JP2016523241A5 - - Google Patents

Info

Publication number

JP2016523241A5

JP2016523241A5 JP2016519683A JP2016519683A JP2016523241A5 JP 2016523241 A5 JP2016523241 A5 JP 2016523241A5 JP 2016519683 A JP2016519683 A JP 2016519683A JP 2016519683 A JP2016519683 A JP 2016519683A JP 2016523241 A5 JP2016523241 A5 JP 2016523241A5

Authority

JP

Japan

Prior art keywords

optionally substituted

amino acid

formula

independently

polypeptide

Prior art date

2014-06-13

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.)

Pending

Links

• Espacenet
• Global Dossier
• Discuss

• 150000001413 amino acids Chemical class 0.000 claims 143
• 229920001184 polypeptide Polymers 0.000 claims 57
• 102000004196 processed proteins & peptides Human genes 0.000 claims 57
• 108090000765 processed proteins & peptides Proteins 0.000 claims 57
• NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical class N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims 32
• 229910052739 hydrogen Inorganic materials 0.000 claims 28
• 239000001257 hydrogen Substances 0.000 claims 28
• 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 28
• 102000004877 Insulin Human genes 0.000 claims 25
• 108090001061 Insulin Proteins 0.000 claims 25
• 125000002947 alkylene group Chemical group 0.000 claims 24
• 125000002252 acyl group Chemical group 0.000 claims 23
• 125000004122 cyclic group Chemical group 0.000 claims 22
• 125000001072 heteroaryl group Chemical group 0.000 claims 22
• 125000002015 acyclic group Chemical group 0.000 claims 18
• 125000001931 aliphatic group Chemical group 0.000 claims 16
• 125000003275 alpha amino acid group Chemical group 0.000 claims 15
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 14
• 125000005647 linker group Chemical group 0.000 claims 13
• 125000006239 protecting group Chemical group 0.000 claims 13
• 125000000217 alkyl group Chemical group 0.000 claims 12
• 125000003118 aryl group Chemical group 0.000 claims 12
• 150000003839 salts Chemical class 0.000 claims 12
• 229940125396 insulin Drugs 0.000 claims 11
• 239000004026 insulin derivative Substances 0.000 claims 10
• 125000004093 cyano group Chemical class *C#N 0.000 claims 9
• 229910052736 halogen Inorganic materials 0.000 claims 9
• 230000008878 coupling Effects 0.000 claims 8
• 238000010168 coupling process Methods 0.000 claims 8
• 238000005859 coupling reaction Methods 0.000 claims 8
• 125000004474 heteroalkylene group Chemical group 0.000 claims 8
• 125000000623 heterocyclic group Chemical group 0.000 claims 8
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 8
• 239000011347 resin Chemical group 0.000 claims 8
• 229920005989 resin Chemical group 0.000 claims 8
• 125000003396 thiol group Chemical class [H]S* 0.000 claims 8
• 102000003746 Insulin Receptor Human genes 0.000 claims 6
• 108010001127 Insulin Receptor Proteins 0.000 claims 6
• ICCBZGUDUOMNOF-UHFFFAOYSA-N azidoamine Chemical class NN=[N+]=[N-] ICCBZGUDUOMNOF-UHFFFAOYSA-N 0.000 claims 6
• 125000004452 carbocyclyl group Chemical group 0.000 claims 6
• 125000004404 heteroalkyl group Chemical group 0.000 claims 6
• 125000000449 nitro group Chemical class [O-][N+](*)=O 0.000 claims 6
• 125000005017 substituted alkenyl group Chemical group 0.000 claims 6
• 125000000547 substituted alkyl group Chemical group 0.000 claims 6
• 125000004426 substituted alkynyl group Chemical group 0.000 claims 6
• 150000002367 halogens Chemical class 0.000 claims 5
• 125000005842 heteroatom Chemical group 0.000 claims 5
• 238000000034 method Methods 0.000 claims 5
• 125000001429 N-terminal alpha-amino-acid group Chemical group 0.000 claims 4
• 125000000732 arylene group Chemical group 0.000 claims 4
• 125000005549 heteroarylene group Chemical group 0.000 claims 4
• -1 isocyano Halogen Chemical class 0.000 claims 4
• 239000002243 precursor Substances 0.000 claims 4
• 125000003107 substituted aryl group Chemical group 0.000 claims 4
• 125000001433 C-terminal amino-acid group Chemical group 0.000 claims 3
• 239000003054 catalyst Substances 0.000 claims 3
• 125000006569 (C5-C6) heterocyclic group Chemical group 0.000 claims 2
• 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 2
• 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 2
• KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims 2
• 125000004450 alkenylene group Chemical group 0.000 claims 2
• 125000004419 alkynylene group Chemical group 0.000 claims 2
• 210000004899 c-terminal region Anatomy 0.000 claims 2
• 125000002462 isocyano group Chemical class *[N+]#[C-] 0.000 claims 2
• GOJUJUVQIVIZAV-UHFFFAOYSA-N 2-amino-4,6-dichloropyrimidine-5-carbaldehyde Chemical group NC1=NC(Cl)=C(C=O)C(Cl)=N1 GOJUJUVQIVIZAV-UHFFFAOYSA-N 0.000 claims 1
• WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
• 101000976075 Homo sapiens Insulin Proteins 0.000 claims 1
• KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 claims 1
• 239000002253 acid Substances 0.000 claims 1
• 230000003213 activating effect Effects 0.000 claims 1
• 239000008280 blood Substances 0.000 claims 1
• 210000004369 blood Anatomy 0.000 claims 1
• 230000003197 catalytic effect Effects 0.000 claims 1
• 239000003795 chemical substances by application Substances 0.000 claims 1
• 206010012601 diabetes mellitus Diseases 0.000 claims 1
• 239000002552 dosage form Substances 0.000 claims 1
• 230000000694 effects Effects 0.000 claims 1
• 239000008103 glucose Substances 0.000 claims 1
• PBGKTOXHQIOBKM-FHFVDXKLSA-N insulin (human) Chemical compound C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H]1CSSC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](CO)C(=O)N[C@H](C(=O)N[C@H](C(N[C@@H](CO)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=3C=CC(O)=CC=3)C(=O)N[C@@H](CSSC[C@H](NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3C=CC(O)=CC=3)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=3NC=NC=3)NC(=O)[C@H](CO)NC(=O)CNC1=O)C(=O)NCC(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)C(=O)N[C@@H](CC(N)=O)C(O)=O)=O)CSSC[C@@H](C(N2)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](NC(=O)CN)[C@@H](C)CC)[C@@H](C)CC)[C@@H](C)O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC(=O)[C@@H](N)CC=1C=CC=CC=1)C(C)C)C1=CN=CN1 PBGKTOXHQIOBKM-FHFVDXKLSA-N 0.000 claims 1
• 229910052763 palladium Inorganic materials 0.000 claims 1
• 239000008194 pharmaceutical composition Substances 0.000 claims 1
• 229910052707 ruthenium Inorganic materials 0.000 claims 1