BR112017001918A2 - derivados de 2-amino-benzimidazol e seu uso como inibidores de 5-lipoxigenase e/ou prostaglandina e sintase - Google Patents
derivados de 2-amino-benzimidazol e seu uso como inibidores de 5-lipoxigenase e/ou prostaglandina e sintaseInfo
- Publication number
- BR112017001918A2 BR112017001918A2 BR112017001918A BR112017001918A BR112017001918A2 BR 112017001918 A2 BR112017001918 A2 BR 112017001918A2 BR 112017001918 A BR112017001918 A BR 112017001918A BR 112017001918 A BR112017001918 A BR 112017001918A BR 112017001918 A2 BR112017001918 A2 BR 112017001918A2
- Authority
- BR
- Brazil
- Prior art keywords
- group
- benzimidazole derivatives
- lipoxygenase
- amino
- nr7r8
- Prior art date
Links
- JWYUFVNJZUSCSM-UHFFFAOYSA-N 2-aminobenzimidazole Chemical class C1=CC=C2NC(N)=NC2=C1 JWYUFVNJZUSCSM-UHFFFAOYSA-N 0.000 title 1
- 102000001381 Arachidonate 5-Lipoxygenase Human genes 0.000 title 1
- 108010093579 Arachidonate 5-lipoxygenase Proteins 0.000 title 1
- 239000000867 Lipoxygenase Inhibitor Substances 0.000 title 1
- 239000002599 prostaglandin synthase inhibitor Substances 0.000 title 1
- 150000002431 hydrogen Chemical group 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical group 0.000 abstract 2
- 125000001072 heteroaryl group Chemical group 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 abstract 1
- 208000024827 Alzheimer disease Diseases 0.000 abstract 1
- 101100240517 Caenorhabditis elegans nhr-11 gene Proteins 0.000 abstract 1
- 206010028980 Neoplasm Diseases 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 abstract 1
- 125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 abstract 1
- 201000011510 cancer Diseases 0.000 abstract 1
- 201000010099 disease Diseases 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 208000027866 inflammatory disease Diseases 0.000 abstract 1
- 208000023516 stroke disease Diseases 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4164—1,3-Diazoles
- A61K31/4184—1,3-Diazoles condensed with carbocyclic rings, e.g. benzimidazoles
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- A61K31/42—Oxazoles
- A61K31/422—Oxazoles not condensed and containing further heterocyclic rings
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- A61K31/42—Oxazoles
- A61K31/423—Oxazoles condensed with carbocyclic rings
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- A61K31/4353—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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
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- A61K31/47—Quinolines; Isoquinolines
- A61K31/4709—Non-condensed quinolines and containing further heterocyclic rings
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- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
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Abstract
a presente invenção refere-se derivados de benzimidazol tendo a fórmula geral i, em que n é 0 ou 1; x1 e x2 são independentemente, em cada ocorrência, cr5 ou n; y é c1-c6 alquileno, em que alquileno é opcionalmente substituído com um ou dois grupos c1-c3 alquila; r1 é selecionado do grupo consistindo em hidrogênio, halogênio, c1-c6 alcóxi, -nh2, -nhr6, -nr7r8 e ?nh-(r9)n-r10, n sendo 0 ou 1; r2 é selecionado do grupo consistindo em hidrogênio, halogênio, c1-c6 alquila, -nh2, -nhr6, -nr7r8 e ?nh-(r9)n-r10, r3 é selecionado do grupo consistindo em hidrogênio, hidroxila, or11, -nr7r8, c1-c6 alcóxi, c1-c6 alquila, c3-c10 cicloalquila, c1-c3 haloalquila, -c(o)nhr11, arila, heteroarila e heterociclila, em que cada uma das ditas cicloalquila, arila, heteroarila e heterociclila é opcionalmente e independentemente substituída com um a quatro grupos ra; e r4 é selecionado do grupo consistindo em ?nh2, -n(r12)(v)pr13, -nh(v)p-or14, -nhc(o)r15, e grupos de fórmula ia mostrados abaixo, e seu uso no tratamento de doenças, em particular doenças inflamatórias, câncer, acidente vascular cerebral e/ou doença de alzheimer.
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US201462031337P | 2014-07-31 | 2014-07-31 | |
PCT/EP2015/067644 WO2016016421A1 (en) | 2014-07-31 | 2015-07-31 | 2-amino-benzimidazole derivatives and their use as 5-lipoxygenase and/or prostaglandin e synthase inhibitors |
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US (1) | US11447486B2 (pt) |
EP (1) | EP3177597B1 (pt) |
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US10717733B2 (en) * | 2016-02-12 | 2020-07-21 | Pharmaxis Ltd. | Haloallylamine indole and azaindole derivative inhibitors of lysyl oxidases and uses thereof |
GB201617630D0 (en) | 2016-10-18 | 2016-11-30 | Cellcentric Ltd | Pharmaceutical compounds |
CN107141282B (zh) * | 2017-03-29 | 2019-11-05 | 重庆文理学院 | 一种苯并咪唑杂氮环丁酮衍生物及其在抗肿瘤药物中的应用 |
CN111417394B (zh) | 2017-10-19 | 2023-11-07 | 帝人制药株式会社 | 苯并咪唑衍生物及其用途 |
GB201806320D0 (en) | 2018-04-18 | 2018-05-30 | Cellcentric Ltd | Process |
WO2020039088A2 (en) * | 2018-08-24 | 2020-02-27 | Xeniopro GmbH | Novel compounds |
TW202102492A (zh) * | 2019-03-15 | 2021-01-16 | 日商日本曹達股份有限公司 | 雜環化合物及農園藝用殺菌劑 |
EP4081199A4 (en) * | 2019-12-23 | 2024-01-17 | SRI International | LIPOXYGENASE INHIBITORS |
EP4367112A1 (en) | 2021-07-09 | 2024-05-15 | Plexium, Inc. | Aryl compounds and pharmaceutical compositions that modulate ikzf2 |
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WO2016016421A1 (en) | 2016-02-04 |
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