AR096642A2 - DERIVATIVES OF DIARIL AND ARILHETEROARIL UREA AS MODULATORS OF THE 5-HT₂A SEROTONINE RECEPTOR USEFUL FOR PROFILAXIS AND TREATMENT OF DISORDERS RELATED TO THE SAME - Google Patents

DERIVATIVES OF DIARIL AND ARILHETEROARIL UREA AS MODULATORS OF THE 5-HT₂A SEROTONINE RECEPTOR USEFUL FOR PROFILAXIS AND TREATMENT OF DISORDERS RELATED TO THE SAME

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AR096642A2
AR096642A2 ARP140102303A ARP140102303A AR096642A2 AR 096642 A2 AR096642 A2 AR 096642A2 AR P140102303 A ARP140102303 A AR P140102303A AR P140102303 A ARP140102303 A AR P140102303A AR 096642 A2 AR096642 A2 AR 096642A2
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Argentina
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phenyl
urea
pyrazol
methoxy
methyl
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ARP140102303A
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Spanish (es)
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Arena Pharm Inc
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Abstract

Los compuestos y las composiciones farmacéuticas de los mismos son útiles para la profilaxis o tratamiento de la agregación de plaquetas, para la enfermedad de las arterias coronarias, infarto de miocardio, accidentes isquémicos transitorios, angina, apoplejía, fibrilación auricular, reducción del riesgo de formación de coágulos de sangre, asma o síntomas del mismo, agitación o un síntoma, desórdenes de conductismo, psicosis inducidas por fármacos, psicosis excitativa, síndrome de Gilles de la Tourette, desorden maníaco, psicosis orgánica o de NOS, desorden psicótico, psicosis, esquizofrenia aguda, esquizofrenia crónica, esquizofrenia de NOS y desórdenes relacionados, desórdenes del sueño, desórdenes relacionados con diabetes, y similares. Reivindicación 1: Un compuesto caracterizado porque está seleccionado a partir de las sales, hidratos, y solvatos farmacéuticamente aceptables de los siguientes compuestos: (1) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(4-cloro-fenil)-urea; (2) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(4-flúor-fenil)-urea; (3) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(2,4-dicloro-fenil)-urea; (4) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(4-metoxi-fenil)-urea; (5) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(4-bromo-fenil)-urea; (6) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(4-cloro-3-trifluorometil-fenil)-urea; (7) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(3,5-difluoro-fenil)-urea; (8) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(2,4-difluoro-fenil)-urea; (9) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(4-cloro-2-trifluorometil-fenil)-urea; (10) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(3,4-difluoro-fenil)-urea; (11) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(3-trifluorometil-fenil)-urea; (12) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(4-trifluorometil-fenil)-urea; (13) 1-(3,5-bis-trifluorometil-fenil)-3-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-urea; (14) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-naftalen-2-iI-urea; (15) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-nitro-fenil)-urea; (16) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-flúor-3-nitro-fenil)-urea; (17) 1-(3-acetil-fenil)-3-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (18) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-flúor-fenil)-urea; (19) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-trifluorometoxi-fenil)-urea; (20) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-cloro-fenil)-urea; (21) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-ciano-fenil)-urea; (22) 1-bifenil-2-iI-3-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (23) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-isopropil-fenil)-urea; (24) 1-[3-(4-bromo-2-metil-2 H-pirazol-3-il)-4-metoxi-fenil]-3-naftalen-1-iI-urea, (25) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(2-flúor-fenil)-urea; (26) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-cloro-fenil)-urea; (27) 1-(4-cloro-fenil)-3-[3-(4-flúor-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (28) 1-[3-(4-cloro-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(4-flúor-fenil)-urea; (29) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI) 4-metoxi-fenil]-3-(2,4-difluoro-fenil)-urea; (30) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-metoxi-fenil)-urea; (31) 1-[3-(4-flúor-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-flúor-fenil)-urea; (32) 1-(3,4-difluoro-fenil)-3-[3-(4-flúor-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-urea; (33) 1-[3-(4-flúor-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-flúor-fenil)-urea; (34) 1-[3-(4-cloro-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(2-trifluorometoxi-fenil)-urea; (35) 1-(3-acetil-fenil)-3-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (36) 1-[3-(4-cloro-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(3-flúor-fenil)-urea; (37) 1-(2,4-difluoro-fenil)-3-[3-(4-flúor-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (38) 1-[3-(4-bromo-2-metil-5-trifluorometil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-cloro-fenil)-urea; (39) 1-[3-(4-bromo-2-metil-5-trifluorometil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-flúor-fenil)-urea; (40) 1-[3-(4-cloro-2-metil-5-trifluorometil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-flúor-fenil)-urea; (41) 1-[3-(4-cloro-2-metil-5-trifluorometil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(4-cloro-fenil)-urea; (42) 1-(4-cloro-fenil)-3-[4-metoxi-3-(2-metil-5-trifluorometil-2H-pirazol-3-iI)-fenil]-urea; (43) 1-(4-cloro-fenil)-3-[3-(2-isopropil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (44) 1-(4-flúor-fenil)-3-[3-(2-isopropil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (45) 1-[3-(4-cloro-2-isopropil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-cloro-fenil)-urea; (46) 1-(3,4-difluoro-fenil)-3-[3-(2-isopropil-2H-pirazol-3-il)-4-metoxi-fenil]-urea; (47) 1-(3-cloro-4-flúor-fenil)-3-[3-(2-isopropil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (48) 1-(2-cloro-4-trifluorometil-fenil)-3-[3-(2-isopropil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (49) 1-[3-(4-bromo-2-isopropil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-cloro-fenil)-urea; (50) 1-[3-(4-bromo-2-isopropil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(4-flúor-fenil)-urea; (51) 1-[3-(4-bromo-2-isopropil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(3,4-difluoro-fenil-urea; (52) 1-[3-(4-bromo-2-isopropil 2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-cloro-4-flúor-fenil)-urea; (53) 1-[3-(4-bromo-2-isopropil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(2-cloro-4-trifluorometil-fenil)-urea; (54) 1-[3-(4-cloro-2-isopropil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-flúor-fenil)-urea; (55) 1-[3-(4-cloro-2-isopropil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3 4-difluoro-fenil)-urea; (56) 1-(3-cloro-4-flúor-fenil)-3-[3-(4-cloro-2-isopropil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (57) 1-[3-(4-cloro-2-isopropil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(2-cloro-4-trifluorometil-fenil)-urea; (53) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-hidroxi-fenil]-3-(4-cloro-fenil)-urea; (59) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-isopropoxi-fenil]-3-(4-cloro-fenil)-urea; (60) 1-[3-(4-bromo-2-metil-2 H-pirazol-3-il)-4-isopropoxi-fenil]-3-(4-flúor-fenil)-urea; (61) 1-[4-benciloxi-3-(4-bromo-2-metil-2H-pirazol-3-iI)-fenil]-3-(4-cloro-fenil)-urea; (62) 1-[4-benciloxi-3-(4-bromo-2-metil-2H-pirazol-3-il)-fenil]-3-(4-flúor-fenil)-urea; (63) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-(4-cloro-benciloxi)-fenil]-3-(4-cloro-fenil)-urea; (64) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-(4-cloro-benciloxi)-fenil]-3-(4-flúor-fenil)-urea; (65) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-fenetiloxi-fenil]-3-(4-flúor-fenil)-urea; (66) 1-[3-(4-bromo-2 metil-2H-pirazol-3-il)-4-fenetiloxi-fenil]-3-(4-cloro-fenil)-urea; (67) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-etoxi-fenil]-3-(4-cloro-fenil)-urea; (68) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-etoxi-fenil]-3-(4-flúor-fenil)-urea; (69) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-(2-dimetilamino-etoxi)-fenil]-3-(4-cloro-fenil)-urea; (70) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-(2-dimetilamino-etoxi)-fenil]-3-(4-flúor-fenil)-urea; (71) 1-[3-(4-bromo-2-metal-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-cloro-fenil)-tiourea; (72) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-metoxi-fenil)-urea; (75) 1-(4-cloro-fenil)-3-[4-metoxi-3-(2-metil-2 H-pirazol-3-iI)-fenil]-urea; (76) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-isopropil-fenil)-urea; (77) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(2,4-dicloro-fenil)-urea; (78) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-naftalen-1-il-urea; (79) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-cloro-2-trifluorometil-fenil)-urea; (80) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-trifluorometil-fenil)-urea; (81) 1-(4-bromo-fenil)-3-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (82) 1-(3,5-bis-trifluorometil-fenil)-3-[3-(4-cloro-2-metal-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (83) 1-(3-cloro-fenil)-3-[3-(4-flúor-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (84) 1-(4-cloro-3-trifluorometil-fenil)-3-[3-(4-flúor-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (85) 1-(4-bromo-fenil)-3-[3-(4-flúor-2-metal-2H-pirazol-3-il)-4-metoxi-fenil]-urea; (86) 1-[3-(4-flúor-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-trifluorometil-fenil)-tiourea; (87) 1-[3-(4-flúor-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-metoxi-fenil)-urea; (88) 1-(3-acetil-fenil)-3-[3-(4-flúor-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-urea; (89) 1-[3-(4-flúor-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(4-trifluorometil-fenil)-urea; (90) 1-[3-(4-flúor-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-trifluorometil-fenil)-urea; (91) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-cloro-fenil)-urea; (92) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3,4-difluoro-fenil)-urea; (93) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3,5-difluoro-fenil)-urea; (94) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-[3-(1-hidroxi-etil)-fenil]-urea; (96) 1-[3-(4-bromo-2-metal-2H-pirazol-3-iI)-4-metoxi-fenil]-3-[3-(1-hidroxiimino-etil)-fenil]-urea; (97) 1-[3-(4-cloro-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(2-flúor-fenil)-urea; (103) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-hidroxi-fenil]-3-(2,4-difluoro-fenil)-urea; (107) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(4-cloro-2-hidroxi-fenil)-urea; (108) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-trifluorometoxi-fenil]-3-(4-cloro-fenil)-urea; (109) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-ciano-fenil)-urea; (110) 1-[3-(4-cloro-2-metil-2H-pirazol-3-iI)-4-metoxi-fenil]-3-(3-nitro-fenil)-urea; (113) 1-[3-(4-bromo-2-metil-2H-pirazol-3-iI)-4-trifluorometoxi-fenil]-3-(2,4-difluoro-fenil)-urea; (115) 1-[3-(4-bromo-2-metil-2H-pirazol-3-il)-4-metoxi-fenil]-3-(2,2-difluoro-benzo[1,3]dioxol-5-il)-urea; (116) 1-The compounds and pharmaceutical compositions thereof are useful for the prophylaxis or treatment of platelet aggregation, for coronary artery disease, myocardial infarction, transient ischemic accidents, angina, stroke, atrial fibrillation, reduction of formation risk. of blood clots, asthma or symptoms thereof, agitation or a symptom, behavioral disorders, drug-induced psychosis, excitatory psychosis, Gilles de la Tourette syndrome, manic disorder, organic or NOS psychosis, psychotic disorder, psychosis, schizophrenia acute, chronic schizophrenia, NOS schizophrenia and related disorders, sleep disorders, diabetes-related disorders, and the like. Claim 1: A compound characterized in that it is selected from the pharmaceutically acceptable salts, hydrates, and solvates of the following compounds: (1) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl ) -4-methoxy-phenyl] -3- (4-chloro-phenyl) -urea; (2) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (4-fluoro-phenyl) -urea; (3) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (2,4-dichloro-phenyl) -urea; (4) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (4-methoxy-phenyl) -urea; (5) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (4-bromo-phenyl) -urea; (6) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (4-chloro-3-trifluoromethyl-phenyl) -urea; (7) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (3,5-difluoro-phenyl) -urea; (8) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (2,4-difluoro-phenyl) -urea; (9) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (4-chloro-2-trifluoromethyl-phenyl) -urea; (10) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (3,4-difluoro-phenyl) -urea; (11) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (3-trifluoromethyl-phenyl) -urea; (12) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (4-trifluoromethyl-phenyl) -urea; (13) 1- (3,5-bis-trifluoromethyl-phenyl) -3- [3- (4-bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -urea; (14) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3-naphthalen-2-iI-urea; (15) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-nitro-phenyl) -urea; (16) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-fluorine-3-nitro-phenyl) -urea; (17) 1- (3-acetyl-phenyl) -3- [3- (4-bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (18) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-fluoro-phenyl) -urea; (19) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-trifluoromethoxy-phenyl) -urea; (20) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-chloro-phenyl) -urea; (21) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-cyano-phenyl) -urea; (22) 1-Biphenyl-2-iI-3- [3- (4-bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (23) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-isopropyl-phenyl) -urea; (24) 1- [3- (4-Bromo-2-methyl-2 H-pyrazol-3-yl) -4-methoxy-phenyl] -3-naphthalen-1-i-urea, (25) 1- [ 3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (2-fluorine-phenyl) -urea; (26) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-chloro-phenyl) -urea; (27) 1- (4-Chloro-phenyl) -3- [3- (4-fluorine-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (28) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (4-fluoro-phenyl) -urea; (29) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) 4-methoxy-phenyl] -3- (2,4-difluoro-phenyl) -urea; (30) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-methoxy-phenyl) -urea; (31) 1- [3- (4-Fluoro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-fluorine-phenyl) -urea; (32) 1- (3,4-Difluoro-phenyl) -3- [3- (4-fluorine-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -urea; (33) 1- [3- (4-Fluoro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-fluorine-phenyl) -urea; (34) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (2-trifluoromethoxy-phenyl) -urea; (35) 1- (3-Acetyl-phenyl) -3- [3- (4-chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (36) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (3-fluoro-phenyl) -urea; (37) 1- (2,4-Difluoro-phenyl) -3- [3- (4-fluorine-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (38) 1- [3- (4-Bromo-2-methyl-5-trifluoromethyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-chloro-phenyl) -urea; (39) 1- [3- (4-Bromo-2-methyl-5-trifluoromethyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-fluorine-phenyl) -urea; (40) 1- [3- (4-Chloro-2-methyl-5-trifluoromethyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-fluorine-phenyl) -urea; (41) 1- [3- (4-Chloro-2-methyl-5-trifluoromethyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (4-chloro-phenyl) -urea; (42) 1- (4-Chloro-phenyl) -3- [4-methoxy-3- (2-methyl-5-trifluoromethyl-2H-pyrazol-3-iI) -phenyl] -urea; (43) 1- (4-Chloro-phenyl) -3- [3- (2-isopropyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (44) 1- (4-Fluoro-phenyl) -3- [3- (2-isopropyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (45) 1- [3- (4-Chloro-2-isopropyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-chloro-phenyl) -urea; (46) 1- (3,4-Difluoro-phenyl) -3- [3- (2-isopropyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -urea; (47) 1- (3-Chloro-4-fluorine-phenyl) -3- [3- (2-isopropyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (48) 1- (2-Chloro-4-trifluoromethyl-phenyl) -3- [3- (2-isopropyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (49) 1- [3- (4-Bromo-2-isopropyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-chloro-phenyl) -urea; (50) 1- [3- (4-Bromo-2-isopropyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (4-fluoro-phenyl) -urea; (51) 1- [3- (4-Bromo-2-isopropyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (3,4-difluoro-phenyl-urea; (52) 1 - [3- (4-Bromo-2-isopropyl 2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-chloro-4-fluorine-phenyl) -urea; (53) 1- [ 3- (4-Bromo-2-isopropyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (2-chloro-4-trifluoromethyl-phenyl) -urea; (54) 1- [3 - (4-Chloro-2-isopropyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-fluorine-phenyl) -urea; (55) 1- [3- (4-chloro -2-isopropyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3 4-difluoro-phenyl) -urea; (56) 1- (3-chloro-4-fluorine-phenyl) -3- [3- (4-Chloro-2-isopropyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (57) 1- [3- (4-chloro-2-isopropyl- 2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (2-chloro-4-trifluoromethyl-phenyl) -urea; (53) 1- [3- (4-bromo-2-methyl-2H -pyrazol-3-iI) -4-hydroxy-phenyl] -3- (4-chloro-phenyl) -urea; (59) 1- [3- (4-bromo-2-methyl-2H-pyrazole-3- iI) -4-isopropoxy-phenyl] -3- (4-chloro-phenyl) -urea; (60) 1- [3- (4-bromo-2-methyl-2 H-pyrazol-3-yl) -4 -isopropoxy-phenyl] -3- (4-fluorine-phenyl) -urea; (61) 1- [4-benzyloxy-3- (4-bromo-2-methyl-2H-pyrazol-3-iI) -fen il] -3- (4-chloro-phenyl) -urea; (62) 1- [4-Benzyloxy-3- (4-bromo-2-methyl-2H-pyrazol-3-yl) -phenyl] -3- (4-fluoro-phenyl) -urea; (63) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4- (4-chloro-benzyloxy) -phenyl] -3- (4-chloro-phenyl) -urea ; (64) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4- (4-chloro-benzyloxy) -phenyl] -3- (4-fluorine-phenyl) -urea ; (65) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-phenethyloxy-phenyl] -3- (4-fluorine-phenyl) -urea; (66) 1- [3- (4-Bromo-2 methyl-2H-pyrazol-3-yl) -4-phenethyloxy-phenyl] -3- (4-chloro-phenyl) -urea; (67) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-ethoxy-phenyl] -3- (4-chloro-phenyl) -urea; (68) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-ethoxy-phenyl] -3- (4-fluoro-phenyl) -urea; (69) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4- (2-dimethylamino-ethoxy) -phenyl] -3- (4-chloro-phenyl) -urea ; (70) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4- (2-dimethylamino-ethoxy) -phenyl] -3- (4-fluorine-phenyl) -urea ; (71) 1- [3- (4-Bromo-2-metal-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-chloro-phenyl) -thiourea; (72) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-methoxy-phenyl) -urea; (75) 1- (4-Chloro-phenyl) -3- [4-methoxy-3- (2-methyl-2 H-pyrazol-3-iI) -phenyl] -urea; (76) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-isopropyl-phenyl) -urea; (77) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (2,4-dichloro-phenyl) -urea; (78) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3-naphthalen-1-yl-urea; (79) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-chloro-2-trifluoromethyl-phenyl) -urea; (80) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-trifluoromethyl-phenyl) -urea; (81) 1- (4-Bromo-phenyl) -3- [3- (4-chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (82) 1- (3,5-bis-trifluoromethyl-phenyl) -3- [3- (4-chloro-2-metal-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (83) 1- (3-Chloro-phenyl) -3- [3- (4-fluorine-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (84) 1- (4-Chloro-3-trifluoromethyl-phenyl) -3- [3- (4-fluorine-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (85) 1- (4-Bromo-phenyl) -3- [3- (4-fluorine-2-metal-2H-pyrazol-3-yl) -4-methoxy-phenyl] -urea; (86) 1- [3- (4-Fluoro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-trifluoromethyl-phenyl) -thiourea; (87) 1- [3- (4-Fluoro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-methoxy-phenyl) -urea; (88) 1- (3-acetyl-phenyl) -3- [3- (4-fluorine-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -urea; (89) 1- [3- (4-Fluoro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (4-trifluoromethyl-phenyl) -urea; (90) 1- [3- (4-Fluoro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-trifluoromethyl-phenyl) -urea; (91) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-chloro-phenyl) -urea; (92) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3,4-difluoro-phenyl) -urea; (93) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3,5-difluoro-phenyl) -urea; (94) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- [3- (1-hydroxy-ethyl) -phenyl] -urea ; (96) 1- [3- (4-Bromo-2-metal-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- [3- (1-hydroxyimino-ethyl) -phenyl] -urea ; (97) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (2-fluorine-phenyl) -urea; (103) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-hydroxy-phenyl] -3- (2,4-difluoro-phenyl) -urea; (107) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (4-chloro-2-hydroxy-phenyl) -urea; (108) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-trifluoromethoxy-phenyl] -3- (4-chloro-phenyl) -urea; (109) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-cyano-phenyl) -urea; (110) 1- [3- (4-Chloro-2-methyl-2H-pyrazol-3-iI) -4-methoxy-phenyl] -3- (3-nitro-phenyl) -urea; (113) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-iI) -4-trifluoromethoxy-phenyl] -3- (2,4-difluoro-phenyl) -urea; (115) 1- [3- (4-Bromo-2-methyl-2H-pyrazol-3-yl) -4-methoxy-phenyl] -3- (2,2-difluoro-benzo [1,3] dioxol- 5-yl) -urea; (116) 1-

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