JP2009534310A - レニン阻害剤 - Google Patents
レニン阻害剤 Download PDFInfo
- Publication number
- JP2009534310A JP2009534310A JP2009503181A JP2009503181A JP2009534310A JP 2009534310 A JP2009534310 A JP 2009534310A JP 2009503181 A JP2009503181 A JP 2009503181A JP 2009503181 A JP2009503181 A JP 2009503181A JP 2009534310 A JP2009534310 A JP 2009534310A
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- hetero
- cycloalkyl
- aryl
- bicycloaryl
- 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.)
- Abandoned
Links
- 239000002461 renin inhibitor Substances 0.000 title description 38
- 229940086526 renin-inhibitors Drugs 0.000 title description 37
- 150000001875 compounds Chemical class 0.000 claims abstract description 304
- 238000000034 method Methods 0.000 claims abstract description 92
- 108090000783 Renin Proteins 0.000 claims abstract description 63
- 102100028255 Renin Human genes 0.000 claims abstract description 62
- 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 17
- 125000000217 alkyl group Chemical group 0.000 claims description 869
- 125000005842 heteroatom Chemical group 0.000 claims description 535
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 367
- -1 cyano, thio, oxy, hydroxy, carbonyloxy Chemical group 0.000 claims description 355
- 125000003118 aryl group Chemical group 0.000 claims description 256
- 229910052739 hydrogen Inorganic materials 0.000 claims description 199
- 239000001257 hydrogen Substances 0.000 claims description 199
- 125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 claims description 148
- 150000001602 bicycloalkyls Chemical group 0.000 claims description 137
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 137
- 239000000203 mixture Substances 0.000 claims description 124
- 125000005843 halogen group Chemical group 0.000 claims description 110
- 125000003545 alkoxy group Chemical group 0.000 claims description 107
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 106
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 100
- 125000001072 heteroaryl group Chemical group 0.000 claims description 96
- 125000001841 imino group Chemical group [H]N=* 0.000 claims description 82
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 claims description 78
- 125000004429 atom Chemical group 0.000 claims description 71
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 65
- 125000001424 substituent group Chemical group 0.000 claims description 63
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 62
- 125000004104 aryloxy group Chemical group 0.000 claims description 61
- 201000010099 disease Diseases 0.000 claims description 61
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 61
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 claims description 60
- 125000005553 heteroaryloxy group Chemical group 0.000 claims description 57
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 55
- 150000003839 salts Chemical class 0.000 claims description 53
- 238000001727 in vivo Methods 0.000 claims description 48
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 46
- 125000003282 alkyl amino group Chemical group 0.000 claims description 40
- 229910052760 oxygen Inorganic materials 0.000 claims description 38
- 229910052717 sulfur Inorganic materials 0.000 claims description 37
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 34
- 229910052799 carbon Inorganic materials 0.000 claims description 31
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 30
- 230000000694 effects Effects 0.000 claims description 29
- 238000009472 formulation Methods 0.000 claims description 28
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 25
- 238000000926 separation method Methods 0.000 claims description 25
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 21
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 20
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 20
- 230000002401 inhibitory effect Effects 0.000 claims description 20
- 239000000047 product Substances 0.000 claims description 20
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 19
- 229910052757 nitrogen Inorganic materials 0.000 claims description 18
- 208000024891 symptom Diseases 0.000 claims description 18
- 238000011282 treatment Methods 0.000 claims description 17
- 125000005647 linker group Chemical group 0.000 claims description 16
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 16
- 230000007170 pathology Effects 0.000 claims description 14
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims description 14
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 13
- 239000001301 oxygen Substances 0.000 claims description 13
- 239000005022 packaging material Substances 0.000 claims description 13
- 125000005083 alkoxyalkoxy group Chemical group 0.000 claims description 12
- 206010020772 Hypertension Diseases 0.000 claims description 11
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 11
- 239000011593 sulfur Substances 0.000 claims description 11
- 230000000699 topical effect Effects 0.000 claims description 11
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims description 8
- 125000005102 carbonylalkoxy group Chemical group 0.000 claims description 8
- 238000001990 intravenous administration Methods 0.000 claims description 8
- 239000007787 solid Substances 0.000 claims description 8
- 238000003860 storage Methods 0.000 claims description 8
- 229940124530 sulfonamide Drugs 0.000 claims description 8
- 150000003456 sulfonamides Chemical class 0.000 claims description 8
- 206010007559 Cardiac failure congestive Diseases 0.000 claims description 7
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 7
- 206010019280 Heart failures Diseases 0.000 claims description 7
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims description 6
- 125000005081 alkoxyalkoxyalkyl group Chemical group 0.000 claims description 6
- 230000008878 coupling Effects 0.000 claims description 6
- 238000010168 coupling process Methods 0.000 claims description 6
- 238000005859 coupling reaction Methods 0.000 claims description 6
- 125000004216 fluoromethyl group Chemical group [H]C([H])(F)* 0.000 claims description 6
- 125000005226 heteroaryloxycarbonyl group Chemical group 0.000 claims description 6
- 238000007911 parenteral administration Methods 0.000 claims description 6
- 238000007920 subcutaneous administration Methods 0.000 claims description 6
- 125000004404 heteroalkyl group Chemical group 0.000 claims description 5
- 238000007918 intramuscular administration Methods 0.000 claims description 5
- 206010061218 Inflammation Diseases 0.000 claims description 4
- 208000012902 Nervous system disease Diseases 0.000 claims description 4
- 239000004480 active ingredient Substances 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 4
- 230000004054 inflammatory process Effects 0.000 claims description 4
- 238000001361 intraarterial administration Methods 0.000 claims description 4
- 238000007912 intraperitoneal administration Methods 0.000 claims description 4
- 239000002502 liposome Substances 0.000 claims description 4
- 239000012669 liquid formulation Substances 0.000 claims description 4
- 208000010125 myocardial infarction Diseases 0.000 claims description 4
- 230000004224 protection Effects 0.000 claims description 4
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 4
- 125000001246 bromo group Chemical group Br* 0.000 claims description 3
- 125000001309 chloro group Chemical group Cl* 0.000 claims description 3
- 238000007913 intrathecal administration Methods 0.000 claims description 3
- 201000011682 nervous system cancer Diseases 0.000 claims description 3
- DMGXIVUFFBNRIO-XMMPIXPASA-N (2r)-2-benzyl-1-(2,2-diphenylethylsulfonyl)piperazine Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)S(=O)(=O)CC(C=1C=CC=CC=1)C1=CC=CC=C1 DMGXIVUFFBNRIO-XMMPIXPASA-N 0.000 claims description 2
- WBOSATFKNXTWBU-LJQANCHMSA-N (2r)-2-benzyl-1-(2-phenylethylsulfonyl)piperazine Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)S(=O)(=O)CCC1=CC=CC=C1 WBOSATFKNXTWBU-LJQANCHMSA-N 0.000 claims description 2
- MVXXJEVLTRMACW-HSZRJFAPSA-N (2r)-n-benzhydryl-2-benzylpiperazine-1-carboxamide Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)NC(C=1C=CC=CC=1)C1=CC=CC=C1 MVXXJEVLTRMACW-HSZRJFAPSA-N 0.000 claims description 2
- KZVIATQEEJMLIT-YLJYHZDGSA-N (3r)-1-[(2r)-2-benzylpiperazin-1-yl]-3-phenylbutan-1-one Chemical compound C([C@@H]1CNCCN1C(=O)C[C@@H](C)C=1C=CC=CC=1)C1=CC=CC=C1 KZVIATQEEJMLIT-YLJYHZDGSA-N 0.000 claims description 2
- KZVIATQEEJMLIT-FXAWDEMLSA-N (3s)-1-[(2r)-2-benzylpiperazin-1-yl]-3-phenylbutan-1-one Chemical compound C([C@@H]1CNCCN1C(=O)C[C@H](C)C=1C=CC=CC=1)C1=CC=CC=C1 KZVIATQEEJMLIT-FXAWDEMLSA-N 0.000 claims description 2
- NDDVYYHYUHWXRB-JOCHJYFZSA-N 1-[(2r)-2-[(4-hydroxyphenyl)methyl]piperazin-1-yl]-3-(2-phenoxyphenyl)propan-1-one Chemical compound C1=CC(O)=CC=C1C[C@H]1N(C(=O)CCC=2C(=CC=CC=2)OC=2C=CC=CC=2)CCNC1 NDDVYYHYUHWXRB-JOCHJYFZSA-N 0.000 claims description 2
- UKLLZURNGIRXHW-IKOFQBKESA-N 1-[(2r)-2-benzylpiperazin-1-yl]-2,3-diphenylpropan-1-one Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)C(C=1C=CC=CC=1)CC1=CC=CC=C1 UKLLZURNGIRXHW-IKOFQBKESA-N 0.000 claims description 2
- RRKJVOPFAAKRJG-GEPVFLLWSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-2-(2,2-dimethyl-4-phenyloxan-4-yl)ethanone Chemical compound C1COC(C)(C)CC1(C=1C=CC=CC=1)CC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 RRKJVOPFAAKRJG-GEPVFLLWSA-N 0.000 claims description 2
- OJKIRTLFONOTAY-MRXNPFEDSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-2-(2-bromophenoxy)ethanone Chemical compound BrC1=CC=CC=C1OCC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 OJKIRTLFONOTAY-MRXNPFEDSA-N 0.000 claims description 2
- YWMJSUBSGIPHJS-QGZVFWFLSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-2-(2-methoxyphenoxy)ethanone Chemical compound COC1=CC=CC=C1OCC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 YWMJSUBSGIPHJS-QGZVFWFLSA-N 0.000 claims description 2
- VOTJDEFFGRTQAS-JOCHJYFZSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-2-(2-phenoxyphenyl)ethanone Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)CC1=CC=CC=C1OC1=CC=CC=C1 VOTJDEFFGRTQAS-JOCHJYFZSA-N 0.000 claims description 2
- PNMYTMLDYWVFMD-OAQYLSRUSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-2-[2-(2-chlorophenyl)phenyl]ethanone Chemical compound ClC1=CC=CC=C1C1=CC=CC=C1CC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 PNMYTMLDYWVFMD-OAQYLSRUSA-N 0.000 claims description 2
- AXYJUPGWWMLPQK-JOCHJYFZSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-2-[2-(2-methoxyphenyl)phenyl]ethanone Chemical compound COC1=CC=CC=C1C1=CC=CC=C1CC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 AXYJUPGWWMLPQK-JOCHJYFZSA-N 0.000 claims description 2
- SKFDOXWJROJNTG-HSZRJFAPSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-2-[2-(4-fluorophenyl)phenyl]ethanone Chemical compound C1=CC(F)=CC=C1C1=CC=CC=C1CC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 SKFDOXWJROJNTG-HSZRJFAPSA-N 0.000 claims description 2
- UIACMSYXQNQZSO-HXUWFJFHSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-2-naphthalen-1-yloxyethanone Chemical compound C([C@@H]1CNCCN1C(COC=1C2=CC=CC=C2C=CC=1)=O)C1=CC=CC=C1 UIACMSYXQNQZSO-HXUWFJFHSA-N 0.000 claims description 2
- SJLJGJWHVGWLQY-XMMPIXPASA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3,3-diphenylpropan-1-one Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)CC(C=1C=CC=CC=1)C1=CC=CC=C1 SJLJGJWHVGWLQY-XMMPIXPASA-N 0.000 claims description 2
- OBWLKOAZNZMJPR-OADZCNSWSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-(2,2-dimethyloxan-4-yl)-3-phenylpropan-1-one Chemical compound C1COC(C)(C)CC1C(C=1C=CC=CC=1)CC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 OBWLKOAZNZMJPR-OADZCNSWSA-N 0.000 claims description 2
- QQGAQPPBRQQTFW-HSZRJFAPSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-(2-phenoxyphenyl)propan-1-one Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)CCC1=CC=CC=C1OC1=CC=CC=C1 QQGAQPPBRQQTFW-HSZRJFAPSA-N 0.000 claims description 2
- QPOGZIRAADKVJP-RUZDIDTESA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-(4,5-diphenyl-1,3-oxazol-2-yl)propan-1-one Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)CCC(O1)=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 QPOGZIRAADKVJP-RUZDIDTESA-N 0.000 claims description 2
- OVTIKUQEADWYBA-OZAIVSQSSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-(furan-2-yl)-4-phenylbutan-1-one Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)CC(C=1OC=CC=1)CC1=CC=CC=C1 OVTIKUQEADWYBA-OZAIVSQSSA-N 0.000 claims description 2
- XZSBPBYSXCXVOR-RUZDIDTESA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-(n-phenylanilino)propan-1-one Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)CCN(C=1C=CC=CC=1)C1=CC=CC=C1 XZSBPBYSXCXVOR-RUZDIDTESA-N 0.000 claims description 2
- BMTQIJUSCSGMJI-XMMPIXPASA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-(3-ethoxyphenoxy)phenyl]propan-1-one Chemical compound CCOC1=CC=CC(OC=2C(=CC=CC=2)CCC(=O)N2[C@@H](CNCC2)CC=2C=CC=CC=2)=C1 BMTQIJUSCSGMJI-XMMPIXPASA-N 0.000 claims description 2
- YXYCEVJHRUYTNW-OAQYLSRUSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-(3-hydroxypropoxy)phenyl]propan-1-one Chemical compound OCCCOC1=CC=CC=C1CCC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 YXYCEVJHRUYTNW-OAQYLSRUSA-N 0.000 claims description 2
- QPTQRSPZFBZORL-JOCHJYFZSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-(3-methoxypropoxy)phenyl]propan-1-one Chemical compound COCCCOC1=CC=CC=C1CCC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 QPTQRSPZFBZORL-JOCHJYFZSA-N 0.000 claims description 2
- OQUAJJKMCMNCHE-XMMPIXPASA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-(3-methylphenoxy)phenyl]propan-1-one Chemical compound CC1=CC=CC(OC=2C(=CC=CC=2)CCC(=O)N2[C@@H](CNCC2)CC=2C=CC=CC=2)=C1 OQUAJJKMCMNCHE-XMMPIXPASA-N 0.000 claims description 2
- BSWWSRLOKRWFAC-HSZRJFAPSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-(4-chlorophenoxy)phenyl]propan-1-one Chemical compound C1=CC(Cl)=CC=C1OC1=CC=CC=C1CCC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 BSWWSRLOKRWFAC-HSZRJFAPSA-N 0.000 claims description 2
- NCOUSDXFCGNXDA-HSZRJFAPSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-(4-methoxyphenoxy)phenyl]propan-1-one Chemical compound C1=CC(OC)=CC=C1OC1=CC=CC=C1CCC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 NCOUSDXFCGNXDA-HSZRJFAPSA-N 0.000 claims description 2
- CLECYELPSFRQMY-XMMPIXPASA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-(4-methylphenoxy)phenyl]propan-1-one Chemical compound C1=CC(C)=CC=C1OC1=CC=CC=C1CCC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 CLECYELPSFRQMY-XMMPIXPASA-N 0.000 claims description 2
- CMABIVSVGHNAIA-AREMUKBSSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-[(4-chlorophenyl)methyl]phenyl]propan-1-one Chemical compound C1=CC(Cl)=CC=C1CC1=CC=CC=C1CCC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 CMABIVSVGHNAIA-AREMUKBSSA-N 0.000 claims description 2
- KMIUZTQAADEBQM-XMMPIXPASA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-[2-(hydroxymethyl)phenoxy]phenyl]propan-1-one Chemical compound OCC1=CC=CC=C1OC1=CC=CC=C1CCC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 KMIUZTQAADEBQM-XMMPIXPASA-N 0.000 claims description 2
- LRVIXVIELXCRET-XMMPIXPASA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-[3-(2-methoxyethoxy)propoxy]phenyl]propan-1-one Chemical compound COCCOCCCOC1=CC=CC=C1CCC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 LRVIXVIELXCRET-XMMPIXPASA-N 0.000 claims description 2
- BDYSKYRVHCNVRL-RUZDIDTESA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-[3-(dimethylamino)phenoxy]phenyl]propan-1-one Chemical compound CN(C)C1=CC=CC(OC=2C(=CC=CC=2)CCC(=O)N2[C@@H](CNCC2)CC=2C=CC=CC=2)=C1 BDYSKYRVHCNVRL-RUZDIDTESA-N 0.000 claims description 2
- KGDBCQOZRMQJHL-XMMPIXPASA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[2-[3-(hydroxymethyl)phenoxy]phenyl]propan-1-one Chemical compound OCC1=CC=CC(OC=2C(=CC=CC=2)CCC(=O)N2[C@@H](CNCC2)CC=2C=CC=CC=2)=C1 KGDBCQOZRMQJHL-XMMPIXPASA-N 0.000 claims description 2
- KPYHSXPTARFBKL-OAQYLSRUSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-[4-(4-chlorophenyl)-2-methyl-1,3-oxazol-5-yl]propan-1-one Chemical compound C([C@@H]1CNCCN1C(=O)CCC1=C(N=C(O1)C)C=1C=CC(Cl)=CC=1)C1=CC=CC=C1 KPYHSXPTARFBKL-OAQYLSRUSA-N 0.000 claims description 2
- CBBLSYFZUKNIJM-LJQANCHMSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-3-phenylpropan-1-one Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)CCC1=CC=CC=C1 CBBLSYFZUKNIJM-LJQANCHMSA-N 0.000 claims description 2
- DVNIBKSKHKGDIV-HXUWFJFHSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-4-phenylbutan-1-one Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)CCCC1=CC=CC=C1 DVNIBKSKHKGDIV-HXUWFJFHSA-N 0.000 claims description 2
- ANDYEFOXEVPHDV-LJQANCHMSA-N 1-[(2r)-2-benzylpiperazin-1-yl]-4-phenylbutane-1,4-dione Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)CCC(=O)C1=CC=CC=C1 ANDYEFOXEVPHDV-LJQANCHMSA-N 0.000 claims description 2
- ZEPOAISTXFKUCY-XMMPIXPASA-N 2-(3-benzylphenoxy)-1-[(2r)-2-benzylpiperazin-1-yl]ethanone Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)COC(C=1)=CC=CC=1CC1=CC=CC=C1 ZEPOAISTXFKUCY-XMMPIXPASA-N 0.000 claims description 2
- ZBVVLDFDTCTVNI-XMMPIXPASA-N 2-[2-[3-[(2r)-2-benzylpiperazin-1-yl]-3-oxopropyl]phenoxy]benzonitrile Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)CCC1=CC=CC=C1OC1=CC=CC=C1C#N ZBVVLDFDTCTVNI-XMMPIXPASA-N 0.000 claims description 2
- FSVQKSKFGOIHIQ-CSMDKSQMSA-N 2-[3-[(2r)-2-benzylpiperazin-1-yl]-1-(4-methylphenyl)-3-oxopropyl]-3h-isoindol-1-one Chemical compound C1=CC(C)=CC=C1C(N1C(C2=CC=CC=C2C1)=O)CC(=O)N1[C@H](CC=2C=CC=CC=2)CNCC1 FSVQKSKFGOIHIQ-CSMDKSQMSA-N 0.000 claims description 2
- VZZYBRHPVYAECC-GEPVFLLWSA-N 2-[3-[(2r)-2-benzylpiperazin-1-yl]-3-oxopropyl]-2-phenylcyclohexan-1-one Chemical compound N1([C@@H](CNCC1)CC=1C=CC=CC=1)C(=O)CCC1(C=2C=CC=CC=2)CCCCC1=O VZZYBRHPVYAECC-GEPVFLLWSA-N 0.000 claims description 2
- GCGLCPWSRCFUGB-HSZRJFAPSA-N 2-[4-[[(2r)-1-[3-(2-phenoxyphenyl)propanoyl]piperazin-2-yl]methyl]phenoxy]acetic acid Chemical compound C1=CC(OCC(=O)O)=CC=C1C[C@H]1N(C(=O)CCC=2C(=CC=CC=2)OC=2C=CC=CC=2)CCNC1 GCGLCPWSRCFUGB-HSZRJFAPSA-N 0.000 claims description 2
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Images
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A61P13/12—Drugs for disorders of the urinary system of the kidneys
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/38—Drugs for disorders of the endocrine system of the suprarenal hormones
- A61P5/42—Drugs for disorders of the endocrine system of the suprarenal hormones for decreasing, blocking or antagonising the activity of mineralocorticosteroids
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- A—HUMAN NECESSITIES
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- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Endocrinology (AREA)
- Diabetes (AREA)
- Vascular Medicine (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US78756406P | 2006-03-29 | 2006-03-29 | |
| PCT/US2007/064814 WO2007117961A2 (en) | 2006-03-29 | 2007-03-23 | Renin inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009534310A true JP2009534310A (ja) | 2009-09-24 |
| JP2009534310A5 JP2009534310A5 (OSRAM) | 2010-04-15 |
Family
ID=38529996
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2009503181A Abandoned JP2009534310A (ja) | 2006-03-29 | 2007-03-23 | レニン阻害剤 |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20100210635A1 (OSRAM) |
| EP (1) | EP1999117A2 (OSRAM) |
| JP (1) | JP2009534310A (OSRAM) |
| WO (1) | WO2007117961A2 (OSRAM) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20090105251A1 (en) * | 2007-01-25 | 2009-04-23 | Benjamin Jones | Renin inhibitors |
| CN104031094A (zh) * | 2014-05-26 | 2014-09-10 | 上海应用技术学院 | 一种二茂铁哌嗪类衍生物及其制备方法和应用 |
| US11365195B2 (en) * | 2017-11-13 | 2022-06-21 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Atypical inhibitors of monoamine transporters; method of making; and use thereof |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AUPO008396A0 (en) * | 1996-05-27 | 1996-06-20 | Fujisawa Pharmaceutical Co., Ltd. | New piperazine compounds |
| US6861424B2 (en) * | 2001-06-06 | 2005-03-01 | Schering Aktiengesellschaft | Platelet adenosine diphosphate receptor antagonists |
| CA2498272A1 (en) * | 2002-09-11 | 2004-03-25 | Merck & Co., Inc. | Piperazine urea derivatives as melanocortin-4 receptor agonists |
| US20040214832A1 (en) * | 2003-04-10 | 2004-10-28 | Cuiman Cai | Piperazine derivative renin inhibitors |
| TW200640877A (en) * | 2005-04-28 | 2006-12-01 | Actelion Pharmaceuticals Ltd | Pyrimidine derivatives |
| JP2009526747A (ja) * | 2006-02-16 | 2009-07-23 | 武田薬品工業株式会社 | 環状アミン化合物および高血圧の予防・治療のための用途 |
-
2007
- 2007-03-23 US US12/294,906 patent/US20100210635A1/en not_active Abandoned
- 2007-03-23 JP JP2009503181A patent/JP2009534310A/ja not_active Abandoned
- 2007-03-23 WO PCT/US2007/064814 patent/WO2007117961A2/en not_active Ceased
- 2007-03-23 EP EP07759273A patent/EP1999117A2/en not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| WO2007117961A3 (en) | 2008-01-03 |
| WO2007117961A2 (en) | 2007-10-18 |
| US20100210635A1 (en) | 2010-08-19 |
| EP1999117A2 (en) | 2008-12-10 |
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