RU2005100783A - MITOTIC KINESINE INHIBITORS - Google Patents
MITOTIC KINESINE INHIBITORS Download PDFInfo
- Publication number
- RU2005100783A RU2005100783A RU2005100783/04A RU2005100783A RU2005100783A RU 2005100783 A RU2005100783 A RU 2005100783A RU 2005100783/04 A RU2005100783/04 A RU 2005100783/04A RU 2005100783 A RU2005100783 A RU 2005100783A RU 2005100783 A RU2005100783 A RU 2005100783A
- Authority
- RU
- Russia
- Prior art keywords
- dihydro
- difluorophenyl
- phenyl
- pyrrol
- pyrrole
- Prior art date
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- 239000003112 inhibitor Substances 0.000 title claims 6
- 230000000394 mitotic effect Effects 0.000 title claims 4
- 125000003118 aryl group Chemical group 0.000 claims 118
- 125000000623 heterocyclic group Chemical group 0.000 claims 117
- 125000000217 alkyl group Chemical group 0.000 claims 88
- -1 5-chloro-2-fluorophenyl Chemical group 0.000 claims 84
- 125000001424 substituent group Chemical group 0.000 claims 73
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 58
- 125000000753 cycloalkyl group Chemical group 0.000 claims 43
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 43
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 42
- 125000000304 alkynyl group Chemical group 0.000 claims 40
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims 35
- 125000003342 alkenyl group Chemical group 0.000 claims 33
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 30
- 150000001875 compounds Chemical class 0.000 claims 30
- 229910052760 oxygen Inorganic materials 0.000 claims 29
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 28
- 125000005865 C2-C10alkynyl group Chemical group 0.000 claims 28
- 125000002618 bicyclic heterocycle group Chemical group 0.000 claims 28
- 125000002950 monocyclic group Chemical group 0.000 claims 28
- 229910052757 nitrogen Inorganic materials 0.000 claims 28
- 229910052717 sulfur Inorganic materials 0.000 claims 22
- 229910052736 halogen Inorganic materials 0.000 claims 21
- 150000002367 halogens Chemical class 0.000 claims 21
- 125000005842 heteroatom Chemical group 0.000 claims 19
- 125000004208 3-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C([H])C(*)=C1[H] 0.000 claims 17
- 206010028980 Neoplasm Diseases 0.000 claims 15
- 201000011510 cancer Diseases 0.000 claims 15
- 238000000034 method Methods 0.000 claims 15
- 125000003710 aryl alkyl group Chemical group 0.000 claims 14
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 13
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 12
- 150000003839 salts Chemical class 0.000 claims 12
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical group [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 claims 10
- 125000002911 monocyclic heterocycle group Chemical group 0.000 claims 10
- 229910052698 phosphorus Inorganic materials 0.000 claims 10
- 239000011574 phosphorus Substances 0.000 claims 10
- 125000002947 alkylene group Chemical group 0.000 claims 9
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 8
- 239000003795 chemical substances by application Substances 0.000 claims 8
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 7
- 125000006664 (C1-C3) perfluoroalkyl group Chemical group 0.000 claims 7
- 125000005275 alkylenearyl group Chemical group 0.000 claims 7
- 125000001072 heteroaryl group Chemical group 0.000 claims 7
- 229910052739 hydrogen Inorganic materials 0.000 claims 7
- 125000004432 carbon atom Chemical group C* 0.000 claims 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 6
- 230000002265 prevention Effects 0.000 claims 5
- IPJQFSGGGICZNA-WCSIJFPASA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2-phenylethanone Chemical compound O=C([C@@H](N)C=1C=CC=CC=1)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 IPJQFSGGGICZNA-WCSIJFPASA-N 0.000 claims 4
- NCXYQUONBZVBPO-OYKVQYDMSA-N (4s)-4-amino-5-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-5-oxopentanamide Chemical compound NC(=O)CC[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 NCXYQUONBZVBPO-OYKVQYDMSA-N 0.000 claims 4
- ZCKHRJLGPCIMRR-UHFFFAOYSA-N 2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2,3-dimethylbutan-1-one Chemical compound CC(C)C(C)(N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 ZCKHRJLGPCIMRR-UHFFFAOYSA-N 0.000 claims 4
- 239000000556 agonist Substances 0.000 claims 4
- IEQMXXNQBBCQAV-LADGPHEKSA-N 2-[[(2s)-1-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]amino]-n-ethylacetamide Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@@H](NCC(=O)NCC)C(C)(C)C)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 IEQMXXNQBBCQAV-LADGPHEKSA-N 0.000 claims 3
- 229910052799 carbon Inorganic materials 0.000 claims 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 3
- 125000001475 halogen functional group Chemical group 0.000 claims 3
- LUDOJRXWKLOODT-IBGZPJMESA-N methyl 3-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]propanoate Chemical compound C1([C@@H]2C=C(CN2CCC(=O)OC)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 LUDOJRXWKLOODT-IBGZPJMESA-N 0.000 claims 3
- DNUTZBZXLPWRJG-UHFFFAOYSA-M piperidine-1-carboxylate Chemical compound [O-]C(=O)N1CCCCC1 DNUTZBZXLPWRJG-UHFFFAOYSA-M 0.000 claims 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- QFTWVOUJFAZJCL-UHFFFAOYSA-N (1-aminocyclohexyl)-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]methanone Chemical compound C1C(C=2C(=CC=C(F)C=2)F)=CC(C=2C=CC=CC=2)N1C(=O)C1(N)CCCCC1 QFTWVOUJFAZJCL-UHFFFAOYSA-N 0.000 claims 2
- ABMWSCFPOLTYGY-UHFFFAOYSA-N (1-aminocyclopent-3-en-1-yl)-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]methanone Chemical compound C1C(C=2C(=CC=C(F)C=2)F)=CC(C=2C=CC=CC=2)N1C(=O)C1(N)CC=CC1 ABMWSCFPOLTYGY-UHFFFAOYSA-N 0.000 claims 2
- JCZRTUBEENTRRK-UHFFFAOYSA-N (1-aminocyclopentyl)-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]methanone Chemical compound C1C(C=2C(=CC=C(F)C=2)F)=CC(C=2C=CC=CC=2)N1C(=O)C1(N)CCCC1 JCZRTUBEENTRRK-UHFFFAOYSA-N 0.000 claims 2
- ZGNRIXFKGRGTHN-UHFFFAOYSA-N (1-aminocyclopropyl)-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]methanone Chemical compound C1C(C=2C(=CC=C(F)C=2)F)=CC(C=2C=CC=CC=2)N1C(=O)C1(N)CC1 ZGNRIXFKGRGTHN-UHFFFAOYSA-N 0.000 claims 2
- VCOUEHUEFUDZIS-PMACEKPBSA-N (1s)-1-cyclopropyl-2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydro-1h-pyrrol-1-yl]-2-oxoethanamine Chemical compound C1([C@H](N)C(=O)N2[C@@H](C=C(C2)C=2C(=CC=C(F)C=2)F)C=2C=CC=CC=2)CC1 VCOUEHUEFUDZIS-PMACEKPBSA-N 0.000 claims 2
- GNFWJCGIZJCASB-GFOWMXPYSA-N (2r)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-methylbutan-1-one Chemical compound CC(C)[C@@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 GNFWJCGIZJCASB-GFOWMXPYSA-N 0.000 claims 2
- CFIIYTOHZQQHDI-FIWHBWSRSA-N (2r)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]pent-4-en-1-one Chemical compound C=CC[C@@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 CFIIYTOHZQQHDI-FIWHBWSRSA-N 0.000 claims 2
- WPICXKOGRQNTGM-YTJLLHSVSA-N (2s)-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2-(methylamino)propan-1-one Chemical compound CN[C@@H](C)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 WPICXKOGRQNTGM-YTJLLHSVSA-N 0.000 claims 2
- WFIYKAUVZVAFMV-OYKVQYDMSA-N (2s)-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-hydroxy-2-(methylamino)propan-1-one Chemical compound CN[C@@H](CO)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 WFIYKAUVZVAFMV-OYKVQYDMSA-N 0.000 claims 2
- AWOSHMBKKFZYJP-LBAQZLPGSA-N (2s)-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-methyl-2-(methylamino)butan-1-one Chemical compound CN[C@@H](C(C)C)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 AWOSHMBKKFZYJP-LBAQZLPGSA-N 0.000 claims 2
- DVZRSMUGIJYOMI-HMTLIYDFSA-N (2s)-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-4-methyl-2-(methylamino)pentan-1-one Chemical compound CC(C)C[C@H](NC)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 DVZRSMUGIJYOMI-HMTLIYDFSA-N 0.000 claims 2
- SGSKDJMEPQTYQW-VQTJNVASSA-N (2s)-2-amino-1-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3,3-dimethylbutan-1-one Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@@H](N)C(C)(C)C)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 SGSKDJMEPQTYQW-VQTJNVASSA-N 0.000 claims 2
- CFIIYTOHZQQHDI-PMACEKPBSA-N (2s)-2-amino-1-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]pent-4-en-1-one Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@H](CC=C)N)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 CFIIYTOHZQQHDI-PMACEKPBSA-N 0.000 claims 2
- NKNUUAJHHJCCAL-PMACEKPBSA-N (2s)-2-amino-1-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]pent-4-yn-1-one Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@H](CC#C)N)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 NKNUUAJHHJCCAL-PMACEKPBSA-N 0.000 claims 2
- JGRBYQIQCLRQNH-AIBWNMTMSA-N (2s)-2-amino-1-[3-(2,5-difluorophenyl)-5-methyl-5-phenyl-2h-pyrrol-1-yl]-3-methylbutan-1-one Chemical compound CC(C)[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1(C)C1=CC=CC=C1 JGRBYQIQCLRQNH-AIBWNMTMSA-N 0.000 claims 2
- SGSKDJMEPQTYQW-GFOWMXPYSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3,3-dimethylbutan-1-one Chemical compound CC(C)(C)[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 SGSKDJMEPQTYQW-GFOWMXPYSA-N 0.000 claims 2
- KXDGDTMTXDKVDR-BGERDNNASA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-(1,3-thiazol-4-yl)propan-1-one Chemical compound C([C@H](N)C(=O)N1C(C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C1=CSC=N1 KXDGDTMTXDKVDR-BGERDNNASA-N 0.000 claims 2
- MWCCBCOUDZOUKI-QSAPEBAKSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-(1h-indol-3-yl)propan-1-one Chemical compound O=C([C@H](CC=1C2=CC=CC=C2NC=1)N)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 MWCCBCOUDZOUKI-QSAPEBAKSA-N 0.000 claims 2
- FUYWODVFBXYAPE-UXMRNZNESA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-(4-hydroxyphenyl)propan-1-one Chemical compound C([C@H](N)C(=O)N1C(C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C1=CC=C(O)C=C1 FUYWODVFBXYAPE-UXMRNZNESA-N 0.000 claims 2
- VQASLZRUUZTTAB-UXMRNZNESA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-(4-iodophenyl)propan-1-one Chemical compound C([C@H](N)C(=O)N1C(C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C1=CC=C(I)C=C1 VQASLZRUUZTTAB-UXMRNZNESA-N 0.000 claims 2
- RKTAVLHACCTHQB-ZENAZSQFSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-hydroxypropan-1-one Chemical compound OC[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 RKTAVLHACCTHQB-ZENAZSQFSA-N 0.000 claims 2
- JXWJMWJFUAIHOY-OYKVQYDMSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-isocyanopropan-1-one Chemical compound [C-]#[N+]C[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 JXWJMWJFUAIHOY-OYKVQYDMSA-N 0.000 claims 2
- AFXQUHWBRPVKCL-OYKVQYDMSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-methoxypropan-1-one Chemical compound COC[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 AFXQUHWBRPVKCL-OYKVQYDMSA-N 0.000 claims 2
- GNFWJCGIZJCASB-ANYOKISRSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-methylbutan-1-one Chemical compound CC(C)[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 GNFWJCGIZJCASB-ANYOKISRSA-N 0.000 claims 2
- CCKVGZDOBUEFSC-UXMRNZNESA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-phenylpropan-1-one Chemical compound C([C@H](N)C(=O)N1C(C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C1=CC=CC=C1 CCKVGZDOBUEFSC-UXMRNZNESA-N 0.000 claims 2
- XJKZFAXXPQOENJ-NQCNTLBGSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-pyridin-3-ylpropan-1-one Chemical compound C([C@H](N)C(=O)N1C(C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C1=CC=CN=C1 XJKZFAXXPQOENJ-NQCNTLBGSA-N 0.000 claims 2
- QJWQJKUDGIBWMZ-HMTLIYDFSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-thiophen-2-ylpropan-1-one Chemical compound C([C@H](N)C(=O)N1C(C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C1=CC=CS1 QJWQJKUDGIBWMZ-HMTLIYDFSA-N 0.000 claims 2
- CGIBDQHAVYXMAM-ZENAZSQFSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-4,4-difluorobutan-1-one Chemical compound FC(F)C[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 CGIBDQHAVYXMAM-ZENAZSQFSA-N 0.000 claims 2
- OKUPCGMLGAWYDJ-BGERDNNASA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-4,4-dimethylpentan-1-one Chemical compound CC(C)(C)C[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 OKUPCGMLGAWYDJ-BGERDNNASA-N 0.000 claims 2
- COFBXYKBCZRADT-BGERDNNASA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-4-methylpentan-1-one Chemical compound CC(C)C[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 COFBXYKBCZRADT-BGERDNNASA-N 0.000 claims 2
- YRVFZBLYXJUCOX-XJDOXCRVSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-4-methylsulfanylbutan-1-one Chemical compound CSCC[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 YRVFZBLYXJUCOX-XJDOXCRVSA-N 0.000 claims 2
- RQZOYRUJDCEEBG-XJDOXCRVSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-4-methylsulfonylbutan-1-one Chemical compound CS(=O)(=O)CC[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 RQZOYRUJDCEEBG-XJDOXCRVSA-N 0.000 claims 2
- QXDDUTPBLAWTBU-SKCDSABHSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-4-phenylbutan-1-one Chemical compound C([C@H](N)C(=O)N1C(C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)CC1=CC=CC=C1 QXDDUTPBLAWTBU-SKCDSABHSA-N 0.000 claims 2
- KKCNRVJICAVGTB-PMCHYTPCSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-4-phenylmethoxybutan-1-one Chemical compound C([C@H](N)C(=O)N1C(C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)COCC1=CC=CC=C1 KKCNRVJICAVGTB-PMCHYTPCSA-N 0.000 claims 2
- PKQGAKDXXDBJMR-OYKVQYDMSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]butan-1-one Chemical compound CC[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 PKQGAKDXXDBJMR-OYKVQYDMSA-N 0.000 claims 2
- CFIIYTOHZQQHDI-XJDOXCRVSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]pent-4-en-1-one Chemical compound C=CC[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 CFIIYTOHZQQHDI-XJDOXCRVSA-N 0.000 claims 2
- QHERRKIXNPTFMZ-XJDOXCRVSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]pentan-1-one Chemical compound CCC[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 QHERRKIXNPTFMZ-XJDOXCRVSA-N 0.000 claims 2
- OOFOUMNXDWXCKM-RSXQAXDFSA-N (2s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]propan-1-one Chemical compound C[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 OOFOUMNXDWXCKM-RSXQAXDFSA-N 0.000 claims 2
- JQCLOBOJJRONJX-ANYOKISRSA-N (2s)-2-amino-1-[4-(5-chloro-2-fluorophenyl)-2-(3-hydroxyphenyl)-2,5-dihydropyrrol-1-yl]-2-cyclopropylethanone Chemical compound C1([C@H](N)C(=O)N2C(C=C(C2)C=2C(=CC=C(Cl)C=2)F)C=2C=C(O)C=CC=2)CC1 JQCLOBOJJRONJX-ANYOKISRSA-N 0.000 claims 2
- KOCAXYGNCDBNMW-ANYOKISRSA-N (2s)-2-amino-1-[4-(5-chloro-2-fluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2-cyclopropylethanone Chemical compound C1([C@H](N)C(=O)N2C(C=C(C2)C=2C(=CC=C(Cl)C=2)F)C=2C=CC=CC=2)CC1 KOCAXYGNCDBNMW-ANYOKISRSA-N 0.000 claims 2
- VHGDJLMCXIOVMO-KEKNWZKVSA-N (2s)-2-amino-2-cyclopentyl-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]ethanone Chemical compound C1([C@H](N)C(=O)N2C(C=C(C2)C=2C(=CC=C(F)C=2)F)C=2C=CC=CC=2)CCCC1 VHGDJLMCXIOVMO-KEKNWZKVSA-N 0.000 claims 2
- VCOUEHUEFUDZIS-ANYOKISRSA-N (2s)-2-amino-2-cyclopropyl-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]ethanone Chemical compound C1([C@H](N)C(=O)N2C(C=C(C2)C=2C(=CC=C(F)C=2)F)C=2C=CC=CC=2)CC1 VCOUEHUEFUDZIS-ANYOKISRSA-N 0.000 claims 2
- VTVLBPMNQITAEN-UXMRNZNESA-N (2s)-2-amino-3-cyclohexyl-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]propan-1-one Chemical compound C([C@H](N)C(=O)N1C(C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C1CCCCC1 VTVLBPMNQITAEN-UXMRNZNESA-N 0.000 claims 2
- KFCPOTABOSFYOA-SFHVURJKSA-N (2s)-4-(2,5-difluorophenyl)-2-(3-hydroxyphenyl)-n,n-dimethyl-2,5-dihydropyrrole-1-carboxamide Chemical compound C1([C@@H]2C=C(CN2C(=O)N(C)C)C=2C(=CC=C(F)C=2)F)=CC=CC(O)=C1 KFCPOTABOSFYOA-SFHVURJKSA-N 0.000 claims 2
- JLNGRYKDRSNHMO-QHCPKHFHSA-N (2s)-4-(2,5-difluorophenyl)-n-methyl-2-phenyl-n-(piperidin-4-ylmethyl)-2,5-dihydropyrrole-1-carboxamide Chemical compound N1([C@@H](C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C(=O)N(C)CC1CCNCC1 JLNGRYKDRSNHMO-QHCPKHFHSA-N 0.000 claims 2
- NKLVBHMAIMEVEH-QFIPXVFZSA-N (2s)-4-(2,5-difluorophenyl)-n-methyl-2-phenyl-n-piperidin-4-yl-2,5-dihydro-1h-pyrrole-1-carboxamide Chemical compound N1([C@@H](C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C(=O)N(C)C1CCNCC1 NKLVBHMAIMEVEH-QFIPXVFZSA-N 0.000 claims 2
- YNTYFJCXLGYCAX-ZYZRXSCRSA-N (2s)-4-(2,5-difluorophenyl)-n-methyl-2-phenyl-n-pyrrolidin-3-yl-2,5-dihydropyrrole-1-carboxamide Chemical compound N1([C@@H](C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C(=O)N(C)C1CCNC1 YNTYFJCXLGYCAX-ZYZRXSCRSA-N 0.000 claims 2
- ZQSDLUMGBYOLJF-QHCPKHFHSA-N (2s)-4-(2,5-difluorophenyl)-n-methyl-n-(1-methylpiperidin-4-yl)-2-phenyl-2,5-dihydropyrrole-1-carboxamide Chemical compound N1([C@@H](C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C(=O)N(C)C1CCN(C)CC1 ZQSDLUMGBYOLJF-QHCPKHFHSA-N 0.000 claims 2
- RGNFPPYUGREYBS-NQIIRXRSSA-N (2s)-4-(5-chloro-2-fluorophenyl)-n-methyl-2-phenyl-n-[(3r)-pyrrolidin-3-yl]-2,5-dihydropyrrole-1-carboxamide Chemical compound N1([C@@H](C=C(C1)C=1C(=CC=C(Cl)C=1)F)C=1C=CC=CC=1)C(=O)N(C)[C@@H]1CCNC1 RGNFPPYUGREYBS-NQIIRXRSSA-N 0.000 claims 2
- RGNFPPYUGREYBS-RXVVDRJESA-N (2s)-4-(5-chloro-2-fluorophenyl)-n-methyl-2-phenyl-n-[(3s)-pyrrolidin-3-yl]-2,5-dihydropyrrole-1-carboxamide Chemical compound N1([C@@H](C=C(C1)C=1C(=CC=C(Cl)C=1)F)C=1C=CC=CC=1)C(=O)N(C)[C@H]1CCNC1 RGNFPPYUGREYBS-RXVVDRJESA-N 0.000 claims 2
- XVHDVUNTVGWAOR-QFIPXVFZSA-N (2s)-4-(5-chloro-2-fluorophenyl)-n-methyl-2-phenyl-n-piperidin-4-yl-2,5-dihydropyrrole-1-carboxamide Chemical compound N1([C@@H](C=C(C1)C=1C(=CC=C(Cl)C=1)F)C=1C=CC=CC=1)C(=O)N(C)C1CCNCC1 XVHDVUNTVGWAOR-QFIPXVFZSA-N 0.000 claims 2
- IQVFSNZGAXBWPP-SFHVURJKSA-N (2s)-n,n-dimethyl-4-(4-methylpyridin-3-yl)-2-phenyl-2,5-dihydropyrrole-1-carboxamide Chemical compound C1([C@@H]2C=C(CN2C(=O)N(C)C)C=2C(=CC=NC=2)C)=CC=CC=C1 IQVFSNZGAXBWPP-SFHVURJKSA-N 0.000 claims 2
- RDLQNSMKJBMOES-KZVXBFFYSA-N (2s,3r)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-hydroxybutan-1-one Chemical compound C[C@@H](O)[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 RDLQNSMKJBMOES-KZVXBFFYSA-N 0.000 claims 2
- CHUKCPWVIGEXNV-QEKIYOMCSA-N (2s,3s)-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-methyl-2-(methylamino)pentan-1-one Chemical compound CC[C@H](C)[C@H](NC)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 CHUKCPWVIGEXNV-QEKIYOMCSA-N 0.000 claims 2
- GAUHCFAAIPIJMY-WVFSVQOHSA-N (2s,3s)-2-amino-1-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-methylpentan-1-one Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@@H](N)[C@@H](C)CC)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 GAUHCFAAIPIJMY-WVFSVQOHSA-N 0.000 claims 2
- GAUHCFAAIPIJMY-YZIZEKMBSA-N (2s,3s)-2-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-methylpentan-1-one Chemical compound CC[C@H](C)[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 GAUHCFAAIPIJMY-YZIZEKMBSA-N 0.000 claims 2
- GHQXPVBVLDQPEL-YZIZEKMBSA-N (2s,3s)-2-amino-1-[4-(5-chloro-2-fluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-methylpentan-1-one Chemical compound CC[C@H](C)[C@H](N)C(=O)N1CC(C=2C(=CC=C(Cl)C=2)F)=CC1C1=CC=CC=C1 GHQXPVBVLDQPEL-YZIZEKMBSA-N 0.000 claims 2
- VEEGZPWAAPPXRB-BJMVGYQFSA-N (3e)-3-(1h-imidazol-5-ylmethylidene)-1h-indol-2-one Chemical compound O=C1NC2=CC=CC=C2\C1=C/C1=CN=CN1 VEEGZPWAAPPXRB-BJMVGYQFSA-N 0.000 claims 2
- GNTGFOFDBLWORQ-MIHMCVIASA-N (3r)-3-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-phenylpropan-1-one Chemical compound C([C@@H](N)C=1C=CC=CC=1)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 GNTGFOFDBLWORQ-MIHMCVIASA-N 0.000 claims 2
- FYNMSYYMSJFRJZ-GOTSBHOMSA-N (3r)-3-amino-4-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2,2-dimethyl-1-piperazin-1-ylbutane-1,4-dione Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@H](N)C(C)(C)C(=O)N2CCNCC2)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 FYNMSYYMSJFRJZ-GOTSBHOMSA-N 0.000 claims 2
- YMLNMDDNZRIPSL-OALUTQOASA-N (3r)-3-amino-4-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2,2-dimethyl-4-oxobutanoic acid Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@H](N)C(C)(C)C(O)=O)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 YMLNMDDNZRIPSL-OALUTQOASA-N 0.000 claims 2
- QQERKQFNPNPOLH-SFTDATJTSA-N (3r)-3-amino-4-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-n,n,2,2-tetramethyl-4-oxobutanamide Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@H](N)C(C)(C)C(=O)N(C)C)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 QQERKQFNPNPOLH-SFTDATJTSA-N 0.000 claims 2
- GNTGFOFDBLWORQ-UXMRNZNESA-N (3s)-3-amino-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3-phenylpropan-1-one Chemical compound C([C@H](N)C=1C=CC=CC=1)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 GNTGFOFDBLWORQ-UXMRNZNESA-N 0.000 claims 2
- FYNMSYYMSJFRJZ-XZOQPEGZSA-N (3s)-3-amino-4-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2,2-dimethyl-1-piperazin-1-ylbutane-1,4-dione Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@@H](N)C(C)(C)C(=O)N2CCNCC2)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 FYNMSYYMSJFRJZ-XZOQPEGZSA-N 0.000 claims 2
- OPOZJFXFFPEATB-BJKOFHAPSA-N (3s)-3-amino-4-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2,2-dimethyl-4-oxo-n-piperidin-4-ylbutanamide Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@@H](N)C(C)(C)C(=O)NC2CCNCC2)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 OPOZJFXFFPEATB-BJKOFHAPSA-N 0.000 claims 2
- XBQCOPWOLOADIC-FCHUYYIVSA-N (3s)-3-amino-4-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2,2-dimethyl-4-oxo-n-propan-2-ylbutanamide Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@@H](N)C(C)(C)C(=O)NC(C)C)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 XBQCOPWOLOADIC-FCHUYYIVSA-N 0.000 claims 2
- YMLNMDDNZRIPSL-RBUKOAKNSA-N (3s)-3-amino-4-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2,2-dimethyl-4-oxobutanoic acid Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@@H](N)C(C)(C)C(O)=O)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 YMLNMDDNZRIPSL-RBUKOAKNSA-N 0.000 claims 2
- QQERKQFNPNPOLH-LEWJYISDSA-N (3s)-3-amino-4-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-n,n,2,2-tetramethyl-4-oxobutanamide Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@@H](N)C(C)(C)C(=O)N(C)C)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 QQERKQFNPNPOLH-LEWJYISDSA-N 0.000 claims 2
- NPKDNDGFWMHVKL-LEWJYISDSA-N (3s)-3-amino-4-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-n-ethyl-2,2-dimethyl-4-oxobutanamide Chemical compound C1([C@@H]2C=C(CN2C(=O)[C@@H](N)C(C)(C)C(=O)NCC)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 NPKDNDGFWMHVKL-LEWJYISDSA-N 0.000 claims 2
- DQGIQHDBGLUCDP-ZENAZSQFSA-N (3s)-3-amino-4-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-4-oxobutanamide Chemical compound NC(=O)C[C@H](N)C(=O)N1CC(C=2C(=CC=C(F)C=2)F)=CC1C1=CC=CC=C1 DQGIQHDBGLUCDP-ZENAZSQFSA-N 0.000 claims 2
- URYOVLZSIWXEMR-UHFFFAOYSA-N (4-amino-1,1-dioxothian-4-yl)-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]methanone Chemical compound C1C(C=2C(=CC=C(F)C=2)F)=CC(C=2C=CC=CC=2)N1C(=O)C1(N)CCS(=O)(=O)CC1 URYOVLZSIWXEMR-UHFFFAOYSA-N 0.000 claims 2
- MAYYBQGKHBNCFG-UHFFFAOYSA-N (4-aminopiperidin-4-yl)-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]methanone Chemical compound C1C(C=2C(=CC=C(F)C=2)F)=CC(C=2C=CC=CC=2)N1C(=O)C1(N)CCNCC1 MAYYBQGKHBNCFG-UHFFFAOYSA-N 0.000 claims 2
- MNBLODIOJWBWPT-VXKWHMMOSA-N 1-(2-aminoethyl)-3-[(1s)-1-cyclopropyl-2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2-oxoethyl]urea Chemical compound C1([C@H](NC(=O)NCCN)C(=O)N2[C@@H](C=C(C2)C=2C(=CC=C(F)C=2)F)C=2C=CC=CC=2)CC1 MNBLODIOJWBWPT-VXKWHMMOSA-N 0.000 claims 2
- QLHWKIRFDZNZHP-FQEVSTJZSA-N 1-(azetidin-1-yl)-2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]ethanone Chemical compound FC1=CC=C(F)C(C=2CN(CC(=O)N3CCC3)[C@@H](C=2)C=2C=CC=CC=2)=C1 QLHWKIRFDZNZHP-FQEVSTJZSA-N 0.000 claims 2
- UABLLVKOHIOSFR-SVBPBHIXSA-N 1-[(1s)-1-cyclopropyl-2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2-oxoethyl]-3-(3-morpholin-4-ylpropyl)urea Chemical compound FC1=CC=C(F)C(C=2CN([C@@H](C=2)C=2C=CC=CC=2)C(=O)[C@@H](NC(=O)NCCCN2CCOCC2)C2CC2)=C1 UABLLVKOHIOSFR-SVBPBHIXSA-N 0.000 claims 2
- RINZWAYGIIJAHB-ZEQRLZLVSA-N 1-[(1s)-1-cyclopropyl-2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2-oxoethyl]-3-[2-(dimethylamino)ethyl]urea Chemical compound C1([C@H](NC(=O)NCCN(C)C)C(=O)N2[C@@H](C=C(C2)C=2C(=CC=C(F)C=2)F)C=2C=CC=CC=2)CC1 RINZWAYGIIJAHB-ZEQRLZLVSA-N 0.000 claims 2
- DPXMFXCNGXZCSB-DQEYMECFSA-N 1-[(1s)-1-cyclopropyl-2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2-oxoethyl]-3-piperidin-4-ylurea Chemical compound FC1=CC=C(F)C(C=2CN([C@@H](C=2)C=2C=CC=CC=2)C(=O)[C@@H](NC(=O)NC2CCNCC2)C2CC2)=C1 DPXMFXCNGXZCSB-DQEYMECFSA-N 0.000 claims 2
- ZDYQRADAEJZLSC-UHFFFAOYSA-N 1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2-(3-phenylpyrrolidin-3-yl)ethanone Chemical compound FC1=CC=C(F)C(C=2CN(C(C=2)C=2C=CC=CC=2)C(=O)CC2(CNCC2)C=2C=CC=CC=2)=C1 ZDYQRADAEJZLSC-UHFFFAOYSA-N 0.000 claims 2
- YUMSCGQSPAESRL-UHFFFAOYSA-N 1-[4-(5-chloro-2-fluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2,2,2-trifluoroethanone Chemical compound FC1=CC=C(Cl)C=C1C1=CC(C=2C=CC=CC=2)N(C(=O)C(F)(F)F)C1 YUMSCGQSPAESRL-UHFFFAOYSA-N 0.000 claims 2
- KERLJGKCRSOPOT-UHFFFAOYSA-N 2-(1-aminocyclohexyl)-1-[4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]ethanone Chemical compound C1C(C=2C(=CC=C(F)C=2)F)=CC(C=2C=CC=CC=2)N1C(=O)CC1(N)CCCCC1 KERLJGKCRSOPOT-UHFFFAOYSA-N 0.000 claims 2
- BNDUCQZIFBGQJK-QFIPXVFZSA-N 2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-1-(4-methylpiperazin-1-yl)ethanone Chemical compound C1CN(C)CCN1C(=O)CN1[C@H](C=2C=CC=CC=2)C=C(C=2C(=CC=C(F)C=2)F)C1 BNDUCQZIFBGQJK-QFIPXVFZSA-N 0.000 claims 2
- MQKMUSCOEFXIFQ-WCSIJFPASA-N 2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-1-morpholin-4-ylbutan-1-one Chemical compound C1([C@@H]2C=C(CN2C(CC)C(=O)N2CCOCC2)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 MQKMUSCOEFXIFQ-WCSIJFPASA-N 0.000 claims 2
- LKSSEPZUIAFXFY-NRFANRHFSA-N 2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-1-morpholin-4-ylethanone Chemical compound FC1=CC=C(F)C(C=2CN(CC(=O)N3CCOCC3)[C@@H](C=2)C=2C=CC=CC=2)=C1 LKSSEPZUIAFXFY-NRFANRHFSA-N 0.000 claims 2
- JTRLQDPCDJBFBP-XLDIYJRPSA-N 2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-1-morpholin-4-ylpropan-1-one Chemical compound C1([C@@H]2C=C(CN2C(C)C(=O)N2CCOCC2)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 JTRLQDPCDJBFBP-XLDIYJRPSA-N 0.000 claims 2
- AAIAWNSMHNVVKE-NRFANRHFSA-N 2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-1-piperazin-1-ylethanone Chemical compound FC1=CC=C(F)C(C=2CN(CC(=O)N3CCNCC3)[C@@H](C=2)C=2C=CC=CC=2)=C1 AAIAWNSMHNVVKE-NRFANRHFSA-N 0.000 claims 2
- RCYUEAZOWHBBEQ-NRFANRHFSA-N 2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-1-pyrrolidin-1-ylethanone Chemical compound FC1=CC=C(F)C(C=2CN(CC(=O)N3CCCC3)[C@@H](C=2)C=2C=CC=CC=2)=C1 RCYUEAZOWHBBEQ-NRFANRHFSA-N 0.000 claims 2
- DJMLWDSFPNDELI-IBGZPJMESA-N 2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-n-ethylacetamide Chemical compound C1([C@@H]2C=C(CN2CC(=O)NCC)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 DJMLWDSFPNDELI-IBGZPJMESA-N 0.000 claims 2
- VNRXZWMMRFSCBC-LGTGAQBVSA-N 2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-n-ethylpropanamide Chemical compound C1([C@@H]2C=C(CN2C(C)C(=O)NCC)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 VNRXZWMMRFSCBC-LGTGAQBVSA-N 0.000 claims 2
- KGCNLGYOUGMXJT-YFKXAPIDSA-N 2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-n-methylpropanamide Chemical compound C1([C@@H]2C=C(CN2C(C)C(=O)NC)C=2C(=CC=C(F)C=2)F)=CC=CC=C1 KGCNLGYOUGMXJT-YFKXAPIDSA-N 0.000 claims 2
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- IXCNTMAYZWVPNO-UIOOFZCWSA-N n-[(1s)-1-cyclopropyl-2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2-oxoethyl]-2-piperazin-1-ylethanesulfonamide Chemical compound FC1=CC=C(F)C(C=2CN([C@@H](C=2)C=2C=CC=CC=2)C(=O)[C@@H](NS(=O)(=O)CCN2CCNCC2)C2CC2)=C1 IXCNTMAYZWVPNO-UIOOFZCWSA-N 0.000 claims 1
- LZCMNROGTLGAGR-UIOOFZCWSA-N n-[(1s)-1-cyclopropyl-2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2-oxoethyl]-2-pyrrolidin-1-ylethanesulfonamide Chemical compound FC1=CC=C(F)C(C=2CN([C@@H](C=2)C=2C=CC=CC=2)C(=O)[C@@H](NS(=O)(=O)CCN2CCCC2)C2CC2)=C1 LZCMNROGTLGAGR-UIOOFZCWSA-N 0.000 claims 1
- PLDWAYNTJUQOKY-VXKWHMMOSA-N n-[(1s)-1-cyclopropyl-2-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-2-oxoethyl]acetamide Chemical compound C1([C@H](NC(=O)C)C(=O)N2[C@@H](C=C(C2)C=2C(=CC=C(F)C=2)F)C=2C=CC=CC=2)CC1 PLDWAYNTJUQOKY-VXKWHMMOSA-N 0.000 claims 1
- XTZGUNKAMYKSIR-AZGAKELHSA-N n-[(2s)-1-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]-2-morpholin-4-ylacetamide Chemical compound N([C@@H](C(C)(C)C)C(=O)N1[C@@H](C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C(=O)CN1CCOCC1 XTZGUNKAMYKSIR-AZGAKELHSA-N 0.000 claims 1
- VPIZHRJPOKVHKD-AHKZPQOWSA-N n-[(2s)-1-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]-2-piperidin-1-ylacetamide Chemical compound N([C@@H](C(C)(C)C)C(=O)N1[C@@H](C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C(=O)CN1CCCCC1 VPIZHRJPOKVHKD-AHKZPQOWSA-N 0.000 claims 1
- BBIZVDMAAGRABH-AZGAKELHSA-N n-[(2s)-1-[(2s)-4-(2,5-difluorophenyl)-2-phenyl-2,5-dihydropyrrol-1-yl]-3,3-dimethyl-1-oxobutan-2-yl]-2-pyrrolidin-1-ylacetamide Chemical compound N([C@@H](C(C)(C)C)C(=O)N1[C@@H](C=C(C1)C=1C(=CC=C(F)C=1)F)C=1C=CC=CC=1)C(=O)CN1CCCC1 BBIZVDMAAGRABH-AZGAKELHSA-N 0.000 claims 1
- SMEFUFXLUWUGCB-UHFFFAOYSA-N n-benzyl-4-(2,5-difluorophenyl)-n-methyl-2-phenyl-2,5-dihydropyrrole-1-carboxamide Chemical compound C1C(C=2C(=CC=C(F)C=2)F)=CC(C=2C=CC=CC=2)N1C(=O)N(C)CC1=CC=CC=C1 SMEFUFXLUWUGCB-UHFFFAOYSA-N 0.000 claims 1
- DPBLXKKOBLCELK-UHFFFAOYSA-N n-pentylamine Natural products CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 claims 1
- 229960001592 paclitaxel Drugs 0.000 claims 1
- 201000002528 pancreatic cancer Diseases 0.000 claims 1
- 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
- 229940100684 pentylamine Drugs 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 102000051624 phosphatidylethanolamine binding protein Human genes 0.000 claims 1
- 108700021017 phosphatidylethanolamine binding protein Proteins 0.000 claims 1
- HDOWRFHMPULYOA-UHFFFAOYSA-N piperidin-4-ol Chemical compound OC1CCNCC1 HDOWRFHMPULYOA-UHFFFAOYSA-N 0.000 claims 1
- 125000004482 piperidin-4-yl group Chemical group N1CCC(CC1)* 0.000 claims 1
- 125000006514 pyridin-2-ylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims 1
- 125000004076 pyridyl group Chemical group 0.000 claims 1
- 201000006845 reticulosarcoma Diseases 0.000 claims 1
- 208000029922 reticulum cell sarcoma Diseases 0.000 claims 1
- 208000000587 small cell lung carcinoma Diseases 0.000 claims 1
- 210000002784 stomach Anatomy 0.000 claims 1
- RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 claims 1
- ISCQOZKJGRPGMJ-HNNXBMFYSA-N tert-butyl (2s)-4-(2-chloro-5-fluoropyrimidin-4-yl)-2-phenyl-2,5-dihydropyrrole-1-carboxylate Chemical compound C1([C@@H]2C=C(CN2C(=O)OC(C)(C)C)C=2C(=CN=C(Cl)N=2)F)=CC=CC=C1 ISCQOZKJGRPGMJ-HNNXBMFYSA-N 0.000 claims 1
- 238000002560 therapeutic procedure Methods 0.000 claims 1
- 229960000575 trastuzumab Drugs 0.000 claims 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Claims (29)
Applications Claiming Priority (7)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US38862102P | 2002-06-14 | 2002-06-14 | |
| US60/388,621 | 2002-06-14 | ||
| US40383002P | 2002-08-15 | 2002-08-15 | |
| US60/403,830 | 2002-08-15 | ||
| US60/426,940 | 2002-11-15 | ||
| US45831803P | 2003-03-28 | 2003-03-28 | |
| US60/458,318 | 2003-03-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| RU2005100783A true RU2005100783A (en) | 2005-07-20 |
Family
ID=35842355
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2005100783/04A RU2005100783A (en) | 2002-06-14 | 2003-06-12 | MITOTIC KINESINE INHIBITORS |
Country Status (1)
| Country | Link |
|---|---|
| RU (1) | RU2005100783A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2413721C2 (en) * | 2005-08-09 | 2011-03-10 | Новартис Аг | Substituted imidazoles, pharmaceutical composition, method of treating disease, associated with, at least, ksp activity and method of ksp inhibition |
| RU2414930C2 (en) * | 2006-08-03 | 2011-03-27 | Санофи-Авентис | Antineoplastic compositions containing taxane derivatives |
-
2003
- 2003-06-12 RU RU2005100783/04A patent/RU2005100783A/en unknown
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2413721C2 (en) * | 2005-08-09 | 2011-03-10 | Новартис Аг | Substituted imidazoles, pharmaceutical composition, method of treating disease, associated with, at least, ksp activity and method of ksp inhibition |
| RU2413721C9 (en) * | 2005-08-09 | 2011-05-20 | Новартис Аг | Substituted imidazoles, pharmaceutical composition, method of treating disease, associated with, at least, ksp activity and method of ksp inhibition |
| RU2414930C2 (en) * | 2006-08-03 | 2011-03-27 | Санофи-Авентис | Antineoplastic compositions containing taxane derivatives |
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