HUP0402508A2 - 1,2,3,4-Tetrahidro-izokinolin-származékok mint urotenzin II receptor antagonisták és a vegyületeket tartalmazó gyógyszerkészítmények - Google Patents

Info

Publication number

HUP0402508A2

HUP0402508A2 HU0402508A HUP0402508A HUP0402508A2 HU P0402508 A2 HUP0402508 A2 HU P0402508A2 HU 0402508 A HU0402508 A HU 0402508A HU P0402508 A HUP0402508 A HU P0402508A HU P0402508 A2 HUP0402508 A2 HU P0402508A2

Authority

HU

Hungary

Prior art keywords

ethyl

dihydro

dimethoxy

urea

isoquinolin

Prior art date

2001-03-27

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• 150000001875 compounds Chemical class 0.000 title claims abstract description 168
• 108050002984 Urotensin II receptors Proteins 0.000 title claims description 10
• 102000012327 Urotensin II receptors Human genes 0.000 title claims description 10
• UWYZHKAOTLEWKK-UHFFFAOYSA-N 1,2,3,4-tetrahydroisoquinoline Chemical class C1=CC=C2CNCCC2=C1 UWYZHKAOTLEWKK-UHFFFAOYSA-N 0.000 title claims description 8
• 239000002464 receptor antagonist Substances 0.000 title claims 2
• 229940044551 receptor antagonist Drugs 0.000 title claims 2
• 239000000825 pharmaceutical preparation Substances 0.000 title 1
• 239000000203 mixture Substances 0.000 claims abstract description 58
• -1 [1,8]naphthyridin-4-yl group Chemical group 0.000 claims abstract description 43
• 125000000217 alkyl group Chemical group 0.000 claims abstract description 38
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 18
• 125000003545 alkoxy group Chemical group 0.000 claims abstract description 17
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 16
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 14
• 150000003839 salts Chemical class 0.000 claims abstract description 13
• RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims abstract description 12
• 125000004093 cyano group Chemical group *C#N 0.000 claims abstract description 12
• 229910052736 halogen Inorganic materials 0.000 claims abstract description 12
• 150000002367 halogens Chemical group 0.000 claims abstract description 12
• 125000003118 aryl group Chemical group 0.000 claims abstract description 9
• 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 7
• 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 7
• 125000001424 substituent group Chemical group 0.000 claims abstract description 7
• NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims abstract description 6
• 125000003710 aryl alkyl group Chemical group 0.000 claims abstract description 6
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• 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 5
• 125000004549 quinolin-4-yl group Chemical group N1=CC=C(C2=CC=CC=C12)* 0.000 claims abstract description 5
• 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims abstract description 4
• 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims abstract description 4
• 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims abstract description 4
• YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims abstract description 3
• 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 3
• 125000005504 styryl group Chemical group 0.000 claims abstract description 3
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• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 12
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• QUFCEURLAKMOKZ-UHFFFAOYSA-N 1-[2-[1-[(2,5-dimethoxyphenyl)methyl]-5,8-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound COC1=CC=C(OC)C(CC2C3=C(OC)C=CC(OC)=C3CCN2CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)=C1 QUFCEURLAKMOKZ-UHFFFAOYSA-N 0.000 claims description 3
• IHPGIUGQRMJAMJ-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(2-pyrrolidin-1-ylpyridin-4-yl)urea Chemical compound C=1C=C(F)C=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC(C=1)=CC=NC=1N1CCCC1 IHPGIUGQRMJAMJ-UHFFFAOYSA-N 0.000 claims description 3
• NZJLTTPPHKWCCD-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-(7-methyl-1,8-naphthyridin-4-yl)urea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=C(C)N=C3N=CC=2)C1CC1=CC=C(F)C=C1 NZJLTTPPHKWCCD-UHFFFAOYSA-N 0.000 claims description 3
• ZUIMCAJQNYQHEC-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-[2-(n-methylanilino)pyridin-4-yl]urea Chemical compound C=1C=C(F)C=CC=1CC1C=2C=C(OC)C(OC)=CC=2CCN1CCNC(=O)NC(C=1)=CC=NC=1N(C)C1=CC=CC=C1 ZUIMCAJQNYQHEC-UHFFFAOYSA-N 0.000 claims description 3
• QDBTYGGDJBGFRP-UHFFFAOYSA-N 1-[2-[1-[(4-fluorophenyl)methyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl]ethyl]-3-quinolin-4-ylurea Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCNC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CC1=CC=C(F)C=C1 QDBTYGGDJBGFRP-UHFFFAOYSA-N 0.000 claims description 3
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• RYSGWIMZBGXPRI-UHFFFAOYSA-N 2-(1-benzyl-6,7-dimethoxy-3,4-dihydro-1h-isoquinolin-2-yl)ethyl n-quinolin-4-ylcarbamate Chemical compound C1=2C=C(OC)C(OC)=CC=2CCN(CCOC(=O)NC=2C3=CC=CC=C3N=CC=2)C1CC1=CC=CC=C1 RYSGWIMZBGXPRI-UHFFFAOYSA-N 0.000 claims description 3
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