JP2016190843A5 - - Google Patents
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- JP2016190843A5 JP2016190843A5 JP2016079689A JP2016079689A JP2016190843A5 JP 2016190843 A5 JP2016190843 A5 JP 2016190843A5 JP 2016079689 A JP2016079689 A JP 2016079689A JP 2016079689 A JP2016079689 A JP 2016079689A JP 2016190843 A5 JP2016190843 A5 JP 2016190843A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- compound
- formula
- halo
- pharmaceutically acceptable
- 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.)
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- 125000000217 alkyl group Chemical group 0.000 claims description 32
- 150000001875 compounds Chemical class 0.000 claims description 28
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 239000001257 hydrogen Substances 0.000 claims description 17
- 125000001475 halogen functional group Chemical group 0.000 claims description 16
- 125000001072 heteroaryl group Chemical group 0.000 claims description 13
- 125000003545 alkoxy group Chemical group 0.000 claims description 11
- 125000003118 aryl group Chemical group 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical group N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 10
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 8
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 7
- 229910052757 nitrogen Chemical group 0.000 claims description 7
- 208000035143 Bacterial infection Diseases 0.000 claims description 6
- 208000022362 bacterial infectious disease Diseases 0.000 claims description 6
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 6
- 239000008194 pharmaceutical composition Substances 0.000 claims description 6
- 125000001424 substituent group Chemical group 0.000 claims description 6
- 125000004104 aryloxy group Chemical group 0.000 claims description 5
- 239000003937 drug carrier Substances 0.000 claims description 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 5
- -1 benzo [1,3] dioxolyl Chemical group 0.000 claims description 4
- 238000004519 manufacturing process Methods 0.000 claims description 4
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 4
- 241000894006 Bacteria Species 0.000 claims description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
- 102000004190 Enzymes Human genes 0.000 claims description 3
- 108090000790 Enzymes Proteins 0.000 claims description 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 3
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 3
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000002541 furyl group Chemical group 0.000 claims description 3
- 125000000842 isoxazolyl group Chemical group 0.000 claims description 3
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 3
- 125000004076 pyridyl group Chemical group 0.000 claims description 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims description 3
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 3
- 125000001113 thiadiazolyl group Chemical group 0.000 claims description 3
- 125000000335 thiazolyl group Chemical group 0.000 claims description 3
- 125000001544 thienyl group Chemical group 0.000 claims description 3
- 125000001425 triazolyl group Chemical group 0.000 claims description 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims description 2
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 125000005129 aryl carbonyl group Chemical group 0.000 claims description 2
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims description 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims description 2
- 239000003814 drug Substances 0.000 claims description 2
- 239000012458 free base Substances 0.000 claims description 2
- 125000002883 imidazolyl group Chemical group 0.000 claims description 2
- 125000001041 indolyl group Chemical group 0.000 claims description 2
- 125000001786 isothiazolyl group Chemical group 0.000 claims description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 2
- 125000001715 oxadiazolyl group Chemical group 0.000 claims description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims description 2
- 125000002098 pyridazinyl group Chemical group 0.000 claims description 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims description 2
- 125000003507 tetrahydrothiofenyl group Chemical group 0.000 claims description 2
- 238000000034 method Methods 0.000 claims 1
- 0 *C(**N1CC(C*C2)C2C1)=CN=C(C(CC1)=I)NC1=O Chemical compound *C(**N1CC(C*C2)C2C1)=CN=C(C(CC1)=I)NC1=O 0.000 description 20
- NTCIVFVXQRQTMS-LOACFLACSA-N C#CN1C[C@H](CN(C2)C(/C=C/c3cc(CCC(N4)=O)c4nc3)=O)[C@H]2C1 Chemical compound C#CN1C[C@H](CN(C2)C(/C=C/c3cc(CCC(N4)=O)c4nc3)=O)[C@H]2C1 NTCIVFVXQRQTMS-LOACFLACSA-N 0.000 description 1
- JWUUPDKWHPKBFF-RCQLRVLXSA-N C/C=C(/C)\C(\C(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O)=C/C Chemical compound C/C=C(/C)\C(\C(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O)=C/C JWUUPDKWHPKBFF-RCQLRVLXSA-N 0.000 description 1
- STVWBNMXXSCBFH-GORDUTHDSA-N CC(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O Chemical compound CC(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O STVWBNMXXSCBFH-GORDUTHDSA-N 0.000 description 1
- KELVAMQBGKMJHU-GORDUTHDSA-N CC(c([s]cc1)c1C(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O)O Chemical compound CC(c([s]cc1)c1C(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O)O KELVAMQBGKMJHU-GORDUTHDSA-N 0.000 description 1
- LPUIZMWLTWEMIK-DHZHZOJOSA-N CCC(C1)(C(C2)CN1C(/C=C/c(cc1CC3)cnc1NC3=O)=O)C=C2c1ccccc1 Chemical compound CCC(C1)(C(C2)CN1C(/C=C/c(cc1CC3)cnc1NC3=O)=O)C=C2c1ccccc1 LPUIZMWLTWEMIK-DHZHZOJOSA-N 0.000 description 1
- YWKVFQPDXVHZCZ-ZZXKWVIFSA-N CCC(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O Chemical compound CCC(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O YWKVFQPDXVHZCZ-ZZXKWVIFSA-N 0.000 description 1
- VWLPXBOGRXQIPW-ZZXKWVIFSA-N CCOC(C(C1)=CC(C2)C1CN2C(/C=C/c1cc(CCC(N2)=O)c2nc1)=O)=O Chemical compound CCOC(C(C1)=CC(C2)C1CN2C(/C=C/c1cc(CCC(N2)=O)c2nc1)=O)=O VWLPXBOGRXQIPW-ZZXKWVIFSA-N 0.000 description 1
- PDKZHYXZLSECQY-ZZXKWVIFSA-N CN(C)C(C(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O)=O Chemical compound CN(C)C(C(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O)=O PDKZHYXZLSECQY-ZZXKWVIFSA-N 0.000 description 1
- DYOBLZXEGUUHDN-GORDUTHDSA-N COC(C1)CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O Chemical compound COC(C1)CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O DYOBLZXEGUUHDN-GORDUTHDSA-N 0.000 description 1
- SBOYOPATFOEOMK-RMKNXTFCSA-N COc(cccc1)c1C(C1)=CC(C2)C1CN2C(/C=C/c1cc(CCC(N2)=O)c2nc1)=O Chemical compound COc(cccc1)c1C(C1)=CC(C2)C1CN2C(/C=C/c1cc(CCC(N2)=O)c2nc1)=O SBOYOPATFOEOMK-RMKNXTFCSA-N 0.000 description 1
- JUUXATXKFOETIP-ZZXKWVIFSA-N C[O](C)c1c(C(C2)=CC(C3)C2CN3C(/C=C/c(cc2CC3)cnc2NC3=O)=O)[s]cc1 Chemical compound C[O](C)c1c(C(C2)=CC(C3)C2CN3C(/C=C/c(cc2CC3)cnc2NC3=O)=O)[s]cc1 JUUXATXKFOETIP-ZZXKWVIFSA-N 0.000 description 1
- MVRPXJRQLWERQS-GORDUTHDSA-N Cc1c(C(C2)=CC(C3)C2CN3C(/C=C/c2cc(CCC(N3)=O)c3nc2)=O)[s]cc1 Chemical compound Cc1c(C(C2)=CC(C3)C2CN3C(/C=C/c2cc(CCC(N3)=O)c3nc2)=O)[s]cc1 MVRPXJRQLWERQS-GORDUTHDSA-N 0.000 description 1
- ZWNANOGHPZFMMK-GORDUTHDSA-N Cc1c[s]c(C(C2)=CC(C3)C2CN3C(/C=C/c2cc(CCC(N3)=O)c3nc2)=O)c1 Chemical compound Cc1c[s]c(C(C2)=CC(C3)C2CN3C(/C=C/c2cc(CCC(N3)=O)c3nc2)=O)c1 ZWNANOGHPZFMMK-GORDUTHDSA-N 0.000 description 1
- ZJCBSKDBWAGQPE-XVNBXDOJSA-N Cc1ccc(C(C2)=CC(C3)C2CN3C(/C=C/c(cc2CC3)cnc2NC3=O)=O)[s]1 Chemical compound Cc1ccc(C(C2)=CC(C3)C2CN3C(/C=C/c(cc2CC3)cnc2NC3=O)=O)[s]1 ZJCBSKDBWAGQPE-XVNBXDOJSA-N 0.000 description 1
- DOMUSBOTBVCQAW-XVNBXDOJSA-N Cc1ccc(C(C2)=CC(C3)C2CN3C(/C=C/c2cc(CCC(N3)=O)c3nc2)=O)[o]1 Chemical compound Cc1ccc(C(C2)=CC(C3)C2CN3C(/C=C/c2cc(CCC(N3)=O)c3nc2)=O)[o]1 DOMUSBOTBVCQAW-XVNBXDOJSA-N 0.000 description 1
- 241000699670 Mus sp. Species 0.000 description 1
- CFQIXZOSNFEDDD-DAFODLJHSA-N NC(C(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O)=O Chemical compound NC(C(C1)=CC(C2)C1CN2C(/C=C/c(cc1CC2)cnc1NC2=O)=O)=O CFQIXZOSNFEDDD-DAFODLJHSA-N 0.000 description 1
- SWLJRNNXXOGSTO-BWNRDHJKSA-N O=C(/C=C/c(cc1CC2)cnc1NC2=O)N(C1)C[C@@H](C2)[C@H]1CN2c1cc(Cl)ccc1 Chemical compound O=C(/C=C/c(cc1CC2)cnc1NC2=O)N(C1)C[C@@H](C2)[C@H]1CN2c1cc(Cl)ccc1 SWLJRNNXXOGSTO-BWNRDHJKSA-N 0.000 description 1
- WUTXJXPXEUNJKS-QFDSWDFVSA-N O=C(/C=C/c(cc1CC2)cnc1NC2=O)N(C1)C[C@@H](C2)[C@H]1CN2c1ccccc1 Chemical compound O=C(/C=C/c(cc1CC2)cnc1NC2=O)N(C1)C[C@@H](C2)[C@H]1CN2c1ccccc1 WUTXJXPXEUNJKS-QFDSWDFVSA-N 0.000 description 1
- XDTKMCDFAJHPSD-LZCJLJQNSA-N O=C(/C=C/c(cc1CC2)cnc1NC2=O)N(CC1C2)CC1C=C2c([s]1)ccc1Cl Chemical compound O=C(/C=C/c(cc1CC2)cnc1NC2=O)N(CC1C2)CC1C=C2c([s]1)ccc1Cl XDTKMCDFAJHPSD-LZCJLJQNSA-N 0.000 description 1
- PJTZAENKRJVGMP-DAFODLJHSA-N O=C(/C=C/c(cc1CC2)cnc1NC2=O)N1CC(CC(C2)(F)F)C2C1 Chemical compound O=C(/C=C/c(cc1CC2)cnc1NC2=O)N1CC(CC(C2)(F)F)C2C1 PJTZAENKRJVGMP-DAFODLJHSA-N 0.000 description 1
- BJZMKFZXAANTDL-DAFODLJHSA-N O=C(/C=C/c(cc1CC2)cnc1NC2=O)N1CC(CC(C2)[n]3nccn3)C2C1 Chemical compound O=C(/C=C/c(cc1CC2)cnc1NC2=O)N1CC(CC(C2)[n]3nccn3)C2C1 BJZMKFZXAANTDL-DAFODLJHSA-N 0.000 description 1
- HAMICPIHVXUBQG-PBPLUFFFSA-N O=C(/C=C/c1cc(CCC(N2)=O)c2nc1)N(C1)C[C@@H](C2)[C@H]1CN2c(cc1)ccc1Cl Chemical compound O=C(/C=C/c1cc(CCC(N2)=O)c2nc1)N(C1)C[C@@H](C2)[C@H]1CN2c(cc1)ccc1Cl HAMICPIHVXUBQG-PBPLUFFFSA-N 0.000 description 1
- CTVSGEOIQUCIMM-ZZXKWVIFSA-N O=C(/C=C/c1cc(CCC(N2)=O)c2nc1)N(CC1C2)CC1C=C2c(cccn1)c1Cl Chemical compound O=C(/C=C/c1cc(CCC(N2)=O)c2nc1)N(CC1C2)CC1C=C2c(cccn1)c1Cl CTVSGEOIQUCIMM-ZZXKWVIFSA-N 0.000 description 1
- CPVUMKGKEKLEIZ-DAFODLJHSA-N O=C(/C=C/c1cc(CCC(N2)=O)c2nc1)N(CC1C2)CC1C=C2c1cncnc1 Chemical compound O=C(/C=C/c1cc(CCC(N2)=O)c2nc1)N(CC1C2)CC1C=C2c1cncnc1 CPVUMKGKEKLEIZ-DAFODLJHSA-N 0.000 description 1
- HBKQZVDRMAOABP-DAFODLJHSA-N O=C(/C=C/c1cc(CCC(N2)=O)c2nc1)N1CC(CC(C2)[n]3nncc3)C2C1 Chemical compound O=C(/C=C/c1cc(CCC(N2)=O)c2nc1)N1CC(CC(C2)[n]3nncc3)C2C1 HBKQZVDRMAOABP-DAFODLJHSA-N 0.000 description 1
- ZFZNZDGDMAYISN-QPJJXVBHSA-N O=C(/C=C/c1cc(CCC(N2)=O)c2nc1)N1CC2C=CCC2C1 Chemical compound O=C(/C=C/c1cc(CCC(N2)=O)c2nc1)N1CC2C=CCC2C1 ZFZNZDGDMAYISN-QPJJXVBHSA-N 0.000 description 1
- FCQCIKAMISGOKH-UHFFFAOYSA-N O=C(C#Cc1cc(CCC(N2)=O)c2nc1)N(CC1C2)CC1C=C2c1ccccc1 Chemical compound O=C(C#Cc1cc(CCC(N2)=O)c2nc1)N(CC1C2)CC1C=C2c1ccccc1 FCQCIKAMISGOKH-UHFFFAOYSA-N 0.000 description 1
- BGBKVBRKZMWMIR-GORDUTHDSA-N OC(/C=C/c1cc(CCC(N2)=O)c2nc1)N1CC(CC(C2)[n]3nccc3)C2C1 Chemical compound OC(/C=C/c1cc(CCC(N2)=O)c2nc1)N1CC(CC(C2)[n]3nccc3)C2C1 BGBKVBRKZMWMIR-GORDUTHDSA-N 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11177119.2 | 2011-08-10 | ||
| EP11177119 | 2011-08-10 |
Related Parent Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014524410A Division JP5921687B2 (ja) | 2011-08-10 | 2012-08-10 | 抗菌性シクロペンタ［ｃ］ピロール置換３，４−ジヒドロ−１ｈ−［１，８］−ナフチリジノン類 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2016190843A JP2016190843A (ja) | 2016-11-10 |
| JP2016190843A5 true JP2016190843A5 (https=) | 2017-01-12 |
Family
ID=46650549
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014524410A Expired - Fee Related JP5921687B2 (ja) | 2011-08-10 | 2012-08-10 | 抗菌性シクロペンタ［ｃ］ピロール置換３，４−ジヒドロ−１ｈ−［１，８］−ナフチリジノン類 |
| JP2016079689A Withdrawn JP2016190843A (ja) | 2011-08-10 | 2016-04-12 | 抗菌性シクロペンタ［ｃ］ピロール置換３，４−ジヒドロ−１ｈ−［１，８］−ナフチリジノン類 |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2014524410A Expired - Fee Related JP5921687B2 (ja) | 2011-08-10 | 2012-08-10 | 抗菌性シクロペンタ［ｃ］ピロール置換３，４−ジヒドロ−１ｈ−［１，８］−ナフチリジノン類 |
Country Status (24)
| Country | Link |
|---|---|
| US (7) | US8906923B2 (https=) |
| EP (1) | EP2742045B1 (https=) |
| JP (2) | JP5921687B2 (https=) |
| KR (1) | KR101996862B1 (https=) |
| CN (2) | CN103874698B (https=) |
| AR (1) | AR087508A1 (https=) |
| AU (1) | AU2012293621B2 (https=) |
| BR (1) | BR112014003063B1 (https=) |
| CA (1) | CA2842518C (https=) |
| CL (1) | CL2014000289A1 (https=) |
| DK (1) | DK2742045T3 (https=) |
| EA (1) | EA201490438A1 (https=) |
| ES (1) | ES2721658T3 (https=) |
| HU (1) | HUE042978T2 (https=) |
| IL (1) | IL230549A (https=) |
| JO (1) | JO3611B1 (https=) |
| MX (1) | MX348128B (https=) |
| PE (1) | PE20141410A1 (https=) |
| PH (1) | PH12014500317A1 (https=) |
| TR (1) | TR201905537T4 (https=) |
| TW (1) | TWI568731B (https=) |
| UA (1) | UA111210C2 (https=) |
| UY (1) | UY34253A (https=) |
| WO (1) | WO2013021054A1 (https=) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JO3611B1 (ar) * | 2011-08-10 | 2020-08-27 | Janssen Sciences Ireland Uc | سايكلو بنتا (سي (بيرول 4,3 ثاني هيدرو 1 hمستبدله [8,1] نافثيريدينونات مضادة للجراثيم |
| EP2742047B1 (en) | 2011-08-10 | 2021-05-12 | Janssen Sciences Ireland Unlimited Company | Antibacterial piperidinyl substituted 3,4-dihydro-1h-[1,8]naphthyridinones |
| CN104981466B (zh) * | 2012-08-10 | 2019-06-14 | 爱尔兰詹森科学公司 | 抗细菌化合物 |
| WO2015048507A1 (en) | 2013-09-26 | 2015-04-02 | Mnemosyne Pharmaceuticals, Inc. | Selective octahydro-cyclopenta[c] pyrrole negative modulators of nr2b |
| JO3579B1 (ar) * | 2014-09-26 | 2020-07-05 | Luc Therapeutics Inc | مُعدِلات تفاغرية سالبة لمستقبل nr2b من المركب n-ألكيل أريل-5-أوكسي أريل-ثامن هيدرو-خماسي الحلقة [c] بيرول |
| ES2747768T3 (es) | 2017-03-20 | 2020-03-11 | Forma Therapeutics Inc | Composiciones de pirrolopirrol como activadores de quinasa de piruvato (PKR) |
| WO2019177975A1 (en) | 2018-03-12 | 2019-09-19 | The Board Of Trustees Of The University Of Illinois | Antibiotics effective for gram-negative pathogens |
| US12053458B2 (en) | 2018-09-19 | 2024-08-06 | Novo Nordisk Health Care Ag | Treating sickle cell disease with a pyruvate kinase R activating compound |
| ES2989438T3 (es) | 2018-09-19 | 2024-11-26 | Novo Nordisk Healthcare Ag | Activación de la piruvato cinasa R |
| CA3119390A1 (en) | 2018-11-12 | 2020-05-22 | Debiopharm International S.A. | Antibiotic compounds, methods of manufacturing the same, pharmaceutical compositions containing the same and uses thereof |
| US20220378756A1 (en) | 2019-09-19 | 2022-12-01 | Forma Therapeutics, Inc. | Activating pyruvate kinase r |
| MX2023010941A (es) * | 2021-03-17 | 2023-11-28 | Janssen Sciences Ireland Unlimited Co | Compuestos antibacterianos. |
| US12128035B2 (en) | 2021-03-19 | 2024-10-29 | Novo Nordisk Health Care Ag | Activating pyruvate kinase R |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4215123A (en) * | 1979-05-07 | 1980-07-29 | American Home Products Corporation | Antisecretory 4-oxy-3-carboxy or cyano-1,2-dihydro-2-oxo-1,8-naphthyridine derivatives |
| ATE285821T1 (de) | 1999-10-08 | 2005-01-15 | Affinium Pharm Inc | Fab i inhibitoren |
| CO5251397A1 (es) | 1999-10-08 | 2003-02-28 | Smithkline Beecham Corp | Inhibidores de fab i |
| ATE294578T1 (de) | 1999-10-08 | 2005-05-15 | Affinium Pharm Inc | Fab i hemmer |
| CA2444597A1 (en) | 2001-04-06 | 2002-10-06 | Affinium Pharmaceuticals, Inc. | Fab i inhibitors |
| EP2848614A3 (en) * | 2004-06-04 | 2015-07-29 | Debiopharm International SA | Acrylamide derivatives as antibiotic agents |
| US7732612B2 (en) | 2004-09-09 | 2010-06-08 | Janssen Pharmaceutica, N.V. | 7-amino alkylidenyl-heterocyclic quinolones and naphthyridones |
| US7973060B2 (en) | 2005-10-13 | 2011-07-05 | Crystalgenomics, Inc. | Fab I inhibitor and process for preparing same |
| EP2687533B1 (en) * | 2006-07-20 | 2017-07-19 | Debiopharm International SA | Acrylamide derivatives as FAB I inhibitors |
| WO2008098374A1 (en) | 2007-02-16 | 2008-08-21 | Affinium Pharmaceuticals, Inc. | Salts, prodrugs and polymorphs of fab i inhibitors |
| MX2012005759A (es) * | 2009-11-18 | 2012-10-03 | Fab Pharma S A S | Acrilamidas heterociclicas novedosas y su uso como farmacos. |
| JP2014524409A (ja) | 2011-07-29 | 2014-09-22 | ザ・チルドレンズ・ホスピタル・オブ・フィラデルフィア | Ｈｉｖの治療のための組成物および方法 |
| US8766017B2 (en) | 2011-07-29 | 2014-07-01 | Eastman Chemical Company | Integrated process for the preparation of 1,4-cyclohexanedimethanol from terephthalic acid |
| US9394295B2 (en) | 2011-08-10 | 2016-07-19 | Janssen Sciences Ireland Uc | Antibacterial homopiperidinyl substituted 3,4-dihydro-1H-[1,8]naphthyridinones |
| EP2742047B1 (en) | 2011-08-10 | 2021-05-12 | Janssen Sciences Ireland Unlimited Company | Antibacterial piperidinyl substituted 3,4-dihydro-1h-[1,8]naphthyridinones |
| JO3611B1 (ar) * | 2011-08-10 | 2020-08-27 | Janssen Sciences Ireland Uc | سايكلو بنتا (سي (بيرول 4,3 ثاني هيدرو 1 hمستبدله [8,1] نافثيريدينونات مضادة للجراثيم |
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