JP2020122016A5 - - Google Patents

Info

Publication number

JP2020122016A5

JP2020122016A5 JP2020086709A JP2020086709A JP2020122016A5 JP 2020122016 A5 JP2020122016 A5 JP 2020122016A5 JP 2020086709 A JP2020086709 A JP 2020086709A JP 2020086709 A JP2020086709 A JP 2020086709A JP 2020122016 A5 JP2020122016 A5 JP 2020122016A5

Authority

JP

Japan

Prior art keywords

independently

alkyl

cycloalkyl

compound

phenyl

Prior art date

2020-05-18

Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)

Granted

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• 229910052739 hydrogen Inorganic materials 0.000 claims description 46
• 150000001875 compounds Chemical class 0.000 claims description 45
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 27
• 229910052799 carbon Inorganic materials 0.000 claims description 26
• IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 22
• YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 22
• GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 22
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 21
• 229910052760 oxygen Inorganic materials 0.000 claims description 20
• 229910052717 sulfur Inorganic materials 0.000 claims description 20
• 125000000217 alkyl group Chemical group 0.000 claims description 16
• 229910052757 nitrogen Inorganic materials 0.000 claims description 15
• 150000003839 salts Chemical class 0.000 claims description 12
• 239000012453 solvate Substances 0.000 claims description 12
• 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims description 11
• BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 claims description 11
• 150000003852 triazoles Chemical class 0.000 claims description 11
• 208000015181 infectious disease Diseases 0.000 claims description 8
• 230000000813 microbial effect Effects 0.000 claims description 8
• QWENRTYMTSOGBR-UHFFFAOYSA-N 1H-1,2,3-Triazole Chemical compound C=1C=NNN=1 QWENRTYMTSOGBR-UHFFFAOYSA-N 0.000 claims description 6
• YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 6
• YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 6
• 239000008194 pharmaceutical composition Substances 0.000 claims description 6
• NSPMIYGKQJPBQR-UHFFFAOYSA-N 4H-1,2,4-triazole Chemical compound C=1N=CNN=1 NSPMIYGKQJPBQR-UHFFFAOYSA-N 0.000 claims description 3
• 241000187479 Mycobacterium tuberculosis Species 0.000 claims description 3
• 239000000654 additive Substances 0.000 claims description 3
• 230000002924 anti-infective effect Effects 0.000 claims description 3
• 239000003795 chemical substances by application Substances 0.000 claims description 3
• 239000003937 drug carrier Substances 0.000 claims description 3
• 229930192474 thiophene Natural products 0.000 claims description 3
• 125000003545 alkoxy group Chemical group 0.000 claims 2
• 239000000203 mixture Substances 0.000 claims 2
• LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
• 125000001072 heteroaryl group Chemical group 0.000 description 18
• 125000003118 aryl group Chemical group 0.000 description 12
• 125000005843 halogen group Chemical group 0.000 description 10
• 125000000623 heterocyclic group Chemical group 0.000 description 10
• 0 CCCCCCCNc(c(C)c1)c(C=*)cc1N(CC(C*)O1)C1=O Chemical compound CCCCCCCNc(c(C)c1)c(C=*)cc1N(CC(C*)O1)C1=O 0.000 description 8
• 125000002887 hydroxy group Chemical group [H]O* 0.000 description 8
• -1 C 1 to C 6 alkoxy Chemical group 0.000 description 6
• 238000000034 method Methods 0.000 description 4
• QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 4
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 description 2
• 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 description 2
• 125000005842 heteroatom Chemical group 0.000 description 2
• 230000002265 prevention Effects 0.000 description 2