IL97681A - Parenterally administrable liposome formulation comprising synthetic lipids - Google Patents

Parenterally administrable liposome formulation comprising synthetic lipids

Info

Publication number: IL97681A
Authority: IL; Israel
Prior art keywords: cis; octadecenoyl; zinc; synthetic; phthalocyanine
Prior art date: 1990-04-03

Application number

IL9768191A

Other languages

English (en)

Other versions

IL97681A0 (en

Original Assignee

Ciba Geigy Ag

Priority date (The priority date 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 date listed.)

1990-04-03

Filing date

1991-03-26

Publication date

1996-01-31

1991-03-26 Application filed by Ciba Geigy Ag filed Critical Ciba Geigy Ag

1992-06-21 Publication of IL97681A0 publication Critical patent/IL97681A0/xx

1996-01-31 Publication of IL97681A publication Critical patent/IL97681A/en

Links

239000002502 liposome Substances 0.000 title abstract description 58
239000000203 mixture Substances 0.000 title description 19
150000002632 lipids Chemical class 0.000 title description 13
238000009472 formulation Methods 0.000 title description 4
150000003904 phospholipids Chemical class 0.000 claims abstract description 47
239000008194 pharmaceutical composition Substances 0.000 claims abstract description 19
238000002360 preparation method Methods 0.000 claims description 56
239000000546 pharmaceutical excipient Substances 0.000 claims description 15
239000006207 intravenous dosage form Substances 0.000 claims description 11
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims 2
IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 claims 2
239000011701 zinc Substances 0.000 claims 2
229910052725 zinc Inorganic materials 0.000 claims 2
239000006185 dispersion Substances 0.000 abstract description 40
239000000243 solution Substances 0.000 description 50
238000000034 method Methods 0.000 description 29
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 27
-1 n-dodecanoyl Chemical group 0.000 description 27
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 20
DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 description 20
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 19
239000008101 lactose Substances 0.000 description 19
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 18
239000002904 solvent Substances 0.000 description 17
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 16
239000007788 liquid Substances 0.000 description 12
239000008346 aqueous phase Substances 0.000 description 10
239000003960 organic solvent Substances 0.000 description 10
239000011780 sodium chloride Substances 0.000 description 10
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 8
125000004432 carbon atom Chemical group C* 0.000 description 8
239000012528 membrane Substances 0.000 description 8
WTJKGGKOPKCXLL-RRHRGVEJSA-N phosphatidylcholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCCC=CCCCCCCCC WTJKGGKOPKCXLL-RRHRGVEJSA-N 0.000 description 8
DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 7
230000015572 biosynthetic process Effects 0.000 description 7
238000001990 intravenous administration Methods 0.000 description 7
239000011734 sodium Substances 0.000 description 7
239000012300 argon atmosphere Substances 0.000 description 6
238000000502 dialysis Methods 0.000 description 6
239000012074 organic phase Substances 0.000 description 6
229910052708 sodium Inorganic materials 0.000 description 6
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 5
239000003937 drug carrier Substances 0.000 description 5
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241000282412 Homo Species 0.000 description 4
206010028980 Neoplasm Diseases 0.000 description 4
239000004480 active ingredient Substances 0.000 description 4
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238000004108 freeze drying Methods 0.000 description 4
238000002347 injection Methods 0.000 description 4
239000007924 injection Substances 0.000 description 4
239000006201 parenteral dosage form Substances 0.000 description 4
108090000623 proteins and genes Proteins 0.000 description 4
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 4
238000000926 separation method Methods 0.000 description 4
229910001415 sodium ion Inorganic materials 0.000 description 4
239000011877 solvent mixture Substances 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
241001465754 Metazoa Species 0.000 description 3
FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 3
239000000969 carrier Substances 0.000 description 3
150000001768 cations Chemical class 0.000 description 3
150000001875 compounds Chemical class 0.000 description 3
235000014113 dietary fatty acids Nutrition 0.000 description 3
238000004090 dissolution Methods 0.000 description 3
238000009826 distribution Methods 0.000 description 3
238000001704 evaporation Methods 0.000 description 3
230000008020 evaporation Effects 0.000 description 3
239000000194 fatty acid Substances 0.000 description 3
229930195729 fatty acid Natural products 0.000 description 3
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 3
102000004169 proteins and genes Human genes 0.000 description 3
239000007787 solid Substances 0.000 description 3
238000003756 stirring Methods 0.000 description 3
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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 description 2
229930195725 Mannitol Natural products 0.000 description 2
229910019142 PO4 Inorganic materials 0.000 description 2
239000002202 Polyethylene glycol Substances 0.000 description 2
PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical class CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 description 2
125000002947 alkylene group Chemical group 0.000 description 2
239000002585 base Substances 0.000 description 2
238000005119 centrifugation Methods 0.000 description 2
238000002512 chemotherapy Methods 0.000 description 2
OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 2
238000001816 cooling Methods 0.000 description 2
239000002552 dosage form Substances 0.000 description 2
150000004665 fatty acids Chemical class 0.000 description 2
238000011049 filling Methods 0.000 description 2
238000002523 gelfiltration Methods 0.000 description 2
238000010438 heat treatment Methods 0.000 description 2
238000001727 in vivo Methods 0.000 description 2
239000000594 mannitol Substances 0.000 description 2
235000010355 mannitol Nutrition 0.000 description 2
239000000693 micelle Substances 0.000 description 2
238000002156 mixing Methods 0.000 description 2
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
239000010452 phosphate Substances 0.000 description 2
229920001983 poloxamer Polymers 0.000 description 2
229920001223 polyethylene glycol Polymers 0.000 description 2
229960000391 sorbitan trioleate Drugs 0.000 description 2
238000003860 storage Methods 0.000 description 2
230000009885 systemic effect Effects 0.000 description 2
231100000331 toxic Toxicity 0.000 description 2
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230000002110 toxicologic effect Effects 0.000 description 2
231100000027 toxicology Toxicity 0.000 description 2
ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical class FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical class CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 description 1
GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
239000004475 Arginine Substances 0.000 description 1
101000702579 Crotalus durissus terrificus Snaclec crotocetin Proteins 0.000 description 1
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 description 1
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 description 1
208000005189 Embolism Diseases 0.000 description 1
102000004190 Enzymes Human genes 0.000 description 1
108090000790 Enzymes Proteins 0.000 description 1
IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 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 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 description 1
239000004472 Lysine Substances 0.000 description 1
101100208721 Mus musculus Usp5 gene Proteins 0.000 description 1
241000699670 Mus sp. Species 0.000 description 1
PAMIQIKDUOTOBW-UHFFFAOYSA-N N-methylcyclohexylamine Natural products CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 description 1
229920003171 Poly (ethylene oxide) Chemical class 0.000 description 1
229920001213 Polysorbate 20 Polymers 0.000 description 1
NPYPAHLBTDXSSS-UHFFFAOYSA-N Potassium ion Chemical compound [K+] NPYPAHLBTDXSSS-UHFFFAOYSA-N 0.000 description 1
GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
241000700159 Rattus Species 0.000 description 1
239000012506 Sephacryl® Substances 0.000 description 1
229920002684 Sepharose Polymers 0.000 description 1
MTCFGRXMJLQNBG-UHFFFAOYSA-N Serine Natural products OCC(N)C(O)=O MTCFGRXMJLQNBG-UHFFFAOYSA-N 0.000 description 1
IYFATESGLOUGBX-YVNJGZBMSA-N Sorbitan monopalmitate Chemical class CCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O IYFATESGLOUGBX-YVNJGZBMSA-N 0.000 description 1
HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical class CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 1
239000004147 Sorbitan trioleate Chemical class 0.000 description 1
238000002441 X-ray diffraction Methods 0.000 description 1
IJCWFDPJFXGQBN-RYNSOKOISA-N [(2R)-2-[(2R,3R,4S)-4-hydroxy-3-octadecanoyloxyoxolan-2-yl]-2-octadecanoyloxyethyl] octadecanoate Chemical class CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCCCCCCCCCCCC IJCWFDPJFXGQBN-RYNSOKOISA-N 0.000 description 1
210000000683 abdominal cavity Anatomy 0.000 description 1
230000002378 acidificating effect Effects 0.000 description 1
230000004520 agglutination Effects 0.000 description 1
150000001298 alcohols Chemical class 0.000 description 1
229910001413 alkali metal ion Inorganic materials 0.000 description 1
125000003545 alkoxy group Chemical group 0.000 description 1
125000000217 alkyl group Chemical group 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
238000010171 animal model Methods 0.000 description 1
239000012062 aqueous buffer Substances 0.000 description 1
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239000007900 aqueous suspension Substances 0.000 description 1
125000001124 arachidoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
238000010923 batch production Methods 0.000 description 1
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 description 1
239000007853 buffer solution Substances 0.000 description 1
230000003139 buffering effect Effects 0.000 description 1
201000011510 cancer Diseases 0.000 description 1
125000001589 carboacyl group Chemical group 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
229960001231 choline Drugs 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
HPNMFZURTQLUMO-UHFFFAOYSA-O diethylammonium Chemical group CC[NH2+]CC HPNMFZURTQLUMO-UHFFFAOYSA-O 0.000 description 1
201000010099 disease Diseases 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
239000003814 drug Substances 0.000 description 1
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238000001035 drying Methods 0.000 description 1
238000002296 dynamic light scattering Methods 0.000 description 1
125000004016 elaidoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])/C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
229940088598 enzyme Drugs 0.000 description 1
YOMFVLRTMZWACQ-UHFFFAOYSA-N ethyltrimethylammonium Chemical group CC[N+](C)(C)C YOMFVLRTMZWACQ-UHFFFAOYSA-N 0.000 description 1
238000001125 extrusion Methods 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
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125000000644 gadoleoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000004817 gas chromatography Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000008103 glucose Substances 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
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229940088597 hormone Drugs 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
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238000000338 in vitro Methods 0.000 description 1
238000010348 incorporation Methods 0.000 description 1
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239000006206 intraperitoneal dosage form Substances 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
238000002955 isolation Methods 0.000 description 1
125000000400 lauroyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
235000010445 lecithin Nutrition 0.000 description 1
239000000787 lecithin Substances 0.000 description 1
229940067606 lecithin Drugs 0.000 description 1
229910001416 lithium ion Inorganic materials 0.000 description 1
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125000001419 myristoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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125000003696 stearoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
238000000108 ultra-filtration Methods 0.000 description 1
238000002604 ultrasonography Methods 0.000 description 1
125000003847 vaccenoyl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])=C([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000003981 vehicle Substances 0.000 description 1
239000011782 vitamin Substances 0.000 description 1
229940088594 vitamin Drugs 0.000 description 1
229930003231 vitamin Natural products 0.000 description 1
235000013343 vitamin Nutrition 0.000 description 1
239000008215 water for injection Substances 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1

Classifications

- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/10—Dispersions; Emulsions
- A61K9/127—Synthetic bilayered vehicles, e.g. liposomes or liposomes with cholesterol as the only non-phosphatidyl surfactant

Landscapes

Health & Medical Sciences (AREA)
Chemical & Material Sciences (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Pharmacology & Pharmacy (AREA)
Epidemiology (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Veterinary Medicine (AREA)
Medicinal Chemistry (AREA)
Dispersion Chemistry (AREA)
Medicinal Preparation (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Manufacturing Of Micro-Capsules (AREA)
Cosmetics (AREA)
Glass Compositions (AREA)
Paper (AREA)
Materials For Medical Uses (AREA)

IL9768191A 1990-04-03 1991-03-26 Parenterally administrable liposome formulation comprising synthetic lipids IL97681A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH110490		1990-04-03

Publications (2)

Publication Number	Publication Date
IL97681A0 IL97681A0 (en)	1992-06-21
IL97681A true IL97681A (en)	1996-01-31

Family

ID=4202574

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
IL9768191A IL97681A (en)	1990-04-03	1991-03-26	Parenterally administrable liposome formulation comprising synthetic lipids

Country Status (18)

Country	Link
EP (1)	EP0451103B1 (fr)
JP (1)	JPH085793B2 (fr)
KR (1)	KR910018014A (fr)
AT (1)	ATE108328T1 (fr)
AU (1)	AU634644B2 (fr)
CA (1)	CA2039477C (fr)
DE (1)	DE59102143D1 (fr)
DK (1)	DK0451103T3 (fr)
ES (1)	ES2056617T3 (fr)
FI (1)	FI104951B (fr)
HU (1)	HU208485B (fr)
IE (1)	IE64990B1 (fr)
IL (1)	IL97681A (fr)
NO (1)	NO302735B1 (fr)
NZ (1)	NZ237631A (fr)
PH (1)	PH30330A (fr)
PT (1)	PT97215B (fr)
ZA (1)	ZA912425B (fr)

Families Citing this family (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US6890555B1 (en)	1992-02-05	2005-05-10	Qlt, Inc.	Liposome compositions of porphyrin photosensitizers
CA2087902C (fr) *	1992-02-05	2006-10-17	Narendra Raghunathji Desai	Compositions liposomiques renfermant des photosensibilisateurs a base de porphyrine
TW235298B (fr) *	1992-02-27	1994-12-01	Ciba Geigy
US5616602A (en) *	1993-07-09	1997-04-01	Ciba-Geigy Corporation	Topically administrable zinc phthalocyanine compositions
JPH11514986A (ja) *	1995-09-21	1999-12-21	ノバルティスアクチエンゲゼルシャフト	光力学的療法におけるナノ粒子
US5715023A (en) *	1996-04-30	1998-02-03	Kaiser Electro-Optics, Inc.	Plane parallel optical collimating device employing a cholesteric liquid crystal
US6010890A (en) *	1997-04-29	2000-01-04	New York Blood Center, Inc.	Method for viral inactivation and compositions for use in same
KR20260010331A (ko) *	2024-07-12	2026-01-20	주식회사 아스트로젠	L-세린의 리포좀 제형 및 이의 제조 방법

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CA1260393A (fr) *	1984-10-16	1989-09-26	Lajos Tarcsay	Liposomes de lipides synthetiques
CA1321351C (fr) *	1987-02-23	1993-08-17	Helmut Otmar Hauser	Mode de deshydratation de preparations vesiculaires en vue d'un stockage de longue duree

1991
- 1991-03-26 DE DE59102143T patent/DE59102143D1/de not_active Expired - Fee Related
- 1991-03-26 IL IL9768191A patent/IL97681A/en not_active IP Right Cessation
- 1991-03-26 AT AT91810217T patent/ATE108328T1/de not_active IP Right Cessation
- 1991-03-26 DK DK91810217.9T patent/DK0451103T3/da active
- 1991-03-26 ES ES91810217T patent/ES2056617T3/es not_active Expired - Lifetime
- 1991-03-26 EP EP91810217A patent/EP0451103B1/fr not_active Expired - Lifetime
- 1991-03-27 PH PH42213A patent/PH30330A/en unknown
- 1991-03-27 FI FI911501A patent/FI104951B/fi not_active IP Right Cessation
- 1991-03-28 CA CA002039477A patent/CA2039477C/fr not_active Expired - Fee Related
- 1991-03-28 IE IE107691A patent/IE64990B1/en not_active IP Right Cessation
- 1991-03-28 NZ NZ237631A patent/NZ237631A/en unknown
- 1991-04-01 PT PT97215A patent/PT97215B/pt not_active IP Right Cessation
- 1991-04-02 HU HU911070A patent/HU208485B/hu not_active IP Right Cessation
- 1991-04-02 NO NO911281A patent/NO302735B1/no not_active IP Right Cessation
- 1991-04-02 AU AU74046/91A patent/AU634644B2/en not_active Ceased
- 1991-04-02 JP JP3069856A patent/JPH085793B2/ja not_active Expired - Fee Related
- 1991-04-02 KR KR1019910005252A patent/KR910018014A/ko not_active Ceased
- 1991-04-02 ZA ZA912425A patent/ZA912425B/xx unknown

Also Published As

Publication number	Publication date
AU7404691A (en)	1991-10-10
NO911281L (no)	1991-10-04
AU634644B2 (en)	1993-02-25
PH30330A (en)	1997-04-02
JPH04221316A (ja)	1992-08-11
ATE108328T1 (de)	1994-07-15
EP0451103B1 (fr)	1994-07-13
HUT59009A (en)	1992-04-28
ZA912425B (en)	1991-11-27
IL97681A0 (en)	1992-06-21
NZ237631A (en)	1992-12-23
ES2056617T3 (es)	1994-10-01
PT97215A (pt)	1992-01-31
NO911281D0 (no)	1991-04-02
HU911070D0 (en)	1991-10-28
DK0451103T3 (da)	1994-08-15
NO302735B1 (no)	1998-04-20
FI911501L (fi)	1991-10-04
IE911076A1 (en)	1991-10-09
FI104951B (fi)	2000-05-15
KR910018014A (ko)	1991-11-30
IE64990B1 (en)	1995-09-20
PT97215B (pt)	1998-07-31
HU208485B (en)	1993-11-29
DE59102143D1 (de)	1994-08-18
EP0451103A1 (fr)	1991-10-09
CA2039477C (fr)	2002-09-24
FI911501A0 (fi)	1991-03-27
JPH085793B2 (ja)	1996-01-24
CA2039477A1 (fr)	1991-10-04

Legal Events

Date	Code	Title
1996-07-23	FF	Patent granted
1997-07-13	KB	Patent renewed
2001-06-14	KB	Patent renewed
2005-07-25	MM9K	Patent not in force due to non-payment of renewal fees

Publication	Publication Date	Title
US5466468A (en)	1995-11-14	Parenterally administrable liposome formulation comprising synthetic lipids
US5270053A (en)	1993-12-14	Parenterally administerable liposome formulation comprising synthetic lipid
FI86371C (fi)	1992-08-25	Foerfarande foer framstaellning av farmaceutiska liposomkompositioner.
KR890004689B1 (ko)	1989-11-25	인지질 및 미셀 입자 중에서 피포시킨 안트라사이클린 항악성종양제
US4370349A (en)	1983-01-25	Process for preparing freeze-dried liposome compositions
US5077057A (en)	1991-12-31	Preparation of liposome and lipid complex compositions
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CA2050679C (fr)	1998-09-22	Preparation de liposomes et de composes lipidiques
HUT78026A (hu)	1999-05-28	Sztaurosporinszármazékok intravénás oldatai
NL8501010A (nl)	1985-11-01	Verbeteringen van of verband houdende met de interleukinetherapie.
HUP0004583A2 (hu)	2001-08-28	Eljárás liposzómába zárt, taxán tartalmú gyógyszerkészítmény előállítására
CN1044093C (zh)	1999-07-14	低毒性药物类脂制剂
WO2004017940A2 (fr)	2004-03-04	Preparations de sn38 pharmaceutiquement active a base de lipides
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HK1000912B (en)	1998-05-08	Preparation of liposome and lipid complex compositions
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US20060030578A1 (en)	2006-02-09	Pharmaceutically active lipid based formulation of irinotecan
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