AR031083A1 - UN COMPUESTO DERIVADO DE LA 4-PIRIDINIL-N-ACIL-L-FENILALANINA, SU USO, UNA COMPOSICION FARMACEUTICA QUE LO COMPRENDE, UN PROCEDIMIENTO PARA FABRICAR DICHA COMPOSICION, Y UN COMPUESTO uTIL COMO INTERMEDIO. - Google Patents

UN COMPUESTO DERIVADO DE LA 4-PIRIDINIL-N-ACIL-L-FENILALANINA, SU USO, UNA COMPOSICION FARMACEUTICA QUE LO COMPRENDE, UN PROCEDIMIENTO PARA FABRICAR DICHA COMPOSICION, Y UN COMPUESTO uTIL COMO INTERMEDIO.

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Publication number
AR031083A1
AR031083A1 ARP000106416A ARP000106416A AR031083A1 AR 031083 A1 AR031083 A1 AR 031083A1 AR P000106416 A ARP000106416 A AR P000106416A AR P000106416 A ARP000106416 A AR P000106416A AR 031083 A1 AR031083 A1 AR 031083A1
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AR
Argentina
Prior art keywords
lower alkyl
hydrogen
aryl
formula
group
Prior art date
Application number
ARP000106416A
Other languages
English (en)
Inventor
Gerald Lewis Kaplan
Achyutharao Sidduri
Jefferson Wright Tilley
Original Assignee
Hoffmann La Roche
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Publication date
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Publication of AR031083A1 publication Critical patent/AR031083A1/es

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 to ring carbon atoms
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/63One oxygen atom
    • C07D213/64One oxygen atom attached in position 2 or 6
    • 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
    • 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
    • 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
    • A61P19/00Drugs for skeletal disorders
    • A61P19/02Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
    • 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
    • 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
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 to ring carbon atoms
    • C07D213/61Halogen atoms or nitro radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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 to ring carbon atoms
    • C07D213/72Nitrogen atoms
    • C07D213/75Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Rheumatology (AREA)
  • Pulmonology (AREA)
  • Neurology (AREA)
  • Pain & Pain Management (AREA)
  • Neurosurgery (AREA)
  • Immunology (AREA)
  • Orthopedic Medicine & Surgery (AREA)
  • Physical Education & Sports Medicine (AREA)
  • Biomedical Technology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)

Abstract

Se describen compuestos de derivados de la 4-piridinil-N-acil-L-fenilalanina de formula (1) en la que R1 es un grupo de la formula Y-1 en la que R22 y R23, con independencia entre sí, son hidrogeno, alquilo inferior, alcoxi inferior, cicloalquilo, arilo, arilalquilo, nitro, ciano, (alquilo inferior)-tío, (alquilo inferior)-sulfinilo, (alquilo inferior)- sulfonilo, alcanoílo inferior, halogeno o perfluor-(alquilo inferior), y por lo menos uno de R22 y R23 es diferente del hidrogeno, y R24 es hidrogeno, alquilo inferior, alcoxi inferior, arilo, nitro, ciano, (alquilo inferior)ûsulfonilo o halogeno o bien R1 es un grupo de la formula Y-2 que es un anillo heteroaromático de cinco o seis eslabones, unido a través del átomo de carbono al carbonilo de la amida, dicho anillo contiene uno, dos o tres heteroátomos elegidos entre N, O y S y uno o dos átomos de dicho anillo están sustituidos con independencia entre sí por alquilo inferior, cicloalquilo, halogeno, ciano, perfluor-(alquilo inferior) o arilo y por lo menos uno de dichos átomos sustituidos está adyacente al átomo de carbono unido al carbonilo de la amida, o bien R1 es un grupo de la formula Y-3 que es un anillo de 3-7 eslabones en la que R25 es alquilo inferior, alquenilo inferior sin sustituir o sustituido con fluor, o un grupo de la formula R26-(CH2)e-, R26 es arilo, heteroarilo, azido, ciano, hidroxi, alcoxi inferior, (alcoxi inferior)-carbonilo, alcanoílo inferior, (alquilo inferior)-tío, (alquilo inferior) ûsulfonilo, (alquilo inferior)-sulfinilo, perfluor-(alcanoílo inferior), nitro o bien R26 es un grupo de la formula ûNR28R29, en la que R28 es hidrogeno o alquilo inferior, R29 es hidrogeno, alquilo inferior, (alcoxi inferior)-carbonilo, alcanoilo inferior, aroílo, perfluor-(alcanoílo inferior)-amino, (alquilo inferior) ûsulfonilo, (alquilo inferior)-aminocarbonilo, arilaminocarbonilo, o bien R28 y R29 junto con el átomo de nitrogeno al que están unidos forman un anillo heterocíclico saturado de 4, 5 o 6 eslabones que contiene un heteroátomo adicional, elegido entre O, S, y N-R40, Q es û(CH2)fO-, -(CH2)fS-, -(CH2)fN(R27)-, -(CH2)f-, R27 es H, alquilo inferior, arilo, alcanoílo inferior, aroílo o (alcoxi inferior)-carbonilo, R40 es H, alquilo inferior, arilo, alcanoílo inferior, aroílo o (alcoxi inferior)-carbonilo, los átomos de carbono del anillo están sin sustituir o sustituidos por alquilo inferior o halogeno, "e" es un numero entero de 0 a 4 y "f" es un numero entero de 0 a 3; R2 es hidrogeno o alquilo inferior, alquilo inferior sustituido, arilo o aril-(alquilo inferior); R3 es hidrogeno, halogeno, alquilo inferior o arilo y puede incluir además al trifluormetilo; R4 es hidrogeno, halogeno, alquilo inferior, o arilo; R5 es hidrogeno, alquilo inferior, alcoxi inferior, trifluormetilo u OH; R6 es hidrogeno, alquilo inferior, (alquilo inferior)-carboniloxi û (alquilo inferior) o bien R6 es un grupo de la formula P-3, en la que R32 es hidrogeno o alquilo inferior, R33 es hidrogeno, alquilo inferior o arilo, R34 es hidrogeno o alquilo inferior, "h" es un numero entero de 0 a 2, "g" es un numero entero de 0 a 2, la suma de h y g se situa entre 1 y 3; o bien R6 es un grupo de la formula P-4, en la que R32, g y h tienen los significados recién definidos , Q' es O, S, -(CH2)j û o un grupo de la formula N-R35, N35 es hidrogeno, alquilo inferior, alcanoílo inferior, (alcoxi inferior)-carbonilo, "j" es el numero 0, 1 o 2 y R7 es hidrogeno, cloro, alcoxi inferior o alquilo inferior; o bien las sales farmacéuticamente aceptables de los mismos. Estos compuestos son inhibidores de la union entre la molécula VCAM-1 y las células de expresion del antígeno VLA-4 y, por consiguiente, son utiles para el tratamiento de enfermedades cuyos síntomas y/o lesiones pueden atribuirse a la union de la molécula VCAM-1 con las células de expresion del VLA-4. En especial son utiles en el tratamiento de artritis reumatoidea, esclerosis multiple, enfermedades inflamatorias intestinales y asma. También se describen el uso del compuesto de formula (1) para fabricar un medicamento, una composicion farmacéutica que lo comprende, un procedimiento para fabricar una composicion farmacéutica y un compuesto util como intermedio.
ARP000106416A 1999-12-06 2000-12-04 UN COMPUESTO DERIVADO DE LA 4-PIRIDINIL-N-ACIL-L-FENILALANINA, SU USO, UNA COMPOSICION FARMACEUTICA QUE LO COMPRENDE, UN PROCEDIMIENTO PARA FABRICAR DICHA COMPOSICION, Y UN COMPUESTO uTIL COMO INTERMEDIO. AR031083A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US16909099P 1999-12-06 1999-12-06

Publications (1)

Publication Number Publication Date
AR031083A1 true AR031083A1 (es) 2003-09-10

Family

ID=22614226

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP000106416A AR031083A1 (es) 1999-12-06 2000-12-04 UN COMPUESTO DERIVADO DE LA 4-PIRIDINIL-N-ACIL-L-FENILALANINA, SU USO, UNA COMPOSICION FARMACEUTICA QUE LO COMPRENDE, UN PROCEDIMIENTO PARA FABRICAR DICHA COMPOSICION, Y UN COMPUESTO uTIL COMO INTERMEDIO.

Country Status (34)

Country Link
EP (1) EP1244625B1 (es)
JP (2) JP2003516392A (es)
KR (1) KR100492111B1 (es)
CN (1) CN1196682C (es)
AR (1) AR031083A1 (es)
AT (1) ATE297895T1 (es)
AU (1) AU779063B2 (es)
BR (1) BR0016172A (es)
CA (1) CA2392566A1 (es)
CO (1) CO5080771A1 (es)
CZ (1) CZ20022352A3 (es)
DE (1) DE60020883T2 (es)
DK (1) DK1244625T3 (es)
ES (1) ES2243335T3 (es)
GC (1) GC0000214A (es)
HK (1) HK1053470A1 (es)
HR (1) HRP20020467A2 (es)
HU (1) HUP0203735A3 (es)
IL (2) IL149622A0 (es)
JO (1) JO2281B1 (es)
MA (1) MA26849A1 (es)
MX (1) MXPA02005240A (es)
MY (1) MY128003A (es)
NO (1) NO322910B1 (es)
NZ (1) NZ518888A (es)
PE (1) PE20010960A1 (es)
PL (1) PL364814A1 (es)
PT (1) PT1244625E (es)
RU (1) RU2270193C2 (es)
TW (1) TWI276629B (es)
UY (1) UY26470A1 (es)
WO (1) WO2001042215A1 (es)
YU (1) YU40502A (es)
ZA (1) ZA200203762B (es)

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Also Published As

Publication number Publication date
TWI276629B (en) 2007-03-21
NZ518888A (en) 2004-02-27
JP2003516392A (ja) 2003-05-13
KR20020060256A (ko) 2002-07-16
DK1244625T3 (da) 2005-10-10
PT1244625E (pt) 2005-09-30
PL364814A1 (en) 2004-12-13
HUP0203735A3 (en) 2005-03-29
IL149622A (en) 2006-12-10
CN1402709A (zh) 2003-03-12
CZ20022352A3 (cs) 2003-05-14
HUP0203735A2 (hu) 2003-03-28
HK1053470A1 (en) 2003-10-24
CN1196682C (zh) 2005-04-13
NO322910B1 (no) 2006-12-18
DE60020883D1 (de) 2005-07-21
MA26849A1 (fr) 2004-12-20
WO2001042215A1 (en) 2001-06-14
YU40502A (sh) 2005-03-15
PE20010960A1 (es) 2001-09-22
AU779063B2 (en) 2005-01-06
DE60020883T2 (de) 2006-03-23
CA2392566A1 (en) 2001-06-14
BR0016172A (pt) 2002-08-20
ZA200203762B (en) 2004-01-28
RU2270193C2 (ru) 2006-02-20
GC0000214A (en) 2006-03-29
JO2281B1 (en) 2005-09-12
ES2243335T3 (es) 2005-12-01
HRP20020467A2 (en) 2004-04-30
ATE297895T1 (de) 2005-07-15
AU2163901A (en) 2001-06-18
IL149622A0 (en) 2002-11-10
UY26470A1 (es) 2001-05-31
CO5080771A1 (es) 2001-09-25
JP2008094842A (ja) 2008-04-24
MXPA02005240A (es) 2002-11-07
MY128003A (en) 2007-01-31
EP1244625A1 (en) 2002-10-02
NO20022650L (no) 2002-06-05
EP1244625B1 (en) 2005-06-15
KR100492111B1 (ko) 2005-06-01
NO20022650D0 (no) 2002-06-05

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