HRP20050535A2 - C-6 modified indazolylpyrrolotriazines - Google Patents

Info

Publication number

HRP20050535A2

HRP20050535A2 HR20050535A HRP20050535A HRP20050535A2 HR P20050535 A2 HRP20050535 A2 HR P20050535A2 HR 20050535 A HR20050535 A HR 20050535A HR P20050535 A HRP20050535 A HR P20050535A HR P20050535 A2 HRP20050535 A2 HR P20050535A2

Authority

HR

Croatia

Prior art keywords

indazol

pyrrolo

ethyl

amino

methyl

Prior art date

2002-12-13

Links

• Espacenet
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• -1 C-6 modified indazolylpyrrolotriazines Chemical class 0.000 title claims description 182
• 150000001875 compounds Chemical class 0.000 claims description 99
• 239000000203 mixture Substances 0.000 claims description 70
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 63
• 238000000034 method Methods 0.000 claims description 44
• 125000000623 heterocyclic group Chemical group 0.000 claims description 39
• 238000011282 treatment Methods 0.000 claims description 30
• 125000000217 alkyl group Chemical group 0.000 claims description 28
• 102000001301 EGF receptor Human genes 0.000 claims description 27
• 125000003118 aryl group Chemical group 0.000 claims description 27
• 206010028980 Neoplasm Diseases 0.000 claims description 25
• 101001012157 Homo sapiens Receptor tyrosine-protein kinase erbB-2 Proteins 0.000 claims description 24
• 102100030086 Receptor tyrosine-protein kinase erbB-2 Human genes 0.000 claims description 24
• 101100067974 Arabidopsis thaliana POP2 gene Proteins 0.000 claims description 23
• 101100118549 Homo sapiens EGFR gene Proteins 0.000 claims description 23
• 101100123851 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) HER1 gene Proteins 0.000 claims description 23
• 150000002148 esters Chemical class 0.000 claims description 22
• 150000003839 salts Chemical class 0.000 claims description 20
• LUJZZYWHBDHDQX-QFIPXVFZSA-N [(3s)-morpholin-3-yl]methyl n-[4-[[1-[(3-fluorophenyl)methyl]indazol-5-yl]amino]-5-methylpyrrolo[2,1-f][1,2,4]triazin-6-yl]carbamate Chemical compound C=1N2N=CN=C(NC=3C=C4C=NN(CC=5C=C(F)C=CC=5)C4=CC=3)C2=C(C)C=1NC(=O)OC[C@@H]1COCCN1 LUJZZYWHBDHDQX-QFIPXVFZSA-N 0.000 claims description 18
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 17
• 125000003107 substituted aryl group Chemical group 0.000 claims description 17
• 230000000694 effects Effects 0.000 claims description 16
• KGRPHHFLPMPUBB-UHFFFAOYSA-N pyrrolo[2,1-f][1,2,4]triazine Chemical compound C1=NC=NN2C=CC=C21 KGRPHHFLPMPUBB-UHFFFAOYSA-N 0.000 claims description 16
• 102100029981 Receptor tyrosine-protein kinase erbB-4 Human genes 0.000 claims description 15
• 101710100963 Receptor tyrosine-protein kinase erbB-4 Proteins 0.000 claims description 15
• 201000010099 disease Diseases 0.000 claims description 15
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 14
• 239000003112 inhibitor Substances 0.000 claims description 14
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
• 125000000547 substituted alkyl group Chemical group 0.000 claims description 12
• 102000009465 Growth Factor Receptors Human genes 0.000 claims description 11
• 108010009202 Growth Factor Receptors Proteins 0.000 claims description 11
• RWBNXBDPXWBVLQ-UHFFFAOYSA-N [4-[(1-benzylindazol-5-yl)amino]-5-ethylpyrrolo[2,1-f][1,2,4]triazin-6-yl]carbamic acid Chemical compound C12=C(CC)C(NC(O)=O)=CN2N=CN=C1NC(C=C1C=N2)=CC=C1N2CC1=CC=CC=C1 RWBNXBDPXWBVLQ-UHFFFAOYSA-N 0.000 claims description 11
• 239000002246 antineoplastic agent Substances 0.000 claims description 11
• 230000000259 anti-tumor effect Effects 0.000 claims description 10
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• 239000001257 hydrogen Substances 0.000 claims description 9
• 229910052739 hydrogen Inorganic materials 0.000 claims description 9
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• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 8
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• KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 claims description 6
• NWIBSHFKIJFRCO-WUDYKRTCSA-N Mytomycin Chemical compound C1N2C(C(C(C)=C(N)C3=O)=O)=C3[C@@H](COC(N)=O)[C@@]2(OC)[C@@H]2[C@H]1N2 NWIBSHFKIJFRCO-WUDYKRTCSA-N 0.000 claims description 6
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• 125000000753 cycloalkyl group Chemical group 0.000 claims description 6
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
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• 150000004702 methyl esters Chemical class 0.000 claims description 6
• 230000002062 proliferating effect Effects 0.000 claims description 6
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• 229910052799 carbon Inorganic materials 0.000 claims description 5
• 125000000524 functional group Chemical group 0.000 claims description 5
• 230000008054 signal transmission Effects 0.000 claims description 5
• 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 5
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• DQLATGHUWYMOKM-UHFFFAOYSA-L cisplatin Chemical compound N[Pt](N)(Cl)Cl DQLATGHUWYMOKM-UHFFFAOYSA-L 0.000 claims description 4
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• GCFAUZGWPDYAJN-UHFFFAOYSA-N cyclohexyl 3-phenylprop-2-enoate Chemical compound C=1C=CC=CC=1C=CC(=O)OC1CCCCC1 GCFAUZGWPDYAJN-UHFFFAOYSA-N 0.000 claims description 4
• 229910052760 oxygen Inorganic materials 0.000 claims description 4
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