JP2013542976A5 - - Google Patents
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- Publication number
- JP2013542976A5 JP2013542976A5 JP2013539319A JP2013539319A JP2013542976A5 JP 2013542976 A5 JP2013542976 A5 JP 2013542976A5 JP 2013539319 A JP2013539319 A JP 2013539319A JP 2013539319 A JP2013539319 A JP 2013539319A JP 2013542976 A5 JP2013542976 A5 JP 2013542976A5
- Authority
- JP
- Japan
- Prior art keywords
- benzothiazole
- carboxamide
- trifluoromethyl
- nitro
- ethyl
- 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 15
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 3
- 201000008827 tuberculosis Diseases 0.000 claims 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 2
- 125000000217 alkyl group Chemical group 0.000 claims 2
- 230000000844 anti-bacterial effect Effects 0.000 claims 2
- 230000003115 biocidal effect Effects 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- -1 (2-thien-2-ylethyl) -5- (trifluoromethyl) -1,3-benzothiazole-2-carboxamide Chemical compound 0.000 claims 1
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 1
- CPHXLFKIUVVIOQ-UHFFFAOYSA-N 2-(trifluoromethoxy)benzaldehyde Chemical group FC(F)(F)OC1=CC=CC=C1C=O CPHXLFKIUVVIOQ-UHFFFAOYSA-N 0.000 claims 1
- VSHBABSXFHFTJN-UHFFFAOYSA-N 4-methoxymorpholine Chemical compound CON1CCOCC1 VSHBABSXFHFTJN-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 239000003242 anti bacterial agent Substances 0.000 claims 1
- 229940088710 antibiotic agent Drugs 0.000 claims 1
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 125000000753 cycloalkyl group Chemical group 0.000 claims 1
- 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 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000004428 fluoroalkoxy group Chemical group 0.000 claims 1
- 125000000842 isoxazolyl group Chemical group 0.000 claims 1
- 238000000034 method Methods 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 229940127557 pharmaceutical product Drugs 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 125000003107 substituted aryl group Chemical group 0.000 claims 1
- 125000003039 tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 claims 1
- 125000001412 tetrahydropyranyl group Chemical group 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000001544 thienyl group Chemical group 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 0 *c(c([N+]([O-])=O)cc(C(F)(F)F)c1)c1[N+]([O-])=O Chemical compound *c(c([N+]([O-])=O)cc(C(F)(F)F)c1)c1[N+]([O-])=O 0.000 description 3
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-M benzenesulfonate Chemical compound [O-]S(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-M 0.000 description 1
- 229940077388 benzenesulfonate Drugs 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M methanesulfonate group Chemical group CS(=O)(=O)[O-] AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR1059602A FR2967672B1 (fr) | 2010-11-22 | 2010-11-22 | Derives de nitrobenzothiazoles, leur preparation et leurs applications therapeutiques |
| FR1059602 | 2010-11-22 | ||
| PCT/FR2011/052699 WO2012069743A1 (fr) | 2010-11-22 | 2011-11-18 | Derives de nitrobenzothiazoles et leur utilisation pour le traitment de la tubercolose |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013542976A JP2013542976A (ja) | 2013-11-28 |
| JP2013542976A5 true JP2013542976A5 (https=) | 2015-10-01 |
| JP5876885B2 JP5876885B2 (ja) | 2016-03-02 |
Family
ID=43498537
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013539319A Expired - Fee Related JP5876885B2 (ja) | 2010-11-22 | 2011-11-18 | ニトロベンゾチアゾール誘導体および結核治療のためのこれらの使用 |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US8993561B2 (https=) |
| EP (1) | EP2643307B1 (https=) |
| JP (1) | JP5876885B2 (https=) |
| FR (1) | FR2967672B1 (https=) |
| WO (1) | WO2012069743A1 (https=) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SI2688403T1 (sl) | 2011-03-23 | 2017-08-31 | Trevena, Inc. | Ligandi opioidnih receptorjev in metode uporabe in izdelave istega |
| CN103204825B (zh) | 2012-01-17 | 2015-03-04 | 上海科州药物研发有限公司 | 作为蛋白激酶抑制剂的苯并噻唑化合物及其制备方法和用途 |
| KR20180093930A (ko) | 2015-12-14 | 2018-08-22 | 트레베나, 인코포레이티드. | 통각과민증을 치료하는 방법 |
| KR20240132064A (ko) * | 2022-01-06 | 2024-09-02 | 인스티튜트 내셔날 드 라 싼테 에 드 라 리셰르셰 메디칼르 | 벤조티아졸 유사체 및 항결핵 약물의 부스터로서 이의 용도 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2013434A1 (en) * | 1970-03-20 | 1971-10-07 | Farbenfabriken Bayer Ag, 5090 Lever Kusen | Benzothiazole 3-oxides as concrementinhibitors |
| BE786520A (fr) | 1971-07-23 | 1973-01-22 | Bayer Ag | Nouveaux benzothiazoles substitues, leur preparation et leur application comme fongicides et bactericides |
| BE786521A (fr) | 1971-07-23 | 1973-01-22 | Bayer Ag | Procede de preparation de 4-chloro-benzothiazoles |
| JP2002518381A (ja) | 1998-06-18 | 2002-06-25 | ノバルテイス・アクチエンゲゼルシヤフト | ベンザゾール化合物およびその使用 |
| CA2338328A1 (en) * | 1998-07-21 | 2000-02-03 | Thomas Jefferson University | Small molecule inhibitors of bcl-2 proteins |
| JP2000086642A (ja) | 1998-09-11 | 2000-03-28 | Kyorin Pharmaceut Co Ltd | ベンゾチアゾール誘導体及びその製造法 |
| JP2000178248A (ja) | 1998-12-14 | 2000-06-27 | Japan Tobacco Inc | 免疫賦活活性を有する化合物 |
| GB0302220D0 (en) * | 2003-01-30 | 2003-03-05 | Cyclacel Ltd | Use |
| GB0428173D0 (en) * | 2004-12-23 | 2005-01-26 | Astrazeneca Ab | Compounds |
-
2010
- 2010-11-22 FR FR1059602A patent/FR2967672B1/fr not_active Expired - Fee Related
-
2011
- 2011-11-18 EP EP11796759.6A patent/EP2643307B1/fr active Active
- 2011-11-18 WO PCT/FR2011/052699 patent/WO2012069743A1/fr not_active Ceased
- 2011-11-18 US US13/988,868 patent/US8993561B2/en not_active Expired - Fee Related
- 2011-11-18 JP JP2013539319A patent/JP5876885B2/ja not_active Expired - Fee Related