JP2009502974A5 - - Google Patents
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- Publication number
- JP2009502974A5 JP2009502974A5 JP2008524308A JP2008524308A JP2009502974A5 JP 2009502974 A5 JP2009502974 A5 JP 2009502974A5 JP 2008524308 A JP2008524308 A JP 2008524308A JP 2008524308 A JP2008524308 A JP 2008524308A JP 2009502974 A5 JP2009502974 A5 JP 2009502974A5
- Authority
- JP
- Japan
- Prior art keywords
- mutilin
- acetyl
- sulfanyl
- cyclopent
- ethylamino
- 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
- 229960002771 retapamulin Drugs 0.000 claims description 40
- -1 (3- (morpholin-4-yl) -cyclohexane-1-yl) -sulfanyl Chemical group 0.000 claims description 35
- 125000000217 alkyl group Chemical group 0.000 claims description 18
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 16
- 229910052739 hydrogen Inorganic materials 0.000 claims description 15
- 239000001257 hydrogen Substances 0.000 claims description 15
- 150000001875 compounds Chemical class 0.000 claims description 10
- 125000000623 heterocyclic group Chemical group 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 8
- 229910052717 sulfur Inorganic materials 0.000 claims description 8
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 6
- 150000002367 halogens Chemical class 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 5
- 125000005842 heteroatom Chemical group 0.000 claims description 5
- 125000004457 alkyl amino carbonyl group Chemical group 0.000 claims description 4
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 3
- OBUUFWIMEGVAQS-UHFFFAOYSA-N Pleuromutenol Natural products CC1C(O)C(C)(C=C)CC(O)C2(C)C(C)CCC31C2C(=O)CC3 OBUUFWIMEGVAQS-UHFFFAOYSA-N 0.000 claims description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- STZYTFJPGGDRJD-NHUWBDDWSA-N retapamulin Chemical compound C([C@H]([C@@]1(C)[C@@H](C[C@@](C)(C=C)[C@@H](O)[C@@H]2C)OC(=O)CS[C@@H]3C[C@H]4CC[C@H](N4C)C3)C)C[C@]32[C@H]1C(=O)CC3 STZYTFJPGGDRJD-NHUWBDDWSA-N 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 239000013543 active substance Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 230000001404 mediated effect Effects 0.000 claims 1
- 244000005700 microbiome Species 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 229940124531 pharmaceutical excipient Drugs 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 description 8
- 125000001424 substituent group Chemical group 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 3
- 239000001301 oxygen Chemical group 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 2
- 125000004174 2-benzimidazolyl group Chemical group [H]N1C(*)=NC2=C([H])C([H])=C([H])C([H])=C12 0.000 description 2
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 2
- 125000004122 cyclic group Chemical group 0.000 description 2
- 229910052805 deuterium Inorganic materials 0.000 description 2
- 125000003037 imidazol-2-yl group Chemical group [H]N1C([*])=NC([H])=C1[H] 0.000 description 2
- 125000002883 imidazolyl group Chemical group 0.000 description 2
- 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 125000005322 morpholin-1-yl group Chemical group 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0515995.9A GB0515995D0 (en) | 2005-08-03 | 2005-08-03 | Organic compounds |
| GB0515995.9 | 2005-08-03 | ||
| PCT/AT2006/000318 WO2007014409A1 (en) | 2005-08-03 | 2006-07-26 | Pleuromutilin derivatives useful as antibacterials |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2009502974A JP2009502974A (ja) | 2009-01-29 |
| JP2009502974A5 true JP2009502974A5 (https=) | 2012-12-13 |
| JP5372505B2 JP5372505B2 (ja) | 2013-12-18 |
Family
ID=34984042
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008524308A Expired - Fee Related JP5372505B2 (ja) | 2005-08-03 | 2006-07-26 | 抗菌活性を示すプレウロムチリン誘導体 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8343972B2 (https=) |
| EP (2) | EP1910282B1 (https=) |
| JP (1) | JP5372505B2 (https=) |
| GB (1) | GB0515995D0 (https=) |
| TW (1) | TWI414511B (https=) |
| WO (1) | WO2007014409A1 (https=) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1808431A1 (en) * | 2006-01-16 | 2007-07-18 | Nabriva Therapeutics Forschungs GmbH | Mutilin derivatives and their use as pharmaceutical |
| EP1972618A1 (en) * | 2007-03-20 | 2008-09-24 | Nabriva Therapeutics AG | Pleuromutilin derivatives for the treatment of diseases mediated by microbes |
| CA2688008A1 (en) | 2007-05-24 | 2008-11-27 | Kyorin Pharmaceutical Co., Ltd. | Mutilin derivative having heterocyclic aromatic ring carboxylic acid structure in substituent at 14-position |
| EP2159220A1 (en) | 2008-09-02 | 2010-03-03 | Nabriva Therapeutics AG | Organic compounds |
| WO2010056855A1 (en) * | 2008-11-13 | 2010-05-20 | Teva Pharmaceutical Industries Ltd. | Preparation of retapamulin via its pleuromutilin-thiol precursor |
| EP2433926A1 (en) * | 2010-09-09 | 2012-03-28 | Nabriva Therapeutics AG | Pleuromutilin derivatives for use in the treatment of diseases mediated by microbes |
| CN103204787B (zh) * | 2012-01-17 | 2014-10-01 | 北京艾百诺科技有限公司 | 含有取代方酸的乙酸妙林酯及其应用 |
| JP6000438B2 (ja) | 2012-03-20 | 2016-09-28 | フイルメニツヒ ソシエテ アノニムＦｉｒｍｅｎｉｃｈ Ｓａ | 活性な香料分子の制御放出のための化合物 |
| CN103319437B (zh) * | 2013-06-20 | 2016-05-04 | 中国农业科学院兰州畜牧与兽药研究所 | 具有噻二唑骨架的截短侧耳素类衍生物及其制备方法、应用 |
| KR102656841B1 (ko) | 2015-06-17 | 2024-04-12 | 나브리바 테라퓨틱스 게엠베하 | 레파뮬린의 주사가능한 약제학적 제형 |
| TWI762573B (zh) | 2017-02-10 | 2022-05-01 | 奧地利商納畢瓦治療有限責任公司 | 截短側耳素之純化 |
| PT3947360T (pt) | 2019-03-28 | 2024-09-20 | Zoetis Services Llc | Compostos inibidores da serotonina 5-ht2b |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9918037D0 (en) * | 1999-07-30 | 1999-09-29 | Biochemie Gmbh | Organic compounds |
| GB0017031D0 (en) | 2000-07-11 | 2000-08-30 | Biochemie Gmbh | Antimicrobials |
| GB0207495D0 (en) * | 2002-03-28 | 2002-05-08 | Biochemie Gmbh | Organic compounds |
| GB0209262D0 (en) * | 2002-04-23 | 2002-06-05 | Biochemie Gmbh | Organic compounds |
| JP4611020B2 (ja) * | 2002-07-24 | 2011-01-12 | ナブリバ・セラピユーテイクス・アクチエンゲゼルシヤフト | 抗菌剤としてのプレウロムチリン（ｐｌｅｕｒｏｍｕｔｉｌｉｎ）誘導体 |
| GB0308114D0 (en) * | 2003-04-08 | 2003-05-14 | Glaxo Group Ltd | Novel compounds |
-
2005
- 2005-08-03 GB GBGB0515995.9A patent/GB0515995D0/en not_active Ceased
-
2006
- 2006-07-26 WO PCT/AT2006/000318 patent/WO2007014409A1/en not_active Ceased
- 2006-07-26 JP JP2008524308A patent/JP5372505B2/ja not_active Expired - Fee Related
- 2006-07-26 EP EP06760805.9A patent/EP1910282B1/en not_active Not-in-force
- 2006-07-26 US US11/997,637 patent/US8343972B2/en not_active Expired - Fee Related
- 2006-07-26 EP EP10009686A patent/EP2266956A3/en not_active Withdrawn
- 2006-08-02 TW TW095128307A patent/TWI414511B/zh not_active IP Right Cessation
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