ZA200403711B - Substituted 4-phenyltetrahydroisoquinolines, method for the production thereof, the use thereof as medicaments, in addition to a medicament containing same. - Google Patents
Substituted 4-phenyltetrahydroisoquinolines, method for the production thereof, the use thereof as medicaments, in addition to a medicament containing same. Download PDFInfo
- Publication number
- ZA200403711B ZA200403711B ZA200403711A ZA200403711A ZA200403711B ZA 200403711 B ZA200403711 B ZA 200403711B ZA 200403711 A ZA200403711 A ZA 200403711A ZA 200403711 A ZA200403711 A ZA 200403711A ZA 200403711 B ZA200403711 B ZA 200403711B
- Authority
- ZA
- South Africa
- Prior art keywords
- methyl
- tetrahydro
- dichloro
- isoquinolin
- phenyl
- Prior art date
Links
- 239000003814 drug Substances 0.000 title claims description 21
- OSZMNJRKIPAVOS-UHFFFAOYSA-N 4-phenyl-1,2,3,4-tetrahydroisoquinoline Chemical class C1NCC2=CC=CC=C2C1C1=CC=CC=C1 OSZMNJRKIPAVOS-UHFFFAOYSA-N 0.000 title claims description 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 212
- 125000001153 fluoro group Chemical group F* 0.000 claims description 211
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 77
- -1 N,N-dimethylaminoethyl Chemical group 0.000 claims description 73
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 40
- 229910052739 hydrogen Inorganic materials 0.000 claims description 38
- 229910052760 oxygen Inorganic materials 0.000 claims description 38
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 32
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 32
- 150000001875 compounds Chemical class 0.000 claims description 30
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 24
- 125000001424 substituent group Chemical group 0.000 claims description 22
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 20
- 125000000719 pyrrolidinyl group Chemical group 0.000 claims description 19
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 19
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 claims description 16
- 229910004727 OSO3H Inorganic materials 0.000 claims description 16
- 229910006069 SO3H Inorganic materials 0.000 claims description 16
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 16
- 150000003839 salts Chemical class 0.000 claims description 14
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- GAWIXWVDTYZWAW-UHFFFAOYSA-N C[CH]O Chemical group C[CH]O GAWIXWVDTYZWAW-UHFFFAOYSA-N 0.000 claims description 11
- 125000002883 imidazolyl group Chemical group 0.000 claims description 11
- 125000006203 morpholinoethyl group Chemical group [H]C([H])(*)C([H])([H])N1C([H])([H])C([H])([H])OC([H])([H])C1([H])[H] 0.000 claims description 11
- 229910052757 nitrogen Inorganic materials 0.000 claims description 11
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 11
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 11
- 125000002971 oxazolyl group Chemical group 0.000 claims description 11
- 125000003386 piperidinyl group Chemical group 0.000 claims description 11
- 125000003226 pyrazolyl group Chemical group 0.000 claims description 11
- 125000004076 pyridyl group Chemical group 0.000 claims description 11
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 11
- 125000003831 tetrazolyl group Chemical group 0.000 claims description 11
- 125000000335 thiazolyl group Chemical group 0.000 claims description 11
- 125000001425 triazolyl group Chemical group 0.000 claims description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
- 229940080818 propionamide Drugs 0.000 claims description 9
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical class OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 8
- 150000003254 radicals Chemical class 0.000 claims description 8
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 6
- 101150020251 NR13 gene Proteins 0.000 claims description 6
- 125000001072 heteroaryl group Chemical group 0.000 claims description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 6
- AJSBYWKHOANAIZ-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-methylurea Chemical compound CNC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 AJSBYWKHOANAIZ-UHFFFAOYSA-N 0.000 claims description 5
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 5
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims description 5
- YPEQXVPZMTVGCT-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]acetamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(NC(C)=O)=C1 YPEQXVPZMTVGCT-UHFFFAOYSA-N 0.000 claims description 5
- WWMLHLXNNOJHCI-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]morpholine-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)N1CCOCC1 WWMLHLXNNOJHCI-UHFFFAOYSA-N 0.000 claims description 5
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 claims description 5
- FPRVCASHSFEVJD-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-ethylurea Chemical compound CCNC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 FPRVCASHSFEVJD-UHFFFAOYSA-N 0.000 claims description 4
- JVZKSFQFKWZPOW-UHFFFAOYSA-N 1-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 JVZKSFQFKWZPOW-UHFFFAOYSA-N 0.000 claims description 4
- JYHUZKWGHVORTI-UHFFFAOYSA-N 1-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-methylthiourea Chemical compound C1=CC(NC(=S)NC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 JYHUZKWGHVORTI-UHFFFAOYSA-N 0.000 claims description 4
- APTIOEQOZBJPFQ-UHFFFAOYSA-N 1-acetyl-n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]piperidine-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1CCN(C(C)=O)CC1 APTIOEQOZBJPFQ-UHFFFAOYSA-N 0.000 claims description 4
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims description 4
- UNNPAFDYRLETBW-UHFFFAOYSA-N 3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)benzenesulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(S(N)(=O)=O)=C1 UNNPAFDYRLETBW-UHFFFAOYSA-N 0.000 claims description 4
- UAQVNFADDKMTMC-UHFFFAOYSA-N 4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)-n-[2-(dimethylamino)ethyl]benzamide Chemical compound C1=CC(C(=O)NCCN(C)C)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 UAQVNFADDKMTMC-UHFFFAOYSA-N 0.000 claims description 4
- CTKAYSOAVWUWKF-UHFFFAOYSA-N 4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)-n-ethylbenzamide Chemical compound C1=CC(C(=O)NCC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 CTKAYSOAVWUWKF-UHFFFAOYSA-N 0.000 claims description 4
- QETVYTNAHZLDNS-UHFFFAOYSA-N 4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)benzenesulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(S(N)(=O)=O)C=C1 QETVYTNAHZLDNS-UHFFFAOYSA-N 0.000 claims description 4
- OOPDWMLXBWNOLH-UHFFFAOYSA-N 4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)benzoic acid Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(C(O)=O)C=C1 OOPDWMLXBWNOLH-UHFFFAOYSA-N 0.000 claims description 4
- JTXNWYHSDXNOAG-UHFFFAOYSA-N 4-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]morpholine Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1N1CCOCC1 JTXNWYHSDXNOAG-UHFFFAOYSA-N 0.000 claims description 4
- ZPXGMXNPRXENML-UHFFFAOYSA-N 5-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)-2-hydroxybenzoic acid Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(O)C(C(O)=O)=C1 ZPXGMXNPRXENML-UHFFFAOYSA-N 0.000 claims description 4
- WFKAJVHLWXSISD-UHFFFAOYSA-N anhydrous dimethyl-acetamide Natural products CC(C)C(N)=O WFKAJVHLWXSISD-UHFFFAOYSA-N 0.000 claims description 4
- 229940047889 isobutyramide Drugs 0.000 claims description 4
- 125000004434 sulfur atom Chemical group 0.000 claims description 4
- XSTRCKXRNHVVTA-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-[2-(dimethylamino)ethyl]urea Chemical compound CN(C)CCNC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 XSTRCKXRNHVVTA-UHFFFAOYSA-N 0.000 claims description 3
- ITHVMVOSCQULAU-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-ethylthiourea Chemical compound CCNC(=S)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 ITHVMVOSCQULAU-UHFFFAOYSA-N 0.000 claims description 3
- NHJXZSFGEZQCQW-UHFFFAOYSA-N 1-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-propylurea Chemical compound C1=CC(NC(=O)NCCC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 NHJXZSFGEZQCQW-UHFFFAOYSA-N 0.000 claims description 3
- LNBXSRHKTFMPBN-UHFFFAOYSA-N 2,6-diamino-n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]hexanamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(NC(=O)C(N)CCCCN)C=C1 LNBXSRHKTFMPBN-UHFFFAOYSA-N 0.000 claims description 3
- XMYPFIYRTAOIFI-UHFFFAOYSA-N 2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)aniline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1N XMYPFIYRTAOIFI-UHFFFAOYSA-N 0.000 claims description 3
- FXDGSBKQIDBHPQ-UHFFFAOYSA-N 2-amino-n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]butanamide Chemical compound CCC(N)C(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 FXDGSBKQIDBHPQ-UHFFFAOYSA-N 0.000 claims description 3
- ZNIDKPZEMMUEAU-UHFFFAOYSA-N 2-amino-n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]propanamide Chemical compound CC(N)C(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 ZNIDKPZEMMUEAU-UHFFFAOYSA-N 0.000 claims description 3
- HWHOOFAFSRSPOT-UHFFFAOYSA-N 2-chloro-5-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)benzenesulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(Cl)C(S(N)(=O)=O)=C1 HWHOOFAFSRSPOT-UHFFFAOYSA-N 0.000 claims description 3
- KMZLUIVXQDYDEM-UHFFFAOYSA-N 2-methyl-4-phenyl-6,8-bis(trifluoromethyl)-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(C(F)(F)F)=CC(C(F)(F)F)=C2CN(C)CC1C1=CC=CC=C1 KMZLUIVXQDYDEM-UHFFFAOYSA-N 0.000 claims description 3
- VKMIFAXQPZVCKG-UHFFFAOYSA-N 3-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,1-diethylurea Chemical compound CCN(CC)C(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 VKMIFAXQPZVCKG-UHFFFAOYSA-N 0.000 claims description 3
- OPKTYGMCIDQTHP-UHFFFAOYSA-N 4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)-n-propylbenzamide Chemical compound C1=CC(C(=O)NCCC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 OPKTYGMCIDQTHP-UHFFFAOYSA-N 0.000 claims description 3
- ATZPMMXKZFAFOP-UHFFFAOYSA-N 4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)aniline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(N)C=C1 ATZPMMXKZFAFOP-UHFFFAOYSA-N 0.000 claims description 3
- JWYJULAOMWNOJL-UHFFFAOYSA-N 4-[3-[bis(methylamino)sulfamoylamino]phenyl]-6,8-dichloro-2-methyl-3,4-dihydro-1H-isoquinoline Chemical compound CNN(NC)S(=O)(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 JWYJULAOMWNOJL-UHFFFAOYSA-N 0.000 claims description 3
- PSOOVXSNQHEDMM-UHFFFAOYSA-N 5-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)-2-hydroxy-n-methylbenzamide Chemical compound C1=C(O)C(C(=O)NC)=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 PSOOVXSNQHEDMM-UHFFFAOYSA-N 0.000 claims description 3
- CLZQZTZRISZXAP-UHFFFAOYSA-N 5-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)-n-[2-(dimethylamino)ethyl]-2-hydroxybenzamide Chemical compound C1=C(O)C(C(=O)NCCN(C)C)=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 CLZQZTZRISZXAP-UHFFFAOYSA-N 0.000 claims description 3
- AMVYEVIRFWDRSX-UHFFFAOYSA-N 5-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)-n-ethyl-2-hydroxybenzamide Chemical compound C1=C(O)C(C(=O)NCC)=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 AMVYEVIRFWDRSX-UHFFFAOYSA-N 0.000 claims description 3
- LAXMGXGWGIBHHT-UHFFFAOYSA-N 6,8-dichloro-2-methyl-4-(4-piperidin-1-ylphenyl)-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1N1CCCCC1 LAXMGXGWGIBHHT-UHFFFAOYSA-N 0.000 claims description 3
- LEHSIQYEMSWARG-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]methanesulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1NS(C)(=O)=O LEHSIQYEMSWARG-UHFFFAOYSA-N 0.000 claims description 3
- LRYLUJZAQSAIMW-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(NS(=O)(=O)C(F)(F)F)=C1 LRYLUJZAQSAIMW-UHFFFAOYSA-N 0.000 claims description 3
- VHPNMMFTCKVPQW-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,4-dimethylpyrrole-2-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1=CC(C)=CN1C VHPNMMFTCKVPQW-UHFFFAOYSA-N 0.000 claims description 3
- AWDVARDJXPUYRE-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1-methylsulfonylpiperidine-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1CCN(S(C)(=O)=O)CC1 AWDVARDJXPUYRE-UHFFFAOYSA-N 0.000 claims description 3
- UOWFCRXLHWYKTE-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2,2-dimethylpropanamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(NC(=O)C(C)(C)C)=C1 UOWFCRXLHWYKTE-UHFFFAOYSA-N 0.000 claims description 3
- ZBTGHYLYYMVAEV-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-4-nitro-1h-pyrrole-2-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1=CC([N+]([O-])=O)=CN1 ZBTGHYLYYMVAEV-UHFFFAOYSA-N 0.000 claims description 3
- HXYSUBQOVFAWTM-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]propanamide Chemical compound CCC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 HXYSUBQOVFAWTM-UHFFFAOYSA-N 0.000 claims description 3
- MTFHARGXDVSDNK-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,2-dimethylimidazole-4-sulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NS(=O)(=O)C1=CN(C)C(C)=N1 MTFHARGXDVSDNK-UHFFFAOYSA-N 0.000 claims description 3
- MFOCFIBNNDJEAI-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1-methylpiperidine-4-carboxamide Chemical compound C1CN(C)CCC1C(=O)NC1=CC=C(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)C=C1 MFOCFIBNNDJEAI-UHFFFAOYSA-N 0.000 claims description 3
- WSBDGRSGRDDLAL-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1-methylsulfonylpiperidine-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1CCN(S(C)(=O)=O)CC1 WSBDGRSGRDDLAL-UHFFFAOYSA-N 0.000 claims description 3
- XOLKVTDSPGGFNP-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1h-pyrrole-2-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1=CC=CN1 XOLKVTDSPGGFNP-UHFFFAOYSA-N 0.000 claims description 3
- KVKHCCXAFAEQAA-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2,2-dimethylpropanamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(NC(=O)C(C)(C)C)C=C1 KVKHCCXAFAEQAA-UHFFFAOYSA-N 0.000 claims description 3
- GIBGLOZYQRRBPY-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2-methylpropanamide Chemical compound C1=CC(NC(=O)C(C)C)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 GIBGLOZYQRRBPY-UHFFFAOYSA-N 0.000 claims description 3
- CJKOAUWXSZLXLP-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-4-nitro-1h-pyrrole-2-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1=CC([N+]([O-])=O)=CN1 CJKOAUWXSZLXLP-UHFFFAOYSA-N 0.000 claims description 3
- CUMPRBLVHDOHMH-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]ethanesulfonamide Chemical compound C1=CC(NS(=O)(=O)CC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 CUMPRBLVHDOHMH-UHFFFAOYSA-N 0.000 claims description 3
- MYHYDYGXHXLBPC-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]propanamide Chemical compound C1=CC(NC(=O)CC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 MYHYDYGXHXLBPC-UHFFFAOYSA-N 0.000 claims description 3
- VRKKCPDOYHNJPJ-UHFFFAOYSA-N n-[4-(6-bromo-8-chloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]acetamide Chemical compound C12=CC(Br)=CC(Cl)=C2CN(C)CC1C1=CC=C(NC(C)=O)C=C1 VRKKCPDOYHNJPJ-UHFFFAOYSA-N 0.000 claims description 3
- WBWCTXNRXFMBNU-UHFFFAOYSA-N n-[5-[[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]sulfamoyl]-4-methyl-1,3-thiazol-2-yl]acetamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NS(=O)(=O)C=1SC(NC(C)=O)=NC=1C WBWCTXNRXFMBNU-UHFFFAOYSA-N 0.000 claims description 3
- MQLSXMWPISYYKX-UHFFFAOYSA-N n-[5-[[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]sulfamoyl]-4-methyl-1,3-thiazol-2-yl]acetamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NS(=O)(=O)C=1SC(NC(C)=O)=NC=1C MQLSXMWPISYYKX-UHFFFAOYSA-N 0.000 claims description 3
- 229960003966 nicotinamide Drugs 0.000 claims description 3
- 235000005152 nicotinamide Nutrition 0.000 claims description 3
- 239000011570 nicotinamide Substances 0.000 claims description 3
- DFPAKSUCGFBDDF-UHFFFAOYSA-N nicotinic acid amide Natural products NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 125000006413 ring segment Chemical group 0.000 claims description 3
- 239000004576 sand Substances 0.000 claims description 3
- 125000001544 thienyl group Chemical group 0.000 claims description 3
- RYIFNGJHJNBKTM-UHFFFAOYSA-N 2-amino-n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]butanamide Chemical compound C1=CC(NC(=O)C(N)CC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 RYIFNGJHJNBKTM-UHFFFAOYSA-N 0.000 claims description 2
- MUBZVQSJVOVBRY-UHFFFAOYSA-N 4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)-n,n-dimethylbenzenesulfonamide Chemical compound C1=CC(S(=O)(=O)N(C)C)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 MUBZVQSJVOVBRY-UHFFFAOYSA-N 0.000 claims description 2
- YCHHDVUJLGIJPF-UHFFFAOYSA-N 5-bromo-n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]thiophene-2-sulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NS(=O)(=O)C1=CC=C(Br)S1 YCHHDVUJLGIJPF-UHFFFAOYSA-N 0.000 claims description 2
- LLBFSDJSRJVGTP-UHFFFAOYSA-N 5-chloro-n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,3-dimethylpyrazole-4-sulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NS(=O)(=O)C=1C(C)=NN(C)C=1Cl LLBFSDJSRJVGTP-UHFFFAOYSA-N 0.000 claims description 2
- UCWLCWOJRHFLRB-UHFFFAOYSA-N 6,8-dichloro-2-methyl-4-[4-(4-methylpiperazin-1-yl)phenyl]-3,4-dihydro-1h-isoquinoline Chemical compound C1CN(C)CCN1C1=CC=C(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)C=C1 UCWLCWOJRHFLRB-UHFFFAOYSA-N 0.000 claims description 2
- GODVYEGZXKHRSC-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2,2-dimethylpropanamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1NC(=O)C(C)(C)C GODVYEGZXKHRSC-UHFFFAOYSA-N 0.000 claims description 2
- PLZMVWQZERWXKS-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]cyclopentanecarboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1NC(=O)C1CCCC1 PLZMVWQZERWXKS-UHFFFAOYSA-N 0.000 claims description 2
- XHAYFWQFNQJNPB-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2,2,2-trifluoroacetamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(NC(=O)C(F)(F)F)=C1 XHAYFWQFNQJNPB-UHFFFAOYSA-N 0.000 claims description 2
- UMCNOZBTMSEEFG-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2-methylpropanamide Chemical compound CC(C)C(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 UMCNOZBTMSEEFG-UHFFFAOYSA-N 0.000 claims description 2
- KFHHWUSTHZTJJO-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-4-methylpiperazine-1-carboxamide Chemical compound C1CN(C)CCN1C(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 KFHHWUSTHZTJJO-UHFFFAOYSA-N 0.000 claims description 2
- GSYJEACXZYNBJV-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]cyclobutanecarboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1CCC1 GSYJEACXZYNBJV-UHFFFAOYSA-N 0.000 claims description 2
- YHMADQVUGPYHDA-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]cyclopropanecarboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1CC1 YHMADQVUGPYHDA-UHFFFAOYSA-N 0.000 claims description 2
- FTLIDAYDHCTRSY-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]pentanamide Chemical compound CCCCC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 FTLIDAYDHCTRSY-UHFFFAOYSA-N 0.000 claims description 2
- ZTVNCRHIUNTHFV-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]piperidine-1-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)N1CCCCC1 ZTVNCRHIUNTHFV-UHFFFAOYSA-N 0.000 claims description 2
- PNQMLDNLGOMHTQ-UHFFFAOYSA-N n-[4-(2,6,8-trimethyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]acetamide Chemical compound C12=CC(C)=CC(C)=C2CN(C)CC1C1=CC=C(NC(C)=O)C=C1 PNQMLDNLGOMHTQ-UHFFFAOYSA-N 0.000 claims description 2
- UNYCACXKYQUMSY-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1h-pyrazole-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C=1C=NNC=1 UNYCACXKYQUMSY-UHFFFAOYSA-N 0.000 claims description 2
- AFYSJMWYNWPKSL-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2,2,2-trifluoroacetamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(NC(=O)C(F)(F)F)C=C1 AFYSJMWYNWPKSL-UHFFFAOYSA-N 0.000 claims description 2
- ZALUHMPZFDKMJO-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2-(methylamino)acetamide Chemical compound C1=CC(NC(=O)CNC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 ZALUHMPZFDKMJO-UHFFFAOYSA-N 0.000 claims description 2
- NNFURQSXBLBVIX-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]cyclopropanecarboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1CC1 NNFURQSXBLBVIX-UHFFFAOYSA-N 0.000 claims description 2
- NFSUQUVCYAHAMO-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]pentanamide Chemical compound C1=CC(NC(=O)CCCC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 NFSUQUVCYAHAMO-UHFFFAOYSA-N 0.000 claims description 2
- GHXYNEAEGIOJED-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]pyrrolidine-2-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1CCCN1 GHXYNEAEGIOJED-UHFFFAOYSA-N 0.000 claims description 2
- VQAASMPOUCKYBN-UHFFFAOYSA-N n-[4-(8-chloro-2-methyl-6-morpholin-4-yl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]acetamide Chemical compound C12=CC(N3CCOCC3)=CC(Cl)=C2CN(C)CC1C1=CC=C(NC(C)=O)C=C1 VQAASMPOUCKYBN-UHFFFAOYSA-N 0.000 claims description 2
- OSBUINWGQXMTBW-UHFFFAOYSA-N n-[4-[8-chloro-2-methyl-6-(4-methylpiperazin-1-yl)-3,4-dihydro-1h-isoquinolin-4-yl]phenyl]acetamide Chemical compound C1CN(C)CCN1C1=CC(Cl)=C(CN(C)CC2C=3C=CC(NC(C)=O)=CC=3)C2=C1 OSBUINWGQXMTBW-UHFFFAOYSA-N 0.000 claims description 2
- 238000011282 treatment Methods 0.000 claims 13
- 239000004202 carbamide Substances 0.000 claims 10
- 238000011321 prophylaxis Methods 0.000 claims 10
- 125000003006 2-dimethylaminoethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 6
- 208000035475 disorder Diseases 0.000 claims 6
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 claims 5
- ZHNUHDYFZUAESO-UHFFFAOYSA-N formamide Substances NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 claims 5
- JUMVJHLZDVSQPC-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-(2-methoxyethyl)urea Chemical compound COCCNC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 JUMVJHLZDVSQPC-UHFFFAOYSA-N 0.000 claims 4
- BQKRJALYXOHITF-UHFFFAOYSA-N 1-acetyl-n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]piperidine-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1NC(=O)C1CCN(C(C)=O)CC1 BQKRJALYXOHITF-UHFFFAOYSA-N 0.000 claims 4
- 125000004429 atom Chemical group 0.000 claims 4
- GTMHPRFXOPJRAN-UHFFFAOYSA-N methyl n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamate Chemical compound COC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 GTMHPRFXOPJRAN-UHFFFAOYSA-N 0.000 claims 4
- NGXLFMIEWOPOCG-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-4-methylpiperazine-1-carboxamide Chemical compound C1CN(C)CCN1C(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 NGXLFMIEWOPOCG-UHFFFAOYSA-N 0.000 claims 4
- DVRWATLEBPGVKE-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]ethanesulfonamide Chemical compound CCS(=O)(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 DVRWATLEBPGVKE-UHFFFAOYSA-N 0.000 claims 4
- FXKXMRNGDQZZGG-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]pyridine-3-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1=CC=CN=C1 FXKXMRNGDQZZGG-UHFFFAOYSA-N 0.000 claims 4
- IHUHNFCQYFDEQN-UHFFFAOYSA-N 1-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-methylurea Chemical compound CNC(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 IHUHNFCQYFDEQN-UHFFFAOYSA-N 0.000 claims 3
- FCRMNRJYJUXJQD-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,3-dimethylurea Chemical compound CNC(=O)N(C)C1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 FCRMNRJYJUXJQD-UHFFFAOYSA-N 0.000 claims 3
- AQZRISWBYMCHSD-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-(2-hydroxyethyl)urea Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(NC(=O)NCCO)=C1 AQZRISWBYMCHSD-UHFFFAOYSA-N 0.000 claims 3
- BURDAEWYGHBUPJ-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-pyridin-3-ylurea Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)NC1=CC=CN=C1 BURDAEWYGHBUPJ-UHFFFAOYSA-N 0.000 claims 3
- PLIDHZDTMLRUOJ-UHFFFAOYSA-N 1-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-methylurea Chemical compound C1=CC(NC(=O)NC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 PLIDHZDTMLRUOJ-UHFFFAOYSA-N 0.000 claims 3
- PAEROSAVFNDZFE-UHFFFAOYSA-N 1-acetyl-n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]piperidine-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1CCN(C(C)=O)CC1 PAEROSAVFNDZFE-UHFFFAOYSA-N 0.000 claims 3
- ITSVCLWKVUKMHH-UHFFFAOYSA-N 3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)aniline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(N)=C1 ITSVCLWKVUKMHH-UHFFFAOYSA-N 0.000 claims 3
- ROCHTQWNNZUYOK-UHFFFAOYSA-N 3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)benzoic acid Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(C(O)=O)=C1 ROCHTQWNNZUYOK-UHFFFAOYSA-N 0.000 claims 3
- DHCPVRCXJZCKNO-UHFFFAOYSA-N 3-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1-methyl-1-(1-methylpiperidin-4-yl)urea Chemical compound C=1C=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=CC=1NC(=O)N(C)C1CCN(C)CC1 DHCPVRCXJZCKNO-UHFFFAOYSA-N 0.000 claims 3
- OGVXGNOUQNLCAU-UHFFFAOYSA-N 4-(4-bromophenyl)-6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(Br)C=C1 OGVXGNOUQNLCAU-UHFFFAOYSA-N 0.000 claims 3
- WOSRCHOJUSCXJV-UHFFFAOYSA-N 6,8-dichloro-2-cyclopropyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C2CC2)CC1C1=CC=CC=C1 WOSRCHOJUSCXJV-UHFFFAOYSA-N 0.000 claims 3
- SHYIEDSDUINFSE-UHFFFAOYSA-N ethyl 3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)benzoate Chemical compound CCOC(=O)C1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 SHYIEDSDUINFSE-UHFFFAOYSA-N 0.000 claims 3
- OXXMOPMKTUUZKA-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,2-dimethylimidazole-4-sulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NS(=O)(=O)C1=CN(C)C(C)=N1 OXXMOPMKTUUZKA-UHFFFAOYSA-N 0.000 claims 3
- VTACXQBZRPNVPL-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2-(methylamino)acetamide Chemical compound CNCC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 VTACXQBZRPNVPL-UHFFFAOYSA-N 0.000 claims 3
- DYDSZGXXNHKNSY-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]butanamide Chemical compound CCCC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 DYDSZGXXNHKNSY-UHFFFAOYSA-N 0.000 claims 3
- FAGXKVFWEQSXPT-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]pyrrolidine-1-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)N1CCCC1 FAGXKVFWEQSXPT-UHFFFAOYSA-N 0.000 claims 3
- KNIROMQEWJVMTR-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]acetamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(NC(C)=O)C=C1 KNIROMQEWJVMTR-UHFFFAOYSA-N 0.000 claims 3
- RXJOGSUJFYNTKI-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]methanesulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(NS(C)(=O)=O)C=C1 RXJOGSUJFYNTKI-UHFFFAOYSA-N 0.000 claims 3
- QTYREFWMNGDGFM-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]morpholine-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)N1CCOCC1 QTYREFWMNGDGFM-UHFFFAOYSA-N 0.000 claims 3
- RTEVZCUIXXCDNH-HNNXBMFYSA-N 1-[2-[(4r)-6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl]phenyl]-3-ethylurea Chemical compound CCNC(=O)NC1=CC=CC=C1[C@H]1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 RTEVZCUIXXCDNH-HNNXBMFYSA-N 0.000 claims 2
- RTEVZCUIXXCDNH-OAHLLOKOSA-N 1-[2-[(4s)-6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl]phenyl]-3-ethylurea Chemical compound CCNC(=O)NC1=CC=CC=C1[C@@H]1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 RTEVZCUIXXCDNH-OAHLLOKOSA-N 0.000 claims 2
- VMKGDZFHKYKODW-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-(oxolan-3-yl)urea Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)NC1CCOC1 VMKGDZFHKYKODW-UHFFFAOYSA-N 0.000 claims 2
- NTCGIGAQCJVDSF-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-[2-(dimethylamino)ethyl]-1-methylurea Chemical compound CN(C)CCNC(=O)N(C)C1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 NTCGIGAQCJVDSF-UHFFFAOYSA-N 0.000 claims 2
- CABPEGUVUDDIPO-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-[3-(dimethylamino)propyl]urea Chemical compound CN(C)CCCNC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 CABPEGUVUDDIPO-UHFFFAOYSA-N 0.000 claims 2
- MWYUQZBQIATMOS-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-pyridin-4-ylurea Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)NC1=CC=NC=C1 MWYUQZBQIATMOS-UHFFFAOYSA-N 0.000 claims 2
- PVBFEYGNAZZZGL-UHFFFAOYSA-N 1-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-[2-(dimethylamino)ethyl]urea Chemical compound C1=CC(NC(=O)NCCN(C)C)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 PVBFEYGNAZZZGL-UHFFFAOYSA-N 0.000 claims 2
- GUCMMJZKXNYAJI-UHFFFAOYSA-N 2,2-dimethylpropyl n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamate Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(NC(=O)OCC(C)(C)C)C=C1 GUCMMJZKXNYAJI-UHFFFAOYSA-N 0.000 claims 2
- DGHLDWUCDWSFFO-UHFFFAOYSA-N 2,6-diamino-n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]hexanamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(NC(=O)C(N)CCCCN)=C1 DGHLDWUCDWSFFO-UHFFFAOYSA-N 0.000 claims 2
- IEDADLUPTJVCQY-UHFFFAOYSA-N 2-(dimethylamino)ethyl n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamate Chemical compound C1=CC(NC(=O)OCCN(C)C)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 IEDADLUPTJVCQY-UHFFFAOYSA-N 0.000 claims 2
- RQQCHDXBJHQNJL-UHFFFAOYSA-N 3-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,1-diethylurea Chemical compound CCN(CC)C(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 RQQCHDXBJHQNJL-UHFFFAOYSA-N 0.000 claims 2
- KERASNBQJINFCX-UHFFFAOYSA-N 3-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,1-dimethylurea Chemical compound CN(C)C(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 KERASNBQJINFCX-UHFFFAOYSA-N 0.000 claims 2
- AUAJGSVTHSQDDD-UHFFFAOYSA-N 3-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1-[2-(dimethylamino)ethyl]-1-methylurea Chemical compound CN(C)CCN(C)C(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 AUAJGSVTHSQDDD-UHFFFAOYSA-N 0.000 claims 2
- SRGVHVFTRQXGGN-UHFFFAOYSA-N 3-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1-[3-(dimethylamino)propyl]-1-methylurea Chemical compound CN(C)CCCN(C)C(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 SRGVHVFTRQXGGN-UHFFFAOYSA-N 0.000 claims 2
- GEIJIORDDUTTNH-UHFFFAOYSA-N 3-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,1-diethylurea Chemical compound C1=CC(NC(=O)N(CC)CC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 GEIJIORDDUTTNH-UHFFFAOYSA-N 0.000 claims 2
- UJQNTOIYAZPWLI-UHFFFAOYSA-N 4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)-n-methylaniline Chemical compound C1=CC(NC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 UJQNTOIYAZPWLI-UHFFFAOYSA-N 0.000 claims 2
- XUPRYVJPMQCECW-UHFFFAOYSA-N 4-[4-[bis(methylamino)sulfamoylamino]phenyl]-6,8-dichloro-2-methyl-3,4-dihydro-1H-isoquinoline Chemical compound C1=CC(NS(=O)(=O)N(NC)NC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 XUPRYVJPMQCECW-UHFFFAOYSA-N 0.000 claims 2
- BYEHLECXGQISFM-UHFFFAOYSA-N 6,8-dichloro-2-methyl-4-(4-pyrrolidin-1-ylphenyl)-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1N1CCCC1 BYEHLECXGQISFM-UHFFFAOYSA-N 0.000 claims 2
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 2
- MDFFNEOEWAXZRQ-UHFFFAOYSA-N aminyl Chemical compound [NH2] MDFFNEOEWAXZRQ-UHFFFAOYSA-N 0.000 claims 2
- WZFGYXOOIXKUTM-UHFFFAOYSA-N ethyl n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamate Chemical compound CCOC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 WZFGYXOOIXKUTM-UHFFFAOYSA-N 0.000 claims 2
- 230000000302 ischemic effect Effects 0.000 claims 2
- STCWGDDBTDIQQN-UHFFFAOYSA-N methyl n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamate Chemical compound C1=CC(NC(=O)OC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 STCWGDDBTDIQQN-UHFFFAOYSA-N 0.000 claims 2
- LAWJEGWAJSUTSI-UHFFFAOYSA-N n-(diaminomethylidene)-5-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)-2-hydroxybenzamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(O)C(C(=O)NC(N)=N)=C1 LAWJEGWAJSUTSI-UHFFFAOYSA-N 0.000 claims 2
- DJPFXNUZCUMRGR-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2-methylpropanamide Chemical compound CC(C)C(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 DJPFXNUZCUMRGR-UHFFFAOYSA-N 0.000 claims 2
- OFNLRZXVBDQSJB-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]cyclobutanecarboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1NC(=O)C1CCC1 OFNLRZXVBDQSJB-UHFFFAOYSA-N 0.000 claims 2
- XMXDMJXSPHBYFN-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]ethanesulfonamide Chemical compound CCS(=O)(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 XMXDMJXSPHBYFN-UHFFFAOYSA-N 0.000 claims 2
- FCUHTHRZFJNSIJ-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]pentanamide Chemical compound CCCCC(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 FCUHTHRZFJNSIJ-UHFFFAOYSA-N 0.000 claims 2
- GKMFOKLSWWWHIM-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]propanamide Chemical compound CCC(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 GKMFOKLSWWWHIM-UHFFFAOYSA-N 0.000 claims 2
- QUQLGXZSZHEERG-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2-(dimethylamino)acetamide Chemical compound CN(C)CC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 QUQLGXZSZHEERG-UHFFFAOYSA-N 0.000 claims 2
- TXPWACDQMYDSSV-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3,5-dimethyl-1h-pyrazole-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C=1C(C)=NNC=1C TXPWACDQMYDSSV-UHFFFAOYSA-N 0.000 claims 2
- UQTMMQOPRHKGPO-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-5-(trifluoromethyl)-1h-pyrazole-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1=CNN=C1C(F)(F)F UQTMMQOPRHKGPO-UHFFFAOYSA-N 0.000 claims 2
- NCKFDAVBILKBOL-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]pyridine-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1=CC=NC=C1 NCKFDAVBILKBOL-UHFFFAOYSA-N 0.000 claims 2
- DPQHWDSAFGLDQW-OAHLLOKOSA-N n-[3-[(4r)-6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl]phenyl]methanesulfonamide Chemical compound C1([C@H]2CN(CC3=C(Cl)C=C(Cl)C=C32)C)=CC=CC(NS(C)(=O)=O)=C1 DPQHWDSAFGLDQW-OAHLLOKOSA-N 0.000 claims 2
- DPQHWDSAFGLDQW-HNNXBMFYSA-N n-[3-[(4s)-6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl]phenyl]methanesulfonamide Chemical compound C1([C@@H]2CN(CC3=C(Cl)C=C(Cl)C=C32)C)=CC=CC(NS(C)(=O)=O)=C1 DPQHWDSAFGLDQW-HNNXBMFYSA-N 0.000 claims 2
- YJJYOXKGZDPJNQ-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,4-dimethylpyrrole-2-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1=CC(C)=CN1C YJJYOXKGZDPJNQ-UHFFFAOYSA-N 0.000 claims 2
- GDEREPIFEAQWAJ-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1h-imidazole-5-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1=CNC=N1 GDEREPIFEAQWAJ-UHFFFAOYSA-N 0.000 claims 2
- MGZJRLQDQAFUML-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1h-pyrrole-3-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C=1C=CNC=1 MGZJRLQDQAFUML-UHFFFAOYSA-N 0.000 claims 2
- ROPYLDOXCQAVQA-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2-methylpiperidine-1-carboxamide Chemical compound CC1CCCCN1C(=O)NC1=CC=C(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)C=C1 ROPYLDOXCQAVQA-UHFFFAOYSA-N 0.000 claims 2
- JPLOLGHBNKSCIU-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]cyclopentanecarboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1CCCC1 JPLOLGHBNKSCIU-UHFFFAOYSA-N 0.000 claims 2
- CNFBIEVFBXQXMZ-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]formamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(NC=O)C=C1 CNFBIEVFBXQXMZ-UHFFFAOYSA-N 0.000 claims 2
- KZFKXSUWWNLRTN-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]piperidine-1-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)N1CCCCC1 KZFKXSUWWNLRTN-UHFFFAOYSA-N 0.000 claims 2
- PCLUWFLLBNYDPM-UHFFFAOYSA-N n-[4-(8-chloro-2-methyl-6-pyrrolidin-1-yl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]acetamide Chemical compound C12=CC(N3CCCC3)=CC(Cl)=C2CN(C)CC1C1=CC=C(NC(C)=O)C=C1 PCLUWFLLBNYDPM-UHFFFAOYSA-N 0.000 claims 2
- 210000000056 organ Anatomy 0.000 claims 2
- 230000002093 peripheral effect Effects 0.000 claims 2
- MEAAMTVXPSVAPU-UHFFFAOYSA-N propan-2-yl n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamate Chemical compound C1=CC(NC(=O)OC(C)C)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 MEAAMTVXPSVAPU-UHFFFAOYSA-N 0.000 claims 2
- 208000023504 respiratory system disease Diseases 0.000 claims 2
- 229940057054 1,3-dimethylurea Drugs 0.000 claims 1
- IBDGEWUCPZGMJX-UHFFFAOYSA-N 1-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-[2-(dimethylamino)ethyl]urea Chemical compound CN(C)CCNC(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 IBDGEWUCPZGMJX-UHFFFAOYSA-N 0.000 claims 1
- RXADDZGUSDTJLQ-UHFFFAOYSA-N 1-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-methylthiourea Chemical compound CNC(=S)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 RXADDZGUSDTJLQ-UHFFFAOYSA-N 0.000 claims 1
- LZPGFPGKBJQZCX-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,3,3-trimethylurea Chemical compound CN(C)C(=O)N(C)C1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 LZPGFPGKBJQZCX-UHFFFAOYSA-N 0.000 claims 1
- AOMJDJSYZHIKEX-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-(oxan-4-yl)urea Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)NC1CCOCC1 AOMJDJSYZHIKEX-UHFFFAOYSA-N 0.000 claims 1
- KSYWPYGDMGUBBP-UHFFFAOYSA-N 1-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-methylthiourea Chemical compound CNC(=S)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 KSYWPYGDMGUBBP-UHFFFAOYSA-N 0.000 claims 1
- UOWPETBXFWQVOV-UHFFFAOYSA-N 1-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,3-dimethylurea Chemical compound C1=CC(N(C)C(=O)NC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 UOWPETBXFWQVOV-UHFFFAOYSA-N 0.000 claims 1
- CGLKUVJBBNYBMU-UHFFFAOYSA-N 1-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3,3-diethyl-1-methylurea Chemical compound C1=CC(N(C)C(=O)N(CC)CC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 CGLKUVJBBNYBMU-UHFFFAOYSA-N 0.000 claims 1
- AXKOUHDSAITCGZ-UHFFFAOYSA-N 1-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-[2-(dimethylamino)ethyl]-1-methylurea Chemical compound C1=CC(N(C)C(=O)NCCN(C)C)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 AXKOUHDSAITCGZ-UHFFFAOYSA-N 0.000 claims 1
- NRKYWOKHZRQRJR-UHFFFAOYSA-N 2,2,2-trifluoroacetamide Chemical compound NC(=O)C(F)(F)F NRKYWOKHZRQRJR-UHFFFAOYSA-N 0.000 claims 1
- BSVFEOVPMWUTHR-UHFFFAOYSA-N 2,2-dimethylpropyl n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamate Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(NC(=O)OCC(C)(C)C)=C1 BSVFEOVPMWUTHR-UHFFFAOYSA-N 0.000 claims 1
- ZTWFDFFSPSWCEP-UHFFFAOYSA-N 2,4-dimethyl-4-phenyl-1,3-dihydroisoquinoline Chemical compound C1N(C)CC2=CC=CC=C2C1(C)C1=CC=CC=C1 ZTWFDFFSPSWCEP-UHFFFAOYSA-N 0.000 claims 1
- ZBINDVNASLJSJF-UHFFFAOYSA-N 2,6-dimethyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(C)=CC=C2CN(C)CC1C1=CC=CC=C1 ZBINDVNASLJSJF-UHFFFAOYSA-N 0.000 claims 1
- SUYOCKAQLJWIGF-UHFFFAOYSA-N 2,8-dimethyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC=CC(C)=C2CN(C)CC1C1=CC=CC=C1 SUYOCKAQLJWIGF-UHFFFAOYSA-N 0.000 claims 1
- OMYVLMJTJXGABS-UHFFFAOYSA-N 2-(8-amino-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenol Chemical compound C12=CC=CC(N)=C2CN(C)CC1C1=CC=CC=C1O OMYVLMJTJXGABS-UHFFFAOYSA-N 0.000 claims 1
- DKVFCRLDRJIGRT-UHFFFAOYSA-N 2-(dimethylamino)ethyl n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamate Chemical compound CN(C)CCOC(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 DKVFCRLDRJIGRT-UHFFFAOYSA-N 0.000 claims 1
- DONBHZPKXHTHOG-UHFFFAOYSA-N 2-(dimethylamino)ethyl n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamate Chemical compound CN(C)CCOC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 DONBHZPKXHTHOG-UHFFFAOYSA-N 0.000 claims 1
- ZJOHLNSDKJUZFB-UHFFFAOYSA-N 2-amino-n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]acetamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(NC(=O)CN)C=C1 ZJOHLNSDKJUZFB-UHFFFAOYSA-N 0.000 claims 1
- SHOJKIYSJCEMLE-UHFFFAOYSA-N 2-amino-n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]propanamide Chemical compound C1=CC(NC(=O)C(N)C)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 SHOJKIYSJCEMLE-UHFFFAOYSA-N 0.000 claims 1
- SCROJUWBHGENKF-UHFFFAOYSA-N 2-butyl-4-phenyl-3,4-dihydro-1h-isoquinolin-8-amine Chemical compound C12=CC=CC(N)=C2CN(CCCC)CC1C1=CC=CC=C1 SCROJUWBHGENKF-UHFFFAOYSA-N 0.000 claims 1
- NNVATDBGKYTMIL-UHFFFAOYSA-N 2-methyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC=CC=C2CN(C)CC1C1=CC=CC=C1 NNVATDBGKYTMIL-UHFFFAOYSA-N 0.000 claims 1
- ZZYPDSKOTDXNJI-UHFFFAOYSA-N 2-methyl-8-nitro-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC=CC([N+]([O-])=O)=C2CN(C)CC1C1=CC=CC=C1 ZZYPDSKOTDXNJI-UHFFFAOYSA-N 0.000 claims 1
- QNFJHNLZFYNSEW-UHFFFAOYSA-N 3-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,1-dimethylurea Chemical compound CN(C)C(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 QNFJHNLZFYNSEW-UHFFFAOYSA-N 0.000 claims 1
- CVIIYLIHROZSPS-UHFFFAOYSA-N 3-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,1-dimethylurea Chemical compound C1=CC(NC(=O)N(C)C)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 CVIIYLIHROZSPS-UHFFFAOYSA-N 0.000 claims 1
- WALQZRTZISWWJK-UHFFFAOYSA-N 4-(2,4-dichlorophenyl)-2-methyl-3,4-dihydro-1h-isoquinolin-8-amine Chemical compound C12=CC=CC(N)=C2CN(C)CC1C1=CC=C(Cl)C=C1Cl WALQZRTZISWWJK-UHFFFAOYSA-N 0.000 claims 1
- YPCPHQRYILZBJY-UHFFFAOYSA-N 4-(3,4-dichlorophenyl)-2-methyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC=CC=C2CN(C)CC1C1=CC=C(Cl)C(Cl)=C1 YPCPHQRYILZBJY-UHFFFAOYSA-N 0.000 claims 1
- VSDQKQIGWGOUCH-UHFFFAOYSA-N 4-(3-bromophenyl)-6,8-dichloro-1-methyl-1,2,3,4-tetrahydroisoquinoline Chemical compound BrC=1C=C(C=CC=1)C1CNC(C2=C(C=C(C=C12)Cl)Cl)C VSDQKQIGWGOUCH-UHFFFAOYSA-N 0.000 claims 1
- LJCWTVCXFOSCRP-UHFFFAOYSA-N 4-(3-bromophenyl)-6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(Br)=C1 LJCWTVCXFOSCRP-UHFFFAOYSA-N 0.000 claims 1
- IWCPITVSHIVSOX-UHFFFAOYSA-N 4-(3-chlorophenyl)-2-methyl-3,4-dihydro-1h-isoquinolin-8-amine Chemical compound C12=CC=CC(N)=C2CN(C)CC1C1=CC=CC(Cl)=C1 IWCPITVSHIVSOX-UHFFFAOYSA-N 0.000 claims 1
- LMZGHKOXTNBVJV-UHFFFAOYSA-N 5,6-dichloro-2-methyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C1=CC(Cl)=C(Cl)C2=C1CN(C)CC2C1=CC=CC=C1 LMZGHKOXTNBVJV-UHFFFAOYSA-N 0.000 claims 1
- OFEGITGLTYCZKZ-UHFFFAOYSA-N 5,8-dichloro-2-methyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=C(Cl)C=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1 OFEGITGLTYCZKZ-UHFFFAOYSA-N 0.000 claims 1
- DOGUAYAXSQVEBS-UHFFFAOYSA-N 5-(8-amino-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)-2-methoxyphenol Chemical compound C1=C(O)C(OC)=CC=C1C1C2=CC=CC(N)=C2CN(C)C1 DOGUAYAXSQVEBS-UHFFFAOYSA-N 0.000 claims 1
- MHUUTHJRVZFEKD-UHFFFAOYSA-N 5-chloro-n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,3-dimethylpyrazole-4-sulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NS(=O)(=O)C=1C(C)=NN(C)C=1Cl MHUUTHJRVZFEKD-UHFFFAOYSA-N 0.000 claims 1
- KCAPDRPOFJFNBM-UHFFFAOYSA-N 6,7-dichloro-2-methyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=C(Cl)C=C2CN(C)CC1C1=CC=CC=C1 KCAPDRPOFJFNBM-UHFFFAOYSA-N 0.000 claims 1
- HJPBWJPDZBZIBF-UHFFFAOYSA-N 6,8-dichloro-2-ethyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(CC)CC1C1=CC=CC=C1 HJPBWJPDZBZIBF-UHFFFAOYSA-N 0.000 claims 1
- MQKVNEREAGDEFV-UHFFFAOYSA-N 6,8-dichloro-2-methyl-4-(4-methylphenyl)-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(C)C=C1 MQKVNEREAGDEFV-UHFFFAOYSA-N 0.000 claims 1
- SHBPZIGBKLSQFG-UHFFFAOYSA-N 6,8-dichloro-2-methyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1 SHBPZIGBKLSQFG-UHFFFAOYSA-N 0.000 claims 1
- LOVQZNURWACHBM-UHFFFAOYSA-N 6,8-dichloro-4-(4-chlorophenyl)-2-methyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(Cl)C=C1 LOVQZNURWACHBM-UHFFFAOYSA-N 0.000 claims 1
- LQKVSIAEMCZTBA-UHFFFAOYSA-N 6,8-dichloro-4-(4-fluorophenyl)-2-methyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(F)C=C1 LQKVSIAEMCZTBA-UHFFFAOYSA-N 0.000 claims 1
- SMNDOAOGUPEWHX-UHFFFAOYSA-N 6,8-dichloro-4-phenyl-2-propan-2-yl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C(C)C)CC1C1=CC=CC=C1 SMNDOAOGUPEWHX-UHFFFAOYSA-N 0.000 claims 1
- MUKVGSRQTWFZKG-UHFFFAOYSA-N 6-chloro-2-methyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(Cl)=CC=C2CN(C)CC1C1=CC=CC=C1 MUKVGSRQTWFZKG-UHFFFAOYSA-N 0.000 claims 1
- QNWBLRHWGDFQHE-UHFFFAOYSA-N 6-methoxy-2-methyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC(OC)=CC=C2CN(C)CC1C1=CC=CC=C1 QNWBLRHWGDFQHE-UHFFFAOYSA-N 0.000 claims 1
- FXSGMQJMMGOBJR-UHFFFAOYSA-N 7-chloro-2-methyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC=C(Cl)C=C2CN(C)CC1C1=CC=CC=C1 FXSGMQJMMGOBJR-UHFFFAOYSA-N 0.000 claims 1
- IWTBQDAWZVFFLJ-UHFFFAOYSA-N 8-bromo-2-methyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC=CC(Br)=C2CN(C)CC1C1=CC=CC=C1 IWTBQDAWZVFFLJ-UHFFFAOYSA-N 0.000 claims 1
- PJIBWJPNKNAWGQ-UHFFFAOYSA-N 8-chloro-2-methyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C12=CC=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1 PJIBWJPNKNAWGQ-UHFFFAOYSA-N 0.000 claims 1
- OBCHZURPAABPDI-UHFFFAOYSA-N 8-methoxy-2-methyl-4-phenyl-3,4-dihydro-1h-isoquinoline Chemical compound C1N(C)CC=2C(OC)=CC=CC=2C1C1=CC=CC=C1 OBCHZURPAABPDI-UHFFFAOYSA-N 0.000 claims 1
- 208000009304 Acute Kidney Injury Diseases 0.000 claims 1
- 206010061217 Infestation Diseases 0.000 claims 1
- MGJKQDOBUOMPEZ-UHFFFAOYSA-N N,N'-dimethylurea Chemical compound CNC(=O)NC MGJKQDOBUOMPEZ-UHFFFAOYSA-N 0.000 claims 1
- CAUJXTGSPUXZGB-UHFFFAOYSA-N N-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1H-isoquinolin-4-yl)phenyl]-3-methylmorpholine-4-carboxamide Chemical compound ClC=1C=C2C(CN(CC2=C(C=1)Cl)C)C=1C=C(C=CC=1)NC(=O)N1C(COCC1)C CAUJXTGSPUXZGB-UHFFFAOYSA-N 0.000 claims 1
- 208000033626 Renal failure acute Diseases 0.000 claims 1
- 108091006649 SLC9A3 Proteins 0.000 claims 1
- 206010041235 Snoring Diseases 0.000 claims 1
- 102100030375 Sodium/hydrogen exchanger 3 Human genes 0.000 claims 1
- OTBKUBKQEMWWIQ-UHFFFAOYSA-N [3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamic acid Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(NC(O)=O)=C1 OTBKUBKQEMWWIQ-UHFFFAOYSA-N 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 201000011040 acute kidney failure Diseases 0.000 claims 1
- 208000012998 acute renal failure Diseases 0.000 claims 1
- 230000004663 cell proliferation Effects 0.000 claims 1
- 210000003169 central nervous system Anatomy 0.000 claims 1
- 230000001684 chronic effect Effects 0.000 claims 1
- 208000020832 chronic kidney disease Diseases 0.000 claims 1
- 208000022831 chronic renal failure syndrome Diseases 0.000 claims 1
- AIMMVWOEOZMVMS-UHFFFAOYSA-N cyclopropanecarboxamide Chemical compound NC(=O)C1CC1 AIMMVWOEOZMVMS-UHFFFAOYSA-N 0.000 claims 1
- 244000078703 ectoparasite Species 0.000 claims 1
- DBANRTGNUMHLRG-UHFFFAOYSA-N ethyl n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamate Chemical compound C1=CC(NC(=O)OCC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 DBANRTGNUMHLRG-UHFFFAOYSA-N 0.000 claims 1
- 230000006870 function Effects 0.000 claims 1
- 230000005764 inhibitory process Effects 0.000 claims 1
- 230000003871 intestinal function Effects 0.000 claims 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 1
- 208000017169 kidney disease Diseases 0.000 claims 1
- 230000037356 lipid metabolism Effects 0.000 claims 1
- UJROOBBEEKKHHV-UHFFFAOYSA-N n-(2-methyl-4-phenyl-3,4-dihydro-1h-isoquinolin-8-yl)acetamide Chemical compound C12=CC=CC(NC(C)=O)=C2CN(C)CC1C1=CC=CC=C1 UJROOBBEEKKHHV-UHFFFAOYSA-N 0.000 claims 1
- PQJBBZQLGILTCY-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2,2,2-trifluoroacetamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1NC(=O)C(F)(F)F PQJBBZQLGILTCY-UHFFFAOYSA-N 0.000 claims 1
- KSLUOYSGQYULGE-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]cyclopropanecarboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1NC(=O)C1CC1 KSLUOYSGQYULGE-UHFFFAOYSA-N 0.000 claims 1
- QYCIEWHIEXOVHY-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]morpholine-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1NC(=O)N1CCOCC1 QYCIEWHIEXOVHY-UHFFFAOYSA-N 0.000 claims 1
- ZXPOUZGOCVQBQG-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]piperidine-1-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC=C1NC(=O)N1CCCCC1 ZXPOUZGOCVQBQG-UHFFFAOYSA-N 0.000 claims 1
- OUPVIWYVYDCUHE-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1-methylpiperidine-4-carboxamide Chemical compound C1CN(C)CCC1C(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 OUPVIWYVYDCUHE-UHFFFAOYSA-N 0.000 claims 1
- DWZLGLACSQQZIM-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1h-imidazole-5-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1=CNC=N1 DWZLGLACSQQZIM-UHFFFAOYSA-N 0.000 claims 1
- YCKZHOANTKUZJC-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1h-pyrazole-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C=1C=NNC=1 YCKZHOANTKUZJC-UHFFFAOYSA-N 0.000 claims 1
- GIEKZBPGVQLUIX-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1h-pyrazole-5-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1=CC=NN1 GIEKZBPGVQLUIX-UHFFFAOYSA-N 0.000 claims 1
- BXNFDJJZNJIRJF-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1h-pyrrole-2-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1=CC=CN1 BXNFDJJZNJIRJF-UHFFFAOYSA-N 0.000 claims 1
- OCAWHLGPCPIRKD-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1h-pyrrole-3-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C=1C=CNC=1 OCAWHLGPCPIRKD-UHFFFAOYSA-N 0.000 claims 1
- TXICIEJZRRWVEG-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2,4-dimethylpiperazine-1-carboxamide Chemical compound CC1CN(C)CCN1C(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 TXICIEJZRRWVEG-UHFFFAOYSA-N 0.000 claims 1
- TUOZJQVVJVSIIK-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2,5-dimethyl-1h-pyrrole-3-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C=1C=C(C)NC=1C TUOZJQVVJVSIIK-UHFFFAOYSA-N 0.000 claims 1
- TWSOHKAQPCCPQG-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]cyclopentanecarboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1CCCC1 TWSOHKAQPCCPQG-UHFFFAOYSA-N 0.000 claims 1
- QVLLBNWMNYZNPX-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]formamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(NC=O)=C1 QVLLBNWMNYZNPX-UHFFFAOYSA-N 0.000 claims 1
- DPQHWDSAFGLDQW-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]methanesulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=CC(NS(C)(=O)=O)=C1 DPQHWDSAFGLDQW-UHFFFAOYSA-N 0.000 claims 1
- ZSFJSAZZSWAKTE-UHFFFAOYSA-N n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]pyrrolidine-2-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NC(=O)C1CCCN1 ZSFJSAZZSWAKTE-UHFFFAOYSA-N 0.000 claims 1
- PGWIHCXZCUNLPM-UHFFFAOYSA-N n-[4-(2-methyl-6-methylsulfonyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]acetamide Chemical compound C12=CC(S(C)(=O)=O)=CC=C2CN(C)CC1C1=CC=C(NC(C)=O)C=C1 PGWIHCXZCUNLPM-UHFFFAOYSA-N 0.000 claims 1
- ILFOJCUIQBNKHS-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1,1,1-trifluoromethanesulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C1=CC=C(NS(=O)(=O)C(F)(F)F)C=C1 ILFOJCUIQBNKHS-UHFFFAOYSA-N 0.000 claims 1
- HLEFLYRGRHBCEA-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-1h-pyrazole-5-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1=CC=NN1 HLEFLYRGRHBCEA-UHFFFAOYSA-N 0.000 claims 1
- OICDJAHTNXTNBG-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2,5-dimethyl-1h-pyrrole-3-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C=1C=C(C)NC=1C OICDJAHTNXTNBG-UHFFFAOYSA-N 0.000 claims 1
- TVYZDFMOBGEOGU-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2-(dimethylamino)acetamide Chemical compound C1=CC(NC(=O)CN(C)C)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 TVYZDFMOBGEOGU-UHFFFAOYSA-N 0.000 claims 1
- DVIMTYQAOYHYLU-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-2-methylpyrrolidine-1-carboxamide Chemical compound CC1CCCN1C(=O)NC1=CC=C(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)C=C1 DVIMTYQAOYHYLU-UHFFFAOYSA-N 0.000 claims 1
- PEXPIKIHXPMOGZ-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3,5-dimethyl-1h-pyrazole-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C=1C(C)=NNC=1C PEXPIKIHXPMOGZ-UHFFFAOYSA-N 0.000 claims 1
- LIDLKEQMWPVUCP-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-4-methylpiperazine-1-carboxamide Chemical compound C1CN(C)CCN1C(=O)NC1=CC=C(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)C=C1 LIDLKEQMWPVUCP-UHFFFAOYSA-N 0.000 claims 1
- VPAXEEVXNPILRD-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]pyridine-3-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1=CC=CN=C1 VPAXEEVXNPILRD-UHFFFAOYSA-N 0.000 claims 1
- CDAIUKMBWGTSFZ-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]pyrrolidine-1-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)N1CCCC1 CDAIUKMBWGTSFZ-UHFFFAOYSA-N 0.000 claims 1
- OCFFALPYWKANKE-UHFFFAOYSA-N n-[4-[8-chloro-6-(cyclopropylmethylamino)-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl]phenyl]acetamide Chemical compound C12=CC(NCC3CC3)=CC(Cl)=C2CN(C)CC1C1=CC=C(NC(C)=O)C=C1 OCFFALPYWKANKE-UHFFFAOYSA-N 0.000 claims 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- XXPANQJNYNUNES-UHFFFAOYSA-N nomifensine Chemical compound C12=CC=CC(N)=C2CN(C)CC1C1=CC=CC=C1 XXPANQJNYNUNES-UHFFFAOYSA-N 0.000 claims 1
- 210000001428 peripheral nervous system Anatomy 0.000 claims 1
- 238000004321 preservation Methods 0.000 claims 1
- YOAVGGWPQOACQB-UHFFFAOYSA-N propan-2-yl n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]carbamate Chemical compound CC(C)OC(=O)NC1=CC=CC(C2C3=CC(Cl)=CC(Cl)=C3CN(C)C2)=C1 YOAVGGWPQOACQB-UHFFFAOYSA-N 0.000 claims 1
- LCDCPQHFCOBUEF-UHFFFAOYSA-N pyrrolidine-1-carboxamide Chemical compound NC(=O)N1CCCC1 LCDCPQHFCOBUEF-UHFFFAOYSA-N 0.000 claims 1
- 230000000241 respiratory effect Effects 0.000 claims 1
- 229960000581 salicylamide Drugs 0.000 claims 1
- 230000035939 shock Effects 0.000 claims 1
- 201000002859 sleep apnea Diseases 0.000 claims 1
- 229940124530 sulfonamide Drugs 0.000 claims 1
- 150000003456 sulfonamides Chemical class 0.000 claims 1
- 238000001356 surgical procedure Methods 0.000 claims 1
- 238000002054 transplantation Methods 0.000 claims 1
- SDPZIVSAFCAYMC-UHFFFAOYSA-N 1-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-ethylthiourea Chemical compound CCNC(=S)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 SDPZIVSAFCAYMC-UHFFFAOYSA-N 0.000 description 1
- RTEVZCUIXXCDNH-UHFFFAOYSA-N 1-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-ethylurea Chemical compound CCNC(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 RTEVZCUIXXCDNH-UHFFFAOYSA-N 0.000 description 1
- IYPIAJKDKNPXNO-UHFFFAOYSA-N 1-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-3-ethylthiourea Chemical compound C1=CC(NC(=S)NCC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 IYPIAJKDKNPXNO-UHFFFAOYSA-N 0.000 description 1
- RYPNUXKTTFMKFH-UHFFFAOYSA-N 5-bromo-n-[3-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]thiophene-2-sulfonamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=1)=CC=CC=1NS(=O)(=O)C1=CC=C(Br)S1 RYPNUXKTTFMKFH-UHFFFAOYSA-N 0.000 description 1
- WJLVVYJYMZFJET-UHFFFAOYSA-N n-[2-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]butanamide Chemical compound CCCC(=O)NC1=CC=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 WJLVVYJYMZFJET-UHFFFAOYSA-N 0.000 description 1
- IUECDQZCOVVBQU-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]-5-(trifluoromethyl)-1h-pyrazole-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1=CNN=C1C(F)(F)F IUECDQZCOVVBQU-UHFFFAOYSA-N 0.000 description 1
- WSLYLXWYZBZFCE-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]butanamide Chemical compound C1=CC(NC(=O)CCC)=CC=C1C1C2=CC(Cl)=CC(Cl)=C2CN(C)C1 WSLYLXWYZBZFCE-UHFFFAOYSA-N 0.000 description 1
- VLXQFBRCVJQJIT-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]cyclobutanecarboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1CCC1 VLXQFBRCVJQJIT-UHFFFAOYSA-N 0.000 description 1
- ISLGZVHVMGDHPE-UHFFFAOYSA-N n-[4-(6,8-dichloro-2-methyl-3,4-dihydro-1h-isoquinolin-4-yl)phenyl]pyridine-4-carboxamide Chemical compound C12=CC(Cl)=CC(Cl)=C2CN(C)CC1C(C=C1)=CC=C1NC(=O)C1=CC=NC=C1 ISLGZVHVMGDHPE-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- 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
- C07D401/12—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 chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/10—Laxatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/14—Prodigestives, e.g. acids, enzymes, appetite stimulants, antidyspeptics, tonics, antiflatulents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/16—Central respiratory analeptics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/12—Drugs for disorders of the urinary system of the kidneys
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- 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
- A61P41/00—Drugs used in surgical methods, e.g. surgery adjuvants for preventing adhesion or for vitreum substitution
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
- C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
- C07D217/18—Aralkyl radicals
-
- 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
- C07D401/10—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 aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Description
® ® \ 1
Substituted 4-phenyltetrahydroisoquinolines, process for their preparation, their use as medicament, and medicament containing them
The invention relates to compounds of the formula
R8
RO & RT
R1 [ =o R6
R3 ® N rs
R4 : in which the meanings are:
R1, R2, R3 and R4 ‘independently of one another H, F, CI, Br, I, CN, NO2, OH, NHo, CaH24+1.
CqqH2qg-1: OCpH2b+1, COOR10, OCOR10, COR10 or Oy-(CH2)y-phenyl; aandb in the groups CgH24541 and OCpH2p+1 independently of one another 1,2,3,4,5, 6,7 or 8, it being possible for one or more H atoms to be replaced by F atoms; qq 3,4,5,6, 7 or 8, it being possible for one or more H atoms to be replaced by F atoms;
R10 Hor CcHoc+1: c 1,2,3,4,5,6,7 or 8, it being possible for one or more H atoms to be replaced by F atoms,
X zero or 1; y zero, 1,2, 3 or 4; where the phenyl ring in the group Ox-(CH2)y-phenyl is unsubstituted or substituted by 1-3 substituents selected from the group consisting of F, Cl, Br, CN, NO2, OH, NH2 or
CdH2d +1;
® d 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms, or
R1, R2, R3 and R4 independently of one another heteroaryl, it being possible for zero, 1, 2, 3 or 4
N atoms, zero or 1 oxygen atom or zero or 1 S atom to be present as ring atoms; or
R1, R2, R3 and R4 independently of one another CONR11R12 or NR11R12;
R11 and R12 independently of one another H, CeHog+1, CrrH2rr-1: e 1,2,3,4,5,6,7 or 8, rr 3,4,5,6,7,0r8, it being possible for one or more H atoms in the groups CeHoe+1 and
CirH2r-1 to be replaced by F atoms and for one or more CHa groups to be replaced by O or NR13;
R13 Hor CfHoi+1; f 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or
R13 and a CHg group of R11 or R12 together with the N atom to which they are bonded a 5- or 6-membered ring; or
R11 and R12 together with the N atom to which they are bonded a 5-, 6- or 7-membered ring; or
R11 and R12 independently of one another COR14, CSR14 or SO2R14;
R14 CgHog+1;
® _ g 1,2,3,4,5,6,7 or 8, it being possible for one or more H atoms to be replaced by F atoms, and it being possible for one or more CH2 groups to be replaced by O or NR13, or
R1, R2, R3 and R4 independently of one another -Oph-SO;-R1 5, with h zeroor1; j zero, 1 or 2;
R15 CkHok+1, OH, OC|H2j+1 or NR17R18; k 1,2,3,4,5, 6,7 or 8, it being possible for one or more H atoms to be replaced by F atoms; : I 1,2,3,4,5, 6,7 or8, it being possible for one or more H atoms to be replaced by F atoms;
R17 and R18 independently of one another H or CyHom+1; m 1,2, 3,4,5, 6, 7 or8, it being possible for one or more
H atoms in the group CyH2m+1 to be replaced by F atoms and for one or more CH2 groups to be replaced by O, CO, CS or NR19;
R19 Hor CphHon+1; n 1,2,30r4,; it being possible for one or more H atoms in
CnHon+1 to be replaced by F atoms; or
R17 and R18 together with the N atom to which they are bonded a 5-, 6- or 7-membered ring; or
R19 and a CHa group of R17 or R18 together with the N atom to which they are bonded a 5- or 6-membered ring;
® ® but where R2 must always not be equal to H,
R5 H, CpH2p+1, CssH2ss-1, COR20 or SO2R20; p 1,2,3,4,5,6,7 or 8,
SS 3,4,5,6,7 or8,
R20 CgHog+1; q 1,2,3,4,5,6,7 or 8, it being possible for one or more H atoms in the groups CpH2p+1. : CssH2ss-1 and CqH2qg+1 to be replaced by F atoms and for one or more CH2 groups to be replaced by O or NR21;
R21 Hor CiHor+1; r 1,2,3 or 4;
TT EE oo ~ it being possible for one or more H atoms in CfHor4q tobe replaced by F atoms;
R6 H, F, Cl, Br, I, CsH2g+1, CddH2dd-1, OH, OCtH2t+1 or OCOR22; sandt independently of one another 1, 2, 3,4, 5,6, 7 or 8; dd 3,4,5,6, 7 or 8, it being possible for one or more H atoms in
CgHos+1, CdgH2dd-1 and OCiHot+1 to be replaced by F atoms;
R22 CyHou+1; u 1,2,30r4; it being possible for one or more H atoms in CjHp;+1 to be replaced by F atoms;
R7, R8 and R9 independently of one another -Oy-SOy,-R23;
Vv zeroor1; w zero, 1 or 2;
R23 CpnH2nn+1, CmmH2mm-1. OH, OCppH2pp+1 or NR25R26; nn and pp independently of one another 1, 2,3,4,5,6,7 or 8, mm 3,4,5,6,70r8,
® _ it being possible for one or more H atoms in ChnH2nn+1.
CmmH2mm-1 and OCppH2pp+1 to be replaced by F atoms;
R25 and R26 independently of one another H, CN or C;H2,4+1, C2zH2771; 5 z 1,2,3,4,5,6,7 or 8; zz 3,4,5,6, 7 or 8, it being possible for one or more H atoms to be replaced by F atoms and, in C;H22+1, it being possible for one or more H atoms to be replaced by F atoms and it being possible for one or more CH2 groups to be replaced by O, CO, CS or NR27;
R27 Hor CggHoga+1: aa 1,2,30r4; it being possible for one or more H atoms in :
CaaH2aa+1 to be replaced by F atoms; or
R25 and R26 together with the N atom to which they are bonded a 5-, 6- or 7-membered ring, or
R27 and a CH2 group of R25 or R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or
R7, R8 and R9 independently of one another NR32COR30, NR32CSR30 or NR32SOppR30;
R30 H, CecHoce+1s CyyH2yy-1, pyrrolidinyl or piperidinyl, in which rings a
CH2 group may be replaced by O or NR33;
R32 and R33 independently of one another H or ChHoh+1: bb 2o0r3; cc 1,2,3,4,5,6,7 or 8; to yy 3,4,5,6,70r8;
® ® h 1,2,3,4,5,6,7or8, it being possible for one or more H atoms in ChHoh+1 to be replaced by F atoms, and it being possible for one or more H atoms in the groups
CccH2cc+1 and CyyHoyy.1 to be replaced by F atoms and for one or more
CHa groups to be replaced by NR31 and for a CH2 group to be replaced by O;
R31 HH, CkkH2kk+1, COR65 or SO2R65; kk 1,2, 3, 0or4; it being possible for one or more H atoms to be replaced by F atoms,
R65 H, CxxHoxx+1;
XX 1,2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or
R31 forms together with a CH2 group of R30 a 5-, 6- or 7-membered fing: or
R30 a 5- or 6-membered heteroaryl with 1, 2, 3 or 4 N atoms, zeroor 1 S atoms and zero or 1 O atoms, which is unsubstituted or substituted by up to three substituents selected from the group consisting of F, CI, Br, |,
CooH200+1, NR70R71;
R70 and R71 independently of one another H, CH yu+1 and
COR72;
R72 H, CyyHoyy+1; 00, uu and wv independently of one another 1,2, 3,4,5,6,7 or 8; it being possible for one or more H atoms in the groups CooH200+1: CuuH2uu+1 or CywHayv+1 to be replaced by F atoms;
® or
R7, R8 and R9 independently of one another H, F, CI, Br, |, NO2, CN, OH, NH, CeeH2ee+1,
CwwH2ww-1, OCfH2ff+1, NR40OR41, CONR40R41, COOR42, COR42 or
OCORA42, ee and ff independently of one another 1, 2, 3,4, 5,6, 7 or 8; ww 3,4,5,6,7o0r8; it being possible for one or more H atoms in the groups CeeH2ee+1,
CwwH2ww-1 and OCsHoff+1 to be replaced by F atoms;
R40 and R41
H,CttHott+1 or C(NH)NHo; tt 1,2,3,4,5,6,7 or 8; it being possible for one or more H atoms in the group CttHatt+1 to be replaced by F atoms and for one or more CH» groups to be replaced by O or NR44;
R44 Hor CggHogg+1; ag 1,2,3,4,5,6,7o0or8; it being possible for one or more H atoms in the group
CggH2gg+1 to be replaced by F atoms, and it being possible for R44 together with a (CH2) group of R40 or R41 and the
N atom to which they are jointly bonded to form a 5- or 6- membered ring, or
R40 and R41 with the N atom to which they are bonded a 5- or 6-membered ring;
R42 Hor ChhH2hh+1; hh 1,2,3,4,5,6,70r8; it being possible for one or more H atoms in the group ChhH2hh+1 to be replaced by F atoms;
® ® but where two substituents from the group of R7, R8 and RQ may not simultaneously be OH or OCH3 and where at least one of the radicals R7, R8 or R9 must be selected from the group consisting of CONR40R41, -0,,SOR23, NR32COR30, NR32CSR30 and NR32SOppHR30; and the pharmaceutically acceptable salts and trifluoroacetates thereof.
Preference is given to compounds of the formula | in which the meanings are:
R1, R2, R3 and R4 independently of one another, H, F, Cl, Br, I, CN, NO9, OH, NHp, CgH23+1, cycloalkyl with 3, 4, 5 or 6 C atoms, OCpH2p+1, COOR10; aandb independently of one another 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms;
R10 Hor CcHoc+1: c 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or
R1, R2, R3 and R4 independently of one another 5- or 6-membered heteroaryl selected from the group consisting of pyridyl, imidazolyl, pyrazolyl, pyrrolyl, triazolyl, tetrazolyl, thiazolyl and oxazolyl; or
R1, R2, R3 and R4 independently of one another CONR11R12 or NR11R12;
R11 and R12 independently of one another H, CeHog+1, CrrH2pr-1; e 1,2,3 0r4, : rr 3,4,50r6, it being possible for one or more H atoms in the groups
CeHoe+1 and CHorr-1 to be replaced by F atoms
® or
R11 and R12 independently of one another hydroxyethyl, N,N-dimethylaminoethyl,
N,N-diethylaminoethyl, pyrrolidinoethyl, N-methylpiperazinoethyl, piperazinoethyl, morpholinoethyl or piperidinoethyl; or
R11 and R12 together with the N atom to which they are bonded a pyrrolidine, piperidine, N-methylpiperazine, piperazine or morpholine ring; or
R11 and R12 independently of one another COR14, CSR14, CONHR14, CSNHR14 or SO2R14;
R14 CgHag+1; g 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or
R1, R2, R3 and R4 independently of one another OSO3H, SO3H, SO2R 15, with
R15 CkHok+1, OCH2j+1 or NR17R18; k 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; ! 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms;
R17 and R18 independently of one another H, CjyH2m4+1, in which the first : CH» group bonded to the nitrogen is replaced by CO and the second CHa group is replaced by NR19; m 1, 2, 3, 4 or 5, it being possible for one or more H atoms in the group CyyH2m+1 to be replaced by F atoms;
@ ®
R19 Hor ChH2n+1; n 1,2,3 0r4; it being possible for one or more H atoms in CyH2n+1 to be replaced by F atoms; or
R17 and R18 together with the N atom to which they are bonded a 5- or 6-membered ring; but where R2 must always not be equal to H, :
RS H, CpH2p+1; p 1,2,3 0r4; it being possible for one or more H atoms in CpH2p+1 to be replaced by F atoms;
R6 H, CgH2g+1, OCtH2t+1 or OCOR22; sand t independently of one another 1, 2, 3 or 4; it being possible for one or more H atoms in CgHoag+1 and OCtHot4+1 to be replaced by F atoms;
R22 CyHay+1; u 1,2,3 or 4, it being possible for one or more H atoms in CyHo +1 to be replaced by F atoms;
R7, R8 and R9 : independently of one another OSO3H, SO3H or SO2R23;
R23 CpnH2nn+1. CmmH2mm-1. OCppHapp+1 or NR25R26; nn and pp independently of one another 1, 2, 3, 4 or 5, mm 3,4,50r6, it being possible for one or more H atoms in CnhnHonn+1,
CmmH2mm-1 and OCppHopp+1 to be replaced by F atoms;
_ »
R25 and R26 independently of one another H, CN, C;H22+1, in which the first CHo group bonded to the nitrogen is replaced by CO or
CS and the second CH2 is replaced by NR27, z 1,2,3,4,50r6; it being possible for one or more H atoms in CoH27+1 to be replaced by F atoms;
R27 Hor CggH2aa+1; aa 1,2,3 0r4,; it being possible for one or more H atoms in
CaaH2a3+1 to be replaced by F atoms; or
R25 and R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or
R27 and a CHa group of R25 or R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or
R7,R8 and R9 independently of one another NR32COR30, NR32CSR30 or NR32S0O2R30;
R30 H, OH, CccH2cc+1, CyyH2yy-1, pyrrolidinyl or piperidinyl, in which rings a CHo group may be replaced by O or NR33;
R32 and R33 independently of one another H or ChH2oh+1; cc 1,2,3,4,5,6,7or8; yy 3,4,5o0r6; h 1,2,30r4, it being possible for one or more H atoms in ChHoh+1 to be replaced by F atoms, and it being possible for one or more H atoms in the groups
®
CccH2cc+1 and CyyHoyy.1 to be replaced by F atoms and for one or more
CH» groups to be replaced by NR31 and for a CH2 group to be replaced by O;
R31 H, CkkH2kk+1, CORG5 or SO2R65; kk 1,2, 3, or4,; it being possible for one or more H atoms to be replaced by F atoms,
R65 H, CxxHoxx+1:
XX 1, 2, 3 or 4, it being possible for one or more H atoms
So to be replaced by F atoms; or
R31 together with a CH2 group of R30 and the N atom to which they are jointly bonded form a 5- or 6-membered ring; or
R30 a 5- or 6-membered heteroaromatic system selected from the group consisting of pyridyl, imidazolyl, pyrazolyl, pyrrolyl, triazolyl, tetrazolyl, thienyl, thiazolyl and oxazolyl, which are unsubstituted or substituted by up to three substituents selected from the group consisting of F, Cl, Br, |,
CooH200+1, NR70R71,
R70 and R71 independently of one another H, CyyHayy+1 or
COR72;
R72 H, CyvHoww+1; 00, uu and vv independently of one another 1, 2, 3 or 4; it being possible for one or more H atoms in the groups
CooH200+1, CuuH2uu+1 or CyyHayv+1 to be replaced by F atoms; or
R7, R8 and R9 independently of one another H, F, Cl, Br, I, NO2, CN, OH, NH2, CeeH2ge +1,
CwwH2ww-1, OCfH2ff+1, NR4OR41, CONR40R41, COOR42, COR42 or
OCORA42;
® _ ee and ff independently of one another 1, 2, 3 or 4; ww 3,4,50r6, it being possible for one or more H atoms in the groups CegH2ee+1.
CwwH2ww-1 and OCgHof+1 to be replaced by F atoms;
R40 and R41
H, CttHott+1 or C(NH)NH2; tt 1,2,3,4,5,6,7 or 8; it being possible for one or more H atoms in the group CytHaott+1 to be replaced by F atoms; or
R40 and R41 to be selected independently of one another hydroxyethyl, ,
N,N-dimethylaminoethyl, N,N-diethylaminoethyl, pyrrolidinoethyl, | N-methylpiperazinoethyl, piperazinoethyl, morpholinoethyl or piperidinoethyl; or
R40 and R41 together with the N atom to which they are bonded form a ring selected from the group consisting of pyrrolidine, piperidine, N-methyl- piperazine, piperazine and morpholine;
R42 Hor ChhH2hh+1: hh 1,2,3 0r4; it being possible for one or more H atoms in the group ChhH2nhh+1 to be replaced by F atoms; but where two substituents from the group of R7, R8 and R9 may not simultaneously be OH or OCH3 and where at least one of the radicals R7, R8 or RS must be selected from the group consisting of CONR40R41, -O0,,SOyR23, NR32COR30, NR32CSR30 and NR32S0ppR30; and the pharmaceutically acceptable salts and trifluoroacetates thereof.
_
Particular preference is given to compounds of the formula | in which the meanings are:
R1, R2, R3 and R4 independently of one another H, F, CI, Br, OH, NH», CgHo4+1, cycloalkyl with 3,4,50r6 C atoms, OCpH2p+1; aandb in the groups CgqHo4+1 and OCpH2p+1 independently of one another ~~ 1,2,3 or4, it being possible for one or more H atoms to be replaced by F atoms; or
R1, R2, R3 and R4 independently of one another NR11R12;
R11 and R12 independently of one another H, CeHoe+1, CrrH2rr-1: e 1,2,30r4, rr 3,4,50r6, it being possible for one or more H atoms in the groups CeHoe+1 and CrHo(r.1 to be replaced by F atoms; or
R11 and R12 together with the N atom to which they are bonded form a ring selected from the group consisting of pyrrolidine, piperidine, N- methylpiperazine, piperazine and morpholine; or
R11 and R12 independently of one another COR14, CSR14, CONHR14, CSNHR14 or SO2R14;
R14 CgHag+1:
® ® g 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or
R1, R2, R3 and R4 independently of one another OSO3H, SO3H, SO2R15;
R15 CkHok+1 or NR17R18; : k 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms;
R17 and R18 independently of one another H or CyHom+1; m 1, 2, 3, 4 or 5, it being possible for one or more H atoms in the group CmpHom+1 to be replaced by F atoms; or
R17 and R18 together with the N atom to which they are bonded a 5- or 6-membered ring; but where R2 must always not be equal to H;
R5 methyl or trifluoromethyl;
R6 H;
R7, R8 and RS independently of one another OSO3H, SO3H or SO2R23;
R23 CpnH2nn+1 or NR25R26; nn 1,2,3,4 0r5, it being possible for one or more H atoms in CynH2pn+1 to be replaced by F atoms;
R25 and R26 independently of one another H, CN or C,H22+1, in which the first CHo group bonded to the nitrogen is replaced by CO or
CS and the second CHa is replaced by NR27; z 1,2, 3,4, 50r6;
it being possible for one or more H atoms in CzH22+1 to be replaced by F atoms;
R27 Hor CgagHoga+1; aa 1,2,3o0r4; it being possible for one or more H atoms in
CaaH2aa+1 to be replaced by F atoms; or
R25 and R26 - together with the N atom to which they are bonded a 5- or 6-membered ring, or
R27 and a CH group of R25 or R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or
R7,R8 and R9 independently of one another NR32COR30, NR32CSR30 or NR32S02R30;
R30 H, OH, CecHace+1: CyyHayy-1, pyrrolidinyl or piperidinyl, in which rings a CHp group may be replaced by O or NR33;
R32 and R33 H, methyl or CF3; cc 1,2,3,4,5,6,70r8; yy 3,4,50r6; it being possible for one or more H atoms in the groups C¢cHoce+1 and
CyyH2yy-1 to be replaced by F atoms and for one or more CH2 groups to be replaced by NR31 and for a CH2 group to be replaced by O;
R31 H, methyl, ethyl, CF3, CH2CF3, acetyl, propionyl, methanesulfonyl or ethanesulfonyl; or
R31 together with a CH2 group of R30 and the N atom to which they are jointly bonded form a 5- or 6-membered ring; or
®
R30 pyridyl, imidazolyl, pyrazolyl, pyrrolyl, triazolyl, tetrazolyl, thiazolyl or oxazolyl, which are unsubstituted or substituted by a maximum of 3 substituents selected from the group consisting of F, Cl, methyl, ethyl, trifluoromethyl, NHo, NHacetyl; : or
R7, R8 and R9 independently of one another H, F, Cl, OH, NH2, CeeH2ee+1, CowHo2ww-1,
OCsfHoff+1, NR40R41, CONR40R41, COOR42 or OCOR42, ee and ff independently of one another 1, 2, 3 or 4; ww 3,4,5o0r6, it being possible for one or more H atoms in the groups CgeH2ee+1,
CwwH2ww-1 and OCsHoff+1 to be replaced by F atoms;
R40 and R41
H, CttHatt+1 or C(NH)NH2 tt 1,2, 3 or4; it being possible for one or more H atoms in the group CitHatt+1 to be replaced by F atoms; or
R40 and R41 independently of one another hydroxyethyl, N,N-dimethylaminoethyl,
N,N-diethylaminoethyl, pyrrolidinoethyl, N-methylpiperazinoethyl, piperazinoethyl, morpholinoethyl or piperidinoethyl; or
R40 and R41 together with the N atom to which they are bonded a pyrrolidine, piperidine, N-methylpiperazine, piperazine or morpholine ring;
R42 Hor ChhHohh+1; hh 1,2,3 or 4; it being possible for one or more H atoms in the group ChphHoph+1 to be replaced by F atoms;
® but where two substituents from the group of R7, R8 and R9 may not simultaneously be OH or OCH3 and where at least one of the radicals R7, R8 or R9 must be selected from the group consisting of CONR40R41, -0,,SOyR23, NR32COR30, NR32CSR30 and
NR32SOppR30; : and the pharmaceutically acceptable salts and trifluoroacetates thereof.
Very particular preference is given to compounds of the formula | in which the meanings are:
R1, R2, R3 and R4 independently of one another H, F, Cl, Br, OH, NH, C5H244+1, cycloalkyl with 3,4,50r6 C atoms, OCphHop+1; aandb in the groups CgHo4+1 and OCpH2p+1 independently of one another 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or
R1, R2, R3 and R4 independently of one another NR11R12;
R11 and R12 independently of one another H, CgH2e+1, CrrH2pr-1: e 1,2,30r4, rr 3,4,50r6, it being possible for one or more H atoms in the groups CgH2e+1 and CrHorr.1 to be replaced by F atoms; or
R11 and R12
® together with the N atom to which they are bonded form a ring selected from the group consisting of pyrrolidine, piperidine, N- methylpiperazine, piperazine and morpholine; or
R11 and R12 independently of one another COR14, CSR14, CONHR14, CSNHR14 or SO2R14;
R14 CgHog+1; g 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or
R1, R2, R3 and R4 independently of one another OSO3H, SO3H, SO2R15;
R15 CkHok+1 or NR17R18; | k 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms;
R17 and R18 independently of one another H or CyHom+1; m 1,2, 3,4 or 5, it being possible for one or more H atoms in the group CmpHom+1 to be replaced by F atoms; or
R17 and R18 together with the N atom to which they are bonded a 5- or 6-membered ring; but where R2 must always not be equal to H;
R5 methyl or trifluoromethyl;
R6 H;
R7, R8 and R9 independently of one another OSO3H, SO3H or SO2R23;
R23 CpnHonn+1 of NR25R26;
® nn 1,2,3,4 0r5, it being possible for one or more H atoms in CynHann+1 to be replaced by F atoms;
R25 and R26 independently of one another H, CN or CzH2241, in which the first CHo group bonded to the nitrogen is replaced by CO or
CS and the second CH is replaced by NR27; z 1,2,3,4,50r6; : it being possible for one or more H atoms in CzH2z+1 to be replaced by F atoms;
R27 Hor CgaHoga+1; aa 1,2,30r4; it being possible for one or more H atoms in
CaaH2aa+1 to be replaced by F atoms; or
R25 and R26 together with the N atom to which they are bonded a 5- or 6-membered ring, or
R27 and a CH» group of R25 or R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or
R7, R8 and R9 independently of one another NR32COR30, NR32CSR30 or NR32S0O2R30;
R30 H, OH, CccHacc+1. CyyH2yy-1. pyrrolidinyl or piperidinyl, in which rings a CH2 group may be replaced by O or NR33;
R32 and R33 H, methyl or CF3; cc 1,2,3,4,5,6,7 or 8; yy 3,4,5,6;
® it being possibie for one or more H atoms in the groups CccH2cc+1 and
CyyHayy-1 to be replaced by F atoms and for one or more CHo groups to be replaced by NR31 and for a CH» group to be replaced by O;
R31 H, methyl, ethyl, CF3, CH2>CF3, acetyl, propionyl, methanesulfonyl or ethanesulfonyl; or
R31 together with a CH2 group of R30 and the N atom to which they are jointly bonded form a 5- or 6-membered ring; or : : ~ R30 pyridyl, imidazolyl, pyrazolyl, pyrrolyl, triazolyl, tetrazolyl, thiazolyl or oxazolyl, which are unsubstituted or substituted by a maximum of 3 substituents selected from the group consisting of F, Cl, methyl, ethyl, trifluoromethyl, NHo, NHacetyl; or
R7,R8 and R9 independently of one another H, F, Cl, OH, NH2, CeeHoee+1, CovwH2ww-1,
OCsHoff+1, NR4OR41, CONR40R41, COOR42 or OCOR42, ee and ff independently of one another 1, 2, 3 or 4; ww 3,4,50r6, it being possible for one or more H atoms in the groups CeeH2eg+1,
CwwH2ww-1 and OCgHoff+1 to be replaced by F atoms;
R40 and R41
H, CttHatt+1 or C(NH)NH2. tt 1,2,3 0r4, it being possible for one or more H atoms in the group CttHatt+1 to be replaced by F atoms; or
R40 and R41
® _ independently of one another hydroxyethyl, N,N-dimethylaminoethyl,
N,N-diethylaminoethyl, pyrrolidinoethyl, N-methylpiperazinoethyl, piperazinoethyl, morpholinoethyl or piperidinoethyl; or
R40 and R41 together with the N atom to which they are bonded a pyrrolidine, piperidine, N-methylpiperazine, piperazine or morpholine ring;
R42 Hor ChhH2hh+1; hh 1,2,30r4; it being possible for one or more H atoms in the group ChhH2hh+1 to be replaced by F atoms; but where two substituents from the group of R7, R8 and R9 may not simultaneously be OH or OCH3 and where at least one of the radicals R7, R8 or R9 must be selected from the group consisting of -O,,SOyWR23, NR32COR30, NR32CSR30 and NR32SOppR30; and the pharmaceutically acceptable salts and trifluoroacetates thereof.
Very particular specific preference is given to compounds 1) N-[4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl}- acetamide; 2) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzenesulfonamide; 3) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzenesulfonamide; 4) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N,N-dimethyl- benzenesulfonamide; 5) 4-(4-bromo-phenyl)-6,8-dichloro-2-methyl-1,2,3 4-tetrahydroisoquinoline; 6) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzoic acid; 7) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-N-ethyl-benzamide; 8) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-N-propyl-benzamide; 9) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N-(2-dimethylamino- ethyl)-benzamide; 10) 6,8-dichloro-2-methyl-4-(4-morpholin-4-yl-phenyl)-1,2,3,4-tetrahydroisoquinoline; 11) [4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydroisoquinolin-4-ylt)-phenyl]-diethyl-amine
® _
12) 6,8-dichloro-2-methyl-4-(4-piperidin-1-yl-phenyl)-1,2,3,4-tetrahydroisoquinoline; 13) 6,8-dichloro-2-methyl-4-(4-pyrrolidin-1-yl-phenyi)-1,2,3,4-tetrahydroisoquinoline; 14) 6,8-dichloro-2-methyl-4-[4-(4-methyl-piperazin-1-yl)-phenyl]-1,2,3,4-tetrahydro- isoquinoline; 15) 6,8-dichloro-2-cyclopropyl-4-phenyi-1,2,3,4-tetrahydroisoquinoline; 16) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine; 17) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- propylurea; 18) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- thiourea; 19) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea; 20) N-[4-(6-methanesulfonyl-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- acetamide; 21) N-[4-(2,6,8-trimethyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-acetamide; 22) N-[4-(6-bromo-8-chloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- acetamide; 23) N-[4-(8-chloro-2-methyl-6-pyrrolidin-1-yl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl}-acetamide; 24) N-[4-(8-chloro-2-methyl-6-morpholin-4-yl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-acetamide; 25) N-{4-[8-chloro-2-methyl-6-(4-methyl-piperazin-1-yl}-1,2,3,4-tetrahydro-isoquinolin- 4-yl]-phenyl}-acetamide; 26) N-{4-[8-chloro-6-(cyclopropylmethyl-amino)-2-methyl-1,2,3,4-tetrahydro- isoquinolin-4-yl}-phenyl}-acetamide; 27) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-2-hydroxy-benzoic acid; 28) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl}-2-hydroxy-N-methyl- benzamide; 29) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N-ethyl-2-hydroxy- benzamide;
_ ®
30) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N-(2-dimethylamino- ethyl)-2-hydroxy-benzamide; 31) N-[5-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-2-hydroxy- benzoyl]-guanidine; 32) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- acetamide; 33) 3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenylamine; 34) 2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine; 35) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 36) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- butyramide; 37) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]pentanamide; 38) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- isobutyramide; 39) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2- dimethyl-propionamide; 40) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclopropanecarboxamide; 41) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclobutanecarboxamide; 42) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- cyclopentanecarboxamide; 43) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2,2- trifluoro-acetamide; 44) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- acetylpiperidine-4-carboxamide; 45) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- nicotinamide; 46) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-methane- sulfonamide;
_ ®
47) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]- ethanesulfonamide; - 48) N',N'-dimethylamino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)}-phenyl}-sulfamide; 49) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 50) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- butyramide; 51) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pentanamide; 52) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- isobutyramide; 53) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahyd ro-isoquinolin-4-yl)-phenyl]-2,2- dimethyl-propionamide; 54) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclopropanecarboxamide; 55) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclobutanecarboxamide; 56) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- cyclopentanecarboxamide; 57) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2,2- trifluoro-acetamide; 58) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]}-1- acetylpiperidine-4-carboxamide; 59) N-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- nicotinamide; 60) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yi)-phenyl]-methane- sulfonamide; 61) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yi)- phenyl]- ethanesulfonamide; 62) N',N'-dimethylamino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-sulfamide;
® ®
63) N-[2-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 64) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- butyramide; 65) N-[2-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pentanamide; 66) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- isobutyramide; 67) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2- dimethyl-propionamide; 68) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl}-phenyl}- cyclopropanecarboxamide; 69) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl}- cyclobutanecarboxamide; 16 70) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclopentanecarboxamide; 71) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-2,2,2- trifluoro-acetamide; 72) N-[2-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- acetylpiperidine-4-carboxamide; 73) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methane- sulfonamide; 74) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yi)- phenyl]- ethanesulfonamide; 75) N',N'-dimethylamino-N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl}-sulfamide; 76) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea; 77) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-methyl- thiourea; 78) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea;
®
79) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-methyl- thiourea; 80) N-{5-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl}- phenylsulfamoyl]-4-methyl-thiazol-2-yl}-acetamide; 81) N-{5-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenylsulfamoyl]-4-methyl-thiazol-2-yl}-acetamide; 82) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,2- dimethyl-1H-imidazole-4-sulfonamide; 83) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1,2- ~dimethyl-1H-imidazole-4-sulfonamide; 84) N-[4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-5-chloro- 1,3-dimethyl-1H-pyrazole-4-sulfonamide; 85) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-5-chloro- 1,3-dimethyl-1H-pyrazole-4-sulfonamide; 86) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-5-bromo- thiophene-2-sulfonamide; 87) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-5-bromo- thiophene-2-sulfonamide; 88) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yt)-phenyl}-C,C,C- trifluoro-methanesulfonamide; 89) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-C,C,C- trifluoro-methanesulfonamide; 90) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2,2- trifluoroethanesulfonamide; 91) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2,2- trifluoro-ethanesulfonamide; 92) N-ethyl-N'-4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- benzenesulfonylurea; 93) 2-chloro-5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- benzenesulfonamide; 94) 2-methyl-4-phenyl-6,8-bis-trifluoromethyl-1,2,3,4-tetrahydro-isoquinoline;
C ® Jee 4UUV Gs FTL
95) 2-amino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- acetamide; 96) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 2-methylamino-acetamide; 97) N-[4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]- 2-dimethylamino-acetamide; 98) 2-amino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- propionamide; 99) 2-amino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- butyramide: 100) 2,6-diamino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-hexanamide; 101) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pyrrolidine-2-carboxamide; 102) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- isonicotinamide; 103) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- pyrrole-3-carboxamide; 104) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrrole-2-carboxamide; 105) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-methyl- piperidine-4-carboxamide; 106) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- 1,4-dimethyl-1H-pyrrole-2-carboxamide; 107) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-nitro- 1H-pyrrole-2-carboxamide; 108) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-2,5- dimethyl-1H-pyrrole-3-carboxamide; 109) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- imidazole-4-carboxamide; 110) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- methanesulfonyl-piperidine-4-carboxamide;
® _
111) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)}-phenyl]-3,5- dimethyl-1H-pyrazole-4-carboxamide; 112) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrazole-4-carboxamide; 113) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3-trifluoromethyl-1H-pyrazole-4-carboxamide; 114) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- 2-methylamino-acetamide; 115) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-2- dimethylamino-acetamide; 116) 2-amino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 117) 2-amino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- butyramide; 118) 2,6-diamino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl}-hexanamide; 119) N-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- pyrrolidine-2-carboxamide; 120) N-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]- isonicotinamide; 121) N-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- pyrrole-3-carboxamide; 122) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- pyrrole-2-carboxamide; 123) N-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-methyl- piperidine-4-carboxamide; 124) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,4-dimethyl-1H-pyrrole-2-carboxamide; 125) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-nitro- 1H-pyrrole-2-carboxamide; 126) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yi)-phenyl]- 2,5-dimethyl-1H-pyrrole-3-carboxamide;
® ®
127) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- imidazole-4-carboxamide; 128) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1-methanesulfonyl-piperidine-4-carboxamide; 129) N-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3,5-dimethyl-1H-pyrazole-4-carboxamide; 130) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- pyrazole-4-carboxamide; 131) N-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyi}- 3-trifluoromethyl-1H-pyrazole-4-carboxamide; 132) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- thiourea; 133) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- thiourea; 134) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- thiourea; 135) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]- 1,1-dimethyl-urea; 136) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-methyl- piperazine-1-carboxamide; 137) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-piperidine- 1-carboxamide; 138) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- morpholine-4-carboxamide; 139) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- pyrrolidine-1-carboxamide; 140) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,1-diethyl-urea; 141) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- urea; 142) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3-(2-dimethylamino-ethyl)-urea;
Claims (1)
- ® Patent claims1. A 4-phenyltetrahydroisoquinoline of the formula R8 R9 & R7 R1 Re I R2 R3 ® Ns Ré in which the meanings are: R1, R2, R3 and R4 independently of one another H, F, CI, Br, I, CN, NO2, OH, NH, CgHog+1, CqqH2qg-1: OCpH2b+1, COOR10, OCOR10, COR10 or Ox-(CH2)y-phenyl; aandb in the groups CgHog+1 and OCpH2p+1 independently of one another 1,2, 3,4, 5, 6, 7 or 8, it being possible for one or more H atoms to be replaced by F atoms; qq 3,4,5,6, 7 or 8, it being possible for one or more H atoms to be replaced by F atoms; R10 Hor CcHoc+1: c 1,2,3,4,5,6, 7 or 8, it being possible for one or more H atoms to be replaced by F atoms, X zero or 1; y zero, 1,2, 3 or 4; where the phenyl ring in the group Ox-(CH2)y-phenyl is unsubstituted or substituted by 1-3 substituents selected from the group consisting of F, Cl, Br, CN, NO2, OH, NH» or CqH2d+1; d 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms, or®R1, R2, R3 and R4 independently of one another heteroaryl, it being possible for zero, 1,2, 3 or 4 N atoms, zero or 1 oxygen atom or zero or 1 S atom to be present as ring atoms; or " R1,R2, R3 and R4 independently of one another CONR11R12 or NR11R12; R11 and R12 independently of one another H, CgH2e+1, CrrH2rr-1; e 1,2,3,4,5,6,70r8, m 3,4,5,6,7,0r8, it being possible for one or more H atoms in the groups CeHoe+1 and CHopr-1 to be replaced by F atoms and for one or more CHo groups to be replaced by O or NR13; R13 Hor CfHof+1; f 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R13 and a CH» group of R11 or R12 together with the N atom to which they are bonded a 5- or 6-membered ring; or R11 and R12 together with the N atom to which they are bonded a 5-, 6- or 7-membered ring; or R11 and R12 independently of one another COR14, CSR14 or SO2R14; R14 CgHog+1: g 1,2,3,4,5,6,7 or 8, it being possible for one or more H atoms to be replaced by F atoms, and it being® ® possible for one or more CH2 groups to be replaced by O or NR13, or R1, R2, R3 and R4 independently of one another -Op-SO;-R15, with h zero or 1; i zero, 1 or 2; R15 CkH2k+1, OH, OC|H2+1 or NR17R18; k 1,2, 3,4, 5,6, 7 or 8, it being possible for one or more H atoms to be replaced by F atoms; 1,2,3,4,5, 6, 7 or 8, it being possible for one or more H atoms to be replaced by F atoms;R17 and R18 independently of one another H or CmmHom+1;16 m 1,2,3,4,5, 6,7 or 8, it being possible for one or more H atoms in the group CyH2m+1 to be replaced by F atoms and for one or more CH2 groups to be replaced by O, CO, CS or NR19;R19 Hor CpHon+1: n 1,2,3 0r4; it being possible for one or more H atoms in CnH2n+1 to be replaced by F atoms; or R17 and R18 together with the N atom to which they are bonded a 5-, 6- or 7-membered ring; or R19 and a CH group with R17 or R18 together with the N : atom to which they are bonded a 5- or 6-membered ring; but where R2 must always not be equal to H,®R5 H, CpH2p+1, CssH2ss-1, COR20 or SO2R20; p 1,2,3,4,5,6,7o0r8, Ss 3,4,5,6,7or8, R20 CgH2q+1; q 1,2,3,4,5,6,7o0r8, it being possible for one or more H atoms in the groups CpH2p+1. CgsH2ss-1 and CqHaq+1 to be replaced by F atoms and for one or more CH» groups to be replaced by O or NR21; R21 Hor CHor+1; r 1,2,30r4, it being possible for one or more H atoms in C;Hor+1 to be replaced by F atoms; R6 H, F, Cl, Br, I, CgH2g+1, CqdH2dd-1, OH, OCtHot+1 or OCOR22; sandt independently of one another 1, 2, 3,4, 5,6, 7 or 8; dd 3,4, 5,6, 7 or 8, it being possible for one or more H atoms in CsHos+1, CddH2dd-1 and OCtH2t+1 to be replaced by F atoms; R22 CyHou+1; - ou 1,2,30r4, it being possible for one or more H atoms in CyHo,+1 to be replaced by F atoms; R7, R8 and R9 independently of one another -O\~-SOy-R23,; \ zero or 1; w zero, 1 or 2; R23 CpnH2nn+1, CnmH2mm-1, OH, OCppH2pp+1 or NR25R26; nn and pp independently of one another 1, 2,3, 4, 5,6, 7 or 8, mm 3,4,5,6,7o0r8,® ® it being possible for one or more H atoms in CnnH2nn+1, CmmH2mm-1 and OCppH2pp+1 to be replaced by F atoms; R25 and R26 independently of one another H, CN or C;H22+1, C2zH222-1; z 1,2,3,4,5,6,7 or 8; zz 3, 4,5, 6,7 or 8, it being possible for one or more H atoms to be replaced by F atoms and, in CzH224+1, it being possible for one or more H atoms to be replaced by F atoms and it being possible for one or more CH2 groups to be replaced by O, CO, CS or NR27; R27 Hor CagH2a3a+1; aa 1,2,30r4; it being possible for one or more H atoms in CaaH2aa+1 to be replaced by F atoms; or R25 and R26 together with the N atom to which they are bonded a 5-, 6- or 7-membered ring, or R27 and a CH2 group of R25 or R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or R7, R8 and R9 independently of one another NR32COR30, NR32CSR30 or NR32SOp1R30; R30 H, CccHace+1, CyyH2yy-1, pyrrolidinyl or piperidinyl, in which rings a CH» group may be replaced by O or NR33; R32 and R33 independently of one another H or ChHop+1; bb 2o0r3; cc 1,2,3,4,5,6,7or8; yy 3,4,5,6,7o0r8;® ® h 1,2,3,4,5,6,7o0r8, it being possible for one or more H atoms in ChH2h+1 to be replaced by F atoms, and it being possible for one or more H atoms in the groups CccHzce+1 and CyyHayy-1 to be replaced by F atoms and for one or more CHo groups to be replaced by NR31 and for a CH» group to be replaced by O R31 H, CkkH2kk+1, COR65 or SO2R65 kk 1,2,3,0r4; it being possible for one or more H atoms to be replaced by F atoms, © R65 H, CyxHoxxs1; XX 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R31 forms together with a CHo group of R30 a 5-, 6- or 7-membered ring; or R30 a 5- or 6-membered heteroaryl with 1, 2, 3 or 4 N atoms, zeroor 1S atoms and zero or 1 O atoms, which is unsubstituted or substituted by up to three substituents selected from the group consisting of F, Cl, Br, I, CooH200+1, NR70R71; R70 and R71 independently of one another H, C;yH2yy+1 and COR72; R72 H, CyyHoyy+1; 00, uu and wv independently of one another 1, 2, 3,4, 5,6, 7 or 8; it being possible for one or more H atoms in the groups CooH200+1: CuuH2uu+1 or CywHayv+1 to be replaced by F atoms; or® ®R7, R8 and R9 independently of one another H, F, Cl, Br, |, NO9, CN, OH, NH9, CgeH2ee+1, CwwH2ww-1, OCtHoff+1, NR40R41, CONR40R41, COOR42, COR42 or OCORA42, ee and ff independently of one another 1,2, 3,4, 5,6, 7 or 8; ww 3,4,5,6,70r8; it being possible for one or more H atoms in the groups CgeH2ee+1, CwwH2ww-1 and OCsHoff+1 to be replaced by F atoms; R40 and R41 H, CttHatt+1 or C(NH)NH). tt 1,2,3,4,5,6,70r8; it being possible for one or more H atoms in the group CytH2tt+1 to be replaced by F atoms and for one or more CH2 groups to be replaced by O or NR44; R44 Hor CggHogg+1; ag 1,2,3,4,5,6,70r8; it being possible for one or more H atoms in the group CggH2gg+1 to be replaced by F atoms, and it being possible for R44 together with a (CH.) group of R40 or R41 and the N atom to which they are jointly bonded to form a 5- or 6- membered ring; or R40 and R41 with the N atom to which they are bonded a 5- or 6-membered ring; R42 Hor ChhH2hh+1: hh 1,2,3,4,5,6,70r8; it being possible for one or more H atoms in the group ChnHopR+1 to be replaced by F atoms; but where two substituents from the group of R7, R8 and R9 may not : simultaneously be OH or OCHs® _ and where at least one of the radicals R7, R8 or R9 must be selected from the group consisting of CONR40R41, -O0,,SOyR23, NR32COR30, NR32CSR30 and NR32SOppR30; and the pharmaceutically acceptable salts and trifluoroacetates thereof.2. A compound of the formula | as claimed in claim 1, in which the meanings are: R1, R2, R3 and R4 independently of one another, H, F, Cl, Br, |, CN, NO2, OH, NHg, CaH25+1, cycloalkyl with 3, 4,5 or 6 C atoms, OCpHop+1, COOR10; aandb independently of one another 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; R10 Hor CcHoc+1: c 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R1, R2, R3 and R4 independently of one another 5- or 6-membered heteroaryl selected from the group consisting of pyridyl, imidazolyl, pyrazolyl, pyrrolyl, triazolyl, tetrazolyl, thiazolyl and oxazolyl; or R1, R2, R3 and R4 independently of one another CONR11R12 or NR11R12; R11 and R12 independently of one another H, CeH2e+1, CrH2yr-1: e 1,2,3 or 4, rr 3,4,50r6, it being possible for one or more H atoms in the groups CeHoe+1 and CH2rr-q to be replaced by F atoms or® ®R11 and R12 independently of one another hydroxyethyl, N,N-dimethylaminoethyl, N,N-diethylaminoethyl, pyrrolidinoethyl, N-methylpiperazinoethyl, piperazinoethyl, morpholinoethyl or piperidinoethyl; or R11 and R12 together with the N atom to which they are bonded a pyrrolidine, piperidine, N-methylpiperazine, piperazine or morpholine ring; or R11 and R12 independently of one another COR14, CSR14, CONHR 14, CSNHR14 or SO2R14; R14 CgHog+1; g 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R1, R2, R3 and R4 independently of one another OSO3H, SO3H, SO2R 15, with R15 CkHok+1, OCH2j+1 or NR17R18; k 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; R17 and R18 independently of one another H, CmH2om+1, in which the first CH2 group bonded to the nitrogen is replaced by CO and the second CH2 group is replaced by NR19; m 1, 2, 3, 4 or 5, it being possible for one or more H atoms in the group CmH2m+1 to be replaced by F atoms; R19 Hor CphH2n+1:;® @® n 1,2,30r4,; it being possible for one or more H atoms in CphHon+1 to be replaced by F atoms; or R17 and R18 together with the N atom to which they are bonded a 5- or 6-membered ring; but where R2 must always not be equal to H, R5 H, CpH2p+1; p 1,2,30r4; it being possible for one or more H atoms in CpH2p+1 to be replaced by F atoms; R6 H, CgHog+1, OCtHaot+1 or OCOR22; sand t independently of one another 1, 2, 3 or 4; it being possible for one or more H atoms in CgH2g+1 and OCtH2t+1 to be replaced by F atoms; R22 CyHoy+1: u 1,2,30r4; it being possible for one or more H atoms in CyHo,+1 to be replaced by F atoms; R7, R8 and R9 independently of one another OSO3H, SO3H or SO2R23; R23 CpnH2nn+1, CmmH2mm-1, OCppH2pp+1 or NR25R26; nn and pp independently of one another 1, 2, 3, 4 or 5, mm 3,4,50r6, it being possible for one or more H atoms in ChnHopn+1, CmmH2mm-1 and OCppH2pp+1 to be replaced by F atoms;® ®R25 and R26 independently of one another H, CN or CzH2z+1, in which the first CH group bonded to the nitrogen is replaced by CO or CS and the second CH, is replaced by NR27; Cz 1,2,3,4,50r6; it being possible for one or more H atoms in CzH2z+1 to be replaced by F atoms; R27 Hor CagHoaa+1: aa 1,2,3 or4,; it being possible for one or more H atoms in CaaH2aa+1 to be replaced by F atoms; or R25 and R26 together with the N atom to which they are bonded a 5- or | 6-membered ring; or R27 and a CH group of R25 or R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or R7,R8 and R9 independently of one another NR32COR30, NR32CSR30 or NR32S0O2R30; R30 H, OH, CccHaee+1, CyyH2yy-1, pyrrolidinyl or piperidinyl, in which rings a CH2 group may be replaced by O or NR33; R32 and R33 independently of one another H or ChHoRr+1; cc 1,2,3,4,5,6,7or8; yy 3,4, 5,6; h 1,2,3 or 4; it being possible for one or more H atoms in ChH2h+1 to be replaced by F atoms, and it being possible for one or more H atoms in the groups® @CccH2cc+1 and CyyH2yy 1 to be replaced by F atoms and for one or more CHa groups to be replaced by NR31 and for a CHo group to be replaced by O; R31 H, CkkH2kk+1, COR65 or SO2R65; kk 1,2,3,0r4, it being possible for one or more H atoms to be replaced by F atoms, R65 H, CyxHoxx+1; XX 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R31 together with a CH2 group of R30 and the N atom to which they are jointly bonded form a 5- or 6-membered ring; or R30 a 5- or 6-membered heteroaromatic system selected from the group consisting of pyridyl, imidazolyl, pyrazolyl, pyrrolyl, triazolyl, tetrazolyl, thienyl, thiazolyl and oxazolyl, which are unsubstituted or substituted by up to three substituents selected from the group consisting of F, Cl, Br, |, CooH200+1, NR70R71, R70 and R71 independently of one another H, Cy,;Hoyu+1 or COR72; R72 H, CyyHow+1; 00, uu and vv independently of one another 1, 2, 3 or 4; it being possible for one or more H atoms in the groups CooH200+1, CuuH2uu+1 or CywH2yy+1 to be replaced by F : atoms; or R7, R8 and R9 independently of one another H, F, Cl, Br, |, NO2, CN, OH, NH2, CeeHoge+1, CwwH2ww-1, OCtiHoff+1, NR40R41, CONR40R41, COOR42, COR42 or OCORA42;® ® ee and ff independently of one another 1, 2, 3 or 4; ww 3,4,50r6, it being possible for one or more H atoms in the groups CeeH2ee+1, CwwH2ww-1 and OCsHoff+4 to be replaced by F atoms; R40 and R41 : H, CttHott+1 or C(NH)NH2. tt 1,2,3,4,5,6,7or8; it being possible for one or more H atoms in the group CytHaott+1 to be replaced by F atoms; or R40 and R41 to be selected independently of one another hydroxyethyl, , N,N-dimethylaminoethyl, N,N-diethylaminoethyl, pyrrolidinoethyl, N-methylpiperazinoethyl, piperazinoethyl, morpholinoethyl or piperidinoethyil; or R40 and R41 together with the N atom to which they are bonded form a ring selected from the group consisting of pyrrolidine, piperidine, N-methyl- piperazine, piperazine and morpholine; R42 Hor ChhH2hh+1: hh 1,2,3 0r4; it being possible for one or more H atoms in the group ChnH2hh+1 to be replaced by F atoms; but where two substituents from the group of R7, R8 and R9 may not simultaneously be OH or OCH3 and where at least one of the radicals R7, R8 or R9 must be selected from the group consisting of CONR40R41, -0,,SO\y,R23, NR32COR30, NR32CSR30 and NR32SOppHR30; and the pharmaceutically acceptable salts and trifluoroacetates thereof.® ®3. A compound of the formula | as claimed in claims 1 or 2, in which the meanings are: R1, R2, R3 and R4 independently of one another H, F, Cl, Br, OH, NHo, CaH24+1, cycloalkyl with 3,4, 50r 6 C atoms, OCpH2p+1: aandb in the groups CgH2g+1 and OCpH2p+1 independently of one another 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R1, R2, R3 and R4 independently of one another NR11R12; R11 and R12 independently of one another H, CgH2e+1, CrrH2r-1: e 1,2,30r4, rr 3,4,50r6, it being possible for one or more H atoms in the groups CgHoe+1 and Cr Horr.4 to be replaced by F atoms; or R11 and R12 together with the N atom to which they are bonded form a ring selected from the group consisting of pyrrolidine, piperidine, N- methylpiperazine, piperazine and morpholine; or R11 and R12 independently of one another COR14, CSR14, CONHR14, CSNHR14 or SOoR14; R14 CgHag+1: g 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms;® ® or R1,R2, R3 and R4 independently of one another OSO3H, SO3H, SO2R15; R15 CkHok+1 or NR17R18; k 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; R17 and R18 independently of one another H or CmHom+1; m 1, 2, 3, 4 or 5, it being possible for one or more H atoms in the group CpHom+1 to be replaced by F atoms; or R17 and R18 together with the N atom to which they are bonded a 5- or 6-membered ring; but where R2 must always not be equal to H; R5 methyl or trifluoromethyl; R6 H; R7,R8 and R9 independently of one another OSO3H, SO3H or SO2R23; R23 CnnH2nn+1 or NR25R26; nn 1,2,3,40r5, it being possible for one or more H atoms in CynHonn+1 to be replaced by F atoms; R25 and R26 independently of one another H, CN or CzH224+1, in which the first CH group bonded to the nitrogen is replaced by CO or CS and the second CHa is replaced by NR27; 4 1,2,3,4,50r6; it being possible for one or more H atoms in CHa 741 to be replaced by F atoms;® @®R27 Hor CggHoga+1: aa 1,2,30r4, it being possible for one or more H atoms in CagH2aa+1 to be replaced by F atoms; or ‘R25 and R26 together with the N atom to which they are bonded a 5- or 6-membered ring, or R27 and a CH2 group of R25 or R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or R7, R8 and R9 independently of one another NR32COR30, NR32CSR30 or NR32S02R30; R30 H, OH, CccHace+1, CyyH2yy-1. pyrrolidinyl or piperidinyl, in which rings a CH2 group may be replaced by O or NR33; R32 and R33 H, methyl or CFg; cc 1,2,3,4,5,6,7 or 8; yy 3,4,5,6; it being possible for one or more H atoms in the groups CscH2cc+1 and CyyH2yy-1 to be replaced by F atoms and for one or more CHp groups to be replaced by NR31 and for a CH2 group to be replaced by O; R31 H, methyl, ethyl, CF3, CH2CF3, acetyl, propionyl, methanesulfonyl or ethanesulfonyl; or R31 together with a CHo group of R30 and the N atom to which they are jointly bonded form a 5- or 6-membered ring; or : R30 pyridyl, imidazolyl, pyrazolyl, pyrrolyl, triazolyl, tetrazolyl, thiazolyl or oxazolyl, which are unsubstituted or substituted by a maximum of 3® ® substituents selected from the group consisting of F, Cl, methyl, ethyl, trifluoromethyl, NH2, NHacetyl; or R7, R8 and R9 independently of one another H, F, Cl, OH, NH, CegHoee+1. CwHoww-1, OCtHoff+1. NR40R41, CONR40OR41, COOR42 or OCOR42, ee and ff independently of one another 1, 2, 3 or 4; ww 3,4,50r6, it being possible for one or more H atoms in the groups CeeH2ee+1, CwwH2ww-1 and OCgHoff+4 to be replaced by F atoms; R40 and R41 H, CgHatt+1 or C(NH)NH2. tt 1,2,3 or4, it being possible for one or more H atoms in the group CtHatt+1 to be replaced by F atoms; or R40 and R41 independently of one another hydroxyethyl, N,N-dimethylaminoethyl, N,N-diethylaminoethyl, pyrrolidinoethyl, N-methylpiperazinoethyl, piperazinoethyl, morpholinoethyl or piperidinoethyl; or R40 and R41 together with the N atom to which they are bonded a pyrrolidine, piperidine, N-methylpiperazine, piperazine or morpholine ring; R42 Hor ChhH2hh+1; hh 1,2,3 0ré4, it being possible for one or more H atoms in the group ChhH2hh+1 to be replaced by F atoms; but where two substituents from the group of R7, R8 and R9 may not simultaneously be OH or OCHj,® ® and where at least one of the radicals R7, R8 or R9 must be selected from the group consisting of CONR40R41, -O,,SOyR23, NR32COR30, NR32CSR30 and NR32SOppR30; and the pharmaceutically acceptable salts and trifluoroacetates thereof.4. A compound of the formula | as claimed in claims 1-3 in which the meanings are: R1, R2, R3 and R4 independently of one another H, F, CI, Br, OH, NH2, CgH25+1, cycloalkyl with 3,4, 50r6 C atoms, OCpH2p+1: a and b in the groups CgH2a+1 and OCpH2p+1 independently of one another 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R1,R2, R3 and R4 independently of one another NR11R12; R11 and R12 independently of one another H, CeHoe+1, CrrH2rr-1: e 1,2,3 0r4, rr 3,4,50r6, it being possible for one or more H atoms in the groups CeHoe+1 and CyHorr.1 to be replaced by F atoms; or R11 and R12 together with the N atom to which they are bonded form a ring selected from the group consisting of pyrrolidine, piperidine, N- methylpiperazine, piperazine and morpholine; or R11 and R12® ® independently of one another COR14, CSR14, CONHR14, CSNHR14 or SOgR14, : R14 CgHag+1: g 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R1, R2, R3 and R4 independently of one another OSO3H, SO3H, SO2R15; R15 CgHok+1 or NR17R18; : k 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; R17 and R18 independently of one another H or CmHom+1, m 1, 2, 3, 4 or 5, it being possible for one or more H atoms in the group CmHom+1 to be replaced by F atoms; or R17 and R18 together with the N atom to which they are bonded a 5- or 6-membered ring; but where R2 must always not be equal to H; R5 methyl or trifluoromethyl; R6 H; R7, R8 and R9 independently of one another OSO3H, SO3H or SO2R23; R23 CphnH2nn+1 or NR25R26; nn 1,2,3,40r5, it being possible for one or more H atoms in ChH2nn+1 to be replaced by F atoms; R25 and R26® independently of one another H, CN or CzH2+1, in which the first CH group bonded to the nitrogen is replaced by CO or CS and the second CHy is replaced by NR27; z 1,2,3,4,50r6; it being possible for one or more H atoms in CzH27+1 to be replaced by F atoms; R27 Hor CgaHoaa+1; aa 1,2,3 0r4; it being possible for one or more H atoms in | CaaH2aa+1 to be replaced by F atoms; or R25 and R26 together with the N atom to which they are bonded a 5- or 6-membered ring, or R27 and a CH2 group of R25 or R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or R7, R8 and R9 independently of one another NR32COR30, NR32CSR30 or NR32SO2R30; R30 H, OH, CecHoce+1, CyyH2yy-1. pyrrolidinyl or piperidinyl, in which rings a CHo group may be replaced by O or NR33; R32 and R33 H, methyl or CF3; : cc 1,2,3,4,5,6,7 or 8; yy 3,4,50r6; it being possible for one or more H atoms in the groups CccH2cc+1 and CyyH2yy-1 to be replaced by F atoms and for one or more CHa groups to be replaced by NR31 and for a CH» group to be replaced by O; R31 H, methyl, ethyl, CF3, CH2CF3, acetyl, propionyl, methanesulfonyl or ethanesulfonyl;® or R31 together with a CH» group of R30 and the N atom to which they are jointly bonded form a 5- or 6-membered ring; or R30 pyridyl, imidazolyl, pyrazolyl, pyrrolyl, triazolyl, tetrazolyl, thiazolyl or oxazolyl, which are unsubstituted or substituted by a maximum of 3 substituents selected from the group consisting of F, Cl, methyl, ethyi, trifluoromethyl, NHo, NHacetyl; or R7,R8 and R9 ) independently of one another H, F, Cl, OH, NH2, CgeH2ee+1, CoywH2ww-1, OC#Hoff+1, NR40R41, CONR40R41, COOR42 or OCOR42, ee and ff independently of one another 1, 2, 3 or 4; ww 3,4,50r6, it being possible for one or more H atoms in the groups CegHoge+1, CwwH2ww-1 and OCsHoff+1 to be replaced by F atoms; R40 and R41 H, CitHott+1, or C(NH)NH; tt 1,2,3 or 4; it being possible for one or more H atoms in the group CitHott+1 to be replaced by F atoms; or R40 and R41 independently of one another hydroxyethyl, N,N-dimethylaminoethyl, N,N-diethylaminoethyl, pyrrolidinoethyl, N-methylpiperazinoethyl, piperazinoethyl, morpholinoethyl or piperidinoethyl; or : R40 and R41 together with the N atom to which they are bonded a pyrrolidine, piperidine, N-methylpiperazine, piperazine or morpholine ring;® R42 Hor ChhH2hh+1: hh 1,2,3o0r4; it being possible for one or more H atoms in the group ChhH2hh+1 tO be replaced by F atoms; but where two substituents from the group of R7, R8 and R9 may not simultaneously be OH or OCHg, and where at least one of the radicals R7, R8 or R9 must be selected from the group consisting of -O,SO\yR23, NR32COR30, NR32CSR30 and NR32SOp,pR30; and the pharmaceutically acceptable salts and trifluoroacetates thereof.5. A compound of the formula | characterized in that it is selected from the group consisting of: 1) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- acetamide; 2) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzenesulfonamide; 3) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzenesulfonamide; 4) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)}-N,N-dimethyl- benzenesulfonamide; 5) 4-(4-bromo-phenyl)-6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinoline; 6) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzoic acid; 7) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-N-ethyl-benzamide; 8) 4-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydroisoquinolin-4-yl)-N-propyl-benzamide; 9) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N-(2-dimethylamino- ethyl)-benzamide; 10) 6,8-dichloro-2-methyl-4-(4-morpholin-4-yl-phenyl)-1,2,3,4-tetrahydroisoquinoline; 11) [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)}-phenyl]-diethyl-amine 12) 6,8-dichloro-2-methyl-4-(4-piperidin-1-yl-phenyl)-1,2,3,4-tetrahydroisoquinoline; 13) 6,8-dichloro-2-methyl-4-(4-pyrrolidin-1-yl-phenyl)-1,2,3,4-tetrahydroisoquinoline; 14) 6,8-dichloro-2-methyl-4-[4-(4-methyl-piperazin-1-yl)-phenyi]-1 2,3 4-tetrahydro- isoquinoline; 15) 6,8-dichloro-2-cyclopropyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline; 16) 4-(6,8-dichloro-2-methyi-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenylamine;® ®17) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- propylurea; 18) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- thiourea; 19) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea; ) 20) N-[4-(6-methanesulfonyl-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- acetamide; 21) N-[4-(2,6,8-trimethyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-acetamide; 22) N-[4-(6-bromo-8-chloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl}- acetamide; 23) N-[4-(8-chloro-2-methyl-6-pyrrolidin-1-yl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-acetamide; 24) N-[4-(8-chloro-2-methyl-6-morpholin-4-yl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-acetamide; 25) N-{4-[8-chloro-2-methyl-6-(4-methyl-piperazin-1-yl)-1,2,3,4-tetrahydro-isoquinolin- 4-yl}-phenyl}-acetamide; 26) N-{4-[8-chloro-6-(cyclopropylmethyl-amino)-2-methyl-1,2,3 4-tetrahydro- isoquinolin-4-yl]-phenyl}-acetamide; 27) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-2-hydroxy-benzoic acid; 28) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-2-hydroxy-N-methyl- benzamide; 29) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N-ethyl-2-hydroxy- benzamide; 30) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N-(2-dimethylamino- ethyl)-2-hydroxy-benzamide; 31) N-[5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-2-hydroxy- benzoyl]-guanidine; 32) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- acetamide; 33) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine;® ®34) 2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine; 35) N-[4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl}- propionamide; 36) N-[4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl}- butyramide; 37) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- : phenyljpentanamide; 38) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- isobutyramide; 39) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2- dimethyl-propionamide; 40) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclopropanecarboxamide; 41) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}- cyclobutanecarboxamide; 42) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclopentanecarboxamide; 43) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-2,2,2- trifluoro-acetamide; 44) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1- acetylpiperidine-4-carboxamide; 45) N-[4-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]- nicotinamide; 46) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methane- sulfonamide; 47) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]- ethanesulfonamide; 48) N',N'-dimethylamino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-suifamide; 49) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide;® ®50) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- butyramide; 51) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]- pentanamide; 52) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- isobutyramide; 53) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2- dimethyl-propionamide; 54) N-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- cyclopropanecarboxamide; 55) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- cyclobutanecarboxamide; 56) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclopentanecarboxamide; 57) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-2,2,2- trifluoro-acetamide; 58) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- acetylpiperidine-4-carboxamide; 59) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- nicotinamide; 60) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methane- sulfonamide; 61) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]- ethanesulfonamide; 62) N',N'-dimethylamino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-sulfamide; 63) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 64) N-[2-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- butyramide; 65) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pentanamide;® ®66) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- isobutyramide; 67) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yt)-phenyl}-2,2- dimethyl-propionamide; 68) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]cyclopropanecarbox-amide; 69) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]- cyclobutanecarboxamide; 70) N-[2-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclopentanecarboxamide; 71) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2,2- trifluoro-acetamide; 72) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- acetylpiperidine-4-carboxamide; 73) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methane- sulfonamide; 74) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]- ethanesulfonamide; 75) N'N'-dimethylamino-N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-sulfamide; 76) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea; 77) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-methyl- thiourea; 78) 1-[2-(6,8-dichloro-2-methyl-1 2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea; 79) 1-[2-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- thiourea; 80) N-{5-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenylsulfamoyl]-4-methyl-thiazol-2-yl}-acetamide; 81) N-{5-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenylsulfamoyli]-4-methyl-thiazol-2-yl}-acetamide;® ®82) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,2- dimethyl-1H-imidazole-4-sulfonamide; 83) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1,2- dimethyl-1H-imidazole-4-sulfonamide; 84) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-5-chloro- 1,3-dimethyl-1H-pyrazole-4-sulfonamide; 85) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-5-chloro- 1,3-dimethyl-1H-pyrazole-4-sulfonamide; 86) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-5-bromo- thiophene-2-sulfonamide; : 87) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}-5-bromo- thiophene-2-sulfonamide; 88) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-C,C,C- trifluoro-methanesulfonamide; 89) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-C,C,C- trifluoro-methanesulfonamide; 90) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-2,2,2- trifluoroethanesulfonamide; 91) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2,2- trifluoro-ethanesulfonamide; 92) N-ethyl-N'-4-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- benzenesulfonylurea,; 93) 2-chloro-5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- benzenesulfonamide; 94) 2-methyl-4-phenyl-6,8-bis-trifluoromethyl-1,2,3,4-tetrahydro-isoquinoline; 95) 2-amino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- acetamide; 96) N-[4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]- 2-methylamino-acetamide; 97) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- 2-dimethylamino-acetamide;® @98) 2-amino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 99) 2-amino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl}-phenyl]- butyramide; 100) 2,6-diamino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-hexanamide; 101) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- pyrrolidine-2-carboxamide; 102) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}- isonicotinamide; 103) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrrole-3-carboxamide; 104) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrrole-2-carboxamide; 105) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]-1-methyl- piperidine-4-carboxamide; 106) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,4-dimethyl-1H-pyrrole-2-carboxamide; 107) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-nitro- 1H-pyrrole-2-carboxamide; 108) N-[4-(6,8-d ichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,5- dimethyl-1H-pyrrole-3-carboxamide; 109) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- imidazole-4-carboxamide; 110) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- methanesulfonyl-piperidine-4-carboxamide; 111) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3,5- dimethyl-1H-pyrazole-4-carboxamide; 112) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrazole-4-carboxamide; 113) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- 3-trifluoromethyl-1H-pyrazole-4-carboxamide;® ®114) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 2-methylamino-acetamide; 115) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2- dimethylamino-acetamide; 116) 2-amino-N-[3-(6,8-dichioro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 117) 2-amino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- butyramide; 118) 2,6-diamino-N-[3-(6,8-dichloro-2-methyl-1 ,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl}-hexanamide; 119) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- pyrrolidine-2-carboxamide; 120) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- isonicotinamide; 121) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrrole-3-carboxamide; 122) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrrole-2-carboxamide; 123) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1-methyl- piperidine-4-carboxamide; 124) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,4-dimethyl-1H-pyrrole-2-carboxamide; 125) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-nitro- 1H-pyrrole-2-carboxamide; 126) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 2,5-dimethyl-1H-pyrrole-3-carboxamide; 127) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- imidazole-4-carboxamide; 128) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1-methanesulfonyl-piperidine-4-carboxamide; 129) N-[3-~(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3,5-dimethyl-1H-pyrazole-4-carboxamide;® ®130) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrazole-4-carboxamide; 131) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3-trifluoromethyl-1H-pyrazole-4-carboxamide; 132) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-ethyl- thiourea; : 133) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-ethyl- thiourea; 134) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- thiourea; 135) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,1-dimethyl-urea; 136) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-4-methyl- piperazine-1-carboxamide; 137) N-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyi]-piperidine- 1-carboxamide; 138) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- morpholine-4-carboxamide; 139) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pyrrolidine-1-carboxamide, 140) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,1-diethyl-urea; 141) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- urea; 142) 1-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3-(2-dimethylamino-ethyl)-urea; 143) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]- 3-(tetrahydro-furan-3-yl)-urea; 144) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3-(tetrahydro-pyran-4-yl)-urea; 145) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-methyl- 1-(1-methyl-piperidin-4-yl)-urea;® ® 245 oo 146) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]- 1-(3-dimethylamino-propyl)-1-methyl-urea; 147) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1-(2-dimethylamino-ethyl)-1-methyl-urea; 148) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]-3- (3-dimethylamino-propyl)-urea; 149) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3-(2-methoxy-ethyl)-urea; 150) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-pyridin- 3-yl-urea; : : 151) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-pyridin- 4-yl-urea; 152) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-methyl- piperazine-1-carboxamide; 153) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- urea; 154) 3-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,1-dimethyl-urea; 155) 3-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,1-diethyl-urea; 156) N-[2-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-piperidine- 1-carboxamide; 157) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- morpholine-4-carboxamide; 158) N-[2-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pyrrolidine-1-carboxamide; 159) 1-{2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3-(2-dimethylamino-ethyl)-urea; 160) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-methyi- piperazine-1-carboxamide; 161) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pyrrolidine-1-carboxamide;® ® :162) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- urea; 163) 3-[4-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- 1,1-dimethyl-urea; 164) 3-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,1-diethyl-urea; 165) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- 3-(2-dimethylamino-ethyl)-urea; 166) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-piperidine- 1-carboxamide; 167) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- morpholine-4-carboxamide; 168) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- formamide; 169) [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyl- amine; 170) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,3-dimethyl-urea; 171) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyi- 4-methyl-piperazine-1-carboxamide; 172) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}- 1,3,3-trimethyl-urea; 173) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyl- piperidine-1-carboxamide; 174) N-[4-(6,8-dichloro-2-methyl-1 2,3 ,4-tetrahydro-isoquinolin-4-yl)-phenyl}-methyl- morpholine-4-carboxamide; 175) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyl- pyrrolidine-1-carboxamide; 176) 1-[4-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3-(2-dimethylamino-ethyl)-1-methyl-urea; 177) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yi)-phenyi}- 3,3-diethyl-1-methyl-urea;® ®178) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yt)-phenyl}- formamide; 179) [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-methyl- amine; 180) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyl- : pyrrolidine-1-carboxamide; 181) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyi- piperidine-1-carboxamide; 182) 1-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,3,3-trimethyl-urea; 183) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 1,3-dimethyl-urea; 184) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyl- morpholine-4-carboxamide; 185) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-methyl-4- methyl-piperazine-1-carboxamide; 186) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- 3-(2-dimethylamino-ethyl)-1-methyl-urea; 187) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}- 3,3-diethyl-1-methyl-urea; 188) 2-dimethylamino-ethyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin- 4-yl)-phenyl}-carbamate; 189) 2-dimethylamino-ethyl [4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin- 4-yl)-phenyl]-carbamate; 190) 2-dimethylamino-ethyl [2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin- 4-yl)-phenyli]-carbamate; 191) methyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 192) ethyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 193) isopropyl! [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate;® { 194) 2,2-dimethyl-propyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-carbamate; 195) methyl [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 196) isopropyl [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 197) 2,2-dimethyl-propyl [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-carbamate; 198) ethyl [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- carbamate; 199) (R)-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- methanesulfonamide; 200) (S)-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- methanesulfonamide; 156 201) (R)-1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3-ethyl-urea; 202) (S)-1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3-ethyl-urea; 203) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- acetamide; 204) 4-(3-bromo-phenyl)-6,8-dichloro-2-methyl-1 ,2,3,4-tetrahydro-isoquinoline; 205) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- 3-(2-hydroxy-ethyl)-urea; 206) ethyl 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzoate; 207) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzoic acid. and the pharmaceutically acceptable salts thereof. and from the pharmaceutically acceptable salts thereof.6. A compound of the formula | as claimed in claim 1, selected from the group consisting of: 1) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- acetamide;® ®2) 4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-benzenesulfonamide; 3) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzenesulfonamide; 4) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- thiourea; 5) 1-[4-(6,8-dichloro-2-methyl-1 2,3,4-tetrahyd ro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea; = 6) N-[4-(6-bromo-8-chloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- : acetamide; : 7) N-[3-(6,8-dichloro-2-methyli-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]- acetamide; 8) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 9) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-acetyl- piperidine-4-carboxamide; 10) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methane- sulfonamide: 11) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- ethanesulfonamide; 12) N',N'-dimethylamino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-sulfamide; 13) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 14) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- butyramide; 15) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- isobutyramide; 16) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yi)-phenyl]- cyclopropanecarboxamide; 17) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclobutanecarboxamide; 18) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2,2- trifluoro-acetamide;_19) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-acetyl- piperidine-4-carboxamide; 20) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- nicotinamide; 21) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-methane- ’ sulfonamide; : _ 22) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- ethanesulfonamide; 23) N',N'-dimethylamino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl}-sulfamide; 24) N-[2-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- cyclopropanecarboxamide; 25) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-acetyl- piperidine-4-carboxamide; 26) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-ethyl- urea; 27) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- thiourea; 28) 1-[2-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea; 29) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- thiourea; 30) N-{5-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yi)- phenylsulfamoyl]-4-methyl-thiazol-2-yl}-acetamide; 31) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,2- dimethyl-1H-imidazole-4-sulfonamide; 32) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-C,C,C- trifluoro-methanesulfonamide; 33) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-C,C,C- trifluoro-methanesulfonamide; 34) N-ethyl-N'-4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yi)- benzenesulfonylurea;® ® oo35) N-[4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl}-2- dimethylamino-acetamide; 36) 2,6-diamino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-hexanamide; O 5 37) N-[4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-pheny}-1H- pyrrole-3-carboxamide; 38) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-methyl- piperidine-4-carboxamide; 39) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yi)-phenyl}-1- methanesulfonyl-piperidine-4-carboxamide; : . 40) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrazole-carboxamide; 41) N-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-2- methylamino-acetamide; 42) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2- dimethylamino-acetamide; 43) 2-amino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 44) 2-amino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- butyramide; 45) 2,6-diamino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-hexanamide; 46) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1-methyl- piperidine-4-carboxamide; 47) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- imidazole-4-carboxamide; 48) N-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- methanesulfonyl-piperidine-4-carboxamide; 49) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3,5- dimethyl-1H-pyrazole-4-carboxamide; 50) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrazole-carboxamide;®51) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yt)-phenyl]-1,1- dimethyl-urea; 52) N-[3-(6,8-dichloro-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-methyi- piperazine-1-carboxamide; 53) N-[3:(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-piperidine- 1-carboxamide; 54) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- morpholine-4-carboxamide; 55) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahyd ro-isoquinolin-4-yl)-phenyl}- pyrrolidine-1-carboxamide; 56) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,1- diethyl-urea; 57) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- urea; 58) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- dimethylamino-ethyl)-urea; 59) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- (tetrahydro-furan-3-yl)-urea; 60) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- (tetrahydro-pyra n-4-yl)-u rea; 61) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-methyl- 1-(1-methyl-piperidin-4-yl)-urea; 62) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-(3- dimethylamino-propyl)-1-methyl-urea; 63) 3-[3-(6,8-dichloro-2-methyi-1 2,3,4-tetrahydro-isoquinolin-4-yl)-pheny]-1 -(2- dimethylamino-ethyl)-1-methyl-urea; 64) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-(3- diethylamino-propyl)-urea; 65) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- methoxy-ethyl)-urea; 66) 1-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-pyridin- 3-yl)-urea;° ®67) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-pyridin- 4-yl-urea; 68) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-methyl- piperazine-1-carboxamide; 69) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyi- urea; 70) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]-3-(2- dimethylamino-ethyl)-urea; 71) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yt)-phenyl]-4-methyl- piperazine-1-carboxamide; : 72) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- urea; 73) 3-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,1- dimethyl-urea; 74) 3-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}-1,1- diethyl-urea; 75) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- dimethylamino-ethyl)-urea; 76) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- morpholine-4-carboxamide; 77) N-4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-formamide; 78) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}- formamide; 79) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,3,3- trimethyl-urea; 80) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,3- dimethyl-urea; 81) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyi- morpholine-4-carboxamide; 82) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyl-4- methyl-piperazine-1-carboxamide;® 83) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- dimethylamino-ethyl)-1-methyl-urea; 84) 2-dimethylamine-ethyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-carbamate; 85) 2-dimethylamino-ethyl [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-carbamate; 86) 2-dimethylamino-ethyl [2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yh)-phenyl]-carbamate; 87) methyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 88) (R or S)-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- methanesulfonamide; 89) (R or S)-1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- ethyl-urea; 90) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- hydroxy-ethyl)-urea; and from the pharmaceutically acceptable salts thereof.7. The use of a compound of the formula | and of the pharmaceutically acceptable salts thereof for producing a medicament for the treatment of disorders which can be influenced by inhibition of the sodium-proton exchanger of subtype Ill (NHE3), in which the meanings are: R1, R2, R3 and R4 independently of one another H, F, Cl, Br, |, CN, NO2, OH, NHp, CgH24+1, CqqH2qg-1: OCpH2p+1, COOR10, OCOR10, COR10 or Ox-(CH2)y-phenyl; aandb in the groups CgH2+1 and OCpH2p+1 independently of one another 1,2,3,4,5,6, 7 or 8, it being possible for one or more H atoms to be replaced by F atoms; qq 3,4, 5,6, 7 or8, it being possible for one or more H atoms to be replaced by F atoms; R10 Hor CcHoc+1:® ® c 1,2,3,4,5,6, 7 or 8, it being possible for one or more H atoms to be replaced by F atoms, X zero or 1; y zero, 1,2,3 or 4; where the phenyl ring in the group Ox-(CH2)y-phenyl is . unsubstituted or substituted by 1-3 substituents selected from the group consisting of F, Cl, Br, CN, NO2, OH, NH» or CdH2d+1; d 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms, or R1, R2, R3 and R4 independently of one another heteroaryl, it being possible for zero, 1, 2, 3 or 4 N atoms, zero or 1 oxygen atom or zero or 1 S atom to be present as ring -atoms; or R1, R2, R3 and R4 independently of one another CONR11R12 or NR11R12; R11 and R12 independently of one another H, CeH2e+1, CrrH2rr-1: e 1,2,3,4,5,6,70r8, rr 3,4,5,6,7,0r8, it being possible for one or more H atoms in the groups CgHoe+1 and CrrHorr-1 to be replaced by F atoms and for one or more CHo groups to be replaced by O or NR13; R13 Hor CfHof+1: f 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R13 and a CHo group of R11 or R12 together with the N atom to which they are bonded a 5- or 6-membered ring;® ® orR11 and R12 together with the N atom to which they are bonded a 5-, 6- or 7-membered ring;orR11 and R12 : independently of one another COR14, CSR14 or SO2R 14; R14 CgHog+1;g 1,2,3,4,5,6,7 or 8, it being possible for one or oo more H atoms to be replaced by F atoms, and it being possible for one or more CH» groups to be replaced by O or NR13,or R1, R2, R3 and R4 independently of one another -Onh-SO;-R1 5, with h zero or 1; j zero, 1 or 2; R15 CkHak+1, OH, OC|H2j+1 or NR17R18; k 1,2, 3,4,5,6,7 or 8, it being possible for one or more H atoms to be replaced by F atoms; 1,2, 3,4,5,6, 7 or 8, it being possible for one or more H atoms to be replaced by F atoms;R17 and R18 independently of one another H or CjyHom +1;m 1,2,3,4,5,6, 7 or 8, it being possible for one or more H atoms in the group CmH2m+1 to be replaced by F atoms and for one or more CH» groups to be replaced by O, CO, CS or NR19; :R19 Hor CphH2n+1:n 1,2,30r4;® it being possible for one or more H atoms in CnhH2np+1 to be replaced by F atoms; or R17 and R18 together with the N atom to which they are bonded a 5-, 6- or 7-membered ring; or R19 and a CH2 group of R17 or R18 together with the N atom to which they are bonded a 5- or 6-membered ring; R5 ~~ H CpH2p+1, CssH2ss-1, COR20 or SOoR20; p 1,2,3,4,5,6,70r8, SS 3,4, 5,6, 7 or8, is being possible for one or more H atoms in CpH2p+1 and CggHogs.1 to be replaced by F atoms, R20 CgH2g+1; q 1,2,3,4,5,6,7 or 8, it being possible for one or more H atoms in C3H2q+1 to be replaced by F atoms and for one or more CH2 groups to be replaced by O or NR21; R21 Hor CiHor+1; r 1,2,3 0r4; it being possible for one or more H atoms in C;Hor+1 to be replaced by F atoms; R6 H, F, Cl, Br, |, CgHog+1, CddH2dd-1. OH, OCiHaot+1 or OCOR22; sand t independently of one another 1, 2, 3, 4, 5,6, 7 or 8; dd 3,4,5, 6,7 or8, it being possible for one or more H atoms in CsH2s+1, CddH2dd-1 and OCiH2t+1 to be replaced by F atoms; R22 CyHoy+1: u 1,2,30r4,® it being possible for one or more H atoms in CyHp +1 to be replaced by F atoms; R7, R8 and R9 independently of one another -O,-SO-R23; \ zero or 1; w zero, 1 or 2; R23 CnpnH2nn+1: CmmH2mm-1, OH, OCppH2pp+1 or NR25R26; oo nn and pp independently of one another 1, 2, 3, 4,5, 6, 7 or 8, mm 3,4,5,6,70r8, it being possible for one or more H atoms in ChnHonn+1, CmmH2mm-1 and OCppH2pp+1 to be replaced by F atoms; R25 and R26 independently of one another H, CN or C;H2241, C2zH227.1; z 1,2,3,4,5,6,7 or 8; zz 3,4,5,6, 7 or 8, it being possible for one or more H atoms to be replaced by F atoms and, in CzHoz+1, it being possible for one or more H atoms to be replaced by F atoms and it being possible for one or more CH2 groups to be replaced by O, CO, CS or NR27; R27 Hor CgaH2ga+1; aa 1,2,3 0r4,; it being possible for one or more H atoms in CaaH2aa+1 to be replaced by F atoms; or R25 and R26 together with the N atom to which they are bonded a 5-, 6- or 7-membered ring, orR27 and a CH» group of R25 or R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or R7, R8 and R9 independently of one another NR32COR30, NR32CSR30 or NR32SOp1pR30; R30 H, CecH2ce+1. CyyHayy-1, pyrrolidinyl or piperidinyl, in which rings a CHa group may be replaced by O or NR33; R32 and R33 independently of one another H or ChHoh+1; bb 2o0r3; cc 1,2,3,4,5,6,7 or 8; yy 3,4,5,6,70r8; h 1,2,3,4,5,6,7 or 8, it being possible for one or more H atoms in ChH2h+1 to be replaced by F atoms, and it being possible for one or more H atoms in the groups CccH2cc+1 and CyyH2yy-1 to be replaced by F atoms and for one or more CHao groups to be replaced by NR31 and for a (CH2) group to be replaced by 0; R31 H, CkkH2kk+1, COR65 or SO2R65; kk 1,2, 3,0r4; it being possible for one or more H atoms to be replaced by F atoms, R65 H, CyxHoxx+1: XX 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R31 forms together with a CH2 group of R30 a 5-, 6- or 7-membered ring; or R30 a 5- or 6-membered heteroaryl with 1,2, 3 or4 N atoms, zeroor1S atoms and zero or 1 O atoms,® ® which is unsubstituted or substituted by up to three substituents selected from the group consisting of F, Cl, Br, I, : CooH200+1: NR70R71; R70 and R71 independently of one another H, CyyHoyy+1 and CORT72; R72 H, C\wHawv+1: 00, uu and vv independently of one another 1, 2, 3,4, 5,6,7 or 8; it being possible for one or more H atoms in the groups CooH200+1. CuuH2uu+1 or CywHayv+1 to be replaced by F atoms; or R7,R8 and R9 independently of one another H, F, Cl, Br, I, NO, CN, OH, NH, CgeHoee +1, CwwH2ww-1, OCsHoff+1, NR4OR41, CONR40OR41, COOR42, COR42 or OCORA42, ee and ff | independently of one another 1, 2, 3, 4, 5,6, 7 or 8; ww 3,4,5,6,7o0r8; it being possible for one or more H atoms in the groups CeeH2ee +1, CwwH2ww-1 and OCgHoff+1 to be replaced by F atoms; R40 and R41 H, CitHott+1 or C(NH)NH2; tt 1,2,3,4,5,6,7 or 8; it being possible for one or more H atoms in the group CgtHatt+1to be replaced by F atoms and for one or more CHa groups to be replaced by O or NR44, R44 Hor CggHogg+1; ag 1,2,3,4,5,6,7 or 8;@ ® it being possible for one or more H atoms in the group CggH2gg+1 to be replaced by F atoms, and it being possible for R44 together with a (CH;) group of R40 or R41 and the N atom to which they are jointly bonded to form a 5- or 6- : membered ring, : or R40 and R41 with the N atom to which they are bonded a 5- or 6-membered ring; R42 Hor ChhH2hh+1: hh 1,2,3,4,5,6,70r8; it being possible for one or more H atoms in the group ChpH2hh+1 to be replaced by F atoms.8. The use as claimed in claim 7, characterized in that compounds of the formula | are used, in which the meanings are: R1, R2, R3 and R4 independently of one another, H, F, CI, Br, I, CN, NOg, OH, NHo, CaHog+1, cycloalkyl with 3, 4, 5 or 6 C atoms, OCpH2p+1, COOR10; aandb independently of one another 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; R10 Hor CeHocs1: Cc 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R1, R2, R3 and R4 independently of one another 5- or 6-membered heteroaryl selected from the group consisting of pyridyl, imidazolyl, pyrazolyl, pyrrolyl, triazolyl, tetrazolyl, thiazolyl and oxazolyl, or R1, R2, R3 and R4@independently of one another CONR11R12 or NR11R12; R11 and R12 independently of one another H, CgH2g+1, CrrH2rr-1; e 1,2,3 or4, rr 3,4,5o0r6, it being possible for one or more H atoms in the groups CeHoe+1 and CHa. to be replaced by F atoms or R11 and R12 independently of one another hydroxyethyl, N,N-dimethylaminoethyl, N,N-diethylaminoethyl, pyrrolidinoethyl, N-methylpiperazinoethyl, piperazinoethyl, morpholinoethyl or piperidinoethyl; or R11 and R12 together with the N atom to which they are bonded a pyrrolidine, piperidine, N-methylpiperazine, piperazine or morpholine ring; or R11 and R12 independently of one another COR14, CSR14, CONHR14, CSNHR 14 or SO2R14; R14 CgHog+1; g 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R1,R2,R3 and R4 independently of one another OSO3H, SO3H, SO2R 15, or R15 CkHok+1, OCjH2j+1 or NR17R18; k 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; I 1, 2, 3 or 4, it being possible for one or more H atoms to be - replaced by F atoms;_ ®R17 and R18 independently of one another H, CpyHam +1, in which the first CH» group bonded to the nitrogen is replaced by CO and the second CH» group is replaced by NR19; m 1, 2, 3, 4 or 5, it being possible for one or more H atoms in the group CmjHom+1 to be replaced by F atoms; R19 Hor ChHop+1: n 1,2,30r4; : it being possible for one or more H atoms in ChH2n+1 to be replaced by F atoms; or R17 and R18 together with the N atom to which they are bonded a 5- or 6-membered ring; RS H, CpHop+1; CssHass-1; p 1,2,3 or 4; ss 3,4, 5 0or 6, it being possible for one or more H atoms in CpH2p+1 and CgssHoss-1 to be replaced by F atoms; R6 H, CgHog+1, OCtHot+1 or OCOR22; sandt independently of one another 1, 2, 3 or 4; it being possible for one or more H atoms in CgHag+1 and OCiHot+1 to be replaced by F atoms; R22 CyHoy+1: u 1,2,30r4,; it being possible for one or more H atoms in CHa +1 to be replaced by F atoms; R7, R8 and RS independently of one another OSO3H, SO3H or SO2R23;®( . R23 CnnH2nn+1: CramH2mm-1. OCppH2pp+1 or NR25R26; nn and pp independently of one another 1, 2, 3, 4 or 5, : mm 3,4,50r6, it being possible for one or more H atoms in ChnHonn+1, CmmH2mm-1 and OCppH2pp+1 to be replaced by F atoms; R25 and R26 independently of one another H, CN or CzH22,+1, in which the first CHa group bonded to the nitrogen is replaced by CO or CS and the second CHo is replaced by NR27; z 1,2,3,4,50r6; it being possible for one or more H atoms in C;H22+1 to be replaced by F atoms; R27 Hor CggH2aa+1; aa 1,2,30r4; it being possible for one or more H atoms in CaaH2aa+1 to be replaced by F atoms; or R25 and R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or R27 and a CH2 group of R25 or R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or R7, R8 and R9 independently of one another NR32COR30, NR32CSR30 or NR32SO2R30; R30 H, OH, CccHoace+1, CyyH2yy-1, pyrrolidinyl or piperidinyl, in which rings a CHo group may be replaced by O or NR33; R32 and R33 independently of one another H or ChH2h+1;® cc 1,2,3,4,5,6,70r8; yy 3,4,50r6; h 1,2, 3 or 4; it being possible for one or more H atoms in ChH2h +1 to be replaced by F atoms, and it being possible for one or more H atoms in the groups CccHace+1 and CyyHayy.1 to be replaced by F atoms and for one or more (CH>2) groups to be replaced by NR31 and for a (CH2) group to be replaced by oO; R31 H, CkkH2kk+1,COR65 or SO2R65; kk 1,23, 0r4; it being possible for one or more H atoms to be replaced by F atoms, R65 H, CyxHoxx+1: XX 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R31 together with a CHo group or R30 and the N atom to which they are jointly bonded form a 5- or 6-membered ring; or R30 a 5- or 6-membered heteroaromatic system selected from the group consisting of pyridyl, imidazolyl, pyrazolyl, pyrrolyl, triazolyl, tetrazolyl, thienyl, thiazolyl and oxazolyl, which are unsubstituted or substituted by up to three substituents selected from the group consisting of F, Cl, Br, |, CooH200+1, NR70R71, R70 and R71 independently of one another H, CyyHayy+1 or COR72; R72 H, CywHoyv+1; : 00, uu and vv independently of one another 1, 2, 3 or 4;it being possible for one or more H atoms in the groups CooH200+1: CuuH2uu+1 or CyyH2yy+1 to be replaced by F atoms; or R7,R8andR9 independently of one another H, F, Cl, Br, |, NO, CN, OH, NH2, CegH2ee +1, CwwH2ww-1, OCgHoff+1, NR4OR41, CONR40R41, COOR42, COR42 or OCOR42; ee and ff independently of one another 1, 2, 3 or 4; ww 3,4,5o0r6, it being possible for one or more H atoms in the groups CeeH2ee+1, CwwhH2ww-1 and OCgHoff+1 to be replaced by F atoms; R40 and R41 15° H, CttHatt+1 or C(NH)NH2 ; tt 1,2,3,4,5,6,7 or 8; it being possible for one or more H atoms in the group CttH2tt+1 to be replaced by F atoms; or R40 and R41 to be selected independently of one another hydroxyethyl, , N,N-dimethylaminoethyl, N,N-diethylaminoethyl, pyrrolidinoethyl, N-methylpiperazinoethyl, piperazinoethyl, morpholinoethyl or piperidinoethyl; or R40 and R41 together with the N atom to which they are bonded form a ring selected from the group consisting of pyrrolidine, piperidine, N-methyl- piperazine, piperazine and morpholine; R42 Hor ChhH2hh+1; hh 1,2,3 0r4;® it being possible for one or more H atoms in the group ChhH2hh+1 tO be replaced by F atoms.9. The use as claimed in claim 7, characterized in that the meanings in formula | are: R1,R2,R3and R4 : independently of one another H, F, Cl, Br, OH, NH», CqHo4+1, cycloalkyl with 3,4, 5 0r6 C atoms, OCphHop+1; aandb in the groups CgHog+1 and OCpH2op+1 independently of one another 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R1, R2, R3 and R4 independently of one another NR11R12; ‘R11 and R12 independently of one another H, CeHoe+1, CrrH2rr-1: e 1, 2,3 o0r4, rr 3,4,50r6, it being possible for one or more H atoms in the groups CeHoe+1 and CHorr-q to be replaced by F atoms; or R11 and R12 together with the N atom to which they are bonded form a ring selected from the group consisting of pyrrolidine, piperidine, N- methylpiperazine, piperazine and morpholine; or R11 and R12 independently of one another COR14, CSR14, CONHR14, CSNHR 14 or SO2R14; R14 CgHog+1;® ® g 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; or R1, R2, R3 and R4 independently of one another OSO3H, SO3H, SO2R15; R15 CkHok+1 or NR17R18; k 1, 2, 3 or 4, it being possible for one or more H atoms to be replaced by F atoms; R17 and R18 independently of one another H or CyHom +1; m 1,2, 3, 4 or 5, it being possible for one or more H atoms in the group CjyH2m+1 to be replaced by F atoms; or R17 and R18 together with the N atom to which they are bonded a 5- or 6-membered ring; R5 H, CpH2p+1, CssH2ss-1; p 1,2, 3o0r4; ss 3,4, 5 or 6, it being possible for one or more H atoms in CpH2p+1 and CgssH2ss-1 to be replaced by F atoms; R6 H, CH3; R7, R8 and R9 independently of one another OSO3H, SO3H or SO2R23; R23 CpnH2nn+1 or NR25R26; nn 1,2,3,40r5, it being possible for one or more H atoms in CynH2nn+1 to be replaced by F atoms; R25 and R26@® independently of one another H, CN or CzH2241, in which the first CHo group bonded to the nitrogen is replaced by CO or : CS and the second CH2 is replaced by NR27; z 1,2,3,4,50r6; it being possible for one or more H atoms in C;H2z+1 to be replaced by F atoms; R27 Hor CggHoga+1: aa 1,2,30r4; it being possible for one or more H atoms in | CaaH2aa+1 to be replaced by F atoms; or R25 and R26 together with the N atom to which they are bonded a 5- or 6-membered ring, or R27 and a CHa group of R25 or R26 together with the N atom to which they are bonded a 5- or 6-membered ring; or R7, R8 and R9 independently of one another NR32COR30, NR32CSR30 or NR32S02R30; R30 H, OH, CccH2cc+1, CyyHayy-1. pyrrolidinyl or piperidinyl, in which rings a CHo group may be replaced by O or NR33; R32 and R33 H, CH3 or CF3; cc 1,2,3,4,50r6; yy 3,4,5,6,7o0r8; it being possible for one or more H atoms in the groups C¢cHocc+1 and CyyH2yy-1 to be replaced by F atoms and for one or more (CH2) groups to be replaced by NR31 and for a (CH2) group to be replaced by O; } R31 H, methyl, ethyl, CF3, CH2CF3, acetyl, propionyl, methanesulfonyl or ethanesulfonyl;or R31 together with a CH2 group of R30 and the N atom to which they are jointly bonded form a 5- or 6-membered ring; or R30 pyridyl, imidazolyl, pyrazolyl, pyrrolyl, triazolyl, tetrazolyl, thiazolyl or oxazolyl, which are unsubstituted or substituted by a maximum of 3 substituents selected from the group consisting of F, CI, methyl, ethyl, trifluoromethyl, NH2, NHacetyl; or 'R7,R8 and RY independently of one another H, F, CI, OH, NH2, CeeH2ee+1, CuwH2ww-1, OCsfH2fi+1, NR40OR41, CONR40R41, COOR42 or OCOR42, ee and ff independently of one another 1, 2, 3 or 4; ww 3,4,50r6, it being possible for one or more H atoms in the groups CgeH2ee+1, CwwH2ww-1 and OCsgHoff+1 to be replaced by F atoms; R40 and R41 H, CttHatt+1 or C(NH)NH> ; tt 1,2,3 0r4; it being possible for one or more H atoms in the group Cg¢Hott+1 to be replaced by F atoms; or R40 and R41 independently of one another hydroxyethyl, N,N-dimethylaminoethyl, N,N-diethylaminoethyl, pyrrolidinoethyl, N-methylpiperazinoethyl, piperazinoethyl, morpholinoethyl or piperidinoethyl; or R40 and R41 together with the N atom to which they are bonded a pyrrolidine, piperidine, N-methylpiperazine, piperazine or morpholine ring;® ® R42 H or ChhH2hh+1: hh 1,2, 3 or 4, it being possible for one or more H atoms in the group ChhH2hh+1 tO be replaced by F atoms.10. The use as claimed in claim 7, characterized in that the compounds of the formula are selected from the group consisting of: 1) N-[4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]- acetamide; 2) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzenesulfonamide; 3) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzenesulfonamide; 4) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N,N-dimethyl- benzenesulfonamide; 5) 4-(4-bromo-phenyl)-6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinoline; 6) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzoic acid, 7) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl}-N-ethyl-benzamide; 8) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-N-propyl-benzamide; 9) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N-(2-dimethylamino- ethyl)-benzamide; 10) 6,8-dichloro-2-methyl-4-(4-morpholin-4-yl-phenyl)-1,2,3,4-tetrahydroisoquinoline; 11) [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-phenyl}-diethyl-amine 12) 6,8-dichloro-2-methyl-4-(4-piperidin-1-yl-phenyl)-1,2,3,4-tetrahydroisoquinoline; 13) 6,8-dichloro-2-methyl-4-(4-pyrrolidin-1-yl-phenyl)-1,2,3,4-tetrahydroisoquinoline; 14) 6,8-dichloro-2-methyl-4-[4-(4-methyl-piperazin-1-yl)-phenyl]-1,2,3,4-tetrahydro- isoquinoline; 15) 6,8-dichloro-2-cyclopropyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline; 16) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl}-phenylamine; 17) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- propylurea; 18) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-methyl- thiourea;®19) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea; 20) N-[4-(6-methanesulfonyl-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- acetamide; 21) N-[4-(2,6,8-trimethyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-acetamide; 22) N-[4-(6-bromo-8-chloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- acetamide; 23) N-[4-(8-chloro-2-methyl-6-pyrrolidin-1-yl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-acetamide; 24) N-[4-(8-chloro-2-methyl-6-morpholin-4-yl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl}-acetamide; 25) N-{4-[8-chloro-2-methyl-6-(4-methyl-piperazin-1-yl)-1,2,3,4-tetrahydro-isoquinolin- 4-yl]-phenyl}-acetamide; 26) N-{4-[8-chloro-6-(cyclopropylmethyl-amino)-2-methyl-1,2,3,4-tetrahydro- isoquinolin-4-yl]-phenyl}-acetamide; 27) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl}-2-hydroxy-benzoic acid; 28) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-2-hydroxy-N-methyl- benzamide; 29) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N-ethyl-2-hydroxy- benzamide; 30) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N-(2-dimethylamino- ethyl)-2-hydroxy-benzamide; 31) N-[5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-2-hydroxy- benzoyl]-guanidine; 32) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]- acetamide; 33) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine; 34) 2-(6,8-dichioro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine; 35) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide;36) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- butyramide; 37) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]pentanamide; 38) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- isobutyramide; 39) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2- dimethyl-propionamide; 40) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- cyclopropanecarboxamide; 41) N-[4-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclobutanecarboxamide; 42) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclopentanecarboxamide; 43) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2,2- trifluoro-acetamide; 44) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- acetylpiperidine-4-carboxamide; 45) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- nicotinamide; 46) N-[4-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methane- sulfonamide; 47) N-[4-(6,8-dichloro-2-methyl-1 ,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl} ethanesulfonamide; 48) N',N'-dimethylamino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-sulfamide; 49) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- propionamide; 50) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- butyramide; 51) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pentanamide;®52) N-[3-(6,8-dichioro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- isobutyramide; 53) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2- dimethyl-propionamide; 54) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- cyclopropanecarboxamide; 55) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yi)-phenyl]- cyclobutanecarboxamide; 56) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- cyclopentanecarboxamide; 57) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}-2,2,2- trifluoro-acetamide; 58) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- acetylpiperidine-4-carboxamide; 59) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- nicotinamide; 60) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-methane- sulfonamide; 61) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]- ethanesulfonamide; 62) N',N'-dimethylamino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl}-sulfamide; 63) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 64) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- butyramide; 65) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pentanamide; 66) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- isobutyramide; 67) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2- dimethyl-propionamide;_68) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclopropanecarboxamide; 69) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]- cyclobutanecarboxamide; 70) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclopentanecarboxamide; 71) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2,2- trifluoro-acetamide; 72) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- acetylpiperidine-4-carboxamide; : . 73) N-[2-(6,8-Dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methane- sulfonamide; 74) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]- ethanesulfonamide; 75) N',N'-dimethylamino-N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- y)-phenyl}-sulfamide; 76) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea; 77) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-methyl- thiourea; 78) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyi- urea; 79) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-methyl- thiourea; 80) N-{5-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenylsulfamoyl]-4-methyl-thiazol-2-yl}-acetamide; 81) N-{5-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenylsulfamoyl]-4-methyl-thiazol-2-yl}-acetamide; 82) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,2- dimethyl-1H-imidazole-4-sulfonamide; 83) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,2- dimethyl-1H-imidazole-4-sulfonamide;_84) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}-5-chloro- 1,3-dimethyl-1H-pyrazole-4-sulfonamide; 85) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-5-chloro- 1,3-dimethyl-1H-pyrazole-4-sulfonamide; 86) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-5-bromo- thiophene-2-sulfonamide; 87) N-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl}-5-bromo- thiophene-2-sulfonamide; 88) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-C,C,C- trifluoro-methanesulfonamide; 89) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-C,C,C- trifluoro-methanesulfonamide; 90) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2,2- trifluoroethanesulfonamide; 91) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2,2,2- trifluoro-ethanesulfonamide; 92) N-ethyl-N'-4-(6,8-Dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)- benzenesulfonylurea; 93) 2-chloro-5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- benzenesulfonamide; 94) 2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinolin-8-ylamine; 95) 6,8-dichloro-2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 96) 4-(8-amino-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenol; 97) 8-methoxy-2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 98) 2-(8-amino-2-ethyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenol; 99) 2-(8-amino-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenol; 100) 5-(8-amino-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-2-methoxy-phenol; 101) 2-methyl-8-nitro-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 102) 4-(8-amino-2-methyi-1,2,3 4-tetrahydro-isoquinolin-4-yl)-benzene-1,2-diol; 103) 2,8-dimethyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 104) 4-(3,4-dichloro-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinoline; 105) 4-(3,4-dichioro-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-8-ylamine;®106) 4-(2,4-dichloro-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-8-ylamine; 107) 4-(3-chloro-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinolin-8-ylamine; 108) 2,4-dimethyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 109) 2-butyl-4-phenyl-1,2,3,4-tetrahydro-isoquinolin-8-ylamine; 110) N-(2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinolin-8-yl)-acetamide; 111) 7-chloro-2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 112) 8-chloro-2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 113) 2,6-dimethyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 114) 6-chloro-2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 115) 6-methoxy-2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 116) 2-ethyl-4-phenyi-1,2,3,4-tetrahydro-isoquinoline; 117) 2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 118) 6,8-dichloro-2-ethyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 119) 4-(4-bromo-phenyl)-6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinoline; 120) 2-methyl-4-phenyl-6,8-bis-trifluoromethyl-1,2,3,4-tetrahydro-isoquinoline; 121) 6,8-dichloro-2-isopropyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 122) 5,8-dichloro-2-methyl-4-phenyl-1 ,2,3,4-tetrahydro-isoquinoline; 123) 6,8-dichloro-4-(4-fluoro-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinoline; 124) 6,8-dichloro-2-methyl-4-p-tolyl-1,2,3,4-tetrahydro-isoquinoline; 125) 5,6-dichloro-2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 126) 6,7-dichloro-2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 127) 8-bromo-2-methyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 128) 6,8-dichloro-4-(4-chloro-phenyl)-2-methyl-1,2,3,4-tetrahydro-isoquinoline; 129) 6,8-dichloro-2-cyclopropyl-4-phenyl-1,2,3,4-tetrahydro-isoquinoline; 130) 2-amino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyil]- acetamide; 131) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2- methylamino-acetamide; 132) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2- dimethylamino-acetamide; 133) 2-amino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- propionamide;® ®134) 2-amino-N-[6-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl}- butyramide; 135) 2,6-diamino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yt)- phenyl]-hexanamide; 136) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pyrrolidine-2-carboxamide; 137) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- isonicotinamide; 138) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrrole-3-carboxamide; 139) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrrole-2-carboxamide; 140) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1-methyl- piperidine-4-carboxamide; 141) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,4- dimethyl-1H-pyrrole-2-carboxamide; 142) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-nitro- 1H-pyrrole-2-carboxamide; 143) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-2,5- dimethyl-1H-pyrrole-3-carboxamide; 144) N-[4-(6,8-dichloro-2-methyl-1 ,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- imidazole-4-carboxamide; 145) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- methanesulfonyl-piperidine-4-carboxamide; 146) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}-3,5- dimethyl-1H-pyrazole-4-carboxamide; 147) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]-1H- pyrazole-4-carboxamide; 148) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3- trifluoromethyl-1H-pyrazole-4-carboxamide; 149) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2- methylamino-acetamide;®150) N[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2- dimethylamino-acetamide; 151) 2-amino-N-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl}-phenyl]- propionamide; 152) 2-amino-N-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- butyramide; 153) 2,6-diamino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl}-hexanamide; 154) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pyrrolidine-2-carboxamide; 155) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- isonicotinamide; 156) N-[3-(6,8-dichlioro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrrole-3-carboxamide; 157) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- pyrrole-2-carboxamide; 158) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-methyi- piperidine-4-carboxamide; 159) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,4- dimethyl-1H-pyrrole-2-carboxamide; 160) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-nitro- 1H-pyrrole-2-carboxamide; 161) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-2,5- dimethyl-1H-pyrrole-3-carboxamide; 162) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- imidazole-4-carboxamide; 163) N-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}-1- methanesulfonyl-piperidine-4-carboxamide; 164) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3,5- dimethyl-1H-pyrazole-4-carboxamide; 165) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- pyrazole-4-carboxamide;® ®166) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- trifluoromethyl-1H-pyrazole-4-carboxamide; 167) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-ethyl- thiourea; 168) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-ethyl- thiourea; oo 169) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- thiourea; 170) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1,1- dimethyl-urea; 171) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-methyl- piperazine-1-carboxamide; 172) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-piperidine- 1-carboxamide; 173) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- morpholine-4-carboxamide; 174) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pyrrolidine-1-carboxamide; 175) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1,1- diethyl-urea; 176) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- urea; 177) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- dimethylamino-ethyl)-urea; 178) 1-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- (tetrahydro-furan-3-yl}-urea; 179) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3- (tetrahydro-pyran-4-yl)-urea; 180) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1-methyl- 1-(1-methyl-piperidin-4-yl)-urea; 181) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-(3- dimethylamino-propyl)-1-methyl-urea;® ®182) 3-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)}-phenyl}-1-(2- dimethylamino-ethyl)-1-methyl-urea; . 183) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(3- dimethylamino-propyl)-urea; 184) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- methoxy-ethyl)-urea; 185) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-pyridin- 3-yl-urea; 186) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-pyridin- 4-yl-urea; : : 187) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-methyl- piperazine-1-carboxamide; 188) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- urea; 189) 3-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}-1,1- dimethyl-urea; 190) 3-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,1- diethyl-urea; 191) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-piperidine- 1-carboxamide; : 192) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- morpholine-4-carboxamide; 193) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- pyrrolidine-1-carboxamide; 194) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- dimethylamino-ethyl)-urea; 195) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-methyl- piperazine-1-carboxamide; 196) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- pyrrolidine-1-carboxamide; 197) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-methyl- urea; y198) 3-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1,1- dimethyl-urea; 199) 3-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1,1- diethyl-urea; 200) 1-[4-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-(2- dimethylamino-ethyl)-urea; 201) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-piperidine- 1-carboxamide; 202) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- morpholine-4-carboxamide; 203) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- formamide; 204) [4-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-methyl- amine; 205) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,3- : dimethyl-urea; 206) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-methyl-4- methyl-piperazine-1-carboxamide; 207) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}-1,3,3- trimethyl-urea; 208) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyl- piperidine-1-carboxamide; 209) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- morpholine-4-carboxamide; 210) N-[4-(6,8-dichloro-2-methyl-1 2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyl- pyrrolidine-1-carboxamide; 211) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- dimethylamino-ethyl)-1-methyl-urea; 212) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3,3- diethyl-1-methyl-urea; 213) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- formamide;® ®214) [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-methyl- amine; 215) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)}-phenyl]-methyl- pyrrolidine-1-carboxamide; 216) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-methyl- piperidine-1-carboxamide; 217) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1,3,3- trimethyl-urea; 218) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,3- dimethyl-urea; 219) N-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyl- morpholine-4-carboxamide; 220) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-methyl-4- methyl-piperazine-1-carboxamide; 221) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- dimethylamino-ethyl)-1-methyl-urea; 222) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3,3- diethyl-1-methyl-urea; 223) 2-dimethylamino-ethyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-carbamate; 224) 2-dimethylamino-ethyl [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl}-carbamate; 225) 2-dimethylamino-ethyl [2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl}-carbamate; 226) methyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 227) ethyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 228) isopropyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 229) 2,2-dimethyl-propyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl}-carbamate;® ® 230) methyl [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 231) isopropyl [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 232) 2,2-dimethyl-propyl [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-carbamate; 233) ethyl [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 234) (R)-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- methanesulfonamide; 235) (S)-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- methanesulfonamide; 236) (R)-1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- ethyl-urea; 237) (S)-1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- ethyl-urea; 238) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- acetamide; 239) 4-(3-bromo-phenyl)-6,8-dichloro-methyl-1,2,3,4-tetrahydro-isoquinoline; 240) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- hydroxy-ethyl)-urea; 241) ethyl 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzoate; 242) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzoic acid. and from the pharmaceutically acceptable salts thereof.11. The use as claimed in claim 7, characterized in that the compounds of the formula are selected from the group consisting of: 1) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- acetamide; 2) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzenesulfonamide; 3) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)}-benzenesulfonamide;®4) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzoic acid; 5) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-N-ethyl-benzamide; 6) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydroisoquinolin-4-yl)-N-propyl-benzamide; 7) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-N-(2-dimethylamino- ethyl)-benzamide; 8) 6,8-dichloro-2-methyl-4-(4-morpholin-4-yl-phenyl)-1,2,3,4-tetrahydroisoquinoline; 9) 4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine; 10) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinoiin-4-yl)-phenyl]-3-methyl- thiourea; : 11) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea; 12) N-[4-(6-bromo-8-chloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- acetamide; 13) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl}-2-hydroxy-benzoic acid; 14) 5-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yt)-N-(2-dimethylamino- ethyl)-2-hydroxy-benzamide; 15) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- acetamide; 16) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine; 17) 2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylamine; 18) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}- propionamide; 19) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-acetyl- piperidine-4-carboxamide; 20) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methane- sulfonamide; 21) N-[4-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- ethanesulfonamide; 22) N'N'-dimethylamino-N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl}-sulfamide;® _23) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- propionamide; 24) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- butyramide; 25) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- isobutyramide; 26) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- cyclopropanecarboxamide; 27) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]- cyclobutanecarboxamide; 28) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-2,2,2- trifluoro-acetamide; 29) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1-acetyl- piperidine-4-carboxamide; 30) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- nicotinamide; 31) N-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methane- sulfonamide; 32) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- ethanesulfonamide; 33) N',N'-dimethylamino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-sulfamide; 34) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- cyclopropanecarboxamide; 35) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-acetyl- piperidine-4-carboxamide; 36) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-ethyl- urea; 37) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-methyl- thiourea; 38) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi}-3-ethyl- urea;® _39) 1-[2-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- thiourea; 40) N-{5-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenylsulfamoyl]-4-methyl-thiazol-2-yl}-acetamide; 41) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,2- dimethyl-1H-imidazole-4-sulfonamide; 42) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-y!)-phenyl]-C,C,C- trifluoro-methanesulfonamide; 43) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyi]-C,C,C- trifluoro-methanesulfonamide; : : 44) N-ethyl-N'-4-(6,8-dichloro-2-methyi-1,2,3 4-tetrahydro-isoquinolin-4-yl)- benzenesulfonylurea; 45) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-2- dimethylamino-acetamide; 46) 2,6-diamino N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl}-hexanamide; 47) N-[4-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrrole-3-carboxamide; 48) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-methyl- piperidine-4-carboxamide; 49) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1- methanesulfonyl-piperidine-4-carboxamide; 50) N-[4-(6,8-dichioro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1H- pyrazole-4-carboxamide; 51) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-2- methylamino-acetamide; 52) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-2- dimethylamino-acetamide; 53) 2-amino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- propionamide; 54) 2-amino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- butyramide;®55) 2,6-diamino-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)- phenyl]-hexanamide; 56) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-methyl- piperidine-4-carboxamide; 57) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- imidazole-4-carboxamide; 58) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1- methanesulfonyl-piperidine-4-carboxamide; 59) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3,5- dimethyl-1H-pyrazoie-4-carboxamide; 60) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1H- pyrazole-4-carboxamide; 61) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,1- dimethyl-urea; 62) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-methyi- piperazine-1-carboxamide; 63) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-piperidine- 1-carboxamide; 64) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- morpholine-4-carboxamide; 65) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- pyrrolidine-1-carboxamide; 66) 3-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yt)-phenyl}-1,1- diethyl-urea; 67) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahyd ro-isoquinolin-4-yl )-phenyl]-3-methyl- urea; 68) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-(2- dimethylamino-ethyl)-urea; 69) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- (tetrahydro-furan-3-yl)-urea; 70) 1-[3-(6,8-dichloro-2-methyi-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3- (tetrahydro-pyran-4-yl)-urea;71) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-methyl- 1-(1-methyl-piperidin-4-yl)-urea; 72) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-(3- dime thylamino-propyl)-1-methyl-urea; 73) 3-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1-(2- dimethylamino-ethyl)-1-methyl-urea; 74) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(3- dimethylamino-propyl)-urea; 75) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- methoxy-ethyl)-urea; 76) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-pyridin- 3-yl-urea; 77) 1-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-pyridin- 4-yl-urea; 78) N-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-methyl- piperazine-1-carboxamide; 79) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- urea; 80) 1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-(2- dimethylamino-ethyl)-urea; 81) N-[4-(6,8-dichioro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl]-4-methyil- piperazine-1-carboxamide; 82) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-methyl- urea; 83) 3-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}-1,1- dimethyl-urea; 84) 3-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,1- diethyl-urea; 85) 1-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- dimethylamino-ethyl)-urea; 86) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- morpholine-4-carboxamide;®87) N-[4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl}- formamide; 88) [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyl- amine; 89) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenylj- formamide; 90) [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)}-phenyl]-methyl- amine; 91) 1[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-1,3,3- trimethyl-urea; 92) 1[3-(6,8-dichioro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yi)-phenyl]-1,3- dimethyl-urea; 93) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- morpholine-4-carboxamide; 94) N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-methyi-4- methyl-piperazine-1-carboxamide; 95) 1[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]-3-(2- dimethylamino-ethyl)-1-methyl-urea; 96) 2-dimethylamino-ethyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl}-carbamate; 97) 2-dimethylamino-ethyl [4-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-carbamate; 98) 2-dimethylamino-ethyl [2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4- yl)-phenyl]-carbamate; 99) methyl [3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]- carbamate; 100) (R or S)-N-[3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-phenyl]}- methanesulfonamide; 101) (R or S)-1-[2-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yt)-phenyl]-3- ethyl-urea; 102) 1-[3-(6,8-dichloro-2-methyl-1,2,3 4-tetrahydro-isoquinolin-4-yl)-phenyl}-3-(2- hydroxy-ethyl)-urea;103) ethyl 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzoate; 104) 3-(6,8-dichloro-2-methyl-1,2,3,4-tetrahydro-isoquinolin-4-yl)-benzoic acid. and from the pharmaceutically acceptable salts thereof.12. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment or prophylaxis of disorders of respiratory drive.13. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment or prophylaxis of respiratory disorders, in particular sleep-related respiratory disorders such as sleep apneas.14. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment or prophylaxis of snoring.15. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment or prophylaxis of acute and chronic renal disorders, particularly of acute renal failure and of chronic renal failure.16. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment or prophylaxis of disorders of intestinal function.17. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment or prophylaxis of disorders of biliary function.18. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment or prophylaxis of ischemic states of the peripheral and central nervous system and of stroke.19. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment or prophylaxis of ischemic states of peripheral organs and limbs.20. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment of states of shock.21. The use of a compound | as claimed in claim 7 for producing a medicament for use in surgical operations and organ transplantations.22. The use of a compound | as claimed in claim 7 for producing a medicament for the preservation and storage of transplants for surgical procedures.23. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment of disorders in which cell proliferation represents a primary or secondary cause.24. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment or prophylaxis of disorders of lipid metabolism.25. The use of a compound | as claimed in claim 7 for producing a medicament for the treatment or prophylaxis of infestation by ectoparasites.26. A medicine comprising an effective amount of a compound | as claimed in claim 1.27. A compound as claimed in claim 1, substantially as herein described and exemplified and/or described with reference to the accompanying drawings.28. The use as claimed in claim 7, substantially as herein described and exemplified and/or described with reference to the accompanying drawings.29. A medicine as claimed in claim 26, substantially as herein described and exemplified and/or described with reference to the accompanying drawings. AMENDED SHEET
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10159714 | 2001-12-05 |
Publications (1)
Publication Number | Publication Date |
---|---|
ZA200403711B true ZA200403711B (en) | 2005-06-09 |
Family
ID=7708117
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ZA200403711A ZA200403711B (en) | 2001-12-05 | 2004-05-14 | Substituted 4-phenyltetrahydroisoquinolines, method for the production thereof, the use thereof as medicaments, in addition to a medicament containing same. |
Country Status (34)
Country | Link |
---|---|
EP (1) | EP1453810B1 (en) |
JP (1) | JP4510457B2 (en) |
KR (1) | KR20050044724A (en) |
CN (1) | CN100497314C (en) |
AR (1) | AR037620A1 (en) |
AT (1) | ATE425968T1 (en) |
AU (1) | AU2002356689B2 (en) |
BR (1) | BR0214753A (en) |
CA (1) | CA2469385A1 (en) |
CO (1) | CO5580748A2 (en) |
DE (1) | DE50213372D1 (en) |
DK (1) | DK1453810T3 (en) |
EC (1) | ECSP045138A (en) |
ES (1) | ES2324528T3 (en) |
HK (1) | HK1072597A1 (en) |
HR (1) | HRP20040507A2 (en) |
HU (1) | HUP0600854A2 (en) |
IL (1) | IL162316A0 (en) |
MA (1) | MA27147A1 (en) |
MX (1) | MXPA04005343A (en) |
MY (1) | MY157371A (en) |
NO (1) | NO326650B1 (en) |
NZ (1) | NZ533322A (en) |
OA (1) | OA12740A (en) |
PE (1) | PE20030726A1 (en) |
PL (1) | PL369313A1 (en) |
PT (1) | PT1453810E (en) |
RS (1) | RS48004A (en) |
RU (1) | RU2298003C2 (en) |
TN (1) | TNSN04100A1 (en) |
TW (1) | TWI281860B (en) |
UA (1) | UA77042C2 (en) |
WO (1) | WO2003048129A1 (en) |
ZA (1) | ZA200403711B (en) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE10312963A1 (en) * | 2003-03-24 | 2004-10-07 | Aventis Pharma Deutschland Gmbh | Substituted 4-phenyltetrahydroisoquinolines, process for their preparation, their use as medicament, and medicament containing them |
TW200526626A (en) | 2003-09-13 | 2005-08-16 | Astrazeneca Ab | Chemical compounds |
DE102004046492A1 (en) | 2004-09-23 | 2006-03-30 | Sanofi-Aventis Deutschland Gmbh | Substituted 4-phenyltetrahydroisoquinolines, process for their preparation, their use as medicament, and medicament containing them |
US20060111393A1 (en) * | 2004-11-22 | 2006-05-25 | Molino Bruce F | 4-Phenyl substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine and serotonin |
DE102005001411A1 (en) * | 2005-01-12 | 2006-07-27 | Sanofi-Aventis Deutschland Gmbh | Substituted 4-phenyltetrahydroisoquinolines, process for their preparation, their use as medicament, and medicament containing them |
NZ561613A (en) | 2005-02-18 | 2010-12-24 | Astrazeneca Ab | Antibacterial piperidine derivatives |
US20080269214A1 (en) * | 2005-03-04 | 2008-10-30 | Astrazeneca Ab | Pyrrole Derivatives as Dna Gyrase and Topoisomerase Inhibitors |
DE102005044817A1 (en) | 2005-09-20 | 2007-03-22 | Sanofi-Aventis Deutschland Gmbh | Substituted 4-phenyltetrahydroisoquinolines, process for their preparation, their use as medicament, and medicament containing them |
DE102006012545A1 (en) * | 2006-03-18 | 2007-09-27 | Sanofi-Aventis | Substituted 2-amino-4-phenyl-dihydroquinolines, process for their preparation, their use as medicament, and medicament containing them |
MX345283B (en) * | 2008-12-31 | 2017-01-24 | Ardelyx Inc | Compounds and methods for inhibiting nhe-mediated antiport in the treatment of disorders associated with fluid retention or salt overload and gastrointestinal tract disorders. |
US10543207B2 (en) | 2008-12-31 | 2020-01-28 | Ardelyx, Inc. | Compounds and methods for inhibiting NHE-mediated antiport in the treatment of disorders associated with fluid retention or salt overload and gastrointestinal tract disorders |
WO2018129556A1 (en) * | 2017-01-09 | 2018-07-12 | Ardelyx, Inc. | Compounds and methods for inhibiting nhe-mediated antiport in the treatment of disorders associated with fluid retention or salt overload and gastrointestinal tract disorders |
KR20120034644A (en) | 2009-05-12 | 2012-04-12 | 알바니 몰레큘라 리써치, 인크. | Aryl, heteroaryl, and heterocycle substituted tetrahydroisoquinolines and use thereof |
JP6726964B2 (en) * | 2012-08-21 | 2020-07-22 | アーデリクス,インコーポレーテッド | Compounds and methods for inhibiting NHE-mediated reverse transport in the treatment of fluid retention or salt overload related diseases and gastrointestinal tract diseases |
KR20230132619A (en) | 2013-04-12 | 2023-09-15 | 알데릭스, 인코포레이티드 | Nhe3-binding compounds and methods for inhibiting phosphate transport |
CN103788084A (en) * | 2014-03-02 | 2014-05-14 | 湖南华腾制药有限公司 | Tetrahydroisoquinoline derivative and synthesis method thereof |
US9932331B2 (en) * | 2014-07-25 | 2018-04-03 | Taisho Pharmaceutical Co., Ltd. | Phenyl tetrahydroisoquinoline compound substituted with heteroaryl |
JP6903923B2 (en) * | 2016-01-22 | 2021-07-14 | 大正製薬株式会社 | A drug containing a phenyltetrahydroisoquinoline compound substituted with a heteroaryl as an active ingredient. |
JP7292207B2 (en) * | 2017-01-09 | 2023-06-16 | アルデリックス, インコーポレイテッド | Compounds Useful for Treating Gastrointestinal Disorders |
CA3049679A1 (en) | 2017-01-09 | 2018-07-12 | Ardelyx, Inc. | Inhibitors of nhe-mediated antiport |
CA3202573A1 (en) * | 2020-12-18 | 2022-06-23 | Shuchun GUO | Benzoheterocycle substituted tetrahydroisoquinoline compound |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE19951702A1 (en) * | 1999-10-27 | 2001-05-03 | Aventis Pharma Gmbh | Use of 2-amino-3,4-dihydroquinazolines for the manufacture of a medicament for the treatment or prophylaxis of diseases caused by ischemic conditions |
NZ519146A (en) * | 1999-11-03 | 2004-02-27 | Albany Molecular Res Inc | 4-phenyl-substituted tetrahydroisoquinolines and use thereof to block reuptake of norepinephrine, dopamine and serotonin |
RU2309953C2 (en) * | 1999-11-03 | 2007-11-10 | Эймр Текнолоджи, Инк. | Aryl- and heteroaryl-substituted tetrahydroisoquinolines, pharmaceutical composition and method for treatment based on thereof |
EP1113007A1 (en) * | 1999-12-24 | 2001-07-04 | Pfizer Inc. | Tetrahydroisoquinoline compounds as estrogen agonists/antagonists |
DE10019062A1 (en) * | 2000-04-18 | 2001-10-25 | Merck Patent Gmbh | Use of known and new 2-guanidino-4-aryl-quinazoline derivatives as NHE-3 inhibitors useful for the treatment of e.g. hypertension, thrombosis, cardiac ischemia, peripheral and CNS ischemia |
-
2002
- 2002-11-20 HU HU0600854A patent/HUP0600854A2/en unknown
- 2002-11-20 KR KR1020047008697A patent/KR20050044724A/en active IP Right Grant
- 2002-11-20 OA OA1200400166A patent/OA12740A/en unknown
- 2002-11-20 EP EP02804183A patent/EP1453810B1/en not_active Expired - Lifetime
- 2002-11-20 BR BR0214753-0A patent/BR0214753A/en not_active IP Right Cessation
- 2002-11-20 WO PCT/EP2002/012990 patent/WO2003048129A1/en active Application Filing
- 2002-11-20 CA CA002469385A patent/CA2469385A1/en not_active Abandoned
- 2002-11-20 NZ NZ533322A patent/NZ533322A/en unknown
- 2002-11-20 RU RU2004120295/04A patent/RU2298003C2/en not_active IP Right Cessation
- 2002-11-20 DE DE50213372T patent/DE50213372D1/en not_active Expired - Lifetime
- 2002-11-20 CN CNB028278879A patent/CN100497314C/en not_active Expired - Fee Related
- 2002-11-20 JP JP2003549321A patent/JP4510457B2/en not_active Expired - Fee Related
- 2002-11-20 AT AT02804183T patent/ATE425968T1/en not_active IP Right Cessation
- 2002-11-20 UA UA20040705310A patent/UA77042C2/en unknown
- 2002-11-20 MX MXPA04005343A patent/MXPA04005343A/en active IP Right Grant
- 2002-11-20 AU AU2002356689A patent/AU2002356689B2/en not_active Ceased
- 2002-11-20 PL PL02369313A patent/PL369313A1/en not_active Application Discontinuation
- 2002-11-20 ES ES02804183T patent/ES2324528T3/en not_active Expired - Lifetime
- 2002-11-20 RS YU48004A patent/RS48004A/en unknown
- 2002-11-20 PT PT02804183T patent/PT1453810E/en unknown
- 2002-11-20 DK DK02804183T patent/DK1453810T3/en active
- 2002-11-20 IL IL16231602A patent/IL162316A0/en unknown
- 2002-11-26 PE PE2002001138A patent/PE20030726A1/en not_active Application Discontinuation
- 2002-12-03 AR ARP020104667A patent/AR037620A1/en unknown
- 2002-12-03 TW TW091134977A patent/TWI281860B/en not_active IP Right Cessation
- 2002-12-04 MY MYPI20024565A patent/MY157371A/en unknown
-
2004
- 2004-05-14 ZA ZA200403711A patent/ZA200403711B/en unknown
- 2004-05-21 MA MA27693A patent/MA27147A1/en unknown
- 2004-05-25 NO NO20042158A patent/NO326650B1/en not_active IP Right Cessation
- 2004-06-03 CO CO04052088A patent/CO5580748A2/en not_active Application Discontinuation
- 2004-06-04 TN TNP2004000100A patent/TNSN04100A1/en unknown
- 2004-06-04 HR HR20040507A patent/HRP20040507A2/en not_active Application Discontinuation
- 2004-06-04 EC EC2004005138A patent/ECSP045138A/en unknown
-
2005
- 2005-06-22 HK HK05105174.2A patent/HK1072597A1/en not_active IP Right Cessation
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
ZA200403711B (en) | Substituted 4-phenyltetrahydroisoquinolines, method for the production thereof, the use thereof as medicaments, in addition to a medicament containing same. | |
RU2201927C2 (en) | Amidine compounds and pharmaceutical composition eliciting inhibitory effect on xa factor | |
RU2002125860A (en) | NEW CYCLIC AMIDE DERIVATIVES | |
JP6538266B2 (en) | 1,3,4-oxadiazole sulfamide derivative compounds as histone deacetylase 6 inhibitors and pharmaceutical compositions containing the same (1, 3, 4-Oxadiazole Sulfamide Derivatives Compounds as Histone Deacetylase 6 Inhibitor , And the Pharmaceutical Composition Composing the same) | |
RU2354653C2 (en) | 1-(2-aminobenzol)piperazine derivatives as glycin uptake inhibitors to be used for psychosis treatment | |
CA2465207C (en) | Pyrazole-amides and -sulfonamides | |
ES2612686T3 (en) | Quinoxaline derivatives | |
CA2643055A1 (en) | Tetralines antagonists of the h-3 receptor | |
AU2008272964A1 (en) | NMDA receptor antagonists for neuroprotection | |
CA2539479C (en) | Isoquinoline potassium channel inhibitors | |
CA2258247A1 (en) | Sulphonamide derivatives and their use in the treatment of cns disorders | |
CA2507027A1 (en) | Isoquinoline compounds and medicinal use thereof | |
RU2008141434A (en) | Pyrazoles as 11-Beta-HSD-1 | |
CA2908542A1 (en) | Novel compounds for selective histone deacetylase inhibitors, and pharmaceutical composition comprising the same | |
PT2516009E (en) | Substituted isoquinolinones and quinazolinones | |
JP2006500348A5 (en) | ||
RU2011127232A (en) | APOPTOSIS-INDUCING MEDICINES FOR TREATMENT OF CANCER AND IMMUNE AND AUTOIMMUNE DISEASES | |
WO2005105779A1 (en) | 3-heterocyclyl-4-phenyl-triazole derivatives as inhibitors of the vasopressin v1a receptor | |
JPS61282367A (en) | 2-thio or oxo-4-aryl or heterocyclo-1,5(2h)- pyrimidinedicarboxylic acid diesters, 3-acyl-5- pyrimidinecarboxylic acids and esters | |
MX2010012186A (en) | Nmda receptor antagonists for the treatment of neuropsychiatric disorders. | |
JP5485391B2 (en) | Dihydropyrimidone amides as P2X7 modulators | |
RS54629B1 (en) | Pyrrolidinones as metap2 inhibitors | |
NZ603724A (en) | Piperidine derivatives and their use for the treatment of metabolic disorders | |
AU2008240804A1 (en) | Pyrrolidine derivatives as dual NK1/NK3 receptor antagonists | |
JP2007535478A5 (en) |