NO852246L - Fremgangsmaate ved fremstilling av terapeutisk aktive triterpenylestere av organiske syrer. - Google Patents

Fremgangsmaate ved fremstilling av terapeutisk aktive triterpenylestere av organiske syrer.

Info

Publication number: NO852246L
Authority: NO; Norway
Prior art keywords: acid; ester; methoxy; hydroxy; methylcinnamic
Prior art date: 1984-06-04

Application number

NO85852246A

Other languages

English (en)

Norwegian (no)

Inventor

Goro Kimura

Yoshihiko Hirose

Kumi Yoshida

Fumio Kuzuya

Katsunari Fujita

Original Assignee

Amano Pharma 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.)

1984-06-04

Filing date

1985-06-03

Publication date

1985-12-05

1984-06-04 Priority claimed from JP11530684A external-priority patent/JPS60258198A/ja

1984-06-04 Priority claimed from JP59115307A external-priority patent/JPS60258119A/ja

1985-04-19 Priority claimed from JP60085255A external-priority patent/JPS61243022A/ja

1985-04-19 Priority claimed from JP60085254A external-priority patent/JPS61243099A/ja

1985-06-03 Application filed by Amano Pharma Co Ltd filed Critical Amano Pharma Co Ltd

1985-12-05 Publication of NO852246L publication Critical patent/NO852246L/no

Links

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238000002360 preparation method Methods 0.000 title claims description 186
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235000005985 organic acids Nutrition 0.000 title claims description 23
230000001225 therapeutic effect Effects 0.000 title 1
150000002148 esters Chemical class 0.000 claims description 364
239000002253 acid Substances 0.000 claims description 96
CIBNJPPYSPYHDB-UEBIAWITSA-N cyclobranol Chemical compound CC(C)([C@@H](O)CC1)[C@H]2[C@@]31C[C@@]13CC[C@]3(C)[C@@H]([C@@H](CCC(C)=C(C)C)C)CC[C@@]3(C)[C@@H]1CC2 CIBNJPPYSPYHDB-UEBIAWITSA-N 0.000 claims description 85
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WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 claims description 30
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LWWPSEIFAKNPKQ-UHFFFAOYSA-N 5-amino-2-methoxybenzoic acid Chemical compound COC1=CC=C(N)C=C1C(O)=O LWWPSEIFAKNPKQ-UHFFFAOYSA-N 0.000 claims description 12
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WWXMVRYHLZMQIG-SNAWJCMRSA-N 3-nitrocinnamic acid Chemical compound OC(=O)\C=C\C1=CC=CC([N+]([O-])=O)=C1 WWXMVRYHLZMQIG-SNAWJCMRSA-N 0.000 claims description 11
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RWZYAGGXGHYGMB-UHFFFAOYSA-N anthranilic acid Chemical compound NC1=CC=CC=C1C(O)=O RWZYAGGXGHYGMB-UHFFFAOYSA-N 0.000 claims description 10
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YQUVCSBJEUQKSH-UHFFFAOYSA-N 3,4-dihydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C(O)=C1 YQUVCSBJEUQKSH-UHFFFAOYSA-N 0.000 claims description 9
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ZKQRGSXITBHHPC-VVQHAZRASA-N ergosta-5,7-dien-3beta-ol Chemical compound C1[C@@H](O)CC[C@]2(C)[C@@H](CC[C@@]3([C@@H]([C@H](C)CC[C@H](C)C(C)C)CC[C@H]33)C)C3=CC=C21 ZKQRGSXITBHHPC-VVQHAZRASA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
230000005284 excitation Effects 0.000 description 1
235000013305 food Nutrition 0.000 description 1
235000019253 formic acid Nutrition 0.000 description 1
239000011521 glass Substances 0.000 description 1
239000008103 glucose Substances 0.000 description 1
239000001087 glyceryl triacetate Substances 0.000 description 1
235000013773 glyceryl triacetate Nutrition 0.000 description 1
230000026030 halogenation Effects 0.000 description 1
238000005658 halogenation reaction Methods 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
229960002897 heparin Drugs 0.000 description 1
229920000669 heparin Polymers 0.000 description 1
239000003906 humectant Substances 0.000 description 1
BICAGYDGRXJYGD-UHFFFAOYSA-N hydrobromide;hydrochloride Chemical compound Cl.Br BICAGYDGRXJYGD-UHFFFAOYSA-N 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
229920003132 hydroxypropyl methylcellulose phthalate Polymers 0.000 description 1
229940031704 hydroxypropyl methylcellulose phthalate Drugs 0.000 description 1
230000000871 hypocholesterolemic effect Effects 0.000 description 1
230000002267 hypothalamic effect Effects 0.000 description 1
239000005457 ice water Substances 0.000 description 1
230000001939 inductive effect Effects 0.000 description 1
208000014674 injury Diseases 0.000 description 1
238000007689 inspection Methods 0.000 description 1
230000002452 interceptive effect Effects 0.000 description 1
238000010255 intramuscular injection Methods 0.000 description 1
239000007927 intramuscular injection Substances 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
229910052742 iron Inorganic materials 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
125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
229960001375 lactose Drugs 0.000 description 1
235000010445 lecithin Nutrition 0.000 description 1
239000000787 lecithin Substances 0.000 description 1
229940067606 lecithin Drugs 0.000 description 1
230000003902 lesion Effects 0.000 description 1
239000000314 lubricant Substances 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000000155 melt Substances 0.000 description 1
230000004060 metabolic process Effects 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
BTCAEOLDEYPGGE-UHFFFAOYSA-N methylene-24 cholesten-7 ol-3 beta Natural products C1C(O)CCC2(C)C(CCC3(C(C(C)CCC(=C)C(C)C)CCC33)C)C3=CCC21 BTCAEOLDEYPGGE-UHFFFAOYSA-N 0.000 description 1
LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
235000019796 monopotassium phosphate Nutrition 0.000 description 1
208000001022 morbid obesity Diseases 0.000 description 1
239000012452 mother liquor Substances 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000003921 oil Substances 0.000 description 1
235000019198 oils Nutrition 0.000 description 1
210000000056 organ Anatomy 0.000 description 1
150000002895 organic esters Chemical class 0.000 description 1
239000012044 organic layer Substances 0.000 description 1
238000005453 pelletization Methods 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
235000011007 phosphoric acid Nutrition 0.000 description 1
PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
UHZYTMXLRWXGPK-UHFFFAOYSA-N phosphorus pentachloride Chemical compound ClP(Cl)(Cl)(Cl)Cl UHZYTMXLRWXGPK-UHFFFAOYSA-N 0.000 description 1
239000002504 physiological saline solution Substances 0.000 description 1
229940068065 phytosterols Drugs 0.000 description 1
239000000049 pigment Substances 0.000 description 1
210000002381 plasma Anatomy 0.000 description 1
229920001451 polypropylene glycol Polymers 0.000 description 1
229910000160 potassium phosphate Inorganic materials 0.000 description 1
235000011009 potassium phosphates Nutrition 0.000 description 1
239000003755 preservative agent Substances 0.000 description 1
230000002335 preservative effect Effects 0.000 description 1
235000019260 propionic acid Nutrition 0.000 description 1
WYVAMUWZEOHJOQ-UHFFFAOYSA-N propionic anhydride Chemical compound CCC(=O)OC(=O)CC WYVAMUWZEOHJOQ-UHFFFAOYSA-N 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
239000008213 purified water Substances 0.000 description 1
IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
239000002994 raw material Substances 0.000 description 1
239000011833 salt mixture Substances 0.000 description 1
125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
229910052814 silicon oxide Inorganic materials 0.000 description 1
235000010413 sodium alginate Nutrition 0.000 description 1
239000000661 sodium alginate Substances 0.000 description 1
229940005550 sodium alginate Drugs 0.000 description 1
WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
239000004299 sodium benzoate Substances 0.000 description 1
235000010234 sodium benzoate Nutrition 0.000 description 1
235000019333 sodium laurylsulphate Nutrition 0.000 description 1
OVYTZAASVAZITK-UHFFFAOYSA-M sodium;ethanol;hydroxide Chemical compound [OH-].[Na+].CCO OVYTZAASVAZITK-UHFFFAOYSA-M 0.000 description 1
239000011343 solid material Substances 0.000 description 1
229940033331 soy sterol Drugs 0.000 description 1
238000010186 staining Methods 0.000 description 1
239000001119 stannous chloride Substances 0.000 description 1
235000011150 stannous chloride Nutrition 0.000 description 1
150000003432 sterols Chemical class 0.000 description 1
235000003702 sterols Nutrition 0.000 description 1
HCXVJBMSMIARIN-PHZDYDNGSA-N stigmasterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)/C=C/[C@@H](CC)C(C)C)[C@@]1(C)CC2 HCXVJBMSMIARIN-PHZDYDNGSA-N 0.000 description 1
229940032091 stigmasterol Drugs 0.000 description 1
235000016831 stigmasterol Nutrition 0.000 description 1
BFDNMXAIBMJLBB-UHFFFAOYSA-N stigmasterol Natural products CCC(C=CC(C)C1CCCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C BFDNMXAIBMJLBB-UHFFFAOYSA-N 0.000 description 1
239000007940 sugar coated tablet Substances 0.000 description 1
YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
239000004094 surface-active agent Substances 0.000 description 1
208000024891 symptom Diseases 0.000 description 1
208000011580 syndromic disease Diseases 0.000 description 1
238000010189 synthetic method Methods 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
229940124597 therapeutic agent Drugs 0.000 description 1
235000010384 tocopherol Nutrition 0.000 description 1
229960001295 tocopherol Drugs 0.000 description 1
229930003799 tocopherol Natural products 0.000 description 1
239000011732 tocopherol Substances 0.000 description 1
239000003440 toxic substance Substances 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
230000008359 toxicosis Effects 0.000 description 1
235000010487 tragacanth Nutrition 0.000 description 1
239000000196 tragacanth Substances 0.000 description 1
229940116362 tragacanth Drugs 0.000 description 1
229960002622 triacetin Drugs 0.000 description 1
150000003626 triacylglycerols Chemical class 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
235000021122 unsaturated fatty acids Nutrition 0.000 description 1
150000004670 unsaturated fatty acids Chemical class 0.000 description 1
238000005292 vacuum distillation Methods 0.000 description 1
108010017342 very high density lipoproteins Proteins 0.000 description 1
239000001052 yellow pigment Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1
239000011592 zinc chloride Substances 0.000 description 1
235000005074 zinc chloride Nutrition 0.000 description 1
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 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J53/00—Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
- C07J53/002—Carbocyclic rings fused
- C07J53/004—3 membered carbocyclic rings
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Steroid Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

NO85852246A 1984-06-04 1985-06-03 Fremgangsmaate ved fremstilling av terapeutisk aktive triterpenylestere av organiske syrer. NO852246L (no)

Applications Claiming Priority (4)

Application Number	Priority Date	Filing Date	Title
JP11530684A JPS60258198A (ja)	1984-06-04	1984-06-04	トリテルペンアルコ−ル有機酸エステル及びその製造法
JP59115307A JPS60258119A (ja)	1984-06-04	1984-06-04	高脂血症治療剤
JP60085255A JPS61243022A (ja)	1985-04-19	1985-04-19	高脂血症治療剤
JP60085254A JPS61243099A (ja)	1985-04-19	1985-04-19	トリテルペンアルコール有機酸エステル

Publications (1)

Publication Number	Publication Date
NO852246L true NO852246L (no)	1985-12-05

Family

ID=27467077

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO85852246A NO852246L (no)	1984-06-04	1985-06-03	Fremgangsmaate ved fremstilling av terapeutisk aktive triterpenylestere av organiske syrer.

Country Status (9)

Country	Link
US (1)	US4748161A (fi)
EP (1)	EP0166542B1 (fi)
KR (1)	KR920007235B1 (fi)
CA (1)	CA1265785A (fi)
DE (1)	DE3579064D1 (fi)
DK (1)	DK246985A (fi)
ES (1)	ES8708125A1 (fi)
FI (1)	FI852216L (fi)
NO (1)	NO852246L (fi)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
ZA876640B (en) *	1986-09-26	1988-03-08	Warner-Lambert Company	Treated lipid regulator
US5178864A (en) *	1990-08-14	1993-01-12	Mit	Lipoprotein removal by soluble enzymes
AU1370995A (en) *	1993-12-29	1995-07-17	Fujisawa Pharmaceutical Co., Ltd.	Wf15604 substances
BR9710137A (pt) *	1996-07-05	1999-08-10	Unilever Nv	Processo para a fabricação de uma mistura de éster mistura de ésteres de ácido graxo de esteróis e produto alimenticio à base de gordura
JP4947833B2 (ja) *	1997-07-25	2012-06-06	アルペックス・ファルマ・ソシエテ・アノニム	速崩壊性口内溶解錠の製造に適した顆粒の製造方法
SG93823A1 (en) *	1998-02-13	2003-01-21	Givaudan Roure Int	Aryl-acrylic acid esters
FR2811984B1 (fr)	2000-07-19	2004-02-06	Pharmascience Lab	Procede de preparation d'un ester de corps gras et son utilisation dans les domaines pharmaceutique, cosmetique ou alimentaire
PT1349553E (pt) *	2001-01-12	2007-01-31	Bsp Pharma As	Dihidro-triterpeno no tratamento de doenças virais, doenças cardiovasculares, inflamações, hipersensibilidade ou dores
EP1349553B1 (en) *	2001-01-12	2006-09-06	Bsp Pharma	Dihydro-triterpenes in the treatment of viral infections, cardiovascular disease, inflammation, hypersensitivity or pain
US8968768B2 (en) *	2004-03-29	2015-03-03	Wyeth Llc	Phytosterol nutritional supplements
JP2007332070A (ja) *	2006-06-14	2007-12-27	Tokyo Univ Of Marine Science & Technology	ＮＦ−κＢ活性化阻害剤
EP2377874B1 (en) *	2008-11-19	2019-01-23	Morinaga Milk Industry Co., Ltd.	Compositions comprising a lophenol
JP5717960B2 (ja) *	2009-12-07	2015-05-13	花王株式会社	油脂組成物
PL2892540T3 (pl) *	2012-09-06	2018-12-31	Mcpharma Biotech Inc.	Leczenie biegunki i biegunki po odsadzeniu przy pomocy opornej skrobi ziemniaczanej

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB932662A (en) *	1960-04-13	1963-07-31	Laroche Navarron Lab	Therapeutic compositions comprising butyrospermol
FR89M (fi) *	1960-07-29	1961-01-09
US3625194A (en) *	1969-05-12	1971-12-07	Serdex Soc D Etudes De Rech De	Triterpenic alcohols, process for their preparation and therapeutical compositions containing same
US3686235A (en) *	1969-10-14	1972-08-22	Harold J Nicholas	Class of liquid crystals
JPS5156441A (ja) *	1974-11-12	1976-05-18	Riken Vitamin Oil Co Ltd	Shikuroburanoorushikuroburanoorufuerurasanesuterunitonda orizanoorugenryono seizoho
US4393044A (en) *	1980-05-29	1983-07-12	The Nisshin Oil Mills Limited	Steroid ester, and cosmetics and ointments containing the same
JPS57149248A (en) *	1981-03-11	1982-09-14	Tomotaro Tsuchiya	Cycloartenol ferulic ester, one component of oryzanol, having action closely related to propagation of animal, pharmaceutical and physiological action of oryzanol
JPS5811959A (ja) *	1981-07-15	1983-01-22	Fuji Xerox Co Ltd	電子複写機の出力チエツク装置

1985
- 1985-05-17 CA CA000481808A patent/CA1265785A/en not_active Expired - Lifetime
- 1985-05-30 DE DE8585303839T patent/DE3579064D1/de not_active Expired - Lifetime
- 1985-05-30 US US06/739,183 patent/US4748161A/en not_active Expired - Fee Related
- 1985-05-30 EP EP85303839A patent/EP0166542B1/en not_active Expired - Lifetime
- 1985-05-31 KR KR1019850003819A patent/KR920007235B1/ko active IP Right Grant
- 1985-06-03 DK DK246985A patent/DK246985A/da not_active Application Discontinuation
- 1985-06-03 FI FI852216A patent/FI852216L/fi not_active Application Discontinuation
- 1985-06-03 NO NO85852246A patent/NO852246L/no unknown
- 1985-06-04 ES ES544466A patent/ES8708125A1/es not_active Expired

Also Published As

Publication number	Publication date
KR860000236A (ko)	1986-01-27
ES8708125A1 (es)	1987-07-01
US4748161A (en)	1988-05-31
US4748161B1 (fi)	1991-10-15
FI852216A0 (fi)	1985-06-03
EP0166542A2 (en)	1986-01-02
EP0166542B1 (en)	1990-08-08
KR920007235B1 (ko)	1992-08-28
ES544466A0 (es)	1987-07-01
CA1265785A (en)	1990-02-13
DK246985A (da)	1985-12-05
DE3579064D1 (de)	1990-09-13
DK246985D0 (da)	1985-06-03
FI852216L (fi)	1985-12-05
EP0166542A3 (en)	1986-07-09

Publication	Publication Date	Title
NO852246L (no)	1985-12-05	Fremgangsmaate ved fremstilling av terapeutisk aktive triterpenylestere av organiske syrer.
US5698527A (en)	1997-12-16	Steroidal glycosides as antihyperlipidemic agents
US6436951B1 (en)	2002-08-20	Camptothecin tetracyclic analogues, preparation, method, applications as medicines and pharmaceutical compositions containing them
CN112449637A (zh)	2021-03-05	苯并硫杂(二)氮杂环庚三烯化合物及其作为胆汁酸调节剂的用途
JPH057386B2 (fi)	1993-01-28
WO2008014722A1 (fr)	2008-02-07	Flavonoïdes prényle, préparation et utilisation de ces composés
CN112771063A (zh)	2021-05-07	氟化胆汁酸衍生物
CS204954B2 (en)	1981-04-30	Method of producing derivatives of 5-aroyl-1,2-dihydro-3h-pyrrole/2,2-a/pyrrole-1-carboxylic acid
US4861778A (en)	1989-08-29	2,3-dihydrophthalazine-1,4-diones
WO2003068736A2 (en)	2003-08-21	Mixed steroidal 1,2,4,5-tetraoxane compounds and methods of making and using thereof
US4794115A (en)	1988-12-27	Method of treating hyperlipemia
JPS60116657A (ja)	1985-06-24	アニリン誘導体
JP3688337B2 (ja)	2005-08-24	ピリピロペン誘導体
DE3103144A1 (de)	1981-11-26	Neue sulfonate, verfahren zu deren herstellung sowie diese enthaltende arzneimittel
CN108484510A (zh)	2018-09-04	一种基于brd4抑制剂rvx-208的衍生物及其制备方法和应用
JPH0412273B2 (fi)	1992-03-04
Qu et al.	2023	Analogues of natural products yaequinolones as potential inflammatory inhibitors: Design, synthesis and biological evaluation
DK149807B (da)	1986-10-06	Analogifremgangsmaade til fremstilling af 1,2-bis-(nicotinamido)-propan
JPS6183179A (ja)	1986-04-26	新規フラボン誘導体
EP0755382B1 (en)	2001-06-13	Quinolone derivative for treatment of urinary incontinence
JPS60258119A (ja)	1985-12-20	高脂血症治療剤
AU598724B2 (en)	1990-07-05	Triterpenyl esters of organic acids, process for their production, and hypolipidemic agents composed of them
US5250541A (en)	1993-10-05	Kynurenic acid derivatives, their preparation and pharmaceutical compositions containing them
JPS61243099A (ja)	1986-10-29	トリテルペンアルコール有機酸エステル
JPH08217672A (ja)	1996-08-27	キサントン誘導体を含有する抗ヘリコバクター・ピロリ薬