JP2010503625A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2010503625A5 JP2010503625A5 JP2009527720A JP2009527720A JP2010503625A5 JP 2010503625 A5 JP2010503625 A5 JP 2010503625A5 JP 2009527720 A JP2009527720 A JP 2009527720A JP 2009527720 A JP2009527720 A JP 2009527720A JP 2010503625 A5 JP2010503625 A5 JP 2010503625A5
- Authority
- JP
- Japan
- Prior art keywords
- ylcarbamoyl
- hydroxy
- amino
- phenylethyl
- benzimidazol
- 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.)
- Granted
Links
- -1 amino, amidino, aminomethylene, aminopyridinyl Chemical group 0.000 claims 98
- 150000001408 amides Chemical class 0.000 claims 12
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 9
- 125000003118 aryl group Chemical group 0.000 claims 9
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 150000001875 compounds Chemical class 0.000 claims 7
- 125000004861 4-isopropyl phenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims 4
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 3
- KXDAEFPNCMNJSK-UHFFFAOYSA-N Benzamide Chemical compound NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims 3
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 3
- 125000000753 cycloalkyl 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
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims 3
- 125000001544 thienyl group Chemical group 0.000 claims 3
- JWYUFVNJZUSCSM-UHFFFAOYSA-N 2-aminobenzimidazole Chemical compound C1=CC=C2NC(N)=NC2=C1 JWYUFVNJZUSCSM-UHFFFAOYSA-N 0.000 claims 2
- 125000004211 3,5-difluorophenyl group Chemical group [H]C1=C(F)C([H])=C(*)C([H])=C1F 0.000 claims 2
- 125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims 2
- 125000004199 4-trifluoromethylphenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C(F)(F)F 0.000 claims 2
- RVDLHGSZWAELAU-UHFFFAOYSA-N 5-tert-butylthiophene-2-carbonyl chloride Chemical compound CC(C)(C)C1=CC=C(C(Cl)=O)S1 RVDLHGSZWAELAU-UHFFFAOYSA-N 0.000 claims 2
- 239000002253 acid Substances 0.000 claims 2
- 125000002393 azetidinyl group Chemical group 0.000 claims 2
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 2
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- 150000002367 halogens Chemical class 0.000 claims 2
- 125000001041 indolyl group Chemical group 0.000 claims 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims 2
- 125000002757 morpholinyl group Chemical group 0.000 claims 2
- MBAPEUGRHHCVFO-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-1-(3-chlorophenyl)-2-hydroxy-3-oxopropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C=C(Cl)C=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 MBAPEUGRHHCVFO-UHFFFAOYSA-N 0.000 claims 2
- 125000000160 oxazolidinyl group Chemical group 0.000 claims 2
- 125000003386 piperidinyl group Chemical group 0.000 claims 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 2
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims 2
- 125000004502 1,2,3-oxadiazolyl group Chemical group 0.000 claims 1
- 125000004511 1,2,3-thiadiazolyl group Chemical group 0.000 claims 1
- 125000001399 1,2,3-triazolyl group Chemical group N1N=NC(=C1)* 0.000 claims 1
- 125000004504 1,2,4-oxadiazolyl group Chemical group 0.000 claims 1
- 125000004514 1,2,4-thiadiazolyl group Chemical group 0.000 claims 1
- 125000001376 1,2,4-triazolyl group Chemical group N1N=C(N=C1)* 0.000 claims 1
- 125000004506 1,2,5-oxadiazolyl group Chemical group 0.000 claims 1
- 125000004517 1,2,5-thiadiazolyl group Chemical group 0.000 claims 1
- 125000001781 1,3,4-oxadiazolyl group Chemical group 0.000 claims 1
- 125000004520 1,3,4-thiadiazolyl group Chemical group 0.000 claims 1
- JBWZIRYKBWGONS-UHFFFAOYSA-N 1-ethyl-2,3-dimethylindole-5-carboxylic acid Chemical compound OC(=O)C1=CC=C2N(CC)C(C)=C(C)C2=C1 JBWZIRYKBWGONS-UHFFFAOYSA-N 0.000 claims 1
- 125000005955 1H-indazolyl group Chemical group 0.000 claims 1
- JKTCBAGSMQIFNL-UHFFFAOYSA-N 2,3-dihydrofuran Chemical compound C1CC=CO1 JKTCBAGSMQIFNL-UHFFFAOYSA-N 0.000 claims 1
- 125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims 1
- 125000004204 2-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C(OC([H])([H])[H])C([H])=C1[H] 0.000 claims 1
- GSYIVQLTSZFJRV-UHFFFAOYSA-N 3-(4-carboxyphenyl)benzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1C1=CC=CC(C(O)=O)=C1 GSYIVQLTSZFJRV-UHFFFAOYSA-N 0.000 claims 1
- FXLZVJIGHKRUIB-UHFFFAOYSA-N 3-amino-N-(2-amino-3H-benzimidazol-5-yl)-2-hydroxy-3-phenylpropanamide Chemical compound C=1C=C2N=C(N)NC2=CC=1NC(=O)C(O)C(N)C1=CC=CC=C1 FXLZVJIGHKRUIB-UHFFFAOYSA-N 0.000 claims 1
- 125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 claims 1
- NEBLBCLYWNCQIH-UHFFFAOYSA-N 3-ethoxyquinoxaline-2-carboxylic acid Chemical compound C1=CC=C2N=C(C(O)=O)C(OCC)=NC2=C1 NEBLBCLYWNCQIH-UHFFFAOYSA-N 0.000 claims 1
- PMHDSACGRKBACK-UHFFFAOYSA-N 4h-thieno[3,2-b]pyrrole-5-carboxylic acid Chemical compound S1C=CC2=C1C=C(C(=O)O)N2 PMHDSACGRKBACK-UHFFFAOYSA-N 0.000 claims 1
- UZHQHNDRVITJPL-UHFFFAOYSA-N 5,6-dimethoxy-1h-indole-2-carboxylic acid Chemical compound C1=C(OC)C(OC)=CC2=C1NC(C(O)=O)=C2 UZHQHNDRVITJPL-UHFFFAOYSA-N 0.000 claims 1
- ZVBNGIDVTPTFCL-UHFFFAOYSA-N 5-ethylthiophene-2-carboxylic acid Chemical compound CCC1=CC=C(C(O)=O)S1 ZVBNGIDVTPTFCL-UHFFFAOYSA-N 0.000 claims 1
- WGPALAIKGVKNGT-UHFFFAOYSA-N 5-ethylthiophene-3-carboxylic acid Chemical compound CCC1=CC(C(O)=O)=CS1 WGPALAIKGVKNGT-UHFFFAOYSA-N 0.000 claims 1
- YEBJVSLNUMZXRJ-UHFFFAOYSA-N 5-methoxyindole-2-carboxylic acid Chemical compound COC1=CC=C2NC(C(O)=O)=CC2=C1 YEBJVSLNUMZXRJ-UHFFFAOYSA-N 0.000 claims 1
- XNBGANWAZJWOHS-UHFFFAOYSA-N 6-methoxy-1h-indole-2-carboxylic acid Chemical compound COC1=CC=C2C=C(C(O)=O)NC2=C1 XNBGANWAZJWOHS-UHFFFAOYSA-N 0.000 claims 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 1
- 125000000641 acridinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3C=C12)* 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 239000000654 additive Substances 0.000 claims 1
- 125000002785 azepinyl group Chemical group 0.000 claims 1
- 125000003354 benzotriazolyl group Chemical group N1N=NC2=C1C=CC=C2* 0.000 claims 1
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims 1
- 125000004623 carbolinyl group Chemical group 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 125000003016 chromanyl group Chemical group O1C(CCC2=CC=CC=C12)* 0.000 claims 1
- 125000004230 chromenyl group Chemical group O1C(C=CC2=CC=CC=C12)* 0.000 claims 1
- 125000000259 cinnolinyl group Chemical group N1=NC(=CC2=CC=CC=C12)* 0.000 claims 1
- 125000004856 decahydroquinolinyl group Chemical group N1(CCCC2CCCCC12)* 0.000 claims 1
- 125000005509 dibenzothiophenyl group Chemical group 0.000 claims 1
- 125000004852 dihydrofuranyl group Chemical group O1C(CC=C1)* 0.000 claims 1
- 125000000532 dioxanyl group Chemical group 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 125000003838 furazanyl group Chemical group 0.000 claims 1
- 125000002632 imidazolidinyl group Chemical group 0.000 claims 1
- 125000002636 imidazolinyl group Chemical group 0.000 claims 1
- 125000002883 imidazolyl group Chemical group 0.000 claims 1
- 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 claims 1
- 125000003406 indolizinyl group Chemical group C=1(C=CN2C=CC=CC12)* 0.000 claims 1
- 125000001977 isobenzofuranyl group Chemical group C=1(OC=C2C=CC=CC12)* 0.000 claims 1
- 125000003384 isochromanyl group Chemical group C1(OCCC2=CC=CC=C12)* 0.000 claims 1
- 125000005438 isoindazolyl group Chemical group 0.000 claims 1
- 125000004594 isoindolinyl group Chemical group C1(NCC2=CC=CC=C12)* 0.000 claims 1
- 125000000904 isoindolyl group Chemical group C=1(NC=C2C=CC=CC12)* 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 125000004628 isothiazolidinyl group Chemical group S1N(CCC1)* 0.000 claims 1
- 125000001786 isothiazolyl group Chemical group 0.000 claims 1
- 125000003965 isoxazolidinyl group Chemical group 0.000 claims 1
- 125000000250 methylamino group Chemical group [H]N(*)C([H])([H])[H] 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- HBHLOJRWBTVNSR-BJKOFHAPSA-N n-[(1r,2r)-3-[(1-aminoisoquinolin-6-yl)amino]-1-(furan-2-yl)-2-hydroxy-3-oxopropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)N[C@@H](C=1OC=CC=1)[C@@H](O)C(=O)NC1=CC=C(C(N)=NC=C2)C2=C1 HBHLOJRWBTVNSR-BJKOFHAPSA-N 0.000 claims 1
- NKNCBARULWURJY-XZOQPEGZSA-N n-[(1s,2r)-3-[(2-amino-3h-benzimidazol-5-yl)amino]-1-(2-fluorophenyl)-2-hydroxy-3-oxopropyl]-4-propan-2-ylbenzamide Chemical compound C1=CC(C(C)C)=CC=C1C(=O)N[C@@H](C=1C(=CC=CC=1)F)[C@@H](O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 NKNCBARULWURJY-XZOQPEGZSA-N 0.000 claims 1
- DDSHPRLJCJHNPN-RBUKOAKNSA-N n-[(1s,2r)-3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-1-methylpyrrole-2-carboxamide Chemical compound CN1C=CC=C1C(=O)N[C@@H](C=1C=CC=CC=1)[C@@H](O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 DDSHPRLJCJHNPN-RBUKOAKNSA-N 0.000 claims 1
- BJIGXSLRXOMDFV-LEWJYISDSA-N n-[(1s,2r)-3-[4-(aminomethyl)anilino]-2-hydroxy-3-oxo-1-phenylpropyl]benzamide Chemical compound C1=CC(CN)=CC=C1NC(=O)[C@H](O)[C@H](C=1C=CC=CC=1)NC(=O)C1=CC=CC=C1 BJIGXSLRXOMDFV-LEWJYISDSA-N 0.000 claims 1
- RYDUVNKDWACUOO-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-6-yl)amino]-1-(2-chlorophenyl)-2-hydroxy-3-oxopropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C(=CC=CC=1)Cl)C(O)C(=O)NC1=CC=C(C(N)=NC=C2)C2=C1 RYDUVNKDWACUOO-UHFFFAOYSA-N 0.000 claims 1
- PSBYACUVMCPYGG-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-6-yl)amino]-1-(2-chlorophenyl)-2-hydroxy-3-oxopropyl]-4-ethylbenzamide Chemical compound C1=CC(CC)=CC=C1C(=O)NC(C=1C(=CC=CC=1)Cl)C(O)C(=O)NC1=CC=C(C(N)=NC=C2)C2=C1 PSBYACUVMCPYGG-UHFFFAOYSA-N 0.000 claims 1
- QZVGWVHWNPFPBV-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-6-yl)amino]-1-(3-bromophenyl)-2-hydroxy-3-oxopropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C=C(Br)C=CC=1)C(O)C(=O)NC1=CC=C(C(N)=NC=C2)C2=C1 QZVGWVHWNPFPBV-UHFFFAOYSA-N 0.000 claims 1
- XGZAPPILAXIYJW-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-6-yl)amino]-1-(3-bromophenyl)-2-hydroxy-3-oxopropyl]-4-ethylbenzamide Chemical compound C1=CC(CC)=CC=C1C(=O)NC(C=1C=C(Br)C=CC=1)C(O)C(=O)NC1=CC=C(C(N)=NC=C2)C2=C1 XGZAPPILAXIYJW-UHFFFAOYSA-N 0.000 claims 1
- LNLPEXKJVBDGJP-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-6-yl)amino]-1-(4-bromophenyl)-2-hydroxy-3-oxopropyl]-4-ethylbenzamide Chemical compound C1=CC(CC)=CC=C1C(=O)NC(C=1C=CC(Br)=CC=1)C(O)C(=O)NC1=CC=C(C(N)=NC=C2)C2=C1 LNLPEXKJVBDGJP-UHFFFAOYSA-N 0.000 claims 1
- GLRLIGWNGNASCP-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-6-yl)amino]-2-hydroxy-3-oxo-1-[4-(trifluoromethyl)phenyl]propyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C=CC(=CC=1)C(F)(F)F)C(O)C(=O)NC1=CC=C(C(N)=NC=C2)C2=C1 GLRLIGWNGNASCP-UHFFFAOYSA-N 0.000 claims 1
- OVIVYWGUNOGZSR-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-6-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-cyclopropylbenzamide Chemical compound C=1C=C2C(N)=NC=CC2=CC=1NC(=O)C(O)C(C=1C=CC=CC=1)NC(=O)C(C=C1)=CC=C1C1CC1 OVIVYWGUNOGZSR-UHFFFAOYSA-N 0.000 claims 1
- OMCZJDPPHMOPNR-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-6-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]benzamide Chemical compound C=1C=C2C(N)=NC=CC2=CC=1NC(=O)C(O)C(C=1C=CC=CC=1)NC(=O)C1=CC=CC=C1 OMCZJDPPHMOPNR-UHFFFAOYSA-N 0.000 claims 1
- DOAGNBRUTGGWAU-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-7-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(C=CN=C2N)C2=C1 DOAGNBRUTGGWAU-UHFFFAOYSA-N 0.000 claims 1
- SQYDTBLYOUGWMS-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-7-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-propan-2-ylbenzamide Chemical compound C1=CC(C(C)C)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(C=CN=C2N)C2=C1 SQYDTBLYOUGWMS-UHFFFAOYSA-N 0.000 claims 1
- FCVDQEGIRQCHHX-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-7-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-5-ethylthiophene-2-carboxamide Chemical compound S1C(CC)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(C=CN=C2N)C2=C1 FCVDQEGIRQCHHX-UHFFFAOYSA-N 0.000 claims 1
- BTWBLJNOLTUPJG-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-7-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-5-methoxy-1h-indole-2-carboxamide Chemical compound C=1C2=CC(OC)=CC=C2NC=1C(=O)NC(C(O)C(=O)NC=1C=C2C(N)=NC=CC2=CC=1)C1=CC=CC=C1 BTWBLJNOLTUPJG-UHFFFAOYSA-N 0.000 claims 1
- ZPLOCHOZGQBTKE-UHFFFAOYSA-N n-[3-[(1-aminoisoquinolin-7-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-5-tert-butylthiophene-2-carboxamide Chemical compound S1C(C(C)(C)C)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(C=CN=C2N)C2=C1 ZPLOCHOZGQBTKE-UHFFFAOYSA-N 0.000 claims 1
- DHNOUOOOSHHVHC-UHFFFAOYSA-N n-[3-[(2-amino-1,3-benzothiazol-6-yl)amino]-1-(2-chlorophenyl)-2-hydroxy-3-oxopropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C(=CC=CC=1)Cl)C(O)C(=O)NC1=CC=C(N=C(N)S2)C2=C1 DHNOUOOOSHHVHC-UHFFFAOYSA-N 0.000 claims 1
- NTMQSMIATALJNE-UHFFFAOYSA-N n-[3-[(2-amino-1,3-benzothiazol-6-yl)amino]-1-(3-ethoxyphenyl)-2-hydroxy-3-oxopropyl]-4-(diethylamino)benzamide Chemical compound CCOC1=CC=CC(C(NC(=O)C=2C=CC(=CC=2)N(CC)CC)C(O)C(=O)NC=2C=C3SC(N)=NC3=CC=2)=C1 NTMQSMIATALJNE-UHFFFAOYSA-N 0.000 claims 1
- UKAYXJYCJJGLMM-UHFFFAOYSA-N n-[3-[(2-amino-1,3-benzothiazol-6-yl)amino]-1-(3-ethoxyphenyl)-2-hydroxy-3-oxopropyl]-4-propan-2-ylbenzamide Chemical compound CCOC1=CC=CC(C(NC(=O)C=2C=CC(=CC=2)C(C)C)C(O)C(=O)NC=2C=C3SC(N)=NC3=CC=2)=C1 UKAYXJYCJJGLMM-UHFFFAOYSA-N 0.000 claims 1
- GFMVOBJCVYCOCH-UHFFFAOYSA-N n-[3-[(2-amino-1,3-benzothiazol-6-yl)amino]-2-hydroxy-3-oxo-1-[4-(trifluoromethyl)phenyl]propyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C=CC(=CC=1)C(F)(F)F)C(O)C(=O)NC1=CC=C(N=C(N)S2)C2=C1 GFMVOBJCVYCOCH-UHFFFAOYSA-N 0.000 claims 1
- NQUXFDSRTUUIDV-UHFFFAOYSA-N n-[3-[(2-amino-1,3-benzothiazol-6-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)S2)C2=C1 NQUXFDSRTUUIDV-UHFFFAOYSA-N 0.000 claims 1
- NLMJZJRDJCHRPJ-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-1-(3,5-dimethoxyphenyl)-2-hydroxy-3-oxopropyl]-4-propan-2-ylbenzamide Chemical compound COC1=CC(OC)=CC(C(NC(=O)C=2C=CC(=CC=2)C(C)C)C(O)C(=O)NC=2C=C3NC(N)=NC3=CC=2)=C1 NLMJZJRDJCHRPJ-UHFFFAOYSA-N 0.000 claims 1
- CKIRYJVCMIPWKM-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-1-(5-fluoro-2-methylsulfonylphenyl)-2-hydroxy-3-oxopropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C(=CC=C(F)C=1)S(C)(=O)=O)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 CKIRYJVCMIPWKM-UHFFFAOYSA-N 0.000 claims 1
- YBSYXYJWBBWWRK-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-1-(2-methoxyphenyl)-3-oxopropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C(=CC=CC=1)OC)C(O)C(=O)NC1=CC=C(NC(N)=N2)C2=C1 YBSYXYJWBBWWRK-UHFFFAOYSA-N 0.000 claims 1
- YDOJLNHVVKMASH-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-1-(2-methylphenyl)-3-oxopropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C(=CC=CC=1)C)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 YDOJLNHVVKMASH-UHFFFAOYSA-N 0.000 claims 1
- NYNJVVKPTQUXLT-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-[2-(trifluoromethoxy)phenyl]propyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C(=CC=CC=1)OC(F)(F)F)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 NYNJVVKPTQUXLT-UHFFFAOYSA-N 0.000 claims 1
- BPOVOJIMBSOYKT-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-[2-(trifluoromethoxy)phenyl]propyl]-4-propan-2-ylbenzamide Chemical compound C1=CC(C(C)C)=CC=C1C(=O)NC(C=1C(=CC=CC=1)OC(F)(F)F)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 BPOVOJIMBSOYKT-UHFFFAOYSA-N 0.000 claims 1
- RHBRSUKNONCVTI-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-[3-(trifluoromethyl)phenyl]propyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C=C(C=CC=1)C(F)(F)F)C(O)C(=O)NC1=CC=C(NC(N)=N2)C2=C1 RHBRSUKNONCVTI-UHFFFAOYSA-N 0.000 claims 1
- JMUVGWRBBLDFTB-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-[4-(trifluoromethyl)phenyl]propyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C=CC(=CC=1)C(F)(F)F)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 JMUVGWRBBLDFTB-UHFFFAOYSA-N 0.000 claims 1
- GARKXZZTZMMTKN-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-[4-(trifluoromethyl)phenyl]propyl]-4-propan-2-ylbenzamide Chemical compound C1=CC(C(C)C)=CC=C1C(=O)NC(C=1C=CC(=CC=1)C(F)(F)F)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 GARKXZZTZMMTKN-UHFFFAOYSA-N 0.000 claims 1
- MUDWMYDXDRRJFA-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-1-benzothiophene-2-carboxamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(NC(=O)C=1SC2=CC=CC=C2C=1)C1=CC=CC=C1 MUDWMYDXDRRJFA-UHFFFAOYSA-N 0.000 claims 1
- HQPVAUSLLFRIDH-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-1-benzothiophene-3-carboxamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(NC(=O)C=1C2=CC=CC=C2SC=1)C1=CC=CC=C1 HQPVAUSLLFRIDH-UHFFFAOYSA-N 0.000 claims 1
- FPMKVKNARNCNGC-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-1-methylindole-2-carboxamide Chemical compound C=1C2=CC=CC=C2N(C)C=1C(=O)NC(C(O)C(=O)NC=1C=C2NC(N)=NC2=CC=1)C1=CC=CC=C1 FPMKVKNARNCNGC-UHFFFAOYSA-N 0.000 claims 1
- VWAGGGXJUILRAG-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-1h-indole-2-carboxamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(NC(=O)C=1NC2=CC=CC=C2C=1)C1=CC=CC=C1 VWAGGGXJUILRAG-UHFFFAOYSA-N 0.000 claims 1
- RABTVSHLVHGKKA-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-3-fluoro-4-methylbenzamide Chemical compound C1=C(F)C(C)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 RABTVSHLVHGKKA-UHFFFAOYSA-N 0.000 claims 1
- LVJSIHIABHOTCB-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 LVJSIHIABHOTCB-UHFFFAOYSA-N 0.000 claims 1
- AEDLGDVIUGYBPI-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-(dimethylamino)benzamide Chemical compound C1=CC(N(C)C)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 AEDLGDVIUGYBPI-UHFFFAOYSA-N 0.000 claims 1
- YVXRCGJSDONYEB-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-(trifluoromethoxy)benzamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(C=1C=CC=CC=1)NC(=O)C1=CC=C(OC(F)(F)F)C=C1 YVXRCGJSDONYEB-UHFFFAOYSA-N 0.000 claims 1
- UNIUNIYGTITJMB-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-(trifluoromethylsulfanyl)benzamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(C=1C=CC=CC=1)NC(=O)C1=CC=C(SC(F)(F)F)C=C1 UNIUNIYGTITJMB-UHFFFAOYSA-N 0.000 claims 1
- XTONZRWSFXRPNJ-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-benzylbenzamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(C=1C=CC=CC=1)NC(=O)C(C=C1)=CC=C1CC1=CC=CC=C1 XTONZRWSFXRPNJ-UHFFFAOYSA-N 0.000 claims 1
- BQZIFMATZMOBCQ-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-cyclohexylbenzamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(C=1C=CC=CC=1)NC(=O)C(C=C1)=CC=C1C1CCCCC1 BQZIFMATZMOBCQ-UHFFFAOYSA-N 0.000 claims 1
- AVPMADUPAFXCOE-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-ethoxybenzamide Chemical compound C1=CC(OCC)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 AVPMADUPAFXCOE-UHFFFAOYSA-N 0.000 claims 1
- HJQBZPYUOLKBKX-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-ethylsulfanylbenzamide Chemical compound C1=CC(SCC)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 HJQBZPYUOLKBKX-UHFFFAOYSA-N 0.000 claims 1
- RNOCPVXJQXPBGU-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-methoxy-3-methylbenzamide Chemical compound C1=C(C)C(OC)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 RNOCPVXJQXPBGU-UHFFFAOYSA-N 0.000 claims 1
- IROKSVBMLBQNTJ-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-methoxybenzamide Chemical compound C1=CC(OC)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 IROKSVBMLBQNTJ-UHFFFAOYSA-N 0.000 claims 1
- YIJKMPKXRAHQTN-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-methoxyquinoline-2-carboxamide Chemical compound N=1C2=CC=CC=C2C(OC)=CC=1C(=O)NC(C(O)C(=O)NC=1C=C2NC(N)=NC2=CC=1)C1=CC=CC=C1 YIJKMPKXRAHQTN-UHFFFAOYSA-N 0.000 claims 1
- SROXVFXEPFVGDL-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-phenoxybenzamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(C=1C=CC=CC=1)NC(=O)C(C=C1)=CC=C1OC1=CC=CC=C1 SROXVFXEPFVGDL-UHFFFAOYSA-N 0.000 claims 1
- HZBXDKZANSYREU-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-phenylbenzamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(C=1C=CC=CC=1)NC(=O)C(C=C1)=CC=C1C1=CC=CC=C1 HZBXDKZANSYREU-UHFFFAOYSA-N 0.000 claims 1
- STQKGZHQWROQEY-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-propan-2-ylbenzamide Chemical compound C1=CC(C(C)C)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 STQKGZHQWROQEY-UHFFFAOYSA-N 0.000 claims 1
- RDRKLFAQFKEGMY-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-4-propan-2-yloxybenzamide Chemical compound C1=CC(OC(C)C)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 RDRKLFAQFKEGMY-UHFFFAOYSA-N 0.000 claims 1
- JGJAHADBAQKAMS-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-5-butylpyridine-2-carboxamide Chemical compound N1=CC(CCCC)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 JGJAHADBAQKAMS-UHFFFAOYSA-N 0.000 claims 1
- JKOQMUWZQVMREK-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-5-ethyl-1h-indole-2-carboxamide Chemical compound C=1C2=CC(CC)=CC=C2NC=1C(=O)NC(C(O)C(=O)NC=1C=C2NC(N)=NC2=CC=1)C1=CC=CC=C1 JKOQMUWZQVMREK-UHFFFAOYSA-N 0.000 claims 1
- ATMJQDMOTWLHCW-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-5-ethylthiophene-2-carboxamide Chemical compound S1C(CC)=CC=C1C(=O)NC(C=1C=CC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 ATMJQDMOTWLHCW-UHFFFAOYSA-N 0.000 claims 1
- IOMCPAWORUSNQG-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-5-ethylthiophene-3-carboxamide Chemical compound S1C(CC)=CC(C(=O)NC(C(O)C(=O)NC=2C=C3NC(N)=NC3=CC=2)C=2C=CC=CC=2)=C1 IOMCPAWORUSNQG-UHFFFAOYSA-N 0.000 claims 1
- ZQJUQBFUDDAXSD-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-5-methoxy-1-benzofuran-2-carboxamide Chemical compound C=1C2=CC(OC)=CC=C2OC=1C(=O)NC(C(O)C(=O)NC=1C=C2NC(N)=NC2=CC=1)C1=CC=CC=C1 ZQJUQBFUDDAXSD-UHFFFAOYSA-N 0.000 claims 1
- IZZMJHSWGBJQGW-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-5-methoxy-1h-indole-2-carboxamide Chemical compound C=1C2=CC(OC)=CC=C2NC=1C(=O)NC(C(O)C(=O)NC=1C=C2NC(N)=NC2=CC=1)C1=CC=CC=C1 IZZMJHSWGBJQGW-UHFFFAOYSA-N 0.000 claims 1
- IPMMRXXCUHPALG-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-5-propan-2-ylthiophene-3-carboxamide Chemical compound S1C(C(C)C)=CC(C(=O)NC(C(O)C(=O)NC=2C=C3NC(N)=NC3=CC=2)C=2C=CC=CC=2)=C1 IPMMRXXCUHPALG-UHFFFAOYSA-N 0.000 claims 1
- PVDQXOALNMJXBM-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-6-bromo-1-benzofuran-2-carboxamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(NC(=O)C=1OC2=CC(Br)=CC=C2C=1)C1=CC=CC=C1 PVDQXOALNMJXBM-UHFFFAOYSA-N 0.000 claims 1
- KBJABHIKTRUUKT-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]-6-methoxynaphthalene-2-carboxamide Chemical compound C1=CC2=CC(OC)=CC=C2C=C1C(=O)NC(C(O)C(=O)NC=1C=C2NC(N)=NC2=CC=1)C1=CC=CC=C1 KBJABHIKTRUUKT-UHFFFAOYSA-N 0.000 claims 1
- WDHGGSFRZWFQLS-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]naphthalene-2-carboxamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(NC(=O)C=1C=C2C=CC=CC2=CC=1)C1=CC=CC=C1 WDHGGSFRZWFQLS-UHFFFAOYSA-N 0.000 claims 1
- YHMPERQMERPSKX-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]quinoline-2-carboxamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(NC(=O)C=1N=C2C=CC=CC2=CC=1)C1=CC=CC=C1 YHMPERQMERPSKX-UHFFFAOYSA-N 0.000 claims 1
- JDODLZHNSHAKJM-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]quinoxaline-2-carboxamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(NC(=O)C=1N=C2C=CC=CC2=NC=1)C1=CC=CC=C1 JDODLZHNSHAKJM-UHFFFAOYSA-N 0.000 claims 1
- ODQZKNINIUCIKR-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]thieno[3,2-b]thiophene-5-carboxamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(NC(=O)C=1SC=2C=CSC=2C=1)C1=CC=CC=C1 ODQZKNINIUCIKR-UHFFFAOYSA-N 0.000 claims 1
- RPRDBWSGZLCVBA-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-phenylpropyl]thiophene-3-carboxamide Chemical compound C1=C2NC(N)=NC2=CC=C1NC(=O)C(O)C(C=1C=CC=CC=1)NC(=O)C=1C=CSC=1 RPRDBWSGZLCVBA-UHFFFAOYSA-N 0.000 claims 1
- QFWGPFCLAFZNFM-UHFFFAOYSA-N n-[3-[(2-amino-3h-benzimidazol-5-yl)amino]-2-hydroxy-3-oxo-1-thiophen-2-ylpropyl]-4-(diethylamino)benzamide Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)NC(C=1SC=CC=1)C(O)C(=O)NC1=CC=C(N=C(N)N2)C2=C1 QFWGPFCLAFZNFM-UHFFFAOYSA-N 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 125000004593 naphthyridinyl group Chemical group N1=C(C=CC2=CC=CN=C12)* 0.000 claims 1
- 125000004930 octahydroisoquinolinyl group Chemical group C1(NCCC2CCCC=C12)* 0.000 claims 1
- 125000001715 oxadiazolyl group Chemical group 0.000 claims 1
- 125000002971 oxazolyl group Chemical group 0.000 claims 1
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 claims 1
- 125000004934 phenanthridinyl group Chemical group C1(=CC=CC2=NC=C3C=CC=CC3=C12)* 0.000 claims 1
- 125000004625 phenanthrolinyl group Chemical group N1=C(C=CC2=CC=C3C=CC=NC3=C12)* 0.000 claims 1
- 125000001791 phenazinyl group Chemical group C1(=CC=CC2=NC3=CC=CC=C3N=C12)* 0.000 claims 1
- 125000001484 phenothiazinyl group Chemical group C1(=CC=CC=2SC3=CC=CC=C3NC12)* 0.000 claims 1
- 125000004932 phenoxathinyl group Chemical group 0.000 claims 1
- 125000001644 phenoxazinyl group Chemical group C1(=CC=CC=2OC3=CC=CC=C3NC12)* 0.000 claims 1
- 125000004592 phthalazinyl group Chemical group C1(=NN=CC2=CC=CC=C12)* 0.000 claims 1
- 125000004193 piperazinyl group Chemical group 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000001042 pteridinyl group Chemical group N1=C(N=CC2=NC=CN=C12)* 0.000 claims 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 claims 1
- 125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 claims 1
- 125000003373 pyrazinyl group Chemical group 0.000 claims 1
- 125000003072 pyrazolidinyl group Chemical group 0.000 claims 1
- 125000002755 pyrazolinyl group Chemical group 0.000 claims 1
- 125000002098 pyridazinyl group Chemical group 0.000 claims 1
- 125000001422 pyrrolinyl group Chemical group 0.000 claims 1
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 claims 1
- 125000004621 quinuclidinyl group Chemical group N12C(CC(CC1)CC2)* 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 claims 1
- 125000003039 tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 claims 1
- 125000004853 tetrahydropyridinyl group Chemical group N1(CCCC=C1)* 0.000 claims 1
- 125000000147 tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 claims 1
- 125000004305 thiazinyl group Chemical group S1NC(=CC=C1)* 0.000 claims 1
- 125000002769 thiazolinyl group Chemical group 0.000 claims 1
- 125000000335 thiazolyl group Chemical group 0.000 claims 1
- 125000004568 thiomorpholinyl group Chemical group 0.000 claims 1
- 125000004306 triazinyl group Chemical group 0.000 claims 1
- 125000001834 xanthenyl group Chemical group C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 claims 1
- 125000004933 β-carbolinyl group Chemical group C1(=NC=CC=2C3=CC=CC=C3NC12)* 0.000 claims 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102006042926 | 2006-09-13 | ||
| DE102006042926.5 | 2006-09-13 | ||
| PCT/EP2007/007613 WO2008031509A1 (de) | 2006-09-13 | 2007-08-31 | Isoserinderivate als inhibitoren des koagulationsfaktors ixa |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2010503625A JP2010503625A (ja) | 2010-02-04 |
| JP2010503625A5 true JP2010503625A5 (enExample) | 2010-09-30 |
| JP5249226B2 JP5249226B2 (ja) | 2013-07-31 |
Family
ID=38847022
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009527720A Expired - Fee Related JP5249226B2 (ja) | 2006-09-13 | 2007-08-31 | 凝固第ＩＸａ因子インヒビターとしての使用のためのイソセリン誘導体 |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US8097758B2 (enExample) |
| EP (1) | EP2069289B1 (enExample) |
| JP (1) | JP5249226B2 (enExample) |
| KR (1) | KR20090050081A (enExample) |
| CN (1) | CN101516834B (enExample) |
| AR (1) | AR063708A1 (enExample) |
| AU (1) | AU2007297013B2 (enExample) |
| BR (1) | BRPI0716991A2 (enExample) |
| CA (1) | CA2663544A1 (enExample) |
| CL (1) | CL2007002652A1 (enExample) |
| IL (1) | IL197504A (enExample) |
| MA (1) | MA30707B1 (enExample) |
| MX (1) | MX2009002047A (enExample) |
| MY (1) | MY150745A (enExample) |
| NO (1) | NO20091110L (enExample) |
| NZ (1) | NZ575603A (enExample) |
| RU (1) | RU2446157C2 (enExample) |
| SG (1) | SG174080A1 (enExample) |
| TW (1) | TWI394570B (enExample) |
| UY (1) | UY30585A1 (enExample) |
| WO (1) | WO2008031509A1 (enExample) |
| ZA (1) | ZA200900807B (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2477604A1 (en) | 2002-03-13 | 2003-09-25 | Signum Biosciences, Inc. | Modulation of protein methylation and phosphoprotein phosphate |
| US7923041B2 (en) | 2005-02-03 | 2011-04-12 | Signum Biosciences, Inc. | Compositions and methods for enhancing cognitive function |
| EP1843734A4 (en) | 2005-02-03 | 2008-09-10 | Signum Biosciences Inc | COMPOSITIONS AND METHOD FOR INTENSIFYING COGNITIVE FUNCTIONS |
| CA2662626C (en) * | 2006-09-07 | 2016-07-26 | Industrial Research Limited | Acyclic amine inhibitors of 5'-methylthioadenosine phosphorylase and nucleosidase |
| CN102014897B (zh) | 2008-04-21 | 2015-08-05 | 西格纳姆生物科学公司 | 化合物、组合物和其制备方法 |
| TW201033184A (en) | 2008-12-05 | 2010-09-16 | Mochida Pharm Co Ltd | Morpholinone compounds as factor IXa inhibitors |
| EP2473491B1 (en) * | 2009-08-31 | 2013-07-17 | Mochida Pharmaceutical Co., Ltd. | Morpholinone compounds as factor ixa inhibitors |
| EP3131897B8 (en) | 2014-04-16 | 2022-08-03 | Merck Sharp & Dohme LLC | Factor ixa inhibitors |
| CN109627218B (zh) * | 2018-11-27 | 2022-03-29 | 深圳市龙华区中心医院 | 一种抗凝小分子化合物及其应用和包含其的药物 |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4238260A1 (de) | 1992-11-12 | 1994-05-19 | Basf Ag | Substituierte ortho-Ethenylphenylessigsäurederivate |
| CA2159649A1 (en) | 1993-03-29 | 1994-10-13 | Queen's University At Kingston | Anticoagulant compounds |
| TW394760B (en) * | 1993-09-07 | 2000-06-21 | Hoffmann La Roche | Novel Carboxamides, process for their preparation and pharmaceutical composition containing the same |
| EP0832066B1 (en) * | 1995-06-06 | 2001-09-12 | Pfizer Inc. | Substituted n-(indole-2-carbonyl-) amides and derivatives as glycogen phosphorylase inhibitors |
| ATE206702T1 (de) * | 1995-06-06 | 2001-10-15 | Pfizer | Substituierte n-(indol-2-carbonyl)-glycinamide und derivate als glycogen phosphorylase inhibitoren |
| PT1042287E (pt) * | 1997-12-24 | 2005-08-31 | Aventis Pharma Gmbh | Derivados de indole como inibidores do factor xa |
| US6451832B2 (en) * | 1999-12-23 | 2002-09-17 | Boehringer Ingelheim Pharma Kg | Benzimidazoles with antithrombotic activity |
| CO5271699A1 (es) * | 2000-01-24 | 2003-04-30 | Pfizer Prod Inc | Procedimiento para el tratamiento de cardiomiopatia utilizando inhibidores de la glucogeno fosforilasa |
| JP4666440B2 (ja) * | 2000-06-30 | 2011-04-06 | 生化学工業株式会社 | アミノアルコール誘導体 |
| AU2002227269A1 (en) | 2000-11-07 | 2002-06-03 | Bristol-Myers Squibb Company | Acid derivatives useful as serine protease inhibitors |
| EP1594505A4 (en) | 2003-02-11 | 2008-08-13 | Bristol Myers Squibb Co | PHENYLGLYCIN DERIVATIVES USEFUL AS SERINE PROTEASE INHIBITORS |
| US7056932B2 (en) | 2003-12-19 | 2006-06-06 | Hoffman-La Roche Inc. | Heterocyclyl substituted 1-alkoxy acetic acid amides |
| WO2007026920A2 (en) * | 2005-09-02 | 2007-03-08 | Astellas Pharma Inc. | Amide derivatives as rock inhibitors |
| EP1942101A4 (en) * | 2005-09-05 | 2010-08-25 | Yoshiaki Kiso | INHIBITOR OF -SECRETASE |
-
2007
- 2007-08-31 NZ NZ575603A patent/NZ575603A/en not_active IP Right Cessation
- 2007-08-31 BR BRPI0716991-4A2A patent/BRPI0716991A2/pt not_active IP Right Cessation
- 2007-08-31 SG SG2011058724A patent/SG174080A1/en unknown
- 2007-08-31 CN CN2007800341822A patent/CN101516834B/zh not_active Expired - Fee Related
- 2007-08-31 CA CA002663544A patent/CA2663544A1/en not_active Abandoned
- 2007-08-31 WO PCT/EP2007/007613 patent/WO2008031509A1/de not_active Ceased
- 2007-08-31 MX MX2009002047A patent/MX2009002047A/es active IP Right Grant
- 2007-08-31 RU RU2009113602/04A patent/RU2446157C2/ru not_active IP Right Cessation
- 2007-08-31 JP JP2009527720A patent/JP5249226B2/ja not_active Expired - Fee Related
- 2007-08-31 KR KR1020097005160A patent/KR20090050081A/ko not_active Ceased
- 2007-08-31 EP EP07802031.0A patent/EP2069289B1/de active Active
- 2007-08-31 MY MYPI20090791 patent/MY150745A/en unknown
- 2007-08-31 AU AU2007297013A patent/AU2007297013B2/en not_active Ceased
- 2007-09-11 AR ARP070104012A patent/AR063708A1/es not_active Application Discontinuation
- 2007-09-11 TW TW096133788A patent/TWI394570B/zh not_active IP Right Cessation
- 2007-09-11 UY UY30585A patent/UY30585A1/es not_active Application Discontinuation
- 2007-09-12 CL CL200702652A patent/CL2007002652A1/es unknown
-
2009
- 2009-02-03 ZA ZA200900807A patent/ZA200900807B/xx unknown
- 2009-03-06 MA MA31700A patent/MA30707B1/fr unknown
- 2009-03-09 US US12/400,189 patent/US8097758B2/en not_active Expired - Fee Related
- 2009-03-09 IL IL197504A patent/IL197504A/en not_active IP Right Cessation
- 2009-03-16 NO NO20091110A patent/NO20091110L/no not_active Application Discontinuation
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2010503625A5 (enExample) | ||
| RU2009113602A (ru) | Изосериновые производные для применения в качестве ингибиторов фактора свертывания крови ixa | |
| CA2552050C (en) | Substituted heterocycles and the uses thereof | |
| ES2930157T3 (es) | Combinación que comprende un inhibidor de MEK y un inhibidor de B-Raf | |
| JP6401773B2 (ja) | Ｂｅｔブロモドメイン阻害剤およびこれを用いる治療方法 | |
| RU2014131390A (ru) | ПРОИЗВОДНЫЕ ТИЕНО[3,2-d]ПИРИМИДИНА, ОБЛАДАЮЩИЕ ИНГИБИРУЮЩЕЙ АКТИВНОСТЬЮ В ОТНОШЕНИИ ПРОТЕИНКИНАЗ | |
| US20140066396A1 (en) | Method of inhibiting hepatitus c virus by combination of a 5,6-dihydro-1h-pyridin-2-one and one or more additional antiviral compounds | |
| JP2009509989A5 (enExample) | ||
| CN105777756A (zh) | 杂芳化合物及其在药物中的应用 | |
| BR112021008991A2 (pt) | derivados de 2,3-di-hidro-1h-pirrolo [3,4c]piridin-1-ona como inibidores de hpk1 para o tratamento de câncer | |
| AU2006232620A1 (en) | Substituted heterocycles and their use as CHK1, PDK1 and PAK inhibitors | |
| RU2005122447A (ru) | Энантиомеры производных тиофенгидроксамовой кислоты и их применение в качестве ингибиторов гдац | |
| JP2004536869A5 (enExample) | ||
| CN101137651A (zh) | 哒嗪酮化合物 | |
| US20080039377A1 (en) | Composition Comprising a Jnk Inhibitor and Cyclosporin | |
| KR20080059283A (ko) | 뇌 순환 장애의 예방 및 치료를 위한 치환된옥사졸리디논을 포함하는 조합요법 | |
| JP2010503624A5 (enExample) | ||
| CN101812063A (zh) | α-萘磺酰胺基五元杂环类化合物及其抑瘤活性 | |
| JP2010120974A5 (enExample) | ||
| AR070441A1 (es) | Clorotiofeno - amidas como inhibidores de los factores de coagulacion xa y trombina | |
| TW200404062A (en) | Imidazolamino compounds | |
| EP3253749B1 (en) | Compounds with anti-tumoral activity | |
| JP2010511641A5 (enExample) | ||
| JP2009511516A5 (enExample) | ||
| JP2006528941A5 (enExample) |