ES2667276T3 - Derivados de sulfonilindol y método para prepararlos - Google Patents

Derivados de sulfonilindol y método para prepararlos Download PDF

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Publication number
ES2667276T3
ES2667276T3 ES14850178.6T ES14850178T ES2667276T3 ES 2667276 T3 ES2667276 T3 ES 2667276T3 ES 14850178 T ES14850178 T ES 14850178T ES 2667276 T3 ES2667276 T3 ES 2667276T3
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Prior art keywords
phenyl
4alkyl
halogen
substituted
membered
Prior art date
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ES14850178.6T
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English (en)
Inventor
Kyung A Yu
Ji Sung Yoon
Deok Ki EOM
Yeon Im Lee
Hye Ryun SHIN
Jun Hee Lee
Ha Nee SEO
Ji Duck Kim
Sang Ho Lee
Chun Ho Lee
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Daewoong Pharmaceutical Co Ltd
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Daewoong Pharmaceutical Co Ltd
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    • 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
    • C07D209/30Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/10Heterocyclic 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 linked by a carbon chain containing aromatic rings
    • 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
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/04Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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
    • C07D209/14Radicals substituted by nitrogen atoms, not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/06Heterocyclic 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 linked by a carbon chain containing only aliphatic carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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 linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/14Heterocyclic 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 three or more hetero rings
    • 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
    • C07D403/04Heterocyclic 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 directly linked by a ring-member-to-ring-member bond
    • 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
    • C07D403/12Heterocyclic 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 chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • 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

Landscapes

  • 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)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Indole Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Un compuesto representado por la Fórmula Química 1 a continuación o una sal farmacéuticamente aceptable del mismo:**Fórmula** en donde, X es un enlace, -CH2-, -O-, -NH-, -N(CH3)- o -N(CHO)-, X1, X2 y X3 son cada uno independientemente CH o N, R1 es fenilo, pirazolilo, piridinilo, pirimidinilo, quinolinilo, o fenilo condensado con un heterocicloalquilo de 6 miembros que incluye uno o dos átomos de nitrógeno u oxígeno, en donde el R1 está sin sustituir o sustituido con uno a cinco sustituyentes seleccionados independientemente entre el grupo que consiste en alquilo C1-6, alcoxi C1-4, haloalquilo C1-4, haloalcoxi C1-4, hidroxi, nitro, ciano, halógeno, amino, fenilo, fenoxi, fenoxi sustituido con halógeno, -COO(alquilo C1-4) y -NHCO(alquilo C1-4), R2 es naftilo, fenilo o piridinilo, en donde el R2 está sin sustituir o sustituido con uno a tres sustituyentes seleccionados independientemente entre el grupo que consiste en alquilo C1-6, alcoxi C1-4, haloalquilo C1-4, haloalcoxi C1-4, ciano, halógeno y fenilo, R3 es -CH2NR4R5, -CONR4R5, -COOR4 o -NR4R5, en donde los R4 y R5 son cada uno es independientemente hidrógeno o alquilo C1-4, los R4 y R5 junto con el átomo de nitrógeno al que los R4 y R5 están unidos forman un heterociclilo que contiene nitrógeno de 5 miembros o 6 miembros.
ES14850178.6T 2013-10-02 2014-10-02 Derivados de sulfonilindol y método para prepararlos Active ES2667276T3 (es)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
KR20130118189 2013-10-02
KR1020130118189A KR102129842B1 (ko) 2013-10-02 2013-10-02 술포닐인돌 유도체 및 이의 제조방법
PCT/KR2014/009353 WO2015050412A1 (en) 2013-10-02 2014-10-02 Sulfonylindole derivatives and method for preparing the same

Publications (1)

Publication Number Publication Date
ES2667276T3 true ES2667276T3 (es) 2018-05-10

Family

ID=52778942

Family Applications (1)

Application Number Title Priority Date Filing Date
ES14850178.6T Active ES2667276T3 (es) 2013-10-02 2014-10-02 Derivados de sulfonilindol y método para prepararlos

Country Status (8)

Country Link
US (1) US9676714B2 (es)
EP (1) EP3052484B1 (es)
JP (1) JP6231195B2 (es)
KR (1) KR102129842B1 (es)
CN (1) CN105612150B (es)
ES (1) ES2667276T3 (es)
TR (1) TR201808301T4 (es)
WO (1) WO2015050412A1 (es)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105440016B (zh) * 2014-08-11 2018-08-31 江苏柯菲平医药股份有限公司 吲哚、氮杂吲哚类衍生物、其制备方法及其在医药上的应用
CN105461690B (zh) * 2015-12-24 2018-07-24 南京济群医药科技股份有限公司 高纯度((5-(2-氟苯基)-1-(吡啶-3-基磺酰基)-1h-吡咯-3-基)甲基)(甲基)氨基甲酸叔丁酯的制备方法
CN109942545A (zh) * 2019-04-15 2019-06-28 中国药科大学 含吲哚结构的钾离子竞争性酸阻滞剂及其制备方法与用途

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5297970A (en) 1976-02-13 1977-08-17 Sankyo Co Ltd Pyridine derivatives
US5567711A (en) 1995-04-19 1996-10-22 Abbott Laboratories Indole-3-carbonyl and indole-3-sulfonyl derivatives as platelet activating factor antagonists
ATE406363T1 (de) 2003-05-09 2008-09-15 Hoffmann La Roche Methylindole und methylpyrrolopyridine als alpha- 1-adrenerge agonisten
CA2528626A1 (en) 2003-07-09 2005-01-20 Biolipox Ab Indoles useful in the treatment of inflammation
KR20130023381A (ko) * 2003-07-17 2013-03-07 플렉시콘, 인코퍼레이티드 Ppar 활성 화합물
KR100958830B1 (ko) 2004-09-03 2010-05-24 주식회사유한양행 피롤로[2,3-c]피리딘 유도체 및 그의 제조방법
US7977488B2 (en) 2005-08-30 2011-07-12 Takeda Pharmaceutical Company Limited 1-heterocyclylsulfonyl, 2-aminomethyl, 5-(hetero-) aryl substituted 1-H-pyrrole derivatives as acid secretion inhibitors
CN101341149B (zh) * 2005-12-19 2011-06-08 拉夸里亚创药株式会社 经色原烷取代的苯并咪唑类和它们作为酸泵抑制剂的用途
US7732447B2 (en) 2006-06-22 2010-06-08 Cephalon, Inc. Fused [d]pyridazin-7-ones
US7807705B2 (en) * 2007-05-18 2010-10-05 The Ohio State University Research Foundation Potent indole-3-carbinol-derived antitumor agents

Also Published As

Publication number Publication date
KR20150039656A (ko) 2015-04-13
EP3052484A4 (en) 2017-03-01
US20160221946A1 (en) 2016-08-04
CN105612150B (zh) 2018-04-10
JP2016534033A (ja) 2016-11-04
WO2015050412A1 (en) 2015-04-09
JP6231195B2 (ja) 2017-11-15
US9676714B2 (en) 2017-06-13
CN105612150A (zh) 2016-05-25
TR201808301T4 (tr) 2018-07-23
EP3052484B1 (en) 2018-03-21
EP3052484A1 (en) 2016-08-10
KR102129842B1 (ko) 2020-07-06

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