JP2018523660A5 - - Google Patents
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- Publication number
- JP2018523660A5 JP2018523660A5 JP2018505617A JP2018505617A JP2018523660A5 JP 2018523660 A5 JP2018523660 A5 JP 2018523660A5 JP 2018505617 A JP2018505617 A JP 2018505617A JP 2018505617 A JP2018505617 A JP 2018505617A JP 2018523660 A5 JP2018523660 A5 JP 2018523660A5
- Authority
- JP
- Japan
- Prior art keywords
- compound
- formula
- pharmaceutically acceptable
- acceptable salt
- phosgene
- 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 50
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 claims 19
- 238000000034 method Methods 0.000 claims 17
- 150000003839 salts Chemical class 0.000 claims 16
- 230000015572 biosynthetic process Effects 0.000 claims 11
- 238000003786 synthesis reaction Methods 0.000 claims 11
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 125000006239 protecting group Chemical group 0.000 claims 8
- 239000000010 aprotic solvent Substances 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 239000011541 reaction mixture Substances 0.000 claims 7
- 125000001931 aliphatic group Chemical group 0.000 claims 5
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 claims 5
- 125000005843 halogen group Chemical group 0.000 claims 5
- -1 heteroaliphatic Chemical group 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 3
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 3
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical group ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims 3
- 125000003545 alkoxy group Chemical group 0.000 claims 3
- PFYXSUNOLOJMDX-UHFFFAOYSA-N bis(2,5-dioxopyrrolidin-1-yl) carbonate Chemical compound O=C1CCC(=O)N1OC(=O)ON1C(=O)CCC1=O PFYXSUNOLOJMDX-UHFFFAOYSA-N 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- FZFAMSAMCHXGEF-UHFFFAOYSA-N chloro formate Chemical compound ClOC=O FZFAMSAMCHXGEF-UHFFFAOYSA-N 0.000 claims 3
- HCUYBXPSSCRKRF-UHFFFAOYSA-N diphosgene Chemical compound ClC(=O)OC(Cl)(Cl)Cl HCUYBXPSSCRKRF-UHFFFAOYSA-N 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- 239000001257 hydrogen Substances 0.000 claims 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- UCPYLLCMEDAXFR-UHFFFAOYSA-N triphosgene Chemical compound ClC(Cl)(Cl)OC(=O)OC(Cl)(Cl)Cl UCPYLLCMEDAXFR-UHFFFAOYSA-N 0.000 claims 3
- 125000002947 alkylene group Chemical group 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 125000002837 carbocyclic group Chemical group 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 229910052731 fluorine Inorganic materials 0.000 claims 2
- 241000238876 Acari Species 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 150000003857 carboxamides Chemical class 0.000 claims 1
- 125000004093 cyano group Chemical group *C#N 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 238000010511 deprotection reaction Methods 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 239000002904 solvent Substances 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 125000000547 substituted alkyl group Chemical group 0.000 claims 1
- JVOTWAKEHFXKCI-BBMPLOMVSA-N CC(C)(C)C(CN(c1ccccc1C(c1ncccc1)N[C@H]1NC(Nc2cc(NC)ccc2)=O)C1=O)=O Chemical compound CC(C)(C)C(CN(c1ccccc1C(c1ncccc1)N[C@H]1NC(Nc2cc(NC)ccc2)=O)C1=O)=O JVOTWAKEHFXKCI-BBMPLOMVSA-N 0.000 description 1
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/GB2015/052291 WO2016020698A1 (en) | 2014-08-08 | 2015-08-07 | Benzodiazepine derivatives as cck2/gastrin receptor antagonists |
| GBGB1513979.3A GB201513979D0 (en) | 2015-08-07 | 2015-08-07 | Synthesis of benzodiazepine derivatives |
| GBPCT/GB2015/052291 | 2015-08-07 | ||
| GB1513979.3 | 2015-08-07 | ||
| PCT/GB2016/052442 WO2017025727A1 (en) | 2015-08-07 | 2016-08-05 | Synthesis of benzodiazepine derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2018523660A JP2018523660A (ja) | 2018-08-23 |
| JP2018523660A5 true JP2018523660A5 (enExample) | 2019-07-25 |
| JP6979398B2 JP6979398B2 (ja) | 2021-12-15 |
Family
ID=54200391
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2018505617A Active JP6979398B2 (ja) | 2015-08-07 | 2016-08-05 | ベンゾジアゼピン誘導体の合成 |
Country Status (6)
| Country | Link |
|---|---|
| US (3) | US10570102B2 (enExample) |
| EP (2) | EP3331865B1 (enExample) |
| JP (1) | JP6979398B2 (enExample) |
| CN (1) | CN108055843A (enExample) |
| GB (1) | GB201513979D0 (enExample) |
| WO (1) | WO2017025727A1 (enExample) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107162923B (zh) * | 2017-06-12 | 2019-04-23 | 浙江新三和医药化工股份有限公司 | 一种邻氨基苯乙酮的制备方法 |
| CN113302192A (zh) * | 2019-01-17 | 2021-08-24 | 豪夫迈·罗氏有限公司 | 用于制备四氢吡啶并嘧啶的方法 |
Family Cites Families (24)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4138433A (en) * | 1975-06-26 | 1979-02-06 | Hoechst Aktiengesellschaft | Process for preparing 1,2-oxa-phospholanes |
| US4081455A (en) * | 1976-06-02 | 1978-03-28 | Pfizer Inc. | 6-Amino-2,2-dimethyl-3-cyanopenams |
| CA1332410C (en) * | 1984-06-26 | 1994-10-11 | Roger M. Freidinger | Benzodiazepine analogs |
| US4820834A (en) | 1984-06-26 | 1989-04-11 | Merck & Co., Inc. | Benzodiazepine analogs |
| CA2032226A1 (en) | 1989-12-18 | 1991-06-19 | Mark G. Bock | Benzodiazepine analogs |
| US4994258A (en) | 1990-03-05 | 1991-02-19 | Merck & Co., Inc. | Gamma emitting, CCK-A antagonists for pancreatic imaging |
| CA2056809A1 (en) | 1990-12-07 | 1992-06-08 | Mark G. Bock | Benzodiazepine analogs |
| US5218114A (en) * | 1991-04-10 | 1993-06-08 | Merck & Co., Inc. | Cholecystokinin antagonists |
| FR2682381B1 (fr) | 1991-10-10 | 1995-04-07 | Rhone Poulenc Rorer Sa | Derives de benzodiazepine, leur preparation et les medicaments les contenant. |
| AU2759692A (en) * | 1991-10-24 | 1993-05-21 | Glaxo Group Limited | Benzodiazepine derivatives as antagonists of gastrin and/or cholecystokinin |
| CN1074216A (zh) * | 1991-10-24 | 1993-07-14 | 格拉克索公司 | 尿素衍生物 |
| IL104853A (en) | 1992-02-27 | 1997-11-20 | Yamanouchi Pharma Co Ltd | Benzodiazepine derivatives, their preparation and pharmaceutical compositions containing them |
| GB2264492B (en) | 1992-02-27 | 1996-09-25 | Yamanouchi Pharma Co Ltd | Benzodiazepine derivatives |
| CA2130195A1 (en) | 1992-03-16 | 1993-09-30 | Mark Gary Bock | Benzodiazepine derivatives, compositions containing them and their use in therapy |
| WO1994024151A1 (en) | 1993-04-15 | 1994-10-27 | Glaxo Inc. | 1,5 benzodiazepine derivatives having cck and/or gastrin antagonistic activity |
| GB2282594A (en) | 1993-08-25 | 1995-04-12 | Yamanouchi Pharma Co Ltd | Benzodiazepine derivatives |
| GB2282595A (en) * | 1993-08-25 | 1995-04-12 | Yamanouchi Pharma Co Ltd | Benzodiazepine derivatives |
| AUPO284396A0 (en) | 1996-10-08 | 1996-10-31 | Fujisawa Pharmaceutical Co., Ltd. | Benzodiazepine derivatives |
| US6562807B2 (en) * | 2000-06-23 | 2003-05-13 | Novo Nordisk A/S | Glucagon antagonists/inverse agonists |
| CN100348196C (zh) | 2001-11-13 | 2007-11-14 | 詹姆士布莱克基金会有限公司 | 作为胃泌激素和缩胆囊肽受体配体的苯并三氮杂䓬 |
| WO2004101533A1 (en) | 2003-05-12 | 2004-11-25 | Janssen Pharmaceutica, N.V. | 1, 3, 4-benzotriazepin-2-one salts and their use as cck receptor ligands |
| US20070293482A1 (en) | 2004-03-19 | 2007-12-20 | Novartis Pharmaceuticals Corporation | Process for Preparing Benzodiazepines |
| FR2878849B1 (fr) * | 2004-12-06 | 2008-09-12 | Aventis Pharma Sa | Indoles substitues, compositions les contenant, procede de fabrication et utilisation |
| GB201414116D0 (en) | 2014-08-08 | 2014-09-24 | Trio Medicines Ltd | Benzodiazepine derivatives |
-
2015
- 2015-08-07 GB GBGB1513979.3A patent/GB201513979D0/en not_active Ceased
-
2016
- 2016-08-05 EP EP16751327.4A patent/EP3331865B1/en active Active
- 2016-08-05 EP EP21165863.8A patent/EP3868746A1/en active Pending
- 2016-08-05 US US15/750,339 patent/US10570102B2/en active Active
- 2016-08-05 JP JP2018505617A patent/JP6979398B2/ja active Active
- 2016-08-05 WO PCT/GB2016/052442 patent/WO2017025727A1/en not_active Ceased
- 2016-08-05 CN CN201680045936.3A patent/CN108055843A/zh active Pending
-
2020
- 2020-01-13 US US16/741,064 patent/US11447454B2/en active Active
-
2022
- 2022-08-09 US US17/818,517 patent/US20230055040A1/en not_active Abandoned
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