KR977001713A - 모르폴린 태키키닌 수용체 길항제의 프로드러그(Prodrugs of morpholine tachykinin receptor antagonists) - Google Patents
모르폴린 태키키닌 수용체 길항제의 프로드러그(Prodrugs of morpholine tachykinin receptor antagonists)Info
- Publication number
- KR977001713A KR977001713A KR1019960704865A KR19960704866A KR977001713A KR 977001713 A KR977001713 A KR 977001713A KR 1019960704865 A KR1019960704865 A KR 1019960704865A KR 19960704866 A KR19960704866 A KR 19960704866A KR 977001713 A KR977001713 A KR 977001713A
- Authority
- KR
- South Korea
- Prior art keywords
- phenyl
- morpholine
- methyl
- fluoro
- ethoxy
- Prior art date
Links
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 title claims 32
- 239000000651 prodrug Substances 0.000 title claims 4
- 229940002612 prodrug Drugs 0.000 title claims 4
- 239000002462 tachykinin receptor antagonist Substances 0.000 title abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 9
- 208000002193 Pain Diseases 0.000 claims abstract 3
- 206010047700 Vomiting Diseases 0.000 claims abstract 3
- 230000008673 vomiting Effects 0.000 claims abstract 3
- 208000019695 Migraine disease Diseases 0.000 claims abstract 2
- 208000006673 asthma Diseases 0.000 claims abstract 2
- 206010027599 migraine Diseases 0.000 claims abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 273
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 claims 129
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 106
- 125000000109 phenylethoxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])O* 0.000 claims 104
- -1 5- Tetrazolyl Chemical group 0.000 claims 71
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 70
- FHQRDEDZJIFJAL-UHFFFAOYSA-N 4-phenylmorpholine Chemical compound C1COCCN1C1=CC=CC=C1 FHQRDEDZJIFJAL-UHFFFAOYSA-N 0.000 claims 43
- 125000003545 alkoxy group Chemical group 0.000 claims 39
- 125000005843 halogen group Chemical group 0.000 claims 30
- 150000001875 compounds Chemical class 0.000 claims 29
- 125000000217 alkyl group Chemical group 0.000 claims 28
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 25
- 229910052739 hydrogen Inorganic materials 0.000 claims 24
- 239000001257 hydrogen Substances 0.000 claims 24
- 125000001424 substituent group Chemical group 0.000 claims 22
- 125000004093 cyano group Chemical group *C#N 0.000 claims 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 18
- 241000124008 Mammalia Species 0.000 claims 14
- 125000000066 S-methyl group Chemical group [H]C([H])([H])S* 0.000 claims 12
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 12
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims 11
- 150000002500 ions Chemical class 0.000 claims 9
- 125000003342 alkenyl group Chemical group 0.000 claims 8
- CELZJBOTKPVYOO-UHFFFAOYSA-N 3-(3-methyl-3-phenylmorpholin-4-yl)-1,2-dihydropyrrol-5-one Chemical compound C1(=CC=CC=C1)C1(N(CCOC1)C1=CC(NC1)=O)C CELZJBOTKPVYOO-UHFFFAOYSA-N 0.000 claims 6
- 238000000034 method Methods 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- DWZWXKDDJVKNCO-QGZVFWFLSA-N (3S)-3-phenyl-4-phenylmethoxymorpholine Chemical compound C(C1=CC=CC=C1)ON1[C@H](COCC1)C1=CC=CC=C1 DWZWXKDDJVKNCO-QGZVFWFLSA-N 0.000 claims 5
- 125000001246 bromo group Chemical group Br* 0.000 claims 5
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 4
- 125000002837 carbocyclic group Chemical group 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 4
- 125000001153 fluoro group Chemical group F* 0.000 claims 4
- 150000002431 hydrogen Chemical class 0.000 claims 4
- XYKZGNXBUFKIAS-KEKNWZKVSA-N 3-[(3S)-3-methyl-3-phenyl-2-phenylmethoxymorpholin-4-yl]-1,2-dihydropyrrol-5-one Chemical compound C(C1=CC=CC=C1)OC1[C@@](N(CCO1)C1=CC(NC1)=O)(C1=CC=CC=C1)C XYKZGNXBUFKIAS-KEKNWZKVSA-N 0.000 claims 3
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 3
- 125000000068 chlorophenyl group Chemical group 0.000 claims 3
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 239000003937 drug carrier Substances 0.000 claims 3
- 125000001207 fluorophenyl group Chemical group 0.000 claims 3
- 125000002346 iodo group Chemical group I* 0.000 claims 3
- 208000033808 peripheral neuropathy Diseases 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 230000002265 prevention Effects 0.000 claims 3
- QDZOEBFLNHCSSF-PFFBOGFISA-N (2S)-2-[[(2R)-2-[[(2S)-1-[(2S)-6-amino-2-[[(2S)-1-[(2R)-2-amino-5-carbamimidamidopentanoyl]pyrrolidine-2-carbonyl]amino]hexanoyl]pyrrolidine-2-carbonyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-N-[(2R)-1-[[(2S)-1-[[(2R)-1-[[(2S)-1-[[(2S)-1-amino-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-1-oxo-3-phenylpropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]pentanediamide Chemical compound C([C@@H](C(=O)N[C@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC(C)C)C(N)=O)NC(=O)[C@@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@@H](CC=1C2=CC=CC=C2NC=1)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CCCCN)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](N)CCCNC(N)=N)C1=CC=CC=C1 QDZOEBFLNHCSSF-PFFBOGFISA-N 0.000 claims 2
- AOWGLTSPUDFTLW-JBBXEZCESA-N (2r,3r,6s)-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-6-methyl-3-phenylmorpholine Chemical compound O([C@H]1[C@H](NC[C@@H](O1)C)C=1C=CC=CC=1)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 AOWGLTSPUDFTLW-JBBXEZCESA-N 0.000 claims 2
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 2
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 2
- OURXRFYZEOUCRM-UHFFFAOYSA-N 4-hydroxymorpholine Chemical compound ON1CCOCC1 OURXRFYZEOUCRM-UHFFFAOYSA-N 0.000 claims 2
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 2
- NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 claims 2
- IFAVUSDMDKOVLE-GOSISDBHSA-N C1COC[C@@H](N1OCCC2=CC=CC=C2)C3=CC=CC=C3 Chemical compound C1COC[C@@H](N1OCCC2=CC=CC=C2)C3=CC=CC=C3 IFAVUSDMDKOVLE-GOSISDBHSA-N 0.000 claims 2
- RVXDRUFQBOELCF-UHFFFAOYSA-N CC1(COCCN1C2=CN=CN2)C3=CC=CC=C3 Chemical compound CC1(COCCN1C2=CN=CN2)C3=CC=CC=C3 RVXDRUFQBOELCF-UHFFFAOYSA-N 0.000 claims 2
- OKKJLVBELUTLKV-MZCSYVLQSA-N Deuterated methanol Chemical compound [2H]OC([2H])([2H])[2H] OKKJLVBELUTLKV-MZCSYVLQSA-N 0.000 claims 2
- 102100024304 Protachykinin-1 Human genes 0.000 claims 2
- 101800003906 Substance P Proteins 0.000 claims 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 125000002883 imidazolyl group Chemical group 0.000 claims 2
- 230000035987 intoxication Effects 0.000 claims 2
- 231100000566 intoxication Toxicity 0.000 claims 2
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 201000001119 neuropathy Diseases 0.000 claims 2
- 230000007823 neuropathy Effects 0.000 claims 2
- 125000002971 oxazolyl group Chemical group 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 125000004076 pyridyl group Chemical group 0.000 claims 2
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- 108020003175 receptors Proteins 0.000 claims 2
- 102000005962 receptors Human genes 0.000 claims 2
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 125000000464 thioxo group Chemical group S=* 0.000 claims 2
- CYBHDFOHUGLNEW-ZRBLBEILSA-N (2S,3R,5R)-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-3,5-diphenylmorpholine Chemical compound C1[C@H](N[C@@H]([C@H](O1)OCC2=CC(=CC(=C2)C(F)(F)F)C(F)(F)F)C3=CC=CC=C3)C4=CC=CC=C4 CYBHDFOHUGLNEW-ZRBLBEILSA-N 0.000 claims 1
- PUZOQLKLCNWXCR-RZAIGCCYSA-N (2r,3r,5s)-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-5-methyl-3-phenylmorpholine Chemical compound O([C@@H]1OC[C@@H](N[C@@H]1C=1C=CC=CC=1)C)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 PUZOQLKLCNWXCR-RZAIGCCYSA-N 0.000 claims 1
- AOWGLTSPUDFTLW-NXOUGTEYSA-N (2r,3r,6r)-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-6-methyl-3-phenylmorpholine Chemical compound O([C@H]1[C@H](NC[C@H](O1)C)C=1C=CC=CC=1)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 AOWGLTSPUDFTLW-NXOUGTEYSA-N 0.000 claims 1
- MCFDDLSGKLCKMZ-MDASCCDHSA-N (2r,3s)-2-[(1r)-1-(3-bromo-5-methylphenyl)ethoxy]-3-phenylmorpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=C(Br)C=C(C)C=2)=CC=CC=C1 MCFDDLSGKLCKMZ-MDASCCDHSA-N 0.000 claims 1
- XSALUACENXIXKO-MDASCCDHSA-N (2r,3s)-2-[(1r)-1-(3-chloro-5-methylphenyl)ethoxy]-3-phenylmorpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=C(Cl)C=C(C)C=2)=CC=CC=C1 XSALUACENXIXKO-MDASCCDHSA-N 0.000 claims 1
- FSZSXNHVHXRIPX-GQWLDOHISA-N (2r,3s)-2-[(1r)-1-(3-chloro-5-propan-2-yloxyphenyl)ethoxy]-3-phenylmorpholine Chemical compound CC(C)OC1=CC(Cl)=CC([C@@H](C)O[C@@H]2[C@@H](NCCO2)C=2C=CC=CC=2)=C1 FSZSXNHVHXRIPX-GQWLDOHISA-N 0.000 claims 1
- UUZYDUWBYXQIJM-MDASCCDHSA-N (2r,3s)-2-[(1r)-1-(3-fluoro-5-methylphenyl)ethoxy]-3-phenylmorpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=C(F)C=C(C)C=2)=CC=CC=C1 UUZYDUWBYXQIJM-MDASCCDHSA-N 0.000 claims 1
- FCXDRRVJPDYPGR-GQWLDOHISA-N (2r,3s)-2-[(1r)-1-(3-fluoro-5-propan-2-yloxyphenyl)ethoxy]-3-phenylmorpholine Chemical compound CC(C)OC1=CC(F)=CC([C@@H](C)O[C@@H]2[C@@H](NCCO2)C=2C=CC=CC=2)=C1 FCXDRRVJPDYPGR-GQWLDOHISA-N 0.000 claims 1
- TYBDKZULYJZJHG-JEBQAFNWSA-N (2r,3s)-2-[(1r)-1-(3-fluorophenyl)ethoxy]-3-phenylmorpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=C(F)C=CC=2)=CC=CC=C1 TYBDKZULYJZJHG-JEBQAFNWSA-N 0.000 claims 1
- PRRZOZPOIBFIIO-CNOZUTPLSA-N (2r,3s)-2-[(1r)-1-[2,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C(=CC=C(C=2)C(F)(F)F)C(F)(F)F)=CC=C(F)C=C1 PRRZOZPOIBFIIO-CNOZUTPLSA-N 0.000 claims 1
- UTDANMPTVJPQFZ-OCBCSQNSSA-N (2r,3s)-2-[(1r)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-phenylmorpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)=CC=CC=C1 UTDANMPTVJPQFZ-OCBCSQNSSA-N 0.000 claims 1
- OHBUFBUCNKZMDU-CNOZUTPLSA-N (2r,3s)-2-[(1r)-1-[3-chloro-5-(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=C(C=C(Cl)C=2)C(F)(F)F)=CC=C(F)C=C1 OHBUFBUCNKZMDU-CNOZUTPLSA-N 0.000 claims 1
- XNKRXVKJFYNGEO-OCBCSQNSSA-N (2r,3s)-2-[(1r)-1-[3-chloro-5-(trifluoromethyl)phenyl]ethoxy]-3-phenylmorpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=C(C=C(Cl)C=2)C(F)(F)F)=CC=CC=C1 XNKRXVKJFYNGEO-OCBCSQNSSA-N 0.000 claims 1
- DGRPRBMQPYZAEY-GQWLDOHISA-N (2r,3s)-2-[(1r)-1-[3-tert-butyl-5-(trifluoromethyl)phenyl]ethoxy]-3-phenylmorpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=C(C=C(C=2)C(C)(C)C)C(F)(F)F)=CC=CC=C1 DGRPRBMQPYZAEY-GQWLDOHISA-N 0.000 claims 1
- UHFOWTRPYYCNIS-CNOZUTPLSA-N (2r,3s)-2-[(1r)-1-[4-chloro-3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-phenylmorpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=C(C(Cl)=C(C=2)C(F)(F)F)C(F)(F)F)=CC=CC=C1 UHFOWTRPYYCNIS-CNOZUTPLSA-N 0.000 claims 1
- ARFRSZCVUAEQOC-CNOZUTPLSA-N (2r,3s)-2-[(1r)-1-[4-fluoro-3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-phenylmorpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=C(C(F)=C(C=2)C(F)(F)F)C(F)(F)F)=CC=CC=C1 ARFRSZCVUAEQOC-CNOZUTPLSA-N 0.000 claims 1
- UTDANMPTVJPQFZ-UYHISHBKSA-N (2r,3s)-2-[(1s)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-phenylmorpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@@H](C)C=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)=CC=CC=C1 UTDANMPTVJPQFZ-UYHISHBKSA-N 0.000 claims 1
- JWXUKAGXMGNASM-CNOZUTPLSA-N (2r,3s)-3-(4-fluorophenyl)-2-[(1r)-1-[3-fluoro-5-(trifluoromethyl)phenyl]ethoxy]morpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=C(C=C(F)C=2)C(F)(F)F)=CC=C(F)C=C1 JWXUKAGXMGNASM-CNOZUTPLSA-N 0.000 claims 1
- MYAVTJWBVDSCNS-TYCQWZJGSA-N (2r,3s)-3-phenyl-2-[(1r)-1-(3-propan-2-yloxyphenyl)ethoxy]morpholine Chemical compound CC(C)OC1=CC=CC([C@@H](C)O[C@@H]2[C@@H](NCCO2)C=2C=CC=CC=2)=C1 MYAVTJWBVDSCNS-TYCQWZJGSA-N 0.000 claims 1
- AOHUTFLEHKBVQC-FHLIZLRMSA-N (2r,3s)-3-phenyl-2-[(1r)-1-phenylethoxy]morpholine Chemical compound C1([C@@H]2NCCO[C@@H]2O[C@H](C)C=2C=CC=CC=2)=CC=CC=C1 AOHUTFLEHKBVQC-FHLIZLRMSA-N 0.000 claims 1
- KTKGVGZSLYXSBK-LOSJGSFVSA-N (2r,3s)-4-benzyl-2-[1-[2,5-bis(trifluoromethyl)phenyl]ethenoxy]-3-(4-fluorophenyl)morpholine Chemical compound C1=CC(F)=CC=C1[C@@H]1N(CC=2C=CC=CC=2)CCO[C@@H]1OC(=C)C1=CC(C(F)(F)F)=CC=C1C(F)(F)F KTKGVGZSLYXSBK-LOSJGSFVSA-N 0.000 claims 1
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- FUQXMZQIUQTJPV-IAGOWNOFSA-N (2s,3r)-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-3-phenylmorpholine Chemical compound FC(F)(F)C1=CC(C(F)(F)F)=CC(CO[C@@H]2[C@H](NCCO2)C=2C=CC=CC=2)=C1 FUQXMZQIUQTJPV-IAGOWNOFSA-N 0.000 claims 1
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- FGNKYBCTXIEACK-DLBZAZTESA-N (2s,3s)-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-3-(4-fluorophenyl)morpholine Chemical compound C1=CC(F)=CC=C1[C@H]1[C@@H](OCC=2C=C(C=C(C=2)C(F)(F)F)C(F)(F)F)OCCN1 FGNKYBCTXIEACK-DLBZAZTESA-N 0.000 claims 1
- MQHWDFVGDXXXRC-BJKOFHAPSA-N (2s,3s)-4-benzyl-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-3-(4-fluorophenyl)morpholine Chemical compound C1=CC(F)=CC=C1[C@@H]1N(CC=2C=CC=CC=2)CCO[C@@H]1OCC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 MQHWDFVGDXXXRC-BJKOFHAPSA-N 0.000 claims 1
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- AOWGLTSPUDFTLW-UUWFMWQGSA-N (2s,3s,6r)-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-6-methyl-3-phenylmorpholine Chemical compound O([C@@H]1[C@@H](NC[C@H](O1)C)C=1C=CC=CC=1)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 AOWGLTSPUDFTLW-UUWFMWQGSA-N 0.000 claims 1
- GSZAAEJBPFTBKG-INIZCTEOSA-N (3s)-4-benzyl-3-(4-fluorophenyl)morpholin-2-one Chemical compound C1=CC(F)=CC=C1[C@H]1C(=O)OCCN1CC1=CC=CC=C1 GSZAAEJBPFTBKG-INIZCTEOSA-N 0.000 claims 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 238000005160 1H NMR spectroscopy Methods 0.000 claims 1
- GFOCXNQTHDSCRO-RTBURBONSA-N 2-[(2s,3r)-2-[[3,5-bis(trifluoromethyl)phenyl]methoxy]-3-phenylmorpholin-4-yl]acetamide Chemical compound O([C@H]1OCCN([C@@H]1C=1C=CC=CC=1)CC(=O)N)CC1=CC(C(F)(F)F)=CC(C(F)(F)F)=C1 GFOCXNQTHDSCRO-RTBURBONSA-N 0.000 claims 1
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- MBBZMMPHUWSWHV-BDVNFPICSA-N N-methylglucamine Chemical class CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO MBBZMMPHUWSWHV-BDVNFPICSA-N 0.000 claims 1
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- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims 1
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- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
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- HWYHDWGGACRVEH-UHFFFAOYSA-N n-methyl-n-(4-pyrrolidin-1-ylbut-2-ynyl)acetamide Chemical compound CC(=O)N(C)CC#CCN1CCCC1 HWYHDWGGACRVEH-UHFFFAOYSA-N 0.000 claims 1
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- 230000003595 spectral effect Effects 0.000 claims 1
- 208000024891 symptom Diseases 0.000 claims 1
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B60—VEHICLES IN GENERAL
- B60R—VEHICLES, VEHICLE FITTINGS, OR VEHICLE PARTS, NOT OTHERWISE PROVIDED FOR
- B60R16/00—Electric or fluid circuits specially adapted for vehicles and not otherwise provided for; Arrangement of elements of electric or fluid circuits specially adapted for vehicles and not otherwise provided for
- B60R16/02—Electric or fluid circuits specially adapted for vehicles and not otherwise provided for; Arrangement of elements of electric or fluid circuits specially adapted for vehicles and not otherwise provided for electric constitutive elements
- B60R16/037—Electric or fluid circuits specially adapted for vehicles and not otherwise provided for; Arrangement of elements of electric or fluid circuits specially adapted for vehicles and not otherwise provided for electric constitutive elements for occupant comfort, e.g. for automatic adjustment of appliances according to personal settings, e.g. seats, mirrors, steering wheel
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- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
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- C07D265/30—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings
- C07D265/32—1,4-Oxazines; Hydrogenated 1,4-oxazines not condensed with other rings with oxygen atoms directly attached to ring carbon atoms
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- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
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- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
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- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65583—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system each of the hetero rings containing nitrogen as ring hetero atom
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Abstract
본 발명은 염증 질호나, 동통 또는 편두통, 천식 및 구토의 치료에 유용한 태키키닌 수용체 길항체인 하기 화학식(1)의 치환된 헤테로사이클에 관한 것이다.
Description
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Claims (28)
- 하기 화학식(1)의 화합물 또는 이의약제학적으로 허용되는 염.상기 식에서, R2및 R3은 (1) 수소, (2) 비치환된거나 (a)히드록시, (b) 옥소, (c)C1-6알콕시, (d) 페닐- C1-3알콕시, (e)페닐, (f) -CN,(g)할로, (h)-NR9R10은 [여기서, R9및 R10은 (i) 수소, (ii) C1-6알킬, (iii) 히드록시-C1-5알킬 및 (iv)페닐로부터 독리적으로 선택됨], (i))-NR9COR10[여기서, R9및 R10은 상기 정의된 바와 같음], (j)-NR9CO2R10[여기서, R9및 R1은 상기 정의된 바와 같음], (k)-CON R9R10[여기서, R9및 R10은 상기 정의된 바와 같음], (l)-COR9[여기서, R9는 상기 정의된 바와 같음]및 (m)-CO2R9[여기서, R9는 상기 정의된 바와 같음]으로부터 선택되는 1개 이상의 치환체로 치환된 C1-6알킬, (3) 비치환된거나 (a)히드록시, (b)옥소, (c)C1-6알콕시, (d)페닐-C1-6알케닐, (e)할로, (f)-CN, (g)-NO2, (h)-CF3, (i)-(CH2)M-NR9R10[여기서, m, R9및 R1은 상기 정의된 바와 같음], (j)-NR9COR10[여기서, R9및 R1은 상기 정의된 바와 같음], (k)-NR9CO2R10[여기서, R9및 R1은 상기 정의된 바와 같음], (l) -CON R9R10[여기서, R9및 R10은 상기 정의된 바와 같음],(m)-CO2NR9R10[여기서, R9및 R10은 상기 정의된 바와 같음], (n)-COR9[여기서, R9는 상기 정의된 바와 같음]및 (o)--CO2R9[여기서, R9는 상기 정의된 바와 같음]으로부터 선택되는 1개 이상의 치환체로 치환된 페닐로 이루어진 그룹으로부터 독립적으로 선택되고; 또한 R2및 R3은 함께 결합하여 (a) 시킬로펜틸, (b)시클로헥실 및 (c) 페닐로 이루어진 그룹으로부터 선택되는 카르보실클릭환 [여기서, 카르보시클릭 환은 비치환되거나 (i) C1-6알킬, (ii)C1-6알콕시, (iii) -NR9R10( R9및 R10은 상기 정의된 바와 같음),(iv) 할로 및 (v)트리플루오로메틸로부터 선택되는 1개 이상의 치환체로 치환됨]을 형성하고; 또한 R2와 R2은 함께 결합하여 (a)피롤리디닐, (b)피페리디닐, (c) 피롤릴, (d) 피리디닐, (e) 이미다졸릴, (f) 푸라닐, (g) 옥사졸릴, (h) 티에닐 및 (i)티아졸릴로 이루어지는 그룹으로부터 선택되는 헤테로시클릭 환(여기서, 헤테로시클릭 환은 비치환되거나 (i) C1-6알킬, (ii)옥소, (iii)C1-6알콕시, (iv)-NR9R10( 여기서,R9및 R10은 상기 정의된 바와 같음),(v) 할로 및 (vi)트리플루오로메틸로부터 선택되는 1개 이상의 치환체로 치환됨]을 형성하고; R6, R7및 R8은 (1)수소, (2)비치환되거나 또는 (a)히드록시, (b)옥소, (c) C1-6알콕시, (d)페닐-C1-3알콕시, (e)페닐, (f)-CN, (g)할로, (h)-CONR9R10[ 여기서,R9및 R10은 상기 정의된 바와 같음], (i)-COR90[ 여기서,R9는 상기 정의된 바와 같음]및 (j)-CO2R9[여기서, R9는 상기 정의된 바와 같음]으로부터 선택되는 1개 이상의 치환체로 치환된 C2-6알케닐, (4)C2-6알키닐, (5)비치환되거나 (a)히드록시, (b)C1-6알콕시, (c)C1-6알킬, (d)C2-5알케닐, (e)할로, (f)-CN, (g)-NO2, (h)-CF3,(i)-(CH2)m-NR9R10[여기서, m,R9및 R10은 상기 정의된 바와 같음], (k)-NR9CO2R10[여기서, R9및 R10은 상기 정의된 바와 같음], (l)-CONR9R10[여기서, R9및 R10은 상기 정의된 바와 같음], (m)-CO2NR9R10[여기서, R9및 R10은 상기 정의된 바와 같음], (n)-COR9[여기서, R9는 상기 정의된 바와 같음], 및 (o)-CO2R9[여기서, R9는 상의 정의된 바와 같음]으로부터 선택되는 1개이상의 치환체로 치환된 페닐, (6)할로, (7)-CN, (8)-CF3, (9)-NO2, (10)-SR14(여기서, R14는 수소 또는 C1-5알킬임), (11)-SOR14(여기서, R14는 상기 정의된 바와 같음), (12)-SO2R14(여기서, R14는 상기 정의된 바와 같음), (13)NR9COR10(여기서, R14및 R16은 상기 정의된 바와 같음), (16)NR9CO2R10(여기서, R9및 R10은 상기 정의된 바와 같음). (14)CONR9COR10(여기서, R9및 R10은 상기 정의된 바와 같음), (15)NR9R10(여기서, R9및 R10은 상기정의된 바와 같음), (16)NR9CO2R10(여기서, R9및 R10은 상기 정의된 바와 같음)(17) 히드록시, (18)C1-6알콕시, (19)COR9(여기서, R9는 상기 정의된 바와 같음) (20)CO2R9(여기서, R9는 상기 정의된 바와 같음), (21) 2-피리딜, (22) 3-피리딜, (23) 4-피리딜, (24) 5-테트라졸릴, 25)2-옥사졸릴 및 (26)2-티아졸릴로 이루어진 그룹으로부터 독립적으로 선택되고; R11,R12및 R13은 R6, R7및 R8의 정의들 또는 -OX로부터 독립적으로 선택되고; A는 (1)비치환된거나 (a)히드록시, (b)옥소, (c)C1-6알콕시, (d)페닐-C1-3알콕시, (e)페닐, (f)-CN, (g)할로([여기서, 할로는 플루오로, 클로로, 브로모 또는 요오드임], (h)-NR9R10[여기서, R9및 R10은 상기 정의된 바와 같음], (j)-NR9COR10[여기서, R9및 R10은 상기 정의된 바와 같음], (j)-NR9CO2R10[여기서, R9및 R10은 상기 정의된 바와 같음] 및 (m)-CO2R9[여기서, R9는 상기 정의된 바와 같음]으로부터 선택되는 1개 이상의 치환체로 치환된 C1-6알킬, (2) 비치환되거나 또는 (a)히드록시, (b)옥소, (c)C1-6알콕시, (d)페닐-C1-3알콕시, (e)페닐, (f)-CN, (g)할로, (h)-CONR9R10[여기서, R9및 R10은 상기 정의된 바와 같음], (i)-COR9[ 여기서, R9는 상기 정의된 바와 같음] 및 (j)-CO2R9[여기서, R9는 상기 정의된 바와 같음]으로부터 선택되는 1개 이상의 치환체로 치환된 C2-6알케닐 및 (3)C2-6알킬닐로 이루어진 그룹으로부터 선택되고, B는 헤테로사이클[여기서, 헤테로사이클은으로 이루어진 그룹으로부터 선택되고, -X에 더하여 (i)수소, (ii)비치환되거나 또는 할로, -CF3, -OCH3또는 페닐로 치환된 C1-6알킬 (iii)C1-6알콕시, (iv)옥소,(v)히드록시, (vi)티옥소,(vii)-SR9[여기서, R9는 상기 정의된 바와 같음], (viii)할로, (ix)시아노, (x)페닐, (xi)트리플루오로메틸, (xii)-(CH2)m-NR9R10[여기서, m은 0,1 또는 2이고, R9및 R10은 상기 정의된 바와 같음, (xiii)-NR9COR10[여기서, R9및 R10은 상기 정의된 바와 같음], (xiv)-CONR9R10[여기서, R9및 R10은 상기 정의된 바와 같음], (xv)-CO2R9[여기서, R9는 사기 정의된 바와 같음]및 (xvi)-(CH2)m-OR9[여기서, m및 R9는 상기 정의된 바와 같음]으로부터 선택되는 1개 이상의 정의된 바와 같음]및 (xvi)-(CH2)m-OR9(여기서, m및 R9는 상기 정의된 바와 같음]으로부터 선택되는 1개이상의 치환체로 치환됨]이고; p는 0또는 1이고; X는 (a)-PO(OH)O-·M*(여기서, M*는 약제학적으로 허용되는 1가 역이온임), (b)-PO(O-)2·2M*,(c)-PO(O-)2·D2*(여기서, D2*는 약제학적으로 허용되는 2가 역이온임), (D)-CH(R4)-PO(OH)O-·M*(여기서, R4는 수소 또는 C1-3알킬임), (e)-CH(R4)-PO(O-)2·2M+, (f)-CH(R4)-PO(O-)2·D2 +,(g)-SO3 -·M+; (h)-CH(R4)-SO3-·M+,(i)-CO-CH2CH2-CO2 -·M+; (j)-CH(CH3)-O-CO-R5[여기서, R5는으로 이루어진 그룹으로부터 선택됨]및 (k)수소[단, p가 0이고, R11,R12또는 R13중 어느 것도 -OX가 아닌 경우에는 X는 수소가 아님)으로부터 선택되고; Y는 (1)단일 결합, (2)-O-, (3)-S-, (4)-CO-, (5)-CH2-(6)-CHR15, 및 (7)-CR15R16-[여기서, R15및 R16은 (a)비치환되거나 또는(i)히드록시, (ii)옥소, (iii)C1-6알콕시, (iv)페닐-C1-4알콕시, (v) 페닐, (vi)-CN, (vii)할로, (viii)-NR9R10[여기서, R9및 R10은 상기 정의된 바와 같음], (ix)-NR9COR10[여기서, R9및 R10은 상기 정의된 바와 같음], (x)-NR9CO3R10[여기서, R9및 R10은 상기 정의된 바와 같음]. (xi)-CONR9R10[여기서, R9및 R10은 상기 정의된 바와 같음], (xii)-COR9[여기서, R9는 상기 정의된 바와 같음], 및 (xiii)-CO2R9[여기서, R9는 상기 정의된 바와 같음]으로부터 선택된느 1개 이상의 치환체로 치환된 C1-6알킬 및 (b)비치환되거나 또는 (i)히드록시, (ii)C1-6알콕시, (iii)C1-6알킬, (iv)C2-5알케닐, (v)할로, (vi)-CN, (vii)-NO2, (viii)-CF3, (ix)-(CH2)m-NR9R10[여기서, m, R9및 R10은 상기 정의된 바와 같음], (x)-NR9COR10[여기서, R9및 R10은 상기 정의된 바와 같음], (xi)-NR9CO2R10[여기서, R9및 R10은 상기 정의된 바와 같음], (xii)-CONR9R10[여기서 R9및 R10은 상기 정의된 바와 같음], (xiii)-CO2NR9R10[여기서, R9및 R10은 상기 정의된 바와 같음], (xiv)-COR9[여기서, R9는 상기 정의된 바와 같음] 및 (xv)-CO2R9[여기서, R9는 상기 정의된 바와 같음]으로부터 선택되는 1개 이상의 치환체로 치환된 페닐로 이루어진 그룹으로부터 독립적으로 선택됨] Z는 히드록시가 아니거나, 또는 Y가 -CHR15-인 경우에는 Z및 R15는 임의로 함께 겨합하여 이중 겨합을 형성함]으로부터 선택된다.
- 제1항에 있어서, R2및 R3이 (1)수소 (2) C1-6알킬, (3)C3-6알케닐 및 (4) 페닐로 이루어진 그룹으로부터 독립적으로 선택되고; R6, R7및 R8이 (1)수소, (2)C1-6알킬, (3)플루오로, (4) 클로로, (5) 브로모, (6) 요오도, 및 (7)-CH3로 이루어진 그룹으로부터 독립적으로 선택되고; R11, R12, 및R13이 (1)플루오로, (2)클로로, (3) 브로모, 및(4) 요오도로 이루어진 그룹으로부터 독립적으로 선택되고; A가 치환된 C1-6알킬이며; B가으로 이루어진 그룹으로부터 선택되고; p가 0이고; X가 (a) -PO(OH)O-·M*(여기서, M*는 약제학적으로 허용되는 1가 역이온임),(d)-PO(O-·M*(여기서, R4는 수소 또는 메틸임), (e)-CH(R4)-PO(O-)2·2M-(여기서, R4는 수소 또는 메탈임), (f)-CH(R4)-PO(O-)2·D2·(여기서, R4는 수소 또는 메탈임), (i)-CO-CH2CH2-CO2-·M*및 (j)-CH(CH3)-O-CO-R5(여기서, R5는으로 이루어진 그룹으로부터 선택됨(로 부터 선택되고; Y가 -O-이고; Z가 수소 또는 C1-4알칼인 화합물.
- 제1항에 있어서, Z가 C1-4알칼인 화합물.
- 제1항에 있어서, Z가 -CH3인 화합물.
- 제1항에 있어서, A가 -CH3- 또는 -CH(CH3)-인 화합물.
- 제1항에 있어서, -B가으로 이루어진 그룹으로부터 선택되는 화합물.
- 제1항에 있어서, -A-B가으로 이루어진 그룹으로부터 선택되는 화합물.
- 제1항에 있어서, -A-B가으로 이루어진 그룹으로부터 선택되는 화합물.
- 제1항에 있어서, X가 (a)-PO(O-)2·2M-(여기서, M-는 약제학적으로 허용되는 1가 역이온임), (b)-PO(O-)2·D2·(여기서, D2 *는 약제학적으로 허용되는 2가 역이온임), (c)-CH(CH2)-O-C-CH2CH2-NH3 *·M*, 및(d)-CH(CH3)-O-CO-CH2C2-NH2 *-(CH2CH2-H)·M*로 이루어진 그룹으로부터 선택되는 화합물.
- 제1항에 있어서, 하기 화학식(2)의 화합물 또는 이의 약제학적으로 허용되는 염.상기 식에서, R2,R3,R6,R7,R8,R11,R12,R13,A,B 및 Z는 제1항에서 정의된 바와 같다.
- 제1항에 있어서, 하기 화학식(3)의 화합물 또는 이의 약제학적으로 허용되는 염.상기 식에서, R2,R3,R6,R7,R8,R11,R12,R13,A,B및 Z는 제1항에서 정의한 바와 같다.
- (1)2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-4(-3-옥소- 1H,4H-1,2,4-트리아졸로)메틸)모프폴린 N-옥시드; (2) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-4-(3-(4-(에톡시카르보닐옥시-1-에틸)5-옥소-1H-1,2,4-트라아졸로)메틸)모르폴린; (3) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(4-모노포스포릴-5-옥소-1H-1,2,4-트리아졸로)메틸)모르폴린; (4) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)페닐)에톡시)--(S)-(4-플루오로)-페닐-4-(3-(1-모노포스포릴-5-옥소-1H-1,2,4-트리아졸로)메틸)모르폴린; (5) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)-페닐-4-(3-2(-모노포스포릴-5-옥소-1H-1,2,4-트리아졸로)메틸)모르포린;(6) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오르)-페닐-4-(3--5-옥시포스포릴-1H-1,2,4-트리아졸로)메틸)모르포린 및 (7) 2-(S)-(1-(R)-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)-페닐-4-(3-(1-포스포릴-5-옥소-4H-1,2,4-트리아졸로)메틸)모르포린으로 이루어진 그룹으로부터 선택되는 화합물 또는 이의 약제학적으로 허용되는 염.
- 제12항에 있어서, 약제학적으로 허용되는 염이 비스(N-메틸-D-글루카민)염인 화합물.
- (여기서, K*는 약제학적으로 허용되는 역이온이다)으로 이루어진 그룹으로부터 선택되는 화합물.
- 하기 스펙트럼 데이타를 특징으로 하는 화합물.1H NMR (CD3OD,500MHz,ppm) : δ1.43(d, J=6.5Hz,3H(, 2.45(app t, J=8.5Hz,1H(, 2.80(d, J=14.0Hz,1H), 2.92(d, J=11.5Hz,1H), 3.47∼3.66(m,44h), 4.25(app t, J=11.5Hz,1H), 4.36(d,J=1.5Hz,1H), 4.95(q, J=6.6Hz,1H), 7.05(t,J=8.5Hz,2H), 7.52(br s, 2H), 7.71(s,1H);13C NMR(CD3OD, 125MHz,ppm);δ24.7, 52.3, 53.4, 60.5, 70.6, 73.7, 97.2, 116.1(d, J=21.9Hz), 122.3, 124.6(q,J=271.OHz),127.7, 132.3, 132.6, 132.8 134.3, 145.2(d,J=11.0Hz), 147.5, 159.0(d,J=10.1Hz), 164.0(d,J=244,4Hz).
- 1) (+/-)-2-(3.5-비스(트리플루오로메틸)벤질옥시)-3-페닐-모르폴린; 2) (2R,S)-(3,5-비스(트리플루오로메틸)벤질옥시)-(3R)-페닐-(6R)-메틸-모르폴린; 3) (2R,S)-3,5-비스(트리플루오로메틸)벤질옥시)-(3S)-페닐-(6R)-메틸-모르폴린; 4) (+/-)-2-(3,5-비스(트리플루오로메틸)벤질옥시)-3-페닐-4-메틸카르복사미도-모르폴린; 5) (+/-)-2-(3,5-비스(트리플루오로메틸)벤직옥시)-3-페닐-4-메틸카르복사미도-모르폴린; 5) (+.-)-2-(3,5-비스(트리플루오로메틸)벤질옥시)-3-페닐-4-메톡시-칼보닐메틸-모르폴린;; 6) 2-(2-3,5-비스(트리플루오로메틸)페닐)-에틸)-3-페닐-5-옥소-모르폴린; 7) 3-페닐-2-(3-(3,5-비스(트리플루오로메틸)페닐)-에틸)-모르폴린; 8)2-(R)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-6-(S)-메틸-모르폴린; 9) 2-(R)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-6-(S)-메틸-모르폴린; 10) 2-(S)-3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-6-(S)-메틸-모르폴린; 11) 2-(S)-3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-6-(S)-메틸-모르폴린; 12) 2-(R)-3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-6-(R)-메틸-모르폴린; 13) 2-(R)-3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-6-(R)-메틸-모르폴린; 14) 2-(S)-3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-6-(R)-메틸-모르폴린; 15) 2-(R)-3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-6-(R)-메틸-모르폴린; 16) 2-(S)-3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-모르폴린; 17)4-(3-(1,2,4-트리아졸로)메틸)-2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-모르폴린; 18)4-(3-(5-옥소-1H,4H,-1,2,4-트리아졸로)메틸)-2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-모르폴린; 19) 2-(R)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-6-(R)-메틸-모르폴린; 20) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-6-(R)-메틸-모르폴린; 21) 2-(R)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-6-(R)-메틸-모르폴린; 22) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-6-(R)-메틸-모르폴린; 23) 2-(R)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-5-(S)-메틸-모르폴린; 24) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-5-(S)-메틸-모르폴린; 25) 2-(R)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-5-(S)-메틸-모르폴린; 26) 2-(R)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-5-(R)-페닐-모르폴린; 27) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-페닐-5-(R)-페닐-모르폴린; 28) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-5-(R)-페닐-모르폴린; 29) 2-(R)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-5-(R)-페닐-모르폴린; 30) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-6-(R)-메틸-3-(S)-페닐-4-(3-(1,2,4-트리아조로)메틸)-모르폴린; 31)2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-6-(R)-메틸-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-3-(S)-페닐-모르폴린; 32) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-모르폴린; 33) 4-(3-(5-옥소-1H, 4H-1,2,4-트리아졸로)메틸)-2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-모르폴린; 34) 4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(R)-페닐-모르폴린; 35) 4-(2-(이미다졸로)메틸)-2-(S)-(3,5-비스(트리플루오로-메틸)-벤질옥시)-3-(R)-페닐-모르폴린; 36) 4-(4-(이미다졸로)메틸)-2-(S)-(3,5-비스(트리플루오로메틸)-벤질옥시)-3-(R)-페닐-모르폴린; 37) 4-(아미노카르보닐메틸)-2-(S)-(3,5-비스(트리플루오로메틸)-벤질옥시)-3-(R)-페닐-모르폴린; 38) 4-(2-(이미다졸로)메틸)-2-(S)-(3,5-비스(트리플루오로메틸)-벤질옥시)-3-(S)-페닐-모르폴린; 39) 4-(4-(이미다졸로)메틸)-2-(S)-(3,5-비스(트리플루오로메틸)-벤질옥시)-3-(S)-페닐-모르폴린; 40) 4-(2-(이미다졸로)메틸)-2-(S)-(3,5-비스(트리플루오로메틸)-벤질옥시)-3-(S)-페닐-6-(R)-메틸-모르폴린; 41)4-(4-(이미다졸로)메틸)-2-(S)-(3,5-비스(트리플루오로메틸)-벤질옥시)-3-(S)-페닐-6(R)-메틸-모르폴린; 42) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-4-((6-히드록시)-헥실)-3-(R)페닐-모르폴린; 43) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-4-(5-(메틸아미노카르보닐)펜틸)-3-(R)-페닐-모르폴린; 44) 4-(3-)1,2,4-트리아졸로)메틸)-2-(3,5-디메틸벤질옥시)-3-페닐모르폴린; 45) 4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-2-(3,5-디메틸)벤질옥시)-3-페닐0모르폴린; 46) 4-(3-(1,2,4-트리아졸)메틸-2-(3,5-디(3급-부틸)-벤질옥시)-3-페닐-모르폴린; 47) 4-(3-(5-옥소-1H, 4H-1,2,4-트리아졸로)메틸)-2-(3,5-디(3급-부틸)-메틸벤질옥시)-3-페닐-모르폴린; 48) 4-(3-(1,2,4-트리아졸)메틸-2-(3-(3급-부틸)-5-벤질옥시)-3-페닐-모르폴린; 49) 4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-2-(3-(3급-부틸)-5-메틸벤질옥시)-3-페닐-모르폴린; 50) 4-(3-(1,2,4-트리아졸로)메틸-2-(3-트리플루오로-메틸)-5-메틸-벤질옥시)-3-페닐-모르폴린; 51) 4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-2-(3-트리플루오로-메틸)-5-벤질옥시)-3-페닐-모르폴린; 52) 4-(3-(1,2,4-트리아졸로)메틸)-2-(3-(3급-부틸)-5-(트리플루오로-메틸)벤질옥시)-3-페닐-모르폴린; 53) 4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-2-(3-3급-부틸)-5-(트리플루오로메틸)벤질옥시)-3-페닐-모르폴린; 54) 4-(2-(이미다졸로)메틸)-2-(3,5-디메틸-벤질옥시)-3-페닐-모르폴린; 55) 4-(4-(이미다졸로)메틸)-2-(3,5-디메틸-벤질옥시)-3-페닐-모르폴린; 56) 4-(2-(이미다졸로)메틸)-2-(3,5-디(3급-부틸)-벤질옥시)-3-페닐-모르폴린; 57) 4-(4-(이미다졸로)메틸)-2-(3,5-디(3급-부틸)-벤질옥시)-3-페닐-모르폴린; 58) 4-(2-(이미다졸로)메틸)-2-(3-(3급-부틸)-5-메틸벤질옥시)-3-페닐-모르폴린; 59) 4-(4-(이미다졸로)메틸)-2-(3-(3급-부틸)-5-메틸벤질옥시)-3-페닐-모르폴린; 60) 4-(2-(이미다졸로)메틸)-2-(3-트리플루오로-메틸)-5-메틸-벤질옥시)-3-페닐-모르폴린; 61) 4-(4-(이미다졸로)메틸)-2-(3-트리플루오로-메틸)-5-메틸-벤질옥시)-3-페닐-모르폴린; 62) 4-(2-(이미다졸로)메틸)-2-(3-(3급-부틸)-5-(트리플루오로메틸)-벤질옥시)-3-페닐-모르폴린; 63) 2-(S)-(3,5-디클로로벤질옥시)-3-(S)-페닐-모르폴린; 64) 2-(S)-(3,5-디클로로벤질옥시)-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-3-(S)-페닐모르폴린; 65) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-4-(메톡시카르보닐-메틸-3-(S)-페닐-포르폴린; 66) 2-(S)-(3,5-비스)트리플루오로메틸)벤질옥시)-4-(카르복시메틸)-3-(S)-페닐-모르폴린; 67) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-4-((2-아미노에틸)-아미노카르보닐메틸)-3-(S)-페닐-모르폴린; 68) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-4-((3-아미노프로필)-아미노 카르보닐메틸)-3-(S)-페닐모르폴린; 69) 4-벤질-5-(S), 6-(R)-디메틸-3-(S)-페닐모르폴리논 및 4-벤질-5-(R), 6-(S)-디메틸-3-(S)-페닐-모르폴리논; 70) 2-(R)-(3,5-비스(트리플루오로메틸)벤질옥시)-[5-(S),6-(R) 또는 5-(R), 6-(S)-디메틸]-3-(S)-페닐-모르폴리논; 71)2-(S)-(3,5-비스)트리플루오로메틸)벤질옥시)-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-[5-(S), 6-(R) 또는 5-(R), 6-(S)-디메틸]-3-(S)-페닐-모르폴리논; 72) 2-(R)-(3,5-비스(트리플루올메틸)벤질옥시)-4-(3-(5-1,2,4-트리아졸로메틸)-[5-(S), 6-(R) 또는 5-(R), 6-(R)-디메틸]-3-(S)-페닐-모르폴리논; 73) 2-(R)-(3,5-비스(트리플루올메틸)벤질옥시)-4-(3-(5-1,2,4-트리아졸로메틸)-[5-(S), 6-(R) 또는 5-(R), 6-(R)-디메틸]-3-(S)-페닐-모르폴리논; 74) 2-(S)-(3,5-비스(트리플루올메틸)벤질옥시)-4-(3-(5-1,2,4-트리아졸로메틸)-[5-(R), 6-(S) 또는 5-(S), 6-(R)-디메틸]-3-(S)-페닐-모르폴리논; 75) 2-(S)-(3,5-비스(트리플루올메틸)벤질옥시)-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-[5-(R), 6-(S) 또는 5-(S), 6-(R)-디메틸]-3-(S)-페닐-모르폴리논; 76) 2-(S)-3,5-비스(트리플루올메틸)벤질옥시)-4-(2-(1-(4-벤질)-피페리디노)에틸)-3-(S)-페닐-모르폴린; 77) 3-(S)-(4-플루오로페닐)-4-벤질-2-모르폴리논; 78) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-(4-플루오로-페닐)-4-벤질-모르폴린; 79) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-(4-플루오로-페닐)모르폴린; 80) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-(4-플루오로-페닐)-4-(3-(5-옥소-1H,4H, -1,2,4-트리아졸로(메틸-모르폴린; 81)2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-4-((3-피리딜(메틸카르보닐)-3-(R)-페닐-모르폴린; 82) 2-(S)-(3,5-비스(트리플루올메틸)벤질옥시)-4-(메톡시카르보닐-펜틸))-3-(R)-페닐-모르폴린; 84) 2-(S)-(3,5-비스(트리플루오로메틸)벤질옥시)-4-(메틸아미노-카르보닐펜틸)-6-옥소-헥실)-3-(R)-페닐-모르폴린; 85) 2-(R)-(3,5-비스(틀플루오로메틸)벤조일옥시)-3-(S)-페닐-4-벤질-모르폴린; 86) 2-(R)-(1-3,5-비스(트리플루오로메틸)페닐)엑테닐옥시)-3-(S)-페닐-4-벤질-모르폴린; 87) 2-(R)-(1-(S)-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 88) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 89) 2-(R)-(1-(S)-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르포린; 90) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르포린; 91) 2-(R)-(3,5-비스(트리플루오로메틸)벤질옥시)-3-(S)-(4-플루오로)-페닐-4-벤질-모르폴린; 92) 2-(R)-(1-(R))-(3,5-비스(트리플루오로메틸)페닐)에텔닐옥시)-3-(S)-(4-플루오로)-페닐-4-벤질-모르폴린; 93) 2-(R)-(1-(S)-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 94) 2-(R)-(1-(R))-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 95) 2-(R)-(1-(S)-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르포린; 96) 2-(R)-(1-(S)-(3,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르포린; 97) 2-(R)-(1-(R)-(1-(3-(메틸)나프틸)에톡시)-3-(S)-페닐-4-(3-(1,2,4-트리아졸로)메틸-모르폴린; 98) 2-(R)-(1-(R)-(1-(3-(메틸)나프틸)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,-이미다졸로)메틸-모르폴린; 99) 2-(R)-(1-R)-(3-(플루오로)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 100) 2-(R)-(1-(R)-(3-플루오로)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(4-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 101) 2-(R)-(1-(R)-(3-(클로로)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 102) 2-(R)-(1-(R)-(3-(클로로)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 103) 2-(R)-(1-(R)-(3,5-(디메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 104) 104)2-(R)-(1-(R)-(3,5-(디메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 105) 2-(R)-(1-(R)-(3-(플루오로)-5-(메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 106) 2-(R)-(1-(R)-(3-(플루오로)-5-(메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 107) 2-(R)-(1-(R)-(3-(클로로)-5-(메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 108) 2-(R)-(1-(R)-(3-(클로로)-5-(메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 109) 2-(R)-(1-(R)-(3-(브로모)-5-(메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 110) 2-(R)-(1-(R)-(3-(브로모)-5-(메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 111) 2-(R)-(1-(R)-(3-(이소프로폭시)페닐)에톡시)-3-(S)-페닐-모르폴린; 112) 2-(R)-(1-(R)-(3-(이소프로폭시)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 113) 2-(R)-(1-(R)-(3-(이소프로폭시)-5-트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 114) 2-(R)-(1-(R)-(3-(이소프로폭시)-5-트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 115) 2-(R)-(1-(R)-(3-(클로로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-페닐-모르폴린; 116) 2-(R)-(1-(R)-(3-(클로로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 117) 2-(R)-(1-(R)-(3-(플루오로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-페닐-모르폴린; 118) 2-(R)-(1-(R)-(3-(플루오로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 119) 2-(R)-(1-(R)-(1-(3-트리플루오로메틸)나프틸))에톡시-3-(S)-페닐-4-(3-(1,2,4-트리아졸ㄹ)메틸)-모르폴린; 120) 2-(R)-(1-(R)-(1-(3-트리플루오로메틸)나프틸))에톡시-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸-모르폴린; 121) 2-(R)-(1-(R)-(1-(3-(t-부틸)-5-(클로로)페닐)에톡시)-3-(S)-페닐-모르폴린; 122) 2-(R)-(1-(R)-(3-(t-부틸)-5-(클로로)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 123) 2-(R)-(1-(R)-(3-(t-부틸)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 124) 2-(R)-(1-(R)-(3-(t-부틸)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 125) 2-(R)-(1-(R)-(3,5-(디메틸)-4-(플루오로)페닐)에톡시)-3-(S)-페닐-모르폴린; 126) 2-(R)-(1-(R)-(3,5-(디메틸)-4-(플루오로)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 127)2-(R)-(1-(R)-(3,5-(디메틸)-4-(클로로)페닐)에톡시)-3-(S)-페닐-모르폴린; 128) 2-(R)-(1-(R)-(3,5-(디메틸)-4-(클로로)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 129) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(플루오로)페닐)에톡시)-3-(S)-페닐-모르폴린; 130) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(플루오로)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 131) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(클로로)페닐)에톡시)-3-(S)-페닐-모르폴린; 132) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(클로로)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 133) 2-(R)-(1-(R)-(3,5-(디클로로)페닐)에톡시)-3-(S)-페닐-모르폴린; 134) 2-(R)-(1-(R)-(3,5-(디클로로)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 135) 2-(R)-(1-(R)-(3,5-(디플루오로)페닐)에톡시)-3-(S)-페닐-모르폴린; 136) 2-(R)-(1-(R)-(3,5-(디플루오로)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 137) 2-(R)-(1-(R)-(1-(나프틸)에톡시)-3-(S)-페닐-모르폴린; 138) 2-(R)-(1-(R)-(1-(나프틸)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 139) 2-(R)-(1-(R)-(1-(4-플루오로)나프틸))에톡시)-3-(S)-페닐-모르폴린; 140) 2-(R)-(1-(R)-(1-(4-플루오로)나프틸))에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 141) 2-(R)-(1-(R)-(1-3-(플루오로)나프틸))에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 142) 2-(R)-(1-(R)-(1-3-(플루오로)나프틸))에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 143) 2-(R)-(1-(R)-(1-(3-(클로로)나프틸))에톡시)-3-(S)-페닐-모르폴린; 144) 2-(R)-(1-(R)-(1-(3-(클로로)나프틸))에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 145) 2-(R)-(1-(R)-(1-(3-(메틸)나프틸))에톡시)-3-(S)-페닐-모르폴린; 146) 2-(R)-(1-(R)-(1-(3-(메틸)나프틸))에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 147) 2-(R)-(1-(R)-(1-(3-(트리플루오로메틸)나프틸))에톡시)-3-(S)-페닐-모르폴린; 148) 2-(R)-(1-(R)-(1-(3-(트리플루오로메틸)나프틸))에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 149) 2-(S)-(3,5-비스)트리플루오로메틸)벤질옥시)-3-(S)-(4-히드록시)-페닐-모르폴린; 150)2-(S)-(3,5-비스)트리플루오로메틸)벤질옥시)-3-(S)-(4-히드록시)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 151) 2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-모르폴린; 152) 2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-모르폴린; 153) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시-3-(S)-페닐-모르폴린; 154) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시-3-(S)-(4-플루오로)페닐-모르폴린; 155)2-(S)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 156)2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리졸로)메틸-모르폴린; 157) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 158) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 159) 2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 160)2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(3-5-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 161) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H, 4H-1,2,4-트리아졸로)메틸-모르폴린; 162) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 163) 2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 164) 2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 165) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 166) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 167) 2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(2-이미다졸로)메틸)-모르폴린; 168) 2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-이미다졸로)메틸)-모르폴린; 169) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(2-이미다졸로)메틸-모르폴린; 170) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-(4-플루오로)페닐-4-(2-이미다졸로)메티-모르폴린; 171) 2-(S)-2(-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4(4-이미다졸로)메틸-모르폴린; 172) 2-(S)-(2-플루오로-5-트리플로오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(4-이미다졸로)메틸-모르폴린; 173) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4--(4-이미다졸로)메틸-모르폴린; 174) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4(4-이미다졸로)메틸)-모르폴린; 175)2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 176)2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르플린; 177) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 178) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린; 179)2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 180) 2-(S)-(2-플루오로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-옥소-5G-피롤-4-일)메틸-모르폴린; 181) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(2-옥소-5H)-피롤-4-일)메틸-모르폴린; 182) 2-(R)-(1-(R)-(2-플루오로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 183)2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-모르폴린; 184) 2-(S)-(2-크로로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로페닐-모르폴린; 185)2-(R)-(1-(R)-2(-클로로-5-트리플루오로메틸)페닐옥시-3-(S)-(4-플루오로)페닐-모르폴린; 186) 2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 187)2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(3-(1,2,4-트리아졸로)메틸-모르폴린; 188) 2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸-모르폴린; 189)2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(3-(1,2,4트리아졸로)메틸-모르폴린; 190) 2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S) -(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸-모르폴린; 191) 2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(3-(5-옥소-1H,4H, -1,2,4-트리아졸로)메틸)-모르폴린; 192)2-(S)-(2-클로로-5-틀플루오로메틸)벤질옥시-3-(S)-(4-플루오로페닐)-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 193)2-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 194) 2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(4-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 195) 2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 196) 2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린 197) 2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 198) 2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 199) 2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(2-이미다졸로)페닐-모르폴린; 200) 2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로페닐)-4(2-이미다졸로)페닐-모르폴린; 201)2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-이미다졸로)메틸)-모르폴린; 202) 2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(2-이미다졸로)메틸)-모르폴린; 203) 2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로페닐-4-(4-이미다졸로)메틸-모르폴린; 205) 2-(R)-(1-R)-2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)페닐-4-(4-이미다졸로)메틸-모르폴린; 206) 2-(R)-(1-(R)-(2-클로로-5-트리플루 오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(4-이미다졸로)메틸-모르폴린; 207) 2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-)5-테트라졸로)메틸-모르폴린; 208) 2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린; 209) 2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 210) 2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루올)페닐-4-(5-테트라졸로)메틸-모르폴린; 211) 2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 212) 2-(S)-(2-클로로-5-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 213)2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 214) 2-(R)-(1-(R)-(2-클로로-5-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 215) 2-(S)-(3-메틸)벤질옥시-3-(S)-페닐-모르폴린; 216) 2-(S)-(3-메틸)벤질옥시-3-(S)-(4-플루오로)페닐-모르폴린; 217)2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-페닐-모르폴린; 218) 2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 219) 2-(S)-(3-메틸벤질옥시-3-(S)-페닐-4-(3-(1,2,4-트라이졸로)메틸)-모르폴린; 220) 2-(S)-(3-메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 221)2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-페닐-4-(3-(1,2,3-트리아졸로)메틸)-모르폴린; 222) 2-(R)-(1-R)-(3-메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1,2,4-트리아졸로)메틸-모르폴린; 225) 2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-페닐-4-(3-(4-옥소-1,2,4-트리아졸로)메틸-모르폴린; 226) 2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-4-플루오로)페닐-4-(3-(5-옥소-1,3,4-트리아졸로)메틸)-모르폴린; 228)2-(S)-(3-메틸벤질옥시-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 229) 2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸-모르폴린; 230)2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 231) 2-(S)-(3-메틸)벤질옥시-3(S)-페닐-4-(2-이미다졸로)메틸-모르폴린; 232) 2-(S)-(3-메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-이미다졸로)메틸-모르폴린; 233) 2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-페닐-4-(2-이미다졸로)메틸-모르폴린; 234) 2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(20이미다졸로)메틸-모르폴린; 235)2-(S)-(3-메틸)벤질옥시-3-(S)-페닐-4-(4-이미다졸로)메틸-모르폴린; 236) 2-(S)-(3-메틸)벤질옥시-3-(S)-(4-플루오로)-페닐-4-(4-이미다졸로)메틸-모르폴린; 237) 2-(R)-1(-(R)-3(3-메틸)페닐에톡시)-3-(S)-페닐-4-(4-이미다졸로)메틸-모르폴린; 238_ 2-(R)-(1-(S)-(3-메틸)페닐에톡시)-3(S)-(4-플루오로)페닐-4-(4-이미다졸로)메틸-모르폴린; 239)2-(S)-(3-메틸)벤질옥시-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 240) 2-(S)-(3-메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린; 241) 2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 242) 2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린; 243) 2-(S)-3-메틸)벤질옥시-3-(S)-페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 244)2-(S)-(3-메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-옥소-5H-필ㄹ-4-일)메틸-모르폴린; 245) 2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 246) 2-(R)-(1-(R)-(3-메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(2-옥소-5ㅗ-피롤-4-일)메틸-모르폴린; 247) 2-(S)-(3-브로모)벤질옥시-3-(S)-페닐-모르폴린; 248) 2-(S)-(3-브로모)벤질옥시-3-(S)-(4-플루오로)페닐-모르폴린; 249)2-(R)-(1-(R)-(3-브로모)페닐에톡시-3-(S)-페닐-모르폴린; 250) 2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 251)2-(S)-(3-브로모)벤질옥시-3-(S)-패닐-4-(3-(1,2,4-트리아졸로)메틸-모르폴린; 252) 2-(S)-(3-브로모)벤질옥사-3-(S)-(4-플루오로)페닐-4-(3-1,2,4-트리아졸로)메틸-모르폴린; 253) 2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3-(S)-페닐-4-(3-(1,2,4-트리아졸로)메틸-모르폴린; 254)2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸-모르폴린; 255)2-(S)-3-브로모)벤질옥시-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르폴린; 256) 2-(S)-(3-브로모)벤질옥시-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르폴린; 257) 2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 258) 2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 259) 2-(S)-(3-브로모)-벤질옥시-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 260) 2-(S)-(3-브로모)벤질옥시-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 261) 2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 262) 2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3-(S)-(4-블루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 263) 2-(S)-(3-브로모)벤질옥시-3-(S)-페닐-4-(2-이미다졸로)메틸-모르폴린; 264)2-(S)-(3-브로모)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-이미다졸로)메틸-모르폴린; 265)2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3(S)-페닐-4-(2-이미다졸로)메틸-모르폴린; 266)2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(2-이미다졸로)메틸-모르폴린; 267) 2-(S)-(3-브로모)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-이미다졸로)메틸-모르폴(3-브로모)벤질옥시-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 272) 2-(S)-(3-브로모)벤질옥시-3-(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린; 274) 2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 274)2-(R)-(1-(R)-(3-브로모)페닐엑톡시)-3(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린;275) 2-(S)-(3-브로모)벤질옥시-3-(S)-페닐-4-(2-옥소-5H-피를-4-일)메틸-모르폴린; 276) 2-(S)-(3-브로모)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-옥소-5H-피룰-4-일)메틸-모르폴린; 277) 2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3-(S)-페닐-4-(2-옥소-5H-피룰-4-일)메틸-모르폴린; 278) 2-(R)-(1-(R)-(3-브로모)페닐에톡시)-3-(S)-(4-플루오로)패널-4-(2-옥소-5H-피룰-4-일)메틸-모르폴린; 279) 2-(S)-(3-클로로)벤질옥시-3-(S)-패닐-모르폴린; 280) 2-(S)-(3-클로로)벤질옥시-3-(S)-(4-플루오로)페닐-모르풀린; 281) 2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3(S)-페닐-모르폴린; 282) 2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 283) 2-(S)-(3-클로로)벤질옥시-3-(S)-페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴리; 284) 2-(S)-(3-클로로)벤질옥시-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 285) 2-(R)-(1-(R)-(2-클로로)페닐에톡시)-3-(S)-페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 286) 2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 287) 2-(S)-(3-클로로)벤질옥시-3-(S)-페널-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 288) 2-(S)-(3-클로로)벤질옥시-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H12,3,4-트리아졸로)메틸)-모르폴린; 289) 2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 290) 2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린;291) 2-(S)-(3-클로로)벤질옥시-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린;모르폴린; 292) 2-(S)-(3-클로로)벤질옥시-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 293) 2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 294) 2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-몰폴린; 295) 2-(S)-(3-클로로)벤질옥시-3-(S)-페닐-4-(2-이미다졸로)메틸-모르폴린; 296)2-(S)-(3-클로로)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-이미다졸로)메틸-모르폴린; 297) 2-(R)-(1-(R)-(3-클로로)페닐에토ㄷ시)-3-(S)-페닐-4-(2-이미다졸로)메틸-모르폴린; 298) 2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(2-이미다졸로)메틸-모르폴린;299)2-(S)-(3-클로로)벤질옥시-3-(S)-페닐-4-(4-이미다졸로)메틸-모르폴린; 300) 2-(S)-(3-클로로)벤질옥시-3-(S)-(4-플루오로)페닐-4-(4-이미다졸로)메틸-모르폴린; 301) 2-(R)-(1-(R)-(30클로로)-페닐에톡시)-3-(S)-페닐-4-(4-이미다졸로)메틸-모르폴린; 302) 2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(4-이미다졸로(메틸-모르폴린; 303) 2-(S)-(3-클로로)-벤질옥시-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 304_ 2-(S)-(3-클로로)벤질옥시-3-(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린;305) 2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 306)2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린; 307) 2-(S)-(3-클로로)벤질옥시-3-(S)-페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린;308) 2-(S)-(3-클로로)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 309) 2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-페닐-4-(2-옥소-5H-필ㄹ-4-일)메틸-모르폴린;310)2-(R)-(1-(R)-(3-클로로)페닐에톡시)-3-(S)-(4-플루오로)페닐)-4-(2-옥소-5H-피롤-4-일)메틸)-모르폴린; 311) 2-(R)-(3-트리플루오로메틸)벤질옥시-3-(S)-페닐-모르폴린; 312)2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-모르폴린; 313) 2-(R)-(-()-(3-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-모르폴린; 314) 2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-모르폴린;315) 2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-4-플루오로)페닐-4-(3-1H,4H-1,2,4트리아졸로)메틸-모르폴린; 317) 2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-페널-4-(3-1H,4H-1,2,3-트리아절로)메틸-모르폴린; 318) 2-(R)-(2-(R)-(3-트리플루오로메틸)페닐에톡시)-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸-모르폴린; 319) 2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(3-(5-옥소)-1H,4H-1,2,4-1,2,4-트리아졸로)메틸-모르폴린; 320) 2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르폴린; 321) 2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 322)2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 323) 2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 324) 2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린;325)2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 326) 2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-94-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 327) 2-(S)-(3-트리플루오로메틸)벤질옥시)-3-(S)-페닐-4-(2-이미다졸로)메틸-모르폴린; 328) 2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-이미다졸로)메틸-모르폴린; 329)2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(-이미다졸로)메틸-모르폴린; 330)2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로-페닐-4-(2-이미다졸로)메틸-모르폴린; 331)2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(4-이미다졸로)메틸-모르폴린;332) 2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페틸-4-(4-이미다졸로)메틸-모르폴린; 333) 2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(4-이미다졸로)메틸-모르폴린; 334) 2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(4-이미다졸릴)메틸-모르폴린; 335) 2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린;336) 2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린; 337) 2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 338) 2-(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린; 339) 2-(R)-(3-트리플루오로메틸)벤질옥시-3-(S)-페닐--(2-옥소-5H-피롤-4-일)메틸-모르폴린; 340) 2-(S)-(3-트리플루오로메틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린;341)2-(R)-(1-(R)-(3-트리풀루오로메틸)페닐에톡시)-3-(S)-페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 342) -(R)-(1-(R)-(3-트리플루오로메틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린343) 2-(S)-(3-t-부틸)페닐에톡시)-3-(S)-페닐-모르폴린; 344) 2-(S)-(3-t-부틸)벤질옥시-3-(S)-(4-플루오로)페닐-모르폴린; 345) 2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-페닐-모르폴린; 346) 2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 347; 2-(S)-(3-t-부틸)벤질옥시-3-(S)-페닐-4-(3-(1,2,4-트리아졸로(메틸)-모르폴린; 348) 2-(S)-(3-t0부틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸-모르폴린; 349)2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-페닐-4-(3-1,2,4-트리아졸로)메틸)-모르폴린; 350) 2-(R)-(1-(R)-(3-t-부틸(페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸-모르풀린; 351) 2-(S)(3-t-부틸)벤질옥시-3-(S)-패닐-4-(3-(5-옥소-1H,4H-1,2,4트리아졸로)메틸-모르폴린; 352) 2-(S)-(3-t-부틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메티-모르폴린;.353) 2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르폴린; 354) 2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-(4--플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-드리아졸로)메틸-모르폴린; 355) 2-(S)-(3-t-부틸)벤젤옥시-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸-모르폴린; 356)2-(S)-(3-t-부틸)벤젤옥시-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸-모르풀린; 357)2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸-모르폴린; 358) 2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸-모르폴린; 359) 2-(S)-(3-t-부틸)벤질옥시-3-(S)-페닐-4-(2-이미다졸로)메틸-모르폴린; 360) 2-(S)-(3-t-부틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-이미다졸로)메틸-모르풀린; 361) 2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-페닐-4-(2-이미다졸로)메틸-모르폴린;362) 2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(2-이미다졸로)메틸-모르폴린; 363) 2-(S)-(3-t-부틸)벤질옥시-3-(S)-페닐-4-(4-이미다졸로)메틸-모르폴린; 364)2-(S)-(3-t-뷜)페닐에톡시)-3-(S)-4-플루오로)페닐-4-(4-이미다졸로)메틸-모르폴린; 365) 2-(S)-(1-(R)-(3-t부틸)페닐에톡시)-3-(S)페닐-4-(4-이미다졸로)-메틸-모르폴린; 366)2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(4-이미다졸릴)메틸-모르폴린; 367)2-(S)-(3-1부틸)벤질옥시-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 368) 2-(S)-(3-t-부틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린; 369) 2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-페닐-4-(5-테트라졸로)메틸-모르폴린; 370) 2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(5-테트라졸로)메틸-모르폴린; 371) 2-(S)-(3-t-부틸)벤젤옥시-3-(S)-페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 372) 2-(S)0(3-t-부틸)벤질옥시-3-(S)-(4-플루오로)페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 373) 2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르플린; 374) 2-(R)-(1-(R)-(3-t-부틸)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(2-옥소-5H-피롤-4-일)메틸-모르폴린; 375) 4-(4-(이미다졸로)메틸)-2-(3-(t-부틸)-5-(트리플루오로메틸)-벤질옥시)-3-페닐-모르폴린; 376) 2-(R)-(2,5-비스(트리플루오로메틸)벤조일옥시)-3-(S)-(4-플루오로페닐)-4벤질-모르폴린; 377) 2-(R)-(1-(2,5-비스(트리플루오로메틸)페닐)에테닐옥시)-3-(S)-(4-플루오로페닐)-4-벤질-모르폴린; 378) 2-(R)-(1-(R)-(2,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로페닐)-모르폴린; 379) 2-(R)-(1-(R)-(2,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로페닐)-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르폴린; 380) 2-(R)-(1-(R)-(2,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 381) 2-(R)-(1-(R)-(2,5-비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로페닐)-4-(4-(2-옥소-1,3-이미다졸로)메틸-모르폴린; 382) 2-(R)-(1-(R)-(3-(티오메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 383) 2-(R)-(1-(R)-(3-(티오메틸페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 384) 2-(R)-(1-(R)-(3-(티오메틸페닐)에톡시)-3-(S)-페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 385) 2-(R)-(1-(R)-(3-(티오메틸페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 386) 2-(R)-(1-(R)-(3-(티오메틸)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-모르폴린; 387) 2-(R)-(1-(R)-(3-(티오메틸)-55-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 388) 2-(R)-1-(R)-(3-(티오메틸)-5-(트리플루오로메틸)페닐)에톡시-3-(S)-페닐-4-(3-91,2,4-트리아졸로)메틸)-모르폴린; 389) 2-(R)-(1-(R)-(3(티오메틸)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 390) 2-(R)-(1-(R)-(2,2-디메틸)-5-(티오메틸)-2,3-디히드로벤조푸란-7-일)에톡시)-3-(S)-페닐-모르폴린; 391) 2-(R)-(1-(R)-(2,2-디메틸)-5-(티오메틸)-2,3-디히드로벤조푸란-7-일)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)모르폴린; 392) 2-(R)-(1-(R)-(3.5-(디메톡시)페닐)에톡시)-3-(S)-페닐-모르폴린; 395) 2-(R)-(1-(R)-(3,5-(디메톡시)페닐)에톡시)--(S)-페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 396) 2-(R)-(1-(R)-(3,5-(디메톡시)페닐)에톡시)-3-(S)-페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 397) 2-(R)-(1-(R)-(3,5-(디메톡시)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르풀린; 398) 2-(R)-(1-(R)-(3-(플루오로)-5-(트리플루오로메틸)페닐)-에톡시)-3-(S)-(4-플루오로페닐)-모르폴린; 399) 2-(R)-(10(R)-(3-(플루오로페닐)-5-(트리플루오로메틸)에톡시)-3-(S)-(4-플루오로페닐)-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 400) 2-(R)1-(R))-(3-(플루오로페닐)-5-(트리플루오로메틸)에톡시)-3-(S)-(4-플루오로페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 401) 2-(R)-(1-(R)-(3-(플루오로페닐)-5-(트리플루오로메틸)에톡시)-3-(S)-(4-플루오로페닐)-4-(4-(2-옥소-1,3,-이미다졸로)메틸)-모르폴린; 402) 2-(R)-(1-(R)-(3-(클로로)-5-(트리플루오로메틸)페닐)-에톡시)-3-(S)-(4-플루오로페닐)-모르폴린; 403) 2-(R)-(1-(R)-(3-(클로로페닐)-5-(트리플루오로메틸)에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(5-옥소1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 404) 2-(R)-(1-(R)-3-(클로로페닐)-5-(트리플루오로메틸)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 405) 2-(R)-(1-(R)-(3-(클로로페닐)-5-(트리플루오로메틸)에톡시)-3-(S)-(4-플루오로)페닐)-4-(4-(2-옥소1,3-이미다졸로)메틸)-모르폴린; 406) 2-(R)-(1-(R)-(3,5-(디메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-모르폴린; 407) 2-(R)-(1-(R)-(3,5-(디메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르풀린; 408) 2-(R)-(1-(R)-(3,5-(디메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 409) 2-(R)-(1-(R)-(3,5-(디메틸)-페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 410) 2-(R)-(1-(R)-(3-(플루오로)-5-(메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 411) 2-(R)-(1-(R)-(3-(플루오로)-5-(메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 412) 2-(R)-(1-(R)-(3-플루오로)-5-(메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 413) 2-(R)-(1-(R)-(3-(플루오로)-5-(메틸)-페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 414) 2-(R)-(1-(R)-(3-(클로로)-5-(메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르폴린; 416) 2-(R)-(1-(R)-(3(클로로)-5-(메틸)페닐)에토기)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 417) 2-(R)-(1-(R)-(3-(클로로)-5-(메틸)페닐)에톡시)-3-(S)-(4-플루오로)패닐)-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린;418) 2-(R)-(1-(R)-(3-(R)-(3-(브로모)-5-(메틸)페닐)에톡시)-3-(S)-(-4-플루오로)페닐-모르폴린;419) 2-(R)-(1-(R)-(3-(R)-(3-(브로모)-5-(메틸)페닐)에톡시)-3-(S)-(-4-플루오로)페닐-4-(3-5-옥소-1H,4H-1,2,4-트라이아졸로)메틸)-모르폴린; 420) 2-(R)-(1-(R)-(3-(브로모)-5-(메틸)패닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 421) 2-(R)-(1-(R)-(3-(브로모)-5-(메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 422) 2-(R)-1(1-(R)-(3-(이소프로폭시)페닐)에톡시)-3-(S)-(4플루오로)페닐-모르폴린; 423) 2-(R)-(1-(R)-(3-(이소프로폭시)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 424) 2-(R)-(1-(R)-(3-이소프로폭시)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 425) 2-(R)-(1-(R)-(3-(이소프로폭시)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 426) 2-(R)-(1-(R)-(3-(이소프로폭시)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 427) 2-(R)-(1-(R)-(3-(이소프로폭시)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 428) 2-(R)-(1-(R)-(3-(이소프로폭시)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 429) 2-(R)-(1-(R)-(3-(이소프로폭시)-5-(트리플루오로메틸)페닐)에톡시-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 430) 2-(R)-(1-(R)-(3-(클로로)-5-(이소프로폭시)페닐)에토시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 432) 2-(R)-(1-(R)-(3-(클로로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 433) 2-(R)-(1-(R)-(3-클로로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-(4-플루으로)페닐)-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 434) 2-(R)-(1-(R)-(3-(플루오로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르플린; 435) 2-(R)-(1-(R)-(3-(플루오로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르폴린; 436) 2-(R)-(1-(R)-(3-플루오로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸-모르폴린; 437) 2-(R)-(1-(R)-(3-(플루오로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소1,3-이미다졸로)메틸-모르폴린; 438) 2-(R)-(1-(R)-(3-(t-부틸)-5-(클로로)페닐)에톡시(-3-(S)-(4-플루오로)페닐-모르폴린; 439) 2-(R)-(1-(R)-(3-(t-부틸)-5-(클로로)페닐)에톡시(-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 440) 2-(R)-(1-(R)-(3-(t-부틸)-5-(클로로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-1,2,4-트리아졸로)메틸)-모르폴린; 441)2-(R)-(1-(R)-(3-(t-부틸)-5-(클로로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 442) 2-(R)-(1-(R)-(3-(t-부틸)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-모르폴린; 443) 2-(R)-(1-(R)-3(t-부틸)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 444) 2-(R)-(1-(R)-(3-(t-부틸)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 445)2-(R)-(1-(R)-(3-t-부틸)-5-(트리플루오로메틸)페닐)엑토시)-3-(S)-(4-플루오로)페닐)-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 446) 2-(R)-(1-(R)-(3,5-(디메틸)-4-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 447) 2-(R)-(1-(R)-(3,5-(디메틸)-4(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 448) 2-(R)-(1-(R)-(3,5-(디메틸)-4-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 449) 2-(R)-(1-(R)-(3,5-(디메틸)-4-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 450)2-(R)-(1-(R)-(3,5-(디메틸)-4-(클로로)페닐)엑토시)-3-(S)-(4-플루오로)페닐)-모르폴린; 451) 2-(R)-(1-(R)-(3,5-(디메틸)-4-(클로로)페닐)엑토시)-3-(S)-(4-플루오로)페닐)-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 452) 2-(R)-(1-(R)-(3,5(디메틸)-4-(클로로)페닐)엑톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 453) 2-(R)-(1-(R)-(3,5)-디메틸)-4-(클로로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 454) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(플루오로)페닐)에톡시-3-(S)-(4-플루오로)페닐)-모르폴린; 455) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(플루오로0페닐)에톡시)-3-(S)-4-플루오로)페닐-4-(3-5(-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 456) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(301,2,4-트리아졸로)메틸-모르폴린; 457) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(플루오로)페닐-에톡시)-3-(S)-(4-플루오로)페닐)-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린 458) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(클로로)페닐)에톡시)-3-(S-(4-플루오로)페닐-모르폴린;495) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(클로로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 460( 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(클로로)페닐)에톡시-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 461) 2-(R)-(1-(R)-(3,5-비스(트리플루오로메틸)-4-(클로로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 462) 2-(R)-(1-(R)-(3,5-(디클로로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 463) 2-(R)-(1-(R)-(3,5-(디클로로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 464) 2-(R)-(1-(R)-(3,5-(디클로로)페닐)엑토시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 465) 2-(R)-(1-(R)-(3,5(-디클로로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 466)2-(R)-(1-(R)-(3,5-(디플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 467)2-(R)-(1-(R)-(3,5-(디플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모프폴린; 468)2-(R)-(1-(R)-(3,5-(디플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 469)2-(R)-(1-(R)-(3,5-(디플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 470) 2-(R)-(1-(R)-(1-(나프틸)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 471) 2-(R)-(1-(R)-(1-(나플틸)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르폴린; 472) 2-(R)-(1-(R)-(1-(나프틸)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸-모르폴린; 473) 2-(R)-(1-(R)-(10(나프틸)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린;474) 2-(R)-(1-(R)-(1-(4-(플루오로)나프틸)0에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 475) 2-(R)-(1-(R)-(1-(4-(플루오로)나프틸))에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 476) 2-(R)-(1-(R)-(1-(4-(플루오로)나프틸))에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴리; 477) 2-(R)-(1-(R)-(1-(4-(플루오로)나프틸))에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸-모르폴린; 478) 2--(R)-(1-R)-(1-(3-(플루오로)나프틸))에톡실)-3-3(S)-(4-플루오로)페닐-모르폴린; 479) 2-(R)-(1-(R)-(1-(3-(플로오로)나프틸)-엑톡시)-3-(S)-(4-플루오로)페닐-4-(3-5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 480) 2-(R)-(1-(R)-(1-(3-(플루오로)나프틸))에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 481) 2-(R)-(1-(R)-(1-(3-(플루오로(나프틸))에톡시)-3-(S)-(4-풀루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 482) 2-(R)-(1-(R)-(1-(3-(클로로)나프틸))에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 483) 2-(R)-(1-(R)-(1-3-(클로로)나프틸))에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-틀리아졸로)메틸)-모르폴린; 484) 2-(R)-(1-(R)-(1-(3-(클로로)나프틸))에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 485) 2-(R)-(1-(R)-(1-(3-(클로로)나프틸))에톡시)-3-(S)-(4-플루오로)페닐)-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 486) 2-(R)-(1-(R)-(1-(3-(메틸)나프틸))에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 487) 2-(R)-(1-(R)-1(10(30(메틸)나프틸))에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 488)2-(R)-(1-(R)-(1-(3-(메틸)나프틸))에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 489)2-(R)-(1-(R)-(1-3-(메틸)나프틸))에톡시)-3-(S)-(4-플루오로)페닐)-4-(4-(2-옥소-1,3-이미다졸)메틸)-모르폴린; 490) 2-(R)-(1-(R)-(1-(3-(트리플루오로메틸)나프틸))에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 491) 2-(R)-(1-(R)-(10(3-(트리플루오로메틸)나프틸))에톡시)-3-(S)_(4-플루오로)페닐-4-(3-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 492) 2-(R)-(1-(R)-(1-(3-(트리플루오로메틸)나프틸))에톡시)-3-(S)-(S)-4-플루오로)페닐)-4(30(1,2,4-트리아졸로)메틸)-모르폴린; 493) 2-(R)-(1-(R)-(1-(3-(트리플루오로메틸)나프틸))에톡시)-3-(S)-(40플루오로)페닐)-4-(4-(20옥소-1,3-이미다졸로)메틸)-모르폴린; 495) 2-(R)-(1-(R)-(3-(티오메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 495)2-(R)-(1-(R)-(3-(티오메틸)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸)-모르폴린; 496) 2-(R)-(1-(R)-(3-(티오메틸페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 497)2-(R)-(1-(R)-(3-티오메틸페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 498) 2-(R)-(1-(R)-(3-(티오메틸)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 499)2-(R)-(1-(R)-(3-(티오메틸-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H,4H-1,2,4-트리아졸로)메틸-모르폴린; 500) 2-(R)-(1-(R)-(3-(티오메틸5-(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 501)2-(R)-(1-(R)-(3-티오메틸-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 502) 2-(R)-(1-(R)-(2,3-(디메틸-5-(티오메틸)-2,3-디히드로-벤조푸란-7-일)에톡시0-3-(S)-(4-플루오로)페닐-모르폴린; 503)2-(R)-(1-(R)-(2,2-(디메틸)-5-(티오메틸-2,3-디히드로-벤조푸란-7-일)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H, 4H-1, 2, 4-트리아졸로)메틸-모르폴린; 504) 2-(R)-(1-(R)-(2, 2-(디메틸)-5-(티오메틸)-2, 3-디히드로-벤조푸란-7-일)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1, 2, 4-트라이졸로)메틸)-모르폴린; 505) 2-(R)-(1-(R)-(2,2-(디메틸)-5-(티오메닐)-2, 3-디히드로-벤조푸란-7-일)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-13, -이미다졸로)메틸-모르폴린; 506) 2-(R)-(1)-(R)-(3, 5-(디메톡시)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 507) 2-(R)-(1)-(R)-(3, 5-(디메톡시)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H, 4H-1, 2, 4-트리아졸로)메틸-모르폴린; 508) 2-9R)-(1-(R)-(3,5-(디메톡시)페닐에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1, 2, 4-트리아졸로)메틸-모르폴린; 509) 2-(R)-(1-(R)-(3,5-(디메톡시)페닐)에톡시-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 510) 2-(R)-(1-(R)-(페닐)에톡시)-3-(S)-페닐-모르폴린; 511) 2-(R)-(1-(R)-(페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H, 4H- 1, 2, 4-트리아졸로)메틸)-모르폴린; 512) 2-(R)-(1-(R)-(페닐)에톡시-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 513) 2-(R)-(1-(R)-(페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 514) 2-(R)-(1-(R)-(페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 515) 2-(R)-(1-(R)-(페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H, 4H, -1, 2, 4-트리아졸로)메틸)-모르폴린; 516) 2-(R)-(1-(R)-(페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 517) 2-(R)-(1-(R)-(페닐)에톡시)-3-(S)-(4-플루오로)페닐)-4-(4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 518) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-페닐-모르폴린; 519) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-페닐-4-(3-(5-옥소-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 520) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 521) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 522) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 523) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 524) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 525) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 526) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 527) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H, 4H,-1, 2, 4-트리아졸로)메틸)-모르폴린; 528) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 529) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이디미다졸로)메틸)-모르폴린; 530) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-모르폴린; 531) 2-(R)-(1-(R)-(3-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(5-옥소-1H, 4H, -1, 2, 4-트리아졸로)메틸)-모르폴린; 532) 2-(R)-(1-(R)-(4-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린 ; 533) 2-(R)-(1-(R)-(4-(플루오로)페닐)에톡시)-3-(S)-(4-플루오로)페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 534) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시-3-(S)-(3-플루오로)페닐-모르폴린; 535) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시-3-(S)-(3-플루오로)페닐-4-(3-(5-옥소-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 536) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3-플루오로)페닐-4-(3-(1,2,4-트리아졸로)메틸)-모르폴린; 537) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시-3-(S)-(3-플루오로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 538) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시-3-(S)-(3, 4-디플루오로)페닐-모르폴린; 539) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시-3-(S)-(3, 4-디플루오로)페닐-4-(3-(5-옥소-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 540) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-디플루오로)페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 541) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-디플루오로)페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 542) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-디클로로)페닐-모르폴린; 543) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-디클로로)페닐-4-(3-(5-옥소-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 544) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-디클로로)페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 545) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-디클로로)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 546) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-디메틸)페닐-모르폴린; 547) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-디메틸)페닐-4-(3-(5-옥소-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 548) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-디메틸)페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 549) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-디메틸)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 550) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-메틸렌디옥시페닐)-모르폴린; 551) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-메틸렌디옥시페닐-4-93-(5-옥소-1H, 4H-1,2,4-트리아졸로)메틸)-모르폴린; 552) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-메틸렌디옥시페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 553) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(3, 4-메틸렌디옥시페닐-4-(4-옥소-1,3-이미다졸로)메틸)-모르폴린; 554) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(2-나프틸)-모르폴린; 555) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(2-나프틸)-43(3-5-옥소-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 556) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(2-나프틸)-4-(3-1, 2, 4-트리아졸로)메틸)-모르폴린; 557) 2-(R)-(1-(R)-(3, 5-(비스(트리플루오로메틸)페닐)에톡시)-3-(S)-(2-나프틸)-4-(4-2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 558)2-(R)-(1-(R)-(3-플로오로페닐)-5-(트리플루오로메틸)에톡시)-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 559) 2-(R)-(1-(R)-(3-플로오로페닐)-5-(트리플루오로메틸)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴리; 560) 2-(R)-(1-(R)-(3-클로로페닐)-5-(트리플루오로메틸)에톡시)-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 561) 2-(R)-(1-(R)-(3-클로로페닐)-5-(트리플루오로메틸)에톡시)-3-(S)-페닐-4-(4-92-옥소-1, 3-이미다졸로)메틸)-모르폴린; 562) 2-(R)-(1-(R)-(3-클로로페닐)-5-(트리플루오로메틸)에톡시)-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸-모르폴린; 563) 2-(R)-(1-(R)-(3, 5-(디메틸)페닐)에톡시-3-(S)-페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 564) 2-(R)-(1-(R)-(3-(플루오로)-5-(메틸)페닐)에톡시)-3-(S)-페닐)-4-(3-(1, 2, 4-트리아졸로)메틸)-모프폴린; 565) 2-(R)-(1-(R)-(3-(플루오로)-5-(메틸)페닐)에톡시)-3-(S)-페닐-4-(4-2(옥소-1, 3-이미다졸로)메틸)-모르폴린; 566) 2-(R)-(1-(R)-(3-(클로로)-5-(메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 567) 2-(R)-(1-(R)-(3-(클로로)-5-(메틸)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸-모르포린; 568) 2-(R)-(1-(R)-(3-(브로모)-5-(메틸)페닐)에톡시)-3-(S)-페닐-4-(3-1, 2, 4-트리아졸로)메틸)-모르폴린; 569) 2-(R)-(1-(R)-(3-(브로모)-5-(메틸)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 570) 2-(R)-(1-(R)-(3-(이소프로폭시)페닐)에톡시)-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸-모르폴린; 571) 2-(R)-(1-(R)-(3-(이소프로폭시)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-, 3-이마다졸로)메틸)-모르폴린; 572) 2-(R)-(1-(R)-(3-(이소프로폭시)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 573) 2-(R)-(1-(R)-(3-(이소프로폭시)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모프폴린; 574) 2-(R)-(1-(R)-(3-(클로로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-페닐-4-(3-(-1H, 4H, -1, 2, 4-트리아졸로)메틸)-모르폴린; 575) 2-(R)-(1-(R)-(3-(클로로)-5-(이소프로폭시)페닐)에톡시)-3-(S)페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 576) 2-(R)-(1-(R)-(3-(플루오로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-페닐-4-(3-(-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 577) 2-(R)-(1-(R)-(3-(플루오로)-5-(이소프로폭시)페닐)에톡시)-3-(S)-페닐-4-(4-2(옥소-1, 3-이미다졸로)메틸)-모르폴린; 578) 2-(R)-(1-(R)-(3-(t-부틸)-5-(클로로)페닐)에톡시)-3-(S)-페닐-4-(3-(-1H, 4H-1, 2, 4-트리아졸로)메틸)-모로폴린; 579) 2-(R)-(1-(R)-(3-(t-부틸)-5-(클로로)페닐)에톡시)-3-(S)-페닐-4-94-(2-옥소-1,3-이미다졸로)메틸-모르폴린; 580) 2-(R)-(1-(R)-(3-(t-부틸)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(3-(-1H, 4H-1, 2, 4-트리아졸로)메틸)-모프폴린; 581) 2-(R)-(1-(R)-(3-(t-부틸)-5-(트리플루오로메틸)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸)모르폴린; 582) 2-(R)-(1-(R)-(3, 5(디메틸)-5-(플루오로)페닐)에톡시)-3-(S)-페닐-4-93-(1, 2, 4-트리아졸로)메틸)-모르폴린; 583) 2-(R)-(1-(R)-(3, 5(디메틸)-5-(플루오로)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 584) 2-(R)-(1-(R)-(3, 5(디메틸)-4-(클로로)페닐)에톡시)-3-(S)-페닐-4-(3-(-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 585) 2-(R)-(1-(R)-(3, 5(디메틸)-4-(클로로)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 586) 2-(R)-(1-(R)-(3, 5-비스(트리플루오로메틸)-4-(플루오로)페닐)에톡시)-3-(S)-페닐-4-(3-(-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 587) 2-(R)-(1-(R)-(3, 5-비스(트리플루오로메틸)-4-(플루오로)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 588) 2-(R)-(1-(R)-(3, 5-비스(트리플루오로메틸)-4-(클로로)페닐)에톡시)-3-(S)-페닐-4-(3-(-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린; 589) 2-(R)-(1-(R)-(3, 5-비스(트리플루오로메틸)-4-(클로로)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 590) 2-(R)-(1-(R)-(3, 5-(디클로로)페닐)에톡시)-3-(S)-페닐-4-(3-(-1H, 4H-1, 2, 4-트리아졸로)메틸)-모르폴린;591) 2-(R)-(1-(R)-(3, 5-(디클로로)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 592) 2-(R)-(1-(R)-(3, 5-(디플루오로)페닐)에톡시)-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 593) 2-(R)-(1-(R)-(3, 5-(디플루오로)페닐)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린; 594) 2-(R)-(1-(R)-(1-(나프틸)에톡시)-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸-모르폴린; 595) 2-(R)-(1-(R)-(1-(나프틸)에톡시)-3-(S)-페닐-4-(4-(2-옥소-1, 3-이미다졸로)메틸-모르폴린; 596) 2-(R)-(1-(R)-(1-(4-(플루오로)나프틸)에톡시)-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 597) 2-(R)-(1-(R)-(1-(4-(플루오로)나프틸))에톡시)-3-(S)-페닐-4-(2-옥소-1, 3-이미다졸로)메틸)-모르폴린;598) 2-(R)-(1-(R)-(1-(3-(플루오로)나프틸))에톡시)-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 599) 2-(R)-(1-(R)-(1-(3-(플루오로)나프틸))에톡시)-3-(S)-페닐-4-(4-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 600) 2-(R)-(1-(R)-(1-(3-(클로로)나프틸))에톡시)-3-(S)-페닐-4-(3-(1, 2, 4-트리아졸로)메틸)-모르폴린; 601) 2-(R)-(1-(R)-(1-(3-(클로로)나프틸))에톡시)-3-(S)-페닐-4-94-(2-옥소-1,3-이미다졸로)메틸)-모르폴린; 및 이의 약제학적으로 허용되는 염으로 이루어진 그룹으로부터 선택되는 모 화합물의 프로드러그.
- 제16항에 있어서, 포스포릴 그룹을 포함하는 프로드러그.
- 약제학적으로 허용되는 담체 및 유효량의 제1항에 따른 화합물을 포함하는 약제학적 조성물.
- 제18항에 있어서, 약제학적으로 허용되는 담체가 물을 포함하는 약제학적 조성물.
- 제18항에 있어서, 약제학적으로 허용되는 담체가 생리학적으로 허용되는 생리식염수를 포함하는 약제학적 조성물.
- 포유동물에 제1항에 따른 화합물을 포유동물의 수용체 부위에서 물질 P의 효과를 길항시키는 데 유효한 양으로 투여함을 포함하는, 포유동물의 뉴로키닌-1 수용체를 차단시키거나 그의 수용체 부위에서 물질 P의 효가를 길항시키는 방법.
- 편두통의 원인이 되거나 또는 그와 관련된 동통 또는 유해수용의 치료 또는 예방을 요하는 포유동물에 유효량의 제1항에 따른 화합물을 투여함을 포함하는, 포유동물의 동통 또는 유해수용을 치료 또는 예방하는 방법.
- 당뇨 신경병, 말초 신경병, AIDS 관련 신경병, 화학요법-유도 신경병 및 신경통으로 이루어진 그룹으로부터 선택되는 중상의 치료 또는 예방을 요하는 포유동물에 유효량의 제1항에 따른 화합물을 투여함을 포함하는, 포유동물의 상기 증상을 치료 또는 에방하는 방법.
- 천식의 치료 또는 예방을 요하는 포유동물에 유효량의 제1항에 따른 화합물을 단독으로 또는 뉴로키닌-2 수용체 길항제 또는 β2-아드레날린 수용체 활성제와 조합하여 투여함을 포함하는, 포유동물의 천식을 치료 또는 예방하는 방법.
- 낭포성 섬유중의 치료를 요하는 포유동물에 유효량의 제1항에 따른 화합물을 투여하는 것을 포함하는, 포유동물의 낭포성 섬유증을 치료하는 방법.
- 구토의 치료 또는 예방을 요하는 포유동물에 유효량의 제1항에 따른 화합물을 투여함을 포함하는, 포유 동물의 구토를 치료 또는 예방하는 방법.
- 관절염의 치료 또는 예방을 요하는 포유동물에 유효량의 제1항에 따른 화합물을 투여함을 포함하는, 포유동물의 관절염을 치료 또는 예방하는 방법.
- X가 수소가 아닌 것을 제외하고는 하기 정의한 바와 같은 화학식(1)의 화합물을 적합한 염기의 존재하에 적절한 프로드러그 전이 시약과 다음 화학식(1)의 화합물을 생성하기에 충분한 시간 동안 접촉시키는 것을 포함하는, 다음 화학식(1)의 화합물을 제조 방법.상기 식에서, R2및 R3은 (1) 수소, (2) 비치환되거나 (a) 히드록시, (b) 옥소, (c)C1-6알콕시, (d) 페닐-C1-3알콕시, (e) 페닐, (f) -CN, (g) 할로, (h) -NR9R10은〔여기서, R9및 R10은 (i) 수소, (ii) C1-6알킬, (iii) 히드록시-C1-6알킬 및 (iv) 페닐로부터 독립적으로 선택됨.〕 (i) -NR9COR10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (j) -NR9CO2R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (k) -CONR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (l) -COR9〔여기서, R9는 상기 정의된 바와 같음〕 및, (m) -CO2R9〔여기서, R9는 상기 정의된 바와 같음〕으로부터 선택되는 1개 이상의 치환체로 치환된 C1-6알킬, (3) 비치환되거나 (a) 히드록시, (b) 옥소, (c)C1-6알콕시, (d) 페닐-C1-3알콕시, (e) 페닐, (f) -CN, (g) 할로, (h) -CONR9R10은〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (i) -COR9〔여기서, R9는 상기 정의된 바와 같음〕 및 (j) -CO2N9〔여기서, R9는 상기 정의된 바와 같음〕으로부터 선택되는 1개 이상의 치환체로 치환된 C2-6알케닐, (4) C2-6알키닐 및 (5) 비치환되거나 (a) 히드록시, (b) C1-6알콕시, (c)C1-6알킬, (d) C2-5알케닐, (e) 할로, (f) -CN, (g) -NO2, (h) -CF3, (i) -(CH2)m-NR9R10〔여기서, m, R9및 R10은 상기 정의된 바와 같음〕, (j) -NR9COR10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (k) -NR9CO2R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (l) -CONR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (m) -CO2NR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (n) -COR9〔여기서, R9는 상기 정의된 바와 같음〕 및 (o) -CO2R9〔여기서, R9는 상기 정의된 바와 같음〕으로부터 선택되는 1개 이상의 치환체로 치환된 페닐로 이루어진 그룹으로부터 독립적으로 선택되고; 또한 R2및 R3은 함께 결합하여 (a) 시클로펜틸, (b) 시클로헥실 및 (c) 페닐로 이루어진 글부으로부터 선택되는 카르보시클릭 환〔여기서, 카르보시클릭 환은 비치환되거나 (i) C1-6알킬, (ii) C1-6알콕시, (iii) -NR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (iv) 할로 및 (v) 트리플루오로메틸로부터 선택되는 1개 이상의 치환체로 치환됨〕을 형성하고; 또한 R2및 R3은 함께 결합하여 (a) 피롤리디닐, (b) 피페리디닐, (c) 피롤릴, (d) 피리디닐, (e) 이미다졸릴, (f) 푸라닐, (g) 옥사졸릴, (h) 티에닐 및 (i) 티아졸릴로 이루어지는 그룹으로부터 선택되는 헤테로시클릭 환〔여기서, 헤테로시클릭 환은 비치환되거나 (i) C1-6알콕시, (ii) 옥소, (iii) C1-6알콕시, (iv) -NR9R10(여기서, R9및 R10은 상기 정의된 바와 같음〕, (v) 할로, 및 (vi) 트리플루오로메틸로부터 선택되는 1개 이상의 치환체로 치환됨〕을 형성하고; R6, R7및 R8은 (1) 수소, (2) 비치환되거나 또는 (a) 히드록시, (b) 옥소, (c) C1-6알콕시, (d) 페닐-C1-3알콕시, (e) 페닐, (f) -CN, (g) 할로, (h) -NR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (i) -NR9COR10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (j) -NR9CO2R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (k) -CONR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (l) -COR9〔여기서, R9및 R10은 상기 정의된 바와 같음〕, 및 (m) -CO2R9〔여기서, R9상기 정의된 바와 같음〕으로부터 선택되는 1개 이상의 치환체로 치환된 C1-6알킬, (3) 비치환되거나 (a) 히드록시, (b) 옥소, (c) C1-6알콕시, (d) 페닐-C1-3알콕시, (e) 페닐, (f) -CN, (g) 할로, (h) -CONR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (i) -COR9〔여기서, R9는 상기 정의된 바와 같음〕 및 (j) -CO2R9〔여기서, R9는 상기 정의된 바와 같음〕으로부터 선택되는 1개 이상의 치환체로 치환된 C2-6알케닐, (4) C2-6알키닐, (5) 비치환되거나 (a) 히드록시, (b) C1-6알콕시, (c)C1-6알킬, (d) C2-5알케닐, (e) 할로, (f) -CN, (g) -NO2, (h) -CF3, (i) -(CH2)m-NR9R10〔여기서, m, R9및 R10은 상기 정의된 바와 같음〕, (j) -NR9COR10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (k) -NR9CO2R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (l) -CONR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (m) -CO2NR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (n) -COR9〔여기서, R9는 상기 정의된 바와 같음〕 및 (o) -CO2R9〔여기서, R9는 상기 정의된 바와 같음〕으로부터 선택되는 1개 이상의 치환체로 치환된 페닐, (6) 할로, (7) -CN, (8) -CF3, (9) -NO2, (10) -SR14(여기서, R14는 수소 또는 C1-5알킬임), (11) -SOR14(여기서, R14는 상기 정의된 바와 같음), (12) -SO2R14(여기서, R14는 상기 저의된 바와 같음), (13) NR9COR10(여기서, R9및 R10은 상기 정의된 바와 같음), (14) CONR9COR10(여기서, R9및 R10은 상기 정의된 바와 같음), (15) NR9R10(여기서, R9및 R10은 상기 정의된 바와 같음), (16) NR9CO2R10(여기서, R9및 R10은 상기 정의된 바와 같음), (17) 히드록시, (18) C1-6알콕시, (19) COR9(여기서, R9는 상기 정의된 바와 같음), (20) CO2R9(여기서, R9는 상기 정의된 바와 같음) , (21) 2-피리딜, (22) 3-피리딜, (23) 4-피리딜, (24) 5-테트라졸릴, (25) 2-옥사졸릴 및 (26) 2-티아졸릴로 이루어진 그룹으로부터 독립적으로 선택되고; R11, R12및 R13은 R6, R7및 R8의 정의들 또는 -OX로부터 독립적으로 선택되고; A는 (1) 비치환되거나 (a) 히드록시, (b) 옥소, (c) C1-6알콕시, (d) 페닐-C1-3알콕시, (e)페닐, (f) -CN (g) 할로〔여기서, 할로는 플루오로, 클로로, 브로모 또는 요오도임〕, (h) -NR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (i) -NR9COR10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (j) -NR9CO2R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (k) -CONR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (l) -COR9〔여기서, R9는 상기 정의된 바와 같음〕 및 (m) -CO2R9〔여기서, R9는 상기 정의된 바와 같음〕으로부터 선택되는 1개 이상의 치환체로 치환된 C1-6알킬, (2) 비치환되거나 또는 (a) 히드록시, (b) 옥소, (c) C1-6알콕시, (d) 페닐-C1-3알콕시, (e)페닐, (f) -CN (g) 할로, (h) -CONR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (i) -COR9〔여기서, R9는 상기 정의된 바와 같음〕 및 (j) -CO2R9〔여기서, R9는 상기 정의된 바와 같음〕으로부터 선택되는 1개 이상의 치환체로 치환된 C2-6알케닐 및 (3) C2-6알키닐로 이루어진 그룹으로부터 선택되고; B는 헤테로사이클〔여기서, 헤테로사이클은으로 이루어진 그룹으로부터 독립적으로 선택되고, -X에 더하여 (i) 수소, (ii) 비치환되거나 또는 할로, -CF3, -OCH3또는 페닐로 치환된 C1-6알킬, (iii) C1-6알콕시, (iv) 옥소, (v) 히드록시, (vi) 티옥소, (vii) -SR9〔여기서, R9는 상기 정의된 바와 같음〕, (viii) 할로, (ix)시아노, (x) 페닐, (xi) 트리플루오로메틸, (xii) -(CH2)m-NR9R10〔여기서, m은 0, 1 또는 2이고, R9, R10은 상기 정의된 바와 감음〕, (xiii) -NR9COR10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (xiv) -CONR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (xv) -CO2R9〔여기서, R9는 상기 정의된 바와 같음〕 및 (xvi) -(CH2)m-OR9〔여기서, m 및 R9는 상기 정의된 바와 같음〕으로부터 선택되는 1개 이상의 치환체로 치환됨〕이고; p는 0 또는 1이고; X는 (a) -PO(OH)O·M(여기서, M는 약제학적으로 허용되는 1가 역이온임), (b) -PO(O)2·2M, (c) -PO(O)2·D2 (여기서, D2 는 약제학적으로 허용되는 2가 역이온임), (d) -CH(R4)-PO(OH)O·M(여기서, R4는 수소 또는 C1-3알킬임), (e) CH(R4)-PO(O)2·2M, (f) -CH(R4)-PO(O)2·D2 , (g) -SO3 ·M, (h) -CH(R4)-SO3 ·M, (i) -CO-CH2CH2-CO2 ·M, (j) -CH(CH3)-O-CO-R5〔여기서, R5는으로 이루어진 그룹으로부터 선택됨〕 및 (k) 수소〔단, p가 0이고, R11, R12또는 R13중 어느 것도 -OX가 아닌 경우에는 X는 수소가 아님〕로부터 선택되고; Y는 (1) 단일 결합, (2) -O-, (3) -S-, (4) -CO-, (5) -CH2- (6) -CHR15-, 및 (7) -CR15R16-〔여기서, R15및 R16은 (a) 비치환되거나 또는 (i) 히드록시, (ii) 옥소, (iii) C1-6알콕시, (iv) 페닐-C1-3알콕시, (v) 페닐, (vi) -CN, (vii) 할로, (viii) -NR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (ix) -NR9COR10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (x) -NR9CO2R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (xi) -CONR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (xii) -COR9〔여기서, R9는 상기 정의된 바와 같음〕, (xiii) -CO2R9〔여기서, R9는 상기 정의된 바와 같음〕으로부터 선택되는 1개 이상의 치환체로 치환된 C1-6알킬 및 (b) 비치환되거나 또는 (i) 히드록시, (ii) C1-6알콕시, (iii) C1-6알킬, (iv) C2-5알케닐, (v) 할로, (vi) -CN, (vii) -NO2, (viii) -CF3, (ix) -(CH2)m-NR9R10〔여기서, m, R9및 R10은 상기 정의된 바와 같음〕, (x) -NR9COR10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (xi) -NR9CO2R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (xii) -CONR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (xiii) -CO2NR9R10〔여기서, R9및 R10은 상기 정의된 바와 같음〕, (xiv) -COR9〔여기서, R9는 상기 정의된 바와 같음〕및 (xv) -CO2R9〔여기서, R9는 상기 정의된 바와 같음〕으로부터 선택되는 1개 이상의 치환체로 치환된 페닐로 이루어진 그룹으로부터 독립적으로 선택됨〕로 이루어진 그룹으로부터 선택되고; Z는 (1) 수소, (2) C1-6알킬, 및 (3) 히드록시〔단, Y가 -O-인 경우, Z는 히드록시가 아니거나, 또는 Y가 -CHR15-인 경우에는 Z 및 R15는 임의로 함께 결합하여 이중 결합을 형성함〕으로부터 선택된다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
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- 1995-02-28 DE DE122008000037C patent/DE122008000037I1/de active Pending
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