JPH0471055B2 - - Google Patents

Info

Publication number

JPH0471055B2

JPH0471055B2 JP16367184A JP16367184A JPH0471055B2 JP H0471055 B2 JPH0471055 B2 JP H0471055B2 JP 16367184 A JP16367184 A JP 16367184A JP 16367184 A JP16367184 A JP 16367184A JP H0471055 B2 JPH0471055 B2 JP H0471055B2

Authority

JP

Japan

Prior art keywords

acid

oil

carbon dioxide

pharmacologically active

cis

Prior art date

1984-08-03

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

• Espacenet
• Global Dossier
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• CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims description 36
• 239000001569 carbon dioxide Substances 0.000 claims description 18
• 229910002092 carbon dioxide Inorganic materials 0.000 claims description 18
• 239000013543 active substance Substances 0.000 claims description 14
• 238000002360 preparation method Methods 0.000 claims description 10
• RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims description 9
• 229910000037 hydrogen sulfide Inorganic materials 0.000 claims description 8
• PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 15
• 239000003921 oil Substances 0.000 description 13
• 235000019198 oils Nutrition 0.000 description 13
• -1 fatty acid triglycerides Chemical class 0.000 description 11
• 235000014113 dietary fatty acids Nutrition 0.000 description 10
• 239000000194 fatty acid Substances 0.000 description 10
• 229930195729 fatty acid Natural products 0.000 description 10
• OSWPMRLSEDHDFF-UHFFFAOYSA-N methyl salicylate Chemical compound COC(=O)C1=CC=CC=C1O OSWPMRLSEDHDFF-UHFFFAOYSA-N 0.000 description 10
• 239000002253 acid Substances 0.000 description 9
• 239000000203 mixture Substances 0.000 description 9
• 230000000202 analgesic effect Effects 0.000 description 7
• 230000000694 effects Effects 0.000 description 7
• 229940119170 jojoba wax Drugs 0.000 description 7
• 239000006210 lotion Substances 0.000 description 7
• JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 7
• 229940032094 squalane Drugs 0.000 description 7
• 235000019271 petrolatum Nutrition 0.000 description 6
• NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 6
• 150000004665 fatty acids Chemical class 0.000 description 5
• 229960001047 methyl salicylate Drugs 0.000 description 5
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
• XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 4
• 238000010521 absorption reaction Methods 0.000 description 4
• 239000007789 gas Substances 0.000 description 4
• JYGXADMDTFJGBT-VWUMJDOOSA-N hydrocortisone Chemical compound O=C1CC[C@]2(C)[C@H]3[C@@H](O)C[C@](C)([C@@](CC4)(O)C(=O)CO)[C@@H]4[C@@H]3CCC2=C1 JYGXADMDTFJGBT-VWUMJDOOSA-N 0.000 description 4
• 229940057995 liquid paraffin Drugs 0.000 description 4
• 239000002674 ointment Substances 0.000 description 4
• XOJVVFBFDXDTEG-UHFFFAOYSA-N pristane Chemical compound CC(C)CCCC(C)CCCC(C)CCCC(C)C XOJVVFBFDXDTEG-UHFFFAOYSA-N 0.000 description 4
• 238000003756 stirring Methods 0.000 description 4
• 229940125379 topical corticosteroid Drugs 0.000 description 4
• WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
• 235000019482 Palm oil Nutrition 0.000 description 3
• 239000004264 Petrolatum Substances 0.000 description 3
• OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 3
• 238000007664 blowing Methods 0.000 description 3
• 235000010418 carrageenan Nutrition 0.000 description 3
• 229920001525 carrageenan Polymers 0.000 description 3
• 239000002540 palm oil Substances 0.000 description 3
• 229940066842 petrolatum Drugs 0.000 description 3
• 239000007921 spray Substances 0.000 description 3
• 230000001225 therapeutic effect Effects 0.000 description 3
• 235000015112 vegetable and seed oil Nutrition 0.000 description 3
• 239000003871 white petrolatum Substances 0.000 description 3
• OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 2
• FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 2
• MPDGHEJMBKOTSU-YKLVYJNSSA-N 18beta-glycyrrhetic acid Chemical compound C([C@H]1C2=CC(=O)[C@H]34)[C@@](C)(C(O)=O)CC[C@]1(C)CC[C@@]2(C)[C@]4(C)CC[C@@H]1[C@]3(C)CC[C@H](O)C1(C)C MPDGHEJMBKOTSU-YKLVYJNSSA-N 0.000 description 2
• ONEKODVPFBOORO-UHFFFAOYSA-N 2-methyl lauric acid Chemical compound CCCCCCCCCCC(C)C(O)=O ONEKODVPFBOORO-UHFFFAOYSA-N 0.000 description 2
• ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 description 2
• FWKQNCXZGNBPFD-UHFFFAOYSA-N Guaiazulene Chemical compound CC(C)C1=CC=C(C)C2=CC=C(C)C2=C1 FWKQNCXZGNBPFD-UHFFFAOYSA-N 0.000 description 2
• 239000004166 Lanolin Substances 0.000 description 2
• 206010030113 Oedema Diseases 0.000 description 2
• 241000700159 Rattus Species 0.000 description 2
• 235000019485 Safflower oil Nutrition 0.000 description 2
• QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
• UYXTWWCETRIEDR-UHFFFAOYSA-N Tributyrin Chemical compound CCCC(=O)OCC(OC(=O)CCC)COC(=O)CCC UYXTWWCETRIEDR-UHFFFAOYSA-N 0.000 description 2
• XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 2
• 239000010775 animal oil Substances 0.000 description 2
• YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
• 235000013871 bee wax Nutrition 0.000 description 2
• 239000012166 beeswax Substances 0.000 description 2
• FUWUEFKEXZQKKA-UHFFFAOYSA-N beta-thujaplicin Chemical compound CC(C)C=1C=CC=C(O)C(=O)C=1 FUWUEFKEXZQKKA-UHFFFAOYSA-N 0.000 description 2
• JAONZGLTYYUPCT-UHFFFAOYSA-K bismuth subgallate Chemical compound OC(=O)C1=CC(O)=C2O[Bi](O)OC2=C1 JAONZGLTYYUPCT-UHFFFAOYSA-K 0.000 description 2
• 229960000199 bismuth subgallate Drugs 0.000 description 2
• KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 2
• 239000000679 carrageenan Substances 0.000 description 2
• 229940113118 carrageenan Drugs 0.000 description 2
• ALEXXDVDDISNDU-JZYPGELDSA-N cortisol 21-acetate Chemical compound C1CC2=CC(=O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@@](C(=O)COC(=O)C)(O)[C@@]1(C)C[C@@H]2O ALEXXDVDDISNDU-JZYPGELDSA-N 0.000 description 2
• DNTGGZPQPQTDQF-XBXARRHUSA-N crotamiton Chemical compound C/C=C/C(=O)N(CC)C1=CC=CC=C1C DNTGGZPQPQTDQF-XBXARRHUSA-N 0.000 description 2
• 239000002552 dosage form Substances 0.000 description 2
• 239000000839 emulsion Substances 0.000 description 2
• 229960000890 hydrocortisone Drugs 0.000 description 2
• 229960001067 hydrocortisone acetate Drugs 0.000 description 2
• 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 description 2
• FGKJLKRYENPLQH-UHFFFAOYSA-N isocaproic acid Chemical compound CC(C)CCC(O)=O FGKJLKRYENPLQH-UHFFFAOYSA-N 0.000 description 2
• 235000019388 lanolin Nutrition 0.000 description 2
• 229940039717 lanolin Drugs 0.000 description 2
• 238000004519 manufacturing process Methods 0.000 description 2
• 239000000463 material Substances 0.000 description 2
• 238000005259 measurement Methods 0.000 description 2
• FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 2
• GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
• 239000008213 purified water Substances 0.000 description 2
• QJBZDBLBQWFTPZ-UHFFFAOYSA-N pyrrolnitrin Chemical compound [O-][N+](=O)C1=C(Cl)C=CC=C1C1=CNC=C1Cl QJBZDBLBQWFTPZ-UHFFFAOYSA-N 0.000 description 2
• GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
• 235000005713 safflower oil Nutrition 0.000 description 2
• 239000003813 safflower oil Substances 0.000 description 2
• YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
• 239000011734 sodium Substances 0.000 description 2
• 229910052708 sodium Inorganic materials 0.000 description 2
• UCSJYZPVAKXKNQ-HZYVHMACSA-N streptomycin Chemical compound CN[C@H]1[C@H](O)[C@@H](O)[C@H](CO)O[C@H]1O[C@@H]1[C@](C=O)(O)[C@H](C)O[C@H]1O[C@@H]1[C@@H](NC(N)=N)[C@H](O)[C@@H](NC(N)=N)[C@H](O)[C@H]1O UCSJYZPVAKXKNQ-HZYVHMACSA-N 0.000 description 2
• 238000010998 test method Methods 0.000 description 2
• RTKIYNMVFMVABJ-UHFFFAOYSA-L thimerosal Chemical compound [Na+].CC[Hg]SC1=CC=CC=C1C([O-])=O RTKIYNMVFMVABJ-UHFFFAOYSA-L 0.000 description 2
• 229940033663 thimerosal Drugs 0.000 description 2
• MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
• 229960002703 undecylenic acid Drugs 0.000 description 2
• 239000008158 vegetable oil Substances 0.000 description 2
• 239000011787 zinc oxide Substances 0.000 description 2
• 235000014692 zinc oxide Nutrition 0.000 description 2
• UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 2
• QCHFTSOMWOSFHM-WPRPVWTQSA-N (+)-Pilocarpine Chemical compound C1OC(=O)[C@@H](CC)[C@H]1CC1=CN=CN1C QCHFTSOMWOSFHM-WPRPVWTQSA-N 0.000 description 1
• BITHHVVYSMSWAG-KTKRTIGZSA-N (11Z)-icos-11-enoic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCC(O)=O BITHHVVYSMSWAG-KTKRTIGZSA-N 0.000 description 1
• GWHCXVQVJPWHRF-KTKRTIGZSA-N (15Z)-tetracosenoic acid Chemical compound CCCCCCCC\C=C/CCCCCCCCCCCCCC(O)=O GWHCXVQVJPWHRF-KTKRTIGZSA-N 0.000 description 1
• YYGNTYWPHWGJRM-UHFFFAOYSA-N (6E,10E,14E,18E)-2,6,10,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaene Chemical compound CC(C)=CCCC(C)=CCCC(C)=CCCC=C(C)CCC=C(C)CCC=C(C)C YYGNTYWPHWGJRM-UHFFFAOYSA-N 0.000 description 1
• OYHQOLUKZRVURQ-NTGFUMLPSA-N (9Z,12Z)-9,10,12,13-tetratritiooctadeca-9,12-dienoic acid Chemical compound C(CCCCCCC\C(=C(/C\C(=C(/CCCCC)\[3H])\[3H])\[3H])\[3H])(=O)O OYHQOLUKZRVURQ-NTGFUMLPSA-N 0.000 description 1
• 239000001602 (E)-hex-3-enoic acid Substances 0.000 description 1
• DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical compound C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 description 1
• SYQCXVKMCHQJPQ-VQHVLOKHSA-N (e)-3-methylnon-3-enoic acid Chemical compound CCCCC\C=C(/C)CC(O)=O SYQCXVKMCHQJPQ-VQHVLOKHSA-N 0.000 description 1
• XKZKQTCECFWKBN-VOTSOKGWSA-N (e)-dec-4-enoic acid Chemical compound CCCCC\C=C\CCC(O)=O XKZKQTCECFWKBN-VOTSOKGWSA-N 0.000 description 1
• WRIDQFICGBMAFQ-KHPPLWFESA-N (z)-octadec-8-enoic acid Chemical compound CCCCCCCCC\C=C/CCCCCCC(O)=O WRIDQFICGBMAFQ-KHPPLWFESA-N 0.000 description 1
• 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 description 1
• JCIIKRHCWVHVFF-UHFFFAOYSA-N 1,2,4-thiadiazol-5-amine;hydrochloride Chemical compound Cl.NC1=NC=NS1 JCIIKRHCWVHVFF-UHFFFAOYSA-N 0.000 description 1
• JFISYPWOVQNHLS-LBXGSASVSA-N 1,2-dioleoyl-3-palmitoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC(COC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC JFISYPWOVQNHLS-LBXGSASVSA-N 0.000 description 1
• TUSDEZXZIZRFGC-UHFFFAOYSA-N 1-O-galloyl-3,6-(R)-HHDP-beta-D-glucose Natural products OC1C(O2)COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC1C(O)C2OC(=O)C1=CC(O)=C(O)C(O)=C1 TUSDEZXZIZRFGC-UHFFFAOYSA-N 0.000 description 1
• MCCACAIVAXEFAL-UHFFFAOYSA-N 1-[2-(2,4-dichlorophenyl)-2-[(2,4-dichlorophenyl)methoxy]ethyl]imidazole;nitric acid Chemical compound O[N+]([O-])=O.ClC1=CC(Cl)=CC=C1COC(C=1C(=CC(Cl)=CC=1)Cl)CN1C=NC=C1 MCCACAIVAXEFAL-UHFFFAOYSA-N 0.000 description 1
• BFPYWIDHMRZLRN-UHFFFAOYSA-N 17alpha-ethynyl estradiol Natural products OC1=CC=C2C3CCC(C)(C(CC4)(O)C#C)C4C3CCC2=C1 BFPYWIDHMRZLRN-UHFFFAOYSA-N 0.000 description 1
• PJHDLKOEJMDTBE-KDKXEXENSA-N 2,3-bis[[(9z,12z)-octadeca-9,12-dienoyl]oxy]propyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCC\C=C/C\C=C/CCCCC)COC(=O)CCCCCCC\C=C/C\C=C/CCCCC PJHDLKOEJMDTBE-KDKXEXENSA-N 0.000 description 1
• VHSCSWKCDUHRCW-DQRAZIAOSA-N 2,3-di(dodecanoyloxy)propyl (Z)-octadec-9-enoate Chemical compound CCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCC)COC(=O)CCCCCCC\C=C/CCCCCCCC VHSCSWKCDUHRCW-DQRAZIAOSA-N 0.000 description 1
• YRIMSXJXBHUHJT-UHFFFAOYSA-N 2,3-di(nonanoyloxy)propyl nonanoate Chemical compound CCCCCCCCC(=O)OCC(OC(=O)CCCCCCCC)COC(=O)CCCCCCCC YRIMSXJXBHUHJT-UHFFFAOYSA-N 0.000 description 1
• ZOUCOYSAWMLZRS-UHFFFAOYSA-N 2,3-dimethyltetradecanoic acid Chemical compound CCCCCCCCCCCC(C)C(C)C(O)=O ZOUCOYSAWMLZRS-UHFFFAOYSA-N 0.000 description 1
• HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
• HHBIYJMJDKRUCS-UHFFFAOYSA-N 2-Propyl-tridecanoic acid Chemical compound CCCCCCCCCCCC(C(O)=O)CCC HHBIYJMJDKRUCS-UHFFFAOYSA-N 0.000 description 1
• FLYIRERUSAMCDQ-UHFFFAOYSA-N 2-azaniumyl-2-(2-methylphenyl)acetate Chemical compound CC1=CC=CC=C1C(N)C(O)=O FLYIRERUSAMCDQ-UHFFFAOYSA-N 0.000 description 1
• FEUFEGJTJIHPOF-UHFFFAOYSA-N 2-butyl acrylic acid Chemical compound CCCCC(=C)C(O)=O FEUFEGJTJIHPOF-UHFFFAOYSA-N 0.000 description 1
• NELJNBHLVVOMLC-UHFFFAOYSA-N 2-butyldodecanoic acid Chemical compound CCCCCCCCCCC(C(O)=O)CCCC NELJNBHLVVOMLC-UHFFFAOYSA-N 0.000 description 1
• GKCWOKQJKLQXNZ-UHFFFAOYSA-N 2-butyltetradecanoic acid Chemical compound CCCCCCCCCCCCC(C(O)=O)CCCC GKCWOKQJKLQXNZ-UHFFFAOYSA-N 0.000 description 1
• YXLHBXPGRDAQSH-UHFFFAOYSA-N 2-ethylhexadecanoic acid Chemical compound CCCCCCCCCCCCCCC(CC)C(O)=O YXLHBXPGRDAQSH-UHFFFAOYSA-N 0.000 description 1
• STZGBQSXOHEXRA-UHFFFAOYSA-N 2-ethyltetradecanoic acid Chemical compound CCCCCCCCCCCCC(CC)C(O)=O STZGBQSXOHEXRA-UHFFFAOYSA-N 0.000 description 1
• QMTHILFALDMACK-UHFFFAOYSA-N 2-heptyl-nonanoic acid Chemical compound CCCCCCCC(C(O)=O)CCCCCCC QMTHILFALDMACK-UHFFFAOYSA-N 0.000 description 1
• YLZIMEJTDZWVJG-UHFFFAOYSA-N 2-heptylundecanoic acid Chemical compound CCCCCCCCCC(C(O)=O)CCCCCCC YLZIMEJTDZWVJG-UHFFFAOYSA-N 0.000 description 1
• CHGHIVYMRGPMMY-UHFFFAOYSA-N 2-hydroxybenzoic acid;urea Chemical compound NC(N)=O.OC(=O)C1=CC=CC=C1O CHGHIVYMRGPMMY-UHFFFAOYSA-N 0.000 description 1
• CPWJZWLDRWODFP-UHFFFAOYSA-N 2-methylnon-2-enoic acid Chemical compound CCCCCCC=C(C)C(O)=O CPWJZWLDRWODFP-UHFFFAOYSA-N 0.000 description 1
• BWCZFWIRIAYLHO-UHFFFAOYSA-N 2-methyltetradecanoic acid Chemical compound CCCCCCCCCCCCC(C)C(O)=O BWCZFWIRIAYLHO-UHFFFAOYSA-N 0.000 description 1
• ZAWLBSATNLQTON-UHFFFAOYSA-N 2-nonynoic acid Chemical compound CCCCCCC#CC(O)=O ZAWLBSATNLQTON-UHFFFAOYSA-N 0.000 description 1
• BQDKCWCMDBMLEH-UHFFFAOYSA-N 2-octynoic acid Chemical compound CCCCCC#CC(O)=O BQDKCWCMDBMLEH-UHFFFAOYSA-N 0.000 description 1
• HBDBCEBQJLOJTN-UHFFFAOYSA-N 2-pentylundecanoic acid Chemical compound CCCCCCCCCC(C(O)=O)CCCCC HBDBCEBQJLOJTN-UHFFFAOYSA-N 0.000 description 1
• LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
• WXBXVVIUZANZAU-UHFFFAOYSA-N 2E-decenoic acid Natural products CCCCCCCC=CC(O)=O WXBXVVIUZANZAU-UHFFFAOYSA-N 0.000 description 1
• AWQSAIIDOMEEOD-UHFFFAOYSA-N 5,5-Dimethyl-4-(3-oxobutyl)dihydro-2(3H)-furanone Chemical compound CC(=O)CCC1CC(=O)OC1(C)C AWQSAIIDOMEEOD-UHFFFAOYSA-N 0.000 description 1
• SODWJACROGQSMM-UHFFFAOYSA-N 5,6,7,8-tetrahydronaphthalen-1-amine Chemical compound C1CCCC2=C1C=CC=C2N SODWJACROGQSMM-UHFFFAOYSA-N 0.000 description 1
• FXHSJOKOEXARQR-UHFFFAOYSA-N 5-(bromomethyl)-3-(4-nitrophenyl)-1,2-oxazole Chemical compound C1=CC([N+](=O)[O-])=CC=C1C1=NOC(CBr)=C1 FXHSJOKOEXARQR-UHFFFAOYSA-N 0.000 description 1
• 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 description 1
• HTIDNWJKGXAWEA-UHFFFAOYSA-N 6-tridecynoic acid Chemical compound CCCCCCC#CCCCCC(O)=O HTIDNWJKGXAWEA-UHFFFAOYSA-N 0.000 description 1
• SZFIUICARVYPTH-UHFFFAOYSA-N 6-undecynoic acid Chemical compound CCCCC#CCCCCC(O)=O SZFIUICARVYPTH-UHFFFAOYSA-N 0.000 description 1
• VHRSUDSXCMQTMA-PJHHCJLFSA-N 6alpha-methylprednisolone Chemical compound C([C@@]12C)=CC(=O)C=C1[C@@H](C)C[C@@H]1[C@@H]2[C@@H](O)C[C@]2(C)[C@@](O)(C(=O)CO)CC[C@H]21 VHRSUDSXCMQTMA-PJHHCJLFSA-N 0.000 description 1
• WJBHDZBQZOMDFF-UHFFFAOYSA-N 7-octynoic acid Chemical compound OC(=O)CCCCCC#C WJBHDZBQZOMDFF-UHFFFAOYSA-N 0.000 description 1
• RVUCYJXFCAVHNC-QXMHVHEDSA-N 7Z-octadecenoic acid Chemical compound CCCCCCCCCC\C=C/CCCCCC(O)=O RVUCYJXFCAVHNC-QXMHVHEDSA-N 0.000 description 1
• UUBZIEXOZGHALO-UHFFFAOYSA-N 8-tridecynoic acid Chemical compound CCCCC#CCCCCCCC(O)=O UUBZIEXOZGHALO-UHFFFAOYSA-N 0.000 description 1
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