TWI433849B - 作為trk激酶抑制劑之經取代之咪唑并〔1,2b〕嗒化合物 - Google Patents
作為trk激酶抑制劑之經取代之咪唑并〔1,2b〕嗒化合物 Download PDFInfo
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- TWI433849B TWI433849B TW98132033A TW98132033A TWI433849B TW I433849 B TWI433849 B TW I433849B TW 98132033 A TW98132033 A TW 98132033A TW 98132033 A TW98132033 A TW 98132033A TW I433849 B TWI433849 B TW I433849B
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- Prior art keywords
- alkyl
- difluorophenyl
- imidazo
- pyrrolidin
- compound
- Prior art date
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- SIKJAQJRHWYJAI-UHFFFAOYSA-N benzopyrrole Natural products C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 title claims description 295
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 title claims description 148
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 title claims description 148
- -1 indole compound Chemical class 0.000 title claims description 52
- 229940096912 Trk tyrosine kinase inhibitor Drugs 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims description 186
- 150000001875 compounds Chemical class 0.000 claims description 133
- 125000001424 substituent group Chemical group 0.000 claims description 61
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 43
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- 238000000034 method Methods 0.000 claims description 36
- 238000011282 treatment Methods 0.000 claims description 35
- 125000003545 alkoxy group Chemical group 0.000 claims description 32
- 125000000623 heterocyclic group Chemical group 0.000 claims description 31
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 26
- 229910052757 nitrogen Inorganic materials 0.000 claims description 26
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- 150000003839 salts Chemical class 0.000 claims description 24
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- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 21
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- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 18
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 16
- 125000005843 halogen group Chemical group 0.000 claims description 14
- FQFILJKFZCVHNH-UHFFFAOYSA-N tert-butyl n-[3-[(5-bromo-2-chloropyrimidin-4-yl)amino]propyl]carbamate Chemical compound CC(C)(C)OC(=O)NCCCNC1=NC(Cl)=NC=C1Br FQFILJKFZCVHNH-UHFFFAOYSA-N 0.000 claims description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims description 13
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