BRPI0611613A2 - tetraidroquinolinas substituìdas - Google Patents

Info

Publication number

BRPI0611613A2

BRPI0611613A2 BRPI0611613-2A BRPI0611613A BRPI0611613A2 BR PI0611613 A2 BRPI0611613 A2 BR PI0611613A2 BR PI0611613 A BRPI0611613 A BR PI0611613A BR PI0611613 A2 BRPI0611613 A2 BR PI0611613A2

Authority

BR

Brazil

Prior art keywords

formula

denotes

aryl

original document

document page

Prior art date

2005-06-13

Links

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• 150000003530 tetrahydroquinolines Chemical class 0.000 title 1
• 150000001875 compounds Chemical class 0.000 claims abstract description 156
• 206010028980 Neoplasm Diseases 0.000 claims abstract description 32
• 238000011282 treatment Methods 0.000 claims abstract description 23
• -1 OH1 halogen Chemical class 0.000 claims description 125
• 150000003839 salts Chemical class 0.000 claims description 56
• 239000000203 mixture Substances 0.000 claims description 51
• 238000000034 method Methods 0.000 claims description 23
• 239000003814 drug Substances 0.000 claims description 22
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 21
• 239000002253 acid Substances 0.000 claims description 19
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 19
• 239000012453 solvate Substances 0.000 claims description 18
• XDRYMKDFEDOLFX-UHFFFAOYSA-N pentamidine Chemical compound C1=CC(C(=N)N)=CC=C1OCCCCCOC1=CC=C(C(N)=N)C=C1 XDRYMKDFEDOLFX-UHFFFAOYSA-N 0.000 claims description 17
• DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 claims description 14
• 201000010099 disease Diseases 0.000 claims description 14
• 238000006243 chemical reaction Methods 0.000 claims description 12
• 229960004448 pentamidine Drugs 0.000 claims description 12
• 238000002360 preparation method Methods 0.000 claims description 11
• 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims description 11
• 125000000217 alkyl group Chemical group 0.000 claims description 10
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
• 125000001072 heteroaryl group Chemical group 0.000 claims description 10
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 10
• 230000008569 process Effects 0.000 claims description 10
• 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 10
• 230000001028 anti-proliverative effect Effects 0.000 claims description 9
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• 239000003795 chemical substances by application Substances 0.000 claims description 9
• 229910052757 nitrogen Inorganic materials 0.000 claims description 9
• 108090000623 proteins and genes Proteins 0.000 claims description 9
• JCXJVPUVTGWSNB-UHFFFAOYSA-N Nitrogen dioxide Chemical compound O=[N]=O JCXJVPUVTGWSNB-UHFFFAOYSA-N 0.000 claims description 8
• 125000003118 aryl group Chemical group 0.000 claims description 8
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• AHZJKOKFZJYCLG-UHFFFAOYSA-K trifluoromethanesulfonate;ytterbium(3+) Chemical compound [Yb+3].[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F.[O-]S(=O)(=O)C(F)(F)F AHZJKOKFZJYCLG-UHFFFAOYSA-K 0.000 claims description 7
• 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims description 7
• 229910052739 hydrogen Inorganic materials 0.000 claims description 6
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
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• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 6
• HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims description 5
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
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• 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims description 3
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• BYEAHWXPCBROCE-UHFFFAOYSA-N 1,1,1,3,3,3-hexafluoropropan-2-ol Chemical compound FC(F)(F)C(O)C(F)(F)F BYEAHWXPCBROCE-UHFFFAOYSA-N 0.000 claims description 2
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• 230000012010 growth Effects 0.000 claims description 2
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• 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 2
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• 125000001844 prenyl group Chemical group [H]C([*])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 2
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• 125000000714 pyrimidinyl group Chemical group 0.000 claims description 2
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• JHXKRIRFYBPWGE-UHFFFAOYSA-K bismuth chloride Chemical compound Cl[Bi](Cl)Cl JHXKRIRFYBPWGE-UHFFFAOYSA-K 0.000 claims 1
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