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 PDF

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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
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methyl
tetrahydro
dichloro
isoquinolin
phenyl
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ZA200403711A
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Armin Hofmeister
Uwe Heinelt
Hans-Jochen Lang
Klaus Wirth
Michael Gekle
Markus Bleich
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Aventis Pharma Gmbh
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Publication of ZA200403711B publication Critical patent/ZA200403711B/en

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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/12Heterocyclic 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
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/12Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • AHUMAN NECESSITIES
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/12Drugs for disorders of the urinary system of the kidneys
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00Drugs for disorders of the metabolism
    • A61P3/06Antihyperlipidemics
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00Antineoplastic agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P41/00Drugs used in surgical methods, e.g. surgery adjuvants for preventing adhesion or for vitreum substitution
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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    • AHUMAN NECESSITIES
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    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00Drugs for disorders of the cardiovascular system
    • A61P9/10Drugs 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D217/00Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/12Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
    • C07D217/18Aralkyl radicals
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/10Heterocyclic 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
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic 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
    • C07D405/02Heterocyclic 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
    • C07D405/12Heterocyclic 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
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D409/00Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/12Heterocyclic 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
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    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/02Heterocyclic 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
    • C07D417/12Heterocyclic 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
Description
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;
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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)

  1. ® Patent claims
    1. 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;
    ® ® oo
    35) 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;
    ® ® 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 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, 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 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;
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    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;
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    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;
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    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;
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    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; y
    198) 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;
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    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
ZA200403711A 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. ZA200403711B (en)

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