JP2003503440A

JP2003503440A - 清澄な油を含む薬学的組成物

清澄な油を含む薬学的組成物

Info

Publication number: JP2003503440A
Authority: JP; Japan
Prior art keywords: peg; oil; pharmaceutical composition; group; fatty acid
Prior art date: 1999-06-30
Legal status : Pending

Application number

JP2001507455A

Other languages

English (en)

Japanese (ja)

Other versions

JP2003503440A5 (https=

Inventor

フェン−チンチェン，

マヘシュブイ．パテル，

Original Assignee

リポシンインコーポレイテッド

Priority date

1999-06-30

Filing date

2000-06-02

Publication date

2003-01-28

2000-06-02 Application filed by リポシンインコーポレイテッド filed Critical リポシンインコーポレイテッド

2003-01-28 Publication of JP2003503440A publication Critical patent/JP2003503440A/ja

2007-07-26 Publication of JP2003503440A5 publication Critical patent/JP2003503440A5/ja

Status Pending legal-status Critical Current

Links

239000008194 pharmaceutical composition Substances 0.000 title claims abstract description 184
239000004094 surface-active agent Substances 0.000 claims abstract description 294
239000000203 mixture Substances 0.000 claims abstract description 248
239000003814 drug Substances 0.000 claims abstract description 137
UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 claims abstract description 126
229940124597 therapeutic agent Drugs 0.000 claims abstract description 112
238000000034 method Methods 0.000 claims abstract description 64
150000003626 triacylglycerols Chemical class 0.000 claims abstract description 64
239000006185 dispersion Substances 0.000 claims abstract description 61
-1 alkyl glucoside Chemical class 0.000 claims description 256
239000000194 fatty acid Substances 0.000 claims description 196
235000014113 dietary fatty acids Nutrition 0.000 claims description 190
229930195729 fatty acid Natural products 0.000 claims description 190
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 135
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 111
230000002209 hydrophobic effect Effects 0.000 claims description 77
229920001223 polyethylene glycol Polymers 0.000 claims description 70
150000004665 fatty acids Chemical class 0.000 claims description 68
GHVNFZFCNZKVNT-UHFFFAOYSA-M decanoate Chemical compound CCCCCCCCCC([O-])=O GHVNFZFCNZKVNT-UHFFFAOYSA-M 0.000 claims description 61
239000002552 dosage form Substances 0.000 claims description 60
235000011187 glycerol Nutrition 0.000 claims description 60
239000002202 Polyethylene glycol Substances 0.000 claims description 58
239000004359 castor oil Substances 0.000 claims description 58
235000019438 castor oil Nutrition 0.000 claims description 58
125000005456 glyceride group Chemical group 0.000 claims description 58
ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 claims description 58
229920003171 Poly (ethylene oxide) Polymers 0.000 claims description 54
239000002775 capsule Substances 0.000 claims description 53
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 51
235000015112 vegetable and seed oil Nutrition 0.000 claims description 50
239000008158 vegetable oil Substances 0.000 claims description 50
229940049964 oleate Drugs 0.000 claims description 47
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 42
LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 40
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 38
239000008172 hydrogenated vegetable oil Substances 0.000 claims description 38
IIRDTKBZINWQAW-UHFFFAOYSA-N hexaethylene glycol Chemical compound OCCOCCOCCOCCOCCOCCO IIRDTKBZINWQAW-UHFFFAOYSA-N 0.000 claims description 37
VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 claims description 37
235000019441 ethanol Nutrition 0.000 claims description 36
239000007864 aqueous solution Substances 0.000 claims description 35
229930182558 Sterol Natural products 0.000 claims description 34
150000003432 sterols Chemical class 0.000 claims description 34
235000003702 sterols Nutrition 0.000 claims description 34
POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 claims description 33
229940070765 laurate Drugs 0.000 claims description 33
239000002904 solvent Substances 0.000 claims description 33
239000003921 oil Substances 0.000 claims description 32
235000019198 oils Nutrition 0.000 claims description 30
150000001875 compounds Chemical class 0.000 claims description 29
235000005687 corn oil Nutrition 0.000 claims description 29
239000002285 corn oil Substances 0.000 claims description 29
150000002148 esters Chemical class 0.000 claims description 29
229920005862 polyol Polymers 0.000 claims description 29
150000003077 polyols Chemical class 0.000 claims description 29
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims description 26
URAYPUMNDPQOKB-UHFFFAOYSA-N triacetin Chemical compound CC(=O)OCC(OC(C)=O)COC(C)=O URAYPUMNDPQOKB-UHFFFAOYSA-N 0.000 claims description 26
229940079593 drug Drugs 0.000 claims description 24
239000002563 ionic surfactant Substances 0.000 claims description 24
150000003839 salts Chemical class 0.000 claims description 24
229920001983 poloxamer Polymers 0.000 claims description 22
235000012424 soybean oil Nutrition 0.000 claims description 21
239000003549 soybean oil Substances 0.000 claims description 21
239000007903 gelatin capsule Substances 0.000 claims description 20
ARIWANIATODDMH-UHFFFAOYSA-N rac-1-monolauroylglycerol Chemical compound CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 claims description 20
239000011541 reaction mixture Substances 0.000 claims description 20
235000012000 cholesterol Nutrition 0.000 claims description 19
229940107161 cholesterol Drugs 0.000 claims description 19
CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 claims description 18
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 claims description 18
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 18
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 18
235000010445 lecithin Nutrition 0.000 claims description 18
239000000787 lecithin Substances 0.000 claims description 18
229940067606 lecithin Drugs 0.000 claims description 18
239000000600 sorbitol Substances 0.000 claims description 18
235000010356 sorbitol Nutrition 0.000 claims description 18
KHICUSAUSRBPJT-UHFFFAOYSA-N 2-(2-octadecanoyloxypropanoyloxy)propanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC(C)C(=O)OC(C)C(O)=O KHICUSAUSRBPJT-UHFFFAOYSA-N 0.000 claims description 17
LVGKNOAMLMIIKO-UHFFFAOYSA-N Elaidinsaeure-aethylester Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC LVGKNOAMLMIIKO-UHFFFAOYSA-N 0.000 claims description 17
239000000839 emulsion Substances 0.000 claims description 17
LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 claims description 17
229940093471 ethyl oleate Drugs 0.000 claims description 17
239000002245 particle Substances 0.000 claims description 17
FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 claims description 16
239000004698 Polyethylene Substances 0.000 claims description 16
PHYFQTYBJUILEZ-UHFFFAOYSA-N Trioleoylglycerol Natural products CCCCCCCCC=CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC=CCCCCCCCC)COC(=O)CCCCCCCC=CCCCCCCCC PHYFQTYBJUILEZ-UHFFFAOYSA-N 0.000 claims description 16
229920001400 block copolymer Polymers 0.000 claims description 16
229920002678 cellulose Polymers 0.000 claims description 16
239000001913 cellulose Substances 0.000 claims description 16
235000019864 coconut oil Nutrition 0.000 claims description 16
239000003240 coconut oil Substances 0.000 claims description 16
239000003346 palm kernel oil Substances 0.000 claims description 16
235000019865 palm kernel oil Nutrition 0.000 claims description 16
ASWBNKHCZGQVJV-UHFFFAOYSA-N (3-hexadecanoyloxy-2-hydroxypropyl) 2-(trimethylazaniumyl)ethyl phosphate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(O)COP([O-])(=O)OCC[N+](C)(C)C ASWBNKHCZGQVJV-UHFFFAOYSA-N 0.000 claims description 15
229920001214 Polysorbate 60 Polymers 0.000 claims description 15
WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 claims description 15
229920001451 polypropylene glycol Polymers 0.000 claims description 15
108090000765 processed proteins & peptides Proteins 0.000 claims description 15
150000003899 tartaric acid esters Chemical class 0.000 claims description 15
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 15
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 14
235000019483 Peanut oil Nutrition 0.000 claims description 14
239000001833 Succinylated monoglyceride Substances 0.000 claims description 14
ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 claims description 14
OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical class CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 claims description 14
238000000576 coating method Methods 0.000 claims description 14
POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 claims description 14
FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical group CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 claims description 14
229940074046 glyceryl laurate Drugs 0.000 claims description 14
239000000312 peanut oil Substances 0.000 claims description 14
235000019327 succinylated monoglyceride Nutrition 0.000 claims description 14
229920002472 Starch Polymers 0.000 claims description 13
238000002835 absorbance Methods 0.000 claims description 13
239000003795 chemical substances by application Substances 0.000 claims description 13
239000001087 glyceryl triacetate Substances 0.000 claims description 13
235000013773 glyceryl triacetate Nutrition 0.000 claims description 13
238000001727 in vivo Methods 0.000 claims description 13
239000004006 olive oil Substances 0.000 claims description 13
235000008390 olive oil Nutrition 0.000 claims description 13
229920002503 polyoxyethylene-polyoxypropylene Polymers 0.000 claims description 13
239000000047 product Substances 0.000 claims description 13
239000008107 starch Substances 0.000 claims description 13
235000019698 starch Nutrition 0.000 claims description 13
229960002622 triacetin Drugs 0.000 claims description 13
235000019482 Palm oil Nutrition 0.000 claims description 12
XXJWXESWEXIICW-UHFFFAOYSA-N diethylene glycol monoethyl ether Chemical compound CCOCCOCCO XXJWXESWEXIICW-UHFFFAOYSA-N 0.000 claims description 12
WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 claims description 12
239000002540 palm oil Substances 0.000 claims description 12
102000004196 processed proteins & peptides Human genes 0.000 claims description 12
JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 claims description 11
MEJYDZQQVZJMPP-ULAWRXDQSA-N (3s,3ar,6r,6ar)-3,6-dimethoxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan Chemical compound CO[C@H]1CO[C@@H]2[C@H](OC)CO[C@@H]21 MEJYDZQQVZJMPP-ULAWRXDQSA-N 0.000 claims description 11
HNSDLXPSAYFUHK-UHFFFAOYSA-N 1,4-bis(2-ethylhexyl) sulfosuccinate Chemical compound CCCCC(CC)COC(=O)CC(S(O)(=O)=O)C(=O)OCC(CC)CCCC HNSDLXPSAYFUHK-UHFFFAOYSA-N 0.000 claims description 11
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 11
150000005215 alkyl ethers Chemical class 0.000 claims description 11
BHQCQFFYRZLCQQ-OELDTZBJSA-N cholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-N 0.000 claims description 11
KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical class OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 11
239000002532 enzyme inhibitor Substances 0.000 claims description 11
229940049918 linoleate Drugs 0.000 claims description 11
GHBFNMLVSPCDGN-UHFFFAOYSA-N rac-1-monooctanoylglycerol Chemical compound CCCCCCCC(=O)OCC(O)CO GHBFNMLVSPCDGN-UHFFFAOYSA-N 0.000 claims description 11
229920006395 saturated elastomer Polymers 0.000 claims description 11
WBWWGRHZICKQGZ-HZAMXZRMSA-N taurocholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(=O)NCCS(O)(=O)=O)C)[C@@]2(C)[C@@H](O)C1 WBWWGRHZICKQGZ-HZAMXZRMSA-N 0.000 claims description 11
WJTCHBVEUFDSIK-NWDGAFQWSA-N (2r,5s)-1-benzyl-2,5-dimethylpiperazine Chemical compound C[C@@H]1CN[C@@H](C)CN1CC1=CC=CC=C1 WJTCHBVEUFDSIK-NWDGAFQWSA-N 0.000 claims description 10
235000019489 Almond oil Nutrition 0.000 claims description 10
229920000858 Cyclodextrin Polymers 0.000 claims description 10
JZNWSCPGTDBMEW-UHFFFAOYSA-N Glycerophosphorylethanolamin Natural products NCCOP(O)(=O)OCC(O)CO JZNWSCPGTDBMEW-UHFFFAOYSA-N 0.000 claims description 10
108010007979 Glycocholic Acid Proteins 0.000 claims description 10
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 10
229920001213 Polysorbate 20 Polymers 0.000 claims description 10
DOOTYTYQINUNNV-UHFFFAOYSA-N Triethyl citrate Chemical compound CCOC(=O)CC(O)(C(=O)OCC)CC(=O)OCC DOOTYTYQINUNNV-UHFFFAOYSA-N 0.000 claims description 10
239000000654 additive Substances 0.000 claims description 10
239000008168 almond oil Substances 0.000 claims description 10
239000003613 bile acid Substances 0.000 claims description 10
239000003833 bile salt Substances 0.000 claims description 10
RUDATBOHQWOJDD-BSWAIDMHSA-N chenodeoxycholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)CC1 RUDATBOHQWOJDD-BSWAIDMHSA-N 0.000 claims description 10
239000011248 coating agent Substances 0.000 claims description 10
235000012343 cottonseed oil Nutrition 0.000 claims description 10
239000002385 cottonseed oil Substances 0.000 claims description 10
JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims description 10
125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 claims description 10
RFDAIACWWDREDC-FRVQLJSFSA-N glycocholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(=O)NCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 RFDAIACWWDREDC-FRVQLJSFSA-N 0.000 claims description 10
229920003088 hydroxypropyl methyl cellulose Polymers 0.000 claims description 10
235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 claims description 10
239000001866 hydroxypropyl methyl cellulose Substances 0.000 claims description 10
UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 claims description 10
YYZUSRORWSJGET-UHFFFAOYSA-N octanoic acid ethyl ester Natural products CCCCCCCC(=O)OCC YYZUSRORWSJGET-UHFFFAOYSA-N 0.000 claims description 10
XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 claims description 10
235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 claims description 10
239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 claims description 10
235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 10
229920000053 polysorbate 80 Polymers 0.000 claims description 10
239000001267 polyvinylpyrrolidone Substances 0.000 claims description 10
229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 10
235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 10
239000001069 triethyl citrate Substances 0.000 claims description 10
VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 claims description 10
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RUDATBOHQWOJDD-UZVSRGJWSA-N ursodeoxycholic acid Chemical compound C([C@H]1C[C@@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)CC1 RUDATBOHQWOJDD-UZVSRGJWSA-N 0.000 claims description 10
LDVVTQMJQSCDMK-UHFFFAOYSA-N 1,3-dihydroxypropan-2-yl formate Chemical compound OCC(CO)OC=O LDVVTQMJQSCDMK-UHFFFAOYSA-N 0.000 claims description 9
AOWCOHYBGYRYGE-UHFFFAOYSA-N 1-[2,3-bis(2-oxopropoxy)propoxy]propan-2-one Chemical compound CC(=O)COCC(OCC(C)=O)COCC(C)=O AOWCOHYBGYRYGE-UHFFFAOYSA-N 0.000 claims description 9
RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 claims description 9
CTPDSKVQLSDPLC-UHFFFAOYSA-N 2-(oxolan-2-ylmethoxy)ethanol Chemical compound OCCOCC1CCCO1 CTPDSKVQLSDPLC-UHFFFAOYSA-N 0.000 claims description 9
MQFYRUGXOJAUQK-UHFFFAOYSA-N 2-[2-[2-(2-octadecanoyloxyethoxy)ethoxy]ethoxy]ethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOCCOCCOCCOC(=O)CCCCCCCCCCCCCCCCC MQFYRUGXOJAUQK-UHFFFAOYSA-N 0.000 claims description 9
241001465754 Metazoa Species 0.000 claims description 9
RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 claims description 9
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KXGVEGMKQFWNSR-LLQZFEROSA-N deoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 KXGVEGMKQFWNSR-LLQZFEROSA-N 0.000 claims description 9
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239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 claims description 9
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RUDATBOHQWOJDD-UHFFFAOYSA-N (3beta,5beta,7alpha)-3,7-Dihydroxycholan-24-oic acid Natural products OC1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)CC2 RUDATBOHQWOJDD-UHFFFAOYSA-N 0.000 claims description 8
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 8
HBOQXIRUPVQLKX-BBWANDEASA-N 1,2,3-trilinoleoylglycerol Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/C\C=C/CCCCC)COC(=O)CCCCCCC\C=C/C\C=C/CCCCC HBOQXIRUPVQLKX-BBWANDEASA-N 0.000 claims description 8
ZVUNTIMPQCQCAQ-UHFFFAOYSA-N 2-dodecanoyloxyethyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCC ZVUNTIMPQCQCAQ-UHFFFAOYSA-N 0.000 claims description 8
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 8
XZIIFPSPUDAGJM-UHFFFAOYSA-N 6-chloro-2-n,2-n-diethylpyrimidine-2,4-diamine Chemical compound CCN(CC)C1=NC(N)=CC(Cl)=N1 XZIIFPSPUDAGJM-UHFFFAOYSA-N 0.000 claims description 8
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 8
SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 8
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