JPH0425932B2 - - Google Patents
Info
- Publication number
- JPH0425932B2 JPH0425932B2 JP14725384A JP14725384A JPH0425932B2 JP H0425932 B2 JPH0425932 B2 JP H0425932B2 JP 14725384 A JP14725384 A JP 14725384A JP 14725384 A JP14725384 A JP 14725384A JP H0425932 B2 JPH0425932 B2 JP H0425932B2
- Authority
- JP
- Japan
- Prior art keywords
- dihydroxypropylglycerol
- alcohol
- methyl
- water
- indomethacin
- 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.)
- Expired
Links
- CGIGDMFJXJATDK-UHFFFAOYSA-N indomethacin Chemical compound CC1=C(CC(O)=O)C2=CC(OC)=CC=C2N1C(=O)C1=CC=C(Cl)C=C1 CGIGDMFJXJATDK-UHFFFAOYSA-N 0.000 claims description 38
- 239000003889 eye drop Substances 0.000 claims description 24
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 20
- 229960000905 indomethacin Drugs 0.000 claims description 19
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 16
- 239000000203 mixture Substances 0.000 claims description 11
- -1 ether compound Chemical class 0.000 claims description 7
- 229920000223 polyglycerol Polymers 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 2
- 125000001931 aliphatic group Chemical group 0.000 claims description 2
- 125000002029 aromatic hydrocarbon group Chemical group 0.000 claims description 2
- 229910052799 carbon Inorganic materials 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- 229940012356 eye drops Drugs 0.000 description 17
- 235000019441 ethanol Nutrition 0.000 description 13
- 150000002170 ethers Chemical class 0.000 description 9
- 239000003921 oil Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 4
- LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 4
- 239000002504 physiological saline solution Substances 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000007794 irritation Effects 0.000 description 3
- KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
- WNWHHMBRJJOGFJ-UHFFFAOYSA-N 16-methylheptadecan-1-ol Chemical compound CC(C)CCCCCCCCCCCCCCCO WNWHHMBRJJOGFJ-UHFFFAOYSA-N 0.000 description 2
- 206010015946 Eye irritation Diseases 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 2
- 231100000013 eye irritation Toxicity 0.000 description 2
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 2
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- LONLGEZTBVAKJF-UHFFFAOYSA-N undecane-1,2,3-triol Chemical compound CCCCCCCCC(O)C(O)CO LONLGEZTBVAKJF-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- JSSKAZULTFHXBH-UHFFFAOYSA-N 1-O-Tetradecylglycerol Chemical compound CCCCCCCCCCCCCCOCC(O)CO JSSKAZULTFHXBH-UHFFFAOYSA-N 0.000 description 1
- GBXRUYNQDDTQQS-UHFFFAOYSA-N 1-O-dodecylglycerol Chemical compound CCCCCCCCCCCCOCC(O)CO GBXRUYNQDDTQQS-UHFFFAOYSA-N 0.000 description 1
- URINNFWIOUJDCU-UHFFFAOYSA-N 19-methylicosane-1,2,3-triol Chemical compound CC(C)CCCCCCCCCCCCCCCC(O)C(O)CO URINNFWIOUJDCU-UHFFFAOYSA-N 0.000 description 1
- XVTOMLAMPUXGPS-UHFFFAOYSA-N 2-(4,4-dimethylpentan-2-yl)-5,7,7-trimethyloctan-1-ol Chemical compound CC(C)(C)CC(C)CCC(CO)C(C)CC(C)(C)C XVTOMLAMPUXGPS-UHFFFAOYSA-N 0.000 description 1
- CAYHVMBQBLYQMT-UHFFFAOYSA-N 2-decyltetradecan-1-ol Chemical compound CCCCCCCCCCCCC(CO)CCCCCCCCCC CAYHVMBQBLYQMT-UHFFFAOYSA-N 0.000 description 1
- DEMBLPGWNXUBIQ-UHFFFAOYSA-N 2-dodecylhexadecan-1-ol Chemical compound CCCCCCCCCCCCCCC(CO)CCCCCCCCCCCC DEMBLPGWNXUBIQ-UHFFFAOYSA-N 0.000 description 1
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 1
- YEGNTQBFSQBGJT-UHFFFAOYSA-N 2-heptylundecan-1-ol Chemical compound CCCCCCCCCC(CO)CCCCCCC YEGNTQBFSQBGJT-UHFFFAOYSA-N 0.000 description 1
- XULHFMYCBKQGEE-UHFFFAOYSA-N 2-hexyl-1-Decanol Chemical compound CCCCCCCCC(CO)CCCCCC XULHFMYCBKQGEE-UHFFFAOYSA-N 0.000 description 1
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
- RTXVDAJGIYOHFY-UHFFFAOYSA-N 2-tetradecyloctadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCC(CO)CCCCCCCCCCCCCC RTXVDAJGIYOHFY-UHFFFAOYSA-N 0.000 description 1
- GGRDUNJOXGWWNH-UHFFFAOYSA-N 3-(2,4,4-trimethylpentan-2-yloxy)propane-1,2-diol Chemical compound CC(C)(C)CC(C)(C)OCC(O)CO GGRDUNJOXGWWNH-UHFFFAOYSA-N 0.000 description 1
- GMIWNJZVXAHOSN-UHFFFAOYSA-N 3-decan-2-yloxypropane-1,2-diol Chemical compound CCCCCCCCC(C)OCC(O)CO GMIWNJZVXAHOSN-UHFFFAOYSA-N 0.000 description 1
- SHQRLYGZJPBYGJ-UHFFFAOYSA-N 3-decoxypropane-1,2-diol Chemical compound CCCCCCCCCCOCC(O)CO SHQRLYGZJPBYGJ-UHFFFAOYSA-N 0.000 description 1
- SGIFJORTQOBPNX-UHFFFAOYSA-N 3-dodecan-2-yloxypropane-1,2-diol Chemical compound CCCCCCCCCCC(C)OCC(O)CO SGIFJORTQOBPNX-UHFFFAOYSA-N 0.000 description 1
- JCWIHWLBLOKZJY-UHFFFAOYSA-N 3-ethoxynonane-1,2-diol Chemical compound CCCCCCC(OCC)C(O)CO JCWIHWLBLOKZJY-UHFFFAOYSA-N 0.000 description 1
- HCTPJGQVUZZGSX-UHFFFAOYSA-N 3-heptan-2-yloxytetradecane-1,2-diol Chemical compound CCCCCCCCCCCC(C(O)CO)OC(C)CCCCC HCTPJGQVUZZGSX-UHFFFAOYSA-N 0.000 description 1
- YGWVLVPHVNXDNE-UHFFFAOYSA-N 3-hexan-2-yloxytridecane-1,2-diol Chemical compound CCCCCCCCCCC(C(O)CO)OC(C)CCCC YGWVLVPHVNXDNE-UHFFFAOYSA-N 0.000 description 1
- WXWPBUKRBCYIMR-UHFFFAOYSA-N 3-octadec-1-enoxypropane-1,2-diol Chemical compound CCCCCCCCCCCCCCCCC=COCC(O)CO WXWPBUKRBCYIMR-UHFFFAOYSA-N 0.000 description 1
- VGBCRMGPGZGUBF-UHFFFAOYSA-N 3-octan-2-yloxypentadecane-1,2-diol Chemical compound CCCCCCCCCCCCC(C(O)CO)OC(C)CCCCCC VGBCRMGPGZGUBF-UHFFFAOYSA-N 0.000 description 1
- BFAAKNDBJBNYMM-UHFFFAOYSA-N 3-octan-2-yloxypropane-1,2-diol Chemical compound CCCCCCC(C)OCC(O)CO BFAAKNDBJBNYMM-UHFFFAOYSA-N 0.000 description 1
- GUPXYSSGJWIURR-UHFFFAOYSA-N 3-octoxypropane-1,2-diol Chemical compound CCCCCCCCOCC(O)CO GUPXYSSGJWIURR-UHFFFAOYSA-N 0.000 description 1
- 208000006550 Mydriasis Diseases 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- 241000283973 Oryctolagus cuniculus Species 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- OGBUMNBNEWYMNJ-UHFFFAOYSA-N batilol Chemical compound CCCCCCCCCCCCCCCCCCOCC(O)CO OGBUMNBNEWYMNJ-UHFFFAOYSA-N 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- XCIXKGXIYUWCLL-UHFFFAOYSA-N cyclopentanol Chemical compound OC1CCCC1 XCIXKGXIYUWCLL-UHFFFAOYSA-N 0.000 description 1
- UGMCXQCYOVCMTB-UHFFFAOYSA-K dihydroxy(stearato)aluminium Chemical compound CCCCCCCCCCCCCCCCCC(=O)O[Al](O)O UGMCXQCYOVCMTB-UHFFFAOYSA-K 0.000 description 1
- 239000006196 drop Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 229940035429 isobutyl alcohol Drugs 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- QTNLALDFXILRQO-UHFFFAOYSA-N nonadecane-1,2,3-triol Chemical compound CCCCCCCCCCCCCCCCC(O)C(O)CO QTNLALDFXILRQO-UHFFFAOYSA-N 0.000 description 1
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 1
- 125000005064 octadecenyl group Chemical group C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
- SJWFXCIHNDVPSH-UHFFFAOYSA-N octan-2-ol Chemical compound CCCCCCC(C)O SJWFXCIHNDVPSH-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [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])=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
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 150000003180 prostaglandins Chemical class 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000001356 surgical procedure Methods 0.000 description 1
- 150000003509 tertiary alcohols Chemical class 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14725384A JPS6127917A (ja) | 1984-07-16 | 1984-07-16 | 水溶性点眼組成物 |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP14725384A JPS6127917A (ja) | 1984-07-16 | 1984-07-16 | 水溶性点眼組成物 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS6127917A JPS6127917A (ja) | 1986-02-07 |
JPH0425932B2 true JPH0425932B2 (enrdf_load_stackoverflow) | 1992-05-06 |
Family
ID=15426046
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP14725384A Granted JPS6127917A (ja) | 1984-07-16 | 1984-07-16 | 水溶性点眼組成物 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS6127917A (enrdf_load_stackoverflow) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB2413282B (en) * | 2004-04-23 | 2009-01-14 | Henderson Morley Plc | DNA Viral Infections |
-
1984
- 1984-07-16 JP JP14725384A patent/JPS6127917A/ja active Granted
Also Published As
Publication number | Publication date |
---|---|
JPS6127917A (ja) | 1986-02-07 |
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