RU2717558C2 - Производные бороновой кислоты - Google Patents

Info

Publication number

RU2717558C2

RU2717558C2 RU2017115192A RU2017115192A RU2717558C2 RU 2717558 C2 RU2717558 C2 RU 2717558C2 RU 2017115192 A RU2017115192 A RU 2017115192A RU 2017115192 A RU2017115192 A RU 2017115192A RU 2717558 C2 RU2717558 C2 RU 2717558C2

Authority

RU

Russia

Prior art keywords

amino

ethyl

boronic acid

acetyl

prop

Prior art date

2014-10-01

Links

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• 150000001642 boronic acid derivatives Chemical class 0.000 title abstract description 4
• -1 monocyclic hydrocarbon Chemical class 0.000 claims abstract description 505
• 150000001875 compounds Chemical class 0.000 claims abstract description 419
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 63
• 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims abstract description 32
• 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 31
• 238000000034 method Methods 0.000 claims abstract description 29
• 125000000623 heterocyclic group Chemical group 0.000 claims abstract description 24
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 22
• 125000003118 aryl group Chemical group 0.000 claims abstract description 22
• 230000000694 effects Effects 0.000 claims abstract description 22
• 229910052760 oxygen Inorganic materials 0.000 claims abstract description 22
• 239000008194 pharmaceutical composition Substances 0.000 claims abstract description 20
• 101001136986 Homo sapiens Proteasome subunit beta type-8 Proteins 0.000 claims abstract description 17
• 102100035760 Proteasome subunit beta type-8 Human genes 0.000 claims abstract description 17
• 229930195733 hydrocarbon Natural products 0.000 claims abstract description 17
• 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 16
• 150000001408 amides Chemical class 0.000 claims abstract description 12
• 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 9
• 125000004434 sulfur atom Chemical group 0.000 claims abstract description 9
• 150000002430 hydrocarbons Chemical class 0.000 claims abstract description 7
• 125000000565 sulfonamide group Chemical group 0.000 claims abstract description 7
• 125000002950 monocyclic group Chemical group 0.000 claims abstract description 5
• 125000002619 bicyclic group Chemical group 0.000 claims abstract description 4
• 239000000203 mixture Substances 0.000 claims description 118
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 101
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 68
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 61
• 125000001424 substituent group Chemical group 0.000 claims description 49
• ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 claims description 41
• 229910052739 hydrogen Inorganic materials 0.000 claims description 39
• 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 39
• 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 30
• 229910052799 carbon Inorganic materials 0.000 claims description 27
• 125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 claims description 26
• 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 25
• 125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 claims description 19
• 239000003814 drug Substances 0.000 claims description 18
• 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 claims description 17
• 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 claims description 17
• 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 16
• 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 15
• 229940079593 drug Drugs 0.000 claims description 15
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 15
• 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 14
• 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 claims description 14
• 125000000217 alkyl group Chemical group 0.000 claims description 13
• 125000004429 atom Chemical group 0.000 claims description 13
• 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 12
• XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 claims description 12
• 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 12
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• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 10
• 230000005856 abnormality Effects 0.000 claims description 9
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• 230000007365 immunoregulation Effects 0.000 claims description 9
• 230000005764 inhibitory process Effects 0.000 claims description 9
• 230000002489 hematologic effect Effects 0.000 claims description 8
• 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims description 7
• 206010039073 rheumatoid arthritis Diseases 0.000 claims description 7
• 125000005620 boronic acid group Chemical class 0.000 claims description 6
• 201000010099 disease Diseases 0.000 claims description 6
• 201000006417 multiple sclerosis Diseases 0.000 claims description 6
• 239000000546 pharmaceutical excipient Substances 0.000 claims description 6
• 208000022559 Inflammatory bowel disease Diseases 0.000 claims description 5
• 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 claims description 5
• 239000003937 drug carrier Substances 0.000 claims description 5
• 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims description 4
• 201000001320 Atherosclerosis Diseases 0.000 claims description 4
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• 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
• 230000002265 prevention Effects 0.000 claims description 4
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