JPS5815940A - ポリプレニル系化合物およびその製造方法ならびにそれを含有する医薬 - Google Patents
ポリプレニル系化合物およびその製造方法ならびにそれを含有する医薬Info
- Publication number
- JPS5815940A JPS5815940A JP56114371A JP11437181A JPS5815940A JP S5815940 A JPS5815940 A JP S5815940A JP 56114371 A JP56114371 A JP 56114371A JP 11437181 A JP11437181 A JP 11437181A JP S5815940 A JPS5815940 A JP S5815940A
- Authority
- JP
- Japan
- Prior art keywords
- lower alkyl
- alkyl group
- hydrogen atom
- formula
- integer
- 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.)
- Granted
Links
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- 238000002360 preparation method Methods 0.000 title description 3
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 65
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- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 44
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- 125000005843 halogen group Chemical group 0.000 claims description 22
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- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 9
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- 239000004480 active ingredient Substances 0.000 claims 1
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- 238000007796 conventional method Methods 0.000 description 8
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- 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 3
- DSGKWFGEUBCEIE-UHFFFAOYSA-N (2-carbonochloridoylphenyl) acetate Chemical compound CC(=O)OC1=CC=CC=C1C(Cl)=O DSGKWFGEUBCEIE-UHFFFAOYSA-N 0.000 description 2
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- FNAQSUUGMSOBHW-UHFFFAOYSA-H calcium citrate Chemical compound [Ca+2].[Ca+2].[Ca+2].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O.[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O FNAQSUUGMSOBHW-UHFFFAOYSA-H 0.000 description 1
- 239000001354 calcium citrate Substances 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 235000017803 cinnamon Nutrition 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229940125904 compound 1 Drugs 0.000 description 1
- JNGZXGGOCLZBFB-IVCQMTBJSA-N compound E Chemical compound N([C@@H](C)C(=O)N[C@@H]1C(N(C)C2=CC=CC=C2C(C=2C=CC=CC=2)=N1)=O)C(=O)CC1=CC(F)=CC(F)=C1 JNGZXGGOCLZBFB-IVCQMTBJSA-N 0.000 description 1
- 230000003750 conditioning effect Effects 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- 229940099112 cornstarch Drugs 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 235000003373 curcuma longa Nutrition 0.000 description 1
- 235000019425 dextrin Nutrition 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 239000002552 dosage form Substances 0.000 description 1
- 210000005069 ears Anatomy 0.000 description 1
- 230000001814 effect on stress Effects 0.000 description 1
- 230000003203 everyday effect Effects 0.000 description 1
- 229940043259 farnesol Drugs 0.000 description 1
- 229930002886 farnesol Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000010644 fenugreek oil Substances 0.000 description 1
- LPEPZBJOKDYZAD-UHFFFAOYSA-N flufenamic acid Chemical compound OC(=O)C1=CC=CC=C1NC1=CC=CC(C(F)(F)F)=C1 LPEPZBJOKDYZAD-UHFFFAOYSA-N 0.000 description 1
- 229960004369 flufenamic acid Drugs 0.000 description 1
- 229910052731 fluorine Inorganic materials 0.000 description 1
- 239000011737 fluorine Substances 0.000 description 1
- 210000001156 gastric mucosa Anatomy 0.000 description 1
- 229940014259 gelatin Drugs 0.000 description 1
- 229940113087 geraniol Drugs 0.000 description 1
- 241000411851 herbal medicine Species 0.000 description 1
- 239000008172 hydrogenated vegetable oil Substances 0.000 description 1
- 235000019447 hydroxyethyl cellulose Nutrition 0.000 description 1
- 239000001863 hydroxypropyl cellulose Substances 0.000 description 1
- 235000010977 hydroxypropyl cellulose Nutrition 0.000 description 1
- 229940071676 hydroxypropylcellulose Drugs 0.000 description 1
- CYWFCPPBTWOZSF-UHFFFAOYSA-N ibufenac Chemical compound CC(C)CC1=CC=C(CC(O)=O)C=C1 CYWFCPPBTWOZSF-UHFFFAOYSA-N 0.000 description 1
- 229950009183 ibufenac Drugs 0.000 description 1
- 229960003444 immunosuppressant agent Drugs 0.000 description 1
- 239000003018 immunosuppressive agent Substances 0.000 description 1
- 239000003617 indole-3-acetic acid Substances 0.000 description 1
- 238000010255 intramuscular injection Methods 0.000 description 1
- 238000010253 intravenous injection Methods 0.000 description 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 239000008101 lactose Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- HYYBABOKPJLUIN-UHFFFAOYSA-N mefenamic acid Chemical compound CC1=CC=CC(NC=2C(=CC=CC=2)C(O)=O)=C1C HYYBABOKPJLUIN-UHFFFAOYSA-N 0.000 description 1
- 229960003464 mefenamic acid Drugs 0.000 description 1
- XONPDZSGENTBNJ-UHFFFAOYSA-N molecular hydrogen;sodium Chemical compound [Na].[H][H] XONPDZSGENTBNJ-UHFFFAOYSA-N 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000041 non-steroidal anti-inflammatory agent Substances 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940127557 pharmaceutical product Drugs 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 235000008373 pickled product Nutrition 0.000 description 1
- 229920001223 polyethylene glycol Polymers 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
- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229910052573 porcelain Inorganic materials 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- CYMJPJKHCSDSRG-UHFFFAOYSA-N pyrazolidine-3,4-dione Chemical class O=C1CNNC1=O CYMJPJKHCSDSRG-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000004208 shellac Substances 0.000 description 1
- ZLGIYFNHBLSMPS-ATJNOEHPSA-N shellac Chemical compound OCCCCCC(O)C(O)CCCCCCCC(O)=O.C1C23[C@H](C(O)=O)CCC2[C@](C)(CO)[C@@H]1C(C(O)=O)=C[C@@H]3O ZLGIYFNHBLSMPS-ATJNOEHPSA-N 0.000 description 1
- 235000013874 shellac Nutrition 0.000 description 1
- 229940113147 shellac Drugs 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- HRZFUMHJMZEROT-UHFFFAOYSA-L sodium disulfite Chemical compound [Na+].[Na+].[O-]S(=O)S([O-])(=O)=O HRZFUMHJMZEROT-UHFFFAOYSA-L 0.000 description 1
- 239000012312 sodium hydride Substances 0.000 description 1
- 229910000104 sodium hydride Inorganic materials 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000003270 steroid hormone Substances 0.000 description 1
- 238000010254 subcutaneous injection Methods 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- PFENFDGYVLAFBR-UHFFFAOYSA-N tinoridine Chemical compound C1CC=2C(C(=O)OCC)=C(N)SC=2CN1CC1=CC=CC=C1 PFENFDGYVLAFBR-UHFFFAOYSA-N 0.000 description 1
- 229950010298 tinoridine Drugs 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- 235000013337 tricalcium citrate Nutrition 0.000 description 1
- 235000013976 turmeric Nutrition 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/26—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an acyl radical attached to the ring nitrogen atom
- C07D209/28—1-(4-Chlorobenzoyl)-2-methyl-indolyl-3-acetic acid, substituted in position 5 by an oxygen or nitrogen atom; Esters thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
- A61K31/404—Indoles, e.g. pindolol
- A61K31/405—Indole-alkanecarboxylic acids; Derivatives thereof, e.g. tryptophan, indomethacin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/10—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond
- C07C67/11—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with ester groups or with a carbon-halogen bond being mineral ester groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/14—Preparation of carboxylic acid esters from carboxylic acid halides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/612—Esters of carboxylic acids having a carboxyl group bound to an acyclic carbon atom and having a six-membered aromatic ring in the acid moiety
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
- C07C69/84—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring
- C07C69/86—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring of monocyclic hydroxy carboxylic acids, the hydroxy groups and the carboxyl groups of which are bound to carbon atoms of a six-membered aromatic ring with esterified hydroxyl groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/10—Indoles; Hydrogenated indoles with substituted hydrocarbon radicals attached to carbon atoms of the hetero ring
- C07D209/18—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D209/26—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals with an acyl radical attached to the ring nitrogen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Rheumatology (AREA)
- Emergency Medicine (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Indole Compounds (AREA)
Priority Applications (17)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56114371A JPS5815940A (ja) | 1981-07-23 | 1981-07-23 | ポリプレニル系化合物およびその製造方法ならびにそれを含有する医薬 |
PH27540A PH18679A (en) | 1981-07-23 | 1982-07-08 | Polyphenyl compounds,process for the production thereof and medicines containing same |
US06/396,184 US4455316A (en) | 1981-07-23 | 1982-07-08 | Polyprenyl esters of acemethacins and anti-inflammatory method of use thereof |
NL8202876A NL193023C (nl) | 1981-07-23 | 1982-07-15 | Indolylalkaanzuurderivaat, alsmede geneesmiddel met ontstekingsremmende werking. |
DE19823226687 DE3226687A1 (de) | 1981-07-23 | 1982-07-16 | Polyprenylverbindungen, verfahren zu deren herstellung und arzneimittel, welche diese enthalten |
DE3250048A DE3250048C2 (en, 2012) | 1981-07-23 | 1982-07-16 | |
DE3250046A DE3250046C2 (en, 2012) | 1981-07-23 | 1982-07-16 | |
SE8204367A SE452461B (sv) | 1981-07-23 | 1982-07-16 | Polyprenylforeningar, forfarande for framstellning av desamma och farmaceutiska kompositioner innehallande desamma |
CH4386/82A CH654574A5 (fr) | 1981-07-23 | 1982-07-19 | Composes polyprenyliques, procedes pour leur preparation et compositions pharmaceutiques contenant ces composes. |
ES514213A ES514213A0 (es) | 1981-07-23 | 1982-07-21 | Un procedimiento para la preparacion de nuevos derivados poliprenilicos. |
CA000407861A CA1189855A (en) | 1981-07-23 | 1982-07-22 | Polyprenyl compounds, process for the production thereof and medicines containing same |
GB08221164A GB2104513B (en) | 1981-07-23 | 1982-07-22 | Polyprenyl compounds processes for tha production thereof and medicines containing same |
KR8203287A KR880001027B1 (ko) | 1981-07-23 | 1982-07-23 | 폴리프레닐계 화합물의 제조방법 |
FR8212911A FR2510107A1 (fr) | 1981-07-23 | 1982-07-23 | Composes polyprenyliques, leur procede de preparation et medicaments contenant ces composes |
US06/609,664 US4576963A (en) | 1981-07-23 | 1984-05-14 | Polyprenyl compounds, process for the production thereof and medicines containing same |
US06/820,488 US4709079A (en) | 1981-07-23 | 1986-01-17 | Polyprenyl compounds, process for the production thereof and medicines containing same |
SE8602138A SE468812B (sv) | 1981-07-23 | 1986-05-12 | Polyprenylalkoholestrar, foerfarande foer framstaellning daerav och farmaceutiska kompositioner innehaallande dessa |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP56114371A JPS5815940A (ja) | 1981-07-23 | 1981-07-23 | ポリプレニル系化合物およびその製造方法ならびにそれを含有する医薬 |
Related Child Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP1088095A Division JPH0639449B2 (ja) | 1989-04-10 | 1989-04-10 | ポリプレニル系化合物およびその製造方法ならびにそれを含有する医薬 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS5815940A true JPS5815940A (ja) | 1983-01-29 |
JPH0247463B2 JPH0247463B2 (en, 2012) | 1990-10-19 |
Family
ID=14636023
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP56114371A Granted JPS5815940A (ja) | 1981-07-23 | 1981-07-23 | ポリプレニル系化合物およびその製造方法ならびにそれを含有する医薬 |
Country Status (12)
Country | Link |
---|---|
US (3) | US4455316A (en, 2012) |
JP (1) | JPS5815940A (en, 2012) |
KR (1) | KR880001027B1 (en, 2012) |
CA (1) | CA1189855A (en, 2012) |
CH (1) | CH654574A5 (en, 2012) |
DE (3) | DE3226687A1 (en, 2012) |
ES (1) | ES514213A0 (en, 2012) |
FR (1) | FR2510107A1 (en, 2012) |
GB (1) | GB2104513B (en, 2012) |
NL (1) | NL193023C (en, 2012) |
PH (1) | PH18679A (en, 2012) |
SE (2) | SE452461B (en, 2012) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FI901046A7 (fi) * | 1989-03-17 | 1990-09-18 | Eisai Co Ltd | Polyprenyyliyhdisteen stabiloiminen |
FI96169C (fi) * | 1989-07-10 | 1996-05-27 | Eisai Co Ltd | Menetelmä polyprenyyliyhdistettä sisältävän farmaseuttisen koostumuksen valmistamiseksi |
US5298655A (en) * | 1991-09-27 | 1994-03-29 | Merck & Co., Inc. | Farnesyl pyrophosphate analogs |
GB9403857D0 (en) * | 1994-03-01 | 1994-04-20 | Scotia Holdings Plc | Fatty acid derivatives |
US7054969B1 (en) * | 1998-09-18 | 2006-05-30 | Clearspeed Technology Plc | Apparatus for use in a computer system |
CN113880717B (zh) * | 2021-10-29 | 2022-09-13 | 中国农业大学 | 一类双酯基取代的水杨酸甲酯类似物及其制备方法和应用 |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3798260A (en) * | 1970-12-30 | 1974-03-19 | Mitsubishi Chem Ind | Process for producing acyloxydodecatrienes |
JPS51113842A (en) | 1975-03-31 | 1976-10-07 | Ikeda Mohandou:Kk | Process for preparing o-(2,6-dichloroanilino)phenyl acetic acid |
US4192953A (en) * | 1975-11-18 | 1980-03-11 | Sankyo Company Limited | Polyprenyl derivatives |
US4059641A (en) * | 1975-11-18 | 1977-11-22 | Sankyo Company Limited | Polyprenyl derivatives |
US4260551A (en) * | 1975-11-18 | 1981-04-07 | Sankyo Company Limited | Polyprenyl derivatives |
JPS52131507A (en) * | 1976-04-24 | 1977-11-04 | Sankyo Co Ltd | Polyprenyl derivatives |
DE2940373A1 (de) * | 1979-10-05 | 1981-04-23 | Troponwerke GmbH & Co KG, 5000 Köln | Lysin-(1-(p-chlorbenzoyl)-5-methoxy-2-methyl-3-indol) -acetoxy-acetate, verfahren zu ihrer herstellung und ihre verwendung in arzneimitteln |
JPS56113718A (en) * | 1980-01-12 | 1981-09-07 | Agency Of Ind Science & Technol | Bifunctional terpenoid, its preparation, and ulcer preventive agent comprising it |
DE3006024C2 (de) * | 1980-02-18 | 1983-08-04 | Solvon Arzneimittel-Vertriebs- Und Lizenzgesellschaft Mbh, 85011 Burgthann | Topisches, Indomethacin enthaltendes Arzneimittel in Salbenform |
JPS5731615A (en) * | 1980-07-31 | 1982-02-20 | Eisai Co Ltd | Remedy for skin disease with keratinization |
-
1981
- 1981-07-23 JP JP56114371A patent/JPS5815940A/ja active Granted
-
1982
- 1982-07-08 PH PH27540A patent/PH18679A/en unknown
- 1982-07-08 US US06/396,184 patent/US4455316A/en not_active Expired - Lifetime
- 1982-07-15 NL NL8202876A patent/NL193023C/nl not_active IP Right Cessation
- 1982-07-16 DE DE19823226687 patent/DE3226687A1/de active Granted
- 1982-07-16 SE SE8204367A patent/SE452461B/sv not_active IP Right Cessation
- 1982-07-16 DE DE3250048A patent/DE3250048C2/de not_active Expired - Fee Related
- 1982-07-16 DE DE3250046A patent/DE3250046C2/de not_active Expired - Fee Related
- 1982-07-19 CH CH4386/82A patent/CH654574A5/fr not_active IP Right Cessation
- 1982-07-21 ES ES514213A patent/ES514213A0/es active Granted
- 1982-07-22 CA CA000407861A patent/CA1189855A/en not_active Expired
- 1982-07-22 GB GB08221164A patent/GB2104513B/en not_active Expired
- 1982-07-23 FR FR8212911A patent/FR2510107A1/fr active Granted
- 1982-07-23 KR KR8203287A patent/KR880001027B1/ko not_active Expired
-
1984
- 1984-05-14 US US06/609,664 patent/US4576963A/en not_active Expired - Lifetime
-
1986
- 1986-01-17 US US06/820,488 patent/US4709079A/en not_active Expired - Fee Related
- 1986-05-12 SE SE8602138A patent/SE468812B/sv not_active IP Right Cessation
Non-Patent Citations (1)
Title |
---|
CONGR ESSENT OILS * |
Also Published As
Publication number | Publication date |
---|---|
DE3226687A1 (de) | 1983-02-10 |
SE468812B (sv) | 1993-03-22 |
FR2510107A1 (fr) | 1983-01-28 |
GB2104513A (en) | 1983-03-09 |
DE3250048C2 (en, 2012) | 1993-08-05 |
SE8204367L (sv) | 1983-01-24 |
NL193023C (nl) | 1998-08-04 |
SE8204367D0 (sv) | 1982-07-16 |
KR840000237A (ko) | 1984-02-18 |
CA1189855A (en) | 1985-07-02 |
DE3250046C2 (en, 2012) | 1992-01-02 |
US4709079A (en) | 1987-11-24 |
CH654574A5 (fr) | 1986-02-28 |
SE452461B (sv) | 1987-11-30 |
SE8602138D0 (sv) | 1986-05-12 |
US4455316A (en) | 1984-06-19 |
PH18679A (en) | 1985-08-29 |
DE3226687C2 (en, 2012) | 1993-04-08 |
KR880001027B1 (ko) | 1988-06-15 |
NL193023B (nl) | 1998-04-01 |
NL8202876A (nl) | 1983-02-16 |
SE8602138L (sv) | 1986-05-12 |
JPH0247463B2 (en, 2012) | 1990-10-19 |
US4576963A (en) | 1986-03-18 |
ES8308827A1 (es) | 1983-08-01 |
ES514213A0 (es) | 1983-08-01 |
FR2510107B1 (en, 2012) | 1985-01-25 |
GB2104513B (en) | 1984-12-19 |
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