JP2013536233A5

JP2013536233A5 -

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Publication number: JP2013536233A5
Authority: JP; Japan
Prior art keywords: piperazinyl; phenyl; methyl; trifluoro; propanol
Prior art date: 2011-08-22
Legal status : Pending

Application number

JP2013526063A

Other languages

English (en)

Japanese (ja)

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JP2013536233A (ja

Filing date

2011-08-22

Publication date

2014-05-15

2011-08-22 Application filed filed Critical

2011-08-22 Priority claimed from PCT/US2011/048596 external-priority patent/WO2012027261A1/en

2013-09-19 Publication of JP2013536233A publication Critical patent/JP2013536233A/ja

2014-05-15 Publication of JP2013536233A5 publication Critical patent/JP2013536233A5/ja

Status Pending legal-status Critical Current

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-1 4- (4-((2-chlorophenyl) sulfonyl) -1-piperazinyl) phenyl Chemical group 0.000 claims 52
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 52
125000000217 alkyl group Chemical group 0.000 claims 45
150000001875 compounds Chemical class 0.000 claims 37
150000003839 salts Chemical class 0.000 claims 35
125000003118 aryl group Chemical group 0.000 claims 33
125000001072 heteroaryl group Chemical group 0.000 claims 33
125000000592 heterocycloalkyl group Chemical group 0.000 claims 22
125000005843 halogen group Chemical group 0.000 claims 19
125000003107 substituted aryl group Chemical group 0.000 claims 19
HNQIVZYLYMDVSB-UHFFFAOYSA-N methanesulfonimidic acid Chemical compound CS(N)(=O)=O HNQIVZYLYMDVSB-UHFFFAOYSA-N 0.000 claims 18
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 18
125000001424 substituent group Chemical group 0.000 claims 15
229910052760 oxygen Inorganic materials 0.000 claims 14
125000005842 heteroatom Chemical group 0.000 claims 13
229910052739 hydrogen Inorganic materials 0.000 claims 13
239000001257 hydrogen Substances 0.000 claims 13
KFZMGEQAYNKOFK-UHFFFAOYSA-N 2-propanol Substances CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 11
125000000753 cycloalkyl group Chemical group 0.000 claims 11
229960004592 isopropanol Drugs 0.000 claims 10
229910052757 nitrogen Inorganic materials 0.000 claims 9
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 7
125000006584 (C3-C10) heterocycloalkyl group Chemical group 0.000 claims 6
DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 6
125000001313 C5-C10 heteroaryl group Chemical group 0.000 claims 6
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
150000002431 hydrogen Chemical group 0.000 claims 6
125000001544 thienyl group Chemical group 0.000 claims 6
125000002541 furyl group Chemical group 0.000 claims 5
125000002883 imidazolyl group Chemical group 0.000 claims 5
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 5
125000003226 pyrazolyl group Chemical group 0.000 claims 5
125000004076 pyridyl group Chemical group 0.000 claims 5
125000000547 substituted alkyl group Chemical group 0.000 claims 5
125000001113 thiadiazolyl group Chemical group 0.000 claims 5
125000000335 thiazolyl group Chemical group 0.000 claims 5
125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 4
BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 claims 4
125000005346 substituted cycloalkyl group Chemical group 0.000 claims 4
FTXKDYBMOPKENQ-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 FTXKDYBMOPKENQ-UHFFFAOYSA-N 0.000 claims 3
HHBBWUAHCMXUKM-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[4-(2-fluorophenyl)sulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2C(=CC=CC=2)F)CC1 HHBBWUAHCMXUKM-UHFFFAOYSA-N 0.000 claims 3
XDMGJUIQDYSQIL-UHFFFAOYSA-N 2-[4-[4-(3-chlorophenyl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2C=C(Cl)C=CC=2)CC1 XDMGJUIQDYSQIL-UHFFFAOYSA-N 0.000 claims 3
SSQMPLPIAHOOEP-UHFFFAOYSA-N 2-[4-[4-(benzenesulfonyl)piperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2C=CC=CC=2)CC1 SSQMPLPIAHOOEP-UHFFFAOYSA-N 0.000 claims 3
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 3
239000008194 pharmaceutical composition Substances 0.000 claims 3
208000001072 type 2 diabetes mellitus Diseases 0.000 claims 3
AHKIWAZGLMLGGP-PPUHSXQSSA-N 1,1,1-trifluoro-2-[4-[(2r)-2-[(4-fluorophenyl)sulfanylmethyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CSC=2C=CC(F)=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 AHKIWAZGLMLGGP-PPUHSXQSSA-N 0.000 claims 2
GILIYJDBJZWGBG-UHFFFAOYSA-N 1,1,1-trifluoropropan-2-ol Chemical compound CC(O)C(F)(F)F GILIYJDBJZWGBG-UHFFFAOYSA-N 0.000 claims 2
125000004343 1-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C([H])([H])[H] 0.000 claims 2
UZUAGXOWENMSAT-UHFFFAOYSA-N 2-[4-[4-[(5-amino-1,3,4-thiadiazol-2-yl)sulfonyl]-2-prop-1-ynylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound CC#CC1CN(S(=O)(=O)C=2SC(N)=NN=2)CCN1C1=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C1 UZUAGXOWENMSAT-UHFFFAOYSA-N 0.000 claims 2
MGBLUJNQCYUYEN-RMVMEJTISA-N 2-methyl-n-pyridin-3-yl-n-[[(2r)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]propane-1-sulfonamide Chemical compound C([C@@H]1CN(S(=O)(=O)CC(C)C)C=2C=NC=CC=2)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 MGBLUJNQCYUYEN-RMVMEJTISA-N 0.000 claims 2
125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 2
KHBQMWCZKVMBLN-UHFFFAOYSA-N Benzenesulfonamide Chemical compound NS(=O)(=O)C1=CC=CC=C1 KHBQMWCZKVMBLN-UHFFFAOYSA-N 0.000 claims 2
125000004432 carbon atom Chemical group C* 0.000 claims 2
125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 2
NMRPBPVERJPACX-UHFFFAOYSA-N octan-3-ol Chemical compound CCCCCC(O)CC NMRPBPVERJPACX-UHFFFAOYSA-N 0.000 claims 2
229910052717 sulfur Inorganic materials 0.000 claims 2
YCEQAJBFIXGCSK-XARADAHVSA-N (1r,5r,6r)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-[(2r)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@@]3([H])[C@H](O)C[C@@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C([C@@](C)(O)C(F)(F)F)C=C1 YCEQAJBFIXGCSK-XARADAHVSA-N 0.000 claims 1
YCEQAJBFIXGCSK-GJTYKATRSA-N (1r,5r,6r)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-[(2s)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@@]3([H])[C@H](O)C[C@@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C([C@](C)(O)C(F)(F)F)C=C1 YCEQAJBFIXGCSK-GJTYKATRSA-N 0.000 claims 1
MUXBPXDFPYQATC-PDOZGGDVSA-N (1r,5r,6r)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[5-[(2r)-1,1,1-trifluoro-2-hydroxypropan-2-yl]pyrimidin-2-yl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@@]3([H])[C@H](O)C[C@@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=NC=C([C@@](C)(O)C(F)(F)F)C=N1 MUXBPXDFPYQATC-PDOZGGDVSA-N 0.000 claims 1
MUXBPXDFPYQATC-PLQGUWCTSA-N (1r,5r,6r)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[5-[(2s)-1,1,1-trifluoro-2-hydroxypropan-2-yl]pyrimidin-2-yl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@@]3([H])[C@H](O)C[C@@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=NC=C([C@](C)(O)C(F)(F)F)C=N1 MUXBPXDFPYQATC-PLQGUWCTSA-N 0.000 claims 1
YCEQAJBFIXGCSK-WKHGPKRUSA-N (1r,5r,6s)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-[(2r)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@@]3([H])[C@@H](O)C[C@@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C([C@@](C)(O)C(F)(F)F)C=C1 YCEQAJBFIXGCSK-WKHGPKRUSA-N 0.000 claims 1
YCEQAJBFIXGCSK-YFZQLAKJSA-N (1r,5r,6s)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-[(2s)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@@]3([H])[C@@H](O)C[C@@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C([C@](C)(O)C(F)(F)F)C=C1 YCEQAJBFIXGCSK-YFZQLAKJSA-N 0.000 claims 1
ZAVAAWJRPGDSKH-KXOCJRSUSA-N (1r,5s)-7-methyl-9-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]-3-oxa-9-azabicyclo[3.3.1]nonan-7-ol Chemical compound C([C@@H]1CN2[C@]3([H])COC[C@]2(CC(C)(O)C3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 ZAVAAWJRPGDSKH-KXOCJRSUSA-N 0.000 claims 1
YCEQAJBFIXGCSK-UKPGDCENSA-N (1s,5s,6r)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-[(2r)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@]3([H])[C@H](O)C[C@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C([C@@](C)(O)C(F)(F)F)C=C1 YCEQAJBFIXGCSK-UKPGDCENSA-N 0.000 claims 1
YCEQAJBFIXGCSK-FPQOSCNCSA-N (1s,5s,6r)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-[(2s)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@]3([H])[C@H](O)C[C@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C([C@](C)(O)C(F)(F)F)C=C1 YCEQAJBFIXGCSK-FPQOSCNCSA-N 0.000 claims 1
HKWIVISUXLTWQY-YVSFHVDLSA-N (1s,5s,6s)-8-[[(2s)-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]-4-thiophen-2-ylsulfonylpiperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@]3([H])[C@@H](O)C[C@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 HKWIVISUXLTWQY-YVSFHVDLSA-N 0.000 claims 1
YCEQAJBFIXGCSK-DXGJXXFVSA-N (1s,5s,6s)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-[(2r)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@]3([H])[C@@H](O)C[C@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C([C@@](C)(O)C(F)(F)F)C=C1 YCEQAJBFIXGCSK-DXGJXXFVSA-N 0.000 claims 1
YCEQAJBFIXGCSK-FLQYYVGBSA-N (1s,5s,6s)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-[(2s)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@]3([H])[C@@H](O)C[C@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C([C@](C)(O)C(F)(F)F)C=C1 YCEQAJBFIXGCSK-FLQYYVGBSA-N 0.000 claims 1
MUXBPXDFPYQATC-VPMQLGLMSA-N (1s,5s,6s)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[5-[(2r)-1,1,1-trifluoro-2-hydroxypropan-2-yl]pyrimidin-2-yl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@]3([H])[C@@H](O)C[C@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=NC=C([C@@](C)(O)C(F)(F)F)C=N1 MUXBPXDFPYQATC-VPMQLGLMSA-N 0.000 claims 1
MUXBPXDFPYQATC-UONLAYADSA-N (1s,5s,6s)-8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[5-[(2s)-1,1,1-trifluoro-2-hydroxypropan-2-yl]pyrimidin-2-yl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2[C@]3([H])[C@@H](O)C[C@]2(COC3)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=NC=C([C@](C)(O)C(F)(F)F)C=N1 MUXBPXDFPYQATC-UONLAYADSA-N 0.000 claims 1
SESNUYWFMSZFPR-XHDPSFHLSA-N (2r)-1,1,1-trifluoro-2-[2-[(2s)-2-methyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]pyrimidin-5-yl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=NC=C([C@@](C)(O)C(F)(F)F)C=N1 SESNUYWFMSZFPR-XHDPSFHLSA-N 0.000 claims 1
PJNADDDYXCZBMQ-MRXNPFEDSA-N (2r)-1,1,1-trifluoro-2-[4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound C1=CC([C@](O)(C)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 PJNADDDYXCZBMQ-MRXNPFEDSA-N 0.000 claims 1
KCZXTYNCTVVXFR-IFMALSPDSA-N (2r)-1,1,1-trifluoro-2-[4-[(2r)-2-[(1-methylimidazol-4-yl)methoxymethyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound CN1C=NC(COC[C@@H]2N(CCN(C2)S(=O)(=O)C=2SC=CC=2)C=2C=CC(=CC=2)[C@@](C)(O)C(F)(F)F)=C1 KCZXTYNCTVVXFR-IFMALSPDSA-N 0.000 claims 1
HASNVFMCDATTPN-OHSXHVKISA-N (2r)-1,1,1-trifluoro-2-[4-[(2s)-2-[[(3r)-3-(4-fluorophenyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC([C@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2[C@@H](COCC2)C=2C=CC(F)=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 HASNVFMCDATTPN-OHSXHVKISA-N 0.000 claims 1
DSCDGCNNIKOKFI-TUNNFDKTSA-N (2r)-1,1,1-trifluoro-2-[4-[(2s)-2-[[(3r)-3-(hydroxymethyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC([C@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2[C@@H](COCC2)CO)CN(S(=O)(=O)C=2SC=CC=2)CC1 DSCDGCNNIKOKFI-TUNNFDKTSA-N 0.000 claims 1
HASNVFMCDATTPN-ZWEKWIFMSA-N (2r)-1,1,1-trifluoro-2-[4-[(2s)-2-[[(3s)-3-(4-fluorophenyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC([C@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2[C@H](COCC2)C=2C=CC(F)=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 HASNVFMCDATTPN-ZWEKWIFMSA-N 0.000 claims 1
DSCDGCNNIKOKFI-JAXLGGSGSA-N (2r)-1,1,1-trifluoro-2-[4-[(2s)-2-[[(3s)-3-(hydroxymethyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC([C@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2[C@H](COCC2)CO)CN(S(=O)(=O)C=2SC=CC=2)CC1 DSCDGCNNIKOKFI-JAXLGGSGSA-N 0.000 claims 1
DTIRPEOHQAFODS-BLLLJJGKSA-N (2r)-1,1,1-trifluoro-2-[4-[(2s)-2-methyl-4-(1,3-thiazol-2-ylsulfonyl)piperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CN=2)CCN1C1=CC=C([C@@](C)(O)C(F)(F)F)C=C1 DTIRPEOHQAFODS-BLLLJJGKSA-N 0.000 claims 1
WAVKEANTCLSSBK-SUMWQHHRSA-N (2r)-1,1,1-trifluoro-2-[4-[(2s)-2-methyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C([C@@](C)(O)C(F)(F)F)C=C1 WAVKEANTCLSSBK-SUMWQHHRSA-N 0.000 claims 1
QREDMPDNKVIQDV-RDTXWAMCSA-N (2r)-2-[2-[(2r)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=NC=C([C@@](C)(O)C(F)(F)F)C=N1 QREDMPDNKVIQDV-RDTXWAMCSA-N 0.000 claims 1
QREDMPDNKVIQDV-KBXCAEBGSA-N (2r)-2-[2-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=NC=C([C@@](C)(O)C(F)(F)F)C=N1 QREDMPDNKVIQDV-KBXCAEBGSA-N 0.000 claims 1
ZIPIZEYPTSKTAT-NFBKMPQASA-N (2r)-2-[4-[(2r)-2-(benzenesulfonylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC([C@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CS(=O)(=O)C=2C=CC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 ZIPIZEYPTSKTAT-NFBKMPQASA-N 0.000 claims 1
FOKWKBQHMYNDFN-YLJYHZDGSA-N (2r)-2-[4-[(2r)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=CC=C([C@@](C)(O)C(F)(F)F)C=C1 FOKWKBQHMYNDFN-YLJYHZDGSA-N 0.000 claims 1
ZIJJRPQKSWPOPH-JTHBVZDNSA-N (2r)-2-[4-[(2s)-2-benzyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC([C@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CC=2C=CC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 ZIJJRPQKSWPOPH-JTHBVZDNSA-N 0.000 claims 1
UVNIGCUQKUJRSU-NZQKXSOJSA-N (2r)-2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-(oxan-4-ylmethyl)piperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC([C@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CC2CCOCC2)CN(S(=O)(=O)C=2C=NC(N)=CC=2)CC1 UVNIGCUQKUJRSU-NZQKXSOJSA-N 0.000 claims 1
VQLCDVDEIIOMDL-DHJUGAMNSA-N (2r)-2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-[[(3r)-3-methylmorpholin-4-yl]methyl]piperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C[C@@H]1COCCN1C[C@@H]1N(C=2C=CC(=CC=2)[C@@](C)(O)C(F)(F)F)CCN(S(=O)(=O)C=2C=NC(N)=CC=2)C1 VQLCDVDEIIOMDL-DHJUGAMNSA-N 0.000 claims 1
FOKWKBQHMYNDFN-FXAWDEMLSA-N (2r)-2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=CC=C([C@@](C)(O)C(F)(F)F)C=C1 FOKWKBQHMYNDFN-FXAWDEMLSA-N 0.000 claims 1
OXOOSCVZZWWWHE-GOSISDBHSA-N (2r)-2-[4-[4-(benzenesulfonyl)piperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC([C@](O)(C)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2C=CC=CC=2)CC1 OXOOSCVZZWWWHE-GOSISDBHSA-N 0.000 claims 1
MKGCHOIRCRCXSL-INIZCTEOSA-N (2r)-3,3,3-trifluoro-2-[4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propane-1,2-diol Chemical compound C1=CC([C@@](O)(CO)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 MKGCHOIRCRCXSL-INIZCTEOSA-N 0.000 claims 1
SESNUYWFMSZFPR-NHYWBVRUSA-N (2s)-1,1,1-trifluoro-2-[2-[(2s)-2-methyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]pyrimidin-5-yl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=NC=C([C@](C)(O)C(F)(F)F)C=N1 SESNUYWFMSZFPR-NHYWBVRUSA-N 0.000 claims 1
PJNADDDYXCZBMQ-INIZCTEOSA-N (2s)-1,1,1-trifluoro-2-[4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound C1=CC([C@@](O)(C)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 PJNADDDYXCZBMQ-INIZCTEOSA-N 0.000 claims 1
KCZXTYNCTVVXFR-IRLDBZIGSA-N (2s)-1,1,1-trifluoro-2-[4-[(2r)-2-[(1-methylimidazol-4-yl)methoxymethyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound CN1C=NC(COC[C@@H]2N(CCN(C2)S(=O)(=O)C=2SC=CC=2)C=2C=CC(=CC=2)[C@](C)(O)C(F)(F)F)=C1 KCZXTYNCTVVXFR-IRLDBZIGSA-N 0.000 claims 1
HASNVFMCDATTPN-KLJDGLGGSA-N (2s)-1,1,1-trifluoro-2-[4-[(2s)-2-[[(3r)-3-(4-fluorophenyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC([C@@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2[C@@H](COCC2)C=2C=CC(F)=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 HASNVFMCDATTPN-KLJDGLGGSA-N 0.000 claims 1
DSCDGCNNIKOKFI-VWPQPMDRSA-N (2s)-1,1,1-trifluoro-2-[4-[(2s)-2-[[(3r)-3-(hydroxymethyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC([C@@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2[C@@H](COCC2)CO)CN(S(=O)(=O)C=2SC=CC=2)CC1 DSCDGCNNIKOKFI-VWPQPMDRSA-N 0.000 claims 1
HASNVFMCDATTPN-WEWMWRJBSA-N (2s)-1,1,1-trifluoro-2-[4-[(2s)-2-[[(3s)-3-(4-fluorophenyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC([C@@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2[C@H](COCC2)C=2C=CC(F)=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 HASNVFMCDATTPN-WEWMWRJBSA-N 0.000 claims 1
DSCDGCNNIKOKFI-ONTIZHBOSA-N (2s)-1,1,1-trifluoro-2-[4-[(2s)-2-[[(3s)-3-(hydroxymethyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC([C@@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2[C@H](COCC2)CO)CN(S(=O)(=O)C=2SC=CC=2)CC1 DSCDGCNNIKOKFI-ONTIZHBOSA-N 0.000 claims 1
DTIRPEOHQAFODS-LRDDRELGSA-N (2s)-1,1,1-trifluoro-2-[4-[(2s)-2-methyl-4-(1,3-thiazol-2-ylsulfonyl)piperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CN=2)CCN1C1=CC=C([C@](C)(O)C(F)(F)F)C=C1 DTIRPEOHQAFODS-LRDDRELGSA-N 0.000 claims 1
WAVKEANTCLSSBK-GUYCJALGSA-N (2s)-1,1,1-trifluoro-2-[4-[(2s)-2-methyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C([C@](C)(O)C(F)(F)F)C=C1 WAVKEANTCLSSBK-GUYCJALGSA-N 0.000 claims 1
QREDMPDNKVIQDV-KDOFPFPSSA-N (2s)-2-[2-[(2r)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=NC=C([C@](C)(O)C(F)(F)F)C=N1 QREDMPDNKVIQDV-KDOFPFPSSA-N 0.000 claims 1
QREDMPDNKVIQDV-KSSFIOAISA-N (2s)-2-[2-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=NC=C([C@](C)(O)C(F)(F)F)C=N1 QREDMPDNKVIQDV-KSSFIOAISA-N 0.000 claims 1
ZIPIZEYPTSKTAT-OFNKIYASSA-N (2s)-2-[4-[(2r)-2-(benzenesulfonylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC([C@@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CS(=O)(=O)C=2C=CC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 ZIPIZEYPTSKTAT-OFNKIYASSA-N 0.000 claims 1
FOKWKBQHMYNDFN-XLIONFOSSA-N (2s)-2-[4-[(2r)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=CC=C([C@](C)(O)C(F)(F)F)C=C1 FOKWKBQHMYNDFN-XLIONFOSSA-N 0.000 claims 1
ZIJJRPQKSWPOPH-GMAHTHKFSA-N (2s)-2-[4-[(2s)-2-benzyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC([C@@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CC=2C=CC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 ZIJJRPQKSWPOPH-GMAHTHKFSA-N 0.000 claims 1
UVNIGCUQKUJRSU-REWPJTCUSA-N (2s)-2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-(oxan-4-ylmethyl)piperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC([C@@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CC2CCOCC2)CN(S(=O)(=O)C=2C=NC(N)=CC=2)CC1 UVNIGCUQKUJRSU-REWPJTCUSA-N 0.000 claims 1
VQLCDVDEIIOMDL-MONBJTKQSA-N (2s)-2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-[[(3r)-3-methylmorpholin-4-yl]methyl]piperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C[C@@H]1COCCN1C[C@@H]1N(C=2C=CC(=CC=2)[C@](C)(O)C(F)(F)F)CCN(S(=O)(=O)C=2C=NC(N)=CC=2)C1 VQLCDVDEIIOMDL-MONBJTKQSA-N 0.000 claims 1
FOKWKBQHMYNDFN-PXNSSMCTSA-N (2s)-2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=CC=C([C@](C)(O)C(F)(F)F)C=C1 FOKWKBQHMYNDFN-PXNSSMCTSA-N 0.000 claims 1
OXOOSCVZZWWWHE-SFHVURJKSA-N (2s)-2-[4-[4-(benzenesulfonyl)piperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC([C@@](O)(C)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2C=CC=CC=2)CC1 OXOOSCVZZWWWHE-SFHVURJKSA-N 0.000 claims 1
MKGCHOIRCRCXSL-MRXNPFEDSA-N (2s)-3,3,3-trifluoro-2-[4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propane-1,2-diol Chemical compound C1=CC([C@](O)(CO)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 MKGCHOIRCRCXSL-MRXNPFEDSA-N 0.000 claims 1
VPIJJJYCTFZBKX-OBXNSHGQSA-N (3r)-1-[[4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]pyrrolidin-3-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CN2C[C@H](O)CC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 VPIJJJYCTFZBKX-OBXNSHGQSA-N 0.000 claims 1
ZSILXOFHESRCTQ-MAUKXSAKSA-N (3r)-4-[[(2s)-4-(5-aminothiophen-2-yl)sulfonyl-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]piperazin-2-yl]methyl]-3-propan-2-ylpiperazin-2-one Chemical compound C1CNC(=O)[C@@H](C(C)C)N1C[C@@H]1N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC(N)=CC=2)C1 ZSILXOFHESRCTQ-MAUKXSAKSA-N 0.000 claims 1
GQJDSPZSUQEHDL-ZDOMSUIMSA-N (3s)-1-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]piperidin-3-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C[C@@H](O)CCC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 GQJDSPZSUQEHDL-ZDOMSUIMSA-N 0.000 claims 1
ZSILXOFHESRCTQ-YJBOKZPZSA-N (3s)-4-[[(2s)-4-(5-aminothiophen-2-yl)sulfonyl-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]piperazin-2-yl]methyl]-3-propan-2-ylpiperazin-2-one Chemical compound C1CNC(=O)[C@H](C(C)C)N1C[C@@H]1N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC(N)=CC=2)C1 ZSILXOFHESRCTQ-YJBOKZPZSA-N 0.000 claims 1
PLXUQWMUTYPEBK-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[2-(2-prop-1-ynyl-4-thiophen-2-ylsulfonylpiperazin-1-yl)pyrimidin-5-yl]propan-2-ol Chemical compound CC#CC1CN(S(=O)(=O)C=2SC=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 PLXUQWMUTYPEBK-UHFFFAOYSA-N 0.000 claims 1
YPPJNCYUFVQKBH-INIZCTEOSA-N 1,1,1,3,3,3-hexafluoro-2-[2-[(2s)-2-(oxan-4-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]pyrimidin-5-yl]propan-2-ol Chemical compound N1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CN=C1N1[C@@H](CC2CCOCC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 YPPJNCYUFVQKBH-INIZCTEOSA-N 0.000 claims 1
DUZIMLLGKSZSHX-VIFPVBQESA-N 1,1,1,3,3,3-hexafluoro-2-[2-[(2s)-2-methyl-4-(1,3-thiazol-2-ylsulfonyl)piperazin-1-yl]pyrimidin-5-yl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CN=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 DUZIMLLGKSZSHX-VIFPVBQESA-N 0.000 claims 1
KBPIFHFANHCJIY-JTQLQIEISA-N 1,1,1,3,3,3-hexafluoro-2-[2-[(2s)-2-methyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]pyrimidin-5-yl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 KBPIFHFANHCJIY-JTQLQIEISA-N 0.000 claims 1
BPAAWMDDJZEKCW-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[3-(3-fluorophenyl)-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound C=1C=CC(F)=CC=1C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N(CC1)CCN1S(=O)(=O)C1=CC=CS1 BPAAWMDDJZEKCW-UHFFFAOYSA-N 0.000 claims 1
GJUJQEHTTVWMEN-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[3-(3-hydroxyprop-1-ynyl)-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound OCC#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 GJUJQEHTTVWMEN-UHFFFAOYSA-N 0.000 claims 1
IQCDUSZPCXLVMY-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[3-(3-methoxy-4-methylpent-1-ynyl)-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound COC(C(C)C)C#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 IQCDUSZPCXLVMY-UHFFFAOYSA-N 0.000 claims 1
WJLLQOWJLASUKQ-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[3-(3-methoxypent-1-ynyl)-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound CCC(OC)C#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 WJLLQOWJLASUKQ-UHFFFAOYSA-N 0.000 claims 1
BPAMFUPKSOLRMA-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[3-(3-methoxyphenyl)-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound COC1=CC=CC(C=2C(=CC=C(C=2)C(O)(C(F)(F)F)C(F)(F)F)N2CCN(CC2)S(=O)(=O)C=2SC=CC=2)=C1 BPAMFUPKSOLRMA-UHFFFAOYSA-N 0.000 claims 1
XISUXEJKOJBXHL-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[3-(3-methoxyprop-1-ynyl)-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound COCC#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 XISUXEJKOJBXHL-UHFFFAOYSA-N 0.000 claims 1
USPVFQOWDVLOCU-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[3-phenyl-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound C=1C=CC=CC=1C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N(CC1)CCN1S(=O)(=O)C1=CC=CS1 USPVFQOWDVLOCU-UHFFFAOYSA-N 0.000 claims 1
MZGFWTNSMNTWLE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[3-prop-1-ynyl-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound CC#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 MZGFWTNSMNTWLE-UHFFFAOYSA-N 0.000 claims 1
YCBSEFNYSVMFAQ-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[3-pyridin-3-yl-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound C=1C=CN=CC=1C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N(CC1)CCN1S(=O)(=O)C1=CC=CS1 YCBSEFNYSVMFAQ-UHFFFAOYSA-N 0.000 claims 1
BUIPPALMYVSWLS-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[3-thiophen-3-yl-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound C1=CSC=C1C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N(CC1)CCN1S(=O)(=O)C1=CC=CS1 BUIPPALMYVSWLS-UHFFFAOYSA-N 0.000 claims 1
IADZKNKMUNIFPU-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-(4-pyridin-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2N=CC=CC=2)CC1 IADZKNKMUNIFPU-UHFFFAOYSA-N 0.000 claims 1
VUUDHBOJIINKBG-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-(4-thiophen-3-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C2=CSC=C2)CC1 VUUDHBOJIINKBG-UHFFFAOYSA-N 0.000 claims 1
LJKUKPPCBQEXTR-LPHOPBHVSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[(2s)-2-[[(3s)-3-methylmorpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C[C@H]1COCCN1C[C@@H]1N(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 LJKUKPPCBQEXTR-LPHOPBHVSA-N 0.000 claims 1
CSYRYFNDVIDBEO-NSHDSACASA-N 1,1,1,3,3,3-hexafluoro-2-[4-[(2s)-2-methyl-4-(1,3-thiazol-2-ylsulfonyl)piperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CN=2)CCN1C1=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C1 CSYRYFNDVIDBEO-NSHDSACASA-N 0.000 claims 1
YDLPLFFRQFVSRQ-LBPRGKRZSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[(2s)-2-methyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C1 YDLPLFFRQFVSRQ-LBPRGKRZSA-N 0.000 claims 1
PGKMOZLFWLFGIV-GFCCVEGCSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[(3r)-3-methyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@H]1C)N(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CCN1S(=O)(=O)C1=CC=CS1 PGKMOZLFWLFGIV-GFCCVEGCSA-N 0.000 claims 1
PGKMOZLFWLFGIV-LBPRGKRZSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[(3s)-3-methyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1C)N(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CCN1S(=O)(=O)C1=CC=CS1 PGKMOZLFWLFGIV-LBPRGKRZSA-N 0.000 claims 1
ZIIICKIMOSZOAK-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[2-(oxan-4-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1C(CC2CCOCC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 ZIIICKIMOSZOAK-UHFFFAOYSA-N 0.000 claims 1
YBCJQAJGJLGUHB-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[2-[(2-methoxyphenyl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound COC1=CC=CC=C1CC1N(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 YBCJQAJGJLGUHB-UHFFFAOYSA-N 0.000 claims 1
BIJZMWCYSSNDOL-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[2-[(2-methoxypyridin-3-yl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound COC1=NC=CC=C1CC1N(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 BIJZMWCYSSNDOL-UHFFFAOYSA-N 0.000 claims 1
GWBPVWSDNOVERA-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[2-[(3-methoxyphenyl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound COC1=CC=CC(CC2N(CCN(C2)S(=O)(=O)C=2SC=CC=2)C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)=C1 GWBPVWSDNOVERA-UHFFFAOYSA-N 0.000 claims 1
UCYRDIDDQQLXJK-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[2-[(3-methylphenyl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound CC1=CC=CC(CC2N(CCN(C2)S(=O)(=O)C=2SC=CC=2)C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)=C1 UCYRDIDDQQLXJK-UHFFFAOYSA-N 0.000 claims 1
RHUIPLOWSWQJPW-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[2-[(4-methoxyphenyl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(OC)=CC=C1CC1N(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 RHUIPLOWSWQJPW-UHFFFAOYSA-N 0.000 claims 1
LSLMNJRTAAXMPC-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[2-[(4-methylphenyl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C)=CC=C1CC1N(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 LSLMNJRTAAXMPC-UHFFFAOYSA-N 0.000 claims 1
ANKRKOLVPYRIQK-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[2-[(6-methoxypyridin-2-yl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound COC1=CC=CC(CC2N(CCN(C2)S(=O)(=O)C=2SC=CC=2)C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)=N1 ANKRKOLVPYRIQK-UHFFFAOYSA-N 0.000 claims 1
HJYXWIXWMVOTDA-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[4-(1,3-thiazol-2-ylsulfonyl)piperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CN=2)CC1 HJYXWIXWMVOTDA-UHFFFAOYSA-N 0.000 claims 1
XWJCPBNWKHKMIC-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[4-(1-methylpyrazol-3-yl)sulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound CN1C=CC(S(=O)(=O)N2CCN(CC2)C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)=N1 XWJCPBNWKHKMIC-UHFFFAOYSA-N 0.000 claims 1
DNFYJWWBTFPGLZ-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[4-(1h-imidazol-5-ylsulfonyl)piperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2N=CNC=2)CC1 DNFYJWWBTFPGLZ-UHFFFAOYSA-N 0.000 claims 1
XSEZBFZUIWFKSI-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[4-(2-methylphenyl)sulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound CC1=CC=CC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 XSEZBFZUIWFKSI-UHFFFAOYSA-N 0.000 claims 1
TYEZKCZFMQSBPI-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoro-2-[4-[4-(5-methylthiophen-2-yl)sulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound S1C(C)=CC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 TYEZKCZFMQSBPI-UHFFFAOYSA-N 0.000 claims 1
ZTUBLJASDXXLIL-RQFJBDDASA-N 1,1,1-trifluoro-2-[2-[(2s)-2-[[(3s)-3-methylmorpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]pyrimidin-5-yl]propan-2-ol Chemical compound C[C@H]1COCCN1C[C@@H]1N(C=2N=CC(=CN=2)C(C)(O)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 ZTUBLJASDXXLIL-RQFJBDDASA-N 0.000 claims 1
SESNUYWFMSZFPR-VPHXOMNUSA-N 1,1,1-trifluoro-2-[2-[(2s)-2-methyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]pyrimidin-5-yl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=NC=C(C(C)(O)C(F)(F)F)C=N1 SESNUYWFMSZFPR-VPHXOMNUSA-N 0.000 claims 1
YIODTMRHBRXVMB-UHFFFAOYSA-N 1,1,1-trifluoro-2-[3-[2-(3-methyloxetan-3-yl)ethynyl]-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound C1OCC1(C)C#CC1=CC(C(O)(C)C(F)(F)F)=CC=C1N(CC1)CCN1S(=O)(=O)C1=CC=CS1 YIODTMRHBRXVMB-UHFFFAOYSA-N 0.000 claims 1
PJNADDDYXCZBMQ-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 PJNADDDYXCZBMQ-UHFFFAOYSA-N 0.000 claims 1
OYIQSRSYYQJZDN-LCQOSCCDSA-N 1,1,1-trifluoro-2-[4-[(2r)-2-(furan-2-ylmethoxymethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](COCC=2OC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 OYIQSRSYYQJZDN-LCQOSCCDSA-N 0.000 claims 1
JXLOXFMHISNYOQ-VRKFHHGPSA-N 1,1,1-trifluoro-2-[4-[(2r)-2-(oxolan-2-ylmethoxymethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](COCC2OCCC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 JXLOXFMHISNYOQ-VRKFHHGPSA-N 0.000 claims 1
WZDOIMSZNKOQLK-PPUHSXQSSA-N 1,1,1-trifluoro-2-[4-[(2r)-2-(phenylsulfanylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CSC=2C=CC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 WZDOIMSZNKOQLK-PPUHSXQSSA-N 0.000 claims 1
KCZXTYNCTVVXFR-PSDZMVHGSA-N 1,1,1-trifluoro-2-[4-[(2r)-2-[(1-methylimidazol-4-yl)methoxymethyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound CN1C=NC(COC[C@@H]2N(CCN(C2)S(=O)(=O)C=2SC=CC=2)C=2C=CC(=CC=2)C(C)(O)C(F)(F)F)=C1 KCZXTYNCTVVXFR-PSDZMVHGSA-N 0.000 claims 1
YADIWADPSCDLGG-HWYAHNCWSA-N 1,1,1-trifluoro-2-[4-[(2r)-2-[(2-fluorophenyl)sulfanylmethyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CSC=2C(=CC=CC=2)F)CN(S(=O)(=O)C=2SC=CC=2)CC1 YADIWADPSCDLGG-HWYAHNCWSA-N 0.000 claims 1
QGMBIHFLNJCUTM-PPUHSXQSSA-N 1,1,1-trifluoro-2-[4-[(2r)-2-[(3-fluorophenyl)sulfanylmethyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CSC=2C=C(F)C=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 QGMBIHFLNJCUTM-PPUHSXQSSA-N 0.000 claims 1
WEMBXIGTAAIPBJ-IRRQRHGBSA-N 1,1,1-trifluoro-2-[4-[(2r)-2-[(3-fluorophenyl)sulfinylmethyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CS(=O)C=2C=C(F)C=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 WEMBXIGTAAIPBJ-IRRQRHGBSA-N 0.000 claims 1
TVZFKQAYJVBKDH-PPUHSXQSSA-N 1,1,1-trifluoro-2-[4-[(2r)-2-[(3-fluorophenyl)sulfonylmethyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CS(=O)(=O)C=2C=C(F)C=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 TVZFKQAYJVBKDH-PPUHSXQSSA-N 0.000 claims 1
VWEPELQHAKGVSH-LCQOSCCDSA-N 1,1,1-trifluoro-2-[4-[(2r)-2-[(3-methyloxetan-3-yl)methoxymethyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](COCC2(C)COC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 VWEPELQHAKGVSH-LCQOSCCDSA-N 0.000 claims 1
JNZHOKNBXPPAFP-IRRQRHGBSA-N 1,1,1-trifluoro-2-[4-[(2r)-2-[(4-fluorophenyl)sulfinylmethyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CS(=O)C=2C=CC(F)=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 JNZHOKNBXPPAFP-IRRQRHGBSA-N 0.000 claims 1
HLKDUJBSZHOVJV-ZQRQZVKFSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-(2-oxa-6-azaspiro[3.3]heptan-6-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2CC3(COC3)C2)CN(S(=O)(=O)C=2SC=CC=2)CC1 HLKDUJBSZHOVJV-ZQRQZVKFSA-N 0.000 claims 1
KXZOPLVMOGOLAY-LROBGIAVSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-(imidazol-1-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C=NC=C2)CN(S(=O)(=O)C=2SC=CC=2)CC1 KXZOPLVMOGOLAY-LROBGIAVSA-N 0.000 claims 1
ITYGRFSAHGDGAF-HSTJUUNISA-N 1,1,1-trifluoro-2-[4-[(2s)-2-(pyrrolo[2,3-b]pyrazin-5-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C3=NC=CN=C3C=C2)CN(S(=O)(=O)C=2SC=CC=2)CC1 ITYGRFSAHGDGAF-HSTJUUNISA-N 0.000 claims 1
PRSZAZFWRKIZLW-XEGCMXMBSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-(pyrrolo[2,3-b]pyridin-1-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C3=NC=CC=C3C=C2)CN(S(=O)(=O)C=2SC=CC=2)CC1 PRSZAZFWRKIZLW-XEGCMXMBSA-N 0.000 claims 1
GSTUPHPNQXKSFW-AIBWNMTMSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-[(oxan-4-ylamino)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CNC2CCOCC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 GSTUPHPNQXKSFW-AIBWNMTMSA-N 0.000 claims 1
OBWNYYHXJVTZNW-LROBGIAVSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-[(oxetan-3-ylamino)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CNC2COC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 OBWNYYHXJVTZNW-LROBGIAVSA-N 0.000 claims 1
OMEHJVPEUSHJMK-BRFBUHTJSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-[2-(oxetan-3-ylamino)propyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1CC(C)NC2COC2)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 OMEHJVPEUSHJMK-BRFBUHTJSA-N 0.000 claims 1
ILMRMTWCYUDJRS-GTSYFKQCSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-[[(1s,5r)-7-methoxy-3-oxa-9-azabicyclo[3.3.1]nonan-9-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1CN2[C@]3([H])COC[C@]2(CC(C3)OC)[H])N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 ILMRMTWCYUDJRS-GTSYFKQCSA-N 0.000 claims 1
DSCDGCNNIKOKFI-RJKSWSIASA-N 1,1,1-trifluoro-2-[4-[(2s)-2-[[(3r)-3-(hydroxymethyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2[C@@H](COCC2)CO)CN(S(=O)(=O)C=2SC=CC=2)CC1 DSCDGCNNIKOKFI-RJKSWSIASA-N 0.000 claims 1
DSCDGCNNIKOKFI-ZDOMSUIMSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-[[(3s)-3-(hydroxymethyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2[C@H](COCC2)CO)CN(S(=O)(=O)C=2SC=CC=2)CC1 DSCDGCNNIKOKFI-ZDOMSUIMSA-N 0.000 claims 1
HASNVFMCDATTPN-STNDURKZSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-[[3-(4-fluorophenyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C(COCC2)C=2C=CC(F)=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 HASNVFMCDATTPN-STNDURKZSA-N 0.000 claims 1
DVVCFRVMWLVAKO-BBQAJUCSSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-[[methyl-[(1-methylimidazol-4-yl)methyl]amino]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1CN(C)CC=2N=CN(C)C=2)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 DVVCFRVMWLVAKO-BBQAJUCSSA-N 0.000 claims 1
DTIRPEOHQAFODS-HKALDPMFSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-methyl-4-(1,3-thiazol-2-ylsulfonyl)piperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CN=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 DTIRPEOHQAFODS-HKALDPMFSA-N 0.000 claims 1
WAVKEANTCLSSBK-CWQZNGJJSA-N 1,1,1-trifluoro-2-[4-[(2s)-2-methyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 WAVKEANTCLSSBK-CWQZNGJJSA-N 0.000 claims 1
SKBAETAIYXACHG-CWQZNGJJSA-N 1,1,1-trifluoro-2-[4-[(2s)-4-(furan-3-ylsulfonyl)-2-methylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C2=COC=C2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 SKBAETAIYXACHG-CWQZNGJJSA-N 0.000 claims 1
QKENWZMKZSMELA-JSOIOWGOSA-N 1,1,1-trifluoro-2-[4-[(2s)-4-thiophen-2-ylsulfonyl-2-[[3-(trifluoromethyl)piperazin-1-yl]methyl]piperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2CC(NCC2)C(F)(F)F)CN(S(=O)(=O)C=2SC=CC=2)CC1 QKENWZMKZSMELA-JSOIOWGOSA-N 0.000 claims 1
FZJQKDPIMISICH-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-(2-methylpropyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound CC(C)CC1CN(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 FZJQKDPIMISICH-UHFFFAOYSA-N 0.000 claims 1
HMMJGQUANLGUBO-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-(8-oxa-3-azabicyclo[3.2.1]octan-3-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CN2CC3CCC(O3)C2)CN(S(=O)(=O)C=2SC=CC=2)CC1 HMMJGQUANLGUBO-UHFFFAOYSA-N 0.000 claims 1
ZYSYEODCVHAPGO-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-(hydroxymethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CO)CN(S(=O)(=O)C=2SC=CC=2)CC1 ZYSYEODCVHAPGO-UHFFFAOYSA-N 0.000 claims 1
VBLZIQWKNALQNL-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-(morpholin-4-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CN2CCOCC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 VBLZIQWKNALQNL-UHFFFAOYSA-N 0.000 claims 1
XYVKOMVNXJFBFF-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-(oxan-4-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CC2CCOCC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 XYVKOMVNXJFBFF-UHFFFAOYSA-N 0.000 claims 1
VWZUYNFCVMFSCD-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-(pyridin-3-ylmethoxymethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(COCC=2C=NC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 VWZUYNFCVMFSCD-UHFFFAOYSA-N 0.000 claims 1
OHPUJBPIPXPIAH-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-(pyridin-4-ylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CC=2C=CN=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 OHPUJBPIPXPIAH-UHFFFAOYSA-N 0.000 claims 1
NZTMIWZKAGOVCS-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-[(2-fluorophenyl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CC=2C(=CC=CC=2)F)CN(S(=O)(=O)C=2SC=CC=2)CC1 NZTMIWZKAGOVCS-UHFFFAOYSA-N 0.000 claims 1
XNCJCWBPHMCVSF-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-[(2-methylmorpholin-4-yl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1COC(C)CN1CC1N(C=2C=CC(=CC=2)C(C)(O)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 XNCJCWBPHMCVSF-UHFFFAOYSA-N 0.000 claims 1
XMISRBBDSOXXLZ-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-[(3-fluorophenyl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CC=2C=C(F)C=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 XMISRBBDSOXXLZ-UHFFFAOYSA-N 0.000 claims 1
SZRZQUNKKHINOS-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-[(4-fluorophenyl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CC=2C=CC(F)=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 SZRZQUNKKHINOS-UHFFFAOYSA-N 0.000 claims 1
RSICISVEQSVJAZ-GGUNXXMASA-N 1,1,1-trifluoro-2-[4-[2-[[(1r,4r)-2-oxa-5-azabicyclo[2.2.1]heptan-5-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C([C@@]1(OC[C@@]2([H])C1)[H])N2CC1CN(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 RSICISVEQSVJAZ-GGUNXXMASA-N 0.000 claims 1
OJTJLEFGCNYTBQ-RYHLMMNBSA-N 1,1,1-trifluoro-2-[4-[2-[[(3s)-3-methylmorpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C[C@H]1COCCN1CC1N(C=2C=CC(=CC=2)C(C)(O)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 OJTJLEFGCNYTBQ-RYHLMMNBSA-N 0.000 claims 1
VSOQLFMKPJKANV-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-[[2-(hydroxymethyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CN2CC(CO)OCC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 VSOQLFMKPJKANV-UHFFFAOYSA-N 0.000 claims 1
DSCDGCNNIKOKFI-UHFFFAOYSA-N 1,1,1-trifluoro-2-[4-[2-[[3-(hydroxymethyl)morpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CN2C(COCC2)CO)CN(S(=O)(=O)C=2SC=CC=2)CC1 DSCDGCNNIKOKFI-UHFFFAOYSA-N 0.000 claims 1
DPQVIGCGZYABTB-UHFFFAOYSA-N 1-[2-[4-(benzenesulfonyl)piperidin-1-yl]-5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]pent-1-yn-3-ol Chemical compound CCC(O)C#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCC(S(=O)(=O)C=2C=CC=CC=2)CC1 DPQVIGCGZYABTB-UHFFFAOYSA-N 0.000 claims 1
UUPZENQGGUJPAR-UHFFFAOYSA-N 1-[4-[4-(benzenesulfonyl)piperazin-1-yl]phenyl]-1-cyclopropyl-2,2,2-trifluoroethanol Chemical compound C=1C=C(N2CCN(CC2)S(=O)(=O)C=2C=CC=CC=2)C=CC=1C(C(F)(F)F)(O)C1CC1 UUPZENQGGUJPAR-UHFFFAOYSA-N 0.000 claims 1
DKZFALHXBUCIIT-UHFFFAOYSA-N 1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]-4-methylpent-1-yn-3-ol Chemical compound CC(C)C(O)C#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 DKZFALHXBUCIIT-UHFFFAOYSA-N 0.000 claims 1
VAIILBJBXNOPQB-UHFFFAOYSA-N 1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]pent-1-yn-3-ol Chemical compound CCC(O)C#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 VAIILBJBXNOPQB-UHFFFAOYSA-N 0.000 claims 1
UFOQKBHBJTWGRZ-YDNXMHBPSA-N 1-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]piperidin-4-one Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2CCC(=O)CC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 UFOQKBHBJTWGRZ-YDNXMHBPSA-N 0.000 claims 1
KABIBFZEJCKTGA-UHFFFAOYSA-N 1-[[4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]azetidin-3-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CN2CC(O)C2)CN(S(=O)(=O)C=2SC=CC=2)CC1 KABIBFZEJCKTGA-UHFFFAOYSA-N 0.000 claims 1
CWDXIMHMPWZRFK-CYBMUJFWSA-N 2-[2-[(2r)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 CWDXIMHMPWZRFK-CYBMUJFWSA-N 0.000 claims 1
UKDIEAMXFIACNE-NSHDSACASA-N 2-[2-[(2s)-4-(2-aminophenyl)sulfonyl-2-methylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2C(=CC=CC=2)N)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 UKDIEAMXFIACNE-NSHDSACASA-N 0.000 claims 1
LGSAIDGYGJTIRO-VIFPVBQESA-N 2-[2-[(2s)-4-(5-aminothiophen-2-yl)sulfonyl-2-methylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC(N)=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 LGSAIDGYGJTIRO-VIFPVBQESA-N 0.000 claims 1
DUXFOACMJKARDZ-MYHCZTBNSA-N 2-[2-[(2s)-4-(5-aminothiophen-2-yl)sulfonyl-2-methylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC(N)=CC=2)CCN1C1=NC=C(C(C)(O)C(F)(F)F)C=N1 DUXFOACMJKARDZ-MYHCZTBNSA-N 0.000 claims 1
HDMGZEHZHAVLRK-OFLPRAFFSA-N 2-[2-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-(3-oxa-8-azabicyclo[3.2.1]octan-8-ylmethyl)piperazin-1-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=NC(N)=CC=C1S(=O)(=O)N1C[C@H](CN2C3CCC2COC3)N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 HDMGZEHZHAVLRK-OFLPRAFFSA-N 0.000 claims 1
CPTKDVKNTFQSOG-HOCLYGCPSA-N 2-[2-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-[[(3s)-3-methylmorpholin-4-yl]methyl]piperazin-1-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C[C@H]1COCCN1C[C@@H]1N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2C=NC(N)=CC=2)C1 CPTKDVKNTFQSOG-HOCLYGCPSA-N 0.000 claims 1
OEGKCSXBCSBCPY-PHIGLHEMSA-N 2-[2-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-[[(3s)-3-methylmorpholin-4-yl]methyl]piperazin-1-yl]pyrimidin-5-yl]-1,1,1-trifluoropropan-2-ol Chemical compound C[C@H]1COCCN1C[C@@H]1N(C=2N=CC(=CN=2)C(C)(O)C(F)(F)F)CCN(S(=O)(=O)C=2C=NC(N)=CC=2)C1 OEGKCSXBCSBCPY-PHIGLHEMSA-N 0.000 claims 1
FABWXIYXWHGVNM-JTQLQIEISA-N 2-[2-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-methylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 FABWXIYXWHGVNM-JTQLQIEISA-N 0.000 claims 1
CWDXIMHMPWZRFK-ZDUSSCGKSA-N 2-[2-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 CWDXIMHMPWZRFK-ZDUSSCGKSA-N 0.000 claims 1
LKBXJZCCHSCPON-QMMMGPOBSA-N 2-[2-[(2s)-4-[(2-amino-1,3-thiazol-5-yl)sulfonyl]-2-methylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC(N)=NC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 LKBXJZCCHSCPON-QMMMGPOBSA-N 0.000 claims 1
QMKTVGHZVRBBDH-UHFFFAOYSA-N 2-[2-[4-(6-aminopyridin-3-yl)sulfonyl-2-(2-cyclopropylethynyl)piperazin-1-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=NC(N)=CC=C1S(=O)(=O)N1CC(C#CC2CC2)N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 QMKTVGHZVRBBDH-UHFFFAOYSA-N 0.000 claims 1
ARSWJEMMKYIFOM-UHFFFAOYSA-N 2-[2-[4-(6-aminopyridin-3-yl)sulfonyl-2-methylphenyl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound CC1=CC(S(=O)(=O)C=2C=NC(N)=CC=2)=CC=C1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 ARSWJEMMKYIFOM-UHFFFAOYSA-N 0.000 claims 1
CWDXIMHMPWZRFK-UHFFFAOYSA-N 2-[2-[4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound CC#CC1CN(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 CWDXIMHMPWZRFK-UHFFFAOYSA-N 0.000 claims 1
QREDMPDNKVIQDV-UHFFFAOYSA-N 2-[2-[4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]pyrimidin-5-yl]-1,1,1-trifluoropropan-2-ol Chemical compound CC#CC1CN(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=NC=C(C(C)(O)C(F)(F)F)C=N1 QREDMPDNKVIQDV-UHFFFAOYSA-N 0.000 claims 1
IBDJORYQEKQDSY-UHFFFAOYSA-N 2-[2-[4-(6-aminopyridin-3-yl)sulfonylphenyl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=NC(N)=CC=C1S(=O)(=O)C1=CC=C(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)C=C1 IBDJORYQEKQDSY-UHFFFAOYSA-N 0.000 claims 1
VBFFSACWAOREAD-UHFFFAOYSA-N 2-[2-[4-(6-aminopyridin-3-yl)sulfonylphenyl]pyrimidin-5-yl]-1,1,1-trifluoropropan-2-ol Chemical compound N1=CC(C(O)(C)C(F)(F)F)=CN=C1C1=CC=C(S(=O)(=O)C=2C=NC(N)=CC=2)C=C1 VBFFSACWAOREAD-UHFFFAOYSA-N 0.000 claims 1
RFVUCTPSBWQFOS-UHFFFAOYSA-N 2-[2-[4-(benzenesulfonyl)phenyl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound N1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CN=C1C1=CC=C(S(=O)(=O)C=2C=CC=CC=2)C=C1 RFVUCTPSBWQFOS-UHFFFAOYSA-N 0.000 claims 1
FQHQCZXPMGRYCR-UHFFFAOYSA-N 2-[2-[4-(benzenesulfonyl)piperazin-1-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound N1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CN=C1N1CCN(S(=O)(=O)C=2C=CC=CC=2)CC1 FQHQCZXPMGRYCR-UHFFFAOYSA-N 0.000 claims 1
OPXPSZIRQVJDNN-UHFFFAOYSA-N 2-[2-[6-(6-aminopyridin-3-yl)sulfonylpyridin-3-yl]pyrimidin-5-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=NC(N)=CC=C1S(=O)(=O)C1=CC=C(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)C=N1 OPXPSZIRQVJDNN-UHFFFAOYSA-N 0.000 claims 1
GDSHLPYLHQTDPM-UHFFFAOYSA-N 2-[3-(3-aminoprop-1-ynyl)-4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound NCC#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 GDSHLPYLHQTDPM-UHFFFAOYSA-N 0.000 claims 1
ZIPIZEYPTSKTAT-PPUHSXQSSA-N 2-[4-[(2r)-2-(benzenesulfonylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CS(=O)(=O)C=2C=CC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 ZIPIZEYPTSKTAT-PPUHSXQSSA-N 0.000 claims 1
DNEAJLUPIIZJHW-PSDZMVHGSA-N 2-[4-[(2r)-2-[[dimethylsulfamoyl(propan-2-yl)amino]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@@H]1CN(C(C)C)S(=O)(=O)N(C)C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 DNEAJLUPIIZJHW-PSDZMVHGSA-N 0.000 claims 1
SIFKNECWLVONIH-MRXNPFEDSA-N 2-[4-[(2r)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C1 SIFKNECWLVONIH-MRXNPFEDSA-N 0.000 claims 1
ATBJQIPEPYSVAA-BBQAJUCSSA-N 2-[4-[(2s)-2-(anilinomethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CNC=2C=CC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 ATBJQIPEPYSVAA-BBQAJUCSSA-N 0.000 claims 1
WTIZOCLETXHLIP-SWCONJRYSA-N 2-[4-[(2s)-2-[(3-ethylmorpholin-4-yl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound CCC1COCCN1C[C@@H]1N(C=2C=CC(=CC=2)C(C)(O)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 WTIZOCLETXHLIP-SWCONJRYSA-N 0.000 claims 1
XMMIXCWSCVWBES-LROBGIAVSA-N 2-[4-[(2s)-2-[(cyclopropylamino)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CNC2CC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 XMMIXCWSCVWBES-LROBGIAVSA-N 0.000 claims 1
USTILTNZVDMGIK-YIMBBBAVSA-N 2-[4-[(2s)-2-[[(3ar,6as)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]pyrrol-5-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C[C@H]3COC[C@H]3C2)CN(S(=O)(=O)C=2SC=CC=2)CC1 USTILTNZVDMGIK-YIMBBBAVSA-N 0.000 claims 1
YLUQEUDVDYSBDB-HWYAHNCWSA-N 2-[4-[(2s)-2-[[bis(oxetan-3-yl)amino]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN(C2COC2)C2COC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 YLUQEUDVDYSBDB-HWYAHNCWSA-N 0.000 claims 1
TWQZXYRBBAFYSN-FKHAVUOCSA-N 2-[4-[(2s)-2-[[di(propan-2-yl)amino]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@@H]1CN(C(C)C)C(C)C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 TWQZXYRBBAFYSN-FKHAVUOCSA-N 0.000 claims 1
AWNCHMGZVLPMGJ-FQEVSTJZSA-N 2-[4-[(2s)-2-benzyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1[C@@H](CC=2C=CC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 AWNCHMGZVLPMGJ-FQEVSTJZSA-N 0.000 claims 1
ZIJJRPQKSWPOPH-BBQAJUCSSA-N 2-[4-[(2s)-2-benzyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CC=2C=CC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 ZIJJRPQKSWPOPH-BBQAJUCSSA-N 0.000 claims 1
TZHJYXCTEVSDBU-BBQAJUCSSA-N 2-[4-[(2s)-2-benzyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-3,3,3-trifluoropropane-1,2-diol Chemical compound C1=CC(C(O)(CO)C(F)(F)F)=CC=C1N1[C@@H](CC=2C=CC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 TZHJYXCTEVSDBU-BBQAJUCSSA-N 0.000 claims 1
BUHFNAUZQXQNCH-AWEZNQCLSA-N 2-[4-[(2s)-2-ethyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@@H]1CC)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C1 BUHFNAUZQXQNCH-AWEZNQCLSA-N 0.000 claims 1
YMLIKWUGHQAVNU-ZDUSSCGKSA-N 2-[4-[(2s)-4-(2-aminophenyl)sulfonyl-2-methylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2C(=CC=CC=2)N)CCN1C1=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C1 YMLIKWUGHQAVNU-ZDUSSCGKSA-N 0.000 claims 1
MTWHTXFUJILWFV-YJBOKZPZSA-N 2-[4-[(2s)-4-(5-aminothiophen-2-yl)sulfonyl-2-[[(3s)-3-methylmorpholin-4-yl]methyl]piperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C[C@H]1COCCN1C[C@@H]1N(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC(N)=CC=2)C1 MTWHTXFUJILWFV-YJBOKZPZSA-N 0.000 claims 1
BHWVEUCTEUUAJE-AJZOCDQUSA-N 2-[4-[(2s)-4-(5-aminothiophen-2-yl)sulfonyl-2-benzylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CC=2C=CC=CC=2)CN(S(=O)(=O)C=2SC(N)=CC=2)CC1 BHWVEUCTEUUAJE-AJZOCDQUSA-N 0.000 claims 1
QSIMCOJLVSWPFO-WHUIICBVSA-N 2-[4-[(2s)-4-(5-aminothiophen-2-yl)sulfonyl-2-methylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC(N)=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 QSIMCOJLVSWPFO-WHUIICBVSA-N 0.000 claims 1
QNPMHAQUESSJEW-IBGZPJMESA-N 2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-(oxan-4-ylmethyl)piperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=NC(N)=CC=C1S(=O)(=O)N1C[C@H](CC2CCOCC2)N(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 QNPMHAQUESSJEW-IBGZPJMESA-N 0.000 claims 1
UVNIGCUQKUJRSU-AJZOCDQUSA-N 2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-(oxan-4-ylmethyl)piperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CC2CCOCC2)CN(S(=O)(=O)C=2C=NC(N)=CC=2)CC1 UVNIGCUQKUJRSU-AJZOCDQUSA-N 0.000 claims 1
KGOFRGFKZZOJIC-LPHOPBHVSA-N 2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-[[(3s)-3-methylmorpholin-4-yl]methyl]piperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C[C@H]1COCCN1C[C@@H]1N(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2C=NC(N)=CC=2)C1 KGOFRGFKZZOJIC-LPHOPBHVSA-N 0.000 claims 1
VQLCDVDEIIOMDL-BAOGEJLYSA-N 2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-[[(3s)-3-methylmorpholin-4-yl]methyl]piperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C[C@H]1COCCN1C[C@@H]1N(C=2C=CC(=CC=2)C(C)(O)C(F)(F)F)CCN(S(=O)(=O)C=2C=NC(N)=CC=2)C1 VQLCDVDEIIOMDL-BAOGEJLYSA-N 0.000 claims 1
CPMFVNJWJZCROC-LBPRGKRZSA-N 2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-methylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C1 CPMFVNJWJZCROC-LBPRGKRZSA-N 0.000 claims 1
SIFKNECWLVONIH-INIZCTEOSA-N 2-[4-[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@@H]1C#CC)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C1 SIFKNECWLVONIH-INIZCTEOSA-N 0.000 claims 1
QIBBOISFFZBQAX-AWEZNQCLSA-N 2-[4-[(2s)-4-(benzenesulfonyl)-2-methylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2C=CC=CC=2)CCN1C1=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C1 QIBBOISFFZBQAX-AWEZNQCLSA-N 0.000 claims 1
PVZTUKLIPRHHTC-FUKCDUGKSA-N 2-[4-[(2s)-4-(benzenesulfonyl)-2-methylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2C=CC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 PVZTUKLIPRHHTC-FUKCDUGKSA-N 0.000 claims 1
FJMJECGENSZQHL-SFHVURJKSA-N 2-[4-[(2s)-4-(benzenesulfonyl)-2-prop-1-ynylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C([C@@H]1C#CC)N(S(=O)(=O)C=2C=CC=CC=2)CCN1C1=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C1 FJMJECGENSZQHL-SFHVURJKSA-N 0.000 claims 1
CJJQQFPOEBLREP-MYHCZTBNSA-N 2-[4-[(2s)-4-[(5-amino-1,3,4-thiadiazol-2-yl)sulfonyl]-2-methylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC(N)=NN=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 CJJQQFPOEBLREP-MYHCZTBNSA-N 0.000 claims 1
LUEXOGWKGCLACL-INIZCTEOSA-N 2-[4-[(3r)-3-cyclopropyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1C[C@@H](C2CC2)N(S(=O)(=O)C=2SC=CC=2)CC1 LUEXOGWKGCLACL-INIZCTEOSA-N 0.000 claims 1
UWRXVXWZYGQAJA-UHFFFAOYSA-N 2-[4-[2-(2,5-dichlorophenyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(C=2C(=CC=C(Cl)C=2)Cl)CN(S(=O)(=O)C=2SC=CC=2)CC1 UWRXVXWZYGQAJA-UHFFFAOYSA-N 0.000 claims 1
UONULAATMSHHAQ-UHFFFAOYSA-N 2-[4-[2-(cyclohexylmethyl)-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CC2CCCCC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 UONULAATMSHHAQ-UHFFFAOYSA-N 0.000 claims 1
HCRJKCNSQFVXAL-UHFFFAOYSA-N 2-[4-[2-[(2,2-dimethylmorpholin-4-yl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CN2CC(C)(C)OCC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 HCRJKCNSQFVXAL-UHFFFAOYSA-N 0.000 claims 1
DHWILEOQAVRHSB-UHFFFAOYSA-N 2-[4-[2-[(4,4-difluoropiperidin-1-yl)methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CN2CCC(F)(F)CC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 DHWILEOQAVRHSB-UHFFFAOYSA-N 0.000 claims 1
QKFBFWQSHYUXAZ-UHFFFAOYSA-N 2-[4-[2-[[benzyl(methyl)amino]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C=1C=CC=CC=1CN(C)CC1CN(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 QKFBFWQSHYUXAZ-UHFFFAOYSA-N 0.000 claims 1
FEVBRZDMUNBMGV-UHFFFAOYSA-N 2-[4-[4-(2,4-diaminophenyl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound NC1=CC(N)=CC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 FEVBRZDMUNBMGV-UHFFFAOYSA-N 0.000 claims 1
NMGJCJOAFBEMKP-UHFFFAOYSA-N 2-[4-[4-(2,6-diaminopyridin-3-yl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound NC1=NC(N)=CC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 NMGJCJOAFBEMKP-UHFFFAOYSA-N 0.000 claims 1
VEHSZTVWBQTWGH-UHFFFAOYSA-N 2-[4-[4-(2-aminophenyl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound NC1=CC=CC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 VEHSZTVWBQTWGH-UHFFFAOYSA-N 0.000 claims 1
MCPRVPLMGZYXJU-UHFFFAOYSA-N 2-[4-[4-(2-aminopyrimidin-5-yl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=NC(N)=NC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 MCPRVPLMGZYXJU-UHFFFAOYSA-N 0.000 claims 1
AQDUFBHQDOLTKE-UHFFFAOYSA-N 2-[4-[4-(4-amino-3-fluorophenyl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=C(F)C(N)=CC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 AQDUFBHQDOLTKE-UHFFFAOYSA-N 0.000 claims 1
OXAMCUVKMNJUGK-UHFFFAOYSA-N 2-[4-[4-(4-aminophenyl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=CC(N)=CC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 OXAMCUVKMNJUGK-UHFFFAOYSA-N 0.000 claims 1
WAQMSCDSEDIXRO-UHFFFAOYSA-N 2-[4-[4-(4-aminopyridin-3-yl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound NC1=CC=NC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 WAQMSCDSEDIXRO-UHFFFAOYSA-N 0.000 claims 1
UMSBASLVZLSLGY-UHFFFAOYSA-N 2-[4-[4-(4-aminothiophen-2-yl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound NC1=CSC(S(=O)(=O)N2CCN(CC2)C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)=C1 UMSBASLVZLSLGY-UHFFFAOYSA-N 0.000 claims 1
FICNNVHSHKPWIU-UHFFFAOYSA-N 2-[4-[4-(4-bromothiophen-3-yl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2C(=CSC=2)Br)CC1 FICNNVHSHKPWIU-UHFFFAOYSA-N 0.000 claims 1
CYOFDQICTPXXMP-UHFFFAOYSA-N 2-[4-[4-(5-aminothiophen-2-yl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound S1C(N)=CC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 CYOFDQICTPXXMP-UHFFFAOYSA-N 0.000 claims 1
DKKUEURZSZFKOQ-UHFFFAOYSA-N 2-[4-[4-(5-aminothiophen-2-yl)sulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC(N)=CC=2)CC1 DKKUEURZSZFKOQ-UHFFFAOYSA-N 0.000 claims 1
FBZDNMFUNNKTJX-UHFFFAOYSA-N 2-[4-[4-(6-amino-5-fluoropyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound CC#CC1CN(S(=O)(=O)C=2C=C(F)C(N)=NC=2)CCN1C1=CC=C(C(O)(C(F)(F)F)C(F)(F)F)C=C1 FBZDNMFUNNKTJX-UHFFFAOYSA-N 0.000 claims 1
MCCJYISEXCQPCR-UHFFFAOYSA-N 2-[4-[4-(6-amino-5-fluoropyridin-3-yl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=C(F)C(N)=NC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 MCCJYISEXCQPCR-UHFFFAOYSA-N 0.000 claims 1
RYGHOAWCZCMATR-UHFFFAOYSA-N 2-[4-[4-(6-aminopyridazin-3-yl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound N1=NC(N)=CC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 RYGHOAWCZCMATR-UHFFFAOYSA-N 0.000 claims 1
FOKWKBQHMYNDFN-UHFFFAOYSA-N 2-[4-[4-(6-aminopyridin-3-yl)sulfonyl-2-prop-1-ynylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound CC#CC1CN(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 FOKWKBQHMYNDFN-UHFFFAOYSA-N 0.000 claims 1
XOWBHNIRCZERRH-UHFFFAOYSA-N 2-[4-[4-(6-aminopyridin-3-yl)sulfonylphenyl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1C1=CC=C(S(=O)(=O)C=2C=NC(N)=CC=2)C=C1 XOWBHNIRCZERRH-UHFFFAOYSA-N 0.000 claims 1
KSFOBWMWXKUTRU-UHFFFAOYSA-N 2-[4-[4-(6-aminopyridin-3-yl)sulfonylpiperazin-1-yl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=NC(N)=CC=C1S(=O)(=O)N1CCN(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 KSFOBWMWXKUTRU-UHFFFAOYSA-N 0.000 claims 1
IMIZVELSXSSHES-UHFFFAOYSA-N 2-[4-[4-(6-aminopyridin-3-yl)sulfonylpiperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2C=NC(N)=CC=2)CC1 IMIZVELSXSSHES-UHFFFAOYSA-N 0.000 claims 1
BBJFQVWXESGMJT-UHFFFAOYSA-N 2-[4-[4-(benzenesulfonyl)-2-(oxan-4-ylmethyl)piperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CC2CCOCC2)CN(S(=O)(=O)C=2C=CC=CC=2)CC1 BBJFQVWXESGMJT-UHFFFAOYSA-N 0.000 claims 1
UAZQWMWJTVBFHG-UHFFFAOYSA-N 2-[4-[4-(benzenesulfonyl)-3-chlorophenyl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1C1=CC=C(S(=O)(=O)C=2C=CC=CC=2)C(Cl)=C1 UAZQWMWJTVBFHG-UHFFFAOYSA-N 0.000 claims 1
XHTKMODTMNAZSQ-UHFFFAOYSA-N 2-[4-[4-(benzenesulfonyl)phenyl]phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1C1=CC=C(S(=O)(=O)C=2C=CC=CC=2)C=C1 XHTKMODTMNAZSQ-UHFFFAOYSA-N 0.000 claims 1
OXOOSCVZZWWWHE-UHFFFAOYSA-N 2-[4-[4-(benzenesulfonyl)piperazin-1-yl]phenyl]-1,1,1-trifluoropropan-2-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2C=CC=CC=2)CC1 OXOOSCVZZWWWHE-UHFFFAOYSA-N 0.000 claims 1
CVBZYTFHVLZITL-UHFFFAOYSA-N 2-[4-[4-(benzenesulfonyl)piperidin-1-yl]-3-(3-methoxypent-1-ynyl)phenyl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound CCC(OC)C#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCC(S(=O)(=O)C=2C=CC=CC=2)CC1 CVBZYTFHVLZITL-UHFFFAOYSA-N 0.000 claims 1
ZVQAEGVABLFEAW-UHFFFAOYSA-N 2-[4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]acetonitrile Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1C(CC#N)CN(S(=O)(=O)C=2SC=CC=2)CC1 ZVQAEGVABLFEAW-UHFFFAOYSA-N 0.000 claims 1
OWHJVXHDOFJZEK-UHFFFAOYSA-N 2-[6-[4-(6-aminopyridin-3-yl)sulfonylphenyl]pyridin-3-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound C1=NC(N)=CC=C1S(=O)(=O)C1=CC=C(C=2N=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)C=C1 OWHJVXHDOFJZEK-UHFFFAOYSA-N 0.000 claims 1
FZBLIUNKFLHHSW-UHFFFAOYSA-N 2-[6-[4-(benzenesulfonyl)-3-chlorophenyl]pyridin-3-yl]-1,1,1-trifluoropropan-2-ol Chemical compound N1=CC(C(O)(C)C(F)(F)F)=CC=C1C1=CC=C(S(=O)(=O)C=2C=CC=CC=2)C(Cl)=C1 FZBLIUNKFLHHSW-UHFFFAOYSA-N 0.000 claims 1
SNFFAHBGFULGLF-UHFFFAOYSA-N 2-[6-[4-(benzenesulfonyl)phenyl]pyridin-3-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound N1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1C1=CC=C(S(=O)(=O)C=2C=CC=CC=2)C=C1 SNFFAHBGFULGLF-UHFFFAOYSA-N 0.000 claims 1
FBSQHUBLAJYWFU-UHFFFAOYSA-N 2-[6-[4-(benzenesulfonyl)piperazin-1-yl]pyridin-3-yl]-1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound N1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2C=CC=CC=2)CC1 FBSQHUBLAJYWFU-UHFFFAOYSA-N 0.000 claims 1
MNJILEVDEUZNTI-UHFFFAOYSA-N 2-[[1-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-4-thiophen-2-ylsulfonylpiperazin-2-yl]methyl]phenol Chemical compound OC1=CC=CC=C1CC1N(C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 MNJILEVDEUZNTI-UHFFFAOYSA-N 0.000 claims 1
SIPUEVFMFKRWAS-UHFFFAOYSA-N 2-methyl-2-[[4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methylamino]propan-1-ol Chemical compound OCC(C)(C)NCC1CN(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 SIPUEVFMFKRWAS-UHFFFAOYSA-N 0.000 claims 1
IBGBWTZLZBZESS-ZQRQZVKFSA-N 2-methyl-n-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]propane-1-sulfonamide Chemical compound C([C@@H]1CNS(=O)(=O)CC(C)C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 IBGBWTZLZBZESS-ZQRQZVKFSA-N 0.000 claims 1
MKGCHOIRCRCXSL-UHFFFAOYSA-N 3,3,3-trifluoro-2-[4-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]propane-1,2-diol Chemical compound C1=CC(C(O)(CO)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 MKGCHOIRCRCXSL-UHFFFAOYSA-N 0.000 claims 1
GYVCOQSHKOEINP-BJQRHOHNSA-N 3,3,3-trifluoro-2-[4-[(2s)-2-[[(3s)-3-methylmorpholin-4-yl]methyl]-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propane-1,2-diol Chemical compound C[C@H]1COCCN1C[C@@H]1N(C=2C=CC(=CC=2)C(O)(CO)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 GYVCOQSHKOEINP-BJQRHOHNSA-N 0.000 claims 1
KXJGJMJNNFPQRM-CWQZNGJJSA-N 3,3,3-trifluoro-2-[4-[(2s)-2-methyl-4-thiophen-2-ylsulfonylpiperazin-1-yl]phenyl]propane-1,2-diol Chemical compound C([C@@H]1C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(O)(CO)C(F)(F)F)C=C1 KXJGJMJNNFPQRM-CWQZNGJJSA-N 0.000 claims 1
HHOZFCIJIJWDNX-HSTJUUNISA-N 3,3-dimethyl-4-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]piperazin-2-one Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C(C(=O)NCC2)(C)C)CN(S(=O)(=O)C=2SC=CC=2)CC1 HHOZFCIJIJWDNX-HSTJUUNISA-N 0.000 claims 1
PWAYCLXYBRGFFK-UHFFFAOYSA-N 3-[4-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]piperazin-1-yl]sulfonylphenol Chemical compound OC1=CC=CC(S(=O)(=O)N2CCN(CC2)C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)=C1 PWAYCLXYBRGFFK-UHFFFAOYSA-N 0.000 claims 1
OBFLBZWBONPHJO-UHFFFAOYSA-N 3-[[1-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-4-thiophen-2-ylsulfonylpiperazin-2-yl]methyl]phenol Chemical compound OC1=CC=CC(CC2N(CCN(C2)S(=O)(=O)C=2SC=CC=2)C=2C=CC(=CC=2)C(O)(C(F)(F)F)C(F)(F)F)=C1 OBFLBZWBONPHJO-UHFFFAOYSA-N 0.000 claims 1
BJTMNMWSZOJTPR-URXUWMLESA-N 3-fluoro-9-[[(2s)-1-[4-(1,1,1,2-tetrafluoropropan-2-yl)phenyl]-4-thiophen-2-ylsulfonylpiperazin-2-yl]methyl]-9-azabicyclo[3.3.1]nonane Chemical compound C1=CC(C(F)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C3CCCC2CC(F)C3)CN(S(=O)(=O)C=2SC=CC=2)CC1 BJTMNMWSZOJTPR-URXUWMLESA-N 0.000 claims 1
YUISBRDPCBPQCB-UHFFFAOYSA-N 4-[2-(benzenesulfonyl)-5-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]phenyl]-2-methylbut-3-yn-2-ol Chemical compound CC(C)(O)C#CC1=CC(C=2C=CC(=CC=2)C(C)(O)C(F)(F)F)=CC=C1S(=O)(=O)C1=CC=CC=C1 YUISBRDPCBPQCB-UHFFFAOYSA-N 0.000 claims 1
YDOWBXSVAMOFDE-UHFFFAOYSA-N 4-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]but-3-yn-1-ol Chemical compound OCCC#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 YDOWBXSVAMOFDE-UHFFFAOYSA-N 0.000 claims 1
MNUVJJBTTRJOME-UHFFFAOYSA-N 4-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]but-3-yn-2-ol Chemical compound CC(O)C#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 MNUVJJBTTRJOME-UHFFFAOYSA-N 0.000 claims 1
CCKDZPLNSUQCSQ-UHFFFAOYSA-N 4-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]phenol Chemical compound C1=CC(O)=CC=C1C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 CCKDZPLNSUQCSQ-UHFFFAOYSA-N 0.000 claims 1
GZFRWXGBZCKOPF-HNNXBMFYSA-N 4-[[(2s)-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]-4-thiophen-2-ylsulfonylpiperazin-2-yl]methyl]-3,3-dimethylpiperazin-2-one Chemical compound C1CNC(=O)C(C)(C)N1C[C@@H]1N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 GZFRWXGBZCKOPF-HNNXBMFYSA-N 0.000 claims 1
MVDIOCOEBZSLPG-ATNAJCNCSA-N 4-[[(2s)-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]-4-thiophen-2-ylsulfonylpiperazin-2-yl]methyl]-3-propan-2-ylpiperazin-2-one Chemical compound C1CNC(=O)C(C(C)C)N1C[C@@H]1N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 MVDIOCOEBZSLPG-ATNAJCNCSA-N 0.000 claims 1
ZOVIQZIZWALTCE-AWEZNQCLSA-N 4-[[(2s)-4-(5-aminothiophen-2-yl)sulfonyl-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]piperazin-2-yl]methyl]-3,3-dimethylpiperazin-2-one Chemical compound C1CNC(=O)C(C)(C)N1C[C@@H]1N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC(N)=CC=2)C1 ZOVIQZIZWALTCE-AWEZNQCLSA-N 0.000 claims 1
ZSILXOFHESRCTQ-BUSXIPJBSA-N 4-[[(2s)-4-(5-aminothiophen-2-yl)sulfonyl-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]piperazin-2-yl]methyl]-3-propan-2-ylpiperazin-2-one Chemical compound C1CNC(=O)C(C(C)C)N1C[C@@H]1N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2SC(N)=CC=2)C1 ZSILXOFHESRCTQ-BUSXIPJBSA-N 0.000 claims 1
XKQVTYDGPJJXKI-HNNXBMFYSA-N 4-[[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]piperazin-2-yl]methyl]-3,3-dimethylpiperazin-2-one Chemical compound C1CNC(=O)C(C)(C)N1C[C@@H]1N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CCN(S(=O)(=O)C=2C=NC(N)=CC=2)C1 XKQVTYDGPJJXKI-HNNXBMFYSA-N 0.000 claims 1
UDZKDSXMMVBHJC-YMXDCFFPSA-N 4-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]piperazin-2-one Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2CC(=O)NCC2)CN(S(=O)(=O)C=2SC=CC=2)CC1 UDZKDSXMMVBHJC-YMXDCFFPSA-N 0.000 claims 1
SZMBFAGVOGICFT-UHFFFAOYSA-N 4-[[1-[4-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)phenyl]-4-thiophen-2-ylsulfonylpiperazin-2-yl]methyl]-1h-pyridin-2-one Chemical compound C1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1C(CC2=CC(=O)NC=C2)CN(S(=O)(=O)C=2SC=CC=2)CC1 SZMBFAGVOGICFT-UHFFFAOYSA-N 0.000 claims 1
ILOGBUYPHGIOIH-PLEWWHCXSA-N 5,5-dimethyl-1-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]imidazolidine-2,4-dione Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C(C(=O)NC2=O)(C)C)CN(S(=O)(=O)C=2SC=CC=2)CC1 ILOGBUYPHGIOIH-PLEWWHCXSA-N 0.000 claims 1
LMCXOAARKMTHEB-VGOKPJQXSA-N 5,5-dimethyl-3-propan-2-yl-1-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]imidazolidine-2,4-dione Chemical compound CC1(C)C(=O)N(C(C)C)C(=O)N1C[C@@H]1N(C=2C=CC(=CC=2)C(C)(O)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 LMCXOAARKMTHEB-VGOKPJQXSA-N 0.000 claims 1
BOYXNFGSKIRFQC-ZZWBGTBQSA-N 5-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]-5,7-diazaspiro[3.4]octane-6,8-dione Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C3(CCC3)C(=O)NC2=O)CN(S(=O)(=O)C=2SC=CC=2)CC1 BOYXNFGSKIRFQC-ZZWBGTBQSA-N 0.000 claims 1
DCDLJWSGPYPCDW-UEUGHCDMSA-N 5-methyl-4-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]piperazin-2-one Chemical compound CC1CNC(=O)CN1C[C@@H]1N(C=2C=CC(=CC=2)C(C)(O)C(F)(F)F)CCN(S(=O)(=O)C=2SC=CC=2)C1 DCDLJWSGPYPCDW-UEUGHCDMSA-N 0.000 claims 1
HKWIVISUXLTWQY-ZKDDFBJFSA-N 8-[[(2s)-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]-4-thiophen-2-ylsulfonylpiperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2C3COCC2CC3O)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 HKWIVISUXLTWQY-ZKDDFBJFSA-N 0.000 claims 1
NSOZWJILQDXZEO-KWTWZXGMSA-N 8-[[(2s)-4-(benzenesulfonyl)-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C([C@@H]1CN2C3COCC2CC3O)N(S(=O)(=O)C=2C=CC=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 NSOZWJILQDXZEO-KWTWZXGMSA-N 0.000 claims 1
YCEQAJBFIXGCSK-JMJXCDGGSA-N 8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C3C(O)CC2COC3)CN(S(=O)(=O)C=2SC=CC=2)CC1 YCEQAJBFIXGCSK-JMJXCDGGSA-N 0.000 claims 1
MUXBPXDFPYQATC-HXBDZAEHSA-N 8-[[(2s)-4-thiophen-2-ylsulfonyl-1-[5-(1,1,1-trifluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]piperazin-2-yl]methyl]-3-oxa-8-azabicyclo[3.2.1]octan-6-ol Chemical compound N1=CC(C(O)(C)C(F)(F)F)=CN=C1N1[C@@H](CN2C3C(O)CC2COC3)CN(S(=O)(=O)C=2SC=CC=2)CC1 MUXBPXDFPYQATC-HXBDZAEHSA-N 0.000 claims 1
VDHGRZVGCOULDN-QQQDYKAYSA-N 9-[[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]piperazin-2-yl]methyl]-3-oxa-9-azabicyclo[3.3.1]nonan-7-ol Chemical compound C1=NC(N)=CC=C1S(=O)(=O)N1C[C@H](CN2C3COCC2CC(O)C3)N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 VDHGRZVGCOULDN-QQQDYKAYSA-N 0.000 claims 1
UZUSNWDKOJUPQC-OFLPRAFFSA-N 9-[[(2s)-4-(6-aminopyridin-3-yl)sulfonyl-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]piperazin-2-yl]methyl]-3-oxa-9-azabicyclo[3.3.1]nonan-7-one Chemical compound C1=NC(N)=CC=C1S(=O)(=O)N1C[C@H](CN2C3COCC2CC(=O)C3)N(C=2N=CC(=CN=2)C(O)(C(F)(F)F)C(F)(F)F)CC1 UZUSNWDKOJUPQC-OFLPRAFFSA-N 0.000 claims 1
FOYMCNATMOPKSU-XYPYAGDHSA-N 9-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]-3-oxa-9-azabicyclo[3.3.1]nonan-7-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C3COCC2CC(O)C3)CN(S(=O)(=O)C=2SC=CC=2)CC1 FOYMCNATMOPKSU-XYPYAGDHSA-N 0.000 claims 1
HKYNHNHWRBWVOS-OPOIPDHWSA-N 9-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]-3-oxa-9-azabicyclo[3.3.1]nonan-7-one Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C3COCC2CC(=O)C3)CN(S(=O)(=O)C=2SC=CC=2)CC1 HKYNHNHWRBWVOS-OPOIPDHWSA-N 0.000 claims 1
CSPNAWBVBIKFHW-ZJOLLIHWSA-N 9-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]-9-azabicyclo[3.3.1]nonan-3-ol Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C3CCCC2CC(O)C3)CN(S(=O)(=O)C=2SC=CC=2)CC1 CSPNAWBVBIKFHW-ZJOLLIHWSA-N 0.000 claims 1
HPXBUEYMWNFFKD-MKNDZYQNSA-N 9-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]-9-azabicyclo[3.3.1]nonan-3-one Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C3CCCC2CC(=O)C3)CN(S(=O)(=O)C=2SC=CC=2)CC1 HPXBUEYMWNFFKD-MKNDZYQNSA-N 0.000 claims 1
HKYNHNHWRBWVOS-XLYGXDRMSA-N 9-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-[(2r)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]piperazin-2-yl]methyl]-3-oxa-9-azabicyclo[3.3.1]nonan-7-one Chemical compound C1=CC([C@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C3COCC2CC(=O)C3)CN(S(=O)(=O)C=2SC=CC=2)CC1 HKYNHNHWRBWVOS-XLYGXDRMSA-N 0.000 claims 1
HKYNHNHWRBWVOS-JQGMKKRVSA-N 9-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-[(2s)-1,1,1-trifluoro-2-hydroxypropan-2-yl]phenyl]piperazin-2-yl]methyl]-3-oxa-9-azabicyclo[3.3.1]nonan-7-one Chemical compound C1=CC([C@@](O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN2C3COCC2CC(=O)C3)CN(S(=O)(=O)C=2SC=CC=2)CC1 HKYNHNHWRBWVOS-JQGMKKRVSA-N 0.000 claims 1
208000002177 Cataract Diseases 0.000 claims 1
208000010412 Glaucoma Diseases 0.000 claims 1
208000002705 Glucose Intolerance Diseases 0.000 claims 1
206010022489 Insulin Resistance Diseases 0.000 claims 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims 1
208000017442 Retinal disease Diseases 0.000 claims 1
206010038923 Retinopathy Diseases 0.000 claims 1
125000004429 atom Chemical group 0.000 claims 1
229910052799 carbon Inorganic materials 0.000 claims 1
125000004850 cyclobutylmethyl group Chemical group C1(CCC1)C* 0.000 claims 1
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NYNCVJPXEMGPHM-GOSISDBHSA-N n-[[(2r)-4-(6-aminopyridin-3-yl)sulfonyl-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]piperazin-2-yl]methyl]-n-phenylmethanesulfonamide Chemical compound C([C@@H]1CN(S(=O)(=O)C)C=2C=CC=CC=2)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 NYNCVJPXEMGPHM-GOSISDBHSA-N 0.000 claims 1
ZVDRAWYLTQYLKF-OAHLLOKOSA-N n-[[(2r)-4-(6-aminopyridin-3-yl)sulfonyl-1-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)pyrimidin-2-yl]piperazin-2-yl]methyl]-n-propan-2-ylmethanesulfonamide Chemical compound C([C@@H]1CN(C(C)C)S(C)(=O)=O)N(S(=O)(=O)C=2C=NC(N)=CC=2)CCN1C1=NC=C(C(O)(C(F)(F)F)C(F)(F)F)C=N1 ZVDRAWYLTQYLKF-OAHLLOKOSA-N 0.000 claims 1
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NBWSEHZQEQANPA-LROBGIAVSA-N n-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]propane-2-sulfonamide Chemical compound C([C@@H]1CNS(=O)(=O)C(C)C)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 NBWSEHZQEQANPA-LROBGIAVSA-N 0.000 claims 1
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QBYHJCLMZRMBGX-GEPVFLLWSA-N n-cyclobutyl-n-[[(2r)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]pyridine-3-sulfonamide Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN(C2CCC2)S(=O)(=O)C=2C=NC=CC=2)CN(S(=O)(=O)C=2SC=CC=2)CC1 QBYHJCLMZRMBGX-GEPVFLLWSA-N 0.000 claims 1
ZMKFYUAPQWKDEL-YMBRHYMPSA-N n-cyclopropyl-n-[[(2r)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]methanesulfonamide Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN(C2CC2)S(C)(=O)=O)CN(S(=O)(=O)C=2SC=CC=2)CC1 ZMKFYUAPQWKDEL-YMBRHYMPSA-N 0.000 claims 1
NERODSKVHMSKIC-AJZOCDQUSA-N n-methyl-n-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]pyridine-3-sulfonamide Chemical compound C([C@@H]1CN(C)S(=O)(=O)C=2C=NC=CC=2)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 NERODSKVHMSKIC-AJZOCDQUSA-N 0.000 claims 1
AMYRNEUZTGKCEM-LETIRJCYSA-N n-phenyl-n-[[(2r)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]methanesulfonamide Chemical compound C1=CC(C(O)(C)C(F)(F)F)=CC=C1N1[C@@H](CN(C=2C=CC=CC=2)S(C)(=O)=O)CN(S(=O)(=O)C=2SC=CC=2)CC1 AMYRNEUZTGKCEM-LETIRJCYSA-N 0.000 claims 1
MBWQTSFHXJDIQS-XQZUBTRRSA-N n-phenyl-n-[[(2s)-4-thiophen-2-ylsulfonyl-1-[4-(1,1,1-trifluoro-2-hydroxypropan-2-yl)phenyl]piperazin-2-yl]methyl]acetamide Chemical compound C([C@@H]1CN(C(=O)C)C=2C=CC=CC=2)N(S(=O)(=O)C=2SC=CC=2)CCN1C1=CC=C(C(C)(O)C(F)(F)F)C=C1 MBWQTSFHXJDIQS-XQZUBTRRSA-N 0.000 claims 1
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239000000546 pharmaceutical excipient Substances 0.000 claims 1
125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 1
201000010065 polycystic ovary syndrome Diseases 0.000 claims 1
201000009104 prediabetes syndrome Diseases 0.000 claims 1
125000004528 pyrimidin-5-yl group Chemical group N1=CN=CC(=C1)* 0.000 claims 1
NVBFHJWHLNUMCV-UHFFFAOYSA-N sulfamide Chemical compound NS(N)(=O)=O NVBFHJWHLNUMCV-UHFFFAOYSA-N 0.000 claims 1
208000011580 syndromic disease Diseases 0.000 claims 1
FZCMHDGCNANYEO-UHFFFAOYSA-N tert-butyl n-[3-[5-(1,1,1,3,3,3-hexafluoro-2-hydroxypropan-2-yl)-2-(4-thiophen-2-ylsulfonylpiperazin-1-yl)phenyl]prop-2-ynyl]carbamate Chemical compound CC(C)(C)OC(=O)NCC#CC1=CC(C(O)(C(F)(F)F)C(F)(F)F)=CC=C1N1CCN(S(=O)(=O)C=2SC=CC=2)CC1 FZCMHDGCNANYEO-UHFFFAOYSA-N 0.000 claims 1
0 C[C@@](CN1C(*)C(*)N(C)CC1)(Ic1c(*)c(*)c(C)cc1)I(C)* Chemical compound C[C@@](CN1C(*)C(*)N(C)CC1)(Ic1c(*)c(*)c(C)cc1)I(C)* 0.000 description 11

JP2013526063A 2010-08-23 2011-08-22 グルコキナーゼ調節タンパク質と相互作用する糖尿病治療用の化合物 Pending JP2013536233A (ja)