AR016236A1 - Compuestos de hidroxiindol, utiles como inhibidores de la 4- fosfodiestearasas, procedimiento para prepararlos, utilizacion de dichos compuestos, medicamentos que contienen dichos compuestos, procedimiento para prepararlos - Google Patents
Compuestos de hidroxiindol, utiles como inhibidores de la 4- fosfodiestearasas, procedimiento para prepararlos, utilizacion de dichos compuestos, medicamentos que contienen dichos compuestos, procedimiento para prepararlosInfo
- Publication number
- AR016236A1 AR016236A1 ARP990101965A ARP990101965A AR016236A1 AR 016236 A1 AR016236 A1 AR 016236A1 AR P990101965 A ARP990101965 A AR P990101965A AR P990101965 A ARP990101965 A AR P990101965A AR 016236 A1 AR016236 A1 AR 016236A1
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- Prior art keywords
- alkyl
- aryl
- compounds
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- 150000001875 compounds Chemical class 0.000 title 2
- JHFAEUICJHBVHB-UHFFFAOYSA-N 1h-indol-2-ol Chemical class C1=CC=C2NC(O)=CC2=C1 JHFAEUICJHBVHB-UHFFFAOYSA-N 0.000 title 1
- 229940079593 drug Drugs 0.000 title 1
- 239000003814 drug Substances 0.000 title 1
- 239000003112 inhibitor Substances 0.000 title 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 17
- 125000005915 C6-C14 aryl group Chemical group 0.000 abstract 7
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- -1 - (CS) R6 Chemical group 0.000 abstract 3
- 229910006069 SO3H Inorganic materials 0.000 abstract 3
- 125000003118 aryl group Chemical group 0.000 abstract 3
- 125000002837 carbocyclic group Chemical group 0.000 abstract 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 3
- XSXHWVKGUXMUQE-UHFFFAOYSA-N osmium dioxide Inorganic materials O=[Os]=O XSXHWVKGUXMUQE-UHFFFAOYSA-N 0.000 abstract 3
- 229920006395 saturated elastomer Polymers 0.000 abstract 3
- 125000005842 heteroatom Chemical group 0.000 abstract 2
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 abstract 1
- NLMQHXUGJIAKTH-UHFFFAOYSA-N 4-hydroxyindole Chemical class OC1=CC=CC2=C1C=CN2 NLMQHXUGJIAKTH-UHFFFAOYSA-N 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000002618 bicyclic heterocycle group Chemical group 0.000 abstract 1
- 125000002911 monocyclic heterocycle group Chemical group 0.000 abstract 1
- 239000002587 phosphodiesterase IV inhibitor Substances 0.000 abstract 1
- 125000000165 tricyclic carbocycle group Chemical group 0.000 abstract 1
- 125000000169 tricyclic heterocycle group Chemical group 0.000 abstract 1
Classifications
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/22—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an aralkyl radical attached to the ring nitrogen atom
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- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/24—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an alkyl or cycloalkyl radical attached to the ring nitrogen atom
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Abstract
Se revelan hidroxiindoles de aplicacion como inhibidores de la fosfodiesterasa 4, de formula (1), donde: R1 y R5 representan alquilo C1-12, de cadena rectao ramificada, dado el caso, una o más veces sustituido por -OH, -SH, -NH2, NHalquilo C1-6, -N(a lquilo C1-6)2, -NHarilo C1-14, -N(arilo C6-14)2, N(alquil C1-6)(arilo C6-14), -NHCOR6, -NO2, -CN, -F, -Cl, -Br, -I, -O-alquilo C1-6, -O-arilo C6-14, -O(CO)R6, -S-alquilo C1-6, -S-arilo C6-14, -SOR6, -SO3H, -SO2R6,-OSO2alquilo C1-6, -OSO2arilo C6- 14, -(CS)R6, -COOH, -(CO)R6, carbociclos mono, bi o tricíclicos saturados o una o más veces insaturados, con 3-14 eslabones,heterociclos mono, bi o tricíclicos saturados o una o más veces insaturado, con 5-15 eslabones y 1-6 heteroátomos, quepreferentem ente son N, O y S, donde losgrupos arilo C6-14 y los sustituyentes carbocíclicos o heterocíclicos incluidos, a su vez pueden estar una o más veces sustituido por R4, alquenilo C2-12, unao más veces insaturado, de cadena recta oramificada, dado el ca so, sustituido una o más veces por -OH, -SH, -NH2, -NHalquilo C1-6, -N(alquilo C1-6)2,-NHarilo C6-14, -N(arilo C6-14)2, -N(alquil C1-6)(arilo C6-14), -NHCOR6, -NO2, -CN, -F, -Cl, -Br, -I, -O-alquilo C1-6, -O-arilo C6-14,O(CO)R6, -S-alquiloC1-6, -S-a rilo C6-14, -SOR6, -SO3H, SO2R6, -OSO2alquilo C1-6, -OSO2arilo C6-14, -(CS)R6, -COOH, -(CO)R6, carbociclos mono, bi o tricíclicos saturados o una omás veces insaturado, con 3-14 eslabones, heterociclos mono, bi otricíclicos saturados o una o más vec es insaturados, con 5-15 eslabones y 1-6 heteroátomosque preferentemente son N, O y S, donde los grupos arilo C6-14 y los sustituyentes carbocíclicos y heterocíclicos incluidos, a su vez pueden estar una omásveces sustituido por R4, carbociclos mono , bi o tricíclicos saturados o una o más veces insaturado, con 3-147 eslabones, dado el caso, una o más vecessustituido por -OH, -SH, -NH2, -NHalquilo C1-6, -N(alquilo C1-6)2, -NHarilo C6-14, -N(arilo C6-14)2, -N(alquil C1-6)(arilo C6-14), -NHCOR6, - NO2, -CN, -F, -Cl,-Br, -I, -O-alquilo C1-6, -O-arilo C6-14, O(CO)R6, -S-alquilo C1-6, -S-arilo C6-14, -SOR6, -SO3H, -SO2R6, -OSO2alquilo C1-6, -OSO2arilo C6-14, -(CS)R6, -COOH,
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19818964A DE19818964A1 (de) | 1998-04-28 | 1998-04-28 | Neue Hydroxyindole, deren Verwendung als Inhibitoren der Phospodiesterase 4 und Verfahren zu deren Herstellung |
DE1999117504 DE19917504A1 (de) | 1999-04-17 | 1999-04-17 | Verwendung von Hydroxyindolen, die Inhibitoren der Phosphodiesterase 4 sind, zur Therapie chronisch obstruktiver Lungenerkrankungen |
Publications (1)
Publication Number | Publication Date |
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AR016236A1 true AR016236A1 (es) | 2001-06-20 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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ARP990101965A AR016236A1 (es) | 1998-04-28 | 1999-04-28 | Compuestos de hidroxiindol, utiles como inhibidores de la 4- fosfodiestearasas, procedimiento para prepararlos, utilizacion de dichos compuestos, medicamentos que contienen dichos compuestos, procedimiento para prepararlos |
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US (8) | US6251923B1 (es) |
EP (2) | EP1076657B1 (es) |
JP (2) | JP3842043B2 (es) |
KR (1) | KR100448748B1 (es) |
CN (1) | CN1234705C (es) |
AR (1) | AR016236A1 (es) |
AT (2) | ATE330955T1 (es) |
AU (1) | AU748403B2 (es) |
BG (1) | BG65023B1 (es) |
BR (1) | BR9910029A (es) |
CY (1) | CY1105075T1 (es) |
CZ (1) | CZ20003985A3 (es) |
DE (2) | DE59913617D1 (es) |
DK (2) | DK1475377T3 (es) |
ES (2) | ES2222706T3 (es) |
HK (1) | HK1035183A1 (es) |
HU (1) | HUP0101625A3 (es) |
IL (2) | IL138847A0 (es) |
NO (1) | NO321867B1 (es) |
NZ (1) | NZ507406A (es) |
PL (1) | PL198983B1 (es) |
PT (2) | PT1475377E (es) |
SI (2) | SI1475377T1 (es) |
SK (1) | SK286192B6 (es) |
TR (1) | TR200003130T2 (es) |
TW (1) | TW530048B (es) |
UA (1) | UA59443C2 (es) |
WO (1) | WO1999055696A1 (es) |
Families Citing this family (66)
Publication number | Priority date | Publication date | Assignee | Title |
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DE19814838C2 (de) * | 1998-04-02 | 2001-01-18 | Asta Medica Ag | Indolyl-3-glyoxylsäure-Derivate mit Antitumorwirkung |
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