CO5251383A1 - Bases de mannich indolicas, procedimiento para su preparacion, medicamentos que contienen estos compuestos y su uso para la preparacion de medicamentos - Google Patents

Bases de mannich indolicas, procedimiento para su preparacion, medicamentos que contienen estos compuestos y su uso para la preparacion de medicamentos

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Publication number
CO5251383A1
CO5251383A1 CO00097385A CO00097385A CO5251383A1 CO 5251383 A1 CO5251383 A1 CO 5251383A1 CO 00097385 A CO00097385 A CO 00097385A CO 00097385 A CO00097385 A CO 00097385A CO 5251383 A1 CO5251383 A1 CO 5251383A1
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Colombia
Prior art keywords
aryl
alkyl
phenyl
represent
heteroaryl
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Application number
CO00097385A
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English (en)
Inventor
Matthias Gerlach
Maul Corinna
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Gruenenthal Chemie
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Publication of CO5251383A1 publication Critical patent/CO5251383A1/es

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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
    • C07D209/42Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • 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
    • A61K31/40Heterocyclic 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
    • A61K31/403Heterocyclic 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 condensed with carbocyclic rings, e.g. carbazole
    • A61K31/404Indoles, e.g. pindolol
    • A61K31/4045Indole-alkylamines; Amides thereof, e.g. serotonin, melatonin
    • 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
    • A61P1/00Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/12Antidiarrhoeals
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • A61P11/06Antiasthmatics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/02Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/06Antimigraine agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/22Anxiolytics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/30Drugs for disorders of the nervous system for treating abuse or dependence
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/30Drugs for disorders of the nervous system for treating abuse or dependence
    • A61P25/32Alcohol-abuse
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00Drugs for disorders of the senses
    • A61P27/02Ophthalmic agents
    • A61P27/06Antiglaucoma agents or miotics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/04Anorexiants; Antiobesity agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/08Antiallergic agents
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • 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
    • 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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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Pain & Pain Management (AREA)
  • Psychiatry (AREA)
  • Pulmonology (AREA)
  • Addiction (AREA)
  • Ophthalmology & Optometry (AREA)
  • Urology & Nephrology (AREA)
  • Rheumatology (AREA)
  • Child & Adolescent Psychology (AREA)
  • Hospice & Palliative Care (AREA)
  • Hematology (AREA)
  • Anesthesiology (AREA)
  • Vascular Medicine (AREA)
  • Obesity (AREA)
  • Cardiology (AREA)
  • Diabetes (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Immunology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Indole Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Bases indólicas de Mannich sustituidas de la fórmula general I<EMI FILE="00097385_1" ID="1" IMF=JPEG >en la cualR1 representa H, un radical C1-10-alquilo o un radical arilo o heteroarilo ligado a través de un radical C1-6-alquileno,R2 representa H, F, CI, Br, CF3, CN, NO2, NHR8, SR9, OR10, SO2NH2, SO2NHR21, CO(OR11), CH2CO(OR12), COR19, un radical C1-10-alquilo, arilo o heteroarilo o un radical arilo o heteroarilo ligado a través de un radical C1-6-alquileno,R3 representa CH(R13)N(R14)(R15),R4, R5, R6, R7 pueden ser iguales o distintos entre sí y representan H, F, CI, Br, CF3, CN, NO2, NHR8, SR9, OR10, SO2NH2, SO2NHR21, CO(OR11), CH2CO(OR12), COR19, C1-10-alquilo, arilo o heteroarilo o un radical arilo o heteroarilo ligado a través de C1-6-alquileno,R8 representa H, COR16, C1-10-alquilo o arilo y preferiblemente C1-6-alquilo,R9 representa H, C1-10-alquilo o arilo, preferiblemente C1-6-alquilo o fenilo,R10 representa H, COR17, C1-10-alquilo, arilo o un radical arilo o heteroarilo ligado a través de C1-6-alquileno,R11 representa H, C1-10 alquilo o arilo,R12 representa H, C1-10 alquilo o arilo,R13 representa un radical fenilo no sustituido o al menos monosustituido con C1-4-alquilo, C1-3-alcoxi, halógeno, CF3, CN, O-fenilo u OH,R14 y R15 pueden ser iguales o distintos entre sí y representan C-1-6-alquilo ramificado o no ramificado, saturado o insaturado, no sustituido o al menos - 2 -monosustituido, o fenilo, bencilo o fenetilo no sustituido o al menos monosustituido,o R14 y R15 en conjunto forman el radical (CH2)n siendo n un número entero de 3 a 6 o (CH2)2O(CH2)2,R16 representa C1-10-alquilo, arilo o heteroarilo,R17 representa C1-10-alquilo,R18 representa C1-10-alquilo, arilo, heteroarilo o naftiloR19 representa H, NHNH2, NHR20, C1-10-alquilo, arilo, heteroarilo o un radical arilo o heteroarilo ligado a través de un radical C1-6-alquileno,R20 representa H, C1-10-alquilo, arilo o heteroarilo o un radical arilo o heteroarilo ligado a través de C1-6-alquileno R21 representa H, COR17, C1-10-alquilo, arilo o un radical arilo o heteroarilo ligado a través de C1-6-alquileno y/o sus racematos, enantiómeros, diastereómeros y/o las correspondientes bases y/o las correspondientes sales con ácidos fisiológicamente tolerables, estando excluidos los racematos de los compuestos en los cuales R3 representa CH(R13)N(R14)(R15) y se presentan algunas de las siguientes alternativas:R4 hasta R7 y R2 representan H, R13 representa fenilo, R14 y R15 en conjunto forman (CH2)5 y R1 representa H, CH3 o bencilo,oR4 a R7 y R2 representan H, R13 representa fenilo, R14, R15 representan sendos radicales CH3, y R1 representa H, CH3 o bencilo,oR4 hasta R7 y R1 representan H, R13 = 2-cloro-fenilo, R14 y R15 representan sendos radicales CH3 o R14 y R15 en conjunto representan (CH2)2O(CH2)2, R2 = COOR11 yR11 = C2H5 y los correspondientes clorhidratos,oR4 hasta R7 y R1 representan H, R13 = fenilo, R14 y R15 en conjunto forman (CH2)5,R2 representa COOR11 y R11 representa CH3 en forma de clorhidrato,oR4 hasta R7 y R2 representan H, R13 representa fenilo, R14 y R15 en conjunto forman (CH2)4, R1 representa H, CH3, CH2-CH=CH2 o 4-clorobencilo y para R1=CH3 también el correspondiente clorhidrato,oR4 hasta R7 y R1 y R2 representan H, R3 representa fenilo, R14 representa fenilo y R15 representa 4-etoxifenilo,oR4 hasta R7 representan H, R13 representa 2,4,6-trimetoxifenilo, R14 y R15 en conjunto forman (CH2)2O(CH2)2, R1 representa CH5 y R2 representa fenilo,oR4 hasta R7 y R1 representan H, R13 representa fenilo, 2-hidroxifenilo o 2-hidroxi-5-metilfenilo, R14 y R15 en conjunto forman (CH2)5 y R2 representa CH3 y para R13 = fenilo también el correspondiente bisulfato,oR4 hasta R7 y R1 representan H, R13 representa fenilo, R14 y R15 en conjunto forman (CH2)2O(CH2)2, y R2 representa CH3 y el correspondiente bisulfato del compuesto,oR4 hasta R7 y R1 representan H, R13 representa fenilo, R14 y R15 en conjunto forman (CH2)5, R2 representa COOR11 y R11 representa CH3 como clorhidrato,oR1, R4, R6 y R7 representan H, R2 representa COOR11, R11 representa C2H5, R14 y R15 representan sendos radicales CH3, R13 representa 2-clorofenilo y R5 representa 3-[(2-clorofenil)-dimetilaminometil]-5-metilen-1H-indol-2-carboxilato de etilo o 3-[(2-clorofenil)-dimetilaminometil]-5-hidroxato-1H-indol-2-carboxilato de etilo.
CO00097385A 1999-12-27 2000-12-22 Bases de mannich indolicas, procedimiento para su preparacion, medicamentos que contienen estos compuestos y su uso para la preparacion de medicamentos CO5251383A1 (es)

Applications Claiming Priority (1)

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DE19963178A DE19963178A1 (de) 1999-12-27 1999-12-27 Substituierte Indol-Mannichbasen

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CO5251383A1 true CO5251383A1 (es) 2003-02-28

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US (1) US7091220B2 (es)
EP (1) EP1261585B1 (es)
JP (1) JP2003519124A (es)
KR (1) KR20020062314A (es)
CN (1) CN1219763C (es)
AR (2) AR027059A1 (es)
AT (1) ATE374184T1 (es)
AU (1) AU782585B2 (es)
BR (1) BR0016747A (es)
CA (1) CA2392866A1 (es)
CO (1) CO5251383A1 (es)
CY (1) CY1107080T1 (es)
CZ (1) CZ20021708A3 (es)
DE (2) DE19963178A1 (es)
DK (1) DK1261585T3 (es)
ES (1) ES2293935T3 (es)
HK (1) HK1051367A1 (es)
HU (1) HUP0203873A3 (es)
IL (1) IL149426A0 (es)
NO (1) NO20022803L (es)
NZ (1) NZ518876A (es)
PE (1) PE20010993A1 (es)
PL (1) PL355446A1 (es)
PT (1) PT1261585E (es)
RU (1) RU2265594C2 (es)
SK (1) SK8522002A3 (es)
UY (1) UY26511A1 (es)
WO (1) WO2001047885A1 (es)
ZA (1) ZA200203444B (es)

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ATE374184T1 (de) 2007-10-15
RU2265594C2 (ru) 2005-12-10
US7091220B2 (en) 2006-08-15
HK1051367A1 (en) 2003-08-01
AR027060A1 (es) 2003-03-12
EP1261585B1 (de) 2007-09-26
ZA200203444B (en) 2003-06-25
CZ20021708A3 (cs) 2002-08-14
PT1261585E (pt) 2007-12-11
AR027059A1 (es) 2003-03-12
PE20010993A1 (es) 2001-10-06
DE50014679D1 (de) 2007-11-08
EP1261585A1 (de) 2002-12-04
CA2392866A1 (en) 2001-07-05
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IL149426A0 (en) 2002-11-10
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DK1261585T3 (da) 2007-12-17
HUP0203873A3 (en) 2005-03-29
ES2293935T3 (es) 2008-04-01
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CN1219763C (zh) 2005-09-21
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AU3161001A (en) 2001-07-09
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BR0016747A (pt) 2002-09-03
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