JPH0139430B2 - - Google Patents

Info

Publication number: JPH0139430B2
Authority: JP; Japan
Prior art keywords: tocopherol; polyprenylamide; compound; added; weight
Prior art date: 1981-08-20
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

Application number

JP56129432A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5832873A (ja

Inventor

Keizo Uesugi

Seiji Furukawa

Yoshinobu Shinoda

Yasuo Myake

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Eisai Co Ltd

Original Assignee

Eisai Co Ltd

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.)

1981-08-20

Filing date

1981-08-20

Publication date

1989-08-21

1981-08-20 Application filed by Eisai Co Ltd filed Critical Eisai Co Ltd

1981-08-20 Priority to JP56129432A priority Critical patent/JPS5832873A/ja

1983-02-25 Publication of JPS5832873A publication Critical patent/JPS5832873A/ja

1989-08-21 Publication of JPH0139430B2 publication Critical patent/JPH0139430B2/ja

Status Granted legal-status Critical Current

Links

YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 24
GVJHHUAWPYXKBD-UHFFFAOYSA-N d-alpha-tocopherol Natural products OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 claims description 22
GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 claims description 21
150000001875 compounds Chemical class 0.000 claims description 16
239000000203 mixture Substances 0.000 claims description 15
239000011627 DL-alpha-tocopherol Substances 0.000 claims description 13
235000001815 DL-alpha-tocopherol Nutrition 0.000 claims description 13
229960000984 tocofersolan Drugs 0.000 claims description 13
239000011732 tocopherol Substances 0.000 claims description 12
229930003799 tocopherol Natural products 0.000 claims description 12
235000010384 tocopherol Nutrition 0.000 claims description 9
229960001295 tocopherol Drugs 0.000 claims description 9
239000000843 powder Substances 0.000 claims description 6
239000004322 Butylated hydroxytoluene Substances 0.000 claims description 5
NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 claims description 5
235000010354 butylated hydroxytoluene Nutrition 0.000 claims description 5
229940095259 butylated hydroxytoluene Drugs 0.000 claims description 5
ZTHYODDOHIVTJV-UHFFFAOYSA-N Propyl gallate Chemical compound CCCOC(=O)C1=CC(O)=C(O)C(O)=C1 ZTHYODDOHIVTJV-UHFFFAOYSA-N 0.000 claims description 4
GZIFEOYASATJEH-VHFRWLAGSA-N δ-tocopherol Chemical compound OC1=CC(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-VHFRWLAGSA-N 0.000 claims description 4
WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 claims description 3
LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 claims description 3
QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 claims description 3
GZIFEOYASATJEH-UHFFFAOYSA-N D-delta tocopherol Natural products OC1=CC(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 GZIFEOYASATJEH-UHFFFAOYSA-N 0.000 claims description 3
ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 claims description 3
239000005642 Oleic acid Substances 0.000 claims description 3
QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 claims description 3
ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 claims description 3
239000007787 solid Substances 0.000 claims description 3
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 claims description 2
238000002360 preparation method Methods 0.000 claims description 2
235000010388 propyl gallate Nutrition 0.000 claims description 2
229920006395 saturated elastomer Polymers 0.000 claims description 2
VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 claims 2
239000004255 Butylated hydroxyanisole Substances 0.000 claims 1
235000021355 Stearic acid Nutrition 0.000 claims 1
235000019282 butylated hydroxyanisole Nutrition 0.000 claims 1
CZBZUDVBLSSABA-UHFFFAOYSA-N butylated hydroxyanisole Chemical compound COC1=CC=C(O)C(C(C)(C)C)=C1.COC1=CC=C(O)C=C1C(C)(C)C CZBZUDVBLSSABA-UHFFFAOYSA-N 0.000 claims 1
229940043253 butylated hydroxyanisole Drugs 0.000 claims 1
239000007788 liquid Substances 0.000 claims 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 claims 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 claims 1
235000021313 oleic acid Nutrition 0.000 claims 1
239000000473 propyl gallate Substances 0.000 claims 1
229940075579 propyl gallate Drugs 0.000 claims 1
239000008117 stearic acid Substances 0.000 claims 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
230000000694 effects Effects 0.000 description 10
DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
239000002245 particle Substances 0.000 description 7
229940079593 drug Drugs 0.000 description 6
239000003814 drug Substances 0.000 description 6
238000001035 drying Methods 0.000 description 5
239000008187 granular material Substances 0.000 description 5
229920002261 Corn starch Polymers 0.000 description 4
229920002153 Hydroxypropyl cellulose Polymers 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
239000007864 aqueous solution Substances 0.000 description 4
239000001913 cellulose Substances 0.000 description 4
229920002678 cellulose Polymers 0.000 description 4
239000008120 corn starch Substances 0.000 description 4
235000014113 dietary fatty acids Nutrition 0.000 description 4
239000000194 fatty acid Substances 0.000 description 4
229930195729 fatty acid Natural products 0.000 description 4
150000004665 fatty acids Chemical class 0.000 description 4
239000001863 hydroxypropyl cellulose Substances 0.000 description 4
235000010977 hydroxypropyl cellulose Nutrition 0.000 description 4
239000003381 stabilizer Substances 0.000 description 4
239000000454 talc Substances 0.000 description 4
229910052623 talc Inorganic materials 0.000 description 4
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 3
239000012153 distilled water Substances 0.000 description 3
239000007902 hard capsule Substances 0.000 description 3
239000008101 lactose Substances 0.000 description 3
150000002989 phenols Chemical class 0.000 description 3
235000019149 tocopherols Nutrition 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
QUEDXNHFTDJVIY-UHFFFAOYSA-N γ-tocopherol Chemical class OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1 QUEDXNHFTDJVIY-UHFFFAOYSA-N 0.000 description 3
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
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
229930195725 Mannitol Natural products 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
238000004817 gas chromatography Methods 0.000 description 2
230000003179 granulation Effects 0.000 description 2
238000005469 granulation Methods 0.000 description 2
210000003494 hepatocyte Anatomy 0.000 description 2
239000007924 injection Substances 0.000 description 2
238000002347 injection Methods 0.000 description 2
238000010813 internal standard method Methods 0.000 description 2
239000002075 main ingredient Substances 0.000 description 2
239000000594 mannitol Substances 0.000 description 2
235000010355 mannitol Nutrition 0.000 description 2
230000003647 oxidation Effects 0.000 description 2
238000007254 oxidation reaction Methods 0.000 description 2
239000008363 phosphate buffer Substances 0.000 description 2
239000001267 polyvinylpyrrolidone Substances 0.000 description 2
229920000036 polyvinylpyrrolidone Polymers 0.000 description 2
235000013855 polyvinylpyrrolidone Nutrition 0.000 description 2
239000008159 sesame oil Substances 0.000 description 2
235000011803 sesame oil Nutrition 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
230000000087 stabilizing effect Effects 0.000 description 2
150000003505 terpenes Chemical class 0.000 description 2
235000007586 terpenes Nutrition 0.000 description 2
IVAXYKPQCGJMHY-LMVCELQXSA-N (2e,6e)-3,7,11-trimethyl-1-morpholin-4-yldodeca-2,6,10-trien-1-one Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\C(=O)N1CCOCC1 IVAXYKPQCGJMHY-LMVCELQXSA-N 0.000 description 1
102000003886 Glycoproteins Human genes 0.000 description 1
108090000288 Glycoproteins Proteins 0.000 description 1
OYHQOLUKZRVURQ-HZJYTTRNSA-N Linoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O OYHQOLUKZRVURQ-HZJYTTRNSA-N 0.000 description 1
CKRZKMFTZCFYGB-UHFFFAOYSA-N N-phenylhydroxylamine Chemical class ONC1=CC=CC=C1 CKRZKMFTZCFYGB-UHFFFAOYSA-N 0.000 description 1
ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
239000000654 additive Substances 0.000 description 1
230000000996 additive effect Effects 0.000 description 1
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
239000002775 capsule Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
235000010389 delta-tocopherol Nutrition 0.000 description 1
238000002845 discoloration Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
208000006454 hepatitis Diseases 0.000 description 1
231100000283 hepatitis Toxicity 0.000 description 1
235000020778 linoleic acid Nutrition 0.000 description 1
OYHQOLUKZRVURQ-IXWMQOLASA-N linoleic acid Natural products CCCCC\C=C/C\C=C\CCCCCCCC(O)=O OYHQOLUKZRVURQ-IXWMQOLASA-N 0.000 description 1
150000002632 lipids Chemical class 0.000 description 1
238000005259 measurement Methods 0.000 description 1
239000012528 membrane Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
239000002674 ointment Substances 0.000 description 1
238000006864 oxidative decomposition reaction Methods 0.000 description 1
239000001301 oxygen Substances 0.000 description 1
229910052760 oxygen Inorganic materials 0.000 description 1
238000004806 packaging method and process Methods 0.000 description 1
239000006072 paste Substances 0.000 description 1
238000000275 quality assurance Methods 0.000 description 1
239000000243 solution Substances 0.000 description 1
230000006641 stabilisation Effects 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
230000004083 survival effect Effects 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
239000003826 tablet Substances 0.000 description 1
239000002446 δ-tocopherol Substances 0.000 description 1

Landscapes

Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

JP56129432A 1981-08-20 1981-08-20 ポリプレニルアミド系化合物含有組成物 Granted JPS5832873A (ja)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP56129432A JPS5832873A (ja)	1981-08-20	1981-08-20	ポリプレニルアミド系化合物含有組成物

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP56129432A JPS5832873A (ja)	1981-08-20	1981-08-20	ポリプレニルアミド系化合物含有組成物

Publications (2)

Publication Number	Publication Date
JPS5832873A JPS5832873A (ja)	1983-02-25
JPH0139430B2 true JPH0139430B2 (da)	1989-08-21

Family

ID=15009337

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP56129432A Granted JPS5832873A (ja)	1981-08-20	1981-08-20	ポリプレニルアミド系化合物含有組成物

Country Status (1)

Country	Link
JP (1)	JPS5832873A (da)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FI901046A7 (fi) *	1989-03-17	1990-09-18	Eisai Co Ltd	Polyprenyyliyhdisteen stabiloiminen

1981
- 1981-08-20 JP JP56129432A patent/JPS5832873A/ja active Granted

Also Published As

Publication number	Publication date
JPS5832873A (ja)	1983-02-25

Publication	Publication Date	Title
CA1338344C (en)	1996-05-21	Stabilized medicinal substances, a process for the preparation thereof, and stable medicinal formulations
JP4621326B2 (ja)	2011-01-26	テプレノンの安定化組成物
KR100669280B1 (ko)	2007-01-17	감마-아미노부티르산 유도체 포함 고상 조성물 및 그의제조 방법
US5487900A (en)	1996-01-30	Stabilized vitamin D preparation
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MX2012012275A (es)	2012-11-16	Procedimiento para la preparacion de composiciones farmaceuticas destinadas a la administracion por via oral que comprenden uno o mas ingredientes activos y las composiciones que comprenden los mismos.
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