JPS59108715A - 利胆剤 - Google Patents

Info

Publication number

JPS59108715A

JPS59108715A JP57218466A JP21846682A JPS59108715A JP S59108715 A JPS59108715 A JP S59108715A JP 57218466 A JP57218466 A JP 57218466A JP 21846682 A JP21846682 A JP 21846682A JP S59108715 A JPS59108715 A JP S59108715A

Authority

JP

Japan

Prior art keywords

eugenol

acetyl

cholagogue

effect

acetyl eugenol

Prior art date

1982-12-15

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.)

Granted

Links

• Espacenet
• Global Dossier
• Discuss

• 239000008845 cholagoga Substances 0.000 title abstract 6
• 229940124571 cholagogue Drugs 0.000 title abstract 6
• RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims abstract description 58
• SCCDQYPEOIRVGX-UHFFFAOYSA-N Acetyleugenol Chemical compound COC1=CC(CC=C)=CC=C1OC(C)=O SCCDQYPEOIRVGX-UHFFFAOYSA-N 0.000 claims abstract description 52
• NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 claims abstract description 29
• 239000005770 Eugenol Substances 0.000 claims abstract description 29
• UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 claims abstract description 29
• 229960002217 eugenol Drugs 0.000 claims abstract description 29
• CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract description 8
• 235000016639 Syzygium aromaticum Nutrition 0.000 abstract description 8
• 244000223014 Syzygium aromaticum Species 0.000 abstract description 8
• 230000000694 effects Effects 0.000 abstract description 7
• 239000004480 active ingredient Substances 0.000 abstract description 4
• 239000000284 extract Substances 0.000 abstract description 4
• 239000002904 solvent Substances 0.000 abstract description 2
• XEKOWRVHYACXOJ-UHFFFAOYSA-N ethyl acetate Substances CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 1
• 239000004615 ingredient Substances 0.000 abstract 1
• 238000010898 silica gel chromatography Methods 0.000 abstract 1
• 239000000203 mixture Substances 0.000 description 6
• 239000003814 drug Substances 0.000 description 5
• 230000001989 choleretic effect Effects 0.000 description 4
• 229940079593 drug Drugs 0.000 description 4
• 238000004519 manufacturing process Methods 0.000 description 4
• 239000000126 substance Substances 0.000 description 4
• VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 3
• DCXXMTOCNZCJGO-UHFFFAOYSA-N Glycerol trioctadecanoate Natural products CCCCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCCCC DCXXMTOCNZCJGO-UHFFFAOYSA-N 0.000 description 3
• 239000012230 colorless oil Substances 0.000 description 3
• 238000009472 formulation Methods 0.000 description 3
• 239000008187 granular material Substances 0.000 description 3
• FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 2
• 241000699670 Mus sp. Species 0.000 description 2
• 241000700159 Rattus Species 0.000 description 2
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
• 239000002775 capsule Substances 0.000 description 2
• 239000000731 choleretic agent Substances 0.000 description 2
• 238000004440 column chromatography Methods 0.000 description 2
• 230000000052 comparative effect Effects 0.000 description 2
• 230000034994 death Effects 0.000 description 2
• 231100000517 death Toxicity 0.000 description 2
• 238000000921 elemental analysis Methods 0.000 description 2
• 230000005484 gravity Effects 0.000 description 2
• 238000010438 heat treatment Methods 0.000 description 2
• 239000011777 magnesium Substances 0.000 description 2
• 229910052749 magnesium Inorganic materials 0.000 description 2
• 238000000034 method Methods 0.000 description 2
• 239000000843 powder Substances 0.000 description 2
• 239000000741 silica gel Substances 0.000 description 2
• 229910002027 silica gel Inorganic materials 0.000 description 2
• 208000024891 symptom Diseases 0.000 description 2
• 231100000419 toxicity Toxicity 0.000 description 2
• 230000001988 toxicity Effects 0.000 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• ZTPHVEHVTWLHEI-UHFFFAOYSA-N 1-(2-hydroxy-3-methoxy-5-prop-2-enylphenyl)ethanone Chemical group C(C)(=O)C1=C(C(=CC(=C1)CC=C)OC)O ZTPHVEHVTWLHEI-UHFFFAOYSA-N 0.000 description 1
• KMZHZAAOEWVPSE-UHFFFAOYSA-N 2,3-dihydroxypropyl acetate Chemical compound CC(=O)OCC(O)CO KMZHZAAOEWVPSE-UHFFFAOYSA-N 0.000 description 1
• 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 1
• 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 1
• 241000219926 Myrtaceae Species 0.000 description 1
• 239000004698 Polyethylene Substances 0.000 description 1
• 241000700157 Rattus norvegicus Species 0.000 description 1
• 210000001015 abdomen Anatomy 0.000 description 1
• 231100000215 acute (single dose) toxicity testing Toxicity 0.000 description 1
• 238000011047 acute toxicity test Methods 0.000 description 1
• 239000002671 adjuvant Substances 0.000 description 1
• 125000003118 aryl group Chemical group 0.000 description 1
• 210000000941 bile Anatomy 0.000 description 1
• 210000000013 bile duct Anatomy 0.000 description 1
• 239000001913 cellulose Substances 0.000 description 1
• 229920002678 cellulose Polymers 0.000 description 1
• 239000003795 chemical substances by application Substances 0.000 description 1
• 238000004587 chromatography analysis Methods 0.000 description 1
• 238000007796 conventional method Methods 0.000 description 1
• 238000005520 cutting process Methods 0.000 description 1
• 201000010099 disease Diseases 0.000 description 1
• 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
• 238000001035 drying Methods 0.000 description 1
• 210000001198 duodenum Anatomy 0.000 description 1
• OAYLNYINCPYISS-UHFFFAOYSA-N ethyl acetate;hexane Chemical compound CCCCCC.CCOC(C)=O OAYLNYINCPYISS-UHFFFAOYSA-N 0.000 description 1
• 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
• 238000002474 experimental method Methods 0.000 description 1
• 238000000605 extraction Methods 0.000 description 1
• 235000013305 food Nutrition 0.000 description 1
• 239000007902 hard capsule Substances 0.000 description 1
• 239000008101 lactose Substances 0.000 description 1
• 238000005259 measurement Methods 0.000 description 1
• 239000002245 particle Substances 0.000 description 1
• 230000002085 persistent effect Effects 0.000 description 1
• 239000000546 pharmaceutical excipient Substances 0.000 description 1
• -1 polyethylene Polymers 0.000 description 1
• 229920000573 polyethylene Polymers 0.000 description 1
• 229920001592 potato starch Polymers 0.000 description 1
• 239000011734 sodium Substances 0.000 description 1
• 229910052708 sodium Inorganic materials 0.000 description 1
• FKJIJBSJQSMPTI-CAOXKPNISA-M sodium;(4r)-4-[(5s,8r,9s,10s,13r,14s,17r)-10,13-dimethyl-3,7,12-trioxo-1,2,4,5,6,8,9,11,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl]pentanoate Chemical compound [Na+].C1CC(=O)C[C@H]2CC(=O)[C@H]3[C@@H]4CC[C@H]([C@@H](CCC([O-])=O)C)[C@@]4(C)C(=O)C[C@@H]3[C@]21C FKJIJBSJQSMPTI-CAOXKPNISA-M 0.000 description 1
• 230000006641 stabilisation Effects 0.000 description 1
• 238000011105 stabilization Methods 0.000 description 1
• 238000004809 thin layer chromatography Methods 0.000 description 1
• 238000005303 weighing Methods 0.000 description 1