HRP20110721T1 - Supstituirani spirociklički derivati cikloheksana - Google Patents
Supstituirani spirociklički derivati cikloheksana Download PDFInfo
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- HRP20110721T1 HRP20110721T1 HR20110721T HRP20110721T HRP20110721T1 HR P20110721 T1 HRP20110721 T1 HR P20110721T1 HR 20110721 T HR20110721 T HR 20110721T HR P20110721 T HRP20110721 T HR P20110721T HR P20110721 T1 HRP20110721 T1 HR P20110721T1
- Authority
- HR
- Croatia
- Prior art keywords
- cyclohexane
- indole
- phenyl
- amine
- dimethyl
- Prior art date
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- 125000000113 cyclohexyl group Chemical class [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 15
- 125000003118 aryl group Chemical group 0.000 claims 9
- RERZNCLIYCABFS-UHFFFAOYSA-N harmaline Chemical compound C1CN=C(C)C2=C1C1=CC=C(OC)C=C1N2 RERZNCLIYCABFS-UHFFFAOYSA-N 0.000 claims 7
- 150000003839 salts Chemical class 0.000 claims 5
- CGLYBEYFUQIRIS-UHFFFAOYSA-N 3'-benzyl-n,n-dimethyl-1'-phenylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1C(N(C)C)(C=2C=CC=CC=2)CCC2(C3=C(C4=CC=CC=C4N3)CCN2)C1CC1=CC=CC=C1 CGLYBEYFUQIRIS-UHFFFAOYSA-N 0.000 claims 4
- KRKNYBCHXYNGOX-UHFFFAOYSA-K Citrate Chemical compound [O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O KRKNYBCHXYNGOX-UHFFFAOYSA-K 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- 125000001072 heteroaryl group Chemical group 0.000 claims 4
- 125000005842 heteroatom Chemical group 0.000 claims 4
- 239000000203 mixture Substances 0.000 claims 4
- RGRFHXRVKJVFOG-UHFFFAOYSA-N 3',6-difluoro-n,n-dimethyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCO2)C(F)CC1(N(C)C)C1=CC=CC=C1 RGRFHXRVKJVFOG-UHFFFAOYSA-N 0.000 claims 3
- ZRVFZCWVNBOHAP-UHFFFAOYSA-N 3'-[(3-fluorophenyl)methyl]-n,n-dimethyl-1'-phenylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1C(N(C)C)(C=2C=CC=CC=2)CCC2(C3=C(C4=CC=CC=C4N3)CCN2)C1CC1=CC=CC(F)=C1 ZRVFZCWVNBOHAP-UHFFFAOYSA-N 0.000 claims 3
- XLEGHKKTFZALDA-UHFFFAOYSA-N 3'-fluoro-n,n-dimethyl-1'-phenylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC=CC=C4N3)CCN2)C(F)CC1(N(C)C)C1=CC=CC=C1 XLEGHKKTFZALDA-UHFFFAOYSA-N 0.000 claims 3
- 229910006069 SO3H Inorganic materials 0.000 claims 3
- 125000001931 aliphatic group Chemical group 0.000 claims 3
- 229940079593 drug Drugs 0.000 claims 3
- 125000000623 heterocyclic group Chemical group 0.000 claims 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- 229920006395 saturated elastomer Polymers 0.000 claims 3
- -1 -OR13 Chemical group 0.000 claims 2
- YJTZWNKGTJGABL-UHFFFAOYSA-N 3'-benzyl-n,n-dimethyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1C(N(C)C)(C=2C=CC=CC=2)CCC2(C3=C(C4=CC=CC=C4N3)CCO2)C1CC1=CC=CC=C1 YJTZWNKGTJGABL-UHFFFAOYSA-N 0.000 claims 2
- ILNCEOIGYRKHIT-UHFFFAOYSA-N 3'-fluoro-n,n-dimethyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC=CC=C4N3)CCO2)C(F)CC1(N(C)C)C1=CC=CC=C1 ILNCEOIGYRKHIT-UHFFFAOYSA-N 0.000 claims 2
- YRDMRECBXVVXCE-UHFFFAOYSA-N 6-fluoro-3'-[(3-fluorophenyl)methyl]-n,n-dimethyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1C(N(C)C)(C=2C=CC=CC=2)CCC2(C3=C(C4=CC(F)=CC=C4N3)CCO2)C1CC1=CC=CC(F)=C1 YRDMRECBXVVXCE-UHFFFAOYSA-N 0.000 claims 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 2
- 206010012335 Dependence Diseases 0.000 claims 2
- 208000007271 Substance Withdrawal Syndrome Diseases 0.000 claims 2
- 230000003444 anaesthetic effect Effects 0.000 claims 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 2
- 125000001424 substituent group Chemical group 0.000 claims 2
- JQXWFTNKMVVFSJ-SDNWHVSQSA-N (e)-1-[1'-(dimethylamino)-2',2',6-trifluoro-1'-(3-fluorophenyl)spiro[4,9-dihydro-3h-pyrido[3,4-b]indole-1,4'-cyclohexane]-2-yl]-3-phenylprop-2-en-1-one Chemical compound C1C(F)(F)C(N(C)C)(C=2C=C(F)C=CC=2)CCC1(C1=C(C2=CC(F)=CC=C2N1)CC1)N1C(=O)\C=C\C1=CC=CC=C1 JQXWFTNKMVVFSJ-SDNWHVSQSA-N 0.000 claims 1
- XDUIXKLBEZFBMU-FOCLMDBBSA-N (e)-1-[1'-(dimethylamino)-2',2'-difluoro-1'-(3-fluorophenyl)spiro[4,9-dihydro-3h-pyrido[3,4-b]indole-1,4'-cyclohexane]-2-yl]-3-phenylprop-2-en-1-one Chemical compound C1C(F)(F)C(N(C)C)(C=2C=C(F)C=CC=2)CCC1(C1=C(C2=CC=CC=C2N1)CC1)N1C(=O)\C=C\C1=CC=CC=C1 XDUIXKLBEZFBMU-FOCLMDBBSA-N 0.000 claims 1
- AUEWUQZCOOYAKM-SDNWHVSQSA-N (e)-1-[1'-(dimethylamino)-2',6-difluoro-1'-(3-fluorophenyl)spiro[4,9-dihydro-3h-pyrido[3,4-b]indole-1,4'-cyclohexane]-2-yl]-3-phenylprop-2-en-1-one Chemical compound C1C(F)C(N(C)C)(C=2C=C(F)C=CC=2)CCC1(C1=C(C2=CC(F)=CC=C2N1)CC1)N1C(=O)\C=C\C1=CC=CC=C1 AUEWUQZCOOYAKM-SDNWHVSQSA-N 0.000 claims 1
- NWNVIDLCAYEQJL-FOCLMDBBSA-N (e)-1-[1'-(dimethylamino)-2'-fluoro-1'-(3-fluorophenyl)spiro[4,9-dihydro-3h-pyrido[3,4-b]indole-1,4'-cyclohexane]-2-yl]-3-phenylprop-2-en-1-one Chemical compound C1C(F)C(N(C)C)(C=2C=C(F)C=CC=2)CCC1(C1=C(C2=CC=CC=C2N1)CC1)N1C(=O)\C=C\C1=CC=CC=C1 NWNVIDLCAYEQJL-FOCLMDBBSA-N 0.000 claims 1
- QYAKJKQHHRPYMN-SDNWHVSQSA-N (e)-1-[4'-(dimethylamino)-2',2',6-trifluoro-4'-(3-fluorophenyl)spiro[4,9-dihydro-3h-pyrido[3,4-b]indole-1,1'-cyclohexane]-2-yl]-3-phenylprop-2-en-1-one Chemical compound FC1(F)CC(N(C)C)(C=2C=C(F)C=CC=2)CCC1(C1=C(C2=CC(F)=CC=C2N1)CC1)N1C(=O)\C=C\C1=CC=CC=C1 QYAKJKQHHRPYMN-SDNWHVSQSA-N 0.000 claims 1
- WKWVMYRSWNLYBP-FOCLMDBBSA-N (e)-1-[4'-(dimethylamino)-2',2'-difluoro-4'-(3-fluorophenyl)spiro[4,9-dihydro-3h-pyrido[3,4-b]indole-1,1'-cyclohexane]-2-yl]-3-phenylprop-2-en-1-one Chemical compound FC1(F)CC(N(C)C)(C=2C=C(F)C=CC=2)CCC1(C1=C(C2=CC=CC=C2N1)CC1)N1C(=O)\C=C\C1=CC=CC=C1 WKWVMYRSWNLYBP-FOCLMDBBSA-N 0.000 claims 1
- RFTGSCXHGGPDDA-FOCLMDBBSA-N (e)-1-[4'-(dimethylamino)-2',6'-difluoro-4'-(3-fluorophenyl)spiro[4,9-dihydro-3h-pyrido[3,4-b]indole-1,1'-cyclohexane]-2-yl]-3-phenylprop-2-en-1-one Chemical compound FC1CC(N(C)C)(C=2C=C(F)C=CC=2)CC(F)C1(C1=C(C2=CC=CC=C2N1)CC1)N1C(=O)\C=C\C1=CC=CC=C1 RFTGSCXHGGPDDA-FOCLMDBBSA-N 0.000 claims 1
- BSVSFYLZURLGTN-SDNWHVSQSA-N (e)-1-[4'-(dimethylamino)-2',6,6'-trifluoro-4'-(3-fluorophenyl)spiro[4,9-dihydro-3h-pyrido[3,4-b]indole-1,1'-cyclohexane]-2-yl]-3-phenylprop-2-en-1-one Chemical compound FC1CC(N(C)C)(C=2C=C(F)C=CC=2)CC(F)C1(C1=C(C2=CC(F)=CC=C2N1)CC1)N1C(=O)\C=C\C1=CC=CC=C1 BSVSFYLZURLGTN-SDNWHVSQSA-N 0.000 claims 1
- COWSYUCZXXZURJ-SDNWHVSQSA-N (e)-1-[4'-(dimethylamino)-2',6-difluoro-4'-(3-fluorophenyl)spiro[4,9-dihydro-3h-pyrido[3,4-b]indole-1,1'-cyclohexane]-2-yl]-3-phenylprop-2-en-1-one Chemical compound FC1CC(N(C)C)(C=2C=C(F)C=CC=2)CCC1(C1=C(C2=CC(F)=CC=C2N1)CC1)N1C(=O)\C=C\C1=CC=CC=C1 COWSYUCZXXZURJ-SDNWHVSQSA-N 0.000 claims 1
- QSIWIUOGISVJRD-FOCLMDBBSA-N (e)-1-[4'-(dimethylamino)-2'-fluoro-4'-(3-fluorophenyl)spiro[4,9-dihydro-3h-pyrido[3,4-b]indole-1,1'-cyclohexane]-2-yl]-3-phenylprop-2-en-1-one Chemical compound FC1CC(N(C)C)(C=2C=C(F)C=CC=2)CCC1(C1=C(C2=CC=CC=C2N1)CC1)N1C(=O)\C=C\C1=CC=CC=C1 QSIWIUOGISVJRD-FOCLMDBBSA-N 0.000 claims 1
- NDBLPZORFSBNFP-UHFFFAOYSA-N 1'-butyl-2',6-difluoro-n,n-dimethylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1C(F)C(CCCC)(N(C)C)CCC21C(NC=1C3=CC(F)=CC=1)=C3CCO2 NDBLPZORFSBNFP-UHFFFAOYSA-N 0.000 claims 1
- XWZRWYMJXBMBEJ-UHFFFAOYSA-N 1'-butyl-3',3',6-trifluoro-n,n-dimethylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound FC1(F)CC(CCCC)(N(C)C)CCC11C(NC=2C3=CC(F)=CC=2)=C3CCO1 XWZRWYMJXBMBEJ-UHFFFAOYSA-N 0.000 claims 1
- GUWAEAUYDRHBRM-UHFFFAOYSA-N 1'-butyl-3',5',6-trifluoro-n,n-dimethylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound FC1CC(CCCC)(N(C)C)CC(F)C11C(NC=2C3=CC(F)=CC=2)=C3CCO1 GUWAEAUYDRHBRM-UHFFFAOYSA-N 0.000 claims 1
- JLSORPCRDLLDLD-UHFFFAOYSA-N 1'-butyl-3',6-difluoro-n,n-dimethylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound FC1CC(CCCC)(N(C)C)CCC11C(NC=2C3=CC(F)=CC=2)=C3CCO1 JLSORPCRDLLDLD-UHFFFAOYSA-N 0.000 claims 1
- QERFEDFJCNNUNU-UHFFFAOYSA-N 2',2',6-trifluoro-1'-(3-fluorophenyl)-n,n-dimethylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCN2)CC(F)(F)C1(N(C)C)C1=CC=CC(F)=C1 QERFEDFJCNNUNU-UHFFFAOYSA-N 0.000 claims 1
- LZFDDVHXABBJPX-UHFFFAOYSA-N 2',2',6-trifluoro-n,n-dimethyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCO2)CC(F)(F)C1(N(C)C)C1=CC=CC=C1 LZFDDVHXABBJPX-UHFFFAOYSA-N 0.000 claims 1
- KROQWYPFFGMGID-UHFFFAOYSA-N 2',2',6-trifluoro-n,n-dimethyl-1'-thiophen-2-ylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCO2)CC(F)(F)C1(N(C)C)C1=CC=CS1 KROQWYPFFGMGID-UHFFFAOYSA-N 0.000 claims 1
- PRYJGPVLQGEIHP-UHFFFAOYSA-N 2',6-difluoro-1'-(3-fluorophenyl)-n,n-dimethylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCN2)CC(F)C1(N(C)C)C1=CC=CC(F)=C1 PRYJGPVLQGEIHP-UHFFFAOYSA-N 0.000 claims 1
- WALZLZQINUMROW-UHFFFAOYSA-N 2',6-difluoro-n,n-dimethyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCO2)CC(F)C1(N(C)C)C1=CC=CC=C1 WALZLZQINUMROW-UHFFFAOYSA-N 0.000 claims 1
- HCMDJQWNYPVKDP-UHFFFAOYSA-N 2',6-difluoro-n,n-dimethyl-1'-thiophen-2-ylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCO2)CC(F)C1(N(C)C)C1=CC=CS1 HCMDJQWNYPVKDP-UHFFFAOYSA-N 0.000 claims 1
- KRSPNUVHHWJPBX-UHFFFAOYSA-N 2'-[(dimethylamino)methyl]-n,n-dimethyl-1'-phenylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound CN(C)CC1CC2(C3=C(C4=CC=CC=C4N3)CCN2)CCC1(N(C)C)C1=CC=CC=C1 KRSPNUVHHWJPBX-UHFFFAOYSA-N 0.000 claims 1
- ZTOKBWFOPCUIQE-UHFFFAOYSA-N 2'-[(dimethylamino)methyl]-n,n-dimethyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound CN(C)CC1CC2(C3=C(C4=CC=CC=C4N3)CCO2)CCC1(N(C)C)C1=CC=CC=C1 ZTOKBWFOPCUIQE-UHFFFAOYSA-N 0.000 claims 1
- VMWCVNRWKYXQMS-UHFFFAOYSA-N 2'-fluoro-1'-(3-fluorophenyl)-n,n-dimethylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC=CC=C4N3)CCN2)CC(F)C1(N(C)C)C1=CC=CC(F)=C1 VMWCVNRWKYXQMS-UHFFFAOYSA-N 0.000 claims 1
- JBGGXKNSLOKVFU-UHFFFAOYSA-N 2'-fluoro-n,n-dimethyl-1'-phenylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC=CC=C4N3)CCN2)CC(F)C1(N(C)C)C1=CC=CC=C1 JBGGXKNSLOKVFU-UHFFFAOYSA-N 0.000 claims 1
- GCNWPMUGPBWWBO-UHFFFAOYSA-N 2'-fluoro-n,n-dimethyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC=CC=C4N3)CCO2)CC(F)C1(N(C)C)C1=CC=CC=C1 GCNWPMUGPBWWBO-UHFFFAOYSA-N 0.000 claims 1
- RJLKEYGXHXIEMB-UHFFFAOYSA-N 2-[5'-(dimethylamino)-5'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,2'-cyclohexane]-1'-yl]acetonitrile Chemical compound C1CC2(C3=C(C4=CC=CC=C4N3)CCO2)C(CC#N)CC1(N(C)C)C1=CC=CC=C1 RJLKEYGXHXIEMB-UHFFFAOYSA-N 0.000 claims 1
- MHEHAGBCOANASI-UHFFFAOYSA-N 2-[5'-(dimethylamino)-5'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,2'-cyclohexane]-1'-yl]ethanol Chemical compound C1CC2(C3=C(C4=CC=CC=C4N3)CCO2)C(CCO)CC1(N(C)C)C1=CC=CC=C1 MHEHAGBCOANASI-UHFFFAOYSA-N 0.000 claims 1
- DBWJRYDBOSDJPY-UHFFFAOYSA-N 3',3',6-trifluoro-1'-(3-fluorophenyl)-n,n-dimethylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCN2)C(F)(F)CC1(N(C)C)C1=CC=CC(F)=C1 DBWJRYDBOSDJPY-UHFFFAOYSA-N 0.000 claims 1
- KQXNLJGHKFCLBB-UHFFFAOYSA-N 3',3',6-trifluoro-n,n-dimethyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCO2)C(F)(F)CC1(N(C)C)C1=CC=CC=C1 KQXNLJGHKFCLBB-UHFFFAOYSA-N 0.000 claims 1
- BWWFSITUFBMPKV-UHFFFAOYSA-N 3',3',6-trifluoro-n,n-dimethyl-1'-thiophen-2-ylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCO2)C(F)(F)CC1(N(C)C)C1=CC=CS1 BWWFSITUFBMPKV-UHFFFAOYSA-N 0.000 claims 1
- YTPXABNEHGWOPC-UHFFFAOYSA-N 3',3',6-trifluoro-n-methyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCO2)C(F)(F)CC1(NC)C1=CC=CC=C1 YTPXABNEHGWOPC-UHFFFAOYSA-N 0.000 claims 1
- YZTKCOYZTZVEIJ-UHFFFAOYSA-N 3',3'-difluoro-1'-(3-fluorophenyl)-n,n-dimethylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC=CC=C4N3)CCN2)C(F)(F)CC1(N(C)C)C1=CC=CC(F)=C1 YZTKCOYZTZVEIJ-UHFFFAOYSA-N 0.000 claims 1
- KJRIQDNHVYBMSO-UHFFFAOYSA-N 3',5',6-trifluoro-1'-(3-fluorophenyl)-n,n-dimethylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1C(F)C2(C3=C(C4=CC(F)=CC=C4N3)CCN2)C(F)CC1(N(C)C)C1=CC=CC(F)=C1 KJRIQDNHVYBMSO-UHFFFAOYSA-N 0.000 claims 1
- DOJIZTTWBZQIBI-UHFFFAOYSA-N 3',5',6-trifluoro-n,n-dimethyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1C(F)C2(C3=C(C4=CC(F)=CC=C4N3)CCO2)C(F)CC1(N(C)C)C1=CC=CC=C1 DOJIZTTWBZQIBI-UHFFFAOYSA-N 0.000 claims 1
- MOBXNOCYCQCRPT-UHFFFAOYSA-N 3',5',6-trifluoro-n,n-dimethyl-1'-thiophen-2-ylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1C(F)C2(C3=C(C4=CC(F)=CC=C4N3)CCO2)C(F)CC1(N(C)C)C1=CC=CS1 MOBXNOCYCQCRPT-UHFFFAOYSA-N 0.000 claims 1
- WQHFHTXNLFEAHV-UHFFFAOYSA-N 3',5',6-trifluoro-n-methyl-1'-phenylspiro[4,9-dihydro-3h-pyrano[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1C(F)C2(C3=C(C4=CC(F)=CC=C4N3)CCO2)C(F)CC1(NC)C1=CC=CC=C1 WQHFHTXNLFEAHV-UHFFFAOYSA-N 0.000 claims 1
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- MPELBLISKJKROZ-UHFFFAOYSA-N 3',6-difluoro-1'-(3-fluorophenyl)-n,n-dimethylspiro[2,3,4,9-tetrahydropyrido[3,4-b]indole-1,4'-cyclohexane]-1'-amine Chemical compound C1CC2(C3=C(C4=CC(F)=CC=C4N3)CCN2)C(F)CC1(N(C)C)C1=CC=CC(F)=C1 MPELBLISKJKROZ-UHFFFAOYSA-N 0.000 claims 1
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-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/052—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being six-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/12—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains three hetero rings
- C07D491/14—Ortho-condensed systems
- C07D491/147—Ortho-condensed systems the condensed system containing one ring with oxygen as ring hetero atom and two rings with nitrogen as ring hetero atom
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Addiction (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Hematology (AREA)
- Diabetes (AREA)
- Physical Education & Sports Medicine (AREA)
- Endocrinology (AREA)
- Hospice & Palliative Care (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Child & Adolescent Psychology (AREA)
- Dermatology (AREA)
- Urology & Nephrology (AREA)
- Nutrition Science (AREA)
- Gynecology & Obstetrics (AREA)
- Obesity (AREA)
- Reproductive Health (AREA)
- Anesthesiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08005808 | 2008-03-27 | ||
| PCT/EP2009/002186 WO2009118173A1 (de) | 2008-03-27 | 2009-03-25 | Substituierte spirocyclische cyclohexan-derivate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HRP20110721T1 true HRP20110721T1 (hr) | 2011-11-30 |
Family
ID=39506563
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HR20110721T HRP20110721T1 (hr) | 2008-03-27 | 2011-10-06 | Supstituirani spirociklički derivati cikloheksana |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US8293758B2 (pt) |
| EP (1) | EP2260042B1 (pt) |
| JP (1) | JP5597188B2 (pt) |
| KR (1) | KR101615505B1 (pt) |
| CN (1) | CN102046633B (pt) |
| AR (1) | AR071068A1 (pt) |
| AT (1) | ATE525379T1 (pt) |
| AU (1) | AU2009228647B2 (pt) |
| BR (1) | BRPI0910607A2 (pt) |
| CA (1) | CA2719742C (pt) |
| CL (1) | CL2009000731A1 (pt) |
| CO (1) | CO6251244A2 (pt) |
| CY (1) | CY1112095T1 (pt) |
| DK (1) | DK2260042T3 (pt) |
| EC (1) | ECSP11010529A (pt) |
| ES (1) | ES2371230T3 (pt) |
| HK (1) | HK1149759A1 (pt) |
| HR (1) | HRP20110721T1 (pt) |
| IL (1) | IL208278A (pt) |
| MX (1) | MX2010009955A (pt) |
| NZ (1) | NZ587831A (pt) |
| PE (1) | PE20091650A1 (pt) |
| PL (1) | PL2260042T3 (pt) |
| PT (1) | PT2260042E (pt) |
| RU (1) | RU2497824C2 (pt) |
| SI (1) | SI2260042T1 (pt) |
| TW (1) | TWI450899B (pt) |
| WO (1) | WO2009118173A1 (pt) |
| ZA (1) | ZA201007645B (pt) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102006033114A1 (de) * | 2006-07-18 | 2008-01-24 | Grünenthal GmbH | Spirocyclische Azaindol-Derivate |
| BRPI0906244A2 (pt) | 2008-03-24 | 2015-06-30 | Medivation Technologies Inc | Composto, composição farmacêutica, método para tratar um distúrbio cognitivo, psicótico, mediado por neurotransmissores ou um distúrbio neuronal em um indivíduo, uso de um composto e kit |
| CN102046625B (zh) | 2008-03-24 | 2015-04-08 | 梅迪维新技术公司 | 桥连杂环化合物及其使用方法 |
| MX2010010448A (es) | 2008-03-27 | 2010-11-05 | Gruenenthal Gmbh | Hidroximetilciclohexil aminas. |
| DK2257526T3 (da) | 2008-03-27 | 2012-02-06 | Gruenenthal Gmbh | Spiro(5,5)undecan-derivater |
| NZ587831A (en) | 2008-03-27 | 2012-03-30 | Gruenenthal Chemie | Substituted spirocyclic cyclohexane derivatives |
| AU2009228637B2 (en) | 2008-03-27 | 2013-12-19 | Grunenthal Gmbh | (Hetero-)aryl cyclohexane derivatives |
| TWI466866B (zh) | 2008-03-27 | 2015-01-01 | 被取代之環己基二胺 | |
| CL2009000734A1 (es) | 2008-03-27 | 2009-05-15 | Gruenenthal Chemie | Compuestos derivados de 4-aminociclohexano sustituido; composicion farmaceutica que comprende a dichos compuestos; y su uso como moduladores del receptor de opioides u y el receptor orl-1 en el tratamiento de la ansiedad, estres, depresion, epilepsia y alzheimer. |
| AU2010298169B2 (en) | 2009-09-23 | 2015-10-29 | Medivation Technologies, Inc. | Bridged heterocyclic compounds and methods of use |
| CA2775328A1 (en) | 2009-09-23 | 2011-03-31 | Medivation Technologies, Inc. | Pyrido[4,3-b]indoles and methods of use |
| UA107943C2 (en) * | 2009-11-16 | 2015-03-10 | Lilly Co Eli | Compounds of spiropiperidines as antagonists of the orl-1 receptors |
| TWI582092B (zh) * | 2010-07-28 | 2017-05-11 | 歌林達股份有限公司 | 順式－四氫－螺旋（環己烷－１,１’－吡啶［３,４－b］吲哚）－４－胺－衍生物 |
| BR112013002734A2 (pt) | 2010-08-04 | 2016-06-07 | Gruenenthal Gmbh | uso de agente farmacologicamente ativo e forma de dosagem farmacêutica |
| SI2649044T1 (en) * | 2010-12-08 | 2018-01-31 | Gruenenthal Gmbh | A process for the synthesis of substituted aminocyclohexanone derivatives |
| CA2827642A1 (en) | 2011-02-18 | 2012-11-15 | Medivation Technologies, Inc. | Compounds and methods of treating diabetes |
| KR102129247B1 (ko) | 2011-03-23 | 2020-07-06 | 트레베나, 인코포레이티드. | 오피오이드 수용체 리간드와 그 용도 및 제조방법 |
| US8895604B2 (en) * | 2011-12-12 | 2014-11-25 | Gruenenthal Gmbh | Solid forms of (1r,4r)-6′-fluoro-N,N-dimethy1-4-phenyl-4′,9′-dihydro-3′ H-spiro-[cyclohexane-1,1′-pyrano-[3,4,b]indol]-4-amine hydrochloride |
| BR112017000762A2 (pt) | 2014-07-15 | 2017-11-21 | Gruenenthal Gmbh | derivados de azaspiro(4.5)decano substituído. |
| TW201607923A (zh) | 2014-07-15 | 2016-03-01 | 歌林達有限公司 | 被取代之氮螺環（４．５）癸烷衍生物 |
| WO2017106306A1 (en) | 2015-12-14 | 2017-06-22 | Trevena, Inc. | Methods of treating hyperalgesia |
Family Cites Families (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1055203A (en) | 1964-09-16 | 1967-01-18 | Ici Ltd | -ß-carboline derivatives, a process for their manufacture, and compositions containing them |
| US4065573A (en) | 1976-06-03 | 1977-12-27 | The Upjohn Company | 4-Amino-4-phenylcyclohexanone ketal compositions and process of use |
| US4115589A (en) | 1977-05-17 | 1978-09-19 | The Upjohn Company | Compounds, compositions and method of use |
| US4366172A (en) | 1977-09-29 | 1982-12-28 | The Upjohn Company | 4-Amino-cyclohexanols, their pharmaceutical compositions and methods of use |
| CH643502A5 (de) * | 1980-03-25 | 1984-06-15 | Alusuisse | Metalldose mit membranverschluss. |
| US4291039A (en) | 1980-08-08 | 1981-09-22 | Miles Laboratories, Inc. | Tetrahydro β-carbolines having anti-hypertensive activity |
| DE3309596A1 (de) | 1982-08-05 | 1984-04-05 | Basf Ag, 6700 Ludwigshafen | 2-substituierte 1-(3'-aminoalkyl)-1,2,3,4-tetrahydro-ss-carboline, ihre herstellung und verwendung als arzneimittel |
| US5328905A (en) | 1987-07-20 | 1994-07-12 | Duphar International Research B.V. | 8,9-anellated-1,2,3,4-tetrahydro-β-carboline derivatives |
| EP0620222A3 (en) | 1993-04-14 | 1995-04-12 | Lilly Co Eli | Tetrahydro-beta-carbolines. |
| US5631265A (en) | 1994-03-11 | 1997-05-20 | Eli Lilly And Company | 8-substituted tetrahydro-beta-carbolines |
| US5869691A (en) | 1995-05-19 | 1999-02-09 | Eli Lilly And Company | Aminoalkyl-indoles |
| GB0012240D0 (en) | 2000-05-19 | 2000-07-12 | Merck Sharp & Dohme | Therapeutic agents |
| DE10123163A1 (de) | 2001-05-09 | 2003-01-16 | Gruenenthal Gmbh | Substituierte Cyclohexan-1,4-diaminderivate |
| DE10135636A1 (de) | 2001-07-17 | 2003-02-06 | Gruenenthal Gmbh | Substituierte 4-Aminocyclohexanole |
| IL159317A0 (en) | 2001-07-18 | 2004-06-01 | Dipiemme Dies And Plastic Mach | A corrugated/undulated sheet having protuberances in the grooves defined by the corrugations, process and apparatus |
| DE10213051B4 (de) | 2002-03-23 | 2013-03-07 | Grünenthal GmbH | Substituierte 4-Aminocyclohexanole |
| US7595311B2 (en) | 2002-05-24 | 2009-09-29 | Exelixis, Inc. | Azepinoindole derivatives as pharmaceutical agents |
| TWI329111B (en) | 2002-05-24 | 2010-08-21 | X Ceptor Therapeutics Inc | Azepinoindole and pyridoindole derivatives as pharmaceutical agents |
| DE10252666A1 (de) | 2002-11-11 | 2004-08-05 | Grünenthal GmbH | N-Piperidyl-cyclohexan-Derivate |
| DE10252667A1 (de) | 2002-11-11 | 2004-05-27 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
| DE10252650A1 (de) | 2002-11-11 | 2004-05-27 | Grünenthal GmbH | Cyclohexyl-Harnstoff-Derivate |
| DE10252665A1 (de) | 2002-11-11 | 2004-06-03 | Grünenthal GmbH | 4-Aminomethyl-1-aryl-cyclohexylamin-Derivate |
| DE50312412D1 (en) | 2002-11-12 | 2010-03-25 | Gruenenthal Gmbh | 4-hydroxymethyl-1-aryl-cyclohexylamin-derivative |
| AU2003287995A1 (en) | 2002-11-12 | 2004-06-03 | Grunenthal Gmbh | 4-alkyl/4-alkenyl/4-alkynyl methyl/-1-arylcyclohexylamine derivatives |
| WO2004113336A1 (en) | 2003-06-16 | 2004-12-29 | Chroma Therapeutics Limited | Carboline and betacarboline derivatives for use as hdac enzyme inhibitors |
| US20070276030A1 (en) * | 2003-08-14 | 2007-11-29 | Wyeth | Pyranobenzothiophene derivatives to treat infection with hepatitis c virus |
| DE10360792A1 (de) * | 2003-12-23 | 2005-07-28 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
| DE10360793A1 (de) | 2003-12-23 | 2005-07-28 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
| DE102004023635A1 (de) | 2004-05-10 | 2006-04-13 | Grünenthal GmbH | Heteroarylsubstituierte Cyclohexyl-1,4-diamin-Derivate |
| DE102004023508A1 (de) | 2004-05-10 | 2005-12-08 | Grünenthal GmbH | Säurederivate substituierter Cyclohexyl-1,4-diamine |
| DE102004023501A1 (de) | 2004-05-10 | 2005-12-01 | Grünenthal GmbH | Oxosubstituierte Cyclohexyl-1,4-diamin-Derivate |
| DE102004023632A1 (de) | 2004-05-10 | 2005-12-08 | Grünenthal GmbH | Substituierte Cyclohexylcarbonsäure-Derivate |
| DE102004023522A1 (de) | 2004-05-10 | 2005-12-01 | Grünenthal GmbH | Substituierte Cyclohexyl-1,4-diamin-Derivate |
| DE102004023506A1 (de) | 2004-05-10 | 2005-12-01 | Grünenthal GmbH | Kettenverlängerte substituierte Cyclohexyl-1,4-diamin-Derivate |
| DE102004023507A1 (de) | 2004-05-10 | 2005-12-01 | Grünenthal GmbH | Substituierte Cyclohexylessigsäure-Derivate |
| DE102004039382A1 (de) * | 2004-08-13 | 2006-02-23 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
| MX2007006178A (es) | 2004-11-23 | 2007-06-20 | Ptc Therapeutics Inc | Fenoles substituidos como agentes activos que inhiben la produccion del factor de crecimiento endotelial vascular. |
| DE102005016460A1 (de) * | 2005-04-11 | 2006-10-19 | Grünenthal GmbH | Spriocyclische Cyclohexanderivate zur Behandlung von Substanzabhängigkeit |
| EP1747779A1 (en) | 2005-07-28 | 2007-01-31 | Laboratorios Del Dr. Esteve, S.A. | Tetrahydro-b-carbolin-sulfonamide derivatives as 5-HT6 ligands |
| WO2007062175A2 (en) | 2005-11-21 | 2007-05-31 | Amgen Inc. | Spiro-substituted tricyclic heterocycles cxcr3 antagonists |
| DE102005061430A1 (de) | 2005-12-22 | 2007-07-05 | Grünenthal GmbH | Substituierte Imidazolin-Derivate |
| DE102005061429A1 (de) | 2005-12-22 | 2007-06-28 | Grünenthal GmbH | Substituierte Oxazol-Derivate |
| DE102005061428A1 (de) | 2005-12-22 | 2007-08-16 | Grünenthal GmbH | Substituierte Cyclohexylmethyl-Derivate |
| DE102005061427A1 (de) | 2005-12-22 | 2007-06-28 | Grünenthal GmbH | Substituierte Oxadiazol-Derivate |
| DE102006019597A1 (de) | 2006-04-27 | 2007-10-31 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
| DE102006033109A1 (de) | 2006-07-18 | 2008-01-31 | Grünenthal GmbH | Substituierte Heteroaryl-Derivate |
| DE102006033114A1 (de) * | 2006-07-18 | 2008-01-24 | Grünenthal GmbH | Spirocyclische Azaindol-Derivate |
| DE102006046745A1 (de) | 2006-09-29 | 2008-04-03 | Grünenthal GmbH | Gemischte ORL1/µ-Agonisten zur Behandlung von Schmerz |
| DE102007009319A1 (de) | 2007-02-22 | 2008-08-28 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
| DE102007009235A1 (de) | 2007-02-22 | 2008-09-18 | Grünenthal GmbH | Spirocyclische Cyclohexan-Derivate |
| DK2257526T3 (da) | 2008-03-27 | 2012-02-06 | Gruenenthal Gmbh | Spiro(5,5)undecan-derivater |
| CL2009000734A1 (es) | 2008-03-27 | 2009-05-15 | Gruenenthal Chemie | Compuestos derivados de 4-aminociclohexano sustituido; composicion farmaceutica que comprende a dichos compuestos; y su uso como moduladores del receptor de opioides u y el receptor orl-1 en el tratamiento de la ansiedad, estres, depresion, epilepsia y alzheimer. |
| TWI466866B (zh) | 2008-03-27 | 2015-01-01 | 被取代之環己基二胺 | |
| AU2009228637B2 (en) | 2008-03-27 | 2013-12-19 | Grunenthal Gmbh | (Hetero-)aryl cyclohexane derivatives |
| MX2010010448A (es) | 2008-03-27 | 2010-11-05 | Gruenenthal Gmbh | Hidroximetilciclohexil aminas. |
| NZ587831A (en) | 2008-03-27 | 2012-03-30 | Gruenenthal Chemie | Substituted spirocyclic cyclohexane derivatives |
-
2009
- 2009-03-25 NZ NZ587831A patent/NZ587831A/en not_active IP Right Cessation
- 2009-03-25 SI SI200930079T patent/SI2260042T1/sl unknown
- 2009-03-25 JP JP2011501144A patent/JP5597188B2/ja not_active Expired - Fee Related
- 2009-03-25 BR BRPI0910607A patent/BRPI0910607A2/pt not_active IP Right Cessation
- 2009-03-25 US US12/410,544 patent/US8293758B2/en not_active Expired - Fee Related
- 2009-03-25 CL CL2009000731A patent/CL2009000731A1/es unknown
- 2009-03-25 PT PT09724314T patent/PT2260042E/pt unknown
- 2009-03-25 CA CA2719742A patent/CA2719742C/en not_active Expired - Fee Related
- 2009-03-25 AU AU2009228647A patent/AU2009228647B2/en not_active Ceased
- 2009-03-25 AT AT09724314T patent/ATE525379T1/de active
- 2009-03-25 DK DK09724314.1T patent/DK2260042T3/da active
- 2009-03-25 AR ARP090101058A patent/AR071068A1/es unknown
- 2009-03-25 ES ES09724314T patent/ES2371230T3/es active Active
- 2009-03-25 RU RU2010143437/04A patent/RU2497824C2/ru not_active IP Right Cessation
- 2009-03-25 MX MX2010009955A patent/MX2010009955A/es active IP Right Grant
- 2009-03-25 KR KR1020107024134A patent/KR101615505B1/ko not_active IP Right Cessation
- 2009-03-25 PL PL09724314T patent/PL2260042T3/pl unknown
- 2009-03-25 TW TW098109648A patent/TWI450899B/zh not_active IP Right Cessation
- 2009-03-25 WO PCT/EP2009/002186 patent/WO2009118173A1/de active Application Filing
- 2009-03-25 CN CN200980119293.2A patent/CN102046633B/zh not_active Expired - Fee Related
- 2009-03-25 PE PE2009000443A patent/PE20091650A1/es not_active Application Discontinuation
- 2009-03-25 EP EP09724314A patent/EP2260042B1/de not_active Not-in-force
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2010
- 2010-09-09 CO CO10111547A patent/CO6251244A2/es active IP Right Grant
- 2010-09-21 IL IL208278A patent/IL208278A/en not_active IP Right Cessation
- 2010-10-06 EC EC2011010529A patent/ECSP11010529A/es unknown
- 2010-10-26 ZA ZA2010/07645A patent/ZA201007645B/en unknown
-
2011
- 2011-04-21 HK HK11104056.0A patent/HK1149759A1/xx not_active IP Right Cessation
- 2011-10-06 HR HR20110721T patent/HRP20110721T1/hr unknown
- 2011-11-28 CY CY20111101169T patent/CY1112095T1/el unknown
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