JP2008538749A5 - - Google Patents
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- Publication number
- JP2008538749A5 JP2008538749A5 JP2008505929A JP2008505929A JP2008538749A5 JP 2008538749 A5 JP2008538749 A5 JP 2008538749A5 JP 2008505929 A JP2008505929 A JP 2008505929A JP 2008505929 A JP2008505929 A JP 2008505929A JP 2008538749 A5 JP2008538749 A5 JP 2008538749A5
- Authority
- JP
- Japan
- Prior art keywords
- ethyl
- propyl
- phenoxy
- ureido
- phenyl
- 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 trifluoromethoxy, aminocarbonyl Chemical group 0.000 claims 81
- 229910052757 nitrogen Inorganic materials 0.000 claims 29
- 150000001875 compounds Chemical class 0.000 claims 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 21
- 125000000623 heterocyclic group Chemical group 0.000 claims 17
- 125000003545 alkoxy group Chemical group 0.000 claims 16
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 15
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 14
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 13
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 13
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 11
- HBEDSQVIWPRPAY-UHFFFAOYSA-N 2,3-dihydrobenzofuran Chemical compound C1=CC=C2OCCC2=C1 HBEDSQVIWPRPAY-UHFFFAOYSA-N 0.000 claims 10
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 9
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 claims 8
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 7
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 7
- 125000006528 (C2-C6) alkyl group Chemical group 0.000 claims 7
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 claims 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 7
- 125000000217 alkyl group Chemical group 0.000 claims 7
- 125000000753 cycloalkyl group Chemical group 0.000 claims 7
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 7
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 claims 6
- 125000002947 alkylene group Chemical group 0.000 claims 6
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 6
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims 6
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 claims 5
- RFRXIWQYSOIBDI-UHFFFAOYSA-N benzarone Chemical compound CCC=1OC2=CC=CC=C2C=1C(=O)C1=CC=C(O)C=C1 RFRXIWQYSOIBDI-UHFFFAOYSA-N 0.000 claims 5
- 125000001072 heteroaryl group Chemical group 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 239000001301 oxygen Substances 0.000 claims 5
- 239000008194 pharmaceutical composition Substances 0.000 claims 5
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 4
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims 4
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims 4
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical class C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 125000004434 sulfur atom Chemical group 0.000 claims 4
- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical compound C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 claims 3
- QMNUDYFKZYBWQX-UHFFFAOYSA-N 1H-quinazolin-4-one Chemical compound C1=CC=C2C(=O)N=CNC2=C1 QMNUDYFKZYBWQX-UHFFFAOYSA-N 0.000 claims 3
- 125000001118 alkylidene group Chemical group 0.000 claims 3
- 125000003118 aryl group Chemical group 0.000 claims 3
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 3
- 201000010099 disease Diseases 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 125000001153 fluoro group Chemical group F* 0.000 claims 3
- 125000005843 halogen group Chemical group 0.000 claims 3
- 150000004677 hydrates Chemical class 0.000 claims 3
- PXZQEOJJUGGUIB-UHFFFAOYSA-N isoindolin-1-one Chemical compound C1=CC=C2C(=O)NCC2=C1 PXZQEOJJUGGUIB-UHFFFAOYSA-N 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 3
- 230000003287 optical effect Effects 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 239000012453 solvate Substances 0.000 claims 3
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 3
- 125000004454 (C1-C6) alkoxycarbonyl group Chemical group 0.000 claims 2
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 claims 2
- GLUABPSZMHYCNO-UHFFFAOYSA-N 1,2,3,3a,4,5,6,6a-octahydropyrrolo[3,2-b]pyrrole Chemical compound N1CCC2NCCC21 GLUABPSZMHYCNO-UHFFFAOYSA-N 0.000 claims 2
- GJKVQTRICWNJOP-UHFFFAOYSA-N 1,2,3,5-tetrahydro-4,1-benzoxazepine Chemical compound N1CCOCC2=CC=CC=C21 GJKVQTRICWNJOP-UHFFFAOYSA-N 0.000 claims 2
- FQUYSHZXSKYCSY-UHFFFAOYSA-N 1,4-diazepane Chemical compound C1CNCCNC1 FQUYSHZXSKYCSY-UHFFFAOYSA-N 0.000 claims 2
- HTSQWLLKIZBMEO-UHFFFAOYSA-N 1,5-diazocane Chemical compound C1CNCCCNC1 HTSQWLLKIZBMEO-UHFFFAOYSA-N 0.000 claims 2
- HYLJXJSMGIOVIK-UHFFFAOYSA-N 2,3,4,5-tetrahydro-1,5-benzoxazepine Chemical compound O1CCCNC2=CC=CC=C21 HYLJXJSMGIOVIK-UHFFFAOYSA-N 0.000 claims 2
- DDVRNOMZDQTUNS-UHFFFAOYSA-N 2,7-diazaspiro[4.4]nonane Chemical compound C1NCCC11CNCC1 DDVRNOMZDQTUNS-UHFFFAOYSA-N 0.000 claims 2
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 claims 2
- YRLORWPBJZEGBX-UHFFFAOYSA-N 3,4-dihydro-2h-1,4-benzoxazine Chemical compound C1=CC=C2NCCOC2=C1 YRLORWPBJZEGBX-UHFFFAOYSA-N 0.000 claims 2
- YWPMKTWUFVOFPL-UHFFFAOYSA-N 3,4-dihydro-2h-isoquinolin-1-one Chemical compound C1=CC=C2C(=O)NCCC2=C1 YWPMKTWUFVOFPL-UHFFFAOYSA-N 0.000 claims 2
- 208000007848 Alcoholism Diseases 0.000 claims 2
- 206010002383 Angina Pectoris Diseases 0.000 claims 2
- 208000019901 Anxiety disease Diseases 0.000 claims 2
- 206010003225 Arteriospasm coronary Diseases 0.000 claims 2
- 201000001320 Atherosclerosis Diseases 0.000 claims 2
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 2
- 208000032841 Bulimia Diseases 0.000 claims 2
- 206010006550 Bulimia nervosa Diseases 0.000 claims 2
- 208000011231 Crohn disease Diseases 0.000 claims 2
- 206010012335 Dependence Diseases 0.000 claims 2
- MYMOFIZGZYHOMD-UHFFFAOYSA-N Dioxygen Chemical compound O=O MYMOFIZGZYHOMD-UHFFFAOYSA-N 0.000 claims 2
- 208000018522 Gastrointestinal disease Diseases 0.000 claims 2
- 206010019280 Heart failures Diseases 0.000 claims 2
- 206010020751 Hypersensitivity Diseases 0.000 claims 2
- 206010020772 Hypertension Diseases 0.000 claims 2
- 206010061218 Inflammation Diseases 0.000 claims 2
- 101710151321 Melanostatin Proteins 0.000 claims 2
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims 2
- 102400000064 Neuropeptide Y Human genes 0.000 claims 2
- 208000008589 Obesity Diseases 0.000 claims 2
- 208000002193 Pain Diseases 0.000 claims 2
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 2
- 208000003782 Raynaud disease Diseases 0.000 claims 2
- 208000012322 Raynaud phenomenon Diseases 0.000 claims 2
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 claims 2
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 2
- 230000002159 abnormal effect Effects 0.000 claims 2
- 125000003282 alkyl amino group Chemical group 0.000 claims 2
- 230000007815 allergy Effects 0.000 claims 2
- 208000022531 anorexia Diseases 0.000 claims 2
- 230000036506 anxiety Effects 0.000 claims 2
- 210000003737 chromaffin cell Anatomy 0.000 claims 2
- 206010061428 decreased appetite Diseases 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 206010013663 drug dependence Diseases 0.000 claims 2
- 230000020595 eating behavior Effects 0.000 claims 2
- 230000037406 food intake Effects 0.000 claims 2
- 235000012631 food intake Nutrition 0.000 claims 2
- 230000004054 inflammatory process Effects 0.000 claims 2
- 208000001286 intracranial vasospasm Diseases 0.000 claims 2
- 208000028867 ischemia Diseases 0.000 claims 2
- 125000002950 monocyclic group Chemical group 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
- URPYMXQQVHTUDU-OFGSCBOVSA-N nucleopeptide y Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(N)=O)NC(=O)[C@H](CC=1NC=NC=1)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)CNC(=O)[C@H]1N(CCC1)C(=O)[C@H](CC(N)=O)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H]1N(CCC1)C(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H]1N(CCC1)C(=O)[C@@H](N)CC=1C=CC(O)=CC=1)C1=CC=C(O)C=C1 URPYMXQQVHTUDU-OFGSCBOVSA-N 0.000 claims 2
- 235000020824 obesity Nutrition 0.000 claims 2
- 230000036407 pain Effects 0.000 claims 2
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 claims 2
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 claims 2
- 125000003367 polycyclic group Chemical group 0.000 claims 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims 2
- 208000011117 substance-related disease Diseases 0.000 claims 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 2
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 2
- 125000006596 (C1-C3) alkylcarbonyloxy group Chemical group 0.000 claims 1
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 claims 1
- 125000004916 (C1-C6) alkylcarbonyl group Chemical group 0.000 claims 1
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 1
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 1
- QFCMBRXRVQRSSF-UHFFFAOYSA-N 1,2,3,3a,4,5,6,6a-octahydropyrrolo[3,4-c]pyrrole Chemical compound C1NCC2CNCC21 QFCMBRXRVQRSSF-UHFFFAOYSA-N 0.000 claims 1
- OGOWMVYFFWEWQT-UHFFFAOYSA-N 1,2,3,4-tetrahydro-[1]benzofuro[3,2-c]pyridine Chemical compound O1C2=CC=CC=C2C2=C1CCNC2 OGOWMVYFFWEWQT-UHFFFAOYSA-N 0.000 claims 1
- XNZPEHYZTCDIGW-UHFFFAOYSA-N 1,5-diazocan-2-one Chemical compound O=C1CCNCCCN1 XNZPEHYZTCDIGW-UHFFFAOYSA-N 0.000 claims 1
- DOUXDVJGQDOJQO-UHFFFAOYSA-N 1-(1-butylpiperidin-4-yl)-n-[2-fluoro-4-[3-fluoro-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]indole-5-carboxamide Chemical compound C1CN(CCCC)CCC1N1C2=CC=C(C(=O)NC=3C(=CC(OC=4C=C(F)C(NC(=O)NC(CC)CC)=CC=4)=CC=3)F)C=C2C=C1 DOUXDVJGQDOJQO-UHFFFAOYSA-N 0.000 claims 1
- ZNZQHUJVFBGGSS-UHFFFAOYSA-N 1-(1-butylpiperidin-4-yl)-n-[3-methyl-4-[4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]indole-5-carboxamide Chemical compound C1CN(CCCC)CCC1N1C2=CC=C(C(=O)NC=3C=C(C)C(OC=4C=CC(NC(=O)NC(CC)CC)=CC=4)=CC=3)C=C2C=C1 ZNZQHUJVFBGGSS-UHFFFAOYSA-N 0.000 claims 1
- IRVWBMPPWDTJQQ-UHFFFAOYSA-N 1-(1-butylpiperidin-4-yl)-n-[4-[2,5-difluoro-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]indole-5-carboxamide Chemical compound C1CN(CCCC)CCC1N1C2=CC=C(C(=O)NC=3C=CC(OC=4C(=CC(NC(=O)NC(CC)CC)=C(F)C=4)F)=CC=3)C=C2C=C1 IRVWBMPPWDTJQQ-UHFFFAOYSA-N 0.000 claims 1
- RNZACGFFOMPGMO-UHFFFAOYSA-N 1-(1-butylpiperidin-4-yl)-n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-2-fluorophenyl]indole-5-carboxamide Chemical compound C1CN(CCCC)CCC1N1C2=CC=C(C(=O)NC=3C(=CC(OC=4C(=CC(NC(=O)NC(CC)CC)=CC=4)OCC)=CC=3)F)C=C2C=C1 RNZACGFFOMPGMO-UHFFFAOYSA-N 0.000 claims 1
- CYKXUGCWXCBBTL-UHFFFAOYSA-N 1-(1-butylpiperidin-4-yl)-n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-2,3-dihydroindole-5-carboxamide Chemical compound C1CN(CCCC)CCC1N1C2=CC=C(C(=O)NC=3C=CC(OC=4C(=CC(NC(=O)NC(CC)CC)=CC=4)OCC)=CC=3)C=C2CC1 CYKXUGCWXCBBTL-UHFFFAOYSA-N 0.000 claims 1
- FZOJKYLOVHTPFT-UHFFFAOYSA-N 1-(1-butylpiperidin-4-yl)-n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]indole-5-carboxamide Chemical compound C1CN(CCCC)CCC1N1C2=CC=C(C(=O)NC=3C=CC(OC=4C(=CC(NC(=O)NC(CC)CC)=CC=4)OCC)=CC=3)C=C2C=C1 FZOJKYLOVHTPFT-UHFFFAOYSA-N 0.000 claims 1
- VLBAKMLLPHOSLB-UHFFFAOYSA-N 1-(1-butylpiperidin-4-yl)-n-[4-[4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]indole-5-carboxamide Chemical compound C1CN(CCCC)CCC1N1C2=CC=C(C(=O)NC=3C=CC(OC=4C=CC(NC(=O)NC(CC)CC)=CC=4)=CC=3)C=C2C=C1 VLBAKMLLPHOSLB-UHFFFAOYSA-N 0.000 claims 1
- KJHLAFQGWOZULA-UHFFFAOYSA-N 1-(1-butylpiperidin-4-yl)-n-[4-[5-fluoro-2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]indole-5-carboxamide Chemical compound C1CN(CCCC)CCC1N1C2=CC=C(C(=O)NC=3C=CC(OC=4C(=CC(NC(=O)NC(CC)CC)=C(F)C=4)OC)=CC=3)C=C2C=C1 KJHLAFQGWOZULA-UHFFFAOYSA-N 0.000 claims 1
- XCXKHVZKTQBQHC-UHFFFAOYSA-N 1-[3-(4-hydroxypiperidin-1-yl)propyl]-n-[4-[2-(methylcarbamoyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]indole-5-carboxamide Chemical compound CNC(=O)C1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(N(CCCN2CCC(O)CC2)C=C2)C2=C1 XCXKHVZKTQBQHC-UHFFFAOYSA-N 0.000 claims 1
- XNZJFGSDOWXSPQ-UHFFFAOYSA-N 1-[3-(4-hydroxypiperidin-1-yl)propyl]-n-[5-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]indole-5-carboxamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C1=CC=C(N(CCCN2CCC(O)CC2)C=C2)C2=C1 XNZJFGSDOWXSPQ-UHFFFAOYSA-N 0.000 claims 1
- CGAZZAAGCUADIW-UHFFFAOYSA-N 1-[3-methoxy-4-[4-[5-(1-methylpiperidin-4-yl)oxy-1-benzofuran-2-yl]phenoxy]phenyl]-3-pentan-3-ylurea Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC1=CC=C(C=2OC3=CC=C(OC4CCN(C)CC4)C=C3C=2)C=C1 CGAZZAAGCUADIW-UHFFFAOYSA-N 0.000 claims 1
- XYLYLOGJHZTKOJ-UHFFFAOYSA-N 1-[4-[2-[4-(1-butylpiperidin-4-yl)oxyphenyl]-1-ethylindol-5-yl]oxy-3-methoxyphenyl]-3-pentan-3-ylurea Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C=2N(C3=CC=C(OC=4C(=CC(NC(=O)NC(CC)CC)=CC=4)OC)C=C3C=2)CC)C=C1 XYLYLOGJHZTKOJ-UHFFFAOYSA-N 0.000 claims 1
- LXSJTVFHEQRNRV-UHFFFAOYSA-N 1-[4-[2-[4-(1-butylpiperidin-4-yl)oxyphenyl]-1-methylbenzimidazol-5-yl]oxy-3-methoxyphenyl]-3-pentan-3-ylurea Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C=2N(C3=CC=C(OC=4C(=CC(NC(=O)NC(CC)CC)=CC=4)OC)C=C3N=2)C)C=C1 LXSJTVFHEQRNRV-UHFFFAOYSA-N 0.000 claims 1
- FWRBJTIVZRKTOR-UHFFFAOYSA-N 1-[4-[2-[4-(1-butylpiperidin-4-yl)oxyphenyl]-1-propylbenzimidazol-5-yl]oxy-3-methoxyphenyl]-3-pentan-3-ylurea Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C=2N(C3=CC=C(OC=4C(=CC(NC(=O)NC(CC)CC)=CC=4)OC)C=C3N=2)CCC)C=C1 FWRBJTIVZRKTOR-UHFFFAOYSA-N 0.000 claims 1
- UQNPEVBBZSZTTD-UHFFFAOYSA-N 1-[4-[4-[6-(1-butylpiperidin-4-yl)oxy-1,3-benzoxazol-2-yl]phenoxy]-3-methoxyphenyl]-3-pentan-3-ylurea Chemical compound C1CN(CCCC)CCC1OC1=CC=C(N=C(O2)C=3C=CC(OC=4C(=CC(NC(=O)NC(CC)CC)=CC=4)OC)=CC=3)C2=C1 UQNPEVBBZSZTTD-UHFFFAOYSA-N 0.000 claims 1
- RJMPIGWZUXXIET-UHFFFAOYSA-N 1-[4-[4-[6-(1-butylpiperidin-4-yl)oxy-1,3-benzoxazol-2-yl]phenoxy]phenyl]-3-pentan-3-ylurea Chemical compound C1CN(CCCC)CCC1OC1=CC=C(N=C(O2)C=3C=CC(OC=4C=CC(NC(=O)NC(CC)CC)=CC=4)=CC=3)C2=C1 RJMPIGWZUXXIET-UHFFFAOYSA-N 0.000 claims 1
- XSLXLXJEDGWQPH-UHFFFAOYSA-N 1-[4-[4-[[4-(1-butylpiperidin-4-yl)oxyphenoxy]methyl]phenoxy]-3-methoxyphenyl]-3-pentan-3-ylurea Chemical compound C1CN(CCCC)CCC1OC(C=C1)=CC=C1OCC(C=C1)=CC=C1OC1=CC=C(NC(=O)NC(CC)CC)C=C1OC XSLXLXJEDGWQPH-UHFFFAOYSA-N 0.000 claims 1
- ZDSPRGPTRLSDRN-UHFFFAOYSA-N 1-[4-[[1-[4-(1-butylpiperidin-4-yl)oxy-3-methylbenzoyl]-2,3-dihydroindol-5-yl]oxy]-3-methoxyphenyl]-3-pentan-3-ylurea Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N2C3=CC=C(OC=4C(=CC(NC(=O)NC(CC)CC)=CC=4)OC)C=C3CC2)C=C1C ZDSPRGPTRLSDRN-UHFFFAOYSA-N 0.000 claims 1
- QZZWVJVJJNKWEA-UHFFFAOYSA-N 1-[4-[[1-[4-(1-butylpiperidin-4-yl)oxybenzoyl]-2,3-dihydroindol-5-yl]oxy]-3-methoxyphenyl]-3-pentan-3-ylurea Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N2C3=CC=C(OC=4C(=CC(NC(=O)NC(CC)CC)=CC=4)OC)C=C3CC2)C=C1 QZZWVJVJJNKWEA-UHFFFAOYSA-N 0.000 claims 1
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- HPNYZHCLCOXJSH-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-3,5-dimethylbenzamide Chemical compound C1CN(CCCC)CCC1OC1=C(C)C=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1C HPNYZHCLCOXJSH-UHFFFAOYSA-N 0.000 claims 1
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- GDSJVUOGBDCTTR-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-n-(1-methoxypropan-2-yl)benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(C(C)COC)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 GDSJVUOGBDCTTR-UHFFFAOYSA-N 0.000 claims 1
- NUZMEPMIHGYXAY-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-n-(2,2,2-trifluoroethyl)benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(CC(F)(F)F)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 NUZMEPMIHGYXAY-UHFFFAOYSA-N 0.000 claims 1
- OKXBJPFVXDWQCK-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-n-(2-methoxypropyl)benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(CC(C)OC)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 OKXBJPFVXDWQCK-UHFFFAOYSA-N 0.000 claims 1
- NYGQODCRDUNUGG-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-n-(2-methylpropyl)benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(CC(C)C)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 NYGQODCRDUNUGG-UHFFFAOYSA-N 0.000 claims 1
- TYEVBPSOPPXZDA-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-n-(3,3,3-trifluoropropyl)benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(CCC(F)(F)F)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 TYEVBPSOPPXZDA-UHFFFAOYSA-N 0.000 claims 1
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- ORLRWXZFNSLLHL-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-n-(oxan-4-yl)benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(C2CCOCC2)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 ORLRWXZFNSLLHL-UHFFFAOYSA-N 0.000 claims 1
- IXWINLQGPUSAHW-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-n-(oxolan-2-ylmethyl)benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(CC2OCCC2)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 IXWINLQGPUSAHW-UHFFFAOYSA-N 0.000 claims 1
- VLPZKEGLHGCFEO-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-n-(oxolan-3-yl)benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(C2COCC2)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 VLPZKEGLHGCFEO-UHFFFAOYSA-N 0.000 claims 1
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- FUQXMGWTHZZGGF-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[2-methyl-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)C)=CC=2)C=C1 FUQXMGWTHZZGGF-UHFFFAOYSA-N 0.000 claims 1
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- QGZVEFXYTCOMDN-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[3-fluoro-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-3-methoxybenzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C=C(F)C(NC(=O)NC(CC)CC)=CC=3)=CC=2)C=C1OC QGZVEFXYTCOMDN-UHFFFAOYSA-N 0.000 claims 1
- ITZCLHXHZFYJHX-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[3-fluoro-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-3-methylbenzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C=C(F)C(NC(=O)NC(CC)CC)=CC=3)=CC=2)C=C1C ITZCLHXHZFYJHX-UHFFFAOYSA-N 0.000 claims 1
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- MOPXYSCFOKGEEF-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[3-methoxy-4-(propan-2-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C=C(OC)C(NC(=O)NC(C)C)=CC=3)=CC=2)C=C1 MOPXYSCFOKGEEF-UHFFFAOYSA-N 0.000 claims 1
- DIFLHHSBHKYWKB-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[4-(dimethylaminocarbamoylamino)phenoxy]-3-(methoxymethyl)phenyl]-3-methoxybenzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2C=C(COC)C(OC=3C=CC(NC(=O)NN(C)C)=CC=3)=CC=2)C=C1OC DIFLHHSBHKYWKB-UHFFFAOYSA-N 0.000 claims 1
- YVXJZLNZIMCTQW-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[4-(dimethylaminocarbamoylamino)phenoxy]-3-(methoxymethyl)phenyl]-3-methylbenzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2C=C(COC)C(OC=3C=CC(NC(=O)NN(C)C)=CC=3)=CC=2)C=C1C YVXJZLNZIMCTQW-UHFFFAOYSA-N 0.000 claims 1
- YPHCLYRKHGYOLI-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[4-(pentan-3-ylcarbamoylamino)-2-propan-2-ylphenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)C(C)C)=CC=2)C=C1 YPHCLYRKHGYOLI-UHFFFAOYSA-N 0.000 claims 1
- UGNHMNFKESEJNK-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[4-(pentan-3-ylcarbamoylamino)phenoxy]-3-(trifluoromethyl)phenyl]benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2C=C(C(OC=3C=CC(NC(=O)NC(CC)CC)=CC=3)=CC=2)C(F)(F)F)C=C1 UGNHMNFKESEJNK-UHFFFAOYSA-N 0.000 claims 1
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- OOZLXYXTLVYKIS-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[5-fluoro-2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-n-(2-methoxyethyl)-3-methylbenzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(CCOC)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=C(F)C=3)OC)=CC=2)C=C1C OOZLXYXTLVYKIS-UHFFFAOYSA-N 0.000 claims 1
- JLHARIGFOPCLNN-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[5-fluoro-2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=C(F)C=3)OC)=CC=2)C=C1 JLHARIGFOPCLNN-UHFFFAOYSA-N 0.000 claims 1
- BXPVDHIZGWYUSG-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[4-[5-fluoro-2-methoxy-4-(propan-2-ylcarbamoylamino)phenoxy]phenyl]-3-methylbenzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(C)C)=C(F)C=3)OC)=CC=2)C=C1C BXPVDHIZGWYUSG-UHFFFAOYSA-N 0.000 claims 1
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- MLYFBLSRMGYQRK-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[5-[2-(methoxymethyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2SC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)COC)=CN=2)C=C1 MLYFBLSRMGYQRK-UHFFFAOYSA-N 0.000 claims 1
- ZVUPRKMRSLBISZ-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[5-[2-fluoro-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2SC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)F)=CN=2)C=C1 ZVUPRKMRSLBISZ-UHFFFAOYSA-N 0.000 claims 1
- UQRYDOGITUJXCR-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-[5-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)NC=2SC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CN=2)C=C1 UQRYDOGITUJXCR-UHFFFAOYSA-N 0.000 claims 1
- QOMJIWLMHFJFPP-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-ethyl-3-methoxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(CC)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1OC QOMJIWLMHFJFPP-UHFFFAOYSA-N 0.000 claims 1
- IWGDXPQCXQDSBZ-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-ethyl-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-3-methylbenzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(CC)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1C IWGDXPQCXQDSBZ-UHFFFAOYSA-N 0.000 claims 1
- FPJJKNSXYSXKNX-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-ethyl-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(CC)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 FPJJKNSXYSXKNX-UHFFFAOYSA-N 0.000 claims 1
- LFZNLWCIOZNFFI-UHFFFAOYSA-N 4-(1-butylpiperidin-4-yl)oxy-n-ethyl-n-[4-[5-fluoro-2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-3-methylbenzamide Chemical compound C1CN(CCCC)CCC1OC1=CC=C(C(=O)N(CC)C=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=C(F)C=3)OC)=CC=2)C=C1C LFZNLWCIOZNFFI-UHFFFAOYSA-N 0.000 claims 1
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- GADZXRRNUDZPOU-UHFFFAOYSA-N 4-(1-ethyl-3,6-dihydro-2h-pyridin-4-yl)-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-3-methylphenyl]benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C1=CC=C(C=2CCN(CC)CC=2)C=C1 GADZXRRNUDZPOU-UHFFFAOYSA-N 0.000 claims 1
- CFWSGLDWVOEREG-UHFFFAOYSA-N 4-(4-butyl-1,4-diazepan-1-yl)-n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCCN1C1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OCC)=CC=2)C=C1 CFWSGLDWVOEREG-UHFFFAOYSA-N 0.000 claims 1
- ZRJUHKOPGLUHEH-UHFFFAOYSA-N 4-(4-butyl-1,4-diazepan-1-yl)-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCCN1C1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 ZRJUHKOPGLUHEH-UHFFFAOYSA-N 0.000 claims 1
- JMCKGBWZTNUCHV-UHFFFAOYSA-N 4-(4-butyl-1,4-diazepan-1-yl)-n-[4-[5-fluoro-2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCCN1C1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=C(F)C=3)OC)=CC=2)C=C1 JMCKGBWZTNUCHV-UHFFFAOYSA-N 0.000 claims 1
- BQSHOHKYTKCXPT-UHFFFAOYSA-N 4-(4-butylpiperazin-1-yl)-n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-2-fluoro-5-methylbenzamide Chemical compound C1CN(CCCC)CCN1C1=CC(F)=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OCC)=CC=2)C=C1C BQSHOHKYTKCXPT-UHFFFAOYSA-N 0.000 claims 1
- IKHRUXPEYUBTBU-UHFFFAOYSA-N 4-(4-butylpiperazin-1-yl)-n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCN1C1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OCC)=CC=2)C=C1 IKHRUXPEYUBTBU-UHFFFAOYSA-N 0.000 claims 1
- PRVNOWRLOOUYAG-UHFFFAOYSA-N 4-(4-ethylpiperazine-1-carbonyl)-n-[3-methyl-4-[4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C1=CC=C(C(=O)N2CCN(CC)CC2)C=C1 PRVNOWRLOOUYAG-UHFFFAOYSA-N 0.000 claims 1
- UOZHOXNBJUWQER-UHFFFAOYSA-N 4-[(1-benzylpiperidin-4-yl)-methylamino]-n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound CCOC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(N(C)C2CCN(CC=3C=CC=CC=3)CC2)C=C1 UOZHOXNBJUWQER-UHFFFAOYSA-N 0.000 claims 1
- SONUAIKJYBKLAG-UHFFFAOYSA-N 4-[(1-benzylpiperidin-4-yl)amino]-n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound CCOC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1NC1CCN(CC=2C=CC=CC=2)CC1 SONUAIKJYBKLAG-UHFFFAOYSA-N 0.000 claims 1
- YQYJFFXGCJHPLR-UHFFFAOYSA-N 4-[(1-butylpiperidin-4-yl)-methylamino]-n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCC1N(C)C1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OCC)=CC=2)C=C1 YQYJFFXGCJHPLR-UHFFFAOYSA-N 0.000 claims 1
- FERWIRRKAZCBLG-UHFFFAOYSA-N 4-[(1-butylpiperidin-4-yl)-methylamino]-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCC1N(C)C1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 FERWIRRKAZCBLG-UHFFFAOYSA-N 0.000 claims 1
- QASRHWVUQZXSBK-UHFFFAOYSA-N 4-[(1-butylpiperidin-4-yl)-methylamino]-n-[4-[3-fluoro-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCC1N(C)C1=CC=C(C(=O)NC=2C=CC(OC=3C=C(F)C(NC(=O)NC(CC)CC)=CC=3)=CC=2)C=C1 QASRHWVUQZXSBK-UHFFFAOYSA-N 0.000 claims 1
- CEKINWILKSPEMJ-UHFFFAOYSA-N 4-[(1-butylpiperidin-4-yl)-methylamino]-n-[4-[5-fluoro-2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCC1N(C)C1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=C(F)C=3)OC)=CC=2)C=C1 CEKINWILKSPEMJ-UHFFFAOYSA-N 0.000 claims 1
- JQSALQCXJMNEMX-UHFFFAOYSA-N 4-[(1-butylpiperidin-4-yl)amino]-n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCCC)CCC1NC1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OCC)=CC=2)C=C1 JQSALQCXJMNEMX-UHFFFAOYSA-N 0.000 claims 1
- UHTRVMXMFFCGNX-UHFFFAOYSA-N 4-[1-(1-hydroxybutan-2-yl)piperidin-4-yl]oxy-n-[3-methyl-4-[4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(C(CC)CO)CC1 UHTRVMXMFFCGNX-UHFFFAOYSA-N 0.000 claims 1
- CTUIAOGXUAIYJC-UHFFFAOYSA-N 4-[1-(2-ethoxyethyl)piperidin-4-yl]oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CCOCC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 CTUIAOGXUAIYJC-UHFFFAOYSA-N 0.000 claims 1
- ZCGYJOCOUFJHMO-UHFFFAOYSA-N 4-[1-(2-ethoxyethyl)piperidin-4-yl]oxy-n-[4-[5-fluoro-2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-3-methylbenzamide Chemical compound C1CN(CCOCC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=C(F)C=3)OC)=CC=2)C=C1C ZCGYJOCOUFJHMO-UHFFFAOYSA-N 0.000 claims 1
- WSQSGEBZRQLGEX-UHFFFAOYSA-N 4-[1-(2-ethylbutyl)piperidin-4-yl]oxy-n-[3-methyl-4-[4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1CN(CC(CC)CC)CCC1OC1=CC=C(C(=O)NC=2C=C(C)C(OC=3C=CC(NC(=O)NC(CC)CC)=CC=3)=CC=2)C=C1 WSQSGEBZRQLGEX-UHFFFAOYSA-N 0.000 claims 1
- VZAMIYXUENHJJZ-UHFFFAOYSA-N 4-[1-(2-hydroxyethyl)piperidin-4-yl]oxy-n-[3-methyl-4-[4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCO)CC1 VZAMIYXUENHJJZ-UHFFFAOYSA-N 0.000 claims 1
- BTHSCLNXNULUPR-UHFFFAOYSA-N 4-[1-(2-hydroxyethyl)piperidin-4-yl]oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCO)CC1 BTHSCLNXNULUPR-UHFFFAOYSA-N 0.000 claims 1
- CYCQYHSYFMABRB-UHFFFAOYSA-N 4-[1-(2-methoxyethyl)piperidin-4-yl]oxy-n-[3-methyl-4-[4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCOC)CC1 CYCQYHSYFMABRB-UHFFFAOYSA-N 0.000 claims 1
- ZPPYOSNGWVZNRC-UHFFFAOYSA-N 4-[1-(2-methoxyethyl)piperidin-4-yl]oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCOC)CC1 ZPPYOSNGWVZNRC-UHFFFAOYSA-N 0.000 claims 1
- NUKKOFPCEDTWJX-UHFFFAOYSA-N 4-[1-(3-hydroxypropyl)piperidin-4-yl]oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-3-methylphenyl]benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCCO)CC1 NUKKOFPCEDTWJX-UHFFFAOYSA-N 0.000 claims 1
- FTQPJBFSJHCTMQ-UHFFFAOYSA-N 4-[1-(3-hydroxypropyl)piperidin-4-yl]oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCCO)CC1 FTQPJBFSJHCTMQ-UHFFFAOYSA-N 0.000 claims 1
- YQGXAEMZSRXDCE-UHFFFAOYSA-N 4-[1-(3-methylbutyl)piperidin-4-yl]oxy-n-[3-methyl-4-[4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound C1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCC(C)C)CC1 YQGXAEMZSRXDCE-UHFFFAOYSA-N 0.000 claims 1
- XDQAQZJXHHXBLO-UHFFFAOYSA-N 4-[1-(4-fluorobutyl)piperidin-4-yl]oxy-n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCCCF)CC1 XDQAQZJXHHXBLO-UHFFFAOYSA-N 0.000 claims 1
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- QYIGTPVHHKTJFI-UHFFFAOYSA-N n-[4-[2-(methoxymethyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-piperidin-4-yloxybenzamide Chemical compound COCC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCNCC1 QYIGTPVHHKTJFI-UHFFFAOYSA-N 0.000 claims 1
- WXPHCGUXDVYQBS-UHFFFAOYSA-N n-[4-[2-(methylcarbamoyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-1-(2-piperidin-1-ylethyl)indole-5-carboxamide Chemical compound CNC(=O)C1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(N(CCN2CCCCC2)C=C2)C2=C1 WXPHCGUXDVYQBS-UHFFFAOYSA-N 0.000 claims 1
- UVRISBYKKHACKC-UHFFFAOYSA-N n-[4-[2-(methylcarbamoyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-1-(3-piperidin-1-ylpropyl)indole-5-carboxamide Chemical compound CNC(=O)C1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(N(CCCN2CCCCC2)C=C2)C2=C1 UVRISBYKKHACKC-UHFFFAOYSA-N 0.000 claims 1
- HRPGMDVLGQWGIF-UHFFFAOYSA-N n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-2-fluorophenyl]-3-methyl-4-(1-methylpiperidin-4-yl)oxybenzamide Chemical compound CCOC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1F)=CC=C1NC(=O)C(C=C1C)=CC=C1OC1CCN(C)CC1 HRPGMDVLGQWGIF-UHFFFAOYSA-N 0.000 claims 1
- XGNARZWLEYPJOD-UHFFFAOYSA-N n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-3-methyl-4-(1-methylpiperidin-4-yl)oxybenzamide Chemical compound CCOC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1C)=CC=C1OC1CCN(C)CC1 XGNARZWLEYPJOD-UHFFFAOYSA-N 0.000 claims 1
- XLYAVFFQVWIUMN-UHFFFAOYSA-N n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(4-ethylpiperazin-1-yl)benzamide Chemical compound CCOC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(N2CCN(CC)CC2)C=C1 XLYAVFFQVWIUMN-UHFFFAOYSA-N 0.000 claims 1
- CPQHIJUNQASEAE-UHFFFAOYSA-N n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(4-methyl-1,4-diazepan-1-yl)benzamide Chemical compound CCOC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(N2CCN(C)CCC2)C=C1 CPQHIJUNQASEAE-UHFFFAOYSA-N 0.000 claims 1
- VLNZAFKUNMPMPZ-UHFFFAOYSA-N n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(piperidin-4-ylamino)benzamide Chemical compound CCOC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1NC1CCNCC1 VLNZAFKUNMPMPZ-UHFFFAOYSA-N 0.000 claims 1
- CQHURGMMHVEBCX-UHFFFAOYSA-N n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[(1-ethylpiperidin-4-yl)-methylamino]benzamide Chemical compound CCOC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(N(C)C2CCN(CC)CC2)C=C1 CQHURGMMHVEBCX-UHFFFAOYSA-N 0.000 claims 1
- OLXHZWLRTSFQEX-UHFFFAOYSA-N n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[(1-ethylpiperidin-4-yl)amino]benzamide Chemical compound CCOC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1NC1CCN(CC)CC1 OLXHZWLRTSFQEX-UHFFFAOYSA-N 0.000 claims 1
- MTIMREUGPBMZRG-UHFFFAOYSA-N n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[(4-ethylpiperazin-1-yl)methyl]benzamide Chemical compound CCOC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1CN1CCN(CC)CC1 MTIMREUGPBMZRG-UHFFFAOYSA-N 0.000 claims 1
- UPVSQKXGVHOGCO-UHFFFAOYSA-N n-[4-[2-ethoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[methyl(piperidin-4-yl)amino]benzamide Chemical compound CCOC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(N(C)C2CCNCC2)C=C1 UPVSQKXGVHOGCO-UHFFFAOYSA-N 0.000 claims 1
- HIGBOGGHQOEOCC-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-3-methylphenyl]-1-(3-piperidin-1-ylpropyl)indole-5-carboxamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C1=CC=C(N(CCCN2CCCCC2)C=C2)C2=C1 HIGBOGGHQOEOCC-UHFFFAOYSA-N 0.000 claims 1
- CRAANLVBDXZIQF-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-3-methylphenyl]-4-(1-methyl-3,6-dihydro-2h-pyridin-4-yl)benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C1=CC=C(C=2CCN(C)CC=2)C=C1 CRAANLVBDXZIQF-UHFFFAOYSA-N 0.000 claims 1
- UJQWYFMKZCMXTE-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-3-methylphenyl]-4-(1-propan-2-yl-3,6-dihydro-2h-pyridin-4-yl)benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C1=CC=C(C=2CCN(CC=2)C(C)C)C=C1 UJQWYFMKZCMXTE-UHFFFAOYSA-N 0.000 claims 1
- CMOBCYPQCNOJBR-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-3-methylphenyl]-4-(1-propan-2-ylpiperidin-4-yl)oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(C(C)C)CC1 CMOBCYPQCNOJBR-UHFFFAOYSA-N 0.000 claims 1
- GJWFHXUDTZLXLG-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-3-methylphenyl]-4-[1-(3-methylbutyl)piperidin-4-yl]oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCC(C)C)CC1 GJWFHXUDTZLXLG-UHFFFAOYSA-N 0.000 claims 1
- CZYWVVHGZBXOSA-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-3-methylphenyl]-4-piperidin-4-yloxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCNCC1 CZYWVVHGZBXOSA-UHFFFAOYSA-N 0.000 claims 1
- OFNBITKXJXTFJC-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-1-(1-methylpiperidin-4-yl)indole-5-carboxamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(N(C=C2)C3CCN(C)CC3)C2=C1 OFNBITKXJXTFJC-UHFFFAOYSA-N 0.000 claims 1
- NYDAXKWANOEOBM-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-2-methyl-3,4-dihydro-1h-[1]benzofuro[3,2-c]pyridine-8-carboxamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(OC2=C3CN(C)CC2)C3=C1 NYDAXKWANOEOBM-UHFFFAOYSA-N 0.000 claims 1
- AJOOEGXVGUAQIJ-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(1-methyl-3,6-dihydro-2h-pyridin-4-yl)benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(C=2CCN(C)CC=2)C=C1 AJOOEGXVGUAQIJ-UHFFFAOYSA-N 0.000 claims 1
- AZXBCGCDZNGESQ-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(1-methylpiperidin-4-yl)oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(C)CC1 AZXBCGCDZNGESQ-UHFFFAOYSA-N 0.000 claims 1
- SZCFYBRQLBKLOG-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(1-pentan-2-ylpiperidin-4-yl)oxybenzamide Chemical compound C1CN(C(C)CCC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 SZCFYBRQLBKLOG-UHFFFAOYSA-N 0.000 claims 1
- ADGSGHPJXPAZKO-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(1-propan-2-yl-3,6-dihydro-2h-pyridin-4-yl)benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(C=2CCN(CC=2)C(C)C)C=C1 ADGSGHPJXPAZKO-UHFFFAOYSA-N 0.000 claims 1
- UHKNIAZCMVRKIG-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(1-propan-2-ylpiperidin-4-yl)oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(C(C)C)CC1 UHKNIAZCMVRKIG-UHFFFAOYSA-N 0.000 claims 1
- KWBIFKAECWJVQX-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(1-propylpiperidin-4-yl)oxybenzamide Chemical compound C1CN(CCC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(CC)CC)=CC=3)OC)=CC=2)C=C1 KWBIFKAECWJVQX-UHFFFAOYSA-N 0.000 claims 1
- XMHRVMSBWWJTHJ-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(2,2,6,6-tetramethylpiperidin-4-yl)oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CC(C)(C)NC(C)(C)C1 XMHRVMSBWWJTHJ-UHFFFAOYSA-N 0.000 claims 1
- ZPNMOSOWIZWOPV-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[(1-propan-2-ylpiperidin-4-yl)methoxy]benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OCC1CCN(C(C)C)CC1 ZPNMOSOWIZWOPV-UHFFFAOYSA-N 0.000 claims 1
- BRWORHLCJQQOHY-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[1-(3,3,3-trifluoropropyl)piperidin-4-yl]oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCC(F)(F)F)CC1 BRWORHLCJQQOHY-UHFFFAOYSA-N 0.000 claims 1
- MCGUPVUHQADECY-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[1-(3-methoxypropyl)piperidin-4-yl]oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCCOC)CC1 MCGUPVUHQADECY-UHFFFAOYSA-N 0.000 claims 1
- NZMYQNHXZNUJBG-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[1-(3-methylbutyl)piperidin-4-yl]oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCC(C)C)CC1 NZMYQNHXZNUJBG-UHFFFAOYSA-N 0.000 claims 1
- VVDCHGRDXKJTHJ-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[1-(4,4,4-trifluorobutyl)piperidin-4-yl]oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCCC(F)(F)F)CC1 VVDCHGRDXKJTHJ-UHFFFAOYSA-N 0.000 claims 1
- TXSVHIPGMJQCHW-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[1-(oxan-4-yl)piperidin-4-yl]oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(C2CCOCC2)CC1 TXSVHIPGMJQCHW-UHFFFAOYSA-N 0.000 claims 1
- KZKXDGASENDEHL-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[1-[3-(oxan-4-ylamino)propyl]piperidin-4-yl]oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(CCCNC2CCOCC2)CC1 KZKXDGASENDEHL-UHFFFAOYSA-N 0.000 claims 1
- IIWLFZWJOMBKEU-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-piperidin-4-yloxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCNCC1 IIWLFZWJOMBKEU-UHFFFAOYSA-N 0.000 claims 1
- VHGMNXJBSSOEOQ-UHFFFAOYSA-N n-[4-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-n-(2-methylpropyl)-4-piperidin-4-yloxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC1=CC=C(N(CC(C)C)C(=O)C=2C=CC(OC3CCNCC3)=CC=2)C=C1 VHGMNXJBSSOEOQ-UHFFFAOYSA-N 0.000 claims 1
- CLYYHWLVSZMUDL-UHFFFAOYSA-N n-[4-[2-methoxy-4-(propan-2-ylcarbamoylamino)phenoxy]phenyl]-4-(1-propan-2-yl-3,6-dihydro-2h-pyridin-4-yl)benzamide Chemical compound COC1=CC(NC(=O)NC(C)C)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(C=2CCN(CC=2)C(C)C)C=C1 CLYYHWLVSZMUDL-UHFFFAOYSA-N 0.000 claims 1
- VUXHYPOHSOEXPH-UHFFFAOYSA-N n-[4-[2-methoxy-4-(propan-2-ylcarbamoylamino)phenoxy]phenyl]-4-[1-(2-methylpropyl)-3,6-dihydro-2h-pyridin-4-yl]benzamide Chemical compound COC1=CC(NC(=O)NC(C)C)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(C=2CCN(CC(C)C)CC=2)C=C1 VUXHYPOHSOEXPH-UHFFFAOYSA-N 0.000 claims 1
- CCKQOGWHYCVZTA-UHFFFAOYSA-N n-[4-[2-methoxy-5-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-3-(1-propan-2-ylpiperidin-4-yl)oxybenzamide Chemical compound CCC(CC)NC(=O)NC1=CC=C(OC)C(OC=2C=CC(NC(=O)C=3C=C(OC4CCN(CC4)C(C)C)C=CC=3)=CC=2)=C1 CCKQOGWHYCVZTA-UHFFFAOYSA-N 0.000 claims 1
- ODPDJDYRGPXZIB-UHFFFAOYSA-N n-[4-[2-methoxy-5-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(1-propan-2-ylpiperidin-3-yl)oxybenzamide Chemical compound CCC(CC)NC(=O)NC1=CC=C(OC)C(OC=2C=CC(NC(=O)C=3C=CC(OC4CN(CCC4)C(C)C)=CC=3)=CC=2)=C1 ODPDJDYRGPXZIB-UHFFFAOYSA-N 0.000 claims 1
- BGNBWJVCSQJQKH-UHFFFAOYSA-N n-[4-[2-methoxy-5-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(1-propan-2-ylpiperidin-4-yl)oxybenzamide Chemical compound CCC(CC)NC(=O)NC1=CC=C(OC)C(OC=2C=CC(NC(=O)C=3C=CC(OC4CCN(CC4)C(C)C)=CC=3)=CC=2)=C1 BGNBWJVCSQJQKH-UHFFFAOYSA-N 0.000 claims 1
- BZFFVDAPUMEUNY-UHFFFAOYSA-N n-[4-[3-fluoro-4-(pentan-3-ylcarbamoylamino)phenoxy]-3-methylphenyl]-3-(2-hydroxyethyl)-4-piperidin-4-yloxybenzamide Chemical compound C1=C(F)C(NC(=O)NC(CC)CC)=CC=C1OC(C(=C1)C)=CC=C1NC(=O)C(C=C1CCO)=CC=C1OC1CCNCC1 BZFFVDAPUMEUNY-UHFFFAOYSA-N 0.000 claims 1
- PZBPINODIVAYPS-UHFFFAOYSA-N n-[4-[3-fluoro-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-3-methyl-4-(1-methylpiperidin-4-yl)oxybenzamide Chemical compound C1=C(F)C(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1C)=CC=C1OC1CCN(C)CC1 PZBPINODIVAYPS-UHFFFAOYSA-N 0.000 claims 1
- BLDRNKYYLFKXGL-UHFFFAOYSA-N n-[4-[3-fluoro-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(1-methyl-3,6-dihydro-2h-pyridin-4-yl)benzamide Chemical compound C1=C(F)C(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C1=CC=C(C=2CCN(C)CC=2)C=C1 BLDRNKYYLFKXGL-UHFFFAOYSA-N 0.000 claims 1
- RJHVXXCFMVVXTD-UHFFFAOYSA-N n-[4-[4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-(1-propan-2-ylpiperidin-4-yl)oxybenzamide Chemical compound C1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OC1CCN(C(C)C)CC1 RJHVXXCFMVVXTD-UHFFFAOYSA-N 0.000 claims 1
- BVKKFUYJOXKDLQ-UHFFFAOYSA-N n-[4-[5-fluoro-2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-3-methyl-4-piperidin-4-yloxybenzamide Chemical compound C1=C(F)C(NC(=O)NC(CC)CC)=CC(OC)=C1OC(C=C1)=CC=C1NC(=O)C(C=C1C)=CC=C1OC1CCNCC1 BVKKFUYJOXKDLQ-UHFFFAOYSA-N 0.000 claims 1
- FYWXECIQFBXPOK-UHFFFAOYSA-N n-[4-[5-fluoro-2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[1-(2-methoxyethyl)piperidin-4-yl]oxy-3-methylbenzamide Chemical compound C1=C(F)C(NC(=O)NC(CC)CC)=CC(OC)=C1OC(C=C1)=CC=C1NC(=O)C(C=C1C)=CC=C1OC1CCN(CCOC)CC1 FYWXECIQFBXPOK-UHFFFAOYSA-N 0.000 claims 1
- KONRUKIKLIBOEO-UHFFFAOYSA-N n-[4-[5-fluoro-2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]phenyl]-4-[1-(3-methoxypropyl)piperidin-4-yl]oxy-3-methylbenzamide Chemical compound C1=C(F)C(NC(=O)NC(CC)CC)=CC(OC)=C1OC(C=C1)=CC=C1NC(=O)C(C=C1C)=CC=C1OC1CCN(CCCOC)CC1 KONRUKIKLIBOEO-UHFFFAOYSA-N 0.000 claims 1
- ATVMBOFRUAZIEO-UHFFFAOYSA-N n-[4-[5-fluoro-2-methoxy-4-(propan-2-ylcarbamoylamino)phenoxy]phenyl]-4-[1-(3-methoxypropyl)piperidin-4-yl]oxy-3-methylbenzamide Chemical compound C1CN(CCCOC)CCC1OC1=CC=C(C(=O)NC=2C=CC(OC=3C(=CC(NC(=O)NC(C)C)=C(F)C=3)OC)=CC=2)C=C1C ATVMBOFRUAZIEO-UHFFFAOYSA-N 0.000 claims 1
- LEQYGJWUJTWIAQ-UHFFFAOYSA-N n-[5-[2-(methoxymethyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-3-(1-propan-2-ylpiperidin-3-yl)oxybenzamide Chemical compound COCC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C1=CC=CC(OC2CN(CCC2)C(C)C)=C1 LEQYGJWUJTWIAQ-UHFFFAOYSA-N 0.000 claims 1
- UKAUSZWKHFBKFX-UHFFFAOYSA-N n-[5-[2-(methoxymethyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-3-(1-propan-2-ylpiperidin-4-yl)oxybenzamide Chemical compound COCC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C1=CC=CC(OC2CCN(CC2)C(C)C)=C1 UKAUSZWKHFBKFX-UHFFFAOYSA-N 0.000 claims 1
- XXFQAUJLEVHSSN-UHFFFAOYSA-N n-[5-[2-(methoxymethyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-(1-propan-2-ylpiperidin-3-yl)oxybenzamide Chemical compound COCC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C(C=C1)=CC=C1OC1CN(C(C)C)CCC1 XXFQAUJLEVHSSN-UHFFFAOYSA-N 0.000 claims 1
- CYDNTKGHCHLCBX-UHFFFAOYSA-N n-[5-[2-(methoxymethyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-(1-propan-2-ylpiperidin-4-yl)benzamide Chemical compound COCC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C1=CC=C(C2CCN(CC2)C(C)C)C=C1 CYDNTKGHCHLCBX-UHFFFAOYSA-N 0.000 claims 1
- JGVRMGLLQHNBOY-UHFFFAOYSA-N n-[5-[2-(methoxymethyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-(1-propan-2-ylpiperidin-4-yl)oxybenzamide Chemical compound COCC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C(C=C1)=CC=C1OC1CCN(C(C)C)CC1 JGVRMGLLQHNBOY-UHFFFAOYSA-N 0.000 claims 1
- JVXZKULDMLJLKU-UHFFFAOYSA-N n-[5-[2-(methoxymethyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-[(1-propan-2-ylpiperidin-3-yl)methoxy]benzamide Chemical compound COCC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C(C=C1)=CC=C1OCC1CN(C(C)C)CCC1 JVXZKULDMLJLKU-UHFFFAOYSA-N 0.000 claims 1
- PZVBSUMLDBLOLA-UHFFFAOYSA-N n-[5-[2-(methoxymethyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-[(1-propan-2-ylpiperidin-4-yl)methyl]benzamide Chemical compound COCC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C(C=C1)=CC=C1CC1CCN(C(C)C)CC1 PZVBSUMLDBLOLA-UHFFFAOYSA-N 0.000 claims 1
- IKYOSJQRGCHDTK-UHFFFAOYSA-N n-[5-[2-(methoxymethyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-[(1-propan-2-ylpiperidin-4-ylidene)methyl]benzamide Chemical compound COCC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C(C=C1)=CC=C1C=C1CCN(C(C)C)CC1 IKYOSJQRGCHDTK-UHFFFAOYSA-N 0.000 claims 1
- PFLMQZOAPLJKDP-UHFFFAOYSA-N n-[5-[2-(methoxymethyl)-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-n-methyl-4-(1-propan-2-ylpiperidin-4-yl)oxybenzamide Chemical compound COCC1=CC(NC(=O)NC(CC)CC)=CC=C1OC1=CN=C(N(C)C(=O)C=2C=CC(OC3CCN(CC3)C(C)C)=CC=2)S1 PFLMQZOAPLJKDP-UHFFFAOYSA-N 0.000 claims 1
- NWTLYGSKNDTPMO-UHFFFAOYSA-N n-[5-[2-[2-(methylamino)-2-oxoethyl]-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-[1-(2-methylpropyl)-3,6-dihydro-2h-pyridin-4-yl]benzamide Chemical compound CNC(=O)CC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C1=CC=C(C=2CCN(CC(C)C)CC=2)C=C1 NWTLYGSKNDTPMO-UHFFFAOYSA-N 0.000 claims 1
- HIPVWNLDIROBHV-UHFFFAOYSA-N n-[5-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-1-(2-piperidin-1-ylethyl)indole-5-carboxamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C1=CC=C(N(CCN2CCCCC2)C=C2)C2=C1 HIPVWNLDIROBHV-UHFFFAOYSA-N 0.000 claims 1
- BMKTWILXFOMNGG-UHFFFAOYSA-N n-[5-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-2-(2-piperidin-1-ylethyl)-1-propan-2-ylbenzimidazole-5-carboxamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C1=CC=C(N(C(C)C)C(CCN2CCCCC2)=N2)C2=C1 BMKTWILXFOMNGG-UHFFFAOYSA-N 0.000 claims 1
- TUTZHFDRKCRPNK-UHFFFAOYSA-N n-[5-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-(1-methylpiperidin-4-yl)oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C(C=C1)=CC=C1OC1CCN(C)CC1 TUTZHFDRKCRPNK-UHFFFAOYSA-N 0.000 claims 1
- KKRILSBRRMZZLD-UHFFFAOYSA-N n-[5-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-(1-propan-2-ylpiperidin-4-yl)oxybenzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C(C=C1)=CC=C1OC1CCN(C(C)C)CC1 KKRILSBRRMZZLD-UHFFFAOYSA-N 0.000 claims 1
- KQCZQUSMZFKEET-UHFFFAOYSA-N n-[5-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-(3-piperidin-1-ylpropanoylamino)benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C(C=C1)=CC=C1NC(=O)CCN1CCCCC1 KQCZQUSMZFKEET-UHFFFAOYSA-N 0.000 claims 1
- BKUSKBZVKGZKBV-UHFFFAOYSA-N n-[5-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-(3-piperidin-1-ylpropoxy)benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C(C=C1)=CC=C1OCCCN1CCCCC1 BKUSKBZVKGZKBV-UHFFFAOYSA-N 0.000 claims 1
- HDYYTPBLXMNEAP-UHFFFAOYSA-N n-[5-[2-methoxy-4-(pentan-3-ylcarbamoylamino)phenoxy]-1,3-thiazol-2-yl]-4-[(1-propan-2-ylpiperidin-4-yl)methoxy]benzamide Chemical compound COC1=CC(NC(=O)NC(CC)CC)=CC=C1OC(S1)=CN=C1NC(=O)C(C=C1)=CC=C1OCC1CCN(C(C)C)CC1 HDYYTPBLXMNEAP-UHFFFAOYSA-N 0.000 claims 1
- OHVNNYYCXSZMRM-UHFFFAOYSA-N n-[5-[4-(dimethylaminocarbamoylamino)-2-[2-(methylamino)-2-oxoethyl]phenoxy]-1,3-thiazol-2-yl]-4-(1-propan-2-ylpiperidin-4-yl)oxybenzamide Chemical compound CNC(=O)CC1=CC(NC(=O)NN(C)C)=CC=C1OC(S1)=CN=C1NC(=O)C(C=C1)=CC=C1OC1CCN(C(C)C)CC1 OHVNNYYCXSZMRM-UHFFFAOYSA-N 0.000 claims 1
- DLHJFHSTADOJAO-UHFFFAOYSA-N n-methyl-5-(pentan-3-ylcarbamoylamino)-2-[4-[[4-(3-piperidin-1-ylpropoxy)benzoyl]amino]phenoxy]benzamide Chemical compound CNC(=O)C1=CC(NC(=O)NC(CC)CC)=CC=C1OC(C=C1)=CC=C1NC(=O)C(C=C1)=CC=C1OCCCN1CCCCC1 DLHJFHSTADOJAO-UHFFFAOYSA-N 0.000 claims 1
- 150000002926 oxygen Chemical class 0.000 claims 1
- 125000005704 oxymethylene group Chemical group [H]C([H])([*:2])O[*:1] 0.000 claims 1
- IWELDVXSEVIIGI-UHFFFAOYSA-N piperazin-2-one Chemical compound O=C1CNCCN1 IWELDVXSEVIIGI-UHFFFAOYSA-N 0.000 claims 1
- 150000003053 piperidines Chemical class 0.000 claims 1
- 125000003386 piperidinyl group Chemical group 0.000 claims 1
- 125000004585 polycyclic heterocycle group Chemical group 0.000 claims 1
- 230000000069 prophylactic effect Effects 0.000 claims 1
- 208000020016 psychiatric disease Diseases 0.000 claims 1
- 150000003235 pyrrolidines Chemical class 0.000 claims 1
- 125000001453 quaternary ammonium group Chemical group 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 230000001105 regulatory effect Effects 0.000 claims 1
- 229920006395 saturated elastomer Polymers 0.000 claims 1
- 230000009329 sexual behaviour Effects 0.000 claims 1
- 230000001568 sexual effect Effects 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 1
- 208000019553 vascular disease Diseases 0.000 claims 1
- 0 CCC(N(C)*)=O Chemical compound CCC(N(C)*)=O 0.000 description 6
Applications Claiming Priority (2)
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| FR0503795A FR2884516B1 (fr) | 2005-04-15 | 2005-04-15 | Antagonistes npy, preparation et utilisations |
| PCT/FR2006/000829 WO2006108965A2 (fr) | 2005-04-15 | 2006-04-14 | Antagonistes npy, preparation et utilisations |
Publications (2)
| Publication Number | Publication Date |
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| JP2008538749A JP2008538749A (ja) | 2008-11-06 |
| JP2008538749A5 true JP2008538749A5 (https=) | 2009-04-09 |
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| EP (1) | EP1879887A2 (https=) |
| JP (1) | JP2008538749A (https=) |
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| NO (1) | NO20075322L (https=) |
| TN (1) | TNSN07376A1 (https=) |
| WO (1) | WO2006108965A2 (https=) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| AR051780A1 (es) * | 2004-11-29 | 2007-02-07 | Japan Tobacco Inc | Compuestos en anillo fusionados que contienen nitrogeno y utilizacion de los mismos |
| GB0512091D0 (en) * | 2005-06-14 | 2005-07-20 | Novartis Ag | Organic compounds |
| JP5301999B2 (ja) * | 2005-10-31 | 2013-09-25 | メルク・シャープ・アンド・ドーム・コーポレーション | Cetp阻害薬 |
| US7816535B2 (en) | 2006-01-25 | 2010-10-19 | Synta Pharmaceuticals Corp. | Vinyl-phenyl derivatives for inflammation and immune-related uses |
| US8012955B2 (en) | 2006-12-28 | 2011-09-06 | Rigel Pharmaceuticals, Inc. | N-substituted-heterocycloalkyloxybenzamide compounds and methods of use |
| EP2141994A4 (en) * | 2007-04-26 | 2011-05-18 | Avalon Pharmaceuticals | POLYCYCLIC COMPOUNDS AND USES THEREOF |
| CA2685266C (en) | 2007-04-27 | 2014-01-28 | Purdue Pharma L.P. | Trpv1 antagonists and uses thereof for the treatment of prevention of pain, ui and ulcer, ibd, or ibs in an animal |
| JP2008303155A (ja) * | 2007-06-06 | 2008-12-18 | Ube Ind Ltd | N−(ω−フルオロアルキル)環状アミン化合物の製法、並びに新規なN−(4−フルオロブチル)環状アミン化合物及びその製法 |
| JP2009035537A (ja) * | 2007-07-10 | 2009-02-19 | Nippon Synthetic Chem Ind Co Ltd:The | N−置換アニリン誘導体及び1−置換インドール誘導体の製造方法 |
| BRPI0919816A2 (pt) * | 2008-09-26 | 2019-09-24 | Eisai R&D Man Co Ltd | uso compostos benzoxazólicos no tratamento de malária |
| WO2010053861A2 (en) * | 2008-11-07 | 2010-05-14 | H. Lundbeck A/S | Biologically active amides |
| JP5642661B2 (ja) * | 2009-03-05 | 2014-12-17 | 塩野義製薬株式会社 | Npyy5受容体拮抗作用を有するピペリジンおよびピロリジン誘導体 |
| WO2011090738A2 (en) | 2009-12-29 | 2011-07-28 | Dana-Farber Cancer Institute, Inc. | Type ii raf kinase inhibitors |
| PE20141531A1 (es) | 2011-06-22 | 2014-10-23 | Purdue Pharma Lp | Antagonistas de trpv1 que incluyen sustituyentes dihidroxi y sus usos |
| JP6263469B2 (ja) | 2011-07-15 | 2018-01-17 | ノバルティス アーゲー | アザ二環式ジ−アリールエーテルの塩およびその製造方法またはその前駆体の製造方法 |
| KR20140117380A (ko) * | 2012-01-25 | 2014-10-07 | 데메알엑스, 인크. | (1r,4r) 7-옥소-2-아자바이사이클로[2.2.2]옥트-5-엔 및 그의 유도체 |
| WO2015177193A1 (en) * | 2014-05-21 | 2015-11-26 | Solvay Specialty Polymers Usa, Llc | Stabilizer compounds |
| JP6854762B2 (ja) | 2014-12-23 | 2021-04-07 | ダナ−ファーバー キャンサー インスティテュート, インコーポレイテッド | サイクリン依存性キナーゼ7(cdk7)の阻害剤 |
| USRE50776E1 (en) | 2015-03-27 | 2026-02-03 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinases |
| TW201710251A (zh) * | 2015-05-27 | 2017-03-16 | 諾福根有限公司 | 作為抗癌藥劑之經官能化及取代之吲哚 |
| AU2016319125B2 (en) * | 2015-09-09 | 2021-04-08 | Dana-Farber Cancer Institute, Inc. | Inhibitors of cyclin-dependent kinases |
| JP2017137259A (ja) * | 2016-02-03 | 2017-08-10 | 株式会社Ihi | 有機化合物の製造方法 |
| MX376974B (es) | 2016-02-19 | 2025-03-07 | Phoenix Molecular Designs | Derivados de carboxamida útiles como inhibidores de rsk. |
| CN106543089A (zh) * | 2016-11-04 | 2017-03-29 | 山东铂源药业有限公司 | 一种达沙替尼中间体的合成方法 |
| CN107892656A (zh) * | 2017-10-27 | 2018-04-10 | 苏州盖德精细材料有限公司 | 一种2,5‑二氨基苯乙醇的制备方法 |
| EP3810132A4 (en) | 2018-06-25 | 2022-06-22 | Dana-Farber Cancer Institute, Inc. | TAIRE FAMILY KINASE INHIBITORS AND RELATED USES |
| CA3129722A1 (en) | 2019-02-11 | 2020-08-20 | Phoenix Molecular Designs | Crystalline forms of an rsk inhibitor |
| BR112022004791A2 (pt) * | 2019-09-17 | 2022-06-21 | Bial R&D Invest S A | Carboxamidas de imidazol substituídas e seu uso no tratamento de distúrbios médicos |
| JP2023525757A (ja) * | 2020-05-08 | 2023-06-19 | ジョージアミューン・インコーポレイテッド | Akt3モジュレーター |
| KR102234530B1 (ko) * | 2020-09-01 | 2021-03-31 | 대한민국 | 신규 톨트라주릴 유도체 및 이를 포함하는 쿠도아충 예방·치료를 위한 약학 조성물 |
| CN115215787A (zh) * | 2021-04-19 | 2022-10-21 | 中国科学院上海药物研究所 | 生长抑素受体5拮抗剂及其用途 |
| CN118206542B (zh) * | 2023-03-22 | 2025-06-27 | 沈阳药科大学 | 一种化合物及其制备方法和在制备sEH抑制剂与PPARs激动剂中的应用 |
| CN117003672B (zh) * | 2023-08-09 | 2024-05-28 | 湖南正量工程技术有限公司 | 一种boc-4,4’-二硝基二苯胺的制备方法 |
Family Cites Families (11)
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| JPH06248153A (ja) * | 1993-03-01 | 1994-09-06 | Shin Etsu Chem Co Ltd | 難燃樹脂組成物 |
| SE9703414D0 (sv) * | 1997-09-23 | 1997-09-23 | Astra Ab | New compounds |
| EP1086078B1 (en) * | 1998-06-08 | 2003-02-05 | Schering Corporation | Neuropeptide y5 receptor antagonists |
| JP2000287697A (ja) * | 1999-02-05 | 2000-10-17 | Shionogi & Co Ltd | Npy受容体親和性を有するラクトン誘導体 |
| GB9910577D0 (en) * | 1999-05-08 | 1999-07-07 | Zeneca Ltd | Chemical compounds |
| DE10038007A1 (de) * | 2000-08-04 | 2002-02-14 | Bayer Ag | Neue Amino-und Amido-Diphenylether für Arzneimittel |
| CA2422013A1 (en) * | 2000-09-14 | 2002-03-21 | Schering Corporation | Substituted urea neuropeptide y y5 receptor antagonists |
| PL368201A1 (en) * | 2001-07-26 | 2005-03-21 | Schering Corporation | Substituted urea neuropeptide y y5 receptor antagonists |
| MXPA04008379A (es) * | 2002-02-28 | 2004-11-26 | Hoffmann La Roche | Derivados de tiazol como antagonistas del receptor de neuropeptido y (npy). |
| BR0312593A (pt) * | 2002-07-11 | 2005-04-12 | Aventis Pharma Gmbh | Aciluréias substituìdas por uréia e uretano, processo para a sua produção e sua aplicação |
| EP1635773A2 (en) * | 2003-06-06 | 2006-03-22 | Merck & Co., Inc. (a New Jersey corp.) | Combination therapy for the treatment of hypertension |
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2005
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2006
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- 2006-04-14 EP EP06743700A patent/EP1879887A2/fr not_active Withdrawn
- 2006-04-14 NI NI200700260A patent/NI200700260A/es unknown
- 2006-04-14 AP AP2007004218A patent/AP2007004218A0/xx unknown
- 2006-04-14 CN CNA2006800212757A patent/CN101198604A/zh active Pending
- 2006-04-14 CA CA002604773A patent/CA2604773A1/fr not_active Abandoned
- 2006-04-14 AU AU2006234413A patent/AU2006234413A1/en not_active Abandoned
- 2006-04-14 WO PCT/FR2006/000829 patent/WO2006108965A2/fr not_active Ceased
- 2006-04-14 US US11/918,470 patent/US20090233910A1/en not_active Abandoned
- 2006-04-14 MX MX2007012847A patent/MX2007012847A/es unknown
- 2006-04-14 KR KR1020077026216A patent/KR20080009112A/ko not_active Withdrawn
- 2006-04-14 EA EA200800157A patent/EA200800157A1/ru unknown
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2007
- 2007-10-05 TN TNP2007000376A patent/TNSN07376A1/en unknown
- 2007-10-11 IL IL186601A patent/IL186601A0/en unknown
- 2007-10-17 NO NO20075322A patent/NO20075322L/no not_active Application Discontinuation
- 2007-11-07 MA MA30359A patent/MA29444B1/fr unknown
- 2007-11-13 EC EC2007007894A patent/ECSP077894A/es unknown
- 2007-11-13 CR CR9514A patent/CR9514A/es not_active Application Discontinuation
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