ES2572258T3 - Indoles como agentes antivirales para el virus respiratorio sincitial - Google Patents

Indoles como agentes antivirales para el virus respiratorio sincitial

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Publication number
ES2572258T3
ES2572258T3 ES11794793T ES11794793T ES2572258T3 ES 2572258 T3 ES2572258 T3 ES 2572258T3 ES 11794793 T ES11794793 T ES 11794793T ES 11794793 T ES11794793 T ES 11794793T ES 2572258 T3 ES2572258 T3 ES 2572258T3
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Spain
Prior art keywords
alkyl
group
cycloalkyl
alkoxy
halogen
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ES11794793T
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English (en)
Inventor
Ludwig Paul Cooymans
Samuël Dominique Demin
Lili Hu
Tim Hugo Maria Jonckers
Pierre Jean-Marie Bernard Raboisson
Abdellah Tahri
Sandrine Marie Helene Vendeville
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Janssen Sciences Ireland ULC
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Janssen Sciences Ireland ULC
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • C07D471/04Ortho-condensed systems
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic 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
    • A61K31/4353Heterocyclic 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
    • A61K31/437Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/12Antivirals
    • A61P31/14Antivirals for RNA viruses
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04Indoles; Hydrogenated indoles
    • C07D209/10Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
    • C07D209/12Radicals substituted by oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/24Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
    • C07D235/26Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/06Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Oncology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Communicable Diseases (AREA)
  • Virology (AREA)
  • Molecular Biology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Un compuesto de fórmula (I), un N-óxido, una sal por adición, una amina cuaternaria, un complejo metálico o una forma estereoquímicamente isómera del mismo; **Fórmula** en donde cada X es independientemente C o N; R1 se selecciona del grupo de H, halógeno, alcoxi C1-C6, CF3 y OCF3; R2 se selecciona del grupo que consiste en H, halógeno, alquilo C1-C6, cicloalquilo C3-C7, alcoxi C1-C6 y CO(R7); R3 es -(CR8R9)n-R10; R4 se selecciona del grupo que consiste en H, alquilo C1-C10, cicloalquilo C3-C7, alquenilo C2-C10, SO2-R8, CH2CF3, SO2CH3 o un anillo saturado de 4 a 6 miembros que contiene un átomo de oxígeno; R5 está presente cuando X es C y se selecciona del grupo que consiste en H, alquilo C1-C6, cicloalquilo C3-C7, alcoxi C1-C6, CO(R7), CF3 y halógeno; R5 está ausente cuando X es N; R7 se selecciona del grupo que consiste en OH, O(alquilo C1-C6), NH2, NHSO2N(alquilo C1-C6)2, NHSO2NHCH3, NHSO2(alquilo C1-C6), NHSO2(cicloalquilo C3-C7) y N(alquilo C1-C6)2, NR8R9, NR9R10; n es un número entero de 2 a 6; R8 y R9 se eligen cada uno independientemente de H, alquilo C1-C10, cicloalquilo C3-C7 o R8 y R9 tomados juntos forman un anillo alifático de 4 a 6 miembros que opcionalmente contiene uno o más heteroátomos seleccionados del grupo N, S, O; R10 se selecciona del grupo que consiste en H, alquilo C1-C6, OH, CN, F, CF2H, CF3, C(>=NOH)NH2, CONR8R9, COOR8, CONR8SO2R9, CON(R8)SO2N(R8R9), NR8R9, NR8COOR9, OCOR8, NR8SO2R9, SO2NR8R9, SO2R8 o un anillo saturado de 4 a 6 miembros que contiene un átomo de oxígeno.
ES11794793T 2010-12-16 2011-12-16 Indoles como agentes antivirales para el virus respiratorio sincitial Active ES2572258T3 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP10195468 2010-12-16
PCT/EP2011/073011 WO2012080447A1 (en) 2010-12-16 2011-12-16 Indoles as respiratory syncytial virus antiviral agents

Publications (1)

Publication Number Publication Date
ES2572258T3 true ES2572258T3 (es) 2016-05-31

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Country Status (31)

Country Link
US (3) US8921560B2 (es)
EP (1) EP2651922B1 (es)
JP (2) JP5945278B2 (es)
KR (1) KR101914606B1 (es)
CN (1) CN103347875B (es)
AR (1) AR084335A1 (es)
AU (1) AU2011343256C1 (es)
BR (1) BR112013011949B1 (es)
CA (1) CA2822000C (es)
CL (1) CL2013001715A1 (es)
CY (1) CY1117763T1 (es)
DK (1) DK2651922T3 (es)
EA (1) EA022339B1 (es)
ES (1) ES2572258T3 (es)
HK (1) HK1185613A1 (es)
HR (1) HRP20160533T1 (es)
HU (1) HUE028009T2 (es)
IL (1) IL225641A (es)
ME (1) ME02406B (es)
MX (1) MX339944B (es)
MY (1) MY163981A (es)
NZ (1) NZ609487A (es)
PL (1) PL2651922T3 (es)
RS (1) RS54746B1 (es)
SG (1) SG189866A1 (es)
SI (1) SI2651922T1 (es)
SM (1) SMT201600142B (es)
TW (1) TWI515187B (es)
UA (1) UA109792C2 (es)
WO (1) WO2012080447A1 (es)
ZA (1) ZA201304423B (es)

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CY1117763T1 (el) 2017-05-17
JP2016145236A (ja) 2016-08-12
JP2014503525A (ja) 2014-02-13
EA201390883A1 (ru) 2013-10-30
CL2013001715A1 (es) 2013-12-20
HK1185613A1 (zh) 2014-02-21
IL225641A (en) 2016-09-29
UA109792C2 (uk) 2015-10-12
US20160237083A1 (en) 2016-08-18
RS54746B1 (sr) 2016-10-31
US9944638B2 (en) 2018-04-17
AR084335A1 (es) 2013-05-08
CN103347875A (zh) 2013-10-09
AU2011343256B2 (en) 2015-02-05
US20130267555A1 (en) 2013-10-10
NZ609487A (en) 2014-10-31
HRP20160533T1 (hr) 2016-07-01
SMT201600142B (it) 2016-07-01
WO2012080447A1 (en) 2012-06-21
TWI515187B (zh) 2016-01-01
US20150073013A1 (en) 2015-03-12
DK2651922T3 (en) 2016-05-30
BR112013011949A2 (pt) 2016-08-23
KR101914606B1 (ko) 2018-11-02
TW201307325A (zh) 2013-02-16
ME02406B (me) 2016-09-20
US9321768B2 (en) 2016-04-26
ZA201304423B (en) 2014-12-23
HUE028009T2 (en) 2016-11-28
PL2651922T3 (pl) 2016-10-31
BR112013011949B1 (pt) 2021-11-23
CA2822000A1 (en) 2012-06-21
AU2011343256A1 (en) 2013-05-02
CA2822000C (en) 2019-01-15
US8921560B2 (en) 2014-12-30
MX2013006887A (es) 2013-07-05
SG189866A1 (en) 2013-07-31
MX339944B (es) 2016-06-17
KR20140037800A (ko) 2014-03-27
IL225641A0 (en) 2013-06-27
EA022339B1 (ru) 2015-12-30
EP2651922B1 (en) 2016-02-24
MY163981A (en) 2017-11-15
EP2651922A1 (en) 2013-10-23
JP5945278B2 (ja) 2016-07-05
SI2651922T1 (sl) 2016-08-31
AU2011343256C1 (en) 2015-08-13
CN103347875B (zh) 2016-03-30

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