RU2017101154A - Арилгидразиды, содержащие 2-пиридоновый фрагмент, в качестве селективных антибактериальных агентов - Google Patents
Арилгидразиды, содержащие 2-пиридоновый фрагмент, в качестве селективных антибактериальных агентов Download PDFInfo
- Publication number
- RU2017101154A RU2017101154A RU2017101154A RU2017101154A RU2017101154A RU 2017101154 A RU2017101154 A RU 2017101154A RU 2017101154 A RU2017101154 A RU 2017101154A RU 2017101154 A RU2017101154 A RU 2017101154A RU 2017101154 A RU2017101154 A RU 2017101154A
- Authority
- RU
- Russia
- Prior art keywords
- alkyl
- alkoxy
- hydrogen
- halogen
- independently selected
- Prior art date
Links
- 239000004599 antimicrobial Substances 0.000 title 1
- UBQKCCHYAOITMY-UHFFFAOYSA-N pyridin-2-ol Chemical group OC1=CC=CC=N1 UBQKCCHYAOITMY-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims 194
- 229910052739 hydrogen Inorganic materials 0.000 claims 37
- 239000001257 hydrogen Substances 0.000 claims 37
- 150000001875 compounds Chemical class 0.000 claims 36
- 125000003545 alkoxy group Chemical group 0.000 claims 34
- -1 —OH Inorganic materials 0.000 claims 23
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 20
- 150000002431 hydrogen Chemical class 0.000 claims 17
- 229910052736 halogen Inorganic materials 0.000 claims 11
- 150000002367 halogens Chemical class 0.000 claims 11
- 150000003839 salts Chemical class 0.000 claims 9
- 239000012453 solvate Substances 0.000 claims 9
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 8
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 8
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 8
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 8
- NQIGVOXZWAROOG-UHFFFAOYSA-N 1-methyl-6-oxopyridine-2-carboxylic acid Chemical compound CN1C(C(O)=O)=CC=CC1=O NQIGVOXZWAROOG-UHFFFAOYSA-N 0.000 claims 5
- 241000588626 Acinetobacter baumannii Species 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 208000015181 infectious disease Diseases 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 230000002265 prevention Effects 0.000 claims 3
- 239000003242 anti bacterial agent Substances 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- FXKINDGWHBDPDY-UHFFFAOYSA-N 1-(2-amino-2-oxoethyl)-6-oxopyridine-2-carboxylic acid Chemical compound NC(CN1C(=CC=CC1=O)C(=O)O)=O FXKINDGWHBDPDY-UHFFFAOYSA-N 0.000 claims 1
- UTHKVSFOOCIQAL-UHFFFAOYSA-N 1-[(2-chlorophenyl)methyl]-6-oxopyridine-3-carboxylic acid Chemical compound C1=C(C(=O)O)C=CC(=O)N1CC1=CC=CC=C1Cl UTHKVSFOOCIQAL-UHFFFAOYSA-N 0.000 claims 1
- UUOJFUONBLNEEP-UHFFFAOYSA-N 1-[(3-methylphenyl)methyl]-2-oxopyridine-3-carboxylic acid Chemical compound CC1=CC=CC(CN2C(C(C(O)=O)=CC=C2)=O)=C1 UUOJFUONBLNEEP-UHFFFAOYSA-N 0.000 claims 1
- UXQGAMVICZDTEV-UHFFFAOYSA-N 1-[2-(dimethylamino)-2-oxoethyl]-6-oxopyridine-2-carboxylic acid Chemical compound CN(C(CN1C(=CC=CC1=O)C(=O)O)=O)C UXQGAMVICZDTEV-UHFFFAOYSA-N 0.000 claims 1
- MAZIROXFIAJVQN-UHFFFAOYSA-N 1-benzyl-2-oxo-n'-[2-(trifluoromethyl)phenyl]pyridine-3-carbohydrazide Chemical compound FC(F)(F)C1=CC=CC=C1NNC(=O)C(C1=O)=CC=CN1CC1=CC=CC=C1 MAZIROXFIAJVQN-UHFFFAOYSA-N 0.000 claims 1
- WXNLKTSGVAMFOB-UHFFFAOYSA-N 1-methyl-2-oxo-n'-(2,4,6-trichlorophenyl)pyridine-4-carbohydrazide Chemical compound O=C1N(C)C=CC(C(=O)NNC=2C(=CC(Cl)=CC=2Cl)Cl)=C1 WXNLKTSGVAMFOB-UHFFFAOYSA-N 0.000 claims 1
- XUKWOJNDLIOXSC-UHFFFAOYSA-N 1-methyl-2-oxopyridine-4-carboxylic acid Chemical compound CN1C=CC(C(O)=O)=CC1=O XUKWOJNDLIOXSC-UHFFFAOYSA-N 0.000 claims 1
- IQRMMSOCEVXJTF-UHFFFAOYSA-N 1-methyl-6-oxo-N'-phenylpyridine-2-carbohydrazide Chemical compound C1(=CC=CC=C1)NNC(=O)C=1N(C(C=CC=1)=O)C IQRMMSOCEVXJTF-UHFFFAOYSA-N 0.000 claims 1
- 125000004172 4-methoxyphenyl group Chemical group [H]C1=C([H])C(OC([H])([H])[H])=C([H])C([H])=C1* 0.000 claims 1
- YPTMUSIOZIZXCC-UHFFFAOYSA-N 6-oxo-1-(2,2,2-trifluoroethyl)pyridine-2-carboxylic acid Chemical compound OC(=O)C1=CC=CC(=O)N1CC(F)(F)F YPTMUSIOZIZXCC-UHFFFAOYSA-N 0.000 claims 1
- FBJGDKDUIFLGNT-UHFFFAOYSA-N 6-oxo-1-prop-2-ynylpyridine-2-carboxylic acid Chemical compound C(C#C)N1C(=CC=CC1=O)C(=O)O FBJGDKDUIFLGNT-UHFFFAOYSA-N 0.000 claims 1
- 208000035143 Bacterial infection Diseases 0.000 claims 1
- 208000022362 bacterial infectious disease Diseases 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/86—Hydrazides; Thio or imino analogues thereof
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
- C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4412—Non condensed pyridines; Hydrogenated derivatives thereof having oxo groups directly attached to the heterocyclic ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/86—Hydrazides; Thio or imino analogues thereof
- C07D213/87—Hydrazides; Thio or imino analogues thereof in position 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP14179089 | 2014-07-30 | ||
| EP14179089.9 | 2014-07-30 | ||
| PCT/EP2015/067345 WO2016016291A1 (en) | 2014-07-30 | 2015-07-29 | Arylhydrazides containing a 2-pyridone moiety as selective antibacterial agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2017101154A true RU2017101154A (ru) | 2018-08-30 |
| RU2017101154A3 RU2017101154A3 (enExample) | 2019-01-30 |
Family
ID=51260651
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2017101154A RU2017101154A (ru) | 2014-07-30 | 2015-07-29 | Арилгидразиды, содержащие 2-пиридоновый фрагмент, в качестве селективных антибактериальных агентов |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US9840467B2 (enExample) |
| EP (1) | EP3174852B1 (enExample) |
| JP (1) | JP2017523197A (enExample) |
| KR (1) | KR20170038822A (enExample) |
| CN (1) | CN106660962A (enExample) |
| AU (1) | AU2015295380A1 (enExample) |
| BR (1) | BR112017001803A2 (enExample) |
| CA (1) | CA2955559A1 (enExample) |
| CL (1) | CL2017000231A1 (enExample) |
| DK (1) | DK3174852T3 (enExample) |
| ES (1) | ES2687826T3 (enExample) |
| MX (1) | MX2017001280A (enExample) |
| PE (1) | PE20170430A1 (enExample) |
| PH (1) | PH12017500057A1 (enExample) |
| PL (1) | PL3174852T3 (enExample) |
| PT (1) | PT3174852T (enExample) |
| RU (1) | RU2017101154A (enExample) |
| WO (1) | WO2016016291A1 (enExample) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2016347456B2 (en) | 2015-10-27 | 2018-12-13 | F. Hoffmann-La Roche Ag | Peptide macrocycles against acinetobacter baumannii |
| ES2651943B2 (es) * | 2016-07-29 | 2018-08-14 | ABAC Therapeutics, S.L. | Agentes antibacterianos de 2-pirrolidin fenilihidrazidas |
| US11505573B2 (en) | 2018-03-28 | 2022-11-22 | Hoffmann-La Roche Inc. | Peptide macrocycles against Acinetobacter baumannii |
| US11819532B2 (en) | 2018-04-23 | 2023-11-21 | Hoffmann-La Roche Inc. | Peptide macrocycles against Acinetobacter baumannii |
| WO2020169683A1 (en) * | 2019-02-19 | 2020-08-27 | Yncrea Hauts De France | Hydrazonopyrrolidine derivatives for use in preventing and/or treating disorders associated to acinetobacter baumannii |
| WO2020169682A1 (en) * | 2019-02-19 | 2020-08-27 | Yncrea Hauts De France | Hydrazide derivatives and their specific use as antibacterial agents by controlling acinetobacter baumannii bacterium |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0399058A (ja) * | 1989-09-09 | 1991-04-24 | Kaken Pharmaceut Co Ltd | 複素５員環化合物 |
| AP1822A (en) * | 2002-02-14 | 2008-01-30 | Pharmacia Corp | Substituted pyridinones as modulators of P38 MAP kinase. |
| SE0203348D0 (sv) * | 2002-11-12 | 2002-11-12 | Astrazeneca Ab | Novel compounds |
| TW200500341A (en) * | 2002-11-12 | 2005-01-01 | Astrazeneca Ab | Novel compounds |
| US20070155744A1 (en) * | 2004-01-30 | 2007-07-05 | Istituto Di Ricerche Di Biologia Molecolare P, Angeletti S.P.A. | N-benzyl-3,4-dihyroxypyridine-2-carboxamide and n-benzyl-2,3-dihydroxypyridine-4- carboxamide compounds useful as hiv integrase inhibitors |
| WO2012051708A1 (en) * | 2010-10-21 | 2012-04-26 | The University Of British Columbia | Anti-bacterial pyruvate kinase modulator compounds, compositions, uses, and methods |
| CN105531282A (zh) * | 2013-07-14 | 2016-04-27 | 阿西罗斯股份有限公司 | 治疗与线粒体功能或抑制PDE4、PDE5和IKK-β相关的病况的源自茶藨子属物种的生物碱组合物 |
| KR102076820B1 (ko) * | 2013-10-21 | 2020-02-13 | 주식회사 대웅테라퓨틱스 | 신규한 항진균성 옥소다이하이드로피리딘카보하이드라자이드 유도체 |
-
2015
- 2015-07-29 DK DK15750274.1T patent/DK3174852T3/en active
- 2015-07-29 CA CA2955559A patent/CA2955559A1/en not_active Abandoned
- 2015-07-29 US US15/500,333 patent/US9840467B2/en active Active
- 2015-07-29 PE PE2017000133A patent/PE20170430A1/es not_active Application Discontinuation
- 2015-07-29 MX MX2017001280A patent/MX2017001280A/es unknown
- 2015-07-29 RU RU2017101154A patent/RU2017101154A/ru not_active Application Discontinuation
- 2015-07-29 CN CN201580041697.XA patent/CN106660962A/zh active Pending
- 2015-07-29 EP EP15750274.1A patent/EP3174852B1/en active Active
- 2015-07-29 KR KR1020177003051A patent/KR20170038822A/ko not_active Withdrawn
- 2015-07-29 ES ES15750274.1T patent/ES2687826T3/es active Active
- 2015-07-29 JP JP2017505253A patent/JP2017523197A/ja active Pending
- 2015-07-29 BR BR112017001803A patent/BR112017001803A2/pt not_active Application Discontinuation
- 2015-07-29 PL PL15750274T patent/PL3174852T3/pl unknown
- 2015-07-29 AU AU2015295380A patent/AU2015295380A1/en not_active Abandoned
- 2015-07-29 PT PT15750274T patent/PT3174852T/pt unknown
- 2015-07-29 WO PCT/EP2015/067345 patent/WO2016016291A1/en not_active Ceased
-
2017
- 2017-01-09 PH PH12017500057A patent/PH12017500057A1/en unknown
- 2017-01-27 CL CL2017000231A patent/CL2017000231A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| EP3174852B1 (en) | 2018-07-18 |
| US9840467B2 (en) | 2017-12-12 |
| MX2017001280A (es) | 2017-06-20 |
| WO2016016291A1 (en) | 2016-02-04 |
| US20170217887A1 (en) | 2017-08-03 |
| ES2687826T3 (es) | 2018-10-29 |
| BR112017001803A2 (pt) | 2018-02-14 |
| CA2955559A1 (en) | 2016-02-04 |
| JP2017523197A (ja) | 2017-08-17 |
| PH12017500057A1 (en) | 2017-05-15 |
| KR20170038822A (ko) | 2017-04-07 |
| EP3174852A1 (en) | 2017-06-07 |
| PT3174852T (pt) | 2018-10-23 |
| PL3174852T3 (pl) | 2018-11-30 |
| CN106660962A (zh) | 2017-05-10 |
| AU2015295380A1 (en) | 2017-02-02 |
| DK3174852T3 (en) | 2018-09-10 |
| RU2017101154A3 (enExample) | 2019-01-30 |
| PE20170430A1 (es) | 2017-04-13 |
| CL2017000231A1 (es) | 2017-07-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA92 | Acknowledgement of application withdrawn (lack of supplementary materials submitted) |
Effective date: 20190515 |