JP2005530798A5 - - Google Patents
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- JP2005530798A5 JP2005530798A5 JP2004505341A JP2004505341A JP2005530798A5 JP 2005530798 A5 JP2005530798 A5 JP 2005530798A5 JP 2004505341 A JP2004505341 A JP 2004505341A JP 2004505341 A JP2004505341 A JP 2004505341A JP 2005530798 A5 JP2005530798 A5 JP 2005530798A5
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- Japan
- Prior art keywords
- compound
- cancer
- group
- pharmaceutical composition
- methoxy
- 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.)
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- 150000001875 compounds Chemical class 0.000 claims 31
- -1 4-cyclohexylphenyl Chemical group 0.000 claims 17
- 239000008194 pharmaceutical composition Substances 0.000 claims 17
- 239000003814 drug Substances 0.000 claims 15
- 239000000203 mixture Substances 0.000 claims 14
- 125000000217 alkyl group Chemical group 0.000 claims 12
- 230000008816 organ damage Effects 0.000 claims 8
- 206010028980 Neoplasm Diseases 0.000 claims 7
- 201000011510 cancer Diseases 0.000 claims 7
- 206010061218 Inflammation Diseases 0.000 claims 6
- 206010040070 Septic Shock Diseases 0.000 claims 6
- 230000006378 damage Effects 0.000 claims 6
- 230000004054 inflammatory process Effects 0.000 claims 6
- 208000015122 neurodegenerative disease Diseases 0.000 claims 6
- 230000036303 septic shock Effects 0.000 claims 6
- 102000003840 Opioid Receptors Human genes 0.000 claims 5
- 108090000137 Opioid Receptors Proteins 0.000 claims 5
- 230000036541 health Effects 0.000 claims 5
- 230000001404 mediated effect Effects 0.000 claims 5
- 230000004770 neurodegeneration Effects 0.000 claims 5
- 230000001225 therapeutic effect Effects 0.000 claims 5
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 4
- 208000013875 Heart injury Diseases 0.000 claims 4
- 208000027418 Wounds and injury Diseases 0.000 claims 4
- 125000004122 cyclic group Chemical group 0.000 claims 4
- 208000014674 injury Diseases 0.000 claims 4
- 230000001537 neural effect Effects 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 3
- IJVCSMSMFSCRME-KBQPJGBKSA-N Dihydromorphine Chemical compound O([C@H]1[C@H](CC[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O IJVCSMSMFSCRME-KBQPJGBKSA-N 0.000 claims 3
- 241000124008 Mammalia Species 0.000 claims 3
- INAXVFBXDYWQFN-XHSDSOJGSA-N morphinan Chemical compound C1C2=CC=CC=C2[C@]23CCCC[C@H]3[C@@H]1NCC2 INAXVFBXDYWQFN-XHSDSOJGSA-N 0.000 claims 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 3
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims 2
- MKXZASYAUGDDCJ-SZMVWBNQSA-N LSM-2525 Chemical compound C1CCC[C@H]2[C@@]3([H])N(C)CC[C@]21C1=CC(OC)=CC=C1C3 MKXZASYAUGDDCJ-SZMVWBNQSA-N 0.000 claims 2
- DEXMFYZAHXMZNM-UHFFFAOYSA-N Narceine Chemical compound OC(=O)C1=C(OC)C(OC)=CC=C1C(=O)CC1=C(CCN(C)C)C=C(OCO2)C2=C1OC DEXMFYZAHXMZNM-UHFFFAOYSA-N 0.000 claims 2
- 208000001738 Nervous System Trauma Diseases 0.000 claims 2
- MWUXSHHQAYIFBG-UHFFFAOYSA-N Nitric oxide Chemical compound O=[N] MWUXSHHQAYIFBG-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical group C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims 2
- 125000002723 alicyclic group Chemical group 0.000 claims 2
- 230000003683 cardiac damage Effects 0.000 claims 2
- OROGSEYTTFOCAN-DNJOTXNNSA-N codeine Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OC OROGSEYTTFOCAN-DNJOTXNNSA-N 0.000 claims 2
- 229960001985 dextromethorphan Drugs 0.000 claims 2
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N diphenyl Chemical group C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims 2
- 229910052736 halogen Inorganic materials 0.000 claims 2
- OROGSEYTTFOCAN-UHFFFAOYSA-N hydrocodone Natural products C1C(N(CCC234)C)C2C=CC(O)C3OC2=C4C1=CC=C2OC OROGSEYTTFOCAN-UHFFFAOYSA-N 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical compound O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 claims 2
- 229960003086 naltrexone Drugs 0.000 claims 2
- DQCKKXVULJGBQN-XFWGSAIBSA-N naltrexone Chemical compound N1([C@@H]2CC3=CC=C(C=4O[C@@H]5[C@](C3=4)([C@]2(CCC5=O)O)CC1)O)CC1CC1 DQCKKXVULJGBQN-XFWGSAIBSA-N 0.000 claims 2
- 208000028412 nervous system injury Diseases 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 229910052760 oxygen Inorganic materials 0.000 claims 2
- 229910052717 sulfur Inorganic materials 0.000 claims 2
- XYIRXMVBHFJVCA-TYMHPWAKSA-N (+)-3-methoxy-17-(3-pyridylmethy)morphinan hydrobromide Chemical compound Br.C([C@]12CCCC[C@H]1[C@H]1CC3=CC=C(C=C32)OC)CN1CC1=CC=CN=C1 XYIRXMVBHFJVCA-TYMHPWAKSA-N 0.000 claims 1
- QLBMYNYOWLSIHM-MDNUFGMLSA-N (+)-3-methoxy-17-(4-nitrophenyl)morphinan Chemical compound C([C@@]12C3=CC(OC)=CC=C3C[C@@]3([C@@H]1CCCC2)[H])CN3C1=CC=C([N+]([O-])=O)C=C1 QLBMYNYOWLSIHM-MDNUFGMLSA-N 0.000 claims 1
- JDGQRMJNWSZPFC-BBVWWWHTSA-N (+)-3-methoxy-17-(indole5-carbonyl)-morphinan Chemical compound C1=C2NC=CC2=CC(C(=O)N2CC[C@@]34C5=CC(OC)=CC=C5C[C@@]2([C@@H]3CCCC4)[H])=C1 JDGQRMJNWSZPFC-BBVWWWHTSA-N 0.000 claims 1
- IULUUEKIYYTGPK-QXAKKESOSA-N (+)-3-methoxy-17-acetyl-morphinan Chemical compound C1CCC[C@H]2[C@]3([H])N(C(C)=O)CC[C@@]21C1=CC(OC)=CC=C1C3 IULUUEKIYYTGPK-QXAKKESOSA-N 0.000 claims 1
- YQYVFVRQLZMJKJ-JBBXEZCESA-N (+)-cyclazocine Chemical compound C([C@@]1(C)C2=CC(O)=CC=C2C[C@@H]2[C@@H]1C)CN2CC1CC1 YQYVFVRQLZMJKJ-JBBXEZCESA-N 0.000 claims 1
- UVITTYOJFDLOGI-UHFFFAOYSA-N (1,2,5-trimethyl-4-phenylpiperidin-4-yl) propanoate Chemical compound C=1C=CC=CC=1C1(OC(=O)CC)CC(C)N(C)CC1C UVITTYOJFDLOGI-UHFFFAOYSA-N 0.000 claims 1
- IROGDGTWNQWDSU-CXLKIFKASA-N (1R,9R,10R)-17-[(E)-1,4-diphenylbut-3-enyl]-4-methoxy-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene hydrobromide Chemical compound Br.C([C@@]12C3=CC(OC)=CC=C3C[C@@]3([C@@H]1CCCC2)[H])CN3C(C=1C=CC=CC=1)C\C=C\C1=CC=CC=C1 IROGDGTWNQWDSU-CXLKIFKASA-N 0.000 claims 1
- OBJTXERBWHPAQB-MDNUFGMLSA-N (1R,9R,10R)-4-methoxy-17-phenyl-17-azatetracyclo[7.5.3.01,10.02,7]heptadeca-2(7),3,5-triene Chemical compound C([C@@]12C3=CC(OC)=CC=C3C[C@@]3([C@@H]1CCCC2)[H])CN3C1=CC=CC=C1 OBJTXERBWHPAQB-MDNUFGMLSA-N 0.000 claims 1
- TVYLLZQTGLZFBW-ZBFHGGJFSA-N (R,R)-tramadol Chemical compound COC1=CC=CC([C@]2(O)[C@H](CCCC2)CN(C)C)=C1 TVYLLZQTGLZFBW-ZBFHGGJFSA-N 0.000 claims 1
- IYNWSQDZXMGGGI-NUEKZKHPSA-N 3-hydroxymorphinan Chemical compound C1CCC[C@H]2[C@H]3CC4=CC=C(O)C=C4[C@]21CCN3 IYNWSQDZXMGGGI-NUEKZKHPSA-N 0.000 claims 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- USSIQXCVUWKGNF-UHFFFAOYSA-N 6-(dimethylamino)-4,4-diphenylheptan-3-one Chemical compound C=1C=CC=CC=1C(CC(C)N(C)C)(C(=O)CC)C1=CC=CC=C1 USSIQXCVUWKGNF-UHFFFAOYSA-N 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 208000000044 Amnesia Diseases 0.000 claims 1
- JQICBUWWCSFWSI-YGICXTQQSA-N Br.C([C@@]12C3=CC(OC)=CC=C3C[C@@]3([C@@H]1CCCC2)[H])CN3CC1=CC=C(F)C=C1 Chemical compound Br.C([C@@]12C3=CC(OC)=CC=C3C[C@@]3([C@@H]1CCCC2)[H])CN3CC1=CC=C(F)C=C1 JQICBUWWCSFWSI-YGICXTQQSA-N 0.000 claims 1
- OWPMVLOENUWJOA-YGICXTQQSA-N Br.C([C@@]12C3=CC(OC)=CC=C3C[C@@]3([C@@H]1CCCC2)[H])CN3CC1=CC=CC=C1 Chemical compound Br.C([C@@]12C3=CC(OC)=CC=C3C[C@@]3([C@@H]1CCCC2)[H])CN3CC1=CC=CC=C1 OWPMVLOENUWJOA-YGICXTQQSA-N 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- FERIUCNNQQJTOY-UHFFFAOYSA-M Butyrate Chemical compound CCCC([O-])=O FERIUCNNQQJTOY-UHFFFAOYSA-M 0.000 claims 1
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Natural products CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 claims 1
- 206010007559 Cardiac failure congestive Diseases 0.000 claims 1
- 206010014733 Endometrial cancer Diseases 0.000 claims 1
- 206010014759 Endometrial neoplasm Diseases 0.000 claims 1
- 208000000461 Esophageal Neoplasms Diseases 0.000 claims 1
- OGDVEMNWJVYAJL-LEPYJNQMSA-N Ethyl morphine Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)=C[C@H](O)[C@@H]1OC1=C2C3=CC=C1OCC OGDVEMNWJVYAJL-LEPYJNQMSA-N 0.000 claims 1
- OGDVEMNWJVYAJL-UHFFFAOYSA-N Ethylmorphine Natural products C1C(N(CCC234)C)C2C=CC(O)C3OC2=C4C1=CC=C2OCC OGDVEMNWJVYAJL-UHFFFAOYSA-N 0.000 claims 1
- 206010019280 Heart failures Diseases 0.000 claims 1
- GVGLGOZIDCSQPN-PVHGPHFFSA-N Heroin Chemical compound O([C@H]1[C@H](C=C[C@H]23)OC(C)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4OC(C)=O GVGLGOZIDCSQPN-PVHGPHFFSA-N 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- ALFGKMXHOUSVAD-UHFFFAOYSA-N Ketobemidone Chemical compound C=1C=CC(O)=CC=1C1(C(=O)CC)CCN(C)CC1 ALFGKMXHOUSVAD-UHFFFAOYSA-N 0.000 claims 1
- JAQUASYNZVUNQP-USXIJHARSA-N Levorphanol Chemical compound C1C2=CC=C(O)C=C2[C@]23CCN(C)[C@H]1[C@@H]2CCCC3 JAQUASYNZVUNQP-USXIJHARSA-N 0.000 claims 1
- 206010067125 Liver injury Diseases 0.000 claims 1
- 208000026139 Memory disease Diseases 0.000 claims 1
- IDBPHNDTYPBSNI-UHFFFAOYSA-N N-(1-(2-(4-Ethyl-5-oxo-2-tetrazolin-1-yl)ethyl)-4-(methoxymethyl)-4-piperidyl)propionanilide Chemical compound C1CN(CCN2C(N(CC)N=N2)=O)CCC1(COC)N(C(=O)CC)C1=CC=CC=C1 IDBPHNDTYPBSNI-UHFFFAOYSA-N 0.000 claims 1
- ONBWJWYUHXVEJS-ZTYRTETDSA-N Normorphine Chemical compound C([C@@H](NCC1)[C@@H]2C=C[C@@H]3O)C4=CC=C(O)C5=C4[C@@]21[C@H]3O5 ONBWJWYUHXVEJS-ZTYRTETDSA-N 0.000 claims 1
- 206010030155 Oesophageal carcinoma Diseases 0.000 claims 1
- 239000008896 Opium Substances 0.000 claims 1
- 206010033128 Ovarian cancer Diseases 0.000 claims 1
- 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
- BRUQQQPBMZOVGD-XFKAJCMBSA-N Oxycodone Chemical compound O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(OC)C2=C5[C@@]13CCN4C BRUQQQPBMZOVGD-XFKAJCMBSA-N 0.000 claims 1
- UQCNKQCJZOAFTQ-ISWURRPUSA-N Oxymorphone Chemical compound O([C@H]1C(CC[C@]23O)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O UQCNKQCJZOAFTQ-ISWURRPUSA-N 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 206010060862 Prostate cancer Diseases 0.000 claims 1
- 208000000236 Prostatic Neoplasms Diseases 0.000 claims 1
- 208000000453 Skin Neoplasms Diseases 0.000 claims 1
- 206010041067 Small cell lung cancer Diseases 0.000 claims 1
- OUUQCZGPVNCOIJ-UHFFFAOYSA-M Superoxide Chemical compound [O-][O] OUUQCZGPVNCOIJ-UHFFFAOYSA-M 0.000 claims 1
- 208000024313 Testicular Neoplasms Diseases 0.000 claims 1
- 206010057644 Testis cancer Diseases 0.000 claims 1
- 229960001391 alfentanil Drugs 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 150000001450 anions Chemical class 0.000 claims 1
- 239000008365 aqueous carrier Substances 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- RDJGWRFTDZZXSM-RNWLQCGYSA-N benzylmorphine Chemical compound O([C@@H]1[C@]23CCN([C@H](C4)[C@@H]3C=C[C@@H]1O)C)C1=C2C4=CC=C1OCC1=CC=CC=C1 RDJGWRFTDZZXSM-RNWLQCGYSA-N 0.000 claims 1
- 239000004305 biphenyl Chemical group 0.000 claims 1
- 235000010290 biphenyl Nutrition 0.000 claims 1
- RMRJXGBAOAMLHD-IHFGGWKQSA-N buprenorphine Chemical compound C([C@]12[C@H]3OC=4C(O)=CC=C(C2=4)C[C@@H]2[C@]11CC[C@]3([C@H](C1)[C@](C)(O)C(C)(C)C)OC)CN2CC1CC1 RMRJXGBAOAMLHD-IHFGGWKQSA-N 0.000 claims 1
- 229960001736 buprenorphine Drugs 0.000 claims 1
- IFKLAQQSCNILHL-QHAWAJNXSA-N butorphanol Chemical compound N1([C@@H]2CC3=CC=C(C=C3[C@@]3([C@]2(CCCC3)O)CC1)O)CC1CCC1 IFKLAQQSCNILHL-QHAWAJNXSA-N 0.000 claims 1
- 229960001113 butorphanol Drugs 0.000 claims 1
- 201000007455 central nervous system cancer Diseases 0.000 claims 1
- 229960004126 codeine Drugs 0.000 claims 1
- 230000007278 cognition impairment Effects 0.000 claims 1
- 229950002213 cyclazocine Drugs 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 229950003851 desomorphine Drugs 0.000 claims 1
- LNNWVNGFPYWNQE-GMIGKAJZSA-N desomorphine Chemical compound C1C2=CC=C(O)C3=C2[C@]24CCN(C)[C@H]1[C@@H]2CCC[C@@H]4O3 LNNWVNGFPYWNQE-GMIGKAJZSA-N 0.000 claims 1
- INUNXTSAACVKJS-OAQYLSRUSA-N dextromoramide Chemical compound C([C@@H](C)C(C(=O)N1CCCC1)(C=1C=CC=CC=1)C=1C=CC=CC=1)N1CCOCC1 INUNXTSAACVKJS-OAQYLSRUSA-N 0.000 claims 1
- 229960003701 dextromoramide Drugs 0.000 claims 1
- 229960004193 dextropropoxyphene Drugs 0.000 claims 1
- XLMALTXPSGQGBX-GCJKJVERSA-N dextropropoxyphene Chemical compound C([C@](OC(=O)CC)([C@H](C)CN(C)C)C=1C=CC=CC=1)C1=CC=CC=C1 XLMALTXPSGQGBX-GCJKJVERSA-N 0.000 claims 1
- 229960003461 dezocine Drugs 0.000 claims 1
- VTMVHDZWSFQSQP-VBNZEHGJSA-N dezocine Chemical compound C1CCCC[C@H]2CC3=CC=C(O)C=C3[C@]1(C)[C@H]2N VTMVHDZWSFQSQP-VBNZEHGJSA-N 0.000 claims 1
- 229960002069 diamorphine Drugs 0.000 claims 1
- XYYVYLMBEZUESM-UHFFFAOYSA-N dihydrocodeine Natural products C1C(N(CCC234)C)C2C=CC(=O)C3OC2=C4C1=CC=C2OC XYYVYLMBEZUESM-UHFFFAOYSA-N 0.000 claims 1
- SVDHSZFEQYXRDC-UHFFFAOYSA-N dipipanone Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(=O)CC)CC(C)N1CCCCC1 SVDHSZFEQYXRDC-UHFFFAOYSA-N 0.000 claims 1
- 229960002500 dipipanone Drugs 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- ZOWQTJXNFTWSCS-IAQYHMDHSA-N eptazocine Chemical compound C1N(C)CC[C@@]2(C)C3=CC(O)=CC=C3C[C@@H]1C2 ZOWQTJXNFTWSCS-IAQYHMDHSA-N 0.000 claims 1
- 229950010920 eptazocine Drugs 0.000 claims 1
- 201000004101 esophageal cancer Diseases 0.000 claims 1
- 229960004578 ethylmorphine Drugs 0.000 claims 1
- 229960002428 fentanyl Drugs 0.000 claims 1
- PJMPHNIQZUBGLI-UHFFFAOYSA-N fentanyl Chemical compound C=1C=CC=CC=1N(C(=O)CC)C(CC1)CCN1CCC1=CC=CC=C1 PJMPHNIQZUBGLI-UHFFFAOYSA-N 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 231100000234 hepatic damage Toxicity 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- LLPOLZWFYMWNKH-CMKMFDCUSA-N hydrocodone Chemical compound C([C@H]1[C@H](N(CC[C@@]112)C)C3)CC(=O)[C@@H]1OC1=C2C3=CC=C1OC LLPOLZWFYMWNKH-CMKMFDCUSA-N 0.000 claims 1
- 229960000240 hydrocodone Drugs 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- WVLOADHCBXTIJK-YNHQPCIGSA-N hydromorphone Chemical compound O([C@H]1C(CC[C@H]23)=O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O WVLOADHCBXTIJK-YNHQPCIGSA-N 0.000 claims 1
- 229960001410 hydromorphone Drugs 0.000 claims 1
- IFKPLJWIEQBPGG-UHFFFAOYSA-N isomethadone Chemical compound C=1C=CC=CC=1C(C(C)CN(C)C)(C(=O)CC)C1=CC=CC=C1 IFKPLJWIEQBPGG-UHFFFAOYSA-N 0.000 claims 1
- 229950009272 isomethadone Drugs 0.000 claims 1
- 229960003029 ketobemidone Drugs 0.000 claims 1
- 210000003734 kidney Anatomy 0.000 claims 1
- 229960003406 levorphanol Drugs 0.000 claims 1
- 201000007270 liver cancer Diseases 0.000 claims 1
- 230000008818 liver damage Effects 0.000 claims 1
- 208000014018 liver neoplasm Diseases 0.000 claims 1
- IMYHGORQCPYVBZ-NLFFAJNJSA-N lofentanil Chemical compound CCC(=O)N([C@@]1([C@@H](CN(CCC=2C=CC=CC=2)CC1)C)C(=O)OC)C1=CC=CC=C1 IMYHGORQCPYVBZ-NLFFAJNJSA-N 0.000 claims 1
- 229950010274 lofentanil Drugs 0.000 claims 1
- 231100000516 lung damage Toxicity 0.000 claims 1
- 230000006984 memory degeneration Effects 0.000 claims 1
- 208000023060 memory loss Diseases 0.000 claims 1
- JLICHNCFTLFZJN-HNNXBMFYSA-N meptazinol Chemical compound C=1C=CC(O)=CC=1[C@@]1(CC)CCCCN(C)C1 JLICHNCFTLFZJN-HNNXBMFYSA-N 0.000 claims 1
- 229960000365 meptazinol Drugs 0.000 claims 1
- YEOTYALSMRNXLJ-UHFFFAOYSA-N metazosin Chemical compound C1CN(C(=O)C(C)OC)CCN1C1=NC(N)=C(C=C(OC)C(OC)=C2)C2=N1 YEOTYALSMRNXLJ-UHFFFAOYSA-N 0.000 claims 1
- 229960001797 methadone Drugs 0.000 claims 1
- 229960005181 morphine Drugs 0.000 claims 1
- 208000031225 myocardial ischemia Diseases 0.000 claims 1
- UZHSEJADLWPNLE-GRGSLBFTSA-N naloxone Chemical compound O=C([C@@H]1O2)CC[C@@]3(O)[C@H]4CC5=CC=C(O)C2=C5[C@@]13CCN4CC=C UZHSEJADLWPNLE-GRGSLBFTSA-N 0.000 claims 1
- 229960004127 naloxone Drugs 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 230000017074 necrotic cell death Effects 0.000 claims 1
- 229960004300 nicomorphine Drugs 0.000 claims 1
- HNDXBGYRMHRUFN-CIVUWBIHSA-N nicomorphine Chemical compound O([C@H]1C=C[C@H]2[C@H]3CC=4C5=C(C(=CC=4)OC(=O)C=4C=NC=CC=4)O[C@@H]1[C@]52CCN3C)C(=O)C1=CC=CN=C1 HNDXBGYRMHRUFN-CIVUWBIHSA-N 0.000 claims 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 1
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- 229960004013 normethadone Drugs 0.000 claims 1
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- WCDSHELZWCOTMI-UHFFFAOYSA-N norpipanone Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(=O)CC)CCN1CCCCC1 WCDSHELZWCOTMI-UHFFFAOYSA-N 0.000 claims 1
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- 125000001424 substituent group Chemical group 0.000 claims 1
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Families Citing this family (44)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2521914Y2 (ja) | 1988-12-23 | 1997-01-08 | エヌティエヌ株式会社 | 大型転がり軸受 |
| US7923454B2 (en) * | 2002-05-17 | 2011-04-12 | Jenken Biosciences, Inc. | Opioid and opioid-like compounds and uses thereof |
| US20040204862A1 (en) * | 2003-04-11 | 2004-10-14 | Wainer Irving W. | Computer-based model for identification and characterization for non-competitive inhibitors of nicotinic acetylcholine receptors and related ligand-gated ion channel receptors |
| CA2566445C (en) * | 2004-05-12 | 2016-02-02 | The Government Of The United States As Represented By The Secretary, Department Of Health And Human Services | Methods related to the treatment of neurodegenerative and inflammatory conditions |
| JP4805256B2 (ja) * | 2004-05-14 | 2011-11-02 | グリーン・クロス・コーポレイション | 右旋性モルヒナンの神経保護特性 |
| SA07280459B1 (ar) * | 2006-08-25 | 2011-07-20 | بيورديو فارما إل. بي. | أشكال جرعة صيدلانية للتناول عن طريق الفم مقاومة للعبث تشتمل على مسكن شبه أفيوني |
| EP2357183B1 (en) | 2007-05-01 | 2015-07-01 | Concert Pharmaceuticals Inc. | Morphinan compounds |
| JP5470557B2 (ja) | 2007-07-26 | 2014-04-16 | ヴァイティー ファーマシューティカルズ，インコーポレイテッド | １１β−ヒドロキシステロイドデヒドロゲナーゼ１型の阻害剤の合成 |
| AR069207A1 (es) | 2007-11-07 | 2010-01-06 | Vitae Pharmaceuticals Inc | Ureas ciclicas como inhibidores de la 11 beta - hidroxi-esteroide deshidrogenasa 1 |
| TW200927115A (en) | 2007-11-16 | 2009-07-01 | Boehringer Ingelheim Int | Aryl-and heteroarylcarbonyl derivatives of benzomorphanes and related scaffolds, medicaments containing such compounds and their use |
| RS55769B1 (sr) * | 2007-11-23 | 2017-07-31 | Gruenenthal Gmbh | Kompozicije tapentadola |
| US8440658B2 (en) | 2007-12-11 | 2013-05-14 | Vitae Pharmaceuticals, Inc. | Cyclic urea inhibitors of 11β-hydroxysteroid dehydrogenase 1 |
| TW200934490A (en) | 2008-01-07 | 2009-08-16 | Vitae Pharmaceuticals Inc | Lactam inhibitors of 11 &abgr;-hydroxysteroid dehydrogenase 1 |
| WO2009094169A1 (en) | 2008-01-24 | 2009-07-30 | Vitae Pharmaceuticals, Inc. | Cyclic carbazate and semicarbazide inhibitors of 11beta-hydroxysteroid dehydrogenase 1 |
| US8598160B2 (en) | 2008-02-15 | 2013-12-03 | Vitae Pharmaceuticals, Inc. | Cycloalkyl lactame derivatives as inhibitors of 11-beta-hydroxysteroid dehydrogenase 1 |
| JP5696037B2 (ja) | 2008-05-01 | 2015-04-08 | ヴァイティー ファーマシューティカルズ，インコーポレイテッド | １１β−ヒドロキシステロイドデヒドロゲナーゼ１の環状インヒビター |
| RU2531272C2 (ru) | 2008-05-01 | 2014-10-20 | Вайтаи Фармасьютиклз, Инк. | Циклические ингибиторы 11бета-гидроксистероид-дегидрогеназы 1 |
| EP2291370B1 (en) | 2008-05-01 | 2013-11-27 | Vitae Pharmaceuticals, Inc. | Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1 |
| AR071719A1 (es) | 2008-05-13 | 2010-07-07 | Boehringer Ingelheim Int | Derivados aliciclicos de acido carboxilico de benzomorfanos y estructuras relacionadas, medicamentos que contienen dichos compuestos y su uso.procesos de obtencion |
| WO2010010157A2 (en) | 2008-07-25 | 2010-01-28 | Boehringer Ingelheim International Gmbh | INHIBITORS OF 11beta-HYDROXYSTEROID DEHYDROGENASE 1 |
| NZ590495A (en) | 2008-07-25 | 2012-10-26 | Vitae Pharmaceuticals Inc | Dihydropyridin-phenyl-3-oxazinan-2-ones as inhibitors of 11beta-hydroxysteroid dehydrogenase 1 |
| DK2418211T3 (en) | 2008-09-19 | 2016-06-27 | Concert Pharmaceuticals Inc | DEUTERATED MORPHINAN COMPOUNDS |
| JP5679997B2 (ja) | 2009-02-04 | 2015-03-04 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | １１β−ヒドロキシステロイドデヒドロゲナーゼ１の環状阻害剤 |
| US8680093B2 (en) | 2009-04-30 | 2014-03-25 | Vitae Pharmaceuticals, Inc. | Cyclic inhibitors of 11beta-hydroxysteroid dehydrogenase 1 |
| US8927539B2 (en) | 2009-06-11 | 2015-01-06 | Vitae Pharmaceuticals, Inc. | Cyclic inhibitors of 11β-hydroxysteroid dehydrogenase 1 based on the 1,3-oxazinan-2-one structure |
| US8829020B2 (en) | 2009-07-16 | 2014-09-09 | Mallinckrodt Llc | Compounds and compositions for use in phototherapy and in treatment of ocular neovascular disease and cancers |
| AR078887A1 (es) | 2009-11-06 | 2011-12-07 | Boehringer Ingelheim Int | Derivados arilo y heteroarilcarbonilo de hexahidroindenopiridina y octahidrobenzoquinolina y composiciones farmaceuticas que los contienen. |
| BR112012028153A2 (pt) | 2010-05-03 | 2018-08-07 | Tsh Biopharm Corporation Ltd | composição farmacêutica e método para o tratamento de hipertensão |
| WO2011159760A1 (en) | 2010-06-16 | 2011-12-22 | Vitae Pharmaceuticals, Inc. | Substituted 5-,6- and 7-membered heterocycles, medicaments containing such compounds, and their use |
| WO2011161128A1 (en) | 2010-06-25 | 2011-12-29 | Boehringer Ingelheim International Gmbh | Azaspirohexanones as inhibitors of 11-beta-hsd1 for the treatment of metabolic disorders |
| WO2012059416A1 (en) | 2010-11-02 | 2012-05-10 | Boehringer Ingelheim International Gmbh | Pharmaceutical combinations for the treatment of metabolic disorders |
| TWI537258B (zh) | 2010-11-05 | 2016-06-11 | 百靈佳殷格翰國際股份有限公司 | 六氫茚并吡啶及八氫苯并喹啉之芳基－及雜環芳基羰基衍生物 |
| US8987293B2 (en) * | 2010-12-23 | 2015-03-24 | Phoenix Pharmalabs, Inc. | Morphinans useful as analgesics |
| WO2013025664A1 (en) | 2011-08-17 | 2013-02-21 | Boehringer Ingelheim International Gmbh | Indenopyridine derivatives |
| CN102731399B (zh) * | 2012-07-06 | 2013-11-06 | 启东东岳药业有限公司 | 高纯度3-甲氧基-9α,13α,14α吗啡喃盐酸盐的制备方法 |
| CN103254131A (zh) * | 2013-04-23 | 2013-08-21 | 苏州谷力生物科技有限公司 | 一种右美沙芬原料药的精制工艺 |
| GB201308440D0 (en) * | 2013-05-10 | 2013-06-19 | Dalgleish Angus | Therapeutic |
| JP6248711B2 (ja) | 2014-03-06 | 2017-12-20 | 株式会社デンソー | 回転電機の固定子 |
| US9757372B2 (en) * | 2015-03-25 | 2017-09-12 | Taiwanj Pharmaceuticals Co., Ltd. | Toll-like receptor 4 antagonists and use in autoimmune liver diseases |
| CN117137917A (zh) | 2016-04-22 | 2023-12-01 | 景凯生物科技股份有限公司 | 纳美芬、纳曲酮或其衍生物在治疗(非)酒精性脂肪肝炎或非酒精性脂肪性肝病的应用 |
| CN110290792A (zh) * | 2017-01-05 | 2019-09-27 | 景凯生物科技股份有限公司 | 吗啡喃衍生物和其用于治疗自体免疫、发炎或感染相关的障碍的组合物 |
| CN107157998A (zh) * | 2017-05-26 | 2017-09-15 | 张灏 | 右美沙芬的新用途 |
| EP3927709A4 (en) * | 2019-02-19 | 2022-11-02 | Robert J. Barsotti | ORGAN PRESERVATION SOLUTIONS AND PROCESSES |
| CN119977886B (zh) * | 2025-02-13 | 2025-08-22 | 安徽益普克医药科技发展有限公司 | 一种葡萄糖酸喷他佐辛苯甲酸酯及其制备方法与用途 |
Family Cites Families (49)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3275638A (en) | 1966-09-27 | Chjcoo- | ||
| NL127995C (https=) | 1963-12-20 | Geigy Ag J R | ||
| GB1038732A (en) | 1963-12-31 | 1966-08-10 | Hoffmann La Roche | Morphinan derivatives and a process for the manufacture thereof |
| IE34235B1 (en) | 1969-06-04 | 1975-03-19 | Acf Chemiefarma Nv | 6,7-benzomorphans and their preparation |
| CA919668A (en) | 1970-06-20 | 1973-01-23 | Murakami Masuo | Morphinan derivatives |
| BE788478A (fr) | 1971-09-08 | 1973-03-06 | Bristol Myers Co | Procede de preparation de composes analgesiques |
| DE2238839A1 (de) * | 1972-08-07 | 1974-02-14 | Boehringer Sohn Ingelheim | Neue morphinon-derivate, deren saeureadditionssalze, verfahren zu ihrer herstellung sowie ihre verwendung zur herstellung von arzneimitteln |
| DE2259979A1 (de) | 1972-12-07 | 1974-06-12 | Bayer Ag | Benzomorphan-derivate, verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
| JPS514175A (en) * | 1974-07-01 | 1976-01-14 | Yamanouchi Pharma Co Ltd | Morufuinanjudotaino goseiho |
| GB1513961A (en) | 1975-02-25 | 1978-06-14 | Acf Chemiefarma Nv | 6,7-benzomorphans method for their preparation and intermediates |
| US4029798A (en) | 1975-06-02 | 1977-06-14 | Sumitomo Chemical Company, Limited | Analgetic composition |
| GB1575009A (en) | 1976-06-21 | 1980-09-17 | Acf Chemiefarma Nv | 6,7-benzomorphan derivatives |
| US4161597A (en) * | 1976-12-20 | 1979-07-17 | Research Corporation | N-alkyl-14-hydroxymorphinans and derivatives |
| CA1093070A (en) | 1978-02-10 | 1981-01-06 | Michael P. Kotick | 8.beta.-ALKYL-SUBSTITUTED MORPHINAN-6-ONE COMPOUNDS |
| US4272541A (en) | 1978-06-02 | 1981-06-09 | Miles Laboratories, Inc. | 7,8 and 7-8 Substituted 4,5α-epoxymorphinan-6-one compounds, and methods of treating pain and drug dependence with them |
| US4267182A (en) * | 1979-01-16 | 1981-05-12 | The United States Of America As Represented By The Secretary Of The Army | Narcotic antagonists in the therapy of shock |
| US4228285A (en) | 1979-02-28 | 1980-10-14 | Bristol-Myers Company | 14-Hydroxy-6-oxamorphinans and 14-hydroxy-6-oxaisomorphinans |
| US4390699A (en) | 1981-07-16 | 1983-06-28 | The United States Of America As Represented By The Secretary Of The Department Of Health And Human Services | 6-Keto-morphinans belonging to the 14-hydroxy-series |
| US4388463A (en) | 1981-07-16 | 1983-06-14 | The United States Of America As Represented By Secretary Of The Department Of Health And Human Services | 6-Keto-morphinan analgesics |
| IN163125B (https=) | 1985-01-08 | 1988-08-13 | Alkaloida Vegyeszeti Gyar | |
| HU196376B (en) | 1985-05-23 | 1988-11-28 | Sandoz Ag | Process for preparing morphinane derivatives and pharmaceutical compositions containing such compounds |
| US4673679A (en) | 1986-05-14 | 1987-06-16 | E. I. Du Pont De Nemours And Company | Use of prodrugs of 3-hydroxymorphinans to prevent bitter taste upon buccal, nasal or sublingual administration |
| US4912114A (en) | 1988-03-18 | 1990-03-27 | Sandoz Ltd. | Morphinan derivatives |
| FR2636330B1 (fr) | 1988-09-13 | 1990-11-30 | Sanofi Sa | Procede de preparation de derives de morphinane |
| US4863928A (en) * | 1989-01-04 | 1989-09-05 | Baker Cummins Pharmaceuticals, Inc. | Method of treatment for arthritic and inflammatory diseases |
| GB9103302D0 (en) * | 1991-02-16 | 1991-04-03 | Smithkline Beecham Plc | Pharmaceutical formulations |
| US5556857A (en) * | 1991-05-08 | 1996-09-17 | Otsuka Pharmaceutical Co., Ltd. | Disturbance-of-consciousness improving agent |
| US5607941A (en) | 1992-06-26 | 1997-03-04 | Boehringer Ingelheim Kg | Useful for treating neurodegenerative diseases |
| DE4121821A1 (de) | 1991-07-02 | 1993-01-14 | Boehringer Ingelheim Kg | Neue benzomorphane und ihre verwendung als arzneimittel |
| US5219347A (en) | 1991-12-24 | 1993-06-15 | Laser Engineering, Inc. | Decoupled dual-beam control system |
| ES2121988T3 (es) | 1992-01-23 | 1998-12-16 | Toray Industries | Derivado de morfinano y uso medicinal. |
| US6271239B1 (en) | 1992-04-13 | 2001-08-07 | Regents Of The University Of Minnesota | Delta opioid receptor-selective benzylidene-substituted morphinans |
| US5354758A (en) | 1992-12-16 | 1994-10-11 | Japan Tobacco Inc. | Benzomorphans useful as NMDA receptor antagonists |
| TW264473B (https=) * | 1993-01-06 | 1995-12-01 | Hoffmann La Roche | |
| EP0632041A1 (en) | 1993-07-01 | 1995-01-04 | Katholieke Universiteit Nijmegen | New morphine derivatives having improved analgesic and narcotic properties |
| NZ268969A (en) * | 1993-07-23 | 1997-06-24 | Toray Industries | Morphinan derivatives and pharmaceutical compositions |
| CZ281174B6 (cs) | 1993-08-13 | 1996-07-17 | Galena, A.S. | Způsob přípravy 3,14ß-dihydroxy-17-normorfinanu |
| BR9610480A (pt) * | 1995-09-19 | 1999-03-16 | Solomon Begelfor Margolin | Inibição do fator alfa de necrose tumoral |
| DE19602970A1 (de) | 1995-12-20 | 1997-07-31 | Nycomed Arzneimittel Gmbh | Neue 7,8- Dihydromorphinderivate, Verfahren zu deren Herstellung und deren Verwendung |
| GB9616253D0 (en) * | 1996-08-01 | 1996-09-11 | Johnson Matthey Plc | Preparation of narcotic analgesics |
| US5912347A (en) | 1996-09-30 | 1999-06-15 | Mallinckrodt Inc. | Process for preparing a morphinan derivative |
| US5780479A (en) | 1997-04-04 | 1998-07-14 | Regents Of The University Of Minnesota | Use of opioid antagonists to treat impulse-control disorders |
| JPH1160483A (ja) * | 1997-08-25 | 1999-03-02 | Akira Kanematsu | Ｔｎｆ産生阻害剤 |
| JPH1160484A (ja) * | 1997-08-25 | 1999-03-02 | Akira Kanematsu | Ｔｎｆ産生阻害剤 |
| US6166211A (en) | 1999-03-19 | 2000-12-26 | Endo Pharmaceuticals, Inc. | Sequential benzylic oxidations of the naloxone ring system |
| JP2001058957A (ja) * | 1999-08-20 | 2001-03-06 | Toray Ind Inc | 癌転移抑制剤 |
| AUPQ968300A0 (en) * | 2000-08-25 | 2000-09-21 | Glaxo Wellcome Australia Ltd | Chemical methods |
| JP4340437B2 (ja) * | 2000-10-31 | 2009-10-07 | レンセラール ポリテクニック インスティチュート | ８−カルボキサミド−２，６−メタノ−３−ベンズアゾシン |
| US20030144312A1 (en) * | 2001-10-30 | 2003-07-31 | Schoenhard Grant L. | Inhibitors of ABC drug transporters in multidrug resistant cancer cells |
-
2003
- 2003-05-16 CA CA2486157A patent/CA2486157C/en not_active Expired - Fee Related
- 2003-05-16 AU AU2003234621A patent/AU2003234621A1/en not_active Abandoned
- 2003-05-16 CN CN201310094981.6A patent/CN103405431B/zh not_active Expired - Lifetime
- 2003-05-16 MX MXPA04011327A patent/MXPA04011327A/es not_active Application Discontinuation
- 2003-05-16 EP EP03728964.2A patent/EP1506174B1/en not_active Expired - Lifetime
- 2003-05-16 JP JP2004505341A patent/JP5438250B2/ja not_active Expired - Fee Related
- 2003-05-16 EP EP15186541.7A patent/EP2987788A1/en not_active Withdrawn
- 2003-05-16 CN CN038112396A patent/CN1653050B/zh not_active Expired - Lifetime
- 2003-05-16 WO PCT/US2003/015461 patent/WO2003097608A2/en not_active Ceased
- 2003-11-17 TW TWOPIOIDANA patent/TWI275591B/zh not_active IP Right Cessation
-
2010
- 2010-08-24 AU AU2010212517A patent/AU2010212517A1/en not_active Abandoned
-
2013
- 2013-11-01 JP JP2013228118A patent/JP6165592B2/ja not_active Expired - Fee Related
-
2015
- 2015-04-24 JP JP2015089558A patent/JP6193298B2/ja not_active Expired - Lifetime
-
2016
- 2016-07-18 HK HK16108452.6A patent/HK1220452A1/en unknown
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