JP2011511050A5 - - Google Patents
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- Publication number
- JP2011511050A5 JP2011511050A5 JP2010545538A JP2010545538A JP2011511050A5 JP 2011511050 A5 JP2011511050 A5 JP 2011511050A5 JP 2010545538 A JP2010545538 A JP 2010545538A JP 2010545538 A JP2010545538 A JP 2010545538A JP 2011511050 A5 JP2011511050 A5 JP 2011511050A5
- Authority
- JP
- Japan
- Prior art keywords
- group
- general formula
- compound
- alkyl
- substituted
- 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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- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 125000001072 heteroaryl group Chemical group 0.000 claims description 4
- 125000006755 (C2-C20) alkyl group Chemical group 0.000 claims description 2
- 125000002619 bicyclic group Chemical group 0.000 claims description 2
- 125000002950 monocyclic group Chemical group 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims 34
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 7
- 125000005843 halogen group Chemical group 0.000 claims 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 7
- 125000004925 dihydropyridyl group Chemical group N1(CC=CC=C1)* 0.000 claims 5
- 238000000034 method Methods 0.000 claims 5
- 229910052757 nitrogen Inorganic materials 0.000 claims 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 239000002253 acid Substances 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- -1 halogenated pyridinium compound Chemical class 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 239000012453 solvate Substances 0.000 claims 3
- 102000009105 Short Chain Dehydrogenase-Reductases Human genes 0.000 claims 2
- 108010048287 Short Chain Dehydrogenase-Reductases Proteins 0.000 claims 2
- 239000004480 active ingredient Substances 0.000 claims 2
- 125000006575 electron-withdrawing group Chemical group 0.000 claims 2
- 208000015181 infectious disease Diseases 0.000 claims 2
- 101150009274 nhr-1 gene Proteins 0.000 claims 2
- 230000002265 prevention Effects 0.000 claims 2
- 201000008827 tuberculosis Diseases 0.000 claims 2
- AGYBMBFXBIXTJT-UHFFFAOYSA-N 1-(2-dodecoxyphenyl)-1-hydroxy-2h-pyrrolo[3,4-c]pyridin-3-one Chemical compound CCCCCCCCCCCCOC1=CC=CC=C1C1(O)C2=CC=NC=C2C(=O)N1 AGYBMBFXBIXTJT-UHFFFAOYSA-N 0.000 claims 1
- WVOFXTMJBTXFSH-UHFFFAOYSA-N 1-(3-dodecoxyphenyl)-1-hydroxy-2h-pyrrolo[3,4-c]pyridin-3-one Chemical compound CCCCCCCCCCCCOC1=CC=CC(C2(O)C3=CC=NC=C3C(=O)N2)=C1 WVOFXTMJBTXFSH-UHFFFAOYSA-N 0.000 claims 1
- GYRDHKFYUFZKCL-UHFFFAOYSA-N 1-(3-dodecoxyphenyl)-1-methoxy-2h-pyrrolo[3,4-c]pyridin-3-one Chemical compound CCCCCCCCCCCCOC1=CC=CC(C2(C3=CC=NC=C3C(=O)N2)OC)=C1 GYRDHKFYUFZKCL-UHFFFAOYSA-N 0.000 claims 1
- NYWWSTLHGDABMI-UHFFFAOYSA-N 1-(3-dodecylphenyl)-1-hydroxy-2h-pyrrolo[3,4-c]pyridin-3-one Chemical compound CCCCCCCCCCCCC1=CC=CC(C2(O)C3=CC=NC=C3C(=O)N2)=C1 NYWWSTLHGDABMI-UHFFFAOYSA-N 0.000 claims 1
- OGPFXDSJOOAYCF-UHFFFAOYSA-N 1-(3-dodecylsulfanylphenyl)-1-hydroxy-2h-pyrrolo[3,4-c]pyridin-3-one Chemical compound CCCCCCCCCCCCSC1=CC=CC(C2(O)C3=CC=NC=C3C(=O)N2)=C1 OGPFXDSJOOAYCF-UHFFFAOYSA-N 0.000 claims 1
- NAOWIHVYFYKGSP-UHFFFAOYSA-N 1-hydroxy-1-(3-octoxyphenyl)-2h-pyrrolo[3,4-c]pyridin-3-one Chemical compound CCCCCCCCOC1=CC=CC(C2(O)C3=CC=NC=C3C(=O)N2)=C1 NAOWIHVYFYKGSP-UHFFFAOYSA-N 0.000 claims 1
- 125000001137 3-hydroxypropoxy group Chemical group [H]OC([H])([H])C([H])([H])C([H])([H])O* 0.000 claims 1
- 208000035143 Bacterial infection Diseases 0.000 claims 1
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims 1
- 208000035473 Communicable disease Diseases 0.000 claims 1
- 102000004190 Enzymes Human genes 0.000 claims 1
- 108090000790 Enzymes Proteins 0.000 claims 1
- 206010024229 Leprosy Diseases 0.000 claims 1
- 241001465754 Metazoa Species 0.000 claims 1
- 241000186359 Mycobacterium Species 0.000 claims 1
- 241000186367 Mycobacterium avium Species 0.000 claims 1
- 241000186366 Mycobacterium bovis Species 0.000 claims 1
- 241000187492 Mycobacterium marinum Species 0.000 claims 1
- 102000004316 Oxidoreductases Human genes 0.000 claims 1
- 108090000854 Oxidoreductases Proteins 0.000 claims 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical group C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 1
- 230000001548 androgenic effect Effects 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 230000002924 anti-infective effect Effects 0.000 claims 1
- 229960005475 antiinfective agent Drugs 0.000 claims 1
- 239000004599 antimicrobial Substances 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 claims 1
- 238000009833 condensation Methods 0.000 claims 1
- 230000005494 condensation Effects 0.000 claims 1
- PMTSWRXJWJFBSU-UHFFFAOYSA-O ethyl 2-[1-(3-dodecylphenyl)-1-hydroxy-3-oxo-2h-pyrrolo[3,4-c]pyridin-5-ium-5-yl]acetate Chemical compound CCCCCCCCCCCCC1=CC=CC(C2(O)C3=CC=[N+](CC(=O)OCC)C=C3C(=O)N2)=C1 PMTSWRXJWJFBSU-UHFFFAOYSA-O 0.000 claims 1
- QNXSIUBBGPHDDE-UHFFFAOYSA-N indan-1-one Chemical group C1=CC=C2C(=O)CCC2=C1 QNXSIUBBGPHDDE-UHFFFAOYSA-N 0.000 claims 1
- 201000004792 malaria Diseases 0.000 claims 1
- 208000027531 mycobacterial infectious disease Diseases 0.000 claims 1
- 125000006574 non-aromatic ring group Chemical group 0.000 claims 1
- 244000052769 pathogen Species 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 238000002360 preparation method Methods 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 238000007363 ring formation reaction Methods 0.000 claims 1
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000000304 alkynyl group Chemical group 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR0850778A FR2927331B1 (fr) | 2008-02-07 | 2008-02-07 | Nouveaux derives anti-infectieux, leur procede de preparation, compositions pharmaceutiques les contenant et leurs utilisations en therapeutique. |
| FR0850778 | 2008-02-07 | ||
| PCT/FR2009/050195 WO2009101345A1 (fr) | 2008-02-07 | 2009-02-06 | Nouveaux dérivés anti-infectieux, leur procédé de préparation, compositions pharmaceutiques les contenant et leurs utilisations en thérapeutique |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2011511050A JP2011511050A (ja) | 2011-04-07 |
| JP2011511050A5 true JP2011511050A5 (https=) | 2014-03-06 |
| JP5677855B2 JP5677855B2 (ja) | 2015-02-25 |
Family
ID=39745633
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010545538A Expired - Fee Related JP5677855B2 (ja) | 2008-02-07 | 2009-02-06 | 新規抗感染誘導体、それらの製造方法、それらを含有する医薬組成物、及び治療におけるその誘導体の使用 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8710073B2 (https=) |
| EP (1) | EP2240449B1 (https=) |
| JP (1) | JP5677855B2 (https=) |
| CA (1) | CA2715138A1 (https=) |
| FR (1) | FR2927331B1 (https=) |
| WO (1) | WO2009101345A1 (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BR102012033811A8 (pt) * | 2012-12-28 | 2019-12-24 | Uniao Brasileira De Educacao E Assistencia Mantenedora Da Puc Rs | compostos, uso, composição farmacêutica inibidora de redutase em microorganismos, ligante de inha, e, método para obtenção de ligantes de inha |
| BR102013006007A2 (pt) * | 2013-03-13 | 2014-11-11 | Ubea | Compostos, uso, composição farmacêutica inibidora de redutase em microorganismos, ligante de inha, e, método para obtenção de ligantes de inha a partir de derivados de acetamida, ureia, fenol e carboxamida |
| GB201322334D0 (en) * | 2013-12-17 | 2014-01-29 | Agency Science Tech & Res | Maleimide derivatives as modulators of WNT pathway |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6291586B2 (en) | 1996-05-03 | 2001-09-18 | 3M Innovative Properties Company | Amide functional ultraviolet light absorbers for polyurethanes and polyureas |
| US6328793B1 (en) * | 2000-08-03 | 2001-12-11 | Xerox Corporation | Phase change inks |
| CN101534808A (zh) * | 2005-06-27 | 2009-09-16 | 拜维尔实验室国际有限公司 | 丁氨苯丙酮盐的改良释放配制品 |
| EP2687533B1 (en) * | 2006-07-20 | 2017-07-19 | Debiopharm International SA | Acrylamide derivatives as FAB I inhibitors |
-
2008
- 2008-02-07 FR FR0850778A patent/FR2927331B1/fr not_active Expired - Fee Related
-
2009
- 2009-02-06 JP JP2010545538A patent/JP5677855B2/ja not_active Expired - Fee Related
- 2009-02-06 WO PCT/FR2009/050195 patent/WO2009101345A1/fr not_active Ceased
- 2009-02-06 CA CA2715138A patent/CA2715138A1/fr not_active Abandoned
- 2009-02-06 EP EP09710826.0A patent/EP2240449B1/fr not_active Not-in-force
- 2009-02-06 US US12/866,645 patent/US8710073B2/en not_active Expired - Fee Related
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