JP2014520901A5 - - Google Patents
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- Publication number
- JP2014520901A5 JP2014520901A5 JP2014522149A JP2014522149A JP2014520901A5 JP 2014520901 A5 JP2014520901 A5 JP 2014520901A5 JP 2014522149 A JP2014522149 A JP 2014522149A JP 2014522149 A JP2014522149 A JP 2014522149A JP 2014520901 A5 JP2014520901 A5 JP 2014520901A5
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- JP
- Japan
- Prior art keywords
- formula
- compound
- group
- halo
- reaction
- 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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- 238000000034 method Methods 0.000 claims 16
- 150000001875 compounds Chemical class 0.000 claims 14
- 238000006243 chemical reaction Methods 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 5
- 238000002360 preparation method Methods 0.000 claims 4
- PNKUSGQVOMIXLU-UHFFFAOYSA-N Formamidine Chemical compound NC=N PNKUSGQVOMIXLU-UHFFFAOYSA-N 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000001246 bromo group Chemical group Br* 0.000 claims 3
- 125000001153 fluoro group Chemical group F* 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 125000001424 substituent group Chemical group 0.000 claims 3
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- XPOLVIIHTDKJRY-UHFFFAOYSA-N acetic acid;methanimidamide Chemical compound NC=N.CC(O)=O XPOLVIIHTDKJRY-UHFFFAOYSA-N 0.000 claims 2
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 230000031709 bromination Effects 0.000 claims 2
- 238000005893 bromination reaction Methods 0.000 claims 2
- 238000009472 formulation Methods 0.000 claims 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 claims 2
- 150000003839 salts Chemical class 0.000 claims 2
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 2
- 125000006582 (C5-C6) heterocycloalkyl group Chemical group 0.000 claims 1
- NYYSPVRERVXMLJ-UHFFFAOYSA-N 4,4-difluorocyclohexan-1-one Chemical compound FC1(F)CCC(=O)CC1 NYYSPVRERVXMLJ-UHFFFAOYSA-N 0.000 claims 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 claims 1
- AMATXUCYHHHHHB-UHFFFAOYSA-N 5,5-dibromo-1,3-diazinane-2,4,6-trione Chemical compound BrC1(Br)C(=O)NC(=O)NC1=O AMATXUCYHHHHHB-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- 235000019270 ammonium chloride Nutrition 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- MLUCVPSAIODCQM-NSCUHMNNSA-N crotonaldehyde Chemical compound C\C=C\C=O MLUCVPSAIODCQM-NSCUHMNNSA-N 0.000 claims 1
- MLUCVPSAIODCQM-UHFFFAOYSA-N crotonaldehyde Natural products CC=CC=O MLUCVPSAIODCQM-UHFFFAOYSA-N 0.000 claims 1
- 235000019253 formic acid Nutrition 0.000 claims 1
- 239000012634 fragment Substances 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 239000004615 ingredient Substances 0.000 claims 1
- 150000002500 ions Chemical class 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 1
- 125000005254 oxyacyl group Chemical group 0.000 claims 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 claims 1
- CKNOCKWLNHPVRL-UHFFFAOYSA-N CC(C(C=O)Br)c1c(C)c(C)ccc1 Chemical compound CC(C(C=O)Br)c1c(C)c(C)ccc1 CKNOCKWLNHPVRL-UHFFFAOYSA-N 0.000 description 1
- 0 Cc1c(C)c(B(O*)O*)ccc1 Chemical compound Cc1c(C)c(B(O*)O*)ccc1 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201161510538P | 2011-07-22 | 2011-07-22 | |
| US61/510,538 | 2011-07-22 | ||
| PCT/GB2012/051746 WO2013014428A1 (en) | 2011-07-22 | 2012-07-20 | New processes for preparing 4-substituted imidazoles |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2014520901A JP2014520901A (ja) | 2014-08-25 |
| JP2014520901A5 true JP2014520901A5 (https=) | 2014-10-16 |
| JP5996647B2 JP5996647B2 (ja) | 2016-09-21 |
Family
ID=46939718
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014522149A Active JP5996647B2 (ja) | 2011-07-22 | 2012-07-20 | ４−置換イミダゾールの新規な調製プロセス |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US8962862B2 (https=) |
| EP (1) | EP2734508B1 (https=) |
| JP (1) | JP5996647B2 (https=) |
| KR (1) | KR101932206B1 (https=) |
| CN (1) | CN103748077B (https=) |
| DK (1) | DK2734508T3 (https=) |
| ES (1) | ES2665093T3 (https=) |
| HR (1) | HRP20180397T1 (https=) |
| HU (1) | HUE037591T2 (https=) |
| IN (1) | IN2014DN00144A (https=) |
| NO (1) | NO2650436T3 (https=) |
| PL (1) | PL2734508T3 (https=) |
| WO (1) | WO2013014428A1 (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103588711B (zh) * | 2013-11-27 | 2015-04-08 | 天津炜捷制药有限公司 | 一种美托咪定中间体的制备方法 |
| GB201501593D0 (en) * | 2015-01-30 | 2015-03-18 | Cambrex Karlskoga Ab | New compounds and processes |
| KR101940663B1 (ko) | 2017-08-11 | 2019-01-22 | 충남대학교산학협력단 | 촉매 반응부를 가지는 산화제 과잉 시험장치 |
| KR101940662B1 (ko) | 2017-08-11 | 2019-01-22 | 충남대학교산학협력단 | 직류전원 공급부를 가지는 산화제 과잉환경 시험장치 |
| US12050293B2 (en) | 2018-12-19 | 2024-07-30 | Pgs Geophysical As | Medetomidine compositions having improved anti-fouling characteristics |
| MY207535A (en) | 2020-10-21 | 2025-03-03 | I Tech Ab | Antifouling compounds |
| EP4506340A1 (en) | 2022-03-22 | 2025-02-12 | Obshestvo s Ogranichennoj Otvetstvennostju "Vikzdorove Zhivotnyh" | Method for producing medetomidine and its derivatives |
| CN119816202A (zh) | 2022-09-01 | 2025-04-11 | I-技术有限公司 | 保护木材免受海洋蛀木虫侵害的组合物 |
| CN115745893A (zh) * | 2022-11-16 | 2023-03-07 | 西安近代化学研究所 | 一种合成2-氰基-5-芳基-1h-咪唑类化合物的方法 |
| WO2026015064A1 (en) | 2024-07-09 | 2026-01-15 | I-Tech Ab | Antifouling paint composition with improved in-can stability |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2016809C3 (de) * | 1969-04-10 | 1974-05-16 | S.A. Prb, Bruessel | Verfahren zur Herstellung von Arylierungsprodukten olefinisch ungesättigter Verbindungen |
| GB2101114B (en) * | 1981-07-10 | 1985-05-22 | Farmos Group Ltd | Substituted imidazole derivatives and their preparation and use |
| PL361054A1 (en) * | 2000-08-17 | 2004-09-20 | Pfizer Inc. | Substituted imidazoles as tafia inhibitors |
| EP1918282A1 (en) | 2006-11-06 | 2008-05-07 | "Joint Stock Company Grindeks" | Method for preparing medetomidine and its salts |
| CN101765590B (zh) * | 2007-05-24 | 2015-11-25 | 埃尔德鲁格股份有限公司 | 1，(3)，5-取代的咪唑、它们在治疗高血压中的用途以及它们的制备方法 |
| GB2453982B (en) | 2007-10-24 | 2009-09-16 | Norbrook Lab Ltd | Chemical process for the preparation of Medetomidine |
| CN101921234B (zh) | 2009-06-12 | 2012-05-30 | 中国中化股份有限公司 | 一种制备美托咪啶的方法 |
| CN102753532B (zh) | 2009-12-09 | 2015-05-13 | I-技术有限公司 | 美托咪定的制备方法 |
-
2012
- 2012-07-20 ES ES12766318.5T patent/ES2665093T3/es active Active
- 2012-07-20 IN IN144DEN2014 patent/IN2014DN00144A/en unknown
- 2012-07-20 JP JP2014522149A patent/JP5996647B2/ja active Active
- 2012-07-20 US US14/234,263 patent/US8962862B2/en active Active
- 2012-07-20 WO PCT/GB2012/051746 patent/WO2013014428A1/en not_active Ceased
- 2012-07-20 KR KR1020147004568A patent/KR101932206B1/ko active Active
- 2012-07-20 HU HUE12766318A patent/HUE037591T2/hu unknown
- 2012-07-20 CN CN201280035891.3A patent/CN103748077B/zh active Active
- 2012-07-20 HR HRP20180397TT patent/HRP20180397T1/hr unknown
- 2012-07-20 DK DK12766318.5T patent/DK2734508T3/en active
- 2012-07-20 EP EP12766318.5A patent/EP2734508B1/en active Active
- 2012-07-20 PL PL12766318T patent/PL2734508T3/pl unknown
-
2013
- 2013-01-26 NO NO13000388A patent/NO2650436T3/no unknown