CA2544591A1

CA2544591A1 - Methods of using and compositions comprising a jnk inhibitor for the treatment and management of asbestos-related diseases and disorders

Methods of using and compositions comprising a jnk inhibitor for the treatment and management of asbestos-related diseases and disorders Download PDF

Info

Publication number: CA2544591A1
Authority: CA; Canada
Prior art keywords: heterocycle; alkyl; aryl; arylalkyl; independently selected
Prior art date: 2003-11-06
Legal status : Abandoned

Application number

CA002544591A

Other languages

English (en)

French (fr)

Inventor

Jerome B. Zeldis

Current Assignee

Celgene Corp

Original Assignee

Individual

Priority date

2003-11-06

Filing date

2004-11-04

Publication date

2005-05-26

2004-11-04 Application filed by Individual filed Critical Individual

2005-05-26 Publication of CA2544591A1 publication Critical patent/CA2544591A1/en

Status Abandoned legal-status Critical Current

Links

239000012825 JNK inhibitor Substances 0.000 title claims abstract description 148
229940118135 JNK inhibitor Drugs 0.000 title claims abstract description 135
239000010425 asbestos Substances 0.000 title claims abstract description 81
229910052895 riebeckite Inorganic materials 0.000 title claims abstract description 81
238000000034 method Methods 0.000 title claims abstract description 79
238000011282 treatment Methods 0.000 title claims description 29
239000000203 mixture Substances 0.000 title description 35
208000037765 diseases and disorders Diseases 0.000 title description 3
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 144
201000010099 disease Diseases 0.000 claims abstract description 78
208000035475 disorder Diseases 0.000 claims abstract description 66
239000013543 active substance Substances 0.000 claims abstract description 62
150000003839 salts Chemical class 0.000 claims abstract description 34
238000001959 radiotherapy Methods 0.000 claims abstract description 18
238000001356 surgical procedure Methods 0.000 claims abstract description 17
238000002512 chemotherapy Methods 0.000 claims abstract description 16
125000000217 alkyl group Chemical group 0.000 claims description 143
125000001424 substituent group Chemical group 0.000 claims description 104
125000003118 aryl group Chemical group 0.000 claims description 87
-1 hydroxy, carboxy Chemical group 0.000 claims description 87
125000000623 heterocyclic group Chemical group 0.000 claims description 76
150000001875 compounds Chemical class 0.000 claims description 69
125000003710 aryl alkyl group Chemical group 0.000 claims description 63
125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 55
239000001257 hydrogen Substances 0.000 claims description 50
229910052739 hydrogen Inorganic materials 0.000 claims description 50
125000003545 alkoxy group Chemical group 0.000 claims description 43
229910052736 halogen Inorganic materials 0.000 claims description 37
150000002367 halogens Chemical class 0.000 claims description 37
125000000753 cycloalkyl group Chemical group 0.000 claims description 36
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 33
125000000592 heterocycloalkyl group Chemical group 0.000 claims description 29
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 28
125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 28
125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 24
206010035600 Pleural fibrosis Diseases 0.000 claims description 20
125000004103 aminoalkyl group Chemical group 0.000 claims description 20
AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical compound O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 claims description 19
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125000004429 atom Chemical group 0.000 claims description 18
125000001072 heteroaryl group Chemical group 0.000 claims description 18
125000004104 aryloxy group Chemical group 0.000 claims description 16
239000003795 chemical substances by application Substances 0.000 claims description 16
125000001188 haloalkyl group Chemical group 0.000 claims description 16
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 14
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 13
230000002265 prevention Effects 0.000 claims description 13
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 13
125000005842 heteroatom Chemical group 0.000 claims description 12
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 12
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125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 11
125000002102 aryl alkyloxo group Chemical group 0.000 claims description 11
206010003441 asbestosis Diseases 0.000 claims description 11
229910052757 nitrogen Inorganic materials 0.000 claims description 11
125000004963 sulfonylalkyl group Chemical group 0.000 claims description 11
125000004423 acyloxy group Chemical group 0.000 claims description 10
125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 10
125000002431 aminoalkoxy group Chemical group 0.000 claims description 10
125000004093 cyano group Chemical group *C#N 0.000 claims description 10
125000000000 cycloalkoxy group Chemical group 0.000 claims description 10
125000005112 cycloalkylalkoxy group Chemical group 0.000 claims description 10
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 10
125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 10
125000004001 thioalkyl group Chemical group 0.000 claims description 10
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125000001118 alkylidene group Chemical group 0.000 claims description 9
125000001691 aryl alkyl amino group Chemical group 0.000 claims description 9
125000001769 aryl amino group Chemical group 0.000 claims description 9
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MIMNFCVQODTQDP-NDLVEFNKSA-N oblimersen Chemical compound O=C1NC(=O)C(C)=CN1[C@@H]1O[C@H](COP(S)(=O)O[C@@H]2[C@H](O[C@H](C2)N2C3=NC=NC(N)=C3N=C2)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C3=C(C(NC(N)=N3)=O)N=C2)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C3=NC=NC(N)=C3N=C2)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(NC(=O)C(C)=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(N=C(N)C=C2)=O)COP(O)(=S)O[C@@H]2[C@H](O[C@H](C2)N2C(NC(=O)C(C)=C2)=O)CO)[C@@H](O)C1 MIMNFCVQODTQDP-NDLVEFNKSA-N 0.000 claims description 5
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108010017213 Granulocyte-Macrophage Colony-Stimulating Factor Proteins 0.000 claims description 4
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BPEGJWRSRHCHSN-UHFFFAOYSA-N Temozolomide Chemical compound O=C1N(C)N=NC2=C(C(N)=O)N=CN21 BPEGJWRSRHCHSN-UHFFFAOYSA-N 0.000 claims description 4
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239000002260 anti-inflammatory agent Substances 0.000 claims description 4
VSRXQHXAPYXROS-UHFFFAOYSA-N azanide;cyclobutane-1,1-dicarboxylic acid;platinum(2+) Chemical compound [NH2-].[NH2-].[Pt+2].OC(=O)C1(C(O)=O)CCC1 VSRXQHXAPYXROS-UHFFFAOYSA-N 0.000 claims description 4
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JXLYSJRDGCGARV-XQKSVPLYSA-N vincaleukoblastine Chemical compound C([C@@H](C[C@]1(C(=O)OC)C=2C(=CC3=C([C@]45[C@H]([C@@]([C@H](OC(C)=O)[C@]6(CC)C=CCN([C@H]56)CC4)(O)C(=O)OC)N3C)C=2)OC)C[C@@](C2)(O)CC)N2CCC2=C1NC1=CC=CC=C21 JXLYSJRDGCGARV-XQKSVPLYSA-N 0.000 claims description 4
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DLGOEMSEDOSKAD-UHFFFAOYSA-N Carmustine Chemical compound ClCCNC(=O)N(N=O)CCCl DLGOEMSEDOSKAD-UHFFFAOYSA-N 0.000 claims description 3
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