JP2014521595A5 - - Google Patents
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- JP2014521595A5 JP2014521595A5 JP2014512963A JP2014512963A JP2014521595A5 JP 2014521595 A5 JP2014521595 A5 JP 2014521595A5 JP 2014512963 A JP2014512963 A JP 2014512963A JP 2014512963 A JP2014512963 A JP 2014512963A JP 2014521595 A5 JP2014521595 A5 JP 2014521595A5
- Authority
- JP
- Japan
- Prior art keywords
- phenyl
- carbonyl
- methyl
- tetrahydroisoquinoline
- chloro
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
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- -1 methylsulfonylphenyl Chemical group 0.000 claims 283
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 86
- 229910052757 nitrogen Inorganic materials 0.000 claims 67
- 125000000217 alkyl group Chemical group 0.000 claims 46
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 33
- 125000001424 substituent group Chemical group 0.000 claims 28
- 125000002757 morpholinyl group Chemical group 0.000 claims 19
- 150000003839 salts Chemical class 0.000 claims 15
- 125000004188 dichlorophenyl group Chemical group 0.000 claims 13
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 12
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims 12
- UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical compound C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 claims 10
- 125000001624 naphthyl group Chemical group 0.000 claims 10
- 150000001875 compounds Chemical class 0.000 claims 9
- QPJVMBTYPHYUOC-UHFFFAOYSA-N methyl benzoate Chemical compound COC(=O)C1=CC=CC=C1 QPJVMBTYPHYUOC-UHFFFAOYSA-N 0.000 claims 9
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 8
- 206010028980 Neoplasm Diseases 0.000 claims 8
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 7
- 125000003709 fluoroalkyl group Chemical group 0.000 claims 7
- 239000005711 Benzoic acid Substances 0.000 claims 6
- 235000010233 benzoic acid Nutrition 0.000 claims 6
- 201000011510 cancer Diseases 0.000 claims 6
- 125000000068 chlorophenyl group Chemical group 0.000 claims 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 6
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 6
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 5
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 5
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 5
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 4
- 125000005843 halogen group Chemical group 0.000 claims 4
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 claims 4
- 229940095102 methyl benzoate Drugs 0.000 claims 4
- DUWWHGPELOTTOE-UHFFFAOYSA-N n-(5-chloro-2,4-dimethoxyphenyl)-3-oxobutanamide Chemical compound COC1=CC(OC)=C(NC(=O)CC(C)=O)C=C1Cl DUWWHGPELOTTOE-UHFFFAOYSA-N 0.000 claims 4
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims 4
- 125000006512 3,4-dichlorobenzyl group Chemical group [H]C1=C(Cl)C(Cl)=C([H])C(=C1[H])C([H])([H])* 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims 3
- 125000004212 difluorophenyl group Chemical group 0.000 claims 3
- 125000002541 furyl group Chemical group 0.000 claims 3
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- RXBQSKAZDONMAD-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[(5-chloronaphthalen-2-yl)sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=C(Cl)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 RXBQSKAZDONMAD-UHFFFAOYSA-N 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- 125000003386 piperidinyl group Chemical group 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 3
- JBKWHXIFPNSLTD-PGUFJCEWSA-N (3r)-2-[2-[4-chloro-3-(dibutylcarbamoyl)-5-methylpyrazol-1-yl]-5-(naphthalen-2-ylsulfonylcarbamoyl)benzoyl]-3,4-dihydro-1h-isoquinoline-3-carboxylic acid Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1[C@@H](C(O)=O)CC2=CC=CC=C2C1 JBKWHXIFPNSLTD-PGUFJCEWSA-N 0.000 claims 2
- LQGVQXJMCUVCDL-UHFFFAOYSA-N 1-[2-(7-bromo-3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-n,n-dibutyl-4-chloro-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC(Br)=CC=C2CC1 LQGVQXJMCUVCDL-UHFFFAOYSA-N 0.000 claims 2
- UNFUVOOUULTKSU-HKBQPEDESA-N 1-[2-[(3s)-3-(aminomethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]-4-[(8-chloronaphthalen-2-yl)sulfonylcarbamoyl]phenyl]-n,n-dibutyl-4-chloro-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(Cl)=CC=CC3=CC=2)C=C1C(=O)N1[C@H](CN)CC2=CC=CC=C2C1 UNFUVOOUULTKSU-HKBQPEDESA-N 0.000 claims 2
- PLXGXFWDLWAFQV-UHFFFAOYSA-N 1-[4-[(3-bromo-1-ethylindol-5-yl)sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-n,n-dibutyl-4-chloro-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(Br)=CN(CC)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 PLXGXFWDLWAFQV-UHFFFAOYSA-N 0.000 claims 2
- MDZNUJUVGWPOQN-HKBQPEDESA-N 1-[4-[(7-bromo-1-ethyl-2,3-dihydroindol-5-yl)sulfonylcarbamoyl]-2-[(3s)-3-(hydroxymethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]phenyl]-n,n-dibutyl-4-chloro-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C(Br)C=3N(CC)CCC=3C=2)C=C1C(=O)N1[C@H](CO)CC2=CC=CC=C2C1 MDZNUJUVGWPOQN-HKBQPEDESA-N 0.000 claims 2
- QKWJIINDCOQNRK-UHFFFAOYSA-N 1-[4-[(8-bromo-5-chloronaphthalen-2-yl)sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-n,n-dibutyl-4-chloro-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(Br)=CC=C(Cl)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 QKWJIINDCOQNRK-UHFFFAOYSA-N 0.000 claims 2
- HJKGGRAOPOFKBP-UHFFFAOYSA-N 1-[4-[(8-bromo-5-chloronaphthalen-2-yl)sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-n-butyl-4-chloro-n-[3-(4-chlorophenyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound N=1N(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C(Br)=CC=C(Cl)C3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C(C)=C(Cl)C=1C(=O)N(CCCC)C(C=1)=CC=CC=1C1=CC=C(Cl)C=C1 HJKGGRAOPOFKBP-UHFFFAOYSA-N 0.000 claims 2
- FOHGJCFZLDQMEW-UHFFFAOYSA-N 1-[4-[[1-(2-aminoethylsulfanyl)isoquinolin-6-yl]sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-n,n-dibutyl-4-chloro-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CN=C(SCCN)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 FOHGJCFZLDQMEW-UHFFFAOYSA-N 0.000 claims 2
- VEKYMEYLANKSFJ-XNTDXEJSSA-N 1-[4-[[5-[(e)-but-1-enyl]-1-ethyl-2,3-dihydroindol-6-yl]sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-n,n-dibutyl-4-chloro-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C(=CC=3CCN(CC)C=3C=2)\C=C\CC)C=C1C(=O)N1CC2=CC=CC=C2CC1 VEKYMEYLANKSFJ-XNTDXEJSSA-N 0.000 claims 2
- ALVSWPGGRKWZKA-QNGWXLTQSA-N 1-benzyl-n,n-dibutyl-2-[4-[(8-chloronaphthalen-2-yl)sulfonylcarbamoyl]-2-[(3s)-3-(hydroxymethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]phenyl]imidazole-4-carboxamide Chemical compound C=1C=C(C(=O)NS(=O)(=O)C=2C=C3C(Cl)=CC=CC3=CC=2)C=C(C(=O)N2[C@@H](CC3=CC=CC=C3C2)CO)C=1C1=NC(C(=O)N(CCCC)CCCC)=CN1CC1=CC=CC=C1 ALVSWPGGRKWZKA-QNGWXLTQSA-N 0.000 claims 2
- BNYCHCAYYYRJSH-UHFFFAOYSA-N 1h-pyrazole-5-carboxamide Chemical compound NC(=O)C1=CC=NN1 BNYCHCAYYYRJSH-UHFFFAOYSA-N 0.000 claims 2
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 claims 2
- QGLVWTFUWVTDEQ-UHFFFAOYSA-N 2-chloro-3-methoxyphenol Chemical compound COC1=CC=CC(O)=C1Cl QGLVWTFUWVTDEQ-UHFFFAOYSA-N 0.000 claims 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 2
- GEEXMHIHBQKSSJ-XIFFEERXSA-N 3-[(3s)-3-(aminomethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]-4-[2-(dibutylamino)pyrimidin-4-yl]-n-naphthalen-2-ylsulfonylbenzamide Chemical compound CCCCN(CCCC)C1=NC=CC(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2[C@@H](CC3=CC=CC=C3C2)CN)=N1 GEEXMHIHBQKSSJ-XIFFEERXSA-N 0.000 claims 2
- XCUNSOMIYUNUQM-UHFFFAOYSA-N 3-[3-(dibutylcarbamoyl)-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazol-4-yl]propanoic acid Chemical compound CC1=C(CCC(O)=O)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 XCUNSOMIYUNUQM-UHFFFAOYSA-N 0.000 claims 2
- KNOSJNLSDKBBLW-NDEPHWFRSA-N 4-[5-chloro-2-(dipropylamino)pyrimidin-4-yl]-n-(8-chloronaphthalen-2-yl)sulfonyl-3-[(3s)-3-(hydroxymethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]benzamide Chemical compound CCCN(CCC)C1=NC=C(Cl)C(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C(Cl)=CC=CC3=CC=2)C(=O)N2[C@@H](CC3=CC=CC=C3C2)CO)=N1 KNOSJNLSDKBBLW-NDEPHWFRSA-N 0.000 claims 2
- SKOSRRLHHVWCGQ-UHFFFAOYSA-N 4-bromo-n,n-dibutyl-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Br)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 SKOSRRLHHVWCGQ-UHFFFAOYSA-N 0.000 claims 2
- UKUVSYWDQMWZTO-UHFFFAOYSA-N 4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methyl-n,n-bis(3,3,3-trifluoropropyl)pyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCC(F)(F)F)CCC(F)(F)F)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 UKUVSYWDQMWZTO-UHFFFAOYSA-N 0.000 claims 2
- SXHAJYCAPGDHJZ-UHFFFAOYSA-N 4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methyl-n,n-bis(4,4,4-trifluorobutyl)pyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC(F)(F)F)CCCC(F)(F)F)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 SXHAJYCAPGDHJZ-UHFFFAOYSA-N 0.000 claims 2
- MPRXRNYTHLYHFJ-UHFFFAOYSA-N 4-chloro-n-[(3,4-dichlorophenyl)methyl]-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-n,5-dimethylpyrazole-3-carboxamide Chemical compound N=1N(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C(C)=C(Cl)C=1C(=O)N(C)CC1=CC=C(Cl)C(Cl)=C1 MPRXRNYTHLYHFJ-UHFFFAOYSA-N 0.000 claims 2
- VKKZCFYKPPJCNK-UHFFFAOYSA-N 5-butyl-4-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-1-phenylpyrazole-3-carboxylic acid Chemical compound CCCCC1=C(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C(C(O)=O)=NN1C1=CC=CC=C1 VKKZCFYKPPJCNK-UHFFFAOYSA-N 0.000 claims 2
- IPSVQZZGOCLELT-PWLYXOBOSA-N C(CCC)N(C(=O)C=1N=CN(C=1)C(CC1=C(C=C(C=C1)C(NS(=O)(=O)C1=CC2=C(C=CC=C2C=C1)Cl)=O)C(=O)N1CC2=CC=CC=C2C[C@H]1CO)C1=CC=CC=C1)CCCC Chemical compound C(CCC)N(C(=O)C=1N=CN(C=1)C(CC1=C(C=C(C=C1)C(NS(=O)(=O)C1=CC2=C(C=CC=C2C=C1)Cl)=O)C(=O)N1CC2=CC=CC=C2C[C@H]1CO)C1=CC=CC=C1)CCCC IPSVQZZGOCLELT-PWLYXOBOSA-N 0.000 claims 2
- 101100167062 Caenorhabditis elegans chch-3 gene Proteins 0.000 claims 2
- 206010008342 Cervix carcinoma Diseases 0.000 claims 2
- 101150065749 Churc1 gene Proteins 0.000 claims 2
- CRFHCZSUKRFTST-UHFFFAOYSA-N ClC(C(=O)O)(C1=CC=CC=C1)OC1=CC=CC=C1 Chemical compound ClC(C(=O)O)(C1=CC=CC=C1)OC1=CC=CC=C1 CRFHCZSUKRFTST-UHFFFAOYSA-N 0.000 claims 2
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 claims 2
- 206010033128 Ovarian cancer Diseases 0.000 claims 2
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 2
- 102100038239 Protein Churchill Human genes 0.000 claims 2
- 208000006105 Uterine Cervical Neoplasms Diseases 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 125000005336 allyloxy group Chemical group 0.000 claims 2
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 claims 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 2
- 208000025997 central nervous system neoplasm Diseases 0.000 claims 2
- 201000010881 cervical cancer Diseases 0.000 claims 2
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 2
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims 2
- SRJOCJYGOFTFLH-UHFFFAOYSA-N isonipecotic acid Chemical compound OC(=O)C1CCNCC1 SRJOCJYGOFTFLH-UHFFFAOYSA-N 0.000 claims 2
- 201000001441 melanoma Diseases 0.000 claims 2
- VLNNKDKLTKRQCG-UHFFFAOYSA-N n,n-dibutyl-2-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-1-(2-trimethylsilylethoxymethyl)imidazole-4-carboxamide Chemical compound CCCCN(CCCC)C(=O)C1=CN(COCC[Si](C)(C)C)C(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)=N1 VLNNKDKLTKRQCG-UHFFFAOYSA-N 0.000 claims 2
- PIKFKOCRVFIPGN-UHFFFAOYSA-N n,n-dibutyl-2-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-1-(3-hydroxypropyl)imidazole-4-carboxamide Chemical compound CCCCN(CCCC)C(=O)C1=CN(CCCO)C(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)=N1 PIKFKOCRVFIPGN-UHFFFAOYSA-N 0.000 claims 2
- SLTIWTYLQDYWSQ-UHFFFAOYSA-N n,n-dibutyl-2-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-1-[2-(methylamino)-2-oxoethyl]imidazole-4-carboxamide Chemical compound CCCCN(CCCC)C(=O)C1=CN(CC(=O)NC)C(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)=N1 SLTIWTYLQDYWSQ-UHFFFAOYSA-N 0.000 claims 2
- VLBOEOQIOYVQRX-UHFFFAOYSA-N n,n-dibutyl-2-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-1-[3-(dimethylamino)propyl]imidazole-4-carboxamide Chemical compound CCCCN(CCCC)C(=O)C1=CN(CCCN(C)C)C(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)=N1 VLBOEOQIOYVQRX-UHFFFAOYSA-N 0.000 claims 2
- CXTUTYHDWYPXTA-UHFFFAOYSA-N n,n-dibutyl-2-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-1-methylimidazole-4-carboxamide Chemical compound CCCCN(CCCC)C(=O)C1=CN(C)C(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)=N1 CXTUTYHDWYPXTA-UHFFFAOYSA-N 0.000 claims 2
- HKOJOWTVTQVWQN-KDXMTYKHSA-N n,n-dibutyl-2-[2-[(3s)-3-(hydroxymethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-1-(3-morpholin-4-ylpropyl)imidazole-4-carboxamide Chemical compound C=1C=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C(C(=O)N2[C@@H](CC3=CC=CC=C3C2)CO)C=1C1=NC(C(=O)N(CCCC)CCCC)=CN1CCCN1CCOCC1 HKOJOWTVTQVWQN-KDXMTYKHSA-N 0.000 claims 2
- GWPYHDRNNYAMOT-HKBQPEDESA-N n,n-dibutyl-2-[4-[(8-chloronaphthalen-2-yl)sulfonylcarbamoyl]-2-[(3s)-3-(hydroxymethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]phenyl]-1-methylimidazole-4-carboxamide Chemical compound CCCCN(CCCC)C(=O)C1=CN(C)C(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C(Cl)=CC=CC3=CC=2)C(=O)N2[C@@H](CC3=CC=CC=C3C2)CO)=N1 GWPYHDRNNYAMOT-HKBQPEDESA-N 0.000 claims 2
- YHUNTFXMBIHQFS-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(2,4-dihydro-1h-quinazoline-3-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2NC1 YHUNTFXMBIHQFS-UHFFFAOYSA-N 0.000 claims 2
- JYHBVPJICQHVKX-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 JYHBVPJICQHVKX-UHFFFAOYSA-N 0.000 claims 2
- QMWOKQCCJRCJHO-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[(1-ethyl-2,3-dihydroindol-5-yl)sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(CC)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 QMWOKQCCJRCJHO-UHFFFAOYSA-N 0.000 claims 2
- YWQQPWTYAQIUIO-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[(1-ethyl-3-iodoindol-5-yl)sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(I)=CN(CC)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 YWQQPWTYAQIUIO-UHFFFAOYSA-N 0.000 claims 2
- TYKDIUUFZWNYRT-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[(1-ethyl-5-morpholin-4-yl-2,3-dihydroindol-6-yl)sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C(=CC=3CCN(CC)C=3C=2)N2CCOCC2)C=C1C(=O)N1CC2=CC=CC=C2CC1 TYKDIUUFZWNYRT-UHFFFAOYSA-N 0.000 claims 2
- KYYCZHDJJYVSGE-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[(5-nitronaphthalen-1-yl)sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C3=CC=CC(=C3C=CC=2)[N+]([O-])=O)C=C1C(=O)N1CC2=CC=CC=C2CC1 KYYCZHDJJYVSGE-UHFFFAOYSA-N 0.000 claims 2
- DTZGWXCTIQGELV-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[(7-hydroxynaphthalen-2-yl)sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(O)C=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 DTZGWXCTIQGELV-UHFFFAOYSA-N 0.000 claims 2
- DKJBPPVETUSFTM-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[(7-iodonaphthalen-2-yl)sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(I)C=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 DKJBPPVETUSFTM-UHFFFAOYSA-N 0.000 claims 2
- FKDMDSKFHZRDPC-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[(7-methoxynaphthalen-2-yl)sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(OC)C=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 FKDMDSKFHZRDPC-UHFFFAOYSA-N 0.000 claims 2
- QLBAHGPUBSFZCS-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[(7-propan-2-yloxynaphthalen-2-yl)sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(OC(C)C)C=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 QLBAHGPUBSFZCS-UHFFFAOYSA-N 0.000 claims 2
- ZCJXKCAZRTUQTM-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[(8-iodonaphthalen-2-yl)sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(I)=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 ZCJXKCAZRTUQTM-UHFFFAOYSA-N 0.000 claims 2
- NLMJTHMYRXWLQO-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[1-(2-morpholin-4-ylacetyl)-2,3-dihydroindol-5-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(C3=CC=2)C(=O)CN2CCOCC2)C=C1C(=O)N1CC2=CC=CC=C2CC1 NLMJTHMYRXWLQO-UHFFFAOYSA-N 0.000 claims 2
- MYPGMJZNMDAIGZ-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[1-(2-phenylsulfanylacetyl)-2,3-dihydroindol-5-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(C3=CC=2)C(=O)CSC=2C=CC=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 MYPGMJZNMDAIGZ-UHFFFAOYSA-N 0.000 claims 2
- TXHZPQYVPKYFSV-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[1-(2-phenylsulfanylethyl)-2,3-dihydroindol-5-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(CCSC=4C=CC=CC=4)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 TXHZPQYVPKYFSV-UHFFFAOYSA-N 0.000 claims 2
- PASCCIIGBLBHTP-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[1-(3-morpholin-4-ylpropanoyl)-2,3-dihydroindol-5-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(C3=CC=2)C(=O)CCN2CCOCC2)C=C1C(=O)N1CC2=CC=CC=C2CC1 PASCCIIGBLBHTP-UHFFFAOYSA-N 0.000 claims 2
- ATFNNFCGKLYNFJ-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[1-(morpholine-4-carbonyl)-2,3-dihydroindol-5-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(C3=CC=2)C(=O)N2CCOCC2)C=C1C(=O)N1CC2=CC=CC=C2CC1 ATFNNFCGKLYNFJ-UHFFFAOYSA-N 0.000 claims 2
- FQMYURWPKXNYSP-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[1-[(1-methylindol-6-yl)methyl]-2,3-dihydroindol-5-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(CC=4C=C5N(C)C=CC5=CC=4)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 FQMYURWPKXNYSP-UHFFFAOYSA-N 0.000 claims 2
- ISDWFFFEGRQAJM-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[6-(dimethylamino)naphthalen-2-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC(=CC3=CC=2)N(C)C)C=C1C(=O)N1CC2=CC=CC=C2CC1 ISDWFFFEGRQAJM-UHFFFAOYSA-N 0.000 claims 2
- DCHRFOCEOUIJQJ-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[7-(2-hydroxyethoxy)naphthalen-2-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(OCCO)C=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 DCHRFOCEOUIJQJ-UHFFFAOYSA-N 0.000 claims 2
- SWZJQIIOMSTLFU-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[7-(2-morpholin-4-ylethoxy)naphthalen-2-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(OCCN4CCOCC4)C=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 SWZJQIIOMSTLFU-UHFFFAOYSA-N 0.000 claims 2
- VUXIVXDMIVXIIX-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[7-(2-phenoxyethoxy)naphthalen-2-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(OCCOC=4C=CC=CC=4)C=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 VUXIVXDMIVXIIX-UHFFFAOYSA-N 0.000 claims 2
- AOCDMLKDBXIFIH-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[7-(3-morpholin-4-ylpropoxy)naphthalen-2-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(OCCCN4CCOCC4)C=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 AOCDMLKDBXIFIH-UHFFFAOYSA-N 0.000 claims 2
- JBHOQALSHLTKIL-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[7-(3-pyridin-4-ylpropoxy)naphthalen-2-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(OCCCC=4C=CN=CC=4)C=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 JBHOQALSHLTKIL-UHFFFAOYSA-N 0.000 claims 2
- BEQMZMXXKAONLU-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[7-(4-methylpiperazine-1-carbonyl)naphthalen-2-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(C=CC3=CC=2)C(=O)N2CCN(C)CC2)C=C1C(=O)N1CC2=CC=CC=C2CC1 BEQMZMXXKAONLU-UHFFFAOYSA-N 0.000 claims 2
- BDRXSDNHIQILIA-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[7-(dimethylcarbamoyl)naphthalen-2-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(C=CC3=CC=2)C(=O)N(C)C)C=C1C(=O)N1CC2=CC=CC=C2CC1 BDRXSDNHIQILIA-UHFFFAOYSA-N 0.000 claims 2
- GLBUGGAJOWHNCX-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[7-[1-(dimethylamino)propan-2-yloxy]naphthalen-2-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(OC(C)CN(C)C)C=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 GLBUGGAJOWHNCX-UHFFFAOYSA-N 0.000 claims 2
- ATRHWSZCOJBUME-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[[8-(3-morpholin-4-ylpropoxy)naphthalen-2-yl]sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(OCCCN4CCOCC4)=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 ATRHWSZCOJBUME-UHFFFAOYSA-N 0.000 claims 2
- GHWLWSBZEWGWGO-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-(4,4-dimethyl-1,3-dihydroisoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1CC(C)(C)C2=CC=CC=C2C1 GHWLWSBZEWGWGO-UHFFFAOYSA-N 0.000 claims 2
- XCELGEHXWSGXLN-MGBGTMOVSA-N n,n-dibutyl-4-chloro-1-[2-[(3r)-3-(hydroxymethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1[C@@H](CO)CC2=CC=CC=C2C1 XCELGEHXWSGXLN-MGBGTMOVSA-N 0.000 claims 2
- HAAYPHDQEKCEIM-QNGWXLTQSA-N n,n-dibutyl-4-chloro-1-[2-[(3s)-3-[(4-hydroxypiperidin-1-yl)methyl]-3,4-dihydro-1h-isoquinoline-2-carbonyl]-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1[C@H](CN2CCC(O)CC2)CC2=CC=CC=C2C1 HAAYPHDQEKCEIM-QNGWXLTQSA-N 0.000 claims 2
- YSCPSQHOWPIVTI-DHUJRADRSA-N n,n-dibutyl-4-chloro-1-[2-[(3s)-3-[(dimethylamino)methyl]-3,4-dihydro-1h-isoquinoline-2-carbonyl]-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1[C@H](CN(C)C)CC2=CC=CC=C2C1 YSCPSQHOWPIVTI-DHUJRADRSA-N 0.000 claims 2
- ODXSIKZDKOKTPJ-QNGWXLTQSA-N n,n-dibutyl-4-chloro-1-[2-[(3s)-3-[2-(dimethylamino)ethoxymethyl]-3,4-dihydro-1h-isoquinoline-2-carbonyl]-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1[C@H](COCCN(C)C)CC2=CC=CC=C2C1 ODXSIKZDKOKTPJ-QNGWXLTQSA-N 0.000 claims 2
- KYDZNJUZZWCFFK-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[2-[3-(dimethylamino)-1,5-dihydro-2,4-benzodiazepine-2-carbonyl]-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1C(N(C)C)=NCC2=CC=CC=C2C1 KYDZNJUZZWCFFK-UHFFFAOYSA-N 0.000 claims 2
- FHDSUXAQNHOCSB-LJAQVGFWSA-N n,n-dibutyl-4-chloro-1-[4-[(3,7-dibromo-1-ethylindol-5-yl)sulfonylcarbamoyl]-2-[(3s)-3-(hydroxymethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(Br)=CN(CC)C3=C(Br)C=2)C=C1C(=O)N1[C@H](CO)CC2=CC=CC=C2C1 FHDSUXAQNHOCSB-LJAQVGFWSA-N 0.000 claims 2
- WUSYFHJUCZLPFK-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[(3-chloro-1-ethylindol-5-yl)sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(Cl)=CN(CC)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 WUSYFHJUCZLPFK-UHFFFAOYSA-N 0.000 claims 2
- AFVHHQPZNSDDBU-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[(6-chloronaphthalen-2-yl)sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC(Cl)=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 AFVHHQPZNSDDBU-UHFFFAOYSA-N 0.000 claims 2
- QNJUPSQRBSPXOT-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[(8-chloronaphthalen-2-yl)sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(Cl)=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 QNJUPSQRBSPXOT-UHFFFAOYSA-N 0.000 claims 2
- ZFKWUDDMGBDWOX-DHUJRADRSA-N n,n-dibutyl-4-chloro-1-[4-[(8-chloronaphthalen-2-yl)sulfonylcarbamoyl]-2-[(3s)-3-(3-methoxypropoxymethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(Cl)=CC=CC3=CC=2)C=C1C(=O)N1[C@H](COCCCOC)CC2=CC=CC=C2C1 ZFKWUDDMGBDWOX-DHUJRADRSA-N 0.000 claims 2
- XMQUAUDYFWWYEM-HKBQPEDESA-N n,n-dibutyl-4-chloro-1-[4-[(8-chloronaphthalen-2-yl)sulfonylcarbamoyl]-2-[(3s)-3-(hydroxymethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(Cl)=CC=CC3=CC=2)C=C1C(=O)N1[C@H](CO)CC2=CC=CC=C2C1 XMQUAUDYFWWYEM-HKBQPEDESA-N 0.000 claims 2
- AXNXJZFARMWSSW-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[(8-cyanonaphthalen-2-yl)sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(C#N)=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 AXNXJZFARMWSSW-UHFFFAOYSA-N 0.000 claims 2
- BLLIVOFYDSUXAP-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[[1-(cyclohexylmethyl)-2,3-dihydroindol-5-yl]sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(CC4CCCCC4)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 BLLIVOFYDSUXAP-UHFFFAOYSA-N 0.000 claims 2
- SUJCNKKCPNFZSH-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[[1-[(3,4-dichlorophenyl)methyl]-2,3-dihydroindol-5-yl]sulfonylcarbamoyl]-2-(6,7-dimethoxy-3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(CC=4C=C(Cl)C(Cl)=CC=4)C3=CC=2)C=C1C(=O)N1CC2=CC(OC)=C(OC)C=C2CC1 SUJCNKKCPNFZSH-UHFFFAOYSA-N 0.000 claims 2
- KFNJCXMGMPSCBV-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[[1-[(3,4-dichlorophenyl)methyl]-2,3-dihydroindol-6-yl]sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3N(CC=4C=C(Cl)C(Cl)=CC=4)CCC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 KFNJCXMGMPSCBV-UHFFFAOYSA-N 0.000 claims 2
- WYYKCZSTSKFROK-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[[1-[(3,4-difluorophenyl)methyl]-2,3-dihydroindol-5-yl]sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(CC=4C=C(F)C(F)=CC=4)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 WYYKCZSTSKFROK-UHFFFAOYSA-N 0.000 claims 2
- GRCOPBLTFWZUGX-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[[1-[(6-chloropyridin-2-yl)methyl]-2,3-dihydroindol-5-yl]sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(CC=4N=C(Cl)C=CC=4)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 GRCOPBLTFWZUGX-UHFFFAOYSA-N 0.000 claims 2
- VRNFPFIWOSOQRE-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[[1-[2-(3,4-dichlorophenyl)ethyl]-2,3-dihydroindol-5-yl]sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3CCN(CCC=4C=C(Cl)C(Cl)=CC=4)C3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 VRNFPFIWOSOQRE-UHFFFAOYSA-N 0.000 claims 2
- AJGHLPNDGPUTKY-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[[7-[(3,4-dichlorophenyl)methoxy]naphthalen-2-yl]sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=C(OCC=4C=C(Cl)C(Cl)=CC=4)C=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 AJGHLPNDGPUTKY-UHFFFAOYSA-N 0.000 claims 2
- OKHBZYVIBVYKGD-UHFFFAOYSA-N n,n-dibutyl-4-chloro-1-[4-[[8-[(3,4-dichlorobenzoyl)amino]naphthalen-2-yl]sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(NC(=O)C=4C=C(Cl)C(Cl)=CC=4)=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 OKHBZYVIBVYKGD-UHFFFAOYSA-N 0.000 claims 2
- XBWFCYKWCNWBCX-UHFFFAOYSA-N n,n-dibutyl-4-chloro-5-[2-(cyclopropylsulfonylamino)-2-oxoethyl]-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]pyrazole-3-carboxamide Chemical compound ClC=1C(C(=O)N(CCCC)CCCC)=NN(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C=1CC(=O)NS(=O)(=O)C1CC1 XBWFCYKWCNWBCX-UHFFFAOYSA-N 0.000 claims 2
- FOBQWXYWANGVPV-QNGWXLTQSA-N n,n-dibutyl-4-chloro-5-methyl-1-[2-[(3s)-3-(morpholin-4-ylmethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]pyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1[C@H](CN2CCOCC2)CC2=CC=CC=C2C1 FOBQWXYWANGVPV-QNGWXLTQSA-N 0.000 claims 2
- JVAZZKKIBXEPQO-UHFFFAOYSA-N n,n-dibutyl-4-chloro-5-methyl-1-[2-[3-[(4-methylpiperazin-1-yl)methyl]-3,4-dihydro-1h-isoquinoline-2-carbonyl]-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]pyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1C(CN2CCN(C)CC2)CC2=CC=CC=C2C1 JVAZZKKIBXEPQO-UHFFFAOYSA-N 0.000 claims 2
- RVIVVZULGLVTLA-QNGWXLTQSA-N n,n-dibutyl-4-chloro-5-methyl-1-[4-(naphthalen-2-ylsulfonylcarbamoyl)-2-[(3s)-3-(pyrrolidin-1-ylmethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]phenyl]pyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1[C@H](CN2CCCC2)CC2=CC=CC=C2C1 RVIVVZULGLVTLA-QNGWXLTQSA-N 0.000 claims 2
- HKZKKXGVDSJGBA-LHEWISCISA-N n,n-dibutyl-4-chloro-5-methyl-1-[4-(naphthalen-2-ylsulfonylcarbamoyl)-2-[(3s)-3-[(piperidin-4-ylamino)methyl]-3,4-dihydro-1h-isoquinoline-2-carbonyl]phenyl]pyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1[C@H](CNC2CCNCC2)CC2=CC=CC=C2C1 HKZKKXGVDSJGBA-LHEWISCISA-N 0.000 claims 2
- ODEBBXGURJTPLH-UHFFFAOYSA-N n,n-dibutyl-4-chloro-5-methyl-1-[4-(naphthalen-2-ylsulfonylcarbamoyl)-2-[7-(trifluoromethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]phenyl]pyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC(C(F)(F)F)=CC=C2CC1 ODEBBXGURJTPLH-UHFFFAOYSA-N 0.000 claims 2
- AUHJAYOPASUTNK-RWYGWLOXSA-N n,n-dibutyl-4-chloro-5-methyl-1-[4-[[8-(2-morpholin-4-ylethoxy)naphthalen-2-yl]sulfonylcarbamoyl]-2-[(3s)-3-(morpholin-4-ylmethyl)-3,4-dihydro-1h-isoquinoline-2-carbonyl]phenyl]pyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCCC)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C(OCCN4CCOCC4)=CC=CC3=CC=2)C=C1C(=O)N1[C@H](CN2CCOCC2)CC2=CC=CC=C2C1 AUHJAYOPASUTNK-RWYGWLOXSA-N 0.000 claims 2
- XQTHXYLHRFJCOS-UHFFFAOYSA-N n,n-dibutyl-5-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[(8-iodonaphthalen-2-yl)sulfonylcarbamoyl]phenyl]-1-methylimidazole-4-carboxamide Chemical compound N1=CN(C)C(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C(I)=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)=C1C(=O)N(CCCC)CCCC XQTHXYLHRFJCOS-UHFFFAOYSA-N 0.000 claims 2
- CMWOWKOGGOXRFC-UHFFFAOYSA-N n,n-dibutyl-5-[4-[(8-chloronaphthalen-2-yl)sulfonylcarbamoyl]-2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)phenyl]-1-methylimidazole-4-carboxamide Chemical compound N1=CN(C)C(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C(Cl)=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)=C1C(=O)N(CCCC)CCCC CMWOWKOGGOXRFC-UHFFFAOYSA-N 0.000 claims 2
- LHKKKBDRIGECGZ-UHFFFAOYSA-N n-[(4-butoxyphenyl)methyl]-n-butyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound C1=CC(OCCCC)=CC=C1CN(CCCC)C(=O)C1=NN(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C(C)=C1Cl LHKKKBDRIGECGZ-UHFFFAOYSA-N 0.000 claims 2
- VZIWLJLKCQVLLL-UHFFFAOYSA-N n-benzyl-n-butyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound N=1N(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C(C)=C(Cl)C=1C(=O)N(CCCC)CC1=CC=CC=C1 VZIWLJLKCQVLLL-UHFFFAOYSA-N 0.000 claims 2
- RRVZBMTTXJSXCN-UHFFFAOYSA-N n-butyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methyl-n-(1-methylindol-2-yl)pyrazole-3-carboxamide Chemical compound C1=CC=C2N(C)C(N(C(=O)C=3C(=C(C)N(N=3)C=3C(=CC(=CC=3)C(=O)NS(=O)(=O)C=3C=C4C=CC=CC4=CC=3)C(=O)N3CC4=CC=CC=C4CC3)Cl)CCCC)=CC2=C1 RRVZBMTTXJSXCN-UHFFFAOYSA-N 0.000 claims 2
- GQRWVLMLNXVUAH-UHFFFAOYSA-N n-butyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methyl-n-(4-phenylphenyl)pyrazole-3-carboxamide Chemical compound N=1N(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C(C)=C(Cl)C=1C(=O)N(CCCC)C(C=C1)=CC=C1C1=CC=CC=C1 GQRWVLMLNXVUAH-UHFFFAOYSA-N 0.000 claims 2
- CDORUCIYLCFUNR-UHFFFAOYSA-N n-butyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methyl-n-(naphthalen-2-ylmethyl)pyrazole-3-carboxamide Chemical compound C1=CC=CC2=CC(S(=O)(=O)NC(=O)C3=CC=C(C(=C3)C(=O)N3CC4=CC=CC=C4CC3)N3N=C(C(=C3C)Cl)C(=O)N(CC=3C=C4C=CC=CC4=CC=3)CCCC)=CC=C21 CDORUCIYLCFUNR-UHFFFAOYSA-N 0.000 claims 2
- CKLPJHDXVFFWRS-UHFFFAOYSA-N n-butyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methyl-n-phenylpyrazole-3-carboxamide Chemical compound N=1N(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C(C)=C(Cl)C=1C(=O)N(CCCC)C1=CC=CC=C1 CKLPJHDXVFFWRS-UHFFFAOYSA-N 0.000 claims 2
- ALYQHYLQVMWYMC-UHFFFAOYSA-N n-butyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-n-(3,4-dimethoxyphenyl)-5-methylpyrazole-3-carboxamide Chemical compound N=1N(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C(C)=C(Cl)C=1C(=O)N(CCCC)C1=CC=C(OC)C(OC)=C1 ALYQHYLQVMWYMC-UHFFFAOYSA-N 0.000 claims 2
- KWJKNRUEXNAQJN-UHFFFAOYSA-N n-butyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-n-(4-iodophenyl)-5-methylpyrazole-3-carboxamide Chemical compound N=1N(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C(C)=C(Cl)C=1C(=O)N(CCCC)C1=CC=C(I)C=C1 KWJKNRUEXNAQJN-UHFFFAOYSA-N 0.000 claims 2
- NHAXQNKZDZYHBW-UHFFFAOYSA-N n-butyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-n-[3-(1,3-dihydroxypropan-2-ylamino)-3-oxopropyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCC(=O)NC(CO)CO)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 NHAXQNKZDZYHBW-UHFFFAOYSA-N 0.000 claims 2
- UHSCUIZBUUAMCN-UHFFFAOYSA-N n-butyl-4-chloro-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-n-[3-[[1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl]amino]-3-oxopropyl]-5-methylpyrazole-3-carboxamide Chemical compound CC1=C(Cl)C(C(=O)N(CCC(=O)NC(CO)(CO)CO)CCCC)=NN1C1=CC=C(C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C=C1C(=O)N1CC2=CC=CC=C2CC1 UHSCUIZBUUAMCN-UHFFFAOYSA-N 0.000 claims 2
- CBTCULWSJZOPKF-UHFFFAOYSA-N n-butyl-4-chloro-n-[(3,4-dichlorophenyl)methyl]-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound N=1N(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C(C)=C(Cl)C=1C(=O)N(CCCC)CC1=CC=C(Cl)C(Cl)=C1 CBTCULWSJZOPKF-UHFFFAOYSA-N 0.000 claims 2
- JVWODSYGMAXGOZ-UHFFFAOYSA-N n-butyl-4-chloro-n-[(3,4-dichlorophenyl)methyl]-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-[(8-ethylsulfonylnaphthalen-2-yl)sulfonylcarbamoyl]phenyl]-5-methylpyrazole-3-carboxamide Chemical compound N=1N(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C(=CC=CC3=CC=2)S(=O)(=O)CC)C(=O)N2CC3=CC=CC=C3CC2)C(C)=C(Cl)C=1C(=O)N(CCCC)CC1=CC=C(Cl)C(Cl)=C1 JVWODSYGMAXGOZ-UHFFFAOYSA-N 0.000 claims 2
- TZFWMOIEZRUXNJ-UHFFFAOYSA-N n-butyl-4-chloro-n-[(3-chlorophenyl)methyl]-1-[2-(3,4-dihydro-1h-isoquinoline-2-carbonyl)-4-(naphthalen-2-ylsulfonylcarbamoyl)phenyl]-5-methylpyrazole-3-carboxamide Chemical compound N=1N(C=2C(=CC(=CC=2)C(=O)NS(=O)(=O)C=2C=C3C=CC=CC3=CC=2)C(=O)N2CC3=CC=CC=C3CC2)C(C)=C(Cl)C=1C(=O)N(CCCC)CC1=CC=CC(Cl)=C1 TZFWMOIEZRUXNJ-UHFFFAOYSA-N 0.000 claims 2
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| FR2986002B1 (fr) | 2012-01-24 | 2014-02-21 | Servier Lab | Nouveaux derives d'indolizine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| FR3008978A1 (fr) * | 2013-07-23 | 2015-01-30 | Servier Lab | "nouveaux derives d'indole et de pyrrole, leur procede de preparation et les compositions pharmaceutiques qui les contiennent" |
| FR3008977A1 (fr) | 2013-07-23 | 2015-01-30 | Servier Lab | Nouveaux derives d'isoindoline ou d'isoquinoline, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| FR3008976A1 (fr) * | 2013-07-23 | 2015-01-30 | Servier Lab | "nouveaux derives d'indolizine, leur procede de preparation et les compositions pharmaceutiques qui les contiennent" |
| FR3008975A1 (fr) * | 2013-07-23 | 2015-01-30 | Servier Lab | Nouveaux derives de pyrrole, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
| EP3180312B1 (en) | 2014-08-12 | 2019-10-16 | Loyola University Of Chicago | Indoline sulfonamide inhibitors of dape and ndm-1 and use of the same |
| CN104525253B (zh) * | 2014-12-05 | 2017-05-10 | 西华大学 | 三乙烯二胺在催化芳香醛与硝基烃反应生成硝基芳香醇中的催化剂用途 |
| CN104529784B (zh) * | 2014-12-05 | 2017-01-18 | 西华大学 | 一种硝基芳香醇的制备方法 |
| US10195213B2 (en) | 2015-03-13 | 2019-02-05 | Unity Biotechnology, Inc. | Chemical entities that kill senescent cells for use in treating age-related disease |
| CN105693522A (zh) * | 2016-03-10 | 2016-06-22 | 中国农业科学院上海兽医研究所 | 一种对硝基邻甲酚的制备方法 |
| CN108251104B (zh) * | 2018-02-27 | 2019-11-05 | 山东大学 | 一种取代吲哚-2-羧酸类Bcl-2小分子荧光探针及其应用 |
| WO2019166629A1 (en) | 2018-03-02 | 2019-09-06 | Inflazome Limited | Novel compounds |
| HUE071493T2 (hu) | 2018-04-29 | 2025-09-28 | Beigene Switzerland Gmbh | Bcl-2 inhibitorok |
| BR112022019525A2 (pt) | 2020-04-15 | 2023-11-14 | Beigene Ltd | Composto, composição farmacêutica e método para tratar doenças apoptóticas desreguladas |
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| DE19621522A1 (de) | 1996-05-29 | 1997-12-04 | Hoechst Schering Agrevo Gmbh | Neue N-Acylsulfonamide, neue Mischungen aus Herbiziden und Antidots und deren Verwendung |
| AR031130A1 (es) * | 2000-09-20 | 2003-09-10 | Abbott Lab | N-acilsulfonamidas promotoras de la apoptosis |
| US6831193B2 (en) | 2001-05-18 | 2004-12-14 | Abbott Laboratories | Trisubstituted-N-[(1S)-1,2,3,4-Tetrahydro-1-naphthalenyl]benzamides which inhibit P2X3 and P2X2/3 containing receptors |
| AU2004222341A1 (en) | 2003-03-18 | 2004-09-30 | Merck Sharp & Dohme Corp. | Tetrahydropyranyl cyclopentyl heterocylic amide modulators of chemokine receptor activity |
| EP1598341A1 (en) | 2004-05-21 | 2005-11-23 | Santhera Pharmaceuticals (Deutschland) Aktiengesellschaft | DPP-IV inhibitors |
| EP1655283A1 (en) | 2004-11-08 | 2006-05-10 | Evotec OAI AG | 11beta-HSD1 Inhibitors |
| JP2006316054A (ja) | 2005-04-15 | 2006-11-24 | Tanabe Seiyaku Co Ltd | 高コンダクタンス型カルシウム感受性ｋチャネル開口薬 |
| US7601844B2 (en) | 2006-01-27 | 2009-10-13 | Bristol-Myers Squibb Company | Piperidinyl derivatives as modulators of chemokine receptor activity |
| TWI389895B (zh) * | 2006-08-21 | 2013-03-21 | Infinity Discovery Inc | 抑制ｂｃｌ蛋白質與結合夥伴間之交互作用的化合物及方法 |
| WO2008156614A2 (en) | 2007-06-14 | 2008-12-24 | Schering Corporation | Imidazopyrazines as protein kinase inhibitors |
| WO2009103439A1 (en) | 2008-02-21 | 2009-08-27 | Sanofi-Aventis | Chlorothiophene-isoxazoles as inhibitors of coagulation factors xa and thrombin |
| PT2254881E (pt) | 2008-02-21 | 2012-12-10 | Sanofi Sa | Clorotiofeno-amidas como inibidores de factores de coagulação xa e da trombina |
| WO2009105751A1 (en) | 2008-02-22 | 2009-08-27 | University Of South Florida | Acylsulfonamides and processes for producing the same |
| EP2265575A2 (en) | 2008-04-11 | 2010-12-29 | Merck Serono S.A. | Sulfonamides |
| UA108193C2 (uk) | 2008-12-04 | 2015-04-10 | Апоптозіндукуючий засіб для лікування раку і імунних і аутоімунних захворювань |
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- 2012-05-23 CN CN201280037247.XA patent/CN103732589B/zh not_active Expired - Fee Related
- 2012-05-23 US US14/122,173 patent/US9346795B2/en active Active
- 2012-05-23 WO PCT/US2012/039094 patent/WO2012162365A1/en not_active Ceased
- 2012-05-23 JP JP2014512963A patent/JP2014521595A/ja active Pending
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