PE20120374A1 - Fenilureas y fenilamidas como ligandos del receptor de vanilloides - Google Patents
Fenilureas y fenilamidas como ligandos del receptor de vanilloidesInfo
- Publication number
- PE20120374A1 PE20120374A1 PE2011001916A PE2011001916A PE20120374A1 PE 20120374 A1 PE20120374 A1 PE 20120374A1 PE 2011001916 A PE2011001916 A PE 2011001916A PE 2011001916 A PE2011001916 A PE 2011001916A PE 20120374 A1 PE20120374 A1 PE 20120374A1
- Authority
- PE
- Peru
- Prior art keywords
- alkyl
- methyl
- methylsulfonamide
- propanamide
- fluor
- Prior art date
Links
- 239000003446 ligand Substances 0.000 title 1
- LKJPYSCBVHEWIU-UHFFFAOYSA-N N-[4-cyano-3-(trifluoromethyl)phenyl]-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methylpropanamide Chemical compound C=1C=C(C#N)C(C(F)(F)F)=CC=1NC(=O)C(O)(C)CS(=O)(=O)C1=CC=C(F)C=C1 LKJPYSCBVHEWIU-UHFFFAOYSA-N 0.000 abstract 3
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 3
- HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 abstract 3
- LUBJCRLGQSPQNN-UHFFFAOYSA-N 1-Phenylurea Chemical compound NC(=O)NC1=CC=CC=C1 LUBJCRLGQSPQNN-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 abstract 1
- 206010061218 Inflammation Diseases 0.000 abstract 1
- 108010025083 TRPV1 receptor Proteins 0.000 abstract 1
- 230000004054 inflammatory process Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
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- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- A61K31/435—Heterocyclic 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
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
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Abstract
REFERIDA A UN COMPUESTO DERIVADO DE FENILUREA Y FENILAMIDA DE FORMULA (I), DONDE X ES CR3 O N; R3 ES H, ALQUILO C1-C10; A ES N O CR5b; n ES UN ENTERO DE 1 A 4; R1 ES ALQUILO C1-C10, CICLALQUILO C3-C10, C(=O)-OH, ENTRE OTROS; R2 ES H, CN, F, NO2, SH, ENTRE OTROS; R4 ES H, Fl,Cl, OH, ALQUILO C1-C10, ENTRE OTROS; R5a ES H, OH, ALQUILO C1-C10, ENTRE OTROS; R5b ES H O r0; R0 ES ALQUILO C1-C10, CICLOALQUILO C3-C10, ENTRE OTROS; R6, R7, R9 Y R10 SON H, F, NO2, CN, CF3, ENTRE OTROS; R8 ES H, F, CN, CF3, CF2H, ENTRE OTROS. SON COMPUESTOS PREFERIDOS: N-((3-TERT-BUTIL-1-METIL-1H-PIRAZOL-5-IL)METIL-2-(3-FLUOR-4-(METILSULFONAMIDO)FENIL)PROPANAMIDA, N-((3-TERT-BUTIL-1-HEXIL-1H-PIRAZOL-5-IL)METIL-2-(3-FLUOR-4-(METILSULFONAMIDO)FENIL)PROPANAMIDA, N-((3-TERT-BUTIL-1-CICLOHEXIL-1H-PIRAZOL-5-IL)METIL-2-(3-FLUOR-4-(METILSULFONAMIDO)FENIL)PROPANAMIDA, ENTRE OTROS. TAMBIEN ESTA REFERIDA A UNA COMPOSICION FARMACEUTICA Y A UN PROCEDIMIENTO DE OBTENCION. DICHOS COMPUESTOS TIENEN ACTIVIDAD SOBRE EL RECEPTOR DE VANILLOIDES DEL SUBTIPO 1 (RECEPTOR VR1/TRPV1) Y SON UTILES EN EL TRATAMIENTO DEL DOLOR Y DE LA INFLAMACION
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