JP2006501155A5

JP2006501155A5 -

Download PDF

Info

Publication number: JP2006501155A5
Authority: JP; Japan
Prior art keywords: hydroxy; formamide; hydrazinocarbonyl; heptyl; methyl
Prior art date: 2003-05-30
Legal status : Granted

Application number

JP2004508800A

Other languages

English (en)

Japanese (ja)

Other versions

JP2006501155A (ja

JP4563798B2 (ja

Filing date

2003-05-30

Publication date

2010-02-12

2003-05-30 Application filed filed Critical

2003-05-30 Priority claimed from PCT/US2003/017054 external-priority patent/WO2003101442A1/en

2006-01-12 Publication of JP2006501155A publication Critical patent/JP2006501155A/ja

2010-02-12 Publication of JP2006501155A5 publication Critical patent/JP2006501155A5/ja

2010-10-13 Application granted granted Critical

2010-10-13 Publication of JP4563798B2 publication Critical patent/JP4563798B2/ja

2023-05-30 Anticipated expiration legal-status Critical

Status Expired - Fee Related legal-status Critical Current

Links

-1 N-hydroxy-N-[(R) -2- (N'-pyridin-2-yl-hydrazinocarbonyl) -heptyl] -formamide N-hydroxy-N-{(R) -2- [N '-(3-methoxy-phenyl) -hydrazinocarbonyl] -heptyl} -formamide Chemical compound 0.000 claims description 65
ZHNUHDYFZUAESO-UHFFFAOYSA-N formamide Substances NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims description 38
RNGOYRMJHFBTRJ-SECBINFHSA-N 2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-4-(trifluoromethyl)pyrimidine-5-carboxylic acid Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(C(O)=O)C(C(F)(F)F)=N1 RNGOYRMJHFBTRJ-SECBINFHSA-N 0.000 claims description 11
125000003545 alkoxy group Chemical group 0.000 claims description 8
229910052736 halogen Chemical group 0.000 claims description 8
150000002367 halogens Chemical group 0.000 claims description 8
150000001875 compounds Chemical class 0.000 claims description 7
235000019000 fluorine Nutrition 0.000 claims description 6
125000001153 fluoro group Chemical group F* 0.000 claims description 6
125000001072 heteroaryl group Chemical group 0.000 claims description 6
239000002253 acid Substances 0.000 claims description 5
125000000217 alkyl group Chemical group 0.000 claims description 5
125000004104 aryloxy group Chemical group 0.000 claims description 5
125000001424 substituent group Chemical group 0.000 claims description 5
125000000547 substituted alkyl group Chemical group 0.000 claims description 5
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 5
125000003118 aryl group Chemical group 0.000 claims description 4
125000001951 carbamoylamino group Chemical group C(N)(=O)N* 0.000 claims description 4
125000004093 cyano group Chemical group *C#N 0.000 claims description 4
125000000623 heterocyclic group Chemical group 0.000 claims description 4
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 4
125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 4
125000003396 thiol group Chemical group [H]S* 0.000 claims description 4
125000003342 alkenyl group Chemical group 0.000 claims description 3
125000000304 alkynyl group Chemical group 0.000 claims description 3
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 3
WVGYCGSNZADSCO-CQSZACIVSA-N 2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-n-methyl-n-pyridin-2-yl-4-(trifluoromethyl)pyrimidine-5-carboxamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1C(=O)N(C)C1=CC=CC=N1 WVGYCGSNZADSCO-CQSZACIVSA-N 0.000 claims description 2
125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 2
RONSURSSNAKMKA-CQSZACIVSA-N n-[(2r)-2-(cyclohexylmethyl)-3-[2-(7-methoxy-1,2,4-benzotriazin-3-yl)hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@@H](C(=O)NNC1=NC2=CC=C(C=C2N=N1)OC)CN(O)C=O)C1CCCCC1 RONSURSSNAKMKA-CQSZACIVSA-N 0.000 claims description 2
ISSNZGLFMLXQRA-CYBMUJFWSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-(7-methoxy-1,2,4-benzotriazin-3-yl)hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@@H](C(=O)NNC1=NC2=CC=C(C=C2N=N1)OC)CN(O)C=O)C1CCCC1 ISSNZGLFMLXQRA-CYBMUJFWSA-N 0.000 claims description 2
HRCTZRMVPQWIGX-CQSZACIVSA-N n-[(2r)-2-[(2,3-dihydro-[1,4]dioxino[2,3-b]pyridin-7-ylmethylamino)carbamoyl]heptyl]-n-hydroxyformamide Chemical compound O1CCOC2=CC(CNNC(=O)[C@@H](CN(O)C=O)CCCCC)=CN=C21 HRCTZRMVPQWIGX-CQSZACIVSA-N 0.000 claims description 2
OOMCXCRFNXIWBP-LLVKDONJSA-N n-[(2r)-2-[[(2,5-dimethyl-4-nitropyrazol-3-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=C([N+]([O-])=O)C(C)=NN1C OOMCXCRFNXIWBP-LLVKDONJSA-N 0.000 claims description 2
UAIJTYBEXHOQIW-SNVBAGLBSA-N n-[(2r)-2-[[(5-fluoro-4-methoxypyrimidin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(F)C(OC)=N1 UAIJTYBEXHOQIW-SNVBAGLBSA-N 0.000 claims description 2
SVABQRHEMJNPAR-CYBMUJFWSA-N n-[(2r)-2-[[(5-fluoro-4-morpholin-4-ylpyrimidin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(F)C(N2CCOCC2)=N1 SVABQRHEMJNPAR-CYBMUJFWSA-N 0.000 claims description 2
MUOXNTJSOFNBPY-CYBMUJFWSA-N n-[(2r)-2-[[1,3-benzodioxol-5-yl(methyl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NN(C)C1=CC=C2OCOC2=C1 MUOXNTJSOFNBPY-CYBMUJFWSA-N 0.000 claims description 2
YJSYWZANKKGKCB-GFCCVEGCSA-N n-[(2r)-2-[[[4-(azetidin-1-yl)-5-fluoropyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(F)C(N2CCC2)=N1 YJSYWZANKKGKCB-GFCCVEGCSA-N 0.000 claims description 2
MVKJQIWDQGSVCH-LLVKDONJSA-N n-[(2r)-2-[[[4-(cyclopropylamino)-5-fluoropyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(F)C(NC2CC2)=N1 MVKJQIWDQGSVCH-LLVKDONJSA-N 0.000 claims description 2
QWSBAFVEASXQGY-MRXNPFEDSA-N n-[(2r)-2-[[[4-(dimethylamino)phenyl]methylamino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNCC1=CC=C(N(C)C)C=C1 QWSBAFVEASXQGY-MRXNPFEDSA-N 0.000 claims description 2
STZMTUSLUXJMKZ-GFCCVEGCSA-N n-[(2r)-2-[[[4-(dimethylamino)pyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(N(C)C)=N1 STZMTUSLUXJMKZ-GFCCVEGCSA-N 0.000 claims description 2
JUCJUWDORMKREE-GFCCVEGCSA-N n-[(2r)-2-[[[5-[ethyl(methyl)amino]-4-fluoropyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(N(C)CC)C(F)=N1 JUCJUWDORMKREE-GFCCVEGCSA-N 0.000 claims description 2
UEHCAOSBCIVDFW-SNVBAGLBSA-N n-[(2r)-2-[[[5-cyano-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(C#N)C(C(F)(F)F)=N1 UEHCAOSBCIVDFW-SNVBAGLBSA-N 0.000 claims description 2
QLJVFXCGLPURKU-SNVBAGLBSA-N n-[(2r)-2-[[[5-fluoro-4-(methylamino)pyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(F)C(NC)=N1 QLJVFXCGLPURKU-SNVBAGLBSA-N 0.000 claims description 2
ACPMKGFOOWBGOR-SECBINFHSA-N n-[(2r)-2-butoxy-3-oxo-3-[2-[4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]propyl]-n-hydroxyformamide Chemical compound CCCCO[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C(F)(F)F)=N1 ACPMKGFOOWBGOR-SECBINFHSA-N 0.000 claims description 2
ZRHNIWZZSZABNE-CYBMUJFWSA-N n-[(2r)-3-[amino(1,2,4-benzotriazin-3-yl)amino]-2-(cyclopentylmethyl)-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@@H](C(=O)N(N)C=1N=C2C=CC=CC2=NN=1)CN(O)C=O)C1CCCC1 ZRHNIWZZSZABNE-CYBMUJFWSA-N 0.000 claims description 2
IPRGRSCUPIMKKD-OAHLLOKOSA-N n-[(2r)-4-cyclopentyl-2-[[(5-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]butyl]-n-hydroxyformamide Chemical compound C([C@@H](C(=O)NNC1=NN=C2C=CC=C(C2=N1)C)CN(O)C=O)CC1CCCC1 IPRGRSCUPIMKKD-OAHLLOKOSA-N 0.000 claims description 2
GVLKABCMYHPUIB-OAHLLOKOSA-N n-[(2r)-4-cyclopentyl-2-[[(7-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]butyl]-n-hydroxyformamide Chemical compound C([C@@H](C(=O)NNC1=NC2=CC=C(C=C2N=N1)C)CN(O)C=O)CC1CCCC1 GVLKABCMYHPUIB-OAHLLOKOSA-N 0.000 claims description 2
KPXWGKAXJHGYSF-GFCCVEGCSA-N n-[(2r)-4-cyclopentyl-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]butyl]-n-hydroxyformamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(C=CN=1)C(F)(F)F)CC1CCCC1 KPXWGKAXJHGYSF-GFCCVEGCSA-N 0.000 claims description 2
BHSQWTBXQVYPSW-SNVBAGLBSA-N n-[(2r)-4-cyclopropyl-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]butyl]-n-hydroxyformamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(C=CN=1)C(F)(F)F)CC1CC1 BHSQWTBXQVYPSW-SNVBAGLBSA-N 0.000 claims description 2
HAVDSLFWUJRGAU-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[[(4,6,7-trimethylpteridin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound N1=C(C)C(C)=NC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC(C)=C21 HAVDSLFWUJRGAU-CQSZACIVSA-N 0.000 claims description 2
ANLQPOCQCPGBOL-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[[4-[methyl(pyridin-2-yl)amino]pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(N(C)C=2N=CC=CC=2)=N1 ANLQPOCQCPGBOL-OAHLLOKOSA-N 0.000 claims description 2
HQXLKNCZUMBAHD-MRXNPFEDSA-N n-hydroxy-n-[(2r)-2-[[[4-methyl-6-(piperidine-1-carbonyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=CC(C(=O)N2CCCCC2)=N1 HQXLKNCZUMBAHD-MRXNPFEDSA-N 0.000 claims description 2
HSKGXSDSOUEIBP-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[[5-[2-hydroxyethyl(methyl)amino]-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(N(C)CCO)C(C(F)(F)F)=N1 HSKGXSDSOUEIBP-GFCCVEGCSA-N 0.000 claims description 2
RYNCXSOIMINWPY-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[[[6-(2-hydroxyethylamino)-7h-purin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound N1C(=NNC(=O)[C@@H](CN(O)C=O)CCCCC)NC(NCCO)=C2N=CN=C21 RYNCXSOIMINWPY-LLVKDONJSA-N 0.000 claims description 2
MUWFTFZFYHTVMU-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[[9-(4,4,4-trifluorobutyl)purin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound N1C(=NNC(=O)[C@@H](CN(O)C=O)CCCCC)N=C2N(CCCC(F)(F)F)C=NC2=C1 MUWFTFZFYHTVMU-CYBMUJFWSA-N 0.000 claims description 2
CHOHOPULENKBTK-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[[methyl-[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NN(C)C1=NC=CC(C(F)(F)F)=N1 CHOHOPULENKBTK-LLVKDONJSA-N 0.000 claims description 2
125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 3
150000003857 carboxamides Chemical group 0.000 claims 3
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
125000006296 sulfonyl amino group Chemical group [H]N(*)S(*)(=O)=O 0.000 claims 3
229910052799 carbon Inorganic materials 0.000 claims 2
229910052731 fluorine Inorganic materials 0.000 claims 2
239000011737 fluorine Substances 0.000 claims 2
125000002795 guanidino group Chemical group C(N)(=N)N* 0.000 claims 2
229910052739 hydrogen Inorganic materials 0.000 claims 2
239000001257 hydrogen Substances 0.000 claims 2
125000002887 hydroxy group Chemical group [H]O* 0.000 claims 2
150000003839 salts Chemical class 0.000 claims 2
239000012453 solvate Substances 0.000 claims 2
125000003107 substituted aryl group Chemical group 0.000 claims 2
PXQLVRUNWNTZOS-UHFFFAOYSA-N sulfanyl Chemical class [SH] PXQLVRUNWNTZOS-UHFFFAOYSA-N 0.000 claims 2
125000005877 1,4-benzodioxanyl group Chemical group 0.000 claims 1
125000004484 1-methylpiperidin-4-yl group Chemical group CN1CCC(CC1)* 0.000 claims 1
KUCGXKKDJGKMTN-CQSZACIVSA-N 2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-n,n,6-trimethylpyridine-4-carboxamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC(C(=O)N(C)C)=CC(C)=N1 KUCGXKKDJGKMTN-CQSZACIVSA-N 0.000 claims 1
XCZGGHHEFZKQAV-OAHLLOKOSA-N 2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-n-methyl-n-phenyl-4-(trifluoromethyl)pyrimidine-5-carboxamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1C(=O)N(C)C1=CC=CC=C1 XCZGGHHEFZKQAV-OAHLLOKOSA-N 0.000 claims 1
125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
QXBXCVURYMXJHK-SNVBAGLBSA-N N-[(2R)-2-[[[3-amino-6-(trifluoromethyl)pyridin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound NC=1C(=NC(=CC=1)C(F)(F)F)NNC(=O)[C@@H](CNC=O)CCCCC QXBXCVURYMXJHK-SNVBAGLBSA-N 0.000 claims 1
CICYEJYAFOZZLE-GOSISDBHSA-N ON(C=O)C[C@@H](CCCCC)C(=O)NNC1=NC(=NC(=N1)C)N1CCC(CC1)N1CCCC1 Chemical compound ON(C=O)C[C@@H](CCCCC)C(=O)NNC1=NC(=NC(=N1)C)N1CCC(CC1)N1CCCC1 CICYEJYAFOZZLE-GOSISDBHSA-N 0.000 claims 1
125000002252 acyl group Chemical group 0.000 claims 1
125000004423 acyloxy group Chemical group 0.000 claims 1
125000003435 aroyl group Chemical group 0.000 claims 1
125000005333 aroyloxy group Chemical group 0.000 claims 1
125000005605 benzo group Chemical group 0.000 claims 1
125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 1
125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 1
229910052794 bromium Inorganic materials 0.000 claims 1
229910052801 chlorine Inorganic materials 0.000 claims 1
125000000532 dioxanyl group Chemical group 0.000 claims 1
125000002541 furyl group Chemical group 0.000 claims 1
150000002431 hydrogen Chemical class 0.000 claims 1
125000002349 hydroxyamino group Chemical group [H]ON([H])[*] 0.000 claims 1
229910052740 iodine Inorganic materials 0.000 claims 1
ZOCPMQNROQWSTP-ZBCRRDGASA-N n-[(2r)-1-[2-[4-(2,6-dimethylmorpholin-4-yl)-6-methyl-1,3,5-triazin-2-yl]hydrazinyl]-1-oxooctan-2-yl]-n-hydroxyformamide Chemical compound CCCCCC[C@@H](N(O)C=O)C(=O)NNC1=NC(C)=NC(N2CC(C)OC(C)C2)=N1 ZOCPMQNROQWSTP-ZBCRRDGASA-N 0.000 claims 1
FCOGMHJOBONECG-MYLOQMAZSA-N n-[(2r)-2-(7-bicyclo[2.2.1]heptanylmethyl)-3-[2-[5-morpholin-4-yl-4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound O=C([C@H](CC1C2CCC1CC2)CN(O)C=O)NNC(N=C1C(F)(F)F)=NC=C1N1CCOCC1 FCOGMHJOBONECG-MYLOQMAZSA-N 0.000 claims 1
QIYNXMNUCKYSFR-AYNROABZSA-N n-[(2r)-2-(7-bicyclo[2.2.1]heptanylmethyl)-3-oxo-3-[2-[4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]propyl]-n-hydroxyformamide Chemical compound O=C([C@H](CC1C2CCC1CC2)CN(O)C=O)NNC1=NC=CC(C(F)(F)F)=N1 QIYNXMNUCKYSFR-AYNROABZSA-N 0.000 claims 1
YTSPAHLMGCKFFF-SNVBAGLBSA-N n-[(2r)-2-(cyclobutylmethyl)-3-oxo-3-[2-[4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]propyl]-n-hydroxyformamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(C=CN=1)C(F)(F)F)C1CCC1 YTSPAHLMGCKFFF-SNVBAGLBSA-N 0.000 claims 1
AYIWSTLTXWJTQZ-CYBMUJFWSA-N n-[(2r)-2-(cyclohexylmethyl)-3-[2-[4-(cyclopropylamino)-5-fluoropyrimidin-2-yl]hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(NC2CC2)C(F)=CN=1)C1CCCCC1 AYIWSTLTXWJTQZ-CYBMUJFWSA-N 0.000 claims 1
PCQHRXRXFSAGTI-GFCCVEGCSA-N n-[(2r)-2-(cyclohexylmethyl)-3-oxo-3-[2-[4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]propyl]-n-hydroxyformamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(C=CN=1)C(F)(F)F)C1CCCCC1 PCQHRXRXFSAGTI-GFCCVEGCSA-N 0.000 claims 1
ORURRVRCOXPDTQ-CQSZACIVSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-(4,6-dimethylpyrimidin-2-yl)hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound CC1=CC(C)=NC(NNC(=O)[C@H](CC2CCCC2)CN(O)C=O)=N1 ORURRVRCOXPDTQ-CQSZACIVSA-N 0.000 claims 1
IZGJDEKNXQMMLJ-OAHLLOKOSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-(4-ethyl-6-morpholin-4-yl-1,3,5-triazin-2-yl)hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@@H](C(=O)NNC=1N=C(N=C(N=1)N1CCOCC1)CC)CN(O)C=O)C1CCCC1 IZGJDEKNXQMMLJ-OAHLLOKOSA-N 0.000 claims 1
JTLYWJAQZUFFCB-CYBMUJFWSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-(4-methylpyrimidin-2-yl)hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound CC1=CC=NC(NNC(=O)[C@H](CC2CCCC2)CN(O)C=O)=N1 JTLYWJAQZUFFCB-CYBMUJFWSA-N 0.000 claims 1
GOLFOCYYFPKHER-CQSZACIVSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-(5-methyl-1,2,4-benzotriazin-3-yl)hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@@H](C(=O)NNC1=NN=C2C=CC=C(C2=N1)C)CN(O)C=O)C1CCCC1 GOLFOCYYFPKHER-CQSZACIVSA-N 0.000 claims 1
LXXKCBSQGVNZOZ-CQSZACIVSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-(7-methyl-1,2,4-benzotriazin-3-yl)hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@@H](C(=O)NNC1=NC2=CC=C(C=C2N=N1)C)CN(O)C=O)C1CCCC1 LXXKCBSQGVNZOZ-CQSZACIVSA-N 0.000 claims 1
OFFPHYGBAWHERG-GFCCVEGCSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-[4-(cyclopropylamino)-5-fluoropyrimidin-2-yl]hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(NC2CC2)C(F)=CN=1)C1CCCC1 OFFPHYGBAWHERG-GFCCVEGCSA-N 0.000 claims 1
MPBPDJCWFDTIHJ-CYBMUJFWSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-[4-(cyclopropylamino)-6-ethyl-1,3,5-triazin-2-yl]hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@@H](C(=O)NNC=1N=C(N=C(NC2CC2)N=1)CC)CN(O)C=O)C1CCCC1 MPBPDJCWFDTIHJ-CYBMUJFWSA-N 0.000 claims 1
BEMHYQLUQKUGDU-CYBMUJFWSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-[4-(dimethylamino)-6-ethyl-1,3,5-triazin-2-yl]hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound CN(C)C1=NC(CC)=NC(NNC(=O)[C@H](CC2CCCC2)CN(O)C=O)=N1 BEMHYQLUQKUGDU-CYBMUJFWSA-N 0.000 claims 1
XLGGVXQFZPZGAW-CYBMUJFWSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-[4-[2-hydroxyethyl(methyl)amino]-6-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound OCCN(C)C1=CC(C(F)(F)F)=NC(NNC(=O)[C@H](CC2CCCC2)CN(O)C=O)=N1 XLGGVXQFZPZGAW-CYBMUJFWSA-N 0.000 claims 1
UAWFLVGBCIXBEC-QGZVFWFLSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-[4-ethyl-6-(4-ethylpiperazin-1-yl)-1,3,5-triazin-2-yl]hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound C1CN(CC)CCN1C1=NC(CC)=NC(NNC(=O)[C@H](CC2CCCC2)CN(O)C=O)=N1 UAWFLVGBCIXBEC-QGZVFWFLSA-N 0.000 claims 1
AUCDCNBREPWHHE-CQSZACIVSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-[4-ethyl-6-[ethyl(methyl)amino]-1,3,5-triazin-2-yl]hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound CCN(C)C1=NC(CC)=NC(NNC(=O)[C@H](CC2CCCC2)CN(O)C=O)=N1 AUCDCNBREPWHHE-CQSZACIVSA-N 0.000 claims 1
AQYFZTUHVKJKIC-CQSZACIVSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-[4-morpholin-4-yl-6-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(C=C(N=1)N1CCOCC1)C(F)(F)F)C1CCCC1 AQYFZTUHVKJKIC-CQSZACIVSA-N 0.000 claims 1
ATBKRWXYCJAKLG-GFCCVEGCSA-N n-[(2r)-2-(cyclopentylmethyl)-3-[2-[5-(5-methyl-1,3,4-oxadiazol-2-yl)-4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound O1C(C)=NN=C1C(C(=N1)C(F)(F)F)=CN=C1NNC(=O)[C@@H](CN(O)C=O)CC1CCCC1 ATBKRWXYCJAKLG-GFCCVEGCSA-N 0.000 claims 1
YBAWPDCFAIYVPZ-LLVKDONJSA-N n-[(2r)-2-(cyclopentylmethyl)-3-oxo-3-[2-[4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]propyl]-n-hydroxyformamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(C=CN=1)C(F)(F)F)C1CCCC1 YBAWPDCFAIYVPZ-LLVKDONJSA-N 0.000 claims 1
YVJLXFKHMBKNMY-SECBINFHSA-N n-[(2r)-2-(cyclopropylmethyl)-3-oxo-3-[2-[4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]propyl]-n-hydroxyformamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(C=CN=1)C(F)(F)F)C1CC1 YVJLXFKHMBKNMY-SECBINFHSA-N 0.000 claims 1
DZBLYGRCIPVSMB-GFCCVEGCSA-N n-[(2r)-2-[(1,2,4-benzotriazin-3-ylamino)carbamoyl]-5-methylhexyl]-n-hydroxyformamide Chemical compound C1=CC=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCC(C)C)=NN=C21 DZBLYGRCIPVSMB-GFCCVEGCSA-N 0.000 claims 1
WBUBJNUWSBAQGP-CYBMUJFWSA-N n-[(2r)-2-[(1,2,4-benzotriazin-3-ylamino)carbamoyl]-6-methylheptyl]-n-hydroxyformamide Chemical compound C1=CC=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCC(C)C)=NN=C21 WBUBJNUWSBAQGP-CYBMUJFWSA-N 0.000 claims 1
JHRMNLVJENVSDP-CYBMUJFWSA-N n-[(2r)-2-[(1,2,4-benzotriazin-3-ylamino)carbamoyl]octyl]-n-hydroxyformamide Chemical compound C1=CC=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCCC)=NN=C21 JHRMNLVJENVSDP-CYBMUJFWSA-N 0.000 claims 1
OPZPYQTUOWJGTD-OAHLLOKOSA-N n-[(2r)-2-[(2,3-dihydro-1,4-benzodioxin-6-ylmethylamino)carbamoyl]heptyl]-n-hydroxyformamide Chemical compound O1CCOC2=CC(CNNC(=O)[C@@H](CN(O)C=O)CCCCC)=CC=C21 OPZPYQTUOWJGTD-OAHLLOKOSA-N 0.000 claims 1
IYJPXMNSWIGKAH-CYBMUJFWSA-N n-[(2r)-2-[(3,4-dihydroquinoxalin-2-ylamino)carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1=CC=C2NCC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC2=C1 IYJPXMNSWIGKAH-CYBMUJFWSA-N 0.000 claims 1
KCRSHPUMJUBAGQ-GOSISDBHSA-N n-[(2r)-2-[[(1-benzyl-2-oxopyridin-4-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound O=C1C=C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)C=CN1CC1=CC=CC=C1 KCRSHPUMJUBAGQ-GOSISDBHSA-N 0.000 claims 1
HKZUXNOXQYBGOZ-LJQANCHMSA-N n-[(2r)-2-[[(1-benzylpiperidin-4-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1CC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)CCN1CC1=CC=CC=C1 HKZUXNOXQYBGOZ-LJQANCHMSA-N 0.000 claims 1
OHQVCQJACFSLEW-OAHLLOKOSA-N n-[(2r)-2-[[(1-butyl-2-oxopyridin-4-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC=1C=CN(CCCC)C(=O)C=1 OHQVCQJACFSLEW-OAHLLOKOSA-N 0.000 claims 1
XSNGGEMEHMJSRL-CYBMUJFWSA-N n-[(2r)-2-[[(3,6-dimethylpyrazin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=CN=C1C XSNGGEMEHMJSRL-CYBMUJFWSA-N 0.000 claims 1
HKGBYOMNFKDQEY-SNVBAGLBSA-N n-[(2r)-2-[[(3-chloro-1-methylpyrazolo[3,4-d]pyrimidin-6-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C2C(Cl)=NN(C)C2=N1 HKGBYOMNFKDQEY-SNVBAGLBSA-N 0.000 claims 1
GSFMJQQCOOHEFR-MRXNPFEDSA-N n-[(2r)-2-[[(4,5-dimethyl-6-morpholin-4-ylpyrimidin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=C(C)C(N2CCOCC2)=N1 GSFMJQQCOOHEFR-MRXNPFEDSA-N 0.000 claims 1
CWKGKPYPJKQIQW-MRXNPFEDSA-N n-[(2r)-2-[[(4,5-dimethyl-6-pyrrolidin-1-ylpyrimidin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=C(C)C(N2CCCC2)=N1 CWKGKPYPJKQIQW-MRXNPFEDSA-N 0.000 claims 1
XHOVNPBGLZUKPQ-CQSZACIVSA-N n-[(2r)-2-[[(4,6-dicyclopropyl-1,3,5-triazin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound N=1C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC(C2CC2)=NC=1C1CC1 XHOVNPBGLZUKPQ-CQSZACIVSA-N 0.000 claims 1
GYDWNORHUNJKFV-GFCCVEGCSA-N n-[(2r)-2-[[(4,6-diethyl-1,3,5-triazin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CC)=NC(CC)=N1 GYDWNORHUNJKFV-GFCCVEGCSA-N 0.000 claims 1
BBOWZEHJOWTWGN-CQSZACIVSA-N n-[(2r)-2-[[(4,6-dimethyl-3-methylsulfonylpyridin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=CC(C)=C1S(C)(=O)=O BBOWZEHJOWTWGN-CQSZACIVSA-N 0.000 claims 1
UTIVMHKBRNSQCT-MRXNPFEDSA-N n-[(2r)-2-[[(4,6-dimorpholin-4-yl-1,3,5-triazin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound N=1C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC(N2CCOCC2)=NC=1N1CCOCC1 UTIVMHKBRNSQCT-MRXNPFEDSA-N 0.000 claims 1
VJAIJJWXVJWGAQ-LLVKDONJSA-N n-[(2r)-2-[[(4-amino-6-propan-2-yl-1,3,5-triazin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(N)=NC(C(C)C)=N1 VJAIJJWXVJWGAQ-LLVKDONJSA-N 0.000 claims 1
MKUTYSDFJKJVFV-OAHLLOKOSA-N n-[(2r)-2-[[(4-cyclopropyl-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound N=1C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC(C2CC2)=NC=1N1CCOCC1 MKUTYSDFJKJVFV-OAHLLOKOSA-N 0.000 claims 1
WFHPAJACVZQCRP-OAHLLOKOSA-N n-[(2r)-2-[[(4-cyclopropyl-6-pyrrolidin-1-yl-1,3,5-triazin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound N=1C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC(C2CC2)=NC=1N1CCCC1 WFHPAJACVZQCRP-OAHLLOKOSA-N 0.000 claims 1
XLFYYHDNDUQYFF-OAHLLOKOSA-N n-[(2r)-2-[[(4-ethyl-6-morpholin-4-ylpyrimidin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CC)=CC(N2CCOCC2)=N1 XLFYYHDNDUQYFF-OAHLLOKOSA-N 0.000 claims 1
UISNFNHSRSLSEU-CQSZACIVSA-N n-[(2r)-2-[[(5,7-dimethyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1=C(C)C=C(C)C2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NN=C21 UISNFNHSRSLSEU-CQSZACIVSA-N 0.000 claims 1
BGJCLVYHJLJAOJ-CQSZACIVSA-N n-[(2r)-2-[[(5-ethyl-4-methylpyrimidin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(CC)C(C)=N1 BGJCLVYHJLJAOJ-CQSZACIVSA-N 0.000 claims 1
OCCYKKVWMBWMNJ-CYBMUJFWSA-N n-[(2r)-2-[[(5-ethylpyrimidin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(CC)C=N1 OCCYKKVWMBWMNJ-CYBMUJFWSA-N 0.000 claims 1
OXTATROBJZTHDT-CQSZACIVSA-N n-[(2r)-2-[[(5-fluoro-4-methyl-6-morpholin-4-ylpyrimidin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=C(F)C(N2CCOCC2)=N1 OXTATROBJZTHDT-CQSZACIVSA-N 0.000 claims 1
ZKMDEWOWIWJJIM-LLVKDONJSA-N n-[(2r)-2-[[(6-chloro-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1=CC(Cl)=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NN=C21 ZKMDEWOWIWJJIM-LLVKDONJSA-N 0.000 claims 1
TZSXUUIYXPZTIN-LLVKDONJSA-N n-[(2r)-2-[[(6-fluoropyridin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC=CC(F)=N1 TZSXUUIYXPZTIN-LLVKDONJSA-N 0.000 claims 1
NIIYJZLRBDPADX-GFCCVEGCSA-N n-[(2r)-2-[[(7-chloro-1,2,4-benzotriazin-3-yl)amino]carbamoyl]-6-methylheptyl]-n-hydroxyformamide Chemical compound C1=C(Cl)C=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCC(C)C)=NN=C21 NIIYJZLRBDPADX-GFCCVEGCSA-N 0.000 claims 1
DPHPZSJWYPMCOP-LLVKDONJSA-N n-[(2r)-2-[[(7-chloro-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1=C(Cl)C=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NN=C21 DPHPZSJWYPMCOP-LLVKDONJSA-N 0.000 claims 1
YYEZNNBRJRJESP-GFCCVEGCSA-N n-[(2r)-2-[[(7-fluoro-1,2,4-benzotriazin-3-yl)amino]carbamoyl]-6-methylheptyl]-n-hydroxyformamide Chemical compound C1=C(F)C=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCC(C)C)=NN=C21 YYEZNNBRJRJESP-GFCCVEGCSA-N 0.000 claims 1
PEJSHZCFMRUBLR-LLVKDONJSA-N n-[(2r)-2-[[(7-fluoro-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1=C(F)C=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NN=C21 PEJSHZCFMRUBLR-LLVKDONJSA-N 0.000 claims 1
KJVRRPZQFYMGJS-GFCCVEGCSA-N n-[(2r)-2-[[(7-tert-butyl-1,4-dioxo-2,3-dihydropyrido[3,4-d]pyridazin-5-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound O=C1NNC(=O)C2=C1C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC(C(C)(C)C)=C2 KJVRRPZQFYMGJS-GFCCVEGCSA-N 0.000 claims 1
MAZFXKMROMQPPI-QGZVFWFLSA-N n-[(2r)-2-[[[1-(1,3-benzodioxole-5-carbonyl)piperidin-4-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1CC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)CCN1C(=O)C1=CC=C(OCO2)C2=C1 MAZFXKMROMQPPI-QGZVFWFLSA-N 0.000 claims 1
RFJZGPYTNXBHSP-GOSISDBHSA-N n-[(2r)-2-[[[1-(1-benzofuran-2-carbonyl)piperidin-4-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1CC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)CCN1C(=O)C1=CC2=CC=CC=C2O1 RFJZGPYTNXBHSP-GOSISDBHSA-N 0.000 claims 1
DWPXQXDDSWDZSG-OAHLLOKOSA-N n-[(2r)-2-[[[1-(2,3-dichlorobenzoyl)piperidin-4-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1CC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)CCN1C(=O)C1=CC=CC(Cl)=C1Cl DWPXQXDDSWDZSG-OAHLLOKOSA-N 0.000 claims 1
NBRCRSAAEBUMBR-MRXNPFEDSA-N n-[(2r)-2-[[[1-(3,4-dichlorobenzoyl)piperidin-4-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1CC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)CCN1C(=O)C1=CC=C(Cl)C(Cl)=C1 NBRCRSAAEBUMBR-MRXNPFEDSA-N 0.000 claims 1
KFSVDJAQPWCIRM-CQSZACIVSA-N n-[(2r)-2-[[[2-(dimethylamino)quinazolin-4-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1=CC=C2C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC(N(C)C)=NC2=C1 KFSVDJAQPWCIRM-CQSZACIVSA-N 0.000 claims 1
CMBFUBDNMAQUAW-LLVKDONJSA-N n-[(2r)-2-[[[2-(ethylamino)-6-(trifluoromethyl)pyrimidin-4-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC(C(F)(F)F)=NC(NCC)=N1 CMBFUBDNMAQUAW-LLVKDONJSA-N 0.000 claims 1
FCUOWNKWERCJSL-CQSZACIVSA-N n-[(2r)-2-[[[2-cyclopropyl-6-(dimethylamino)pyrimidin-4-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC(N(C)C)=NC(C2CC2)=N1 FCUOWNKWERCJSL-CQSZACIVSA-N 0.000 claims 1
WBBXXWRTLAMIMS-GFCCVEGCSA-N n-[(2r)-2-[[[4,6-bis(dimethylamino)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(N(C)C)=NC(N(C)C)=N1 WBBXXWRTLAMIMS-GFCCVEGCSA-N 0.000 claims 1
QFKGDCLOZGWXDE-GFCCVEGCSA-N n-[(2r)-2-[[[4,6-bis(ethylamino)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(NCC)=NC(NCC)=N1 QFKGDCLOZGWXDE-GFCCVEGCSA-N 0.000 claims 1
HENJEJBRTRKDES-CQSZACIVSA-N n-[(2r)-2-[[[4-(2-aminophenyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C=2C(=CC=CC=2)N)=N1 HENJEJBRTRKDES-CQSZACIVSA-N 0.000 claims 1
QWOLFLYGRYJPOI-CQSZACIVSA-N n-[(2r)-2-[[[4-(3,5-dimethyl-1,2-oxazol-4-yl)pyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C2=C(ON=C2C)C)=N1 QWOLFLYGRYJPOI-CQSZACIVSA-N 0.000 claims 1
IHIOVYNRSQCMLJ-OAHLLOKOSA-N n-[(2r)-2-[[[4-(4-ethylpiperazin-1-yl)-6-(methylamino)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(NC)=NC(N2CCN(CC)CC2)=N1 IHIOVYNRSQCMLJ-OAHLLOKOSA-N 0.000 claims 1
JQMNTVJSWFHFLX-MRXNPFEDSA-N n-[(2r)-2-[[[4-(4-ethylpiperazin-1-yl)-6-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]-6-methylheptyl]-n-hydroxyformamide Chemical compound C1CN(CC)CCN1C1=CC(C(F)(F)F)=NC(NNC(=O)[C@H](CCCC(C)C)CN(O)C=O)=N1 JQMNTVJSWFHFLX-MRXNPFEDSA-N 0.000 claims 1
TWNDVBDJQWWKIW-QGZVFWFLSA-N n-[(2r)-2-[[[4-(4-ethylpiperazin-1-yl)-6-methylpyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=CC(N2CCN(CC)CC2)=N1 TWNDVBDJQWWKIW-QGZVFWFLSA-N 0.000 claims 1
PNMPSVNXOWFUBZ-QGZVFWFLSA-N n-[(2r)-2-[[[4-(4-ethylpiperazin-1-yl)-6-propan-2-yl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C(C)C)=NC(N2CCN(CC)CC2)=N1 PNMPSVNXOWFUBZ-QGZVFWFLSA-N 0.000 claims 1
SHYPKXJXJVYUJZ-QGZVFWFLSA-N n-[(2r)-2-[[[4-(4-ethylpiperazin-1-yl)-6-propyl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CCC)=NC(N2CCN(CC)CC2)=N1 SHYPKXJXJVYUJZ-QGZVFWFLSA-N 0.000 claims 1
BZTGUWFSGGSZTF-CYBMUJFWSA-N n-[(2r)-2-[[[4-(azetidin-1-yl)-6-ethyl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CC)=NC(N2CCC2)=N1 BZTGUWFSGGSZTF-CYBMUJFWSA-N 0.000 claims 1
IROJOJJEQFWWMF-CQSZACIVSA-N n-[(2r)-2-[[[4-(diethylamino)-6-methyl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=NC(N(CC)CC)=N1 IROJOJJEQFWWMF-CQSZACIVSA-N 0.000 claims 1
FNPQDDHXLFYQHJ-MRXNPFEDSA-N n-[(2r)-2-[[[4-(dimethylamino)-6-(4-methyl-1,4-diazepan-1-yl)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(N(C)C)=NC(N2CCN(C)CCC2)=N1 FNPQDDHXLFYQHJ-MRXNPFEDSA-N 0.000 claims 1
SJEUZEAMZOLVQF-CQSZACIVSA-N n-[(2r)-2-[[[4-(dimethylamino)-6-morpholin-4-yl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(N(C)C)=NC(N2CCOCC2)=N1 SJEUZEAMZOLVQF-CQSZACIVSA-N 0.000 claims 1
DZDYYPKAANXECK-CYBMUJFWSA-N n-[(2r)-2-[[[4-(dimethylamino)-6-propyl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CCC)=NC(N(C)C)=N1 DZDYYPKAANXECK-CYBMUJFWSA-N 0.000 claims 1
QOFFBUFXJHYQAL-MRXNPFEDSA-N n-[(2r)-2-[[[4-(ethylamino)-6-(4-ethylpiperazin-1-yl)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(NCC)=NC(N2CCN(CC)CC2)=N1 QOFFBUFXJHYQAL-MRXNPFEDSA-N 0.000 claims 1
NJRZXVQHMNJZGD-MRXNPFEDSA-N n-[(2r)-2-[[[4-(ethylamino)-6-(4-methyl-1,4-diazepan-1-yl)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(NCC)=NC(N2CCN(C)CCC2)=N1 NJRZXVQHMNJZGD-MRXNPFEDSA-N 0.000 claims 1
IWMOLXOJOXIQCO-CQSZACIVSA-N n-[(2r)-2-[[[4-(ethylamino)-6-morpholin-4-yl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(NCC)=NC(N2CCOCC2)=N1 IWMOLXOJOXIQCO-CQSZACIVSA-N 0.000 claims 1
JPPJZUCFCLSWSJ-CYBMUJFWSA-N n-[(2r)-2-[[[4-(furan-2-yl)pyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C=2OC=CC=2)=N1 JPPJZUCFCLSWSJ-CYBMUJFWSA-N 0.000 claims 1
ATOGACDVWRWBEV-CYBMUJFWSA-N n-[(2r)-2-[[[4-(furan-3-yl)pyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C2=COC=C2)=N1 ATOGACDVWRWBEV-CYBMUJFWSA-N 0.000 claims 1
OWOCQABYIRMGRQ-CQSZACIVSA-N n-[(2r)-2-[[[4-[(dimethylamino)methyl]-6-methylpyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=CC(CN(C)C)=N1 OWOCQABYIRMGRQ-CQSZACIVSA-N 0.000 claims 1
LTWHVHBXUGXDIW-CYBMUJFWSA-N n-[(2r)-2-[[[4-[cyclopropyl(methyl)amino]-6-ethyl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CC)=NC(N(C)C2CC2)=N1 LTWHVHBXUGXDIW-CYBMUJFWSA-N 0.000 claims 1
YFGIAXXOLQFQPG-CYBMUJFWSA-N n-[(2r)-2-[[[4-[ethyl(methyl)amino]-6-methyl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=NC(N(C)CC)=N1 YFGIAXXOLQFQPG-CYBMUJFWSA-N 0.000 claims 1
ARWMRBOJECLVSK-QGZVFWFLSA-N n-[(2r)-2-[[[4-cyclopropyl-6-(4-ethylpiperazin-1-yl)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound N=1C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC(C2CC2)=NC=1N1CCN(CC)CC1 ARWMRBOJECLVSK-QGZVFWFLSA-N 0.000 claims 1
GTQJVIUOFCBJHL-CYBMUJFWSA-N n-[(2r)-2-[[[4-cyclopropyl-6-(dimethylamino)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CN(C)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC(C2CC2)=N1 GTQJVIUOFCBJHL-CYBMUJFWSA-N 0.000 claims 1
VDTRUZOFTIFLPK-CQSZACIVSA-N n-[(2r)-2-[[[4-cyclopropyl-6-[ethyl(methyl)amino]-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCN(C)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC(C2CC2)=N1 VDTRUZOFTIFLPK-CQSZACIVSA-N 0.000 claims 1
NVRFEOOXDWGZAQ-GICMACPYSA-N n-[(2r)-2-[[[4-ethyl-6-(3-hydroxypiperidin-1-yl)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CC)=NC(N2CC(O)CCC2)=N1 NVRFEOOXDWGZAQ-GICMACPYSA-N 0.000 claims 1
HOVOLWYBAGRSMA-GMUIIQOCSA-N n-[(2r)-2-[[[4-ethyl-6-(4-methyl-4-propylpiperazin-4-ium-1-yl)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide;iodide Chemical compound [I-].CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CC)=NC(N2CC[N+](C)(CCC)CC2)=N1 HOVOLWYBAGRSMA-GMUIIQOCSA-N 0.000 claims 1
XVMWKYLQLPBPFF-MRXNPFEDSA-N n-[(2r)-2-[[[4-ethyl-6-(4-methylpiperazin-1-yl)pyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CC)=CC(N2CCN(C)CC2)=N1 XVMWKYLQLPBPFF-MRXNPFEDSA-N 0.000 claims 1
NYEANNRGSKXJBP-QGZVFWFLSA-N n-[(2r)-2-[[[4-ethyl-6-(4-propan-2-ylpiperazin-1-yl)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CC)=NC(N2CCN(CC2)C(C)C)=N1 NYEANNRGSKXJBP-QGZVFWFLSA-N 0.000 claims 1
QVJBMXJEHHMRLY-QGZVFWFLSA-N n-[(2r)-2-[[[4-ethyl-6-(4-propylpiperazin-1-yl)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CC)=NC(N2CCN(CCC)CC2)=N1 QVJBMXJEHHMRLY-QGZVFWFLSA-N 0.000 claims 1
ZQMOWEGQAILJAL-ZIAGYGMSSA-N n-[(2r)-2-[[[4-ethyl-6-[(3r)-3-hydroxypyrrolidin-1-yl]-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CC)=NC(N2C[C@H](O)CC2)=N1 ZQMOWEGQAILJAL-ZIAGYGMSSA-N 0.000 claims 1
RSVRCTVUKOCPBW-CYBMUJFWSA-N n-[(2r)-2-[[[4-ethyl-6-[ethyl(methyl)amino]-1,3,5-triazin-2-yl]amino]carbamoyl]-4-thiophen-2-ylbutyl]-n-hydroxyformamide Chemical compound CCN(C)C1=NC(CC)=NC(NNC(=O)[C@H](CCC=2SC=CC=2)CN(O)C=O)=N1 RSVRCTVUKOCPBW-CYBMUJFWSA-N 0.000 claims 1
OPJDXCQXVJYWRT-GFCCVEGCSA-N n-[(2r)-2-[[[5,6-dimethyl-2-(trifluoromethyl)pyrimidin-4-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C(F)(F)F)=NC(C)=C1C OPJDXCQXVJYWRT-GFCCVEGCSA-N 0.000 claims 1
LPSANBPSZKHGNL-OAHLLOKOSA-N n-[(2r)-2-[[[5-(4,6-dimethoxypyrimidin-2-yl)pyridin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=CC=C1C1=NC(OC)=CC(OC)=N1 LPSANBPSZKHGNL-OAHLLOKOSA-N 0.000 claims 1
PKIXMRYHKNUJTB-OAHLLOKOSA-N n-[(2r)-2-[[[5-(4-ethylpiperazin-1-yl)-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1N1CCN(CC)CC1 PKIXMRYHKNUJTB-OAHLLOKOSA-N 0.000 claims 1
FWTFCGDPWMFEIT-CYBMUJFWSA-N n-[(2r)-2-[[[6-(5-chloropyridin-3-yl)oxypyridazin-3-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound N1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=CC=C1OC1=CN=CC(Cl)=C1 FWTFCGDPWMFEIT-CYBMUJFWSA-N 0.000 claims 1
HXBOBIDNNPLCSP-CYBMUJFWSA-N n-[(2r)-2-[[[6-(dimethylamino)-2-methylpyrimidin-4-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC(N(C)C)=NC(C)=N1 HXBOBIDNNPLCSP-CYBMUJFWSA-N 0.000 claims 1
LVYICVDDZUKCQT-GFCCVEGCSA-N n-[(2r)-2-[[[6-(dimethylamino)pyrimidin-4-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC(N(C)C)=NC=N1 LVYICVDDZUKCQT-GFCCVEGCSA-N 0.000 claims 1
YHSXARHOEXEIPU-ZDUSSCGKSA-N n-[(2r)-2-cyclopentyl-3-[2-[5-morpholin-4-yl-4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound C1([C@H](CN(O)C=O)C(=O)NNC=2N=C(C(N3CCOCC3)=CN=2)C(F)(F)F)CCCC1 YHSXARHOEXEIPU-ZDUSSCGKSA-N 0.000 claims 1
POJRZMQCQMVSTP-JTQLQIEISA-N n-[(2r)-2-cyclopentyl-3-oxo-3-[2-[4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]propyl]-n-hydroxyformamide Chemical compound C1([C@H](CN(O)C=O)C(=O)NNC=2N=C(C=CN=2)C(F)(F)F)CCCC1 POJRZMQCQMVSTP-JTQLQIEISA-N 0.000 claims 1
SKEXCIDEOWDCDV-GFCCVEGCSA-N n-[(2r)-3-[2-(6-chloro-1,2,4-benzotriazin-3-yl)hydrazinyl]-2-(cyclopentylmethyl)-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C2C=C(Cl)C=CC2=NN=1)C1CCCC1 SKEXCIDEOWDCDV-GFCCVEGCSA-N 0.000 claims 1
RJWTUPRZOZUNKF-CYBMUJFWSA-N n-[(2r)-3-[2-[4-(azetidin-1-yl)-5-fluoropyrimidin-2-yl]hydrazinyl]-2-(cyclopentylmethyl)-3-oxopropyl]-n-hydroxyformamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(C(F)=CN=1)N1CCC1)C1CCCC1 RJWTUPRZOZUNKF-CYBMUJFWSA-N 0.000 claims 1
JNLJWEMVNPLIKD-JXQTWKCFSA-N n-[(2r)-3-[2-[4-(dimethylamino)-6-ethyl-1,3,5-triazin-2-yl]hydrazinyl]-2-[(2-methylcyclopentyl)methyl]-3-oxopropyl]-n-hydroxyformamide Chemical compound CN(C)C1=NC(CC)=NC(NNC(=O)[C@H](CC2C(CCC2)C)CN(O)C=O)=N1 JNLJWEMVNPLIKD-JXQTWKCFSA-N 0.000 claims 1
WWNXKADOEADIQS-GFCCVEGCSA-N n-[(2r)-3-[2-[4-ethyl-6-[ethyl(methyl)amino]-1,3,5-triazin-2-yl]hydrazinyl]-3-oxo-2-(thiophen-2-ylmethyl)propyl]-n-hydroxyformamide Chemical compound CCN(C)C1=NC(CC)=NC(NNC(=O)[C@@H](CN(O)C=O)CC=2SC=CC=2)=N1 WWNXKADOEADIQS-GFCCVEGCSA-N 0.000 claims 1
PYOIISJJRHCGIM-CQSZACIVSA-N n-[(2r)-4,4-dimethyl-2-[[(4-methylpyridin-2-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCC(C)(C)C[C@H](CN(O)C=O)C(=O)NNC1=CC(C)=CC=N1 PYOIISJJRHCGIM-CQSZACIVSA-N 0.000 claims 1
ZVFDURTXLGXDNJ-CQSZACIVSA-N n-[(2r)-4,4-dimethyl-2-[[(5-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1=CC=C(C)C2=NC(NNC(=O)[C@@H](CN(O)C=O)CC(C)(C)CCC)=NN=C21 ZVFDURTXLGXDNJ-CQSZACIVSA-N 0.000 claims 1
NOVKNPSYCOUSKF-CYBMUJFWSA-N n-[(2r)-4,4-dimethyl-2-[[(5-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound C1=CC=C(C)C2=NC(NNC(=O)[C@@H](CN(O)C=O)CC(C)(C)CC)=NN=C21 NOVKNPSYCOUSKF-CYBMUJFWSA-N 0.000 claims 1
DGTNXQXAHYAALA-CQSZACIVSA-N n-[(2r)-4,4-dimethyl-2-[[(7-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound C1=C(C)C=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CC(C)(C)CCC)=NN=C21 DGTNXQXAHYAALA-CQSZACIVSA-N 0.000 claims 1
MMJNTHDWLAPSPM-CYBMUJFWSA-N n-[(2r)-4,4-dimethyl-2-[[(7-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound C1=C(C)C=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CC(C)(C)CC)=NN=C21 MMJNTHDWLAPSPM-CYBMUJFWSA-N 0.000 claims 1
BRDKQYBRSJGJBA-LLVKDONJSA-N n-[(2r)-4,4-dimethyl-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCC(C)(C)C[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C(F)(F)F)=N1 BRDKQYBRSJGJBA-LLVKDONJSA-N 0.000 claims 1
NTPIWGBKCYOMAX-SNVBAGLBSA-N n-[(2r)-4,4-dimethyl-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound CCC(C)(C)C[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C(F)(F)F)=N1 NTPIWGBKCYOMAX-SNVBAGLBSA-N 0.000 claims 1
HCDMCDKZEFKZHH-CYBMUJFWSA-N n-[(2r)-4,4-dimethyl-2-[[[5-morpholin-4-yl-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CC(C)(C)CC)=NC=C1N1CCOCC1 HCDMCDKZEFKZHH-CYBMUJFWSA-N 0.000 claims 1
JHJAHSKHSMPYRK-CQSZACIVSA-N n-[(2r)-4-ethyl-2-[[(5-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound C1=CC=C(C)C2=NC(NNC(=O)[C@@H](CN(O)C=O)CC(CC)CC)=NN=C21 JHJAHSKHSMPYRK-CQSZACIVSA-N 0.000 claims 1
XBIPOICIOVECKX-CQSZACIVSA-N n-[(2r)-4-ethyl-2-[[(7-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound C1=C(C)C=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CC(CC)CC)=NN=C21 XBIPOICIOVECKX-CQSZACIVSA-N 0.000 claims 1
HBUUEGUKIOLBDF-LLVKDONJSA-N n-[(2r)-4-ethyl-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound CCC(CC)C[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C(F)(F)F)=N1 HBUUEGUKIOLBDF-LLVKDONJSA-N 0.000 claims 1
ZMZNQAALGCZEKO-CQSZACIVSA-N n-[(2r)-4-ethyl-2-[[[5-morpholin-4-yl-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CC(CC)CC)=NC=C1N1CCOCC1 ZMZNQAALGCZEKO-CQSZACIVSA-N 0.000 claims 1
DLESENRGZURLNI-CYBMUJFWSA-N n-[(2r)-5,5-dimethyl-2-[[(5-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound N1=C(NNC(=O)[C@H](CCC(C)(C)C)CN(O)C=O)N=C2C(C)=CC=CC2=N1 DLESENRGZURLNI-CYBMUJFWSA-N 0.000 claims 1
YUAFVMKXEZQJMW-CYBMUJFWSA-N n-[(2r)-5,5-dimethyl-2-[[(7-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound N1=C(NNC(=O)[C@H](CCC(C)(C)C)CN(O)C=O)N=NC2=CC(C)=CC=C21 YUAFVMKXEZQJMW-CYBMUJFWSA-N 0.000 claims 1
KPMRDOQMUUONIV-SNVBAGLBSA-N n-[(2r)-5,5-dimethyl-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound CC(C)(C)CC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C(F)(F)F)=N1 KPMRDOQMUUONIV-SNVBAGLBSA-N 0.000 claims 1
ACBNSKXNLUTGFC-CYBMUJFWSA-N n-[(2r)-5,5-dimethyl-2-[[[5-morpholin-4-yl-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]hexyl]-n-hydroxyformamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCC(C)(C)C)=NC=C1N1CCOCC1 ACBNSKXNLUTGFC-CYBMUJFWSA-N 0.000 claims 1
KHGNNRRDJARNJI-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[(1-methylcyclopentyl)methyl]-3-oxo-3-[2-[4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]propyl]formamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(C=CN=1)C(F)(F)F)C1(C)CCCC1 KHGNNRRDJARNJI-LLVKDONJSA-N 0.000 claims 1
DGLUHYFZNDCYAO-HTAVTVPLSA-N n-hydroxy-n-[(2r)-2-[(2-methylcyclopentyl)methyl]-3-oxo-3-[2-[4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]propyl]formamide Chemical compound CC1CCCC1C[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C(F)(F)F)=N1 DGLUHYFZNDCYAO-HTAVTVPLSA-N 0.000 claims 1
MJGQGDGHVIMNDD-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[(4-sulfamoylanilino)carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC=C(S(N)(=O)=O)C=C1 MJGQGDGHVIMNDD-GFCCVEGCSA-N 0.000 claims 1
OTEIJEHAHUKWOE-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[(5,6,7,8-tetrahydroquinazolin-2-ylamino)carbamoyl]heptyl]formamide Chemical compound C1CCCC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C21 OTEIJEHAHUKWOE-CQSZACIVSA-N 0.000 claims 1
BVWCULIIVOUKGF-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[(pyridin-3-ylamino)carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC=CN=C1 BVWCULIIVOUKGF-GFCCVEGCSA-N 0.000 claims 1
ITIHKNOXWRAWGQ-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[(pyrido[2,3-e][1,2,4]triazin-3-ylamino)carbamoyl]heptyl]formamide Chemical compound C1=CC=NC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NN=C21 ITIHKNOXWRAWGQ-LLVKDONJSA-N 0.000 claims 1
TWXWNZGBVPGXLA-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[(pyrimidin-2-ylamino)carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC=N1 TWXWNZGBVPGXLA-LLVKDONJSA-N 0.000 claims 1
PBQNOASZJZQAHT-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[[(1,3,4-trimethylpyrazolo[3,4-b]pyridin-6-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC(C)=C2C(C)=NN(C)C2=N1 PBQNOASZJZQAHT-CQSZACIVSA-N 0.000 claims 1
MZSGETUFEWYWBT-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[(1-methyl-2-oxopyridin-4-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC=1C=CN(C)C(=O)C=1 MZSGETUFEWYWBT-GFCCVEGCSA-N 0.000 claims 1
DZSHPPOGTTXPLT-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[(1-methylbenzimidazol-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound C1=CC=C2N(C)C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC2=C1 DZSHPPOGTTXPLT-CYBMUJFWSA-N 0.000 claims 1
IUTLWDSOJJGRSK-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[[(1-methylpyrazolo[3,4-d]pyrimidin-4-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=NC2=C1C=NN2C IUTLWDSOJJGRSK-LLVKDONJSA-N 0.000 claims 1
BCTUMGOYSFYEQX-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[[(1-methylpyrazolo[3,4-d]pyrimidin-6-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C2C=NN(C)C2=N1 BCTUMGOYSFYEQX-LLVKDONJSA-N 0.000 claims 1
VUQOLVBDCGQRJK-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[(2-methyl-6-morpholin-4-ylpyrimidin-4-yl)amino]carbamoyl]heptyl]formamide Chemical compound CC1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=CC(N2CCOCC2)=N1 VUQOLVBDCGQRJK-OAHLLOKOSA-N 0.000 claims 1
BBAVASKVXIYUHJ-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[(2-methyl-6-pyridin-2-ylpyrimidin-4-yl)amino]carbamoyl]heptyl]formamide Chemical compound CC1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=CC(C=2N=CC=CC=2)=N1 BBAVASKVXIYUHJ-OAHLLOKOSA-N 0.000 claims 1
GGWVRLCDKLHPBF-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[(2-oxo-1-pentan-3-ylpyridin-4-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC=1C=CN(C(CC)CC)C(=O)C=1 GGWVRLCDKLHPBF-OAHLLOKOSA-N 0.000 claims 1
VLBUJWLSLITBEZ-LJQANCHMSA-N n-hydroxy-n-[(2r)-2-[[(3-methyl-2-oxo-1-quinolin-8-ylpyridin-4-yl)amino]carbamoyl]heptyl]formamide Chemical compound O=C1C(C)=C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)C=CN1C1=CC=CC2=CC=CN=C12 VLBUJWLSLITBEZ-LJQANCHMSA-N 0.000 claims 1
ODFIKGBPVGTMHJ-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[[(4-methyl-6-morpholin-4-yl-1,3,5-triazin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=NC(N2CCOCC2)=N1 ODFIKGBPVGTMHJ-CQSZACIVSA-N 0.000 claims 1
PKGIQDPZLONBAC-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[(4-methyl-6-morpholin-4-ylpyrimidin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=CC(N2CCOCC2)=N1 PKGIQDPZLONBAC-OAHLLOKOSA-N 0.000 claims 1
MSKFEPBBUQQATD-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[[(4-methyl-6-pyrrolidin-1-yl-1,3,5-triazin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=NC(N2CCCC2)=N1 MSKFEPBBUQQATD-CQSZACIVSA-N 0.000 claims 1
AVJYOBOPIOFGBO-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[(4-methylpyrimidin-2-yl)amino]carbamoyl]-4-thiophen-2-ylbutyl]formamide Chemical compound CC1=CC=NC(NNC(=O)[C@H](CCC=2SC=CC=2)CN(O)C=O)=N1 AVJYOBOPIOFGBO-GFCCVEGCSA-N 0.000 claims 1
HJKHWPIGHPVMSI-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[(4-methylpyrimidin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C)=N1 HJKHWPIGHPVMSI-GFCCVEGCSA-N 0.000 claims 1
KIICWFWKBFHKIE-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[(4-morpholin-4-yl-6-propan-2-yl-1,3,5-triazin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C(C)C)=NC(N2CCOCC2)=N1 KIICWFWKBFHKIE-OAHLLOKOSA-N 0.000 claims 1
WGYJTCLWXKYSQE-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[(4-morpholin-4-yl-6-propyl-1,3,5-triazin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CCC)=NC(N2CCOCC2)=N1 WGYJTCLWXKYSQE-OAHLLOKOSA-N 0.000 claims 1
XYDRTWQJGFLAIS-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[(4-oxopyrido[1,2-a][1,3,5]triazin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound C1=CC=CN2C(=O)N=C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)N=C21 XYDRTWQJGFLAIS-GFCCVEGCSA-N 0.000 claims 1
VYHBAWVDGFOERN-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[[(4-pyridin-2-ylpyrimidin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C=2N=CC=CC=2)=N1 VYHBAWVDGFOERN-CQSZACIVSA-N 0.000 claims 1
OKDIOKUSKUFVSQ-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[(4-pyridin-3-ylpyrimidin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C=2C=NC=CC=2)=N1 OKDIOKUSKUFVSQ-OAHLLOKOSA-N 0.000 claims 1
NEOCKXPDULVZBD-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[(4-pyrimidin-5-ylpyrimidin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C=2C=NC=NC=2)=N1 NEOCKXPDULVZBD-CYBMUJFWSA-N 0.000 claims 1
BDBQZYYFFQPQLD-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[(5-methoxy-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]formamide Chemical compound C1=CC=C(OC)C2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NN=C21 BDBQZYYFFQPQLD-GFCCVEGCSA-N 0.000 claims 1
LGSOCDVLUCMDIY-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[(5-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]formamide Chemical compound C1=CC=C(C)C2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NN=C21 LGSOCDVLUCMDIY-CYBMUJFWSA-N 0.000 claims 1
NURINNKXUSFBFB-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[(5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC(C)=NC2=NC=NN12 NURINNKXUSFBFB-GFCCVEGCSA-N 0.000 claims 1
KBBKZPGZSKOOPO-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[(5-phenyl-1,2,4-triazin-3-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NN=CC(C=2C=CC=CC=2)=N1 KBBKZPGZSKOOPO-OAHLLOKOSA-N 0.000 claims 1
SEJZSPBFXGHMJI-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[(6-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]formamide Chemical compound C1=CC(C)=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NN=C21 SEJZSPBFXGHMJI-CYBMUJFWSA-N 0.000 claims 1
RCDFEXFTXNVZQO-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[(6-methylpyridin-2-yl)amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC=CC(C)=N1 RCDFEXFTXNVZQO-CYBMUJFWSA-N 0.000 claims 1
DKVOTYNJAWMLFA-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[[(6-morpholin-4-ylpyrimidin-4-yl)amino]carbamoyl]heptyl]formamide Chemical compound C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=CC(N2CCOCC2)=N1 DKVOTYNJAWMLFA-CQSZACIVSA-N 0.000 claims 1
CLAODPKBVSUTOO-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[[(6-pyrrol-1-ylpyridazin-3-yl)amino]carbamoyl]heptyl]formamide Chemical compound N1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=CC=C1N1C=CC=C1 CLAODPKBVSUTOO-CQSZACIVSA-N 0.000 claims 1
WBFYKSGRYVTDKY-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[(7-methoxy-1,2,4-benzotriazin-3-yl)amino]carbamoyl]-5-methylhexyl]formamide Chemical compound N1=C(NNC(=O)[C@H](CCC(C)C)CN(O)C=O)N=NC2=CC(OC)=CC=C21 WBFYKSGRYVTDKY-GFCCVEGCSA-N 0.000 claims 1
CMXTZURJOFHSBU-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[(7-methoxy-1,2,4-benzotriazin-3-yl)amino]carbamoyl]-6-methylheptyl]formamide Chemical compound N1=C(NNC(=O)[C@H](CCCC(C)C)CN(O)C=O)N=NC2=CC(OC)=CC=C21 CMXTZURJOFHSBU-CYBMUJFWSA-N 0.000 claims 1
HTMLARSIXBDCIC-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[(7-methoxy-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]formamide Chemical compound C1=C(OC)C=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NN=C21 HTMLARSIXBDCIC-GFCCVEGCSA-N 0.000 claims 1
FHELWJZRCJGXRD-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[(7-methoxy-1,2,4-benzotriazin-3-yl)amino]carbamoyl]octyl]formamide Chemical compound C1=C(OC)C=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCCC)=NN=C21 FHELWJZRCJGXRD-CYBMUJFWSA-N 0.000 claims 1
HYMXBKALYKRAIZ-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[(7-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]formamide Chemical compound C1=C(C)C=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NN=C21 HYMXBKALYKRAIZ-CYBMUJFWSA-N 0.000 claims 1
XGCHEWHTRVHSQB-GOSISDBHSA-N n-hydroxy-n-[(2r)-2-[[[1-(7-methoxy-1-benzofuran-2-carbonyl)piperidin-4-yl]amino]carbamoyl]heptyl]formamide Chemical compound C1CC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)CCN1C(=O)C1=CC2=CC=CC(OC)=C2O1 XGCHEWHTRVHSQB-GOSISDBHSA-N 0.000 claims 1
QCIRKOUYMDALET-YMBRHYMPSA-N n-hydroxy-n-[(2r)-2-[[[2-oxo-1-[2-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl)ethyl]-3,4-dihydropyridin-4-yl]amino]carbamoyl]heptyl]formamide Chemical compound C1=CC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)CC(=O)N1CCC1=CC=C(CCCN2)C2=N1 QCIRKOUYMDALET-YMBRHYMPSA-N 0.000 claims 1
UTIXQQDHXQCWKZ-QGZVFWFLSA-N n-hydroxy-n-[(2r)-2-[[[2-oxo-1-[[3-(trifluoromethyl)phenyl]methyl]pyridin-4-yl]amino]carbamoyl]heptyl]formamide Chemical compound O=C1C=C(NNC(=O)[C@@H](CN(O)C=O)CCCCC)C=CN1CC1=CC=CC(C(F)(F)F)=C1 UTIXQQDHXQCWKZ-QGZVFWFLSA-N 0.000 claims 1
YKUFTTKAXRLQBD-MRXNPFEDSA-N n-hydroxy-n-[(2r)-2-[[[4-(4-methylpiperazin-1-yl)-6-(propylamino)-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(NCCC)=NC(N2CCN(C)CC2)=N1 YKUFTTKAXRLQBD-MRXNPFEDSA-N 0.000 claims 1
NYJCQNVAPHZMQR-MRXNPFEDSA-N n-hydroxy-n-[(2r)-2-[[[4-(4-methylsulfonylphenyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C=2C=CC(=CC=2)S(C)(=O)=O)=N1 NYJCQNVAPHZMQR-MRXNPFEDSA-N 0.000 claims 1
JVRJHZJETRVGNP-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]octyl]formamide Chemical compound CCCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C(F)(F)F)=N1 JVRJHZJETRVGNP-LLVKDONJSA-N 0.000 claims 1
GIUXBGDUKPQXBQ-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[[[4-[2-methoxyethyl(methyl)amino]-6-methyl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=NC(N(C)CCOC)=N1 GIUXBGDUKPQXBQ-CQSZACIVSA-N 0.000 claims 1
OBUSYDJFUJXEIH-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[[4-[2-methoxyethyl(methyl)amino]-6-propan-2-yl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C(C)C)=NC(N(C)CCOC)=N1 OBUSYDJFUJXEIH-OAHLLOKOSA-N 0.000 claims 1
QBRYNYZKOGSUSW-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[[4-[2-methoxyethyl(methyl)amino]-6-propyl-1,3,5-triazin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(CCC)=NC(N(C)CCOC)=N1 QBRYNYZKOGSUSW-OAHLLOKOSA-N 0.000 claims 1
OCWKCWISSYRTJP-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[[4-methyl-3-(trifluoromethyl)pyridin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C)=C1C(F)(F)F OCWKCWISSYRTJP-GFCCVEGCSA-N 0.000 claims 1
HWUMDWVFZZGGPG-QGZVFWFLSA-N n-hydroxy-n-[(2r)-2-[[[4-methyl-6-[(4-methylpiperazin-1-yl)methyl]pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=CC(CN2CCN(C)CC2)=N1 HWUMDWVFZZGGPG-QGZVFWFLSA-N 0.000 claims 1
OPWHJNWHQXCPNS-SECBINFHSA-N n-hydroxy-n-[(2r)-2-[[[4-oxo-6-(trifluoromethyl)-1h-pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C(F)(F)F)=CC(=O)N1 OPWHJNWHQXCPNS-SECBINFHSA-N 0.000 claims 1
IDGPJZWFNGBYCT-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[[[5-(2-hydroxyethylamino)-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(NCCO)C(C(F)(F)F)=N1 IDGPJZWFNGBYCT-LLVKDONJSA-N 0.000 claims 1
SJVFMPNCMRZMFI-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[[5-(2-methoxyethylamino)-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(NCCOC)C(C(F)(F)F)=N1 SJVFMPNCMRZMFI-GFCCVEGCSA-N 0.000 claims 1
STDHFEBYPIQVJS-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[[5-(2-pyridin-2-ylhydrazinyl)-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1NNC1=CC=CC=N1 STDHFEBYPIQVJS-CYBMUJFWSA-N 0.000 claims 1
YCRKHDOYHNCVGS-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[[[5-(4-methylpiperazin-1-yl)-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1N1CCN(C)CC1 YCRKHDOYHNCVGS-CQSZACIVSA-N 0.000 claims 1
GOMOUOSSSKLUKE-MRXNPFEDSA-N n-hydroxy-n-[(2r)-2-[[[5-(4-pyrimidin-2-ylpiperazin-1-yl)-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1N1CCN(C=2N=CC=CN=2)CC1 GOMOUOSSSKLUKE-MRXNPFEDSA-N 0.000 claims 1
SJCYVPSLGILMNR-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[[[5-(5-methyl-1,3,4-oxadiazol-2-yl)-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1C1=NN=C(C)O1 SJCYVPSLGILMNR-LLVKDONJSA-N 0.000 claims 1
GKIHCILCYNXFDE-GFCCVEGCSA-N n-hydroxy-n-[(2r)-2-[[[5-(methoxymethoxymethyl)-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(COCOC)C(C(F)(F)F)=N1 GKIHCILCYNXFDE-GFCCVEGCSA-N 0.000 claims 1
AJQXMDPVSSEMTB-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[[5-(morpholine-4-carbonyl)-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1C(=O)N1CCOCC1 AJQXMDPVSSEMTB-CYBMUJFWSA-N 0.000 claims 1
XLHVLWQPAZXTHX-MRXNPFEDSA-N n-hydroxy-n-[(2r)-2-[[[5-[4-(2-hydroxyethoxy)phenyl]-1,2,4-triazin-3-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NN=CC(C=2C=CC(OCCO)=CC=2)=N1 XLHVLWQPAZXTHX-MRXNPFEDSA-N 0.000 claims 1
XQUSFLHYIWHJGE-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[[5-[4-(2-hydroxyethyl)piperazin-1-yl]-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1N1CCN(CCO)CC1 XQUSFLHYIWHJGE-OAHLLOKOSA-N 0.000 claims 1
NXEVGIHOVCTKHY-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[[[5-methyl-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(C)C(C(F)(F)F)=N1 NXEVGIHOVCTKHY-LLVKDONJSA-N 0.000 claims 1
DTDOPSBKZNYAOW-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[[5-morpholin-4-yl-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1N1CCOCC1 DTDOPSBKZNYAOW-CYBMUJFWSA-N 0.000 claims 1
LBMVDVMYMUKBOR-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[[5-piperazin-1-yl-4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1N1CCNCC1 LBMVDVMYMUKBOR-CYBMUJFWSA-N 0.000 claims 1
MYUGCUJJQORNJO-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[[[5-pyridin-3-yl-2-(trifluoromethyl)pyrimidin-4-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C(F)(F)F)=NC=C1C1=CC=CN=C1 MYUGCUJJQORNJO-CQSZACIVSA-N 0.000 claims 1
RHGYSOJQAVCJFO-CQSZACIVSA-N n-hydroxy-n-[(2r)-2-[[[5-pyridin-4-yl-2-(trifluoromethyl)pyrimidin-4-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C(F)(F)F)=NC=C1C1=CC=NC=C1 RHGYSOJQAVCJFO-CQSZACIVSA-N 0.000 claims 1
MUJLOOSQXCTHRO-OAHLLOKOSA-N n-hydroxy-n-[(2r)-2-[[[6-(pyridin-2-ylmethyl)pyridazin-3-yl]amino]carbamoyl]heptyl]formamide Chemical compound N1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=CC=C1CC1=CC=CC=N1 MUJLOOSQXCTHRO-OAHLLOKOSA-N 0.000 claims 1
DCHIUDIKUZNWNW-SNVBAGLBSA-N n-hydroxy-n-[(2r)-2-[[[6-(trifluoromethyl)pyridazin-3-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC=C(C(F)(F)F)N=N1 DCHIUDIKUZNWNW-SNVBAGLBSA-N 0.000 claims 1
SHSMHZSVHXMXIR-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[[[6-(trifluoromethyl)pyridin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC=CC(C(F)(F)F)=N1 SHSMHZSVHXMXIR-LLVKDONJSA-N 0.000 claims 1
BAXYQWVDVWHJJY-SNVBAGLBSA-N n-hydroxy-n-[(2r)-2-[[[6-(trifluoromethyl)pyrimidin-4-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC(C(F)(F)F)=NC=N1 BAXYQWVDVWHJJY-SNVBAGLBSA-N 0.000 claims 1
QXNBGEDJHUITMF-QGZVFWFLSA-N n-hydroxy-n-[(2r)-2-[[[6-[(4-methylpiperazin-1-yl)methyl]pyridin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC=CC(CN2CCN(C)CC2)=N1 QXNBGEDJHUITMF-QGZVFWFLSA-N 0.000 claims 1
SBYBRJDDSCRYOH-LJQANCHMSA-N n-hydroxy-n-[(2r)-2-[[[6-[(4-pyrimidin-2-ylpiperazin-1-yl)methyl]pyridin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=CC=CC(CN2CCN(CC2)C=2N=CC=CN=2)=N1 SBYBRJDDSCRYOH-LJQANCHMSA-N 0.000 claims 1
HMWNNEYXNPYTEC-LLVKDONJSA-N n-hydroxy-n-[(2r)-2-[[[7-(trifluoromethyl)-1,2,4-benzotriazin-3-yl]amino]carbamoyl]heptyl]formamide Chemical compound C1=C(C(F)(F)F)C=CC2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NN=C21 HMWNNEYXNPYTEC-LLVKDONJSA-N 0.000 claims 1
OOFNFXWMDSCBBT-LLVKDONJSA-N n-hydroxy-n-[(2r)-3-[2-(4-methylpyrimidin-2-yl)hydrazinyl]-3-oxo-2-(thiophen-2-ylmethyl)propyl]formamide Chemical compound CC1=CC=NC(NNC(=O)[C@@H](CN(O)C=O)CC=2SC=CC=2)=N1 OOFNFXWMDSCBBT-LLVKDONJSA-N 0.000 claims 1
DYWMPUFNTHXSBP-SECBINFHSA-N n-hydroxy-n-[(2r)-3-oxo-2-(thiophen-2-ylmethyl)-3-[2-[4-(trifluoromethyl)pyrimidin-2-yl]hydrazinyl]propyl]formamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(C=CN=1)C(F)(F)F)C1=CC=CS1 DYWMPUFNTHXSBP-SECBINFHSA-N 0.000 claims 1
AKDPWYSISAKRCO-SNVBAGLBSA-N n-hydroxy-n-[(2r)-4-thiophen-2-yl-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]butyl]formamide Chemical compound C([C@H](CN(O)C=O)C(=O)NNC=1N=C(C=CN=1)C(F)(F)F)CC1=CC=CS1 AKDPWYSISAKRCO-SNVBAGLBSA-N 0.000 claims 1
WWBNBYJFMIPMAW-SNVBAGLBSA-N n-hydroxy-n-[(2r)-5-methyl-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]hexyl]formamide Chemical compound CC(C)CC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C(F)(F)F)=N1 WWBNBYJFMIPMAW-SNVBAGLBSA-N 0.000 claims 1
PTCFNCUAPNORGA-MRVPVSSYSA-N n-hydroxy-n-[(2r)-6,6,6-trifluoro-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]hexyl]formamide Chemical compound FC(F)(F)CCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C(F)(F)F)=N1 PTCFNCUAPNORGA-MRVPVSSYSA-N 0.000 claims 1
CTIGBZCORSMHKO-CQSZACIVSA-N n-hydroxy-n-[(2r)-6-methyl-2-[[(5-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]formamide Chemical compound C1=CC=C(C)C2=NC(NNC(=O)[C@@H](CN(O)C=O)CCCC(C)C)=NN=C21 CTIGBZCORSMHKO-CQSZACIVSA-N 0.000 claims 1
QHNGRGJNIWKMTL-LLVKDONJSA-N n-hydroxy-n-[(2r)-6-methyl-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound CC(C)CCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C(F)(F)F)=N1 QHNGRGJNIWKMTL-LLVKDONJSA-N 0.000 claims 1
LNDGRSQQVFLRBV-CQSZACIVSA-N n-hydroxy-n-[(2r)-6-methyl-2-[[[4-piperazin-1-yl-6-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCC(C)C)=NC(N2CCNCC2)=C1 LNDGRSQQVFLRBV-CQSZACIVSA-N 0.000 claims 1
IEZFZGNTIZHBOS-GFCCVEGCSA-N n-hydroxy-n-[(2r)-7,7,7-trifluoro-2-[[(5-methyl-1,2,4-benzotriazin-3-yl)amino]carbamoyl]heptyl]formamide Chemical compound N1=C(NNC(=O)[C@H](CCCCC(F)(F)F)CN(O)C=O)N=C2C(C)=CC=CC2=N1 IEZFZGNTIZHBOS-GFCCVEGCSA-N 0.000 claims 1
QIJLQJOEXMEUCO-SECBINFHSA-N n-hydroxy-n-[(2r)-7,7,7-trifluoro-2-[[[4-(trifluoromethyl)pyrimidin-2-yl]amino]carbamoyl]heptyl]formamide Chemical compound FC(F)(F)CCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=CC(C(F)(F)F)=N1 QIJLQJOEXMEUCO-SECBINFHSA-N 0.000 claims 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
LWMPFIOTEAXAGV-UHFFFAOYSA-N piperidin-1-amine Chemical compound NN1CCCCC1 LWMPFIOTEAXAGV-UHFFFAOYSA-N 0.000 claims 1
125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
125000001412 tetrahydropyranyl group Chemical group 0.000 claims 1
125000001544 thienyl group Chemical group 0.000 claims 1
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 5
238000002360 preparation method Methods 0.000 description 5
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
MNFORVFSTILPAW-UHFFFAOYSA-N azetidin-2-one Chemical compound O=C1CCN1 MNFORVFSTILPAW-UHFFFAOYSA-N 0.000 description 4
WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 description 3
WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
239000000203 mixture Substances 0.000 description 3
239000002904 solvent Substances 0.000 description 3
JLZDPACSEXHVMY-LLVKDONJSA-N 2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-n,n-dimethyl-4-(trifluoromethyl)pyrimidine-5-carboxamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(C(=O)N(C)C)C(C(F)(F)F)=N1 JLZDPACSEXHVMY-LLVKDONJSA-N 0.000 description 2
DYACLLHYGWWLTQ-CQSZACIVSA-N 2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-n-piperidin-1-yl-4-(trifluoromethyl)pyrimidine-5-carboxamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1C(=O)NN1CCCCC1 DYACLLHYGWWLTQ-CQSZACIVSA-N 0.000 description 2
ASSZROFADKESAW-CYBMUJFWSA-N 2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-n-pyrrol-1-yl-4-(trifluoromethyl)pyrimidine-5-carboxamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1C(=O)NN1C=CC=C1 ASSZROFADKESAW-CYBMUJFWSA-N 0.000 description 2
VHYFNPMBLIVWCW-UHFFFAOYSA-N 4-Dimethylaminopyridine Chemical compound CN(C)C1=CC=NC=C1 VHYFNPMBLIVWCW-UHFFFAOYSA-N 0.000 description 2
0 CN(*)NC(C(CN(C=O)O)**)=O Chemical compound CN(*)NC(C(CN(C=O)O)**)=O 0.000 description 2
150000001408 amides Chemical class 0.000 description 2
150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
238000001914 filtration Methods 0.000 description 2
IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine hydrate Chemical compound O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 2
BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 description 2
HRNJKLYRKLUULR-SNVBAGLBSA-N methyl 2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-4-(trifluoromethyl)pyrimidine-5-carboxylate Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(C(=O)OC)C(C(F)(F)F)=N1 HRNJKLYRKLUULR-SNVBAGLBSA-N 0.000 description 2
TZIHFWKZFHZASV-UHFFFAOYSA-N methyl formate Chemical compound COC=O TZIHFWKZFHZASV-UHFFFAOYSA-N 0.000 description 2
BXZLSEZLVOZQKU-CYBMUJFWSA-N n-(2-fluorophenyl)-2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-4-(trifluoromethyl)pyrimidine-5-carboxamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1C(=O)NC1=CC=CC=C1F BXZLSEZLVOZQKU-CYBMUJFWSA-N 0.000 description 2
VKAJWMFBEMVQLY-MRVPVSSYSA-N n-[(2r)-2-(hydrazinecarbonyl)heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@@H](C(=O)NN)CN(O)C=O VKAJWMFBEMVQLY-MRVPVSSYSA-N 0.000 description 2
CMSTYEKGXSBIST-CYBMUJFWSA-N n-cyclopropyl-2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-6-methylpyrimidine-4-carboxamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=CC(C(=O)NC2CC2)=N1 CMSTYEKGXSBIST-CYBMUJFWSA-N 0.000 description 2
239000012044 organic layer Substances 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
CJWIFKOGFPBVTP-UHFFFAOYSA-N tert-butyl n-(1,3-benzodioxol-5-yl)-n-(methylamino)carbamate Chemical compound CC(C)(C)OC(=O)N(NC)C1=CC=C2OCOC2=C1 CJWIFKOGFPBVTP-UHFFFAOYSA-N 0.000 description 2
MYXAGMGSGIGXED-UHFFFAOYSA-N (sulfonylamino)carbamic acid Chemical compound OC(=O)NN=S(=O)=O MYXAGMGSGIGXED-UHFFFAOYSA-N 0.000 description 1
AVNWYWDBOVUISB-QGZVFWFLSA-N 2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-6-methyl-n,n-di(propan-2-yl)pyrimidine-4-carboxamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(C)=CC(C(=O)N(C(C)C)C(C)C)=N1 AVNWYWDBOVUISB-QGZVFWFLSA-N 0.000 description 1
HKZWMAVXNBPQJW-CYBMUJFWSA-N 2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-n-morpholin-4-yl-4-(trifluoromethyl)pyrimidine-5-carboxamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1C(=O)NN1CCOCC1 HKZWMAVXNBPQJW-CYBMUJFWSA-N 0.000 description 1
FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 description 1
OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
REYWJPJFIHWWNP-HXUWFJFHSA-N CCCCC[C@H](CN(C=O)OCC1=CC=CC=C1)C(=O)NN(C)C2=C3C(=CC=C2)OCO3 Chemical compound CCCCC[C@H](CN(C=O)OCC1=CC=CC=C1)C(=O)NN(C)C2=C3C(=CC=C2)OCO3 REYWJPJFIHWWNP-HXUWFJFHSA-N 0.000 description 1
GNKAZPVNRYBMKS-UHFFFAOYSA-N CN(C)c1ccncc1.CCN=C=NCCCN(C)C Chemical compound CN(C)c1ccncc1.CCN=C=NCCCN(C)C GNKAZPVNRYBMKS-UHFFFAOYSA-N 0.000 description 1
239000005973 Carvone Substances 0.000 description 1
OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
JPYQFYIEOUVJDU-UHFFFAOYSA-N beclamide Chemical compound ClCCC(=O)NCC1=CC=CC=C1 JPYQFYIEOUVJDU-UHFFFAOYSA-N 0.000 description 1
RXUBZLMIGSAPEJ-UHFFFAOYSA-N benzyl n-aminocarbamate Chemical compound NNC(=O)OCC1=CC=CC=C1 RXUBZLMIGSAPEJ-UHFFFAOYSA-N 0.000 description 1
ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Natural products CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
239000007822 coupling agent Substances 0.000 description 1
125000004210 cyclohexylmethyl group Chemical group [H]C([H])(*)C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
239000011521 glass Substances 0.000 description 1
125000000268 heptanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
125000005842 heteroatom Chemical group 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
125000000717 hydrazino group Chemical group [H]N([*])N([H])[H] 0.000 description 1
125000001183 hydrocarbyl group Chemical group 0.000 description 1
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
QTYIIXIGTKZSSR-UHFFFAOYSA-N n,n-diethylethanamine;tetrachloromethane;triphenylphosphane Chemical compound ClC(Cl)(Cl)Cl.CCN(CC)CC.C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 QTYIIXIGTKZSSR-UHFFFAOYSA-N 0.000 description 1
UPJVAXKAPIXXOB-HXUWFJFHSA-N n-[(2r)-2-[[1,3-benzodioxol-5-yl(methyl)amino]carbamoyl]heptyl]-n-phenylmethoxyformamide Chemical compound C([C@@H](CCCCC)C(=O)NN(C)C=1C=C2OCOC2=CC=1)N(C=O)OCC1=CC=CC=C1 UPJVAXKAPIXXOB-HXUWFJFHSA-N 0.000 description 1
PBGQJEHTDZNXLC-LLVKDONJSA-N n-[(2r)-2-[[[5-(dimethylamino)-4-fluoropyrimidin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(N(C)C)C(F)=N1 PBGQJEHTDZNXLC-LLVKDONJSA-N 0.000 description 1
TVHGVWWSNPMXKV-LLVKDONJSA-N n-[(2r)-2-[[[6-(dimethylamino)-7h-purin-2-yl]amino]carbamoyl]heptyl]-n-hydroxyformamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC(N(C)C)=C2N=CNC2=N1 TVHGVWWSNPMXKV-LLVKDONJSA-N 0.000 description 1
GZYMPCLTLIEEFE-MRXNPFEDSA-N n-benzyl-2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-4-(trifluoromethyl)pyrimidine-5-carboxamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=NC=C1C(=O)NCC1=CC=CC=C1 GZYMPCLTLIEEFE-MRXNPFEDSA-N 0.000 description 1
OLUCZSDNTTUEIG-CYBMUJFWSA-N n-hydroxy-n-[(2r)-2-[[[6-morpholin-4-yl-2-(trifluoromethyl)pyrimidin-4-yl]amino]carbamoyl]heptyl]formamide Chemical compound FC(F)(F)C1=NC(NNC(=O)[C@@H](CN(O)C=O)CCCCC)=CC(N2CCOCC2)=N1 OLUCZSDNTTUEIG-CYBMUJFWSA-N 0.000 description 1
WCGLOPIBARBWKT-GFCCVEGCSA-N n-tert-butyl-2-[2-[(2r)-2-[[formyl(hydroxy)amino]methyl]heptanoyl]hydrazinyl]-4-(trifluoromethyl)pyrimidine-5-carboxamide Chemical compound CCCCC[C@H](CN(O)C=O)C(=O)NNC1=NC=C(C(=O)NC(C)(C)C)C(C(F)(F)F)=N1 WCGLOPIBARBWKT-GFCCVEGCSA-N 0.000 description 1
NLXXVSKHVGDQAT-UHFFFAOYSA-N o-(oxan-2-yl)hydroxylamine Chemical compound NOC1CCCCO1 NLXXVSKHVGDQAT-UHFFFAOYSA-N 0.000 description 1
XYEOALKITRFCJJ-UHFFFAOYSA-N o-benzylhydroxylamine Chemical compound NOCC1=CC=CC=C1 XYEOALKITRFCJJ-UHFFFAOYSA-N 0.000 description 1
125000004043 oxo group Chemical group O=* 0.000 description 1
238000000746 purification Methods 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
239000007787 solid Substances 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1

JP2004508800A 2002-05-31 2003-05-30 ペプチドデホルミラーゼ阻害剤 Expired - Fee Related JP4563798B2 (ja)