CH675583A5 - - Google Patents

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Info

Publication number: CH675583A5
Authority: CH; Switzerland
Prior art keywords: alkoxy; ginkgolide; ginkgolides; mixture; solution
Prior art date: 1987-11-04

Application number

CH4081/88A

Other languages

English (en)

French (fr)

Inventor

Pierre Braquet

Andre Esanu

Original Assignee

Scras

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.)

1987-11-04

Filing date

1988-11-03

Publication date

1990-10-15

1988-11-03 Application filed by Scras filed Critical Scras

1990-10-15 Publication of CH675583A5 publication Critical patent/CH675583A5/fr

Links

229930184727 ginkgolide Natural products 0.000 claims description 19
238000000034 method Methods 0.000 claims description 11
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 8
239000000203 mixture Substances 0.000 claims description 8
150000001875 compounds Chemical class 0.000 claims description 5
230000008569 process Effects 0.000 claims description 5
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 3
238000002360 preparation method Methods 0.000 claims description 3
HVAUUPRFYPCOCA-AREMUKBSSA-N 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCCOC[C@@H](OC(C)=O)COP([O-])(=O)OCC[N+](C)(C)C HVAUUPRFYPCOCA-AREMUKBSSA-N 0.000 claims description 2
108010003541 Platelet Activating Factor Proteins 0.000 claims description 2
108010015046 cell aggregation factors Proteins 0.000 claims description 2
239000003085 diluting agent Substances 0.000 claims description 2
201000010099 disease Diseases 0.000 claims description 2
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 2
239000000546 pharmaceutical excipient Substances 0.000 claims description 2
208000010110 spontaneous platelet aggregation Diseases 0.000 claims description 2
230000001225 therapeutic effect Effects 0.000 claims 1
SQOJOAFXDQDRGF-WJHVHIKBSA-N ginkgolide B Natural products O=C1[C@@H](C)[C@@]2(O)[C@@H]([C@H](O)[C@]34[C@@H]5OC(=O)[C@]23O[C@H]2OC(=O)[C@H](O)[C@@]42[C@H](C(C)(C)C)C5)O1 SQOJOAFXDQDRGF-WJHVHIKBSA-N 0.000 description 8
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
206010006482 Bronchospasm Diseases 0.000 description 5
SQOJOAFXDQDRGF-MMQTXUMRSA-N ginkgolide-b Chemical compound O[C@H]([C@]12[C@H](C(C)(C)C)C[C@H]3OC4=O)C(=O)O[C@H]2O[C@]24[C@@]13[C@@H](O)[C@@H]1OC(=O)[C@@H](C)[C@]21O SQOJOAFXDQDRGF-MMQTXUMRSA-N 0.000 description 5
230000007885 bronchoconstriction Effects 0.000 description 4
238000002347 injection Methods 0.000 description 4
239000007924 injection Substances 0.000 description 4
238000001990 intravenous administration Methods 0.000 description 4
239000000243 solution Substances 0.000 description 4
241000700198 Cavia Species 0.000 description 3
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
AMOGMTLMADGEOQ-FNZROXQESA-N Ginkgolide C Chemical compound O([C@H]1O2)C(=O)[C@H](O)C31[C@]14[C@@H](O)[C@@H]5OC(=O)[C@@H](C)[C@]5(O)[C@@]12C(=O)O[C@@H]4[C@@H](O)[C@H]3C(C)(C)C AMOGMTLMADGEOQ-FNZROXQESA-N 0.000 description 3
241000283973 Oryctolagus cuniculus Species 0.000 description 3
FPUXKXIZEIDQKW-MFJLLLFKSA-N ginkgolide A Natural products O=C1[C@H](C)[C@@]2(O)[C@@H](O1)C[C@]13[C@@H]4OC(=O)[C@]21O[C@@H]1OC(=O)[C@H](O)[C@]31[C@@H](C(C)(C)C)C4 FPUXKXIZEIDQKW-MFJLLLFKSA-N 0.000 description 3
AMOGMTLMADGEOQ-DPFZUGDXSA-N ginkgolide C Natural products O=C1[C@@H](C)[C@]2(O)[C@H]([C@H](O)[C@@]34[C@H]5[C@H](O)[C@@H](C(C)(C)C)[C@]63[C@H](O)C(=O)O[C@H]6O[C@@]24C(=O)O5)O1 AMOGMTLMADGEOQ-DPFZUGDXSA-N 0.000 description 3
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 3
210000002966 serum Anatomy 0.000 description 3
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
YXHKONLOYHBTNS-UHFFFAOYSA-N Diazomethane Chemical compound C=[N+]=[N-] YXHKONLOYHBTNS-UHFFFAOYSA-N 0.000 description 2
241000699670 Mus sp. Species 0.000 description 2
241000283977 Oryctolagus Species 0.000 description 2
230000002776 aggregation Effects 0.000 description 2
238000004220 aggregation Methods 0.000 description 2
125000003545 alkoxy group Chemical group 0.000 description 2
230000005540 biological transmission Effects 0.000 description 2
210000004369 blood Anatomy 0.000 description 2
239000008280 blood Substances 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
LMEHVEUFNRJAAV-HOSIAMDISA-N ginkgolide J Natural products O=C1[C@H](C)[C@@]2(O)[C@H](O1)C[C@@]13[C@H]4[C@@H](O)[C@@H](C(C)(C)C)[C@@]51[C@@H](O)C(=O)O[C@@H]5O[C@@]23C(=O)O4 LMEHVEUFNRJAAV-HOSIAMDISA-N 0.000 description 2
FPUXKXIZEIDQKW-VKMVSBOZSA-N ginkgolide-a Chemical compound O[C@H]([C@]12[C@H](C(C)(C)C)C[C@H]3OC4=O)C(=O)O[C@H]2O[C@]24[C@@]13C[C@@H]1OC(=O)[C@@H](C)[C@]21O FPUXKXIZEIDQKW-VKMVSBOZSA-N 0.000 description 2
230000005764 inhibitory process Effects 0.000 description 2
239000008194 pharmaceutical composition Substances 0.000 description 2
238000006467 substitution reaction Methods 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
WDYVUKGVKRZQNM-UHFFFAOYSA-N 6-phosphonohexylphosphonic acid Chemical compound OP(O)(=O)CCCCCCP(O)(O)=O WDYVUKGVKRZQNM-UHFFFAOYSA-N 0.000 description 1
208000033399 Anaphylactic responses Diseases 0.000 description 1
YZXBAPSDXZZRGB-DOFZRALJSA-M Arachidonate Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC([O-])=O YZXBAPSDXZZRGB-DOFZRALJSA-M 0.000 description 1
244000056139 Brassica cretica Species 0.000 description 1
235000003351 Brassica cretica Nutrition 0.000 description 1
235000003343 Brassica rupestris Nutrition 0.000 description 1
208000009079 Bronchial Spasm Diseases 0.000 description 1
208000014181 Bronchial disease Diseases 0.000 description 1
JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 1
CBAUUWCEZZNYTD-OOWJTCQTSA-N Ginkgolide M Natural products O=C1[C@@H](C)[C@@H]2[C@@H]([C@@H](O)[C@@]34[C@H]5[C@@H](O)[C@@H](CC(C)C)[C@@]63[C@@H](O)C(=O)O[C@@H]6O[C@@]24C(=O)O5)O1 CBAUUWCEZZNYTD-OOWJTCQTSA-N 0.000 description 1
KDKROYXEHCYLJQ-DYXVGVPESA-N Ginkgolide M Chemical compound C[C@H]1[C@H]2[C@H]([C@@H](C34[C@]25C(=O)O[C@@H]3[C@@H]([C@H](C46[C@H](C(=O)O[C@H]6O5)O)C(C)(C)C)O)O)OC1=O KDKROYXEHCYLJQ-DYXVGVPESA-N 0.000 description 1
241000699666 Mus <mouse, genus> Species 0.000 description 1
108010058846 Ovalbumin Proteins 0.000 description 1
241000700159 Rattus Species 0.000 description 1
206010070834 Sensitisation Diseases 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
230000036783 anaphylactic response Effects 0.000 description 1
239000000427 antigen Substances 0.000 description 1
102000036639 antigens Human genes 0.000 description 1
108091007433 antigens Proteins 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
229940114078 arachidonate Drugs 0.000 description 1
210000001367 artery Anatomy 0.000 description 1
230000001746 atrial effect Effects 0.000 description 1
230000008901 benefit Effects 0.000 description 1
QKSKPIVNLNLAAV-UHFFFAOYSA-N bis(2-chloroethyl) sulfide Chemical compound ClCCSCCCl QKSKPIVNLNLAAV-UHFFFAOYSA-N 0.000 description 1
239000002775 capsule Substances 0.000 description 1
230000008859 change Effects 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
239000007979 citrate buffer Substances 0.000 description 1
230000034994 death Effects 0.000 description 1
231100000517 death Toxicity 0.000 description 1
WLXALCKAKGDNAT-UHFFFAOYSA-N diazoethane Chemical compound CC=[N+]=[N-] WLXALCKAKGDNAT-UHFFFAOYSA-N 0.000 description 1
239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
238000010828 elution Methods 0.000 description 1
125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
LMEHVEUFNRJAAV-UKWFQYJJSA-N ginkgolide-j Chemical compound O([C@H]1O2)C(=O)[C@H](O)[C@@]31[C@]14C[C@@H]5OC(=O)[C@@H](C)[C@]5(O)[C@@]12C(=O)O[C@@H]4[C@H](O)[C@H]3C(C)(C)C LMEHVEUFNRJAAV-UKWFQYJJSA-N 0.000 description 1
238000004128 high performance liquid chromatography Methods 0.000 description 1
239000000644 isotonic solution Substances 0.000 description 1
210000004731 jugular vein Anatomy 0.000 description 1
238000012417 linear regression Methods 0.000 description 1
238000005259 measurement Methods 0.000 description 1
235000010460 mustard Nutrition 0.000 description 1
239000012454 non-polar solvent Substances 0.000 description 1
229940092253 ovalbumin Drugs 0.000 description 1
230000037361 pathway Effects 0.000 description 1
210000003899 penis Anatomy 0.000 description 1
201000003144 pneumothorax Diseases 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
230000000241 respiratory effect Effects 0.000 description 1
230000029058 respiratory gaseous exchange Effects 0.000 description 1
230000008313 sensitization Effects 0.000 description 1
238000000926 separation method Methods 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000002904 solvent Substances 0.000 description 1
230000002269 spontaneous effect Effects 0.000 description 1
230000000638 stimulation Effects 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000725 suspension Substances 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
210000003437 trachea Anatomy 0.000 description 1
235000012431 wafers Nutrition 0.000 description 1
230000003442 weekly effect Effects 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
- C07D493/22—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains four or more hetero rings
- 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
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/365—Lactones
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors

Landscapes

Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Organic Chemistry (AREA)
Animal Behavior & Ethology (AREA)
Veterinary Medicine (AREA)
Pharmacology & Pharmacy (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Medicinal Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Engineering & Computer Science (AREA)
Hematology (AREA)
Pulmonology (AREA)
Diabetes (AREA)
Epidemiology (AREA)
Medicines Containing Plant Substances (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Steroid Compounds (AREA)

CH4081/88A 1987-11-04 1988-11-03 CH675583A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB878725871A GB8725871D0 (en)	1987-11-04	1987-11-04	Ginkgolide derivatives

Publications (1)

Publication Number	Publication Date
CH675583A5 true CH675583A5 (de)	1990-10-15

Family

ID=10626449

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH4081/88A CH675583A5 (de)	1987-11-04	1988-11-03

Country Status (28)

Country	Link
JP (1)	JPH0686455B2 (de)
KR (1)	KR970005536B1 (de)
AT (1)	AT397097B (de)
AU (1)	AU616367B2 (de)
BE (1)	BE1003455A3 (de)
CA (1)	CA1303619C (de)
CH (1)	CH675583A5 (de)
DE (1)	DE3837550A1 (de)
DK (1)	DK612788A (de)
ES (1)	ES2009364A6 (de)
FI (1)	FI90081C (de)
FR (2)	FR2622584B1 (de)
GB (2)	GB8725871D0 (de)
GR (1)	GR1000264B (de)
HK (1)	HK53992A (de)
IE (1)	IE61541B1 (de)
IN (1)	IN173404B (de)
IT (1)	IT1227456B (de)
MA (1)	MA21423A1 (de)
MY (1)	MY103446A (de)
NL (1)	NL8802635A (de)
NO (1)	NO167739C (de)
NZ (1)	NZ226738A (de)
PT (1)	PT88924B (de)
SE (1)	SE8803931L (de)
SG (1)	SG48292G (de)
TN (1)	TNSN88118A1 (de)
ZA (1)	ZA888184B (de)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5895785A (en) *	1987-10-20	1999-04-20	Ruth Korth	Treatment and prevention of disorders mediated by LA-paf or endothelial cells
EP0459432B1 (de) *	1990-06-01	2000-08-23	Korth, Ruth, Dr. med.	Behandlung von Erkrankungen mit Paf-Antagonisten und Verfahren zur Bestimmung deren Wirksamkeit
DE540767T1 (de) *	1991-11-04	2001-10-25	Ruth-Maria Korth	Behandlung und Vorbeugung von von erhöhten Lyso-PAF-Spiegel mediierten mentalen Erkrankungen mit PAF-Antagonisten
GB9408044D0 (en) *	1994-04-22	1994-06-15	Sod Conseils Rech Applic	Conversion of ginkgolide c to ginkgolide b
FR2763592B1 (fr) *	1997-05-20	1999-07-16	Sod Conseils Rech Applic	Nouveaux derives glycosyles des ginkgolides, leur application en tant que medicaments et compositions pharmaceutiques les contenant
FR2771639B1 (fr) *	1997-12-03	2000-05-05	Sod Conseils Rech Applic	Utilisation d'extraits de ginkgo biloba pour preparer un medicament destine a faciliter le sevrage d'individus dependants de la consommation d'une substance engendrant une dependance et/ou une addiction
FR2777280B1 (fr) *	1998-04-10	2001-04-20	Centre Nat Rech Scient	Derives de ginkgolides, leur procede de preparation et compositions pharmaceutiques les contenant
CA3008698C (en) *	2015-12-18	2020-12-15	Chengdu Baiyu Ginkgolide Pharmaceuticals Co., Ltd.	Ginkgolide b derivative and preparation method and use thereof
CN108373474B (zh) *	2017-12-25	2020-06-09	上海信谊百路达药业有限公司	一种从银杏叶中提取的银杏内酯化合物及其制备方法
CN108383852B (zh) *	2017-12-25	2019-11-22	上海信谊百路达药业有限公司	一种从银杏叶中提取的银杏内酯化合物及其制备
CN110054634B (zh) *	2019-04-24	2023-07-21	复旦大学	银杏内酯b衍生物及其盐，及其制备方法和用途

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB8418424D0 (en) *	1984-07-19	1984-08-22	Scras	Inhibition of platelets aggregation
DE3710921C2 (de) *	1986-10-21	1996-09-26	Korth Ruth	Verwendung der Gingkolide BN 52020, BN 52021 und BN 52063 zur Behandlung von Arteriosklerose
DE3735525C2 (de) *	1987-10-20	1997-02-20	Korth Ruth Maria	Verfahren zur Bestimmung der Wirksamkeit von paf-Acether-Rezeptor-Antagonisten

1987
- 1987-11-04 GB GB878725871A patent/GB8725871D0/en active Pending
1988
- 1988-10-24 GB GB8824859A patent/GB2211841B/en not_active Expired - Lifetime
- 1988-10-26 GR GR880100726A patent/GR1000264B/el unknown
- 1988-10-26 NL NL8802635A patent/NL8802635A/nl not_active Application Discontinuation
- 1988-10-26 IN IN928DE1988 patent/IN173404B/en unknown
- 1988-10-27 NZ NZ226738A patent/NZ226738A/xx unknown
- 1988-10-28 MY MYPI88001236A patent/MY103446A/en unknown
- 1988-10-28 BE BE8801244A patent/BE1003455A3/fr not_active IP Right Cessation
- 1988-10-31 SE SE8803931A patent/SE8803931L/xx not_active Application Discontinuation
- 1988-11-01 ZA ZA888184A patent/ZA888184B/xx unknown
- 1988-11-01 MA MA21665A patent/MA21423A1/fr unknown
- 1988-11-02 FI FI885046A patent/FI90081C/fi not_active IP Right Cessation
- 1988-11-02 AT AT0269688A patent/AT397097B/de not_active IP Right Cessation
- 1988-11-02 ES ES8803334A patent/ES2009364A6/es not_active Expired
- 1988-11-03 IE IE331588A patent/IE61541B1/en not_active IP Right Cessation
- 1988-11-03 AU AU24644/88A patent/AU616367B2/en not_active Ceased
- 1988-11-03 DK DK612788A patent/DK612788A/da not_active Application Discontinuation
- 1988-11-03 NO NO884900A patent/NO167739C/no unknown
- 1988-11-03 TN TNTNSN88118A patent/TNSN88118A1/fr unknown
- 1988-11-03 PT PT88924A patent/PT88924B/pt not_active IP Right Cessation
- 1988-11-03 CH CH4081/88A patent/CH675583A5/fr not_active IP Right Cessation
- 1988-11-03 CA CA000582165A patent/CA1303619C/en not_active Expired - Lifetime
- 1988-11-03 KR KR1019880014439A patent/KR970005536B1/ko not_active Expired - Lifetime
- 1988-11-04 FR FR888814392A patent/FR2622584B1/fr not_active Expired - Lifetime
- 1988-11-04 IT IT8822493A patent/IT1227456B/it active
- 1988-11-04 JP JP63277522A patent/JPH0686455B2/ja not_active Expired - Lifetime
- 1988-11-04 DE DE3837550A patent/DE3837550A1/de active Granted
- 1988-11-04 FR FR888814393A patent/FR2622448B1/fr not_active Expired - Lifetime
1992
- 1992-04-29 SG SG48292A patent/SG48292G/en unknown
- 1992-07-23 HK HK539/92A patent/HK53992A/xx not_active IP Right Cessation

Also Published As

Publication number	Publication date
GB8725871D0 (en)	1987-12-09
FI885046A0 (fi)	1988-11-02
FR2622448B1 (fr)	1992-01-10
SE8803931D0 (sv)	1988-10-31
DK612788D0 (da)	1988-11-03
BE1003455A3 (fr)	1992-03-31
FI90081C (fi)	1993-12-27
SE8803931L (sv)	1989-05-05
NO884900D0 (no)	1988-11-03
IN173404B (de)	1994-04-30
IT8822493A0 (it)	1988-11-04
NZ226738A (en)	1990-05-28
ATA269688A (de)	1993-06-15
GB2211841A (en)	1989-07-12
KR890008156A (ko)	1989-07-10
KR970005536B1 (ko)	1997-04-17
MA21423A1 (fr)	1989-07-01
FI885046L (fi)	1989-05-05
JPH0686455B2 (ja)	1994-11-02
ES2009364A6 (es)	1989-09-16
DK612788A (da)	1989-05-05
NL8802635A (nl)	1989-06-01
GR1000264B (el)	1992-05-12
CA1303619C (en)	1992-06-16
SG48292G (en)	1992-06-12
NO884900L (no)	1989-05-05
PT88924A (pt)	1988-12-01
NO167739C (no)	1991-12-04
HK53992A (en)	1992-07-30
GB2211841B (en)	1991-01-16
JPH01151583A (ja)	1989-06-14
ZA888184B (en)	1989-07-26
IE883315L (en)	1989-05-04
IE61541B1 (en)	1994-11-16
DE3837550A1 (de)	1989-05-18
FI90081B (fi)	1993-09-15
DE3837550C2 (de)	1991-12-12
AT397097B (de)	1994-01-25
AU2464488A (en)	1989-05-25
FR2622584B1 (fr)	1992-01-10
TNSN88118A1 (fr)	1990-07-10
GB8824859D0 (en)	1988-11-30
FR2622448A1 (fr)	1989-05-05
AU616367B2 (en)	1991-10-24
FR2622584A1 (fr)	1989-05-05
PT88924B (pt)	1993-01-29
IT1227456B (it)	1991-04-11
NO167739B (no)	1991-08-26
MY103446A (en)	1993-06-30

Legal Events

Date	Code	Title	Description
1997-07-15	PL	Patent ceased

Publication	Publication Date	Title
EP0117779B1 (de)	1989-12-06	Pyridazin-Derivate, wirksam auf das Zentralnervensystem, Verfahren zur Herstellung, und diese enthaltende Arzneimittel
CA2055859A1 (fr)	1992-05-21	Derives d'oxazolopyridines, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent
JPS5965036A (ja)	1984-04-13	アラキドン酸類縁体、その製法および医薬用途
FR2476088A2 (fr)	1981-08-21	Nouveaux derives du nor-tropane, leur procede de preparation et leur application en therapeutique
FR2502153A1 (fr)	1982-09-24	Acides (2-oxo-3-tetrahydrothienylcarbamoyl)-alkylthio) acetiques, leurs sels et leurs esters, leur procede de preparation et les compositions pharmaceutiques en contenant
FR2622584A1 (fr)	1989-05-05	Nouveaux derives alcoxy des ginkgolides et leur preparation
CH530948A (fr)	1972-11-30	Procédé de préparation de benzopyrones
EP0038343B1 (de)	1984-12-27	Substituierte oxocarbonsäuren, verfahren zu ihrer herstellung, ihre verwendung und sie enthaltende arzneimittel
JPS5921850B2 (ja)	1984-05-22	新ナフタレン誘導体の製法
JP2514163B2 (ja)	1996-07-10	ピリミドン誘導体及び類似化合物を含有する、喘息又は炎症性気道疾患の治療用医薬組成物
CH649920A5 (fr)	1985-06-28	Derives substitues de l'acide 4-phenyl 4-oxo 2-butenoique, a titre de medicaments.
EP0591046B1 (de)	1998-12-02	Chromen-Derivate mit einer Trien-Kette zur Verwendung bei der Behandlung der Osteoporose und der entzündlichen Erkrankungen
EP0134179B1 (de)	1988-09-28	Derivate der 4-Phenyl-4-oxo-buten-2-säure, Verfahren zu ihrer Herstellung, Medikamente und Mischungen mit diesen Derivaten
FR2536398A1 (fr)	1984-05-25	Nouveaux composes heterocycliques
FR2480286A1 (fr)	1981-10-16	Nouveaux derives de theophyllinylmethyldioxolane, leurs procedes de preparation et leur application en therapeutique
BE1003519A3 (fr)	1992-04-14	Nouveaux derives de la carbonyl-2 n,n'-di-(trimethoxybenzoyle) piperazine, un procede pour leur preparation et compositions therapeutiques en contenant.
EP0117171B1 (de)	1987-07-01	Aminoderivate von in Stellung 6 durch ein heterocyclisch oder ein alicyclisch substituiertes Pyridazin, Verfahren zu deren Herstellung und Heilmittel die sie enthalten
EP0008259A1 (de)	1980-02-20	Piperidylbenzimidazolinon-Derivate, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zusammensetzungen
CH615673A5 (de)	1980-02-15
FR2518537A1 (fr)	1983-06-24	Nouveaux derives de l'acide phenylacetique, leur preparation et compositions les contenant
CH648483A5 (fr)	1985-03-29	Composition pharmaceutique contre l'arthrite rhumatoide.
EP0008269A1 (de)	1980-02-20	Arzneimittel, die als aktive Substanz Verbindungen des Benzensulfon-Typs enthalten, Verbindungen dieses Typs und Verfahren zu ihrer Herstellung
CH652386A5 (fr)	1985-11-15	Derives d'acides phenyl aliphatique carboxyliques comme medicaments.
JPH05310737A (ja)	1993-11-22	ナフチリジン誘導体，その製造法及びこれを含有する抗潰瘍剤
FR2616326A1 (fr)	1988-12-16	Compositions therapeutiques a base de nouveaux aminoacylates d'acetal du glycerol