JP2020510705A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2020510705A5 JP2020510705A5 JP2020500002A JP2020500002A JP2020510705A5 JP 2020510705 A5 JP2020510705 A5 JP 2020510705A5 JP 2020500002 A JP2020500002 A JP 2020500002A JP 2020500002 A JP2020500002 A JP 2020500002A JP 2020510705 A5 JP2020510705 A5 JP 2020510705A5
- Authority
- JP
- Japan
- Prior art keywords
- biotin
- nanoparticles
- insulin
- therapeutic agent
- composition
- Prior art date
- 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
Links
- YBJHBAHKTGYVGT-ZKWXMUAHSA-N (+)-Biotin Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YBJHBAHKTGYVGT-ZKWXMUAHSA-N 0.000 claims description 86
- 239000000203 mixture Substances 0.000 claims description 79
- 239000002105 nanoparticle Substances 0.000 claims description 72
- 239000003814 drug Substances 0.000 claims description 61
- 229940124597 therapeutic agent Drugs 0.000 claims description 61
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound 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 description 60
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 claims description 52
- 239000011616 biotin Substances 0.000 claims description 39
- 235000020958 biotin Nutrition 0.000 claims description 39
- 229960002685 biotin Drugs 0.000 claims description 39
- 102000004877 Insulin Human genes 0.000 claims description 37
- 108090001061 Insulin Proteins 0.000 claims description 37
- 229940125396 insulin Drugs 0.000 claims description 29
- 238000000034 method Methods 0.000 claims description 29
- 239000012528 membrane Substances 0.000 claims description 28
- 229910019142 PO4 Inorganic materials 0.000 claims description 26
- 235000012000 cholesterol Nutrition 0.000 claims description 26
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 claims description 26
- 239000010452 phosphate Substances 0.000 claims description 26
- NRJAVPSFFCBXDT-HUESYALOSA-N 1,2-distearoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCCCC NRJAVPSFFCBXDT-HUESYALOSA-N 0.000 claims description 24
- 150000002632 lipids Chemical class 0.000 claims description 24
- IQGPMZRCLCCXAG-RUZDIDTESA-N 2-stearoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCCC(=O)O[C@H](CO)COP([O-])(=O)OCC[N+](C)(C)C IQGPMZRCLCCXAG-RUZDIDTESA-N 0.000 claims description 18
- 241000124008 Mammalia Species 0.000 claims description 18
- 239000003795 chemical substances by application Substances 0.000 claims description 18
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 claims description 18
- 102000005962 receptors Human genes 0.000 claims description 18
- 108020003175 receptors Proteins 0.000 claims description 18
- -1 2,3-diacetoxypropyl Chemical group 0.000 claims description 16
- 210000003494 hepatocyte Anatomy 0.000 claims description 16
- UXDBPOWEWOXJCE-DIPNUNPCSA-N 1,2-dihexadecyl-sn-glycero-3-phosphoethanolamine Chemical compound CCCCCCCCCCCCCCCCOC[C@H](COP(O)(=O)OCCN)OCCCCCCCCCCCCCCCC UXDBPOWEWOXJCE-DIPNUNPCSA-N 0.000 claims description 14
- 206010012601 diabetes mellitus Diseases 0.000 claims description 9
- 101000976075 Homo sapiens Insulin Proteins 0.000 claims description 8
- 108010057186 Insulin Glargine Proteins 0.000 claims description 8
- COCFEDIXXNGUNL-RFKWWTKHSA-N Insulin glargine 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)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(O)=O)C(=O)NCC(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 COCFEDIXXNGUNL-RFKWWTKHSA-N 0.000 claims description 8
- 201000010099 disease Diseases 0.000 claims description 8
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 8
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 claims description 8
- 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 description 8
- 229960002869 insulin glargine Drugs 0.000 claims description 8
- TWXDDNPPQUTEOV-FVGYRXGTSA-N methamphetamine hydrochloride Chemical compound Cl.CN[C@@H](C)CC1=CC=CC=C1 TWXDDNPPQUTEOV-FVGYRXGTSA-N 0.000 claims description 8
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 8
- QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 claims description 8
- ZJXZSIYSNXKHEA-UHFFFAOYSA-N ethyl dihydrogen phosphate Chemical compound CCOP(O)(O)=O ZJXZSIYSNXKHEA-UHFFFAOYSA-N 0.000 claims description 6
- IPWFJLQDVFKJDU-UHFFFAOYSA-N pentanamide Chemical compound CCCCC(N)=O IPWFJLQDVFKJDU-UHFFFAOYSA-N 0.000 claims description 6
- 239000003381 stabilizer Substances 0.000 claims description 6
- LVNGJLRDBYCPGB-LDLOPFEMSA-N (R)-1,2-distearoylphosphatidylethanolamine Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[NH3+])OC(=O)CCCCCCCCCCCCCCCCC LVNGJLRDBYCPGB-LDLOPFEMSA-N 0.000 claims description 4
- ALIFRMFPRBTNNH-WFXMLNOXSA-N 12-[5-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]dodecanoic acid Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)NCCCCCCCCCCCC(=O)O)SC[C@@H]21 ALIFRMFPRBTNNH-WFXMLNOXSA-N 0.000 claims description 4
- 125000004080 3-carboxypropanoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C(O[H])=O 0.000 claims description 4
- AWMAZIIEFPFHCP-RCWTZXSCSA-N Arg-Pro-Thr Chemical compound [H]N[C@@H](CCCNC(N)=N)C(=O)N1CCC[C@H]1C(=O)N[C@@H]([C@@H](C)O)C(O)=O AWMAZIIEFPFHCP-RCWTZXSCSA-N 0.000 claims description 4
- 108060001064 Calcitonin Proteins 0.000 claims description 4
- 102000055006 Calcitonin Human genes 0.000 claims description 4
- 239000011665 D-biotin Substances 0.000 claims description 4
- 101710198884 GATA-type zinc finger protein 1 Proteins 0.000 claims description 4
- 102000051325 Glucagon Human genes 0.000 claims description 4
- 108060003199 Glucagon Proteins 0.000 claims description 4
- DTHNMHAUYICORS-KTKZVXAJSA-N Glucagon-like peptide 1 Chemical compound C([C@@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](C)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCCNC(N)=N)C(N)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CCC(N)=O)NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CO)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](C)NC(=O)[C@@H](N)CC=1N=CNC=1)[C@@H](C)O)[C@@H](C)O)C(C)C)C1=CC=CC=C1 DTHNMHAUYICORS-KTKZVXAJSA-N 0.000 claims description 4
- 108010001483 Glycogen Synthase Proteins 0.000 claims description 4
- 108010033040 Histones Proteins 0.000 claims description 4
- 102000002265 Human Growth Hormone Human genes 0.000 claims description 4
- 108010000521 Human Growth Hormone Proteins 0.000 claims description 4
- 239000000854 Human Growth Hormone Substances 0.000 claims description 4
- 102000013266 Human Regular Insulin Human genes 0.000 claims description 4
- 108010090613 Human Regular Insulin Proteins 0.000 claims description 4
- 108010073961 Insulin Aspart Proteins 0.000 claims description 4
- 108010065920 Insulin Lispro Proteins 0.000 claims description 4
- 102000014150 Interferons Human genes 0.000 claims description 4
- 108010050904 Interferons Proteins 0.000 claims description 4
- NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 claims description 4
- 108090000445 Parathyroid hormone Proteins 0.000 claims description 4
- 102000003982 Parathyroid hormone Human genes 0.000 claims description 4
- 108010039918 Polylysine Proteins 0.000 claims description 4
- 102100040918 Pro-glucagon Human genes 0.000 claims description 4
- 108010007568 Protamines Proteins 0.000 claims description 4
- 102000007327 Protamines Human genes 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 4
- 230000003213 activating effect Effects 0.000 claims description 4
- 125000000539 amino acid group Chemical group 0.000 claims description 4
- 239000007864 aqueous solution Substances 0.000 claims description 4
- BBBFJLBPOGFECG-VJVYQDLKSA-N calcitonin Chemical compound N([C@H](C(=O)N[C@@H](CC(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=1NC=NC=1)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)NCC(=O)N[C@@H](CO)C(=O)NCC(=O)N[C@@H]([C@@H](C)O)C(=O)N1[C@@H](CCC1)C(N)=O)C(C)C)C(=O)[C@@H]1CSSC[C@H](N)C(=O)N[C@@H](CO)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)O)C(=O)N1 BBBFJLBPOGFECG-VJVYQDLKSA-N 0.000 claims description 4
- 229960004015 calcitonin Drugs 0.000 claims description 4
- LEMUFSYUPGXXCM-JNEQYSBXSA-N caninsulin Chemical compound [Zn].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](CC3N=CN=C3)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(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)C1C=NC=N1 LEMUFSYUPGXXCM-JNEQYSBXSA-N 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 229960003638 dopamine Drugs 0.000 claims description 4
- MASNOZXLGMXCHN-ZLPAWPGGSA-N glucagon Chemical compound C([C@@H](C(=O)N[C@H](C(=O)N[C@@H](CCC(N)=O)C(=O)N[C@@H](CC=1C2=CC=CC=C2NC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)C(C)C)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](C)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CO)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CCCCN)NC(=O)[C@H](CO)NC(=O)[C@H](CC=1C=CC(O)=CC=1)NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](NC(=O)[C@H](CC=1C=CC=CC=1)NC(=O)[C@@H](NC(=O)CNC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CO)NC(=O)[C@@H](N)CC=1NC=NC=1)[C@@H](C)O)[C@@H](C)O)C1=CC=CC=C1 MASNOZXLGMXCHN-ZLPAWPGGSA-N 0.000 claims description 4
- 229960004666 glucagon Drugs 0.000 claims description 4
- 230000002440 hepatic effect Effects 0.000 claims description 4
- WNRQPCUGRUFHED-DETKDSODSA-N humalog Chemical compound C([C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](CS)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CO)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CS)NC(=O)[C@H](CS)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(=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=1C=CC(O)=CC=1)C(=O)N[C@@H](CS)C(=O)N[C@@H](CC(N)=O)C(O)=O)C1=CC=C(O)C=C1.C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CS)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)N[C@@H](CCCCN)C(=O)N1[C@@H](CCC1)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)C(C)C)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CS)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1NC=NC=1)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 WNRQPCUGRUFHED-DETKDSODSA-N 0.000 claims description 4
- 229940038563 human regular insulin Drugs 0.000 claims description 4
- 125000002140 imidazol-4-yl group Chemical group [H]N1C([H])=NC([*])=C1[H] 0.000 claims description 4
- 229960004717 insulin aspart Drugs 0.000 claims description 4
- 229960002068 insulin lispro Drugs 0.000 claims description 4
- 229940079322 interferon Drugs 0.000 claims description 4
- XZWYZXLIPXDOLR-UHFFFAOYSA-N metformin Chemical compound CN(C)C(=N)NC(N)=N XZWYZXLIPXDOLR-UHFFFAOYSA-N 0.000 claims description 4
- 229960003105 metformin Drugs 0.000 claims description 4
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims description 4
- VOMXSOIBEJBQNF-UTTRGDHVSA-N novorapid Chemical compound C([C@H](NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CO)NC(=O)[C@H](CS)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](CO)NC(=O)[C@H]([C@@H](C)O)NC(=O)[C@H](CS)NC(=O)[C@H](CS)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(=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=1C=CC(O)=CC=1)C(=O)N[C@@H](CS)C(=O)N[C@@H](CC(N)=O)C(O)=O)C1=CC=C(O)C=C1.C([C@@H](C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CS)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)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]([C@@H](C)O)C(O)=O)C(C)C)NC(=O)[C@H](CO)NC(=O)CNC(=O)[C@H](CS)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC=1NC=NC=1)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 VOMXSOIBEJBQNF-UTTRGDHVSA-N 0.000 claims description 4
- 239000000199 parathyroid hormone Substances 0.000 claims description 4
- 229960001319 parathyroid hormone Drugs 0.000 claims description 4
- 229920000656 polylysine Polymers 0.000 claims description 4
- 229920000642 polymer Polymers 0.000 claims description 4
- 102000040430 polynucleotide Human genes 0.000 claims description 4
- 108091033319 polynucleotide Proteins 0.000 claims description 4
- 239000002157 polynucleotide Substances 0.000 claims description 4
- 229920001282 polysaccharide Polymers 0.000 claims description 4
- 229940048914 protamine Drugs 0.000 claims description 4
- 102000004169 proteins and genes Human genes 0.000 claims description 4
- 108090000623 proteins and genes Proteins 0.000 claims description 4
- 229940076279 serotonin Drugs 0.000 claims description 4
- 239000000952 serotonin receptor agonist Substances 0.000 claims description 4
- 229940126570 serotonin reuptake inhibitor Drugs 0.000 claims description 4
- 239000003772 serotonin uptake inhibitor Substances 0.000 claims description 4
- 239000000725 suspension Substances 0.000 claims description 4
- 230000002459 sustained effect Effects 0.000 claims description 4
- 239000011701 zinc Substances 0.000 claims description 4
- 229910052725 zinc Inorganic materials 0.000 claims description 4
- BPNHGUOHVHHZMG-WQYNNSOESA-N (3as,4s,6ar)-4-(4-aminobutyl)-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-2-one;hydrochloride Chemical compound Cl.N1C(=O)N[C@@H]2[C@H](CCCCN)SC[C@@H]21 BPNHGUOHVHHZMG-WQYNNSOESA-N 0.000 claims description 2
- CITHEXJVPOWHKC-UUWRZZSWSA-N 1,2-di-O-myristoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCC CITHEXJVPOWHKC-UUWRZZSWSA-N 0.000 claims description 2
- KILNVBDSWZSGLL-KXQOOQHDSA-N 1,2-dihexadecanoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCCCCCCCCC KILNVBDSWZSGLL-KXQOOQHDSA-N 0.000 claims description 2
- BIABMEZBCHDPBV-BEBVUIBBSA-N 1,2-dihexadecanoyl-sn-glycero-3-phosphoglycerol Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)OCC(O)CO)OC(=O)CCCCCCCCCCCCCCC BIABMEZBCHDPBV-BEBVUIBBSA-N 0.000 claims description 2
- YFWHNAWEOZTIPI-DIPNUNPCSA-N 1,2-dioctadecanoyl-sn-glycerol-3-phosphate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@H](COP(O)(O)=O)OC(=O)CCCCCCCCCCCCCCCCC YFWHNAWEOZTIPI-DIPNUNPCSA-N 0.000 claims description 2
- HKAVADYDPYUPRD-UHFFFAOYSA-N 1h-pyrazine-2-thione Chemical compound SC1=CN=CC=N1 HKAVADYDPYUPRD-UHFFFAOYSA-N 0.000 claims description 2
- GVJXGCIPWAVXJP-UHFFFAOYSA-N 2,5-dioxo-1-oxoniopyrrolidine-3-sulfonate Chemical compound ON1C(=O)CC(S(O)(=O)=O)C1=O GVJXGCIPWAVXJP-UHFFFAOYSA-N 0.000 claims description 2
- YZKOXCJYWZCAFW-UHFFFAOYSA-N 2,6-ditert-butyl-4-methylphenol;phenylmethanol Chemical class OCC1=CC=CC=C1.CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 YZKOXCJYWZCAFW-UHFFFAOYSA-N 0.000 claims description 2
- XWJBVGZSIAZDKJ-FXQIFTODSA-N 2-[3-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]propyl]propanedioic acid Chemical compound N1C(=O)N[C@@H]2[C@H](CCCC(C(=O)O)C(O)=O)SC[C@@H]21 XWJBVGZSIAZDKJ-FXQIFTODSA-N 0.000 claims description 2
- KCSKCIQYNAOBNQ-KBUMHGCDSA-N 5-[(3as,4s,5r,6ar)-2,5-dioxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid Chemical compound N1C(=O)N[C@H]2C[S@@](=O)[C@@H](CCCCC(=O)O)[C@H]21 KCSKCIQYNAOBNQ-KBUMHGCDSA-N 0.000 claims description 2
- IJJWOSAXNHWBPR-HUBLWGQQSA-N 5-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-n-(6-hydrazinyl-6-oxohexyl)pentanamide Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)NCCCCCC(=O)NN)SC[C@@H]21 IJJWOSAXNHWBPR-HUBLWGQQSA-N 0.000 claims description 2
- NDKQUODALAUTFL-KWBADKCTSA-N 5-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-n-[2-[(2-iodoacetyl)amino]ethyl]pentanamide Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)NCCNC(=O)CI)SC[C@@H]21 NDKQUODALAUTFL-KWBADKCTSA-N 0.000 claims description 2
- BRLRJZRHRJEWJY-VCOUNFBDSA-N 5-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-n-[3-[3-(4-azido-2-nitroanilino)propyl-methylamino]propyl]pentanamide Chemical compound C([C@H]1[C@H]2NC(=O)N[C@H]2CS1)CCCC(=O)NCCCN(C)CCCNC1=CC=C(N=[N+]=[N-])C=C1[N+]([O-])=O BRLRJZRHRJEWJY-VCOUNFBDSA-N 0.000 claims description 2
- DNXDWMHPTVQBIP-ZQIUZPCESA-N 5-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-n-[6-[(2-iodoacetyl)amino]hexyl]pentanamide Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)NCCCCCCNC(=O)CI)SC[C@@H]21 DNXDWMHPTVQBIP-ZQIUZPCESA-N 0.000 claims description 2
- QLPHBNRMJLFRGO-YDHSSHFGSA-N 5-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-n-[6-[3-(pyridin-2-yldisulfanyl)propanoylamino]hexyl]pentanamide Chemical compound C([C@H]1[C@H]2NC(=O)N[C@H]2CS1)CCCC(=O)NCCCCCCNC(=O)CCSSC1=CC=CC=N1 QLPHBNRMJLFRGO-YDHSSHFGSA-N 0.000 claims description 2
- YNIUDHSTAXEOHP-UFLZEWODSA-N 5-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid;ethane-1,2-diamine Chemical compound NCCN.N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 YNIUDHSTAXEOHP-UFLZEWODSA-N 0.000 claims description 2
- CIVGYTYIDWRBQU-UFLZEWODSA-N 5-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoic acid;pyrrole-2,5-dione Chemical compound O=C1NC(=O)C=C1.N1C(=O)N[C@@H]2[C@H](CCCCC(=O)O)SC[C@@H]21 CIVGYTYIDWRBQU-UFLZEWODSA-N 0.000 claims description 2
- CMUGHZFPFWNUQT-HUBLWGQQSA-N 6-[5-(2-oxo-hexahydro-thieno[3,4-d]imidazol-4-yl)-pentanoylamino]-hexanoic acid Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)NCCCCCC(=O)O)SC[C@@H]21 CMUGHZFPFWNUQT-HUBLWGQQSA-N 0.000 claims description 2
- LOIYZIMLLRKKNS-FIKGOQFSSA-N Biotin-xx hydrazide Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)NCCCCCC(=O)NCCCCCC(=O)NN)SC[C@@H]21 LOIYZIMLLRKKNS-FIKGOQFSSA-N 0.000 claims description 2
- 235000000638 D-biotin Nutrition 0.000 claims description 2
- 102000036770 Islet Amyloid Polypeptide Human genes 0.000 claims description 2
- 108010041872 Islet Amyloid Polypeptide Proteins 0.000 claims description 2
- DTQVDTLACAAQTR-UHFFFAOYSA-M Trifluoroacetate Chemical compound [O-]C(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-M 0.000 claims description 2
- 241000051616 Ulmus minor Species 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- NFRFUGBXJTXTMZ-QYKZUBHNSA-L disodium;[(2r)-2,3-di(hexadecanoyloxy)propyl] phosphate Chemical compound [Na+].[Na+].CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])([O-])=O)OC(=O)CCCCCCCCCCCCCCC NFRFUGBXJTXTMZ-QYKZUBHNSA-L 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerol Substances OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 2
- ALBYIUDWACNRRB-UHFFFAOYSA-N hexanamide Chemical compound CCCCCC(N)=O ALBYIUDWACNRRB-UHFFFAOYSA-N 0.000 claims description 2
- 239000004026 insulin derivative Substances 0.000 claims description 2
- 125000003717 m-cresyl group Chemical group [H]C1=C([H])C(O*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims description 2
- BHEWJAXNLVWPSC-NRPADANISA-N methyl 5-[(3as,4s,6ar)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoate Chemical compound N1C(=O)N[C@@H]2[C@H](CCCCC(=O)OC)SC[C@@H]21 BHEWJAXNLVWPSC-NRPADANISA-N 0.000 claims description 2
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 claims description 2
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 239000004299 sodium benzoate Substances 0.000 claims description 2
- 235000010234 sodium benzoate Nutrition 0.000 claims description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 2
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 claims description 2
- 229960004906 thiomersal Drugs 0.000 claims description 2
- GAMPNQJDUFQVQO-UHFFFAOYSA-N acetic acid;phthalic acid Chemical compound CC(O)=O.OC(=O)C1=CC=CC=C1C(O)=O GAMPNQJDUFQVQO-UHFFFAOYSA-N 0.000 claims 2
- 239000001913 cellulose Substances 0.000 claims 2
- 229920002678 cellulose Polymers 0.000 claims 2
- 229920000623 Cellulose acetate phthalate Polymers 0.000 description 2
- 229940081734 cellulose acetate phthalate Drugs 0.000 description 2
Priority Applications (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2023102473A JP7656353B2 (ja) | 2017-03-13 | 2023-06-22 | 向上した安定性を有する脂質ベースのナノ粒子 |
| JP2025040845A JP2025085727A (ja) | 2017-03-13 | 2025-03-14 | 向上した安定性を有する脂質ベースのナノ粒子 |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201762470478P | 2017-03-13 | 2017-03-13 | |
| US62/470,478 | 2017-03-13 | ||
| PCT/US2018/022182 WO2018169954A1 (en) | 2017-03-13 | 2018-03-13 | Lipid-based nanoparticles with enhanced stability |
Related Child Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023102473A Division JP7656353B2 (ja) | 2017-03-13 | 2023-06-22 | 向上した安定性を有する脂質ベースのナノ粒子 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2020510705A JP2020510705A (ja) | 2020-04-09 |
| JP2020510705A5 true JP2020510705A5 (enExample) | 2021-04-22 |
| JP7306718B2 JP7306718B2 (ja) | 2023-07-11 |
Family
ID=63522523
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2020500002A Active JP7306718B2 (ja) | 2017-03-13 | 2018-03-13 | 向上した安定性を有する脂質ベースのナノ粒子 |
| JP2023102473A Active JP7656353B2 (ja) | 2017-03-13 | 2023-06-22 | 向上した安定性を有する脂質ベースのナノ粒子 |
| JP2025040845A Pending JP2025085727A (ja) | 2017-03-13 | 2025-03-14 | 向上した安定性を有する脂質ベースのナノ粒子 |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2023102473A Active JP7656353B2 (ja) | 2017-03-13 | 2023-06-22 | 向上した安定性を有する脂質ベースのナノ粒子 |
| JP2025040845A Pending JP2025085727A (ja) | 2017-03-13 | 2025-03-14 | 向上した安定性を有する脂質ベースのナノ粒子 |
Country Status (12)
| Country | Link |
|---|---|
| US (3) | US20210137838A1 (enExample) |
| EP (1) | EP3595701A4 (enExample) |
| JP (3) | JP7306718B2 (enExample) |
| KR (1) | KR102849595B1 (enExample) |
| CN (1) | CN110612114A (enExample) |
| AU (1) | AU2018236190B2 (enExample) |
| BR (1) | BR112019018989A2 (enExample) |
| CA (1) | CA3055561A1 (enExample) |
| MX (1) | MX2019010852A (enExample) |
| SG (1) | SG11201908052PA (enExample) |
| WO (1) | WO2018169954A1 (enExample) |
| ZA (1) | ZA201906043B (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8962015B2 (en) | 2007-09-28 | 2015-02-24 | Sdg, Inc. | Orally bioavailable lipid-based constructs |
| US11077173B2 (en) | 2017-03-13 | 2021-08-03 | Sdg, Inc. | Lipid-based nanoparticles and methods using same |
| JP7306718B2 (ja) * | 2017-03-13 | 2023-07-11 | エスディージー インコーポレイテッド | 向上した安定性を有する脂質ベースのナノ粒子 |
| AU2019205795A1 (en) * | 2018-01-05 | 2020-07-09 | Sdg, Inc. | Compositions comprising lipid-based nanoparticles for treating diabetes mellitus |
| US20220339116A1 (en) * | 2019-04-03 | 2022-10-27 | The Johns Hopkins University | Lipid nanoparticles as oral vehicles of immunotherapy |
| AU2020271901A1 (en) | 2019-04-12 | 2021-11-04 | Sdg, Inc. | Lipid-based nanoparticles and use of same in optimized insulin dosing regimens |
| WO2021070778A1 (ja) * | 2019-10-10 | 2021-04-15 | 株式会社カネカ | ナノディスク |
| US20230255888A1 (en) * | 2020-07-01 | 2023-08-17 | The Research Foundation For The State University Of New York | Method for preparation of liposomes |
Family Cites Families (87)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4522803A (en) * | 1983-02-04 | 1985-06-11 | The Liposome Company, Inc. | Stable plurilamellar vesicles, their preparation and use |
| US4501728A (en) | 1983-01-06 | 1985-02-26 | Technology Unlimited, Inc. | Masking of liposomes from RES recognition |
| US4603044A (en) | 1983-01-06 | 1986-07-29 | Technology Unlimited, Inc. | Hepatocyte Directed Vesicle delivery system |
| US4708861A (en) | 1984-02-15 | 1987-11-24 | The Liposome Company, Inc. | Liposome-gel compositions |
| US4863896A (en) | 1984-05-03 | 1989-09-05 | Technology Unlimited, Inc. | Diabetic control by combined insulin forms |
| US5019369A (en) | 1984-10-22 | 1991-05-28 | Vestar, Inc. | Method of targeting tumors in humans |
| US4946787A (en) | 1985-01-07 | 1990-08-07 | Syntex (U.S.A.) Inc. | N-(ω,(ω-1)-dialkyloxy)- and N-(ω,(ω-1)-dialkenyloxy)-alk-1-yl-N,N,N-tetrasubstituted ammonium lipids and uses therefor |
| US4762915A (en) | 1985-01-18 | 1988-08-09 | Liposome Technology, Inc. | Protein-liposome conjugates |
| US4740375A (en) | 1985-02-25 | 1988-04-26 | Technology Unlimited, Inc. | Gelcores |
| MX9203291A (es) | 1985-06-26 | 1992-08-01 | Liposome Co Inc | Metodo para acoplamiento de liposomas. |
| US5059421A (en) | 1985-07-26 | 1991-10-22 | The Liposome Company, Inc. | Preparation of targeted liposome systems of a defined size distribution |
| GB8522963D0 (en) | 1985-09-17 | 1985-10-23 | Biocompatibles Ltd | Microcapsules |
| US5000960A (en) | 1987-03-13 | 1991-03-19 | Micro-Pak, Inc. | Protein coupling to lipid vesicles |
| EP0577146A3 (en) | 1988-05-16 | 1994-02-02 | NeXstar Pharmaceuticals, Inc. | Liposomes coupled to hormones |
| DE3919982A1 (de) | 1989-06-19 | 1990-12-20 | Liedtke Pharmed Gmbh | Orale lipidarzneiform |
| US5104661A (en) | 1989-08-14 | 1992-04-14 | Technology Unlimited, Inc. | Reverse loading of liposomes |
| JP2599492B2 (ja) | 1990-08-21 | 1997-04-09 | 第一製薬株式会社 | リポソーム製剤の製造法 |
| US5543390A (en) | 1990-11-01 | 1996-08-06 | State Of Oregon, Acting By And Through The Oregon State Board Of Higher Education, Acting For And On Behalf Of The Oregon Health Sciences University | Covalent microparticle-drug conjugates for biological targeting |
| JPH0712424B2 (ja) * | 1991-06-21 | 1995-02-15 | 太陽化学株式会社 | リポソーム |
| US5567432A (en) | 1991-08-02 | 1996-10-22 | Lau; John R. | Masking of liposomes from RES recognition |
| US5411730A (en) | 1993-07-20 | 1995-05-02 | Research Corporation Technologies, Inc. | Magnetic microparticles |
| US5514670A (en) | 1993-08-13 | 1996-05-07 | Pharmos Corporation | Submicron emulsions for delivery of peptides |
| US6692766B1 (en) | 1994-06-15 | 2004-02-17 | Yissum Research Development Company Of The Hebrew University Of Jerusalem | Controlled release oral drug delivery system |
| AU3559695A (en) | 1994-09-30 | 1996-04-26 | Inex Pharmaceuticals Corp. | Glycosylated protein-liposome conjugates and methods for their preparation |
| GB9426484D0 (en) * | 1994-12-08 | 1995-03-08 | Ciba Geigy Ag | Compositions |
| US6004583A (en) | 1995-03-22 | 1999-12-21 | Orex Pharmaceutical Development Corp. | Protein-containing polymer composition for oral administration |
| US5690907A (en) | 1995-06-08 | 1997-11-25 | The Jewish Hospital Of St. Louis | Avidin-biotin conjugated emulsions as a site specific binding system |
| US5968972A (en) | 1995-10-26 | 1999-10-19 | Baker Norton Pharmaceuticals, Inc. | Method for increasing the oral bioactivity of pharmaceutical agents |
| AU2112697A (en) | 1996-02-09 | 1997-08-28 | Pi-Wan Cheng | Receptor ligand-facilitated delivery of biologically active molecules |
| US6207185B1 (en) | 1996-03-22 | 2001-03-27 | Bio-Sphere Technology | Method for inducing a systemic immune response to an HIV antigen |
| US6565889B2 (en) | 1996-12-02 | 2003-05-20 | The Regents Of The University Of California | Bilayer structure which encapsulates multiple containment units and uses thereof |
| US5795895A (en) | 1997-06-13 | 1998-08-18 | Anchors; J. Michael | Combination anorexiant drug therapy for obesity using phentermine and an SSRI drug |
| JP2000516641A (ja) | 1997-07-02 | 2000-12-12 | エスディージー インコーポレイテッド | 診断および治療用途の目標指向性リポソーム構成物 |
| JP2001514209A (ja) | 1997-09-04 | 2001-09-11 | バイオゾーン ラボラトリーズ，インコーポレイテッド | 経口リポソーム送達系 |
| JPH11116478A (ja) | 1997-10-08 | 1999-04-27 | Taisho Pharmaceut Co Ltd | 肥満防止剤 |
| WO1999041403A1 (en) | 1998-02-12 | 1999-08-19 | The Regents Of The University Of California | Compositions for receptor/liposome mediated transfection and methods of using same |
| US7169410B1 (en) | 1998-05-19 | 2007-01-30 | Sdg, Inc. | Targeted liposomal drug delivery system |
| US7871641B2 (en) | 1998-05-19 | 2011-01-18 | Sdg, Inc. | Hepatocyte-targeting vehicle for delivery of glargine insulin to a mammal |
| EP1087753A4 (en) | 1998-05-19 | 2004-06-30 | Sdg Inc | TARGETED LIPOSOMAL DRUG ADMINISTRATION SYSTEM |
| WO1999065467A1 (en) | 1998-06-16 | 1999-12-23 | See Jackie R | Method for introducing a chemical agent into the systemic circulation |
| EP1039880A1 (en) * | 1998-10-23 | 2000-10-04 | Idea Innovative Dermale Applikationen GmbH | Method for developing, testing and using associates of macromolecules and complex aggregates for improved payload and controllable de/association rates |
| WO2000032167A1 (en) | 1998-12-01 | 2000-06-08 | Sdg, Inc. | A polysome |
| US6365156B1 (en) | 1999-04-16 | 2002-04-02 | Osel, Inc. | Method for improving the half-life of soluble viral-specific ligands on mucosal membranes |
| CA2370043A1 (en) | 1999-04-23 | 2000-11-02 | Mitsubishi Chemical Corporation | Liposome bonded with antibody and polyalkylene glycol |
| CN1221283C (zh) | 1999-05-19 | 2005-10-05 | 沈阳药科大学 | 口服胰岛素微粒剂及其制备方法 |
| US7098032B2 (en) | 2001-01-02 | 2006-08-29 | Mirus Bio Corporation | Compositions and methods for drug delivery using pH sensitive molecules |
| US6458382B1 (en) | 1999-11-12 | 2002-10-01 | Mirus Corporation | Nucleic acid transfer complexes |
| US6761901B1 (en) | 2000-05-02 | 2004-07-13 | Enzrel Inc. | Liposome drug delivery |
| US20030133972A1 (en) | 2000-10-11 | 2003-07-17 | Targesome, Inc. | Targeted multivalent macromolecules |
| AU2002232394A1 (en) | 2000-10-27 | 2002-05-27 | Wayne State University | Inhibition of alpha-2 hs glycoprotein (ahsg/fetuin) in obesity and insulin control of glucose homeostasis |
| US7276579B2 (en) | 2000-12-27 | 2007-10-02 | Dana-Farber Cancer Institute, Inc. | Immunogenic proteoliposomes, and uses thereof |
| US20030068361A1 (en) | 2001-10-09 | 2003-04-10 | Rimona Margalit | Liposome-encapsulated insulin formulations |
| WO2004046685A2 (en) | 2002-07-15 | 2004-06-03 | Technical Instrument San Francisco | Quality control of assays |
| US7678386B2 (en) | 2002-07-15 | 2010-03-16 | Board Of Regents The University Of Texas | Liposomes coated with selected antibodies that bind to aminophospholipids |
| WO2004111185A2 (en) | 2002-10-30 | 2004-12-23 | The Regents Of The University Of California | Direct micro-patterning of lipid bilayers using uv light and selected uses thereof |
| US20050026826A1 (en) | 2003-01-17 | 2005-02-03 | Margarethe Hoenig | Feline proinsulin, insulin and constituent peptides |
| US9872890B2 (en) | 2003-03-19 | 2018-01-23 | Paul C. Davidson | Determining insulin dosing schedules and carbohydrate-to-insulin ratios in diabetic patients |
| WO2004097372A2 (en) | 2003-04-28 | 2004-11-11 | The Regents Of The University Of California | Element-coded affinity tags |
| WO2004112695A2 (en) | 2003-05-20 | 2004-12-29 | Erimos Pharmaceutical Llc | Methods and compositions for delivery of catecholic butanes for treatment of obesity |
| EP1664784A1 (en) | 2003-09-17 | 2006-06-07 | Guava Technologies, Inc. | Compositions and methods for analysis of target analytes |
| US20050175541A1 (en) | 2003-11-19 | 2005-08-11 | Lanza Gregory M. | Enhanced drug delivery |
| US20050202075A1 (en) | 2004-03-12 | 2005-09-15 | Pardridge William M. | Delivery of genes encoding short hairpin RNA using receptor-specific nanocontainers |
| US7511016B2 (en) | 2004-07-07 | 2009-03-31 | Mosamedix B.V. | Annexins, derivatives thereof, and annexin-cys variants, as well as therapeutic and diagnostic uses thereof |
| AU2006249480A1 (en) | 2005-05-23 | 2006-11-30 | Sdg, Inc. | Lipid construct for delivery of insulin to a mammal |
| US20070218117A1 (en) * | 2006-03-20 | 2007-09-20 | Sdg, Inc. | Supra molecular construct for delivery of interferon to a mammal |
| US20110135725A1 (en) | 2005-05-23 | 2011-06-09 | Sdg, Inc. | Lipid Construct for Delivery of Insulin to a Mammal |
| ZA200710056B (en) * | 2005-05-23 | 2009-03-25 | Sdg Inc | Lipid construct for delivery of interferon to a mammal |
| CN101217965B (zh) | 2005-07-07 | 2012-07-18 | 学校法人浦项工科大学校 | 葡萄糖吸收调节剂和用于治疗糖尿病或糖尿病并发症的方法 |
| CN1895224A (zh) | 2006-06-26 | 2007-01-17 | 裴泽军 | 多烯磷脂酰胆碱脂质体制剂及其制备方法 |
| US9814672B2 (en) | 2007-03-09 | 2017-11-14 | Susan T. Laing | Echogenic vehicle for clinical delivery of plasminogen activator and other fibrin-binding therapeutics to thrombi |
| US20100080773A1 (en) | 2008-09-26 | 2010-04-01 | Sdg, Inc. | Orally Bioavailable Lipid-Based Constructs |
| US9145453B2 (en) | 2007-09-28 | 2015-09-29 | Sdg, Inc. | Orally bioavailable lipid-based constructs |
| US8962015B2 (en) * | 2007-09-28 | 2015-02-24 | Sdg, Inc. | Orally bioavailable lipid-based constructs |
| US8846053B2 (en) | 2008-09-26 | 2014-09-30 | Sdg, Inc. | Orally bioavailable lipid-based constructs |
| EP2285361A2 (en) * | 2008-05-01 | 2011-02-23 | Nod Pharmaceuticals, Inc. | Therapeutic calcium phosphate particles and methods of making and using same |
| US20120035105A1 (en) | 2009-01-09 | 2012-02-09 | Sdg, Inc. | Insulin Therapies for the Treatment of Diabetes, Diabetes Related Ailments, and/or Diseases or Conditions Other Than Diabetes or Diabetes Related Ailments |
| GB2477545B (en) * | 2010-02-05 | 2011-12-21 | Special Products Ltd | A liquid morphine composition for buccal administration |
| ES2384060B1 (es) * | 2010-03-24 | 2013-09-23 | Lipotec S.A. | Cápsulas de nanopartículas lipídicas. |
| GB201215289D0 (en) * | 2012-08-28 | 2012-10-10 | Medical Res Council | Nanoparticle formulation |
| KR101951933B1 (ko) * | 2013-03-12 | 2019-02-25 | 주식회사 아리바이오 | 라이소포스파티딜콜린 또는 이의 유도체를 포함하는 지질나노물질 및 이의 제조방법 |
| EP3247363A4 (en) * | 2015-01-21 | 2018-10-03 | Moderna Therapeutics, Inc. | Lipid nanoparticle compositions |
| US20170319573A1 (en) * | 2015-10-16 | 2017-11-09 | Ipsen Biopharm Ltd. | Stabilizing Camptothecin Pharmaceutical Compositions |
| US20180110771A1 (en) | 2016-10-21 | 2018-04-26 | Ipsen Biopharm Ltd. | Liposomal Irinotecan Preparations |
| JP7306718B2 (ja) * | 2017-03-13 | 2023-07-11 | エスディージー インコーポレイテッド | 向上した安定性を有する脂質ベースのナノ粒子 |
| US11077173B2 (en) * | 2017-03-13 | 2021-08-03 | Sdg, Inc. | Lipid-based nanoparticles and methods using same |
| AU2019205795A1 (en) | 2018-01-05 | 2020-07-09 | Sdg, Inc. | Compositions comprising lipid-based nanoparticles for treating diabetes mellitus |
| AU2020271901A1 (en) * | 2019-04-12 | 2021-11-04 | Sdg, Inc. | Lipid-based nanoparticles and use of same in optimized insulin dosing regimens |
-
2018
- 2018-03-13 JP JP2020500002A patent/JP7306718B2/ja active Active
- 2018-03-13 CA CA3055561A patent/CA3055561A1/en active Pending
- 2018-03-13 EP EP18766906.4A patent/EP3595701A4/en active Pending
- 2018-03-13 CN CN201880028804.9A patent/CN110612114A/zh active Pending
- 2018-03-13 MX MX2019010852A patent/MX2019010852A/es unknown
- 2018-03-13 SG SG11201908052PA patent/SG11201908052PA/en unknown
- 2018-03-13 BR BR112019018989A patent/BR112019018989A2/pt unknown
- 2018-03-13 AU AU2018236190A patent/AU2018236190B2/en active Active
- 2018-03-13 WO PCT/US2018/022182 patent/WO2018169954A1/en not_active Ceased
- 2018-03-13 KR KR1020197028580A patent/KR102849595B1/ko active Active
- 2018-03-13 US US16/491,834 patent/US20210137838A1/en not_active Abandoned
-
2019
- 2019-09-06 US US16/563,119 patent/US11071715B2/en active Active
- 2019-09-12 ZA ZA2019/06043A patent/ZA201906043B/en unknown
-
2023
- 2023-02-01 US US18/104,620 patent/US20230172868A1/en not_active Abandoned
- 2023-06-22 JP JP2023102473A patent/JP7656353B2/ja active Active
-
2025
- 2025-03-14 JP JP2025040845A patent/JP2025085727A/ja active Pending
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2020510705A5 (enExample) | ||
| JP2023120371A5 (enExample) | ||
| JP2025085727A5 (enExample) | ||
| KR102849595B1 (ko) | 안정성이 증진된 지질 기반 나노입자 | |
| Mishra et al. | Emerging treatment strategies for diabetes mellitus and associated complications: an update | |
| Verma et al. | Emerging trends in noninvasive insulin delivery | |
| KR101747433B1 (ko) | 경구 생체이용가능한 지질-기재 구조물 | |
| JP6084987B2 (ja) | セミフッ素化アルカンに基づく安定化タンパク質組成物 | |
| JP2010539131A (ja) | アミリンとそのアナログの安定的製剤 | |
| Seo et al. | Sustained release of exendin 4 using injectable and ionic-nano-complex forming polymer hydrogel system for long-term treatment of type 2 diabetes mellitus | |
| JP2016513090A5 (enExample) | ||
| Yan et al. | Nanomedicine for gene delivery for the treatment of cardiovascular diseases | |
| Roh et al. | Inhalable mRNA vaccines for respiratory diseases: a roadmap | |
| JP2014502985A (ja) | Ｇｌｐ−１粒子および組成物 | |
| US12161749B2 (en) | Microneedle-array patches with glucose-responsive matrix for closed-loop insulin delivery | |
| US11077173B2 (en) | Lipid-based nanoparticles and methods using same | |
| JP2021509900A (ja) | 糖尿病を処置するための脂質ベースのナノ粒子を含む組成物 | |
| Biswas et al. | Conformationally restricted dipeptide-based nanoparticles for delivery of siRNA in experimental liver cirrhosis | |
| JP2022526842A (ja) | 脂質ベースのナノ粒子および最適化されたインスリン投薬レジメンにおけるその使用方法 | |
| JPWO2019136386A5 (enExample) | ||
| JP2009507761A5 (enExample) | ||
| JPWO2020210697A5 (enExample) | ||
| Voronova | Nanotechnological and material science for diabetics and advanced transdermal delivery | |
| Voronova | La délivrance transdermique des médicaments par la nanotechnologie et la science des matériaux: de nouvelles avancées pour la médicine personnalisée du diabète | |
| Okur et al. | Current Situation on Diabetes Management: New Weapons Fighting the Disease in 2025 |