270958B2 (ja) | 2023-05-11 |
Family
ID=58239861
Family Applications (4)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018513004A Active JP7270958B2 (ja) | 2015-09-11 | 2016-09-06 | 低中毒性抗コリン作動性エステルのための方法および組成物 |
| JP2020171891A Withdrawn JP2021001238A (ja) | 2015-09-11 | 2020-10-12 | 低中毒性抗コリン作動性エステルのための方法および組成物 |
| JP2022113088A Active JP7723417B2 (ja) | 2015-09-11 | 2022-07-14 | 低中毒性抗コリン作動性エステルのための方法および組成物 |
| JP2023154001A Pending JP2023164671A (ja) | 2015-09-11 | 2023-09-20 | 低中毒性抗コリン作動性エステルのための方法および組成物 |
Family Applications After (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020171891A Withdrawn JP2021001238A (ja) | 2015-09-11 | 2020-10-12 | 低中毒性抗コリン作動性エステルのための方法および組成物 |
| JP2022113088A Active JP7723417B2 (ja) | 2015-09-11 | 2022-07-14 | 低中毒性抗コリン作動性エステルのための方法および組成物 |
| JP2023154001A Pending JP2023164671A (ja) | 2015-09-11 | 2023-09-20 | 低中毒性抗コリン作動性エステルのための方法および組成物 |
Country Status (13)
| Country | Link |
|---|---|
| US (3) | US11534422B2 (enExample) |
| EP (1) | EP3347007B1 (enExample) |
| JP (4) | JP7270958B2 (enExample) |
| KR (1) | KR102889909B1 (enExample) |
| CN (4) | CN118045082A (enExample) |
| AU (2) | AU2016318595B2 (enExample) |
| CA (1) | CA2998357A1 (enExample) |
| ES (1) | ES2942361T3 (enExample) |
| IL (1) | IL257970B (enExample) |
| MX (1) | MX388831B (enExample) |
| MY (1) | MY197265A (enExample) |
| WO (1) | WO2017044412A1 (enExample) |
| ZA (1) | ZA201801685B (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN109044965A (zh) * | 2018-10-17 | 2018-12-21 | 广州大光制药有限公司 | 格隆溴铵的眼用药物组合物及医药用途 |
| US20230149349A1 (en) * | 2020-03-03 | 2023-05-18 | Kaken Pharmaceutical Co., Ltd. | Medicament containing sofpironium bromide |
| KR20240088983A (ko) | 2021-11-01 | 2024-06-20 | 유타대학연구재단 | 침흘림증 치료를 위한 조성물 및 방법 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2879100A (en) * | 1999-02-12 | 2000-08-29 | Miles A. Libbey Iii | Formulation and system for intra-oral delivery of pharmaceutical agents |
| WO2001008681A1 (en) | 1999-08-02 | 2001-02-08 | First Horizon Pharmaceutical Corporation | Methods of administration of glycopyrrolate compositions |
| EP1845979A4 (en) | 2005-01-19 | 2009-11-11 | Neurohealing Pharmaceuticals I | METHOD AND COMPOSITIONS FOR REDUCING STORAGE PRODUCTION |
| CA2627982C (en) | 2005-11-10 | 2013-09-10 | Nicholas S. Bodor | Soft anticholinergic esters |
| US7399861B2 (en) | 2005-11-10 | 2008-07-15 | Bodor Nicholas S | Soft anticholinergic esters |
| US8071693B2 (en) | 2006-06-22 | 2011-12-06 | Sabic Innovative Plastics Ip B.V. | Polysiloxane/polyimide copolymers and blends thereof |
| US20080260823A1 (en) * | 2007-04-20 | 2008-10-23 | Sciele Pharma, Inc. | Orally disintegrating tablet comprising glycopyrrolate for treating sialorrhea |
| JP2010530902A (ja) | 2007-06-22 | 2010-09-16 | サイエル ファーマ，インコーポレイティド | 流涎症治療のためのグリコピロレートを含む経皮送達システム |
| US8628729B2 (en) | 2008-03-27 | 2014-01-14 | President And Fellows Of Harvard College | Three-dimensional microfluidic devices |
| JP6223543B2 (ja) | 2013-03-15 | 2017-11-01 | ボドール ラボラトリーズ， インコーポレイテッド | 多汗症の処置のための抗コリン作用性グリコピロレートエステル |
-
2016
- 2016-09-06 MY MYPI2018700940A patent/MY197265A/en unknown
- 2016-09-06 CN CN202410181296.5A patent/CN118045082A/zh active Pending
- 2016-09-06 US US15/758,190 patent/US11534422B2/en active Active
- 2016-09-06 KR KR1020187009786A patent/KR102889909B1/ko active Active
- 2016-09-06 WO PCT/US2016/050385 patent/WO2017044412A1/en not_active Ceased
- 2016-09-06 CN CN202410181298.4A patent/CN118021770A/zh active Pending
- 2016-09-06 ES ES16844930T patent/ES2942361T3/es active Active
- 2016-09-06 EP EP16844930.4A patent/EP3347007B1/en active Active
- 2016-09-06 MX MX2018003002A patent/MX388831B/es unknown
- 2016-09-06 JP JP2018513004A patent/JP7270958B2/ja active Active
- 2016-09-06 CN CN201680065967.5A patent/CN108348502A/zh active Pending
- 2016-09-06 CN CN202410181300.8A patent/CN118021797A/zh active Pending
- 2016-09-06 CA CA2998357A patent/CA2998357A1/en active Pending
- 2016-09-06 AU AU2016318595A patent/AU2016318595B2/en active Active
-
2018
- 2018-03-08 IL IL257970A patent/IL257970B/en active IP Right Grant
- 2018-03-12 ZA ZA2018/01685A patent/ZA201801685B/en unknown
-
2020
- 2020-10-12 JP JP2020171891A patent/JP2021001238A/ja not_active Withdrawn
-
2021
- 2021-06-24 AU AU2021204306A patent/AU2021204306B2/en active Active
-
2022
- 2022-06-23 US US17/848,386 patent/US11951093B2/en active Active
- 2022-07-14 JP JP2022113088A patent/JP7723417B2/ja active Active
-
2023
- 2023-09-20 JP JP2023154001A patent/JP2023164671A/ja active Pending
-
2024
- 2024-03-08 US US18/600,632 patent/US12458625B2/en active Active
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