CA2612522A1 - Lkktet and/or lkktnt peptide compositions and methods - Google Patents
Lkktet and/or lkktnt peptide compositions and methods Download PDFInfo
- Publication number
- CA2612522A1 CA2612522A1 CA002612522A CA2612522A CA2612522A1 CA 2612522 A1 CA2612522 A1 CA 2612522A1 CA 002612522 A CA002612522 A CA 002612522A CA 2612522 A CA2612522 A CA 2612522A CA 2612522 A1 CA2612522 A1 CA 2612522A1
- Authority
- CA
- Canada
- Prior art keywords
- composition
- agent
- peptide
- acid
- buffer
- 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.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 193
- 108090000765 processed proteins & peptides Proteins 0.000 title claims abstract description 115
- 238000000034 method Methods 0.000 title description 19
- 239000003795 chemical substances by application Substances 0.000 claims abstract description 99
- 239000000872 buffer Substances 0.000 claims abstract description 40
- 239000003755 preservative agent Substances 0.000 claims abstract description 26
- 230000002335 preservative effect Effects 0.000 claims abstract description 12
- 238000004519 manufacturing process Methods 0.000 claims abstract description 11
- 239000002269 analeptic agent Substances 0.000 claims abstract description 9
- 239000012929 tonicity agent Substances 0.000 claims abstract description 9
- 239000003002 pH adjusting agent Substances 0.000 claims abstract description 7
- 230000002378 acidificating effect Effects 0.000 claims abstract description 5
- 230000002708 enhancing effect Effects 0.000 claims abstract description 4
- 150000001413 amino acids Chemical group 0.000 claims description 65
- 238000009472 formulation Methods 0.000 claims description 50
- 229960000686 benzalkonium chloride Drugs 0.000 claims description 36
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 claims description 36
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 30
- 239000002674 ointment Substances 0.000 claims description 30
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 29
- 102000001708 Protein Isoforms Human genes 0.000 claims description 24
- 108010029485 Protein Isoforms Proteins 0.000 claims description 24
- 239000000243 solution Substances 0.000 claims description 24
- 239000003381 stabilizer Substances 0.000 claims description 24
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 claims description 23
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 18
- 235000001014 amino acid Nutrition 0.000 claims description 17
- 239000000499 gel Substances 0.000 claims description 17
- 159000000000 sodium salts Chemical class 0.000 claims description 17
- 239000000725 suspension Substances 0.000 claims description 17
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 16
- 239000003889 eye drop Substances 0.000 claims description 16
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 claims description 16
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 15
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 15
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 claims description 14
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 claims description 14
- 239000003963 antioxidant agent Substances 0.000 claims description 12
- 235000006708 antioxidants Nutrition 0.000 claims description 12
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 claims description 10
- 229930006000 Sucrose Natural products 0.000 claims description 10
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims description 10
- 239000005720 sucrose Substances 0.000 claims description 10
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 claims description 9
- 229930195725 Mannitol Natural products 0.000 claims description 9
- 230000003078 antioxidant effect Effects 0.000 claims description 9
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 9
- OSASVXMJTNOKOY-UHFFFAOYSA-N chlorobutanol Chemical compound CC(C)(O)C(Cl)(Cl)Cl OSASVXMJTNOKOY-UHFFFAOYSA-N 0.000 claims description 9
- 239000000594 mannitol Substances 0.000 claims description 9
- 235000010355 mannitol Nutrition 0.000 claims description 9
- 239000001301 oxygen Substances 0.000 claims description 9
- 229910052760 oxygen Inorganic materials 0.000 claims description 9
- 229920000642 polymer Polymers 0.000 claims description 9
- WRMNZCZEMHIOCP-UHFFFAOYSA-N 2-phenylethanol Chemical compound OCCC1=CC=CC=C1 WRMNZCZEMHIOCP-UHFFFAOYSA-N 0.000 claims description 8
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 claims description 8
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 claims description 8
- 239000012736 aqueous medium Substances 0.000 claims description 8
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 claims description 8
- 239000004327 boric acid Substances 0.000 claims description 8
- 235000010338 boric acid Nutrition 0.000 claims description 8
- XBDQKXXYIPTUBI-UHFFFAOYSA-N dimethylselenoniopropionate Natural products CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 claims description 8
- 229930182817 methionine Natural products 0.000 claims description 8
- 229960004452 methionine Drugs 0.000 claims description 8
- 229920005862 polyol Polymers 0.000 claims description 8
- 150000003077 polyols Chemical class 0.000 claims description 8
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 claims description 8
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 claims description 8
- 229960003415 propylparaben Drugs 0.000 claims description 8
- 239000000600 sorbitol Substances 0.000 claims description 8
- UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 claims description 8
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 claims description 7
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 7
- 239000004471 Glycine Substances 0.000 claims description 7
- FFEARJCKVFRZRR-BYPYZUCNSA-N L-methionine Chemical compound CSCC[C@H](N)C(O)=O FFEARJCKVFRZRR-BYPYZUCNSA-N 0.000 claims description 7
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 7
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical compound [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 claims description 7
- 235000010323 ascorbic acid Nutrition 0.000 claims description 7
- 239000011668 ascorbic acid Substances 0.000 claims description 7
- 210000004899 c-terminal region Anatomy 0.000 claims description 7
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 claims description 7
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 claims description 7
- 229960002216 methylparaben Drugs 0.000 claims description 7
- 239000003352 sequestering agent Substances 0.000 claims description 7
- 239000011780 sodium chloride Substances 0.000 claims description 7
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 claims description 7
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 claims description 6
- LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 claims description 6
- 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 description 6
- 229960005070 ascorbic acid Drugs 0.000 claims description 6
- 229960001574 benzoxonium chloride Drugs 0.000 claims description 6
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 claims description 6
- 159000000007 calcium salts Chemical class 0.000 claims description 6
- 229960002798 cetrimide Drugs 0.000 claims description 6
- OSVXSBDYLRYLIG-UHFFFAOYSA-N dioxidochlorine(.) Chemical compound O=Cl=O OSVXSBDYLRYLIG-UHFFFAOYSA-N 0.000 claims description 6
- 239000006260 foam Substances 0.000 claims description 6
- RWSXRVCMGQZWBV-WDSKDSINSA-N glutathione Chemical compound OC(=O)[C@@H](N)CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O RWSXRVCMGQZWBV-WDSKDSINSA-N 0.000 claims description 6
- 239000000017 hydrogel Substances 0.000 claims description 6
- 235000019260 propionic acid Nutrition 0.000 claims description 6
- PXGPLTODNUVGFL-JZFBHDEDSA-N prostaglandin F2beta Chemical compound CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)C[C@@H](O)[C@@H]1C\C=C/CCCC(O)=O PXGPLTODNUVGFL-JZFBHDEDSA-N 0.000 claims description 6
- JHJLBTNAGRQEKS-UHFFFAOYSA-M sodium bromide Chemical compound [Na+].[Br-] JHJLBTNAGRQEKS-UHFFFAOYSA-M 0.000 claims description 6
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 claims description 6
- RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 claims description 6
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 5
- 229960000583 acetic acid Drugs 0.000 claims description 5
- 229960004106 citric acid Drugs 0.000 claims description 5
- 239000006071 cream Substances 0.000 claims description 5
- 239000008121 dextrose Substances 0.000 claims description 5
- 239000006185 dispersion Substances 0.000 claims description 5
- 150000008040 ionic compounds Chemical class 0.000 claims description 5
- 239000006210 lotion Substances 0.000 claims description 5
- 239000004005 microsphere Substances 0.000 claims description 5
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 claims description 5
- 239000007921 spray Substances 0.000 claims description 5
- 229940033663 thimerosal Drugs 0.000 claims description 5
- JCIIKRHCWVHVFF-UHFFFAOYSA-N 1,2,4-thiadiazol-5-amine;hydrochloride Chemical compound Cl.NC1=NC=NS1 JCIIKRHCWVHVFF-UHFFFAOYSA-N 0.000 claims description 4
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 claims description 4
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 claims description 4
- 239000004472 Lysine Substances 0.000 claims description 4
- DWAQJAXMDSEUJJ-UHFFFAOYSA-M Sodium bisulfite Chemical compound [Na+].OS([O-])=O DWAQJAXMDSEUJJ-UHFFFAOYSA-M 0.000 claims description 4
- 239000007983 Tris buffer Substances 0.000 claims description 4
- 241000289690 Xenarthra Species 0.000 claims description 4
- 235000004279 alanine Nutrition 0.000 claims description 4
- 229910000147 aluminium phosphate Inorganic materials 0.000 claims description 4
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 claims description 4
- 229960001950 benzethonium chloride Drugs 0.000 claims description 4
- 229960004926 chlorobutanol Drugs 0.000 claims description 4
- BEFDCLMNVWHSGT-UHFFFAOYSA-N ethenylcyclopentane Chemical compound C=CC1CCCC1 BEFDCLMNVWHSGT-UHFFFAOYSA-N 0.000 claims description 4
- 235000013922 glutamic acid Nutrition 0.000 claims description 4
- 239000004220 glutamic acid Substances 0.000 claims description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 4
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims description 4
- 239000006072 paste Substances 0.000 claims description 4
- 229940096826 phenylmercuric acetate Drugs 0.000 claims description 4
- PDTFCHSETJBPTR-UHFFFAOYSA-N phenylmercuric nitrate Chemical compound [O-][N+](=O)O[Hg]C1=CC=CC=C1 PDTFCHSETJBPTR-UHFFFAOYSA-N 0.000 claims description 4
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 claims description 4
- 235000010267 sodium hydrogen sulphite Nutrition 0.000 claims description 4
- 235000010199 sorbic acid Nutrition 0.000 claims description 4
- 239000004334 sorbic acid Substances 0.000 claims description 4
- 229940075582 sorbic acid Drugs 0.000 claims description 4
- NBOMNTLFRHMDEZ-UHFFFAOYSA-N thiosalicylic acid Chemical compound OC(=O)C1=CC=CC=C1S NBOMNTLFRHMDEZ-UHFFFAOYSA-N 0.000 claims description 4
- 229940103494 thiosalicylic acid Drugs 0.000 claims description 4
- VAZJLPXFVQHDFB-UHFFFAOYSA-N 1-(diaminomethylidene)-2-hexylguanidine Polymers CCCCCCN=C(N)N=C(N)N VAZJLPXFVQHDFB-UHFFFAOYSA-N 0.000 claims description 3
- AEQDJSLRWYMAQI-UHFFFAOYSA-N 2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline Chemical compound C1CN2CC(C(=C(OC)C=C3)OC)=C3CC2C2=C1C=C(OC)C(OC)=C2 AEQDJSLRWYMAQI-UHFFFAOYSA-N 0.000 claims description 3
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 claims description 3
- 239000004155 Chlorine dioxide Substances 0.000 claims description 3
- RGHNJXZEOKUKBD-SQOUGZDYSA-N Gluconic acid Natural products OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 3
- 108010024636 Glutathione Proteins 0.000 claims description 3
- PWKSKIMOESPYIA-BYPYZUCNSA-N L-N-acetyl-Cysteine Chemical compound CC(=O)N[C@@H](CS)C(O)=O PWKSKIMOESPYIA-BYPYZUCNSA-N 0.000 claims description 3
- 229920002413 Polyhexanide Polymers 0.000 claims description 3
- 229960004308 acetylcysteine Drugs 0.000 claims description 3
- 229910001508 alkali metal halide Inorganic materials 0.000 claims description 3
- 229910001615 alkaline earth metal halide Inorganic materials 0.000 claims description 3
- KHSLHYAUZSPBIU-UHFFFAOYSA-M benzododecinium bromide Chemical compound [Br-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 KHSLHYAUZSPBIU-UHFFFAOYSA-M 0.000 claims description 3
- 229940073464 benzododecinium bromide Drugs 0.000 claims description 3
- 229920002988 biodegradable polymer Polymers 0.000 claims description 3
- 239000004621 biodegradable polymer Substances 0.000 claims description 3
- 229960002645 boric acid Drugs 0.000 claims description 3
- 239000004202 carbamide Substances 0.000 claims description 3
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 claims description 3
- 229960000228 cetalkonium chloride Drugs 0.000 claims description 3
- 239000002738 chelating agent Substances 0.000 claims description 3
- 229960003260 chlorhexidine Drugs 0.000 claims description 3
- 235000019398 chlorine dioxide Nutrition 0.000 claims description 3
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 claims description 3
- LNGNZSMIUVQZOX-UHFFFAOYSA-L disodium;dioxido(sulfanylidene)-$l^{4}-sulfane Chemical compound [Na+].[Na+].[O-]S([O-])=S LNGNZSMIUVQZOX-UHFFFAOYSA-L 0.000 claims description 3
- 235000019441 ethanol Nutrition 0.000 claims description 3
- 235000012208 gluconic acid Nutrition 0.000 claims description 3
- 229960003180 glutathione Drugs 0.000 claims description 3
- 150000002357 guanidines Chemical class 0.000 claims description 3
- 235000014655 lactic acid Nutrition 0.000 claims description 3
- 239000002502 liposome Substances 0.000 claims description 3
- 239000012528 membrane Substances 0.000 claims description 3
- 239000002105 nanoparticle Substances 0.000 claims description 3
- VUXSPDNLYQTOSY-UHFFFAOYSA-N phenylmercuric borate Chemical compound OB(O)O[Hg]C1=CC=CC=C1 VUXSPDNLYQTOSY-UHFFFAOYSA-N 0.000 claims description 3
- 229960000247 phenylmercuric borate Drugs 0.000 claims description 3
- 150000003904 phospholipids Chemical class 0.000 claims description 3
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 claims description 3
- 239000001103 potassium chloride Substances 0.000 claims description 3
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 3
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 claims description 3
- 239000000176 sodium gluconate Substances 0.000 claims description 3
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- 229940005574 sodium gluconate Drugs 0.000 claims description 3
- 229940001584 sodium metabisulfite Drugs 0.000 claims description 3
- 235000010262 sodium metabisulphite Nutrition 0.000 claims description 3
- JXKPEJDQGNYQSM-UHFFFAOYSA-M sodium propionate Chemical compound [Na+].CCC([O-])=O JXKPEJDQGNYQSM-UHFFFAOYSA-M 0.000 claims description 3
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- 239000004324 sodium propionate Substances 0.000 claims description 3
- 229960003212 sodium propionate Drugs 0.000 claims description 3
- 235000010265 sodium sulphite Nutrition 0.000 claims description 3
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 2
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 claims description 2
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 claims description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 2
- 239000008351 acetate buffer Substances 0.000 claims description 2
- 150000008045 alkali metal halides Chemical class 0.000 claims description 2
- 239000001110 calcium chloride Substances 0.000 claims description 2
- 229910001628 calcium chloride Inorganic materials 0.000 claims description 2
- 235000011148 calcium chloride Nutrition 0.000 claims description 2
- 229940099041 chlorine dioxide Drugs 0.000 claims description 2
- 239000007979 citrate buffer Substances 0.000 claims description 2
- 239000000174 gluconic acid Substances 0.000 claims description 2
- 239000004310 lactic acid Substances 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
- 239000008363 phosphate buffer Substances 0.000 claims description 2
- AJPJDKMHJJGVTQ-UHFFFAOYSA-M sodium dihydrogen phosphate Chemical compound [Na+].OP(O)([O-])=O AJPJDKMHJJGVTQ-UHFFFAOYSA-M 0.000 claims description 2
- QDYLMAYUEZBUFO-UHFFFAOYSA-N cetalkonium chloride Chemical compound CCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 QDYLMAYUEZBUFO-UHFFFAOYSA-N 0.000 claims 1
- 125000003275 alpha amino acid group Chemical group 0.000 abstract 1
- 101000661610 Sus scrofa Spermatid nuclear transition protein 4 Proteins 0.000 description 38
- -1 BAK Chemical class 0.000 description 32
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 24
- 102000007469 Actins Human genes 0.000 description 22
- 108010085238 Actins Proteins 0.000 description 22
- 210000001519 tissue Anatomy 0.000 description 22
- 229940024606 amino acid Drugs 0.000 description 16
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- 239000000546 pharmaceutical excipient Substances 0.000 description 11
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- 102000004169 proteins and genes Human genes 0.000 description 11
- 108090000623 proteins and genes Proteins 0.000 description 11
- 239000003981 vehicle Substances 0.000 description 11
- 239000003814 drug Substances 0.000 description 10
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- 239000003623 enhancer Substances 0.000 description 9
- 239000002585 base Substances 0.000 description 8
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- 239000002480 mineral oil Substances 0.000 description 8
- 239000004166 Lanolin Substances 0.000 description 7
- 210000002919 epithelial cell Anatomy 0.000 description 7
- 239000007924 injection Substances 0.000 description 7
- 238000002347 injection Methods 0.000 description 7
- 229940039717 lanolin Drugs 0.000 description 7
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- 235000010446 mineral oil Nutrition 0.000 description 7
- 235000019271 petrolatum Nutrition 0.000 description 7
- 229920001223 polyethylene glycol Polymers 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
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- A61K38/17—Peptides having more than 20 amino acids; Gastrins; Somatostatins; Melanotropins; Derivatives thereof from animals; from humans
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- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Ophthalmology & Optometry (AREA)
- Gastroenterology & Hepatology (AREA)
- Immunology (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Zoology (AREA)
- Endocrinology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Dispersion Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Virology (AREA)
- Medicinal Preparation (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US69126105P | 2005-06-17 | 2005-06-17 | |
| US60/691,261 | 2005-06-17 | ||
| US77694706P | 2006-02-28 | 2006-02-28 | |
| US60/776,947 | 2006-02-28 | ||
| PCT/US2006/023760 WO2006138709A2 (en) | 2005-06-17 | 2006-06-19 | Lkktet and/or lkktnt peptide compositions and methods |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2612522A1 true CA2612522A1 (en) | 2006-12-28 |
Family
ID=37570786
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002612522A Abandoned CA2612522A1 (en) | 2005-06-17 | 2006-06-19 | Lkktet and/or lkktnt peptide compositions and methods |
| CA002612405A Abandoned CA2612405A1 (en) | 2005-06-17 | 2006-06-19 | Lkktet and/or lkktnt compositions and methods for treating or preventing tissue deterioration, injury or damage |
| CA002612410A Abandoned CA2612410A1 (en) | 2005-06-17 | 2006-06-19 | Lkktet (seq id no: 1) and/or lkktnt (seq id no: 2) peptide compositions wich are lyophilized or in a form capable of being lyophilized |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002612405A Abandoned CA2612405A1 (en) | 2005-06-17 | 2006-06-19 | Lkktet and/or lkktnt compositions and methods for treating or preventing tissue deterioration, injury or damage |
| CA002612410A Abandoned CA2612410A1 (en) | 2005-06-17 | 2006-06-19 | Lkktet (seq id no: 1) and/or lkktnt (seq id no: 2) peptide compositions wich are lyophilized or in a form capable of being lyophilized |
Country Status (11)
| Country | Link |
|---|---|
| US (8) | US20090131313A1 (https=) |
| EP (4) | EP1896050A4 (https=) |
| JP (3) | JP2008543878A (https=) |
| KR (3) | KR20080033939A (https=) |
| CN (1) | CN105106931A (https=) |
| AU (3) | AU2006261157A1 (https=) |
| CA (3) | CA2612522A1 (https=) |
| HK (1) | HK1218248A1 (https=) |
| IL (4) | IL187522A0 (https=) |
| MX (3) | MX2007015958A (https=) |
| WO (3) | WO2006138709A2 (https=) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CA2718774A1 (en) * | 2008-03-17 | 2009-12-17 | Regenerx Biopharmaceuticals, Inc. | Improved beta thymosin fragments |
| CN101297965B (zh) * | 2008-06-16 | 2011-01-05 | 浙江省中医药研究院 | 胸腺肽β4在制备防治支气管哮喘药物中的应用 |
| WO2011044589A2 (en) * | 2009-10-09 | 2011-04-14 | Board Of Regents, The University Of Texas System | Photokinetic ocular drug delivery methods and apparatus |
| WO2012126047A1 (en) * | 2011-03-18 | 2012-09-27 | Adistem Ltd | Agent and method for treating pain and reducing inflammation |
| DK2819682T3 (en) | 2012-03-01 | 2017-08-21 | Firststring Res Inc | TOPICAL GELLS CONTAINING ALPHA-CONNEXIN C-TERMINAL (ACT) PEPTIDES |
| EP2698162A1 (en) | 2012-08-15 | 2014-02-19 | Credentis AG | Method for producing a composition for treating a tooth lesion |
| AU2014345802B2 (en) * | 2013-11-07 | 2018-01-25 | Dr. August Wolff Gmbh & Co. Kg Arzneimittel | Storage stable lyophilized tripeptide formulations |
| CA2942035A1 (en) | 2014-03-12 | 2015-09-17 | University Of Virginia Patent Foundation | Compositions and methods for treating eye infections and disease |
| WO2016064078A1 (ko) | 2014-10-22 | 2016-04-28 | 주식회사 지트리비앤티 | 티모신 베타 4를 함유하는 조성물 및 이를 포함하는 약학적 제형 |
| MA41299A (fr) * | 2014-12-30 | 2017-11-07 | Axim Biotechnologies Inc | Solutions ophtalmiques pour le traitement du glaucome et de la conjonctivite |
| US9867868B2 (en) | 2015-08-18 | 2018-01-16 | G-Treebnt Co., Ltd. | Pharmaceutical composition for treating or preventing corneal wound comprising thymosin β4 and citric acid |
| KR20170021667A (ko) | 2015-08-18 | 2017-02-28 | 주식회사 지트리비앤티 | 티모신 β4를 유효성분으로 포함하는 신경영양성각막염 치료용 조성물 |
| JP6996713B2 (ja) * | 2015-10-06 | 2022-02-04 | エイチエルビー・セラピューティクス・カンパニー・リミテッド | チモシンベータ４を含む眼科用製剤の製造方法 |
| CA3031069A1 (en) * | 2016-07-18 | 2018-01-25 | Regentree, Llc | Methods of treating dry eye syndrome |
| KR102115158B1 (ko) | 2016-11-29 | 2020-05-26 | 주식회사 지트리파마슈티컬 | 티모신 베타 4 를 함유하는 제형 |
| KR20250023579A (ko) * | 2017-02-21 | 2025-02-18 | 티얼솔루션즈, 인크. | 안정한 펩타이드 조성물 |
| KR102340750B1 (ko) * | 2017-03-03 | 2021-12-21 | 에이치엘비테라퓨틱스 주식회사 | 티모신 베타 4를 유효성분으로 포함하는 안정화된 외용 제제 |
| KR101910908B1 (ko) * | 2017-06-14 | 2018-10-24 | (주)휴온스 | Gly-Tβ4 (Gly-티모신β4)을 함유하는 안구건조증 치료용 약학적 조성물 |
| US10342824B2 (en) | 2017-07-17 | 2019-07-09 | Dr. Marlowe's Weight Loss Institute, P.L.L.C. | Supplement for treating side effects of medications which cause metabolic acidosis |
| CN111386337A (zh) * | 2017-11-24 | 2020-07-07 | Gtreebnt科技有限公司 | 包含胸腺素β4或其衍生物作为活性成分的用于促进杯状细胞增殖或粘蛋白分泌的组合物 |
| MX2023004631A (es) | 2020-10-22 | 2023-07-20 | Xequel Bio Inc | Formulaciones peptidicas y usos oftalmicos de las mismas. |
| WO2024006653A2 (en) * | 2022-07-01 | 2024-01-04 | Tearsolutions, Inc. | Stable peptide compositions and methods of use thereof for treatment of moderate/severe dry eye-related ocular symptoms |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4444757A (en) * | 1981-11-16 | 1984-04-24 | Research Corporation | Use of thymosin as an anti-diabetes and anti-hypertensive disease agent |
| US4906613A (en) | 1985-11-05 | 1990-03-06 | Schering Corporation | Antiglaucoma compositions and methods |
| NZ222413A (en) * | 1986-11-05 | 1991-06-25 | Ethicon Inc | Compositions containing a polypeptide growth factor and a water-soluble cellulose polymer stabiliser |
| FR2647675B1 (fr) | 1989-06-05 | 1994-05-20 | Sanofi | Utilisation d'un derive de la statine dans le traitement des affections oculaires |
| US5564345A (en) | 1993-05-11 | 1996-10-15 | Park Ohio Industries Inc. | Stackable table, table assembly, and tray and table combination |
| CA2132826C (en) * | 1992-05-06 | 1999-01-05 | Masood Chowhan | Use of borate-polyol complexes in ophthalmic compositions |
| US5578570A (en) * | 1993-10-07 | 1996-11-26 | The George Washington University Medical Center | Method of treating septic shock using thymosin β4 |
| US5593964A (en) | 1993-10-07 | 1997-01-14 | The George Washington University Medical Center | Method of treating septic shock by preventing actin polymerization |
| AU3070395A (en) | 1994-07-22 | 1996-02-22 | Alcon Laboratories, Inc. | Use of low molecular weight amino acids in ophthalmic compositions |
| GB9806632D0 (en) | 1998-03-28 | 1998-05-27 | Stevenson Robert | Peptide factor |
| US20040131626A1 (en) * | 2001-03-15 | 2004-07-08 | Goldstein Allan L. | Methods of treating disorders of the eye and surrounding tissue with thymosin beta4 (tb4) analogues, isoforms and other derivatives |
| EP1591128A1 (en) * | 1998-07-30 | 2005-11-02 | The Government of the United States of America, as repres. by the Secretary of Health and Human Services, Nat. Inst. of Health | Thymosin beta 4 promotes wound repair |
| US7273618B2 (en) * | 1998-12-09 | 2007-09-25 | Chiron Corporation | Method for administering agents to the central nervous system |
| WO2002024234A2 (en) * | 2000-09-20 | 2002-03-28 | The Regents Of The University Of California | Use of recombinant gene delivery vectors for treating or preventing diseases of the eye |
| JP2005502672A (ja) * | 2001-08-29 | 2005-01-27 | リジェナークス・バイオファーマスーティカルズ・インコーポレイテッド | サイモシンβ４、類似体、アイソフォームおよびその他の誘導体を用いて心筋障害の発生前、発生中または発生後に発生する炎症、損傷およびその他の変化を治癒または予防する方法 |
| US20040005644A1 (en) * | 2002-02-28 | 2004-01-08 | Su Yan A. | Method and composition for detection and treatment of breast cancer |
| CA2497977A1 (en) * | 2002-09-20 | 2004-04-01 | Alcon, Inc. | Use of cytokine synthesis inhibitors for the treatment of dry eye disorders |
| EP1613369A4 (en) * | 2003-03-31 | 2008-10-01 | Regenerx Biopharmaceuticals | COMPOSITIONS AND METHODS OF DELIVERING THYMOSINE BETA 4, ANALOGUE, ISOFORMS AND OTHER DERIVATIVES |
| WO2004099768A1 (en) * | 2003-05-05 | 2004-11-18 | Regenerx Biopharmaceuticals, Inc. | Method for detecting development of a physiological disorder in a subject |
| CN108738377B (zh) | 2015-07-30 | 2020-11-10 | 株式会社半导体能源研究所 | 发光装置的制造方法、发光装置、模块及电子设备 |
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- 2006-06-19 JP JP2008517207A patent/JP2008543878A/ja active Pending
- 2006-06-19 AU AU2006261157A patent/AU2006261157A1/en not_active Abandoned
- 2006-06-19 CA CA002612522A patent/CA2612522A1/en not_active Abandoned
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- 2006-06-19 AU AU2006261156A patent/AU2006261156B2/en not_active Ceased
- 2006-06-19 EP EP06785093A patent/EP1896050A4/en not_active Withdrawn
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- 2006-06-19 CN CN201510532998.4A patent/CN105106931A/zh active Pending
- 2006-06-19 KR KR1020087000980A patent/KR20080018268A/ko not_active Withdrawn
- 2006-06-19 MX MX2007015958A patent/MX2007015958A/es not_active Application Discontinuation
- 2006-06-19 AU AU2006261155A patent/AU2006261155A1/en not_active Abandoned
- 2006-06-19 JP JP2008517208A patent/JP2008543879A/ja not_active Withdrawn
- 2006-06-19 CA CA002612410A patent/CA2612410A1/en not_active Abandoned
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- 2006-06-19 WO PCT/US2006/023760 patent/WO2006138709A2/en not_active Ceased
- 2006-06-19 WO PCT/US2006/023759 patent/WO2006138708A1/en not_active Ceased
- 2006-06-19 US US11/917,883 patent/US20080214456A1/en not_active Abandoned
- 2006-06-19 EP EP06785092A patent/EP1906986A4/en not_active Ceased
- 2006-06-19 KR KR1020087000983A patent/KR20080021782A/ko not_active Withdrawn
- 2006-06-19 MX MX2007015956A patent/MX2007015956A/es not_active Application Discontinuation
- 2006-06-19 WO PCT/US2006/023758 patent/WO2006138707A1/en not_active Ceased
- 2006-06-19 EP EP17204441.4A patent/EP3326647A1/en not_active Ceased
- 2006-06-19 MX MX2007015957A patent/MX2007015957A/es active IP Right Grant
- 2006-06-19 US US11/917,848 patent/US8383576B2/en not_active Expired - Fee Related
- 2006-06-19 JP JP2008517206A patent/JP2008543877A/ja active Pending
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2007
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2011
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2012
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2016
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2017
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