JP2017520547A5 - - Google Patents
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- Publication number
- JP2017520547A5 JP2017520547A5 JP2016572800A JP2016572800A JP2017520547A5 JP 2017520547 A5 JP2017520547 A5 JP 2017520547A5 JP 2016572800 A JP2016572800 A JP 2016572800A JP 2016572800 A JP2016572800 A JP 2016572800A JP 2017520547 A5 JP2017520547 A5 JP 2017520547A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- hydrogen
- alkyl
- defined above
- 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
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- 150000001875 compounds Chemical class 0.000 claims 22
- 238000000034 method Methods 0.000 claims 11
- 239000001257 hydrogen Substances 0.000 claims 9
- 229910052739 hydrogen Inorganic materials 0.000 claims 9
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 125000001309 chloro group Chemical group Cl* 0.000 claims 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 6
- 125000001246 bromo group Chemical group Br* 0.000 claims 6
- 125000001153 fluoro group Chemical group F* 0.000 claims 6
- 150000002431 hydrogen Chemical class 0.000 claims 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000003710 aryl alkyl group Chemical group 0.000 claims 3
- OHMHBGPWCHTMQE-UHFFFAOYSA-N 2,2-dichloro-1,1,1-trifluoroethane Chemical compound FC(F)(F)C(Cl)Cl OHMHBGPWCHTMQE-UHFFFAOYSA-N 0.000 claims 2
- 238000006243 chemical reaction Methods 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 239000002798 polar solvent Substances 0.000 claims 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 1
- SECXISVLQFMRJM-UHFFFAOYSA-N NMP Substances CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims 1
- 239000003377 acid catalyst Substances 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- 238000005804 alkylation reaction Methods 0.000 claims 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 1
- 230000008878 coupling Effects 0.000 claims 1
- 238000010168 coupling process Methods 0.000 claims 1
- 238000005859 coupling reaction Methods 0.000 claims 1
- 238000010511 deprotection reaction Methods 0.000 claims 1
- GUJOJGAPFQRJSV-UHFFFAOYSA-N dialuminum;dioxosilane;oxygen(2-);hydrate Chemical compound O.[O-2].[O-2].[O-2].[Al+3].[Al+3].O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O GUJOJGAPFQRJSV-UHFFFAOYSA-N 0.000 claims 1
- 239000011630 iodine Chemical group 0.000 claims 1
- 229910052740 iodine Chemical group 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 230000001590 oxidative effect Effects 0.000 claims 1
- 239000001301 oxygen Substances 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- -1 pyridine compound Chemical class 0.000 claims 1
- 229910052604 silicate mineral Inorganic materials 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14173397 | 2014-06-23 | ||
| EP14173397.2 | 2014-06-23 | ||
| PCT/EP2015/063942 WO2015197534A2 (en) | 2014-06-23 | 2015-06-22 | Methods for the preparation of 1,3-benzodioxole heterocyclic compounds |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2017520547A JP2017520547A (ja) | 2017-07-27 |
| JP2017520547A5 true JP2017520547A5 (OSRAM) | 2018-07-26 |
| JP6785666B2 JP6785666B2 (ja) | 2020-11-18 |
Family
ID=50980952
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016572800A Active JP6785666B2 (ja) | 2014-06-23 | 2015-06-22 | １，３−ベンゾジオキソール複素環化合物の調製方法 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US9908894B2 (OSRAM) |
| EP (1) | EP3157930B1 (OSRAM) |
| JP (1) | JP6785666B2 (OSRAM) |
| KR (1) | KR20170016894A (OSRAM) |
| CN (1) | CN106459081B (OSRAM) |
| AU (1) | AU2015279428B2 (OSRAM) |
| BR (1) | BR112016029510A2 (OSRAM) |
| CA (1) | CA2953284A1 (OSRAM) |
| DK (1) | DK3157930T3 (OSRAM) |
| ES (1) | ES2702451T3 (OSRAM) |
| IL (1) | IL249336A0 (OSRAM) |
| MX (1) | MX2016016378A (OSRAM) |
| PL (1) | PL3157930T3 (OSRAM) |
| PT (1) | PT3157930T (OSRAM) |
| RU (1) | RU2697251C2 (OSRAM) |
| TW (1) | TW201613934A (OSRAM) |
| WO (1) | WO2015197534A2 (OSRAM) |
| ZA (1) | ZA201608442B (OSRAM) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA3007432A1 (en) * | 2015-12-18 | 2017-06-22 | Leo Pharma A/S | Methods for the preparation of 1,3-benzodioxole heterocyclic compounds |
| WO2018234299A1 (en) * | 2017-06-20 | 2018-12-27 | Leo Pharma A/S | Methods for the preparation of 1,3-benzodioxole heterocyclic compounds |
| CN111727191B (zh) | 2017-12-15 | 2024-01-05 | 联合疗法公司 | 取代的氮杂环丁烷二氢噻吩并吡啶类化合物及其作为磷酸二酯酶抑制剂的用途 |
| USD914676S1 (en) | 2018-05-11 | 2021-03-30 | Samsung Electronics Co., Ltd. | Notebook computer |
| IL284815B2 (en) | 2019-01-15 | 2025-10-01 | Union Therapeutics As | Modified-release tablet formulations containing phosphodiesterase inhibitors |
| AU2022245186A1 (en) | 2021-03-22 | 2023-10-05 | UNION therapeutics A/S | Treatment of hidradenitis suppurativa with orismilast |
| GB202205715D0 (en) | 2022-04-19 | 2022-06-01 | Union Therapeutics As | Treatment of neutrophilic dermatoses |
| GB202306663D0 (en) | 2023-05-05 | 2023-06-21 | Union Therapeutics As | Combination therapy |
| GB202306662D0 (en) | 2023-05-05 | 2023-06-21 | Union Therapeutics As | Dosage regimen |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6514996B2 (en) * | 1995-05-19 | 2003-02-04 | Kyowa Hakko Kogyo Co., Ltd. | Derivatives of benzofuran or benzodioxole |
| AU705690B2 (en) * | 1995-05-19 | 1999-05-27 | Kyowa Hakko Kogyo Co. Ltd. | Oxygen-containing heterocyclic compounds |
| DE10205274A1 (de) * | 2002-02-08 | 2003-08-21 | Boehringer Ingelheim Pharma | Neue Arzneimittelkompositionen enthaltend neben Anticholinergika heterocyclische Verbindungen |
| US20050245750A1 (en) * | 2002-07-03 | 2005-11-03 | Kyowa Hakko Kogyo Co., Ltd. | Process for preparing 1,3-benzodioxole-2-spirocycloalkane derivative |
| CN101490004B (zh) * | 2006-07-14 | 2012-01-11 | 奇斯药制品公司 | 作为磷酸二酯酶抑制剂的1-苯基-2-吡啶基烯基醇的衍生物 |
| KR101507717B1 (ko) | 2006-12-22 | 2015-04-08 | 레오 파마 에이/에스 | Ｐｄｅ4 억제제로서 유용한 치환된 아세토페논 |
| UA98639C2 (en) * | 2007-02-28 | 2012-06-11 | Лео Фарма А/С | Phosphodiesterase inhibitors |
| JP5501770B2 (ja) * | 2007-02-28 | 2014-05-28 | レオ ファーマ アクティーゼルスカブ | 新規ホスホジエステラーゼ阻害剤 |
| UA109140C2 (uk) * | 2010-06-24 | 2015-07-27 | Гетероциклічні сполуки бензодіоксолу або бензодіоксепіну як інгібітори фосфодіестераз | |
| WO2014096018A1 (en) * | 2012-12-19 | 2014-06-26 | Leo Pharma A/S | Methods for the preparation of substituted acetophenones |
| CA3007432A1 (en) * | 2015-12-18 | 2017-06-22 | Leo Pharma A/S | Methods for the preparation of 1,3-benzodioxole heterocyclic compounds |
-
2015
- 2015-06-22 CA CA2953284A patent/CA2953284A1/en not_active Abandoned
- 2015-06-22 PT PT15730183T patent/PT3157930T/pt unknown
- 2015-06-22 DK DK15730183.9T patent/DK3157930T3/en active
- 2015-06-22 WO PCT/EP2015/063942 patent/WO2015197534A2/en not_active Ceased
- 2015-06-22 ES ES15730183T patent/ES2702451T3/es active Active
- 2015-06-22 TW TW104120096A patent/TW201613934A/zh unknown
- 2015-06-22 RU RU2017101808A patent/RU2697251C2/ru active
- 2015-06-22 EP EP15730183.9A patent/EP3157930B1/en active Active
- 2015-06-22 KR KR1020167037002A patent/KR20170016894A/ko not_active Withdrawn
- 2015-06-22 PL PL15730183T patent/PL3157930T3/pl unknown
- 2015-06-22 CN CN201580033483.8A patent/CN106459081B/zh active Active
- 2015-06-22 MX MX2016016378A patent/MX2016016378A/es unknown
- 2015-06-22 AU AU2015279428A patent/AU2015279428B2/en not_active Ceased
- 2015-06-22 BR BR112016029510A patent/BR112016029510A2/pt not_active IP Right Cessation
- 2015-06-22 US US15/320,227 patent/US9908894B2/en active Active
- 2015-06-22 JP JP2016572800A patent/JP6785666B2/ja active Active
-
2016
- 2016-12-01 IL IL249336A patent/IL249336A0/en unknown
- 2016-12-07 ZA ZA2016/08442A patent/ZA201608442B/en unknown
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