JP2005525356A - 抗癌剤としてのファルネシルタンパク質トランスフェラーゼ阻害剤 - Google Patents
抗癌剤としてのファルネシルタンパク質トランスフェラーゼ阻害剤 Download PDFInfo
- Publication number
- JP2005525356A JP2005525356A JP2003571255A JP2003571255A JP2005525356A JP 2005525356 A JP2005525356 A JP 2005525356A JP 2003571255 A JP2003571255 A JP 2003571255A JP 2003571255 A JP2003571255 A JP 2003571255A JP 2005525356 A JP2005525356 A JP 2005525356A
- Authority
- JP
- Japan
- Prior art keywords
- group
- substituted
- alkyl
- compound
- substituents
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 0 CCCCCCC1C(CC2)*C2*1 Chemical compound CCCCCCC1C(CC2)*C2*1 0.000 description 31
- IKKYZMGVXTYFCX-GEVKEYJPSA-N CC(C)(C)NC(N(CC1)CCN1[C@@H]1c(nccc2)c2C=C(C(c2cnc[n]2C)NS(C)(=O)=O)c2c1ccc(Cl)c2)=O Chemical compound CC(C)(C)NC(N(CC1)CCN1[C@@H]1c(nccc2)c2C=C(C(c2cnc[n]2C)NS(C)(=O)=O)c2c1ccc(Cl)c2)=O IKKYZMGVXTYFCX-GEVKEYJPSA-N 0.000 description 2
- UVTPRWUWJQFCQK-JYUUXGOASA-N CC(C)(C)NC(NC(c1cnc[n]1C)C(c1c([C@@H]2N(CC3)CCN3C(NC3CCCCC3)=O)ccc(Cl)c1)=Cc1c2nccc1)=O Chemical compound CC(C)(C)NC(NC(c1cnc[n]1C)C(c1c([C@@H]2N(CC3)CCN3C(NC3CCCCC3)=O)ccc(Cl)c1)=Cc1c2nccc1)=O UVTPRWUWJQFCQK-JYUUXGOASA-N 0.000 description 2
- AQARQQOCDGTLHG-GEVKEYJPSA-N CC(C)(C)NC(NC(c1cnc[n]1C)C(c1c([C@@H]2N(CC3)CCN3S(C)(=O)=O)ccc(Cl)c1)=Cc1c2nccc1)=O Chemical compound CC(C)(C)NC(NC(c1cnc[n]1C)C(c1c([C@@H]2N(CC3)CCN3S(C)(=O)=O)ccc(Cl)c1)=Cc1c2nccc1)=O AQARQQOCDGTLHG-GEVKEYJPSA-N 0.000 description 2
- MPIULDCYNKVJDR-UHFFFAOYSA-N CC(C)(C)NC(NC(c1cnc[n]1C)C(c1cc(Cl)ccc11)=Cc2cccnc2C1N(CC1)CCN1C(NC(C)(C)C)=O)=O Chemical compound CC(C)(C)NC(NC(c1cnc[n]1C)C(c1cc(Cl)ccc11)=Cc2cccnc2C1N(CC1)CCN1C(NC(C)(C)C)=O)=O MPIULDCYNKVJDR-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N C1NCCNC1 Chemical compound C1NCCNC1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 1
- YNYWXCCIXKBJIA-RHPDZNAPSA-N CC(/C(/C(c1cnc[n]1C)N)=C\C=C\C=C/N(C)Cl)=C Chemical compound CC(/C(/C(c1cnc[n]1C)N)=C\C=C\C=C/N(C)Cl)=C YNYWXCCIXKBJIA-RHPDZNAPSA-N 0.000 description 1
- PDSICZRGXBFBKH-QUWDGAPNSA-N CC(C)(C#N)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C(C(C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O Chemical compound CC(C)(C#N)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C(C(C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O PDSICZRGXBFBKH-QUWDGAPNSA-N 0.000 description 1
- PDSICZRGXBFBKH-WNJJXGMVSA-N CC(C)(C#N)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O Chemical compound CC(C)(C#N)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O PDSICZRGXBFBKH-WNJJXGMVSA-N 0.000 description 1
- PDSICZRGXBFBKH-LITSAYRRSA-N CC(C)(C#N)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O Chemical compound CC(C)(C#N)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O PDSICZRGXBFBKH-LITSAYRRSA-N 0.000 description 1
- PJJDJKKPWMZLAK-ALLRNTDFSA-N CC(C)(C(Cl)(Cl)Cl)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C(C(C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O Chemical compound CC(C)(C(Cl)(Cl)Cl)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C(C(C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O PJJDJKKPWMZLAK-ALLRNTDFSA-N 0.000 description 1
- PJJDJKKPWMZLAK-LSYYVWMOSA-N CC(C)(C(Cl)(Cl)Cl)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O Chemical compound CC(C)(C(Cl)(Cl)Cl)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O PJJDJKKPWMZLAK-LSYYVWMOSA-N 0.000 description 1
- PJJDJKKPWMZLAK-LBNVMWSVSA-N CC(C)(C(Cl)(Cl)Cl)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O Chemical compound CC(C)(C(Cl)(Cl)Cl)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O PJJDJKKPWMZLAK-LBNVMWSVSA-N 0.000 description 1
- PRUBPNATLKTWJL-ALLRNTDFSA-N CC(C)(C(F)(F)F)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C(C(C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O Chemical compound CC(C)(C(F)(F)F)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C(C(C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O PRUBPNATLKTWJL-ALLRNTDFSA-N 0.000 description 1
- PRUBPNATLKTWJL-LSYYVWMOSA-N CC(C)(C(F)(F)F)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O Chemical compound CC(C)(C(F)(F)F)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O PRUBPNATLKTWJL-LSYYVWMOSA-N 0.000 description 1
- PRUBPNATLKTWJL-LBNVMWSVSA-N CC(C)(C(F)(F)F)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O Chemical compound CC(C)(C(F)(F)F)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C([C@](C)(c2cnc[n]2C)O)c2cc(Cl)ccc12)=O PRUBPNATLKTWJL-LBNVMWSVSA-N 0.000 description 1
- BDEOHPNYOOZZCE-UHFFFAOYSA-N CC(C)(C(N(CC1)CCN1C1c2ncccc2C=C(C(c2cnc[n]2C)[O](C)C)c2cc(Cl)ccc12)=O)c1ccccc1 Chemical compound CC(C)(C(N(CC1)CCN1C1c2ncccc2C=C(C(c2cnc[n]2C)[O](C)C)c2cc(Cl)ccc12)=O)c1ccccc1 BDEOHPNYOOZZCE-UHFFFAOYSA-N 0.000 description 1
- MIAHCYHXSNDSPA-UHFFFAOYSA-N CC(C)(C)NC(NC(c1cnc[n]1C)C(c1c(C2N(CC3)CCN3C(Nc(cc3)ccc3C#N)=O)ccc(Cl)c1)=Cc1c2nccc1)=O Chemical compound CC(C)(C)NC(NC(c1cnc[n]1C)C(c1c(C2N(CC3)CCN3C(Nc(cc3)ccc3C#N)=O)ccc(Cl)c1)=Cc1c2nccc1)=O MIAHCYHXSNDSPA-UHFFFAOYSA-N 0.000 description 1
- ITNXNXRASZSXJG-YZCUVHHVSA-N CC(C)(C)NC(NC(c1cnc[n]1C)C(c1c([C@@H]2N(CC3)CCN3C(O)OC3CCOCC3)ccc(Cl)c1)=Cc1c2nccc1)=O Chemical compound CC(C)(C)NC(NC(c1cnc[n]1C)C(c1c([C@@H]2N(CC3)CCN3C(O)OC3CCOCC3)ccc(Cl)c1)=Cc1c2nccc1)=O ITNXNXRASZSXJG-YZCUVHHVSA-N 0.000 description 1
- QBXQUYKVZVZOOS-FLDQDSGZSA-N CC(C)(C)NC(NC(c1cnc[n]1C)C(c1cc(Cl)ccc1[C@@H]1N(CC2)CCN2C(OC2CCOCC2)=O)=Cc2c1nccc2)=O Chemical compound CC(C)(C)NC(NC(c1cnc[n]1C)C(c1cc(Cl)ccc1[C@@H]1N(CC2)CCN2C(OC2CCOCC2)=O)=Cc2c1nccc2)=O QBXQUYKVZVZOOS-FLDQDSGZSA-N 0.000 description 1
- XBNITPQLNJGUMI-MHZLTWQESA-N CC(C)(C)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C(C2(COC2)c2cnc[n]2C)c2cc(Cl)ccc12)=O Chemical compound CC(C)(C)OC(N(CC1)CCN1[C@@H]1c2ncccc2C=C(C2(COC2)c2cnc[n]2C)c2cc(Cl)ccc12)=O XBNITPQLNJGUMI-MHZLTWQESA-N 0.000 description 1
- CWXPZXBSDSIRCS-UHFFFAOYSA-N CC(C)(C)OC(N1CCNCC1)=O Chemical compound CC(C)(C)OC(N1CCNCC1)=O CWXPZXBSDSIRCS-UHFFFAOYSA-N 0.000 description 1
- OZPSKOHWAHYIOG-UHFFFAOYSA-N CC(C)OC(N(CC1)CCN1C1c(nccc2)c2C=C(C(c2cnc[n]2C)NC(NC(C)(C)C)=O)c2c1ccc(Cl)c2)O Chemical compound CC(C)OC(N(CC1)CCN1C1c(nccc2)c2C=C(C(c2cnc[n]2C)NC(NC(C)(C)C)=O)c2c1ccc(Cl)c2)O OZPSKOHWAHYIOG-UHFFFAOYSA-N 0.000 description 1
- MAMVWWLRIATVDY-UHFFFAOYSA-N CC(C)OC(N(CC1)CCN1C1c2ncccc2C=C(C(c2cnc[n]2C)NS(C)(=O)=O)c2cc(Cl)ccc12)=O Chemical compound CC(C)OC(N(CC1)CCN1C1c2ncccc2C=C(C(c2cnc[n]2C)NS(C)(=O)=O)c2cc(Cl)ccc12)=O MAMVWWLRIATVDY-UHFFFAOYSA-N 0.000 description 1
- VIFLVNRYFCBKNH-XIJSCUBXSA-N CC(C)OC(N(CC1)CCN1[C@@H]1c(nccc2)c2C=C(C(c2cnc[n]2C)NC(NC(C)(C)C)=O)c2cc(Cl)ccc12)=O Chemical compound CC(C)OC(N(CC1)CCN1[C@@H]1c(nccc2)c2C=C(C(c2cnc[n]2C)NC(NC(C)(C)C)=O)c2cc(Cl)ccc12)=O VIFLVNRYFCBKNH-XIJSCUBXSA-N 0.000 description 1
- NNJMYMROVJOAAM-XIJSCUBXSA-N CC(C)OC(NC(c1cnc[n]1C)C(c1c([C@@H]2N(CC3)CCN3C(OC(C)C)=O)ccc(Cl)c1)=Cc1c2nccc1)=O Chemical compound CC(C)OC(NC(c1cnc[n]1C)C(c1c([C@@H]2N(CC3)CCN3C(OC(C)C)=O)ccc(Cl)c1)=Cc1c2nccc1)=O NNJMYMROVJOAAM-XIJSCUBXSA-N 0.000 description 1
- RLELCRXFLVZFSQ-UHFFFAOYSA-N CC(C1C(N=[IH])=C(CC=[IH])C(CCC=O)=Cc2ccccc12)I Chemical compound CC(C1C(N=[IH])=C(CC=[IH])C(CCC=O)=Cc2ccccc12)I RLELCRXFLVZFSQ-UHFFFAOYSA-N 0.000 description 1
- JZUQIUIPAFGCEE-UHFFFAOYSA-N CC(C[n]1c(C)ncc1)(C(c1c(C2N3CCNCC3)ccc(Cl)c1)=Cc1c2nccc1)O Chemical compound CC(C[n]1c(C)ncc1)(C(c1c(C2N3CCNCC3)ccc(Cl)c1)=Cc1c2nccc1)O JZUQIUIPAFGCEE-UHFFFAOYSA-N 0.000 description 1
- WUOSSHJJXXKSCK-UHFFFAOYSA-N CC(NC(c1cnc[n]1C)C(c1c(C2N(CC3)CCN3C(OC3CCOCC3)=O)ccc(Cl)c1)=Cc1c2nccc1)=O Chemical compound CC(NC(c1cnc[n]1C)C(c1c(C2N(CC3)CCN3C(OC3CCOCC3)=O)ccc(Cl)c1)=Cc1c2nccc1)=O WUOSSHJJXXKSCK-UHFFFAOYSA-N 0.000 description 1
- QZUSGFQVNBUUPC-UHFFFAOYSA-N CCC(c1cnc[n]1C)=O Chemical compound CCC(c1cnc[n]1C)=O QZUSGFQVNBUUPC-UHFFFAOYSA-N 0.000 description 1
- BBYQSCNPTIHGNT-UHFFFAOYSA-N CCC1OC1N Chemical compound CCC1OC1N BBYQSCNPTIHGNT-UHFFFAOYSA-N 0.000 description 1
- NBWQOXVDTJMPGC-DHZHZOJOSA-N CCOC(/C=C/C(c1cccnc11)=Cc2cc(Cl)ccc2C1SC(CC1)CCN1C(OC(C)(C)C)=O)=O Chemical compound CCOC(/C=C/C(c1cccnc11)=Cc2cc(Cl)ccc2C1SC(CC1)CCN1C(OC(C)(C)C)=O)=O NBWQOXVDTJMPGC-DHZHZOJOSA-N 0.000 description 1
- PUCDRJHSHCQOEB-UHFFFAOYSA-N CCOC(CCC1=Cc2cc(Cl)ccc2C(C(CC2)CCN2C(OC(C)(C)C)=O)c2ncccc12)=O Chemical compound CCOC(CCC1=Cc2cc(Cl)ccc2C(C(CC2)CCN2C(OC(C)(C)C)=O)c2ncccc12)=O PUCDRJHSHCQOEB-UHFFFAOYSA-N 0.000 description 1
- KJDJAZWOHDBZSZ-UHFFFAOYSA-N CCOC(c1c(C)nc[n]1C)=O Chemical compound CCOC(c1c(C)nc[n]1C)=O KJDJAZWOHDBZSZ-UHFFFAOYSA-N 0.000 description 1
- AXIUBBVSOWPLDA-UHFFFAOYSA-N CCc1c(C)ccc(C)c1 Chemical compound CCc1c(C)ccc(C)c1 AXIUBBVSOWPLDA-UHFFFAOYSA-N 0.000 description 1
- NTEAZNQJDAPAOB-OLGQORCHSA-N CN(/C=C(\N)/I)[Tl] Chemical compound CN(/C=C(\N)/I)[Tl] NTEAZNQJDAPAOB-OLGQORCHSA-N 0.000 description 1
- OIBLLPCEDOTORN-UHFFFAOYSA-N CN(C(c1cnc[n]1C)=O)OC Chemical compound CN(C(c1cnc[n]1C)=O)OC OIBLLPCEDOTORN-UHFFFAOYSA-N 0.000 description 1
- RSYJRESXGLEFTI-UHFFFAOYSA-N CN(CN(C1)[Tl])C1I Chemical compound CN(CN(C1)[Tl])C1I RSYJRESXGLEFTI-UHFFFAOYSA-N 0.000 description 1
- UNQQQUAVEGAYJH-UHFFFAOYSA-N COC(C(c(cc(cc1)Cl)c1C1=O)=Cc2c1nccc2)=O Chemical compound COC(C(c(cc(cc1)Cl)c1C1=O)=Cc2c1nccc2)=O UNQQQUAVEGAYJH-UHFFFAOYSA-N 0.000 description 1
- JJYCFMKPGRYYHA-UHFFFAOYSA-N COC(C(c1cc(Cl)ccc11)=Cc2cc(Br)cnc2C1Cl)=O Chemical compound COC(C(c1cc(Cl)ccc11)=Cc2cc(Br)cnc2C1Cl)=O JJYCFMKPGRYYHA-UHFFFAOYSA-N 0.000 description 1
- CFFZYHBOAGLCFP-UHFFFAOYSA-N COC(C(c1cc(Cl)ccc11)=Cc2cc([N+]([O-])=O)cnc2C1=O)=O Chemical compound COC(C(c1cc(Cl)ccc11)=Cc2cc([N+]([O-])=O)cnc2C1=O)=O CFFZYHBOAGLCFP-UHFFFAOYSA-N 0.000 description 1
- APUJVOCZJKISSC-UHFFFAOYSA-N CS(N(CC1)CCC1C1c2ncccc2C(CCCN(CCC2)C2=O)=Cc2cc(Cl)ccc12)(=O)=O Chemical compound CS(N(CC1)CCC1C1c2ncccc2C(CCCN(CCC2)C2=O)=Cc2cc(Cl)ccc12)(=O)=O APUJVOCZJKISSC-UHFFFAOYSA-N 0.000 description 1
- LSKNOYXLWYBVAL-ZHKUBPBOSA-N C[C@]1(CC(C2)[N-2]CCN2C(N)=O)c(nccc2)c2C=C(C(c2cnc[n]2C)NS(C)(=O)=O)c2c1ccc(Cl)c2 Chemical compound C[C@]1(CC(C2)[N-2]CCN2C(N)=O)c(nccc2)c2C=C(C(c2cnc[n]2C)NS(C)(=O)=O)c2c1ccc(Cl)c2 LSKNOYXLWYBVAL-ZHKUBPBOSA-N 0.000 description 1
- VKBHFNAMIUDSAA-XIJSCUBXSA-N C[n]1c(C(C(c2c([C@@H]3N(CC4)CCN4C(OC4CCOCC4)=O)ccc(Cl)c2)=Cc2c3nccc2)NS(C)(=O)=O)cnc1 Chemical compound C[n]1c(C(C(c2c([C@@H]3N(CC4)CCN4C(OC4CCOCC4)=O)ccc(Cl)c2)=Cc2c3nccc2)NS(C)(=O)=O)cnc1 VKBHFNAMIUDSAA-XIJSCUBXSA-N 0.000 description 1
- PYXGEUYPSBIUQI-XLTVJXRZSA-N C[n]1c(C(C(c2c([C@@H]3N(CC4)CCN4C(OC4CCOCC4)=O)ccc(Cl)c2)=Cc2c3nccc2)OC)cnc1 Chemical compound C[n]1c(C(C(c2c([C@@H]3N(CC4)CCN4C(OC4CCOCC4)=O)ccc(Cl)c2)=Cc2c3nccc2)OC)cnc1 PYXGEUYPSBIUQI-XLTVJXRZSA-N 0.000 description 1
- NDYKKQJTNSXQCA-UHFFFAOYSA-N C[n]1c(C(C(c2cc(Cl)ccc22)=Cc3cccnc3C2N(CC2)CCN2C(N)O)NS(C)(=O)=O)cnc1 Chemical compound C[n]1c(C(C(c2cc(Cl)ccc22)=Cc3cccnc3C2N(CC2)CCN2C(N)O)NS(C)(=O)=O)cnc1 NDYKKQJTNSXQCA-UHFFFAOYSA-N 0.000 description 1
- OMASZUGSWQEEJO-UHFFFAOYSA-N C[n]1c(C(C(c2cc(Cl)ccc22)=Cc3cccnc3C2N2CCNCC2)OC)cnc1 Chemical compound C[n]1c(C(C(c2cc(Cl)ccc22)=Cc3cccnc3C2N2CCNCC2)OC)cnc1 OMASZUGSWQEEJO-UHFFFAOYSA-N 0.000 description 1
- QTPALVKINYWAGE-UHFFFAOYSA-N Cc1c(CO)[n](C)cn1 Chemical compound Cc1c(CO)[n](C)cn1 QTPALVKINYWAGE-UHFFFAOYSA-N 0.000 description 1
- LWMPFIOTEAXAGV-UHFFFAOYSA-N NN1CCCCC1 Chemical compound NN1CCCCC1 LWMPFIOTEAXAGV-UHFFFAOYSA-N 0.000 description 1
- LRTRXDSAJLSRTG-UHFFFAOYSA-N O=C(CCCBr)Cl Chemical compound O=C(CCCBr)Cl LRTRXDSAJLSRTG-UHFFFAOYSA-N 0.000 description 1
- FCBVLOFJYYEMNC-UHFFFAOYSA-M OC(c(nc1)c[n]1[Tl])=O Chemical compound OC(c(nc1)c[n]1[Tl])=O FCBVLOFJYYEMNC-UHFFFAOYSA-M 0.000 description 1
- RCTVVAXEAIUACZ-UHFFFAOYSA-N OC(c(nc1)c[n]1[Tl])C(c1c(C2)ccc(Cl)c1)=Cc1c2nccc1 Chemical compound OC(c(nc1)c[n]1[Tl])C(c1c(C2)ccc(Cl)c1)=Cc1c2nccc1 RCTVVAXEAIUACZ-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N c1ccncc1 Chemical compound c1ccncc1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/04—Ortho- or peri-condensed ring systems
- C07D221/06—Ring systems of three rings
- C07D221/16—Ring systems of three rings containing carbocyclic rings other than six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/085,896 US20030229099A1 (en) | 2000-08-30 | 2002-02-27 | Novel farnesyl protein transferase inhibitors as antitumor agents |
| US10/325,896 US7342016B2 (en) | 2000-08-30 | 2002-12-19 | Farnesyl protein transferase inhibitors as antitumor agents |
| PCT/US2003/005479 WO2003072549A1 (en) | 2002-02-27 | 2003-02-25 | Farnesyl protein transferase inhibitors as antitumor agents |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2005525356A true JP2005525356A (ja) | 2005-08-25 |
| JP2005525356A5 JP2005525356A5 (enExample) | 2006-04-13 |
Family
ID=27767345
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003571255A Pending JP2005525356A (ja) | 2002-02-27 | 2003-02-25 | 抗癌剤としてのファルネシルタンパク質トランスフェラーゼ阻害剤 |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US7342016B2 (enExample) |
| EP (1) | EP1492772A1 (enExample) |
| JP (1) | JP2005525356A (enExample) |
| KR (1) | KR20040098004A (enExample) |
| CN (1) | CN100537542C (enExample) |
| AR (1) | AR039557A1 (enExample) |
| AU (1) | AU2003215389B2 (enExample) |
| BR (1) | BR0308071A (enExample) |
| CA (1) | CA2477328A1 (enExample) |
| CO (1) | CO5611194A2 (enExample) |
| IL (1) | IL163673A0 (enExample) |
| MX (1) | MXPA04008303A (enExample) |
| NO (1) | NO20044053L (enExample) |
| NZ (1) | NZ534809A (enExample) |
| PE (1) | PE20031038A1 (enExample) |
| PL (1) | PL372335A1 (enExample) |
| RU (1) | RU2004128465A (enExample) |
| TW (1) | TW200303867A (enExample) |
| WO (1) | WO2003072549A1 (enExample) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MXPA05012723A (es) * | 2003-05-30 | 2006-02-08 | Genentech Inc | Tratamiento con anticuerpos anti-vgf. |
| MXPA06001483A (es) * | 2003-08-07 | 2006-05-15 | Schering Corp | Inhibidores novedosos de la proteina farnesil transferasa como agentes antitumorales. |
| CA2568524A1 (en) * | 2004-05-28 | 2005-12-15 | Vertex Pharmaceuticals Incorporated | Modulators of muscarinic receptors |
| ATE412651T1 (de) | 2004-06-09 | 2008-11-15 | Glaxo Group Ltd | Pyrrolopyridinderivate |
| JP2008523148A (ja) * | 2004-12-14 | 2008-07-03 | シェーリング コーポレイション | ファルネシルプロテイントランスフェラーゼインヒビターおよび増殖性疾患を処置するための方法 |
| EP1831200A2 (en) * | 2004-12-21 | 2007-09-12 | Schering Corporation | Novel farnesyl protein transferase inhibitors as antitumor agents |
| CA2637572A1 (en) * | 2006-01-19 | 2007-07-26 | Schering Corporation | Piperazine derivatives as farnesyl protein transferase inhibitors |
| WO2008054598A2 (en) * | 2006-09-29 | 2008-05-08 | Schering Corporation | Panel of biomarkers for prediction of fti efficacy |
| KR20150097813A (ko) * | 2006-12-19 | 2015-08-26 | 제넨테크, 인크. | 조기 종양의 치료 및 아주반트 및 네오아주반트 요법을 위한 vegf-특이적 길항제 |
| WO2010006432A1 (en) | 2008-07-14 | 2010-01-21 | Queen's University At Kingston | Pharmaceutical compositions comprising ret inhibitors and methods for the treatment of cancer |
| US8975247B2 (en) | 2009-03-18 | 2015-03-10 | The Board Of Trustees Of The Leland Stanford Junion University | Methods and compositions of treating a flaviviridae family viral infection |
| US9227962B2 (en) | 2013-03-13 | 2016-01-05 | Boston Biomedical, Inc. | Heterocyclic substituted-3-heteroarylidenyl-2-indolinone derivative |
| US9187454B2 (en) * | 2013-03-13 | 2015-11-17 | Boston Biomedical, Inc. | Inhibitors of kinases and cancer stem cells, and methods of preparation and use thereof |
| CN105777646A (zh) * | 2016-04-08 | 2016-07-20 | 西南科技大学 | 一种新的5-碘-2-苯基-1-甲基咪唑的制备方法 |
| CN111454329A (zh) * | 2020-04-07 | 2020-07-28 | 哈尔滨师范大学 | 一种具有抗癌活性的异茚哚酮桥连环九肽及其制备方法 |
| CN115385892A (zh) * | 2021-10-28 | 2022-11-25 | 天津市昕晨投资发展有限公司 | 地氯雷他定衍生物、其制备方法及其用途 |
Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04504724A (ja) * | 1989-05-01 | 1992-08-20 | シェリング・コーポレーション | 置換ベンゾ〔5,6〕シクロヘプタピリジンの複素環式n―オキシド誘導体、組成物およびその使用法 |
| JPH08510760A (ja) * | 1993-10-15 | 1996-11-12 | シェーリング コーポレイション | G−タンパク質機能の阻害および増殖性疾患の治療に有用な三環式アミドおよび三環式尿素化合物 |
| JPH10505105A (ja) * | 1995-03-24 | 1998-05-19 | シェーリング コーポレイション | G−タンパク質機能の阻害および増殖性疾患の処置に有用な三環式アミドおよび三環式尿素化合物 |
| JPH11501671A (ja) * | 1995-12-22 | 1999-02-09 | シェーリング コーポレイション | G―タンパク質機能の阻害および増殖性疾患の処置に有用な三環式アミド |
| US6071907A (en) * | 1996-09-13 | 2000-06-06 | Schering Corporation | Tricyclic compounds useful as FPT inhibitors |
| JP2001500505A (ja) * | 1996-09-13 | 2001-01-16 | シェーリング コーポレイション | Fptインヒビターとして有用な三環式化合物 |
| JP2004513885A (ja) * | 2000-08-30 | 2004-05-13 | シェーリング コーポレイション | ファルネシルタンパク質トランスフェラーゼインヒビターである三環式抗腫瘍化合物 |
| JP2005515201A (ja) * | 2001-12-03 | 2005-05-26 | シェーリング コーポレイション | 癌の処置におけるfptインヒビターおよび少なくとも2つの抗腫瘍性剤の使用 |
Family Cites Families (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4826853A (en) | 1986-10-31 | 1989-05-02 | Schering Corporation | 6,11-Dihydro-11-(N-substituted-4-piperidylidene)-5H-benzo(5,6)cyclohepta(1,2-B)pyridines and compositions and methods of use |
| US5393890A (en) * | 1988-06-02 | 1995-02-28 | Ajinomoto Co., Inc. | Piperidine derivatives and hypotensives containing the same |
| US5416087A (en) * | 1990-10-10 | 1995-05-16 | Wong; Jesse K. | Bis-benzo, cyclohepta piperidylidene, piperidine and piperazine compounds, compositions and methods of use |
| GB9513371D0 (en) | 1995-06-30 | 1995-09-06 | Biocine Spa | Immunogenic detoxified mutant toxins |
| US5643909A (en) | 1993-04-19 | 1997-07-01 | Syntex (U.S.A.) Inc. | 10,11-Methanodibenzosuberane derivatives |
| US5721236A (en) * | 1993-10-15 | 1998-02-24 | Schering Corporation | Tricyclic carbamate compounds useful for inhibition of G-protein function and for treatment of proliferative diseases |
| US6075025A (en) * | 1993-10-15 | 2000-06-13 | Schering Corporation | Tricyclic carbamate compounds useful for inhibition of G-protein function and for treatment of proliferative diseases |
| US5874442A (en) * | 1995-12-22 | 1999-02-23 | Schering-Plough Corporation | Tricyclic amides useful for inhibition of G-protein function and for treatment of proliferative disease |
| US5861395A (en) * | 1996-09-13 | 1999-01-19 | Schering Corporation | Compounds useful for inhibition of farnesyl proteins transferase |
| ATE282036T1 (de) | 1996-09-13 | 2004-11-15 | Schering Corp | Trizyklische antitumor verbindungen mit farnesyl protein transferase inhibierender wirkung |
| GB9801231D0 (en) * | 1997-06-05 | 1998-03-18 | Merck & Co Inc | A method of treating cancer |
| EP0988300B1 (en) | 1997-06-17 | 2002-08-28 | Schering Corporation | Benzo(5,6)cyclohepta(1,2-b)pyridine derivatives for the inhibition of farnesyl protein transferase |
| CA2293706C (en) | 1997-06-17 | 2008-11-18 | Schering Corporation | N-substituted urea inhibitors of farnesyl-protein transferase |
| CN1267290A (zh) | 1997-06-17 | 2000-09-20 | 先灵公司 | 新的法呢基-蛋白转移酶的三环磺酰胺抑制剂 |
| ZA985203B (en) | 1997-06-17 | 1999-01-05 | Schering Corp | Compounds useful for inhibition of farnesyl protein transferase |
| US5925648A (en) * | 1997-07-29 | 1999-07-20 | Schering Corporation | Tricyclic N-cyanoimines useful as inhibitors of a farnesyl-protein transferase |
| HUP0202152A2 (en) | 1998-12-18 | 2002-10-28 | Schering Corp | Tricyclyc farnesyl protein transferase inhibitors |
| IL143409A0 (en) | 1998-12-18 | 2002-04-21 | Schering Corp | Farnesyl protein transferase inhibitors |
| AU2292801A (en) * | 1999-12-22 | 2001-07-03 | Government Of The United States Of America, As Represented By The Secretary Of The Department Of Health And Human Services, The | Compositions and methods for treatment of breast cancer |
| JP5491681B2 (ja) | 2000-02-04 | 2014-05-14 | ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ | 乳ガンの治療のためのファルネシルタンパク質トランスフェラーゼ阻害剤 |
| MXPA06001483A (es) * | 2003-08-07 | 2006-05-15 | Schering Corp | Inhibidores novedosos de la proteina farnesil transferasa como agentes antitumorales. |
-
2002
- 2002-12-19 US US10/325,896 patent/US7342016B2/en not_active Expired - Fee Related
-
2003
- 2003-02-25 EP EP03711214A patent/EP1492772A1/en not_active Withdrawn
- 2003-02-25 CN CNB038047209A patent/CN100537542C/zh not_active Expired - Fee Related
- 2003-02-25 IL IL16367303A patent/IL163673A0/xx unknown
- 2003-02-25 CA CA002477328A patent/CA2477328A1/en not_active Abandoned
- 2003-02-25 BR BR0308071-4A patent/BR0308071A/pt not_active IP Right Cessation
- 2003-02-25 MX MXPA04008303A patent/MXPA04008303A/es unknown
- 2003-02-25 WO PCT/US2003/005479 patent/WO2003072549A1/en not_active Ceased
- 2003-02-25 RU RU2004128465/04A patent/RU2004128465A/ru not_active Application Discontinuation
- 2003-02-25 JP JP2003571255A patent/JP2005525356A/ja active Pending
- 2003-02-25 NZ NZ534809A patent/NZ534809A/en not_active IP Right Cessation
- 2003-02-25 KR KR10-2004-7013310A patent/KR20040098004A/ko not_active Abandoned
- 2003-02-25 PL PL03372335A patent/PL372335A1/xx not_active Application Discontinuation
- 2003-02-25 AR ARP030100602A patent/AR039557A1/es unknown
- 2003-02-25 AU AU2003215389A patent/AU2003215389B2/en not_active Ceased
- 2003-02-26 TW TW092104046A patent/TW200303867A/zh unknown
- 2003-02-26 PE PE2003000190A patent/PE20031038A1/es not_active Application Discontinuation
-
2004
- 2004-08-13 CO CO04079404A patent/CO5611194A2/es not_active Application Discontinuation
- 2004-09-24 NO NO20044053A patent/NO20044053L/no unknown
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH04504724A (ja) * | 1989-05-01 | 1992-08-20 | シェリング・コーポレーション | 置換ベンゾ〔5,6〕シクロヘプタピリジンの複素環式n―オキシド誘導体、組成物およびその使用法 |
| JPH08510760A (ja) * | 1993-10-15 | 1996-11-12 | シェーリング コーポレイション | G−タンパク質機能の阻害および増殖性疾患の治療に有用な三環式アミドおよび三環式尿素化合物 |
| JPH10505105A (ja) * | 1995-03-24 | 1998-05-19 | シェーリング コーポレイション | G−タンパク質機能の阻害および増殖性疾患の処置に有用な三環式アミドおよび三環式尿素化合物 |
| JPH11501671A (ja) * | 1995-12-22 | 1999-02-09 | シェーリング コーポレイション | G―タンパク質機能の阻害および増殖性疾患の処置に有用な三環式アミド |
| US6071907A (en) * | 1996-09-13 | 2000-06-06 | Schering Corporation | Tricyclic compounds useful as FPT inhibitors |
| JP2001500505A (ja) * | 1996-09-13 | 2001-01-16 | シェーリング コーポレイション | Fptインヒビターとして有用な三環式化合物 |
| JP2004513885A (ja) * | 2000-08-30 | 2004-05-13 | シェーリング コーポレイション | ファルネシルタンパク質トランスフェラーゼインヒビターである三環式抗腫瘍化合物 |
| JP2005515201A (ja) * | 2001-12-03 | 2005-05-26 | シェーリング コーポレイション | 癌の処置におけるfptインヒビターおよび少なくとも2つの抗腫瘍性剤の使用 |
Non-Patent Citations (12)
| Title |
|---|
| JPN6009043036, SEBTI, S.M., et al., Oncogene, 19, pp.6584−6593 (2000) * |
| JPN6009043037, COX, A.D., Drugs, 61(6), pp.723−732 (2001) * |
| JPN6009043038, 福島 雅典(総編集), メルクマニュアル(日本語版), 第16版第3刷, pp.1219−1247 (1995), (有)メディカルブックサービス * |
| JPN6009043039, 吉田 清一ら, 癌と化学療法, 8(4), pp.542−556 (1981) * |
| JPN6009043040, 星野 章ら, 臨床医, 9(10), pp.1560−1563 (1983) * |
| JPN6009043041, 横井 香平ら, 医学のあゆみ, 129(12), pp.812−818 (1984) * |
| JPN6009043042, 吉田 清一ら, 現代医療, 16(1), pp.252−263 (1984) * |
| JPN6009043043, 小川 一誠, 日本医事新報, (3283), pp.3−10 (1987) * |
| JPN6009043044, 栗原 稔, 日本医事新報, (3906), pp.1−9 (1999) * |
| JPN6009043045, SATO, Y., J. Kyoto Pref. Univ. Med., 97(8), pp.997−1014 (1988) * |
| JPN6009043046, SUN, J., et al., Cancer Res., 59, pp.4919−4926 (1999) * |
| JPN6009043047, JUDSON, I., et al., Drugs, 59(Suppl.4), pp.29−36 (2000) * |
Also Published As
| Publication number | Publication date |
|---|---|
| RU2004128465A (ru) | 2005-09-27 |
| NO20044053L (no) | 2004-11-26 |
| US7342016B2 (en) | 2008-03-11 |
| AR039557A1 (es) | 2005-02-23 |
| BR0308071A (pt) | 2004-12-21 |
| PE20031038A1 (es) | 2004-01-10 |
| EP1492772A1 (en) | 2005-01-05 |
| CN100537542C (zh) | 2009-09-09 |
| AU2003215389A1 (en) | 2003-09-09 |
| NZ534809A (en) | 2007-12-21 |
| US20040122018A1 (en) | 2004-06-24 |
| PL372335A1 (en) | 2005-07-11 |
| AU2003215389B2 (en) | 2007-10-18 |
| CO5611194A2 (es) | 2006-02-28 |
| IL163673A0 (en) | 2005-12-18 |
| KR20040098004A (ko) | 2004-11-18 |
| CN1630641A (zh) | 2005-06-22 |
| MXPA04008303A (es) | 2005-11-23 |
| CA2477328A1 (en) | 2003-09-04 |
| WO2003072549A1 (en) | 2003-09-04 |
| TW200303867A (en) | 2003-09-16 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TWI398441B (zh) | 作為erk抑制劑之新穎化合物 | |
| JP2005525356A (ja) | 抗癌剤としてのファルネシルタンパク質トランスフェラーゼ阻害剤 | |
| JP2005525356A5 (enExample) | ||
| US20030229099A1 (en) | Novel farnesyl protein transferase inhibitors as antitumor agents | |
| JP2005515201A (ja) | 癌の処置におけるfptインヒビターおよび少なくとも2つの抗腫瘍性剤の使用 | |
| AU2001288451C1 (en) | Tricyclic antitumor compounds being farnesyl protein transferase inhibitors | |
| US7557107B2 (en) | Farnesyl protein transferase inhibitors as antitumor agents | |
| AU2001288451A1 (en) | Tricyclic antitumor compounds being farnesyl protein transferase inhibitors | |
| CN101400656A (zh) | 作为法呢基蛋白转移酶抑制剂的哌嗪衍生物 | |
| US20060205755A1 (en) | Novel farnesyl protein transferase inhibitors as antitumor agents | |
| HK1087122B (en) | Novel farnesyl protein transferase inhibitors as antitumor agents | |
| AU2007202115A1 (en) | Tricyclic antitumor compounds being farnesyl protein transferase inhibitors |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A711 | Notification of change in applicant |
Free format text: JAPANESE INTERMEDIATE CODE: A711 Effective date: 20060126 |
|
| A524 | Written submission of copy of amendment under article 19 pct |
Free format text: JAPANESE INTERMEDIATE CODE: A524 Effective date: 20060221 |
|
| A621 | Written request for application examination |
Free format text: JAPANESE INTERMEDIATE CODE: A621 Effective date: 20060221 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A821 Effective date: 20060126 |
|
| A977 | Report on retrieval |
Free format text: JAPANESE INTERMEDIATE CODE: A971007 Effective date: 20090819 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A131 Effective date: 20091027 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20100122 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20100129 |
|
| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20100427 |
|
| A131 | Notification of reasons for refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A132 Effective date: 20100604 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20100903 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20100910 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20101001 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20101008 |
|
| A601 | Written request for extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A601 Effective date: 20101102 |
|
| A602 | Written permission of extension of time |
Free format text: JAPANESE INTERMEDIATE CODE: A602 Effective date: 20101110 |
|
| A02 | Decision of refusal |
Free format text: JAPANESE INTERMEDIATE CODE: A02 Effective date: 20110302 |