TW202110834A - 作為ＤＮＡ聚合酶θ抑制劑之噻二唑基衍生物 - Google Patents

Info

Publication number

TW202110834A

TW202110834A TW109118207A TW109118207A TW202110834A TW 202110834 A TW202110834 A TW 202110834A TW 109118207 A TW109118207 A TW 109118207A TW 109118207 A TW109118207 A TW 109118207A TW 202110834 A TW202110834 A TW 202110834A

Authority

TW

Taiwan

Prior art keywords

pharmaceutically acceptable

acceptable salt

thiadiazol

oxy

group

Prior art date

2019-05-31

Links

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• Global Dossier
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• 102100029766 DNA polymerase theta Human genes 0.000 title abstract description 5
• 125000001113 thiadiazolyl group Chemical group 0.000 title abstract description 5
• 108010093204 DNA polymerase theta Proteins 0.000 title abstract description 4
• 239000003112 inhibitor Substances 0.000 title description 9
• 150000001875 compounds Chemical class 0.000 claims abstract description 319
• 238000000034 method Methods 0.000 claims abstract description 149
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• 201000011510 cancer Diseases 0.000 claims abstract description 33
• 230000006801 homologous recombination Effects 0.000 claims abstract description 32
• 238000002744 homologous recombination Methods 0.000 claims abstract description 32
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 32
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 31
• 201000010099 disease Diseases 0.000 claims abstract description 26
• 230000002950 deficient Effects 0.000 claims abstract description 15
• -1 hydroxy, cyano, cyanomethyl Chemical group 0.000 claims description 292
• 150000003839 salts Chemical class 0.000 claims description 155
• 230000002829 reductive effect Effects 0.000 claims description 154
• 125000000217 alkyl group Chemical group 0.000 claims description 108
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 107
• 229910052739 hydrogen Inorganic materials 0.000 claims description 97
• 239000001257 hydrogen Substances 0.000 claims description 97
• 125000001188 haloalkyl group Chemical group 0.000 claims description 64
• 125000003545 alkoxy group Chemical group 0.000 claims description 63
• 229910052736 halogen Inorganic materials 0.000 claims description 60
• 150000002367 halogens Chemical class 0.000 claims description 59
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 56
• 229910052757 nitrogen Inorganic materials 0.000 claims description 55
• 125000001072 heteroaryl group Chemical group 0.000 claims description 53
• 125000004438 haloalkoxy group Chemical group 0.000 claims description 51
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 44
• 125000000623 heterocyclic group Chemical group 0.000 claims description 43
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 40
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 35
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 34
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 32
• 229910052731 fluorine Inorganic materials 0.000 claims description 30
• 239000011737 fluorine Chemical group 0.000 claims description 30
• PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 28
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 27
• 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims description 26
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• 238000011282 treatment Methods 0.000 claims description 24
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• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 20
• 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 20
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• 125000004458 methylaminocarbonyl group Chemical group [H]N(C(*)=O)C([H])([H])[H] 0.000 claims description 13
• 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 claims description 13
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• 125000001424 substituent group Chemical group 0.000 claims description 13
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• 125000002618 bicyclic heterocycle group Chemical group 0.000 claims description 8
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• 230000002018 overexpression Effects 0.000 claims description 4
• 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 4
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• UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Chemical group COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 3
• 125000000168 pyrrolyl group Chemical group 0.000 claims description 3
• 201000011549 stomach cancer Diseases 0.000 claims description 3
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims description 2
• 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 claims description 2
• 125000004801 4-cyanophenyl group Chemical group [H]C1=C([H])C(C#N)=C([H])C([H])=C1* 0.000 claims description 2
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• NPFOVYIRNGGCEA-UHFFFAOYSA-N COBrO Chemical compound COBrO NPFOVYIRNGGCEA-UHFFFAOYSA-N 0.000 claims description 2
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