FR3000065A1 - Composes bicycliques ayant une activite potentialisatrice de l'activite d'un antibiotique actif contre les mycobacteries-composition et produit pharmaceutiques comprenant de tels composes - Google Patents
Composes bicycliques ayant une activite potentialisatrice de l'activite d'un antibiotique actif contre les mycobacteries-composition et produit pharmaceutiques comprenant de tels composes Download PDFInfo
- Publication number
- FR3000065A1 FR3000065A1 FR1203548A FR1203548A FR3000065A1 FR 3000065 A1 FR3000065 A1 FR 3000065A1 FR 1203548 A FR1203548 A FR 1203548A FR 1203548 A FR1203548 A FR 1203548A FR 3000065 A1 FR3000065 A1 FR 3000065A1
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- Prior art keywords
- compound according
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- antibiotic
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- bdm
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 56
- 230000003115 biocidal effect Effects 0.000 title claims abstract description 35
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 11
- 230000000694 effects Effects 0.000 title abstract description 15
- 230000003389 potentiating effect Effects 0.000 title abstract description 13
- 239000000825 pharmaceutical preparation Substances 0.000 title abstract 2
- 239000003242 anti bacterial agent Substances 0.000 claims abstract description 30
- 201000008827 tuberculosis Diseases 0.000 claims abstract description 16
- 241000894006 Bacteria Species 0.000 claims abstract description 12
- 238000011282 treatment Methods 0.000 claims abstract description 10
- 239000003814 drug Substances 0.000 claims abstract description 8
- 208000027531 mycobacterial infectious disease Diseases 0.000 claims abstract description 7
- 208000035143 Bacterial infection Diseases 0.000 claims abstract description 6
- 230000001580 bacterial effect Effects 0.000 claims abstract description 6
- 208000022362 bacterial infectious disease Diseases 0.000 claims abstract description 6
- 206010062207 Mycobacterial infection Diseases 0.000 claims abstract description 5
- 239000000203 mixture Substances 0.000 claims abstract description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 31
- AEOCXXJPGCBFJA-UHFFFAOYSA-N ethionamide Chemical compound CCC1=CC(C(N)=S)=CC=N1 AEOCXXJPGCBFJA-UHFFFAOYSA-N 0.000 claims description 30
- 229960002001 ethionamide Drugs 0.000 claims description 30
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 18
- 125000001153 fluoro group Chemical group F* 0.000 claims description 18
- 229910052731 fluorine Inorganic materials 0.000 claims description 16
- VRDIULHPQTYCLN-UHFFFAOYSA-N Prothionamide Chemical compound CCCC1=CC(C(N)=S)=CC=N1 VRDIULHPQTYCLN-UHFFFAOYSA-N 0.000 claims description 9
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 9
- 229960000918 protionamide Drugs 0.000 claims description 9
- 239000004480 active ingredient Substances 0.000 claims description 7
- 150000003556 thioamides Chemical class 0.000 claims description 7
- 125000004429 atom Chemical group 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
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- 206010024229 Leprosy Diseases 0.000 claims description 5
- 125000004122 cyclic group Chemical group 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
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- 238000002560 therapeutic procedure Methods 0.000 claims description 3
- -1 (CH2) 2CF3 Chemical group 0.000 claims description 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000006340 pentafluoro ethyl group Chemical group FC(F)(F)C(F)(F)* 0.000 claims description 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- 125000002619 bicyclic group Chemical group 0.000 abstract 1
- 229940127557 pharmaceutical product Drugs 0.000 abstract 1
- YMWUJEATGCHHMB-DICFDUPASA-N dichloromethane-d2 Chemical compound [2H]C([2H])(Cl)Cl YMWUJEATGCHHMB-DICFDUPASA-N 0.000 description 48
- 238000005160 1H NMR spectroscopy Methods 0.000 description 28
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 18
- 239000000243 solution Substances 0.000 description 14
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- 238000012360 testing method Methods 0.000 description 6
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- 102000004190 Enzymes Human genes 0.000 description 3
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- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- 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
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
-
- 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
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/451—Non condensed piperidines, e.g. piperocaine having a carbocyclic group directly attached to the heterocyclic ring, e.g. glutethimide, meperidine, loperamide, phencyclidine, piminodine
-
- 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
- A61K31/445—Non condensed piperidines, e.g. piperocaine
- A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
- A61K31/4545—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a six-membered ring with nitrogen as a ring hetero atom, e.g. pipamperone, anabasine
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- 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
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
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- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A—HUMAN NECESSITIES
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- A61P31/04—Antibacterial agents
- A61P31/08—Antibacterial agents for leprosy
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/08—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
-
- 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
- C07D211/06—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 no double bonds between ring members or between ring members and non-ring members
- C07D211/08—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 no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—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 no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/16—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 no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with acylated ring nitrogen atom
-
- 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
- C07D211/06—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 no double bonds between ring members or between ring members and non-ring members
- C07D211/08—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 no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—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 no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
-
- 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
- C07D211/06—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 no double bonds between ring members or between ring members and non-ring members
- C07D211/08—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 no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—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 no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/20—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 no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
- C07D211/22—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 no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Communicable Diseases (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Saccharide Compounds (AREA)
Priority Applications (24)
| Application Number | Priority Date | Filing Date | Title |
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| FR1203548A FR3000065A1 (fr) | 2012-12-21 | 2012-12-21 | Composes bicycliques ayant une activite potentialisatrice de l'activite d'un antibiotique actif contre les mycobacteries-composition et produit pharmaceutiques comprenant de tels composes |
| KR1020157019623A KR20150138152A (ko) | 2012-12-21 | 2013-12-20 | 마이코박테리아에 대해 유효한 항생제의 활성을 강화하는 포화된 질소 및 n-아실화된 헤테로사이클 |
| EA201590828A EA028076B1 (ru) | 2012-12-21 | 2013-12-20 | Насыщенные азотсодержащие и n-ацилированные гетероциклы, усиливающие действие активного антибиотика против микобактерий |
| JP2015548640A JP6515035B2 (ja) | 2012-12-21 | 2013-12-20 | マイコバクテリアに対して活性な抗生物質の活性を増強する飽和窒素及びn−アシル化複素環 |
| CN201380067137.2A CN104955804B (zh) | 2012-12-21 | 2013-12-20 | 增强抗分枝杆菌的活性抗生素活性的饱和的氮和n‑酰化的杂环化合物 |
| HK16103219.1A HK1215254B (en) | 2012-12-21 | 2013-12-20 | Saturated nitrogen and n-acylated heterocycles potentiating the activity of an active antibiotic against mycobacteria |
| EP13814948.9A EP2935212B1 (fr) | 2012-12-21 | 2013-12-20 | Hétérocycles azotés saturés et n-acylés potentialisant l'activité d'un antibiotique actif contre les mycobactéries |
| US14/653,669 US9957249B2 (en) | 2012-12-21 | 2013-12-20 | Saturated nitrogen and N-acylated heterocycles potentiating the activity of an active antibiotic against Mycobacteria |
| AU2013366503A AU2013366503B2 (en) | 2012-12-21 | 2013-12-20 | Saturated nitrogen and N-acylated heterocycles potentiating the activity of an active antibiotic against mycobacteria |
| SG11201504492UA SG11201504492UA (en) | 2012-12-21 | 2013-12-20 | Saturated nitrogen and n-acylated heterocycles potentiating the activity of an active antibiotic against mycobacteria |
| GEAP201313844A GEP20186857B (en) | 2012-12-21 | 2013-12-20 | Saturated nitrogen and n-acylated heterocycles potentiating the activity of an active antibiotic against mycobacteria |
| MA38275A MA38275B1 (fr) | 2012-12-21 | 2013-12-20 | Hétérocycles azotés saturés et n-acylés potentialisant l'activité d'un antibiotique actif contre les mycobactéries |
| PE2015001024A PE20151327A1 (es) | 2012-12-21 | 2013-12-20 | Heterociclos n-acetilados y de nitrogeno saturados que potencian la actividad de un antibiotico activo contra micobacterias |
| UAA201505250A UA117922C2 (uk) | 2012-12-21 | 2013-12-20 | Насичені азотовмісні та n-ациловані гетероцикли, що посилюють дію активного антибіотика проти мікобактерій |
| CA2895606A CA2895606A1 (fr) | 2012-12-21 | 2013-12-20 | Saturated nitrogen and n-acylated heterocycles potentiating the activity of an active antibiotic against mycobacteria |
| PCT/EP2013/077732 WO2014096378A1 (fr) | 2012-12-21 | 2013-12-20 | Hétérocycles azotés saturés et n-acylés potentialisant l'activité d'un antibiotique actif contre les mycobactéries |
| MX2015008029A MX2015008029A (es) | 2012-12-21 | 2013-12-20 | Heterociclos n-acetilados y de nitrogeno saturados que potencian la actividad de un antibiotico activo contra micobacterias. |
| BR112015014279A BR112015014279A2 (pt) | 2012-12-21 | 2013-12-20 | heterociclos nitrogenados saturados e n-acilados potencializando a atividade de um antibiótico ativo contra as micobactérias |
| ZA2015/03719A ZA201503719B (en) | 2012-12-21 | 2015-05-25 | Saturated nitrogen and n-acylated heterocycles potentiating the activity of an active antibiotic againts mycobacteria |
| TNP2015000202A TN2015000202A1 (en) | 2012-12-21 | 2015-05-25 | Saturated nitrogen and n-acylated heterocycles potentiating the activity of an active antibiotic against mycobacteria |
| CL2015001640A CL2015001640A1 (es) | 2012-12-21 | 2015-06-12 | Heterociclos n-acetilados y de nitrógeno saturados que potencian la actividad de un antibiótico activo contra micobacterias |
| CR20150319A CR20150319A (es) | 2012-12-21 | 2015-06-17 | Heterociclos n-acetilados y de nitrógeno saturados que potencian la actividad de un antibiótico activo contra micobacterias |
| IL239504A IL239504B (en) | 2012-12-21 | 2015-06-18 | Heterocycles with n-converted acyl and saturated nitrogen that increase the activity of active antibiotics against mycobacteria |
| PH12015501427A PH12015501427B1 (en) | 2012-12-21 | 2015-06-19 | Saturated nitrogen and n-acylated heterocycles potentiating the activity of an active antibiotic against mycobacteria |
Applications Claiming Priority (1)
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| FR1203548A FR3000065A1 (fr) | 2012-12-21 | 2012-12-21 | Composes bicycliques ayant une activite potentialisatrice de l'activite d'un antibiotique actif contre les mycobacteries-composition et produit pharmaceutiques comprenant de tels composes |
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| PE (1) | PE20151327A1 (enExample) |
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| UA (1) | UA117922C2 (enExample) |
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Families Citing this family (8)
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| JP6284547B2 (ja) | 2012-12-21 | 2018-02-28 | アリオス バイオファーマ インク. | 置換ヌクレオシド、置換ヌクレオチドおよびそれらの類似体 |
| UA111305C2 (uk) | 2012-12-21 | 2016-04-11 | Пфайзер Інк. | Конденсовані лактами арилу та гетероарилу |
| FR3000064A1 (fr) | 2012-12-21 | 2014-06-27 | Univ Lille Ii Droit & Sante | Composes de type spiroisoxazoline ayant une activite potentialisatrice de l'activite d'un antibiotique-composition et produit pharmaceutiques comprenant de tels composes |
| MY185765A (en) | 2014-06-17 | 2021-06-06 | Pfizer | Substituted dihydroisoquinolinone compounds |
| AU2018317805B2 (en) * | 2017-08-16 | 2021-04-15 | BioVersys AG | Novel compounds |
| CN111225909A (zh) * | 2017-08-16 | 2020-06-02 | 葛兰素史密斯克莱知识产权发展有限公司 | 新的化合物 |
| SMT202100727T1 (it) * | 2017-08-16 | 2022-01-10 | Glaxosmithkline Ip Dev Ltd | Nuovi composti |
| RU2767542C1 (ru) * | 2021-05-24 | 2022-03-17 | Федеральное государственное автономное образовательное учреждение высшего образования "Пермский государственный национальный исследовательский университет" (ПГНИУ) | Противотуберкулезное средство на основе 4-((гет)ароил)-3- гидрокси-1-(2-гидроксифенил)-5-(фенилтио)-1,5-дигидро-2Н-пиррол-2-онов |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0120465A1 (de) * | 1983-03-25 | 1984-10-03 | Degussa Aktiengesellschaft | Neue N-Phenyl-N'-Cycloalkylalkanoyl-piperazine und Verfahren zu deren Herstellung |
| WO2008003861A1 (fr) * | 2006-07-04 | 2008-01-10 | Institut Pasteur De Lille | Composes a effet potentialisateur de l'activite de l'ethionamide et leurs applications |
| US20110319619A1 (en) * | 2010-06-24 | 2011-12-29 | Korea Institute Of Science And Technology | Novel 1,6-disubstituted-3-amino-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridin-7-one compounds and preparation thereof |
Family Cites Families (14)
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| US4093726A (en) | 1976-12-02 | 1978-06-06 | Abbott Laboratories | N-(2-benzimidazolyl)-piperazines |
| EP1118612A1 (en) * | 2000-01-21 | 2001-07-25 | Universita Degli Studi di Firenze | Piperazine derivatives possesing nootropic activity |
| TW593556B (en) * | 2002-12-27 | 2004-06-21 | Ind Tech Res Inst | Dichroic dye, composition thereof, and liquid crystal composition and liquid-crystal display element containing the same |
| US7601844B2 (en) * | 2006-01-27 | 2009-10-13 | Bristol-Myers Squibb Company | Piperidinyl derivatives as modulators of chemokine receptor activity |
| TW200938203A (en) * | 2007-12-17 | 2009-09-16 | Intervet Int Bv | Anthelmintic agents and their use |
| EP2234643B1 (en) | 2007-12-21 | 2013-01-09 | ETH Zurich | Composition for treatment of tuberculosis |
| JP2011527677A (ja) * | 2008-07-08 | 2011-11-04 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | Nhe−1阻害剤として有用なピロリジニル及びピペリジニル化合物 |
| EP2350053B1 (en) | 2008-10-17 | 2013-12-11 | Whitehead Institute For Biomedical Research | Modulators of MTOR Complexes |
| FR2939135B1 (fr) * | 2008-12-02 | 2010-12-03 | Galderma Res & Dev | Nouveaux composes 4-(azacycloalkyl)-benzene-1,3-diol comme inhibiteurs de la tyrosinase, leur procede de preparation et leur utilisation en medecine humaine ainsi qu'en cosmetique |
| CN102458393B (zh) | 2009-06-25 | 2014-08-20 | 生物验证系统股份公司 | 治疗肺结核的组合物 |
| US8962658B2 (en) | 2011-10-25 | 2015-02-24 | Universite De Droit Et De La Sante De Lille 2 | Fluoralkylcarbonyl-oxadiazoles |
| JP2015516436A (ja) * | 2012-05-11 | 2015-06-11 | アッヴィ・インコーポレイテッド | Nampt阻害薬 |
| SG10201700454PA (en) | 2012-07-20 | 2017-03-30 | Bayer Pharma AG | Novel 5-aminotetrahydroquinoline-2-carboxylic acids and use thereof |
| FR3000064A1 (fr) | 2012-12-21 | 2014-06-27 | Univ Lille Ii Droit & Sante | Composes de type spiroisoxazoline ayant une activite potentialisatrice de l'activite d'un antibiotique-composition et produit pharmaceutiques comprenant de tels composes |
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2012
- 2012-12-21 FR FR1203548A patent/FR3000065A1/fr not_active Withdrawn
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2013
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- 2013-12-20 BR BR112015014279A patent/BR112015014279A2/pt not_active Application Discontinuation
- 2013-12-20 SG SG11201504492UA patent/SG11201504492UA/en unknown
- 2013-12-20 CA CA2895606A patent/CA2895606A1/fr not_active Abandoned
- 2013-12-20 AU AU2013366503A patent/AU2013366503B2/en not_active Ceased
- 2013-12-20 EP EP13814948.9A patent/EP2935212B1/fr active Active
- 2013-12-20 KR KR1020157019623A patent/KR20150138152A/ko not_active Ceased
- 2013-12-20 US US14/653,669 patent/US9957249B2/en active Active
- 2013-12-20 GE GEAP201313844A patent/GEP20186857B/en unknown
- 2013-12-20 MA MA38275A patent/MA38275B1/fr unknown
- 2013-12-20 WO PCT/EP2013/077732 patent/WO2014096378A1/fr not_active Ceased
- 2013-12-20 CN CN201380067137.2A patent/CN104955804B/zh active Active
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| Publication number | Priority date | Publication date | Assignee | Title |
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| EP0120465A1 (de) * | 1983-03-25 | 1984-10-03 | Degussa Aktiengesellschaft | Neue N-Phenyl-N'-Cycloalkylalkanoyl-piperazine und Verfahren zu deren Herstellung |
| WO2008003861A1 (fr) * | 2006-07-04 | 2008-01-10 | Institut Pasteur De Lille | Composes a effet potentialisateur de l'activite de l'ethionamide et leurs applications |
| US20110319619A1 (en) * | 2010-06-24 | 2011-12-29 | Korea Institute Of Science And Technology | Novel 1,6-disubstituted-3-amino-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridin-7-one compounds and preparation thereof |
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| Publication number | Publication date |
|---|---|
| AU2013366503B2 (en) | 2018-02-01 |
| JP2016503778A (ja) | 2016-02-08 |
| EP2935212A1 (fr) | 2015-10-28 |
| KR20150138152A (ko) | 2015-12-09 |
| CL2015001640A1 (es) | 2016-01-29 |
| HK1215254A1 (zh) | 2016-08-19 |
| TN2015000202A1 (en) | 2016-10-03 |
| US20150307471A1 (en) | 2015-10-29 |
| IL239504A0 (en) | 2015-08-31 |
| CA2895606A1 (fr) | 2014-06-26 |
| PE20151327A1 (es) | 2015-10-12 |
| UA117922C2 (uk) | 2018-10-25 |
| CN104955804A (zh) | 2015-09-30 |
| EA201590828A1 (ru) | 2015-11-30 |
| EP2935212B1 (fr) | 2019-02-27 |
| MA38275B1 (fr) | 2018-09-28 |
| BR112015014279A2 (pt) | 2017-07-11 |
| ZA201503719B (en) | 2016-11-30 |
| MA38275A1 (fr) | 2017-11-30 |
| MX2015008029A (es) | 2015-10-30 |
| JP6515035B2 (ja) | 2019-05-15 |
| PH12015501427A1 (en) | 2015-09-14 |
| US9957249B2 (en) | 2018-05-01 |
| PH12015501427B1 (en) | 2015-09-14 |
| GEP20186857B (en) | 2018-06-11 |
| CN104955804B (zh) | 2018-02-09 |
| WO2014096378A1 (fr) | 2014-06-26 |
| IL239504B (en) | 2018-10-31 |
| AU2013366503A1 (en) | 2015-07-09 |
| EA028076B1 (ru) | 2017-10-31 |
| SG11201504492UA (en) | 2015-07-30 |
| CR20150319A (es) | 2015-09-14 |
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