CH620203A5 - - Google Patents

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Publication number: CH620203A5
Authority: CH; Switzerland
Prior art keywords: formula; ethanol; lower alkyl; imidazoline; compound
Prior art date: 1976-05-14

Application number

CH589877A

Other languages

English (en)

French (fr)

Inventor

Graham John Durant

Charon Robin Ganellin

Margaret Rose Vickers

Original Assignee

Smith Kline French Lab

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.)

1976-05-14

Filing date

1977-05-11

Publication date

1980-11-14

1977-05-11 Application filed by Smith Kline French Lab filed Critical Smith Kline French Lab

1980-11-14 Publication of CH620203A5 publication Critical patent/CH620203A5/fr

Links

LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 24
150000001875 compounds Chemical class 0.000 description 21
125000000217 alkyl group Chemical group 0.000 description 10
239000000460 chlorine Substances 0.000 description 9
229910052757 nitrogen Inorganic materials 0.000 description 8
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 6
RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 6
239000000155 melt Substances 0.000 description 6
239000000203 mixture Substances 0.000 description 6
UMGDCJDMYOKAJW-UHFFFAOYSA-N thiourea Chemical compound NC(N)=S UMGDCJDMYOKAJW-UHFFFAOYSA-N 0.000 description 6
238000002425 crystallisation Methods 0.000 description 5
230000008025 crystallization Effects 0.000 description 5
238000010992 reflux Methods 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
239000007787 solid Substances 0.000 description 5
101100294115 Caenorhabditis elegans nhr-4 gene Proteins 0.000 description 4
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 4
125000004705 ethylthio group Chemical group C(C)S* 0.000 description 4
238000000034 method Methods 0.000 description 4
PDQAZBWRQCGBEV-UHFFFAOYSA-N Ethylenethiourea Chemical compound S=C1NCCN1 PDQAZBWRQCGBEV-UHFFFAOYSA-N 0.000 description 3
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 3
239000002253 acid Substances 0.000 description 3
125000005843 halogen group Chemical group 0.000 description 3
125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
230000008105 immune reaction Effects 0.000 description 3
125000004433 nitrogen atom Chemical group N* 0.000 description 3
BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
101100294106 Caenorhabditis elegans nhr-3 gene Proteins 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
125000004429 atom Chemical group 0.000 description 2
ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical compound C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
125000004432 carbon atom Chemical group C* 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
-1 dialkylaminoalkyl halide Chemical class 0.000 description 2
150000002462 imidazolines Chemical class 0.000 description 2
230000001506 immunosuppresive effect Effects 0.000 description 2
150000002541 isothioureas Chemical class 0.000 description 2
239000000047 product Substances 0.000 description 2
VFLQQZCRHPIGJU-UHFFFAOYSA-N 1-(2-chloroethyl)piperidine;hydron;chloride Chemical compound Cl.ClCCN1CCCCC1 VFLQQZCRHPIGJU-UHFFFAOYSA-N 0.000 description 1
KMFBOMKUKPBRBH-UHFFFAOYSA-N 3-(4,5-dihydro-1h-imidazol-2-ylsulfanyl)-n,n-dimethylpropan-1-amine Chemical compound CN(C)CCCSC1=NCCN1 KMFBOMKUKPBRBH-UHFFFAOYSA-N 0.000 description 1
MTDFNKHFIYPIFF-UHFFFAOYSA-N 3-(4,5-dihydro-1h-imidazol-2-ylsulfanyl)-n,n-dimethylpropan-1-amine;dihydrochloride Chemical compound Cl.Cl.CN(C)CCCSC1=NCCN1 MTDFNKHFIYPIFF-UHFFFAOYSA-N 0.000 description 1
PYSGFFTXMUWEOT-UHFFFAOYSA-N 3-(dimethylamino)propan-1-ol Chemical compound CN(C)CCCO PYSGFFTXMUWEOT-UHFFFAOYSA-N 0.000 description 1
BVCBJBVDMXCOJC-UHFFFAOYSA-N 3-(dimethylamino)propyl n,n'-dimethylcarbamimidothioate Chemical compound CNC(=NC)SCCCN(C)C BVCBJBVDMXCOJC-UHFFFAOYSA-N 0.000 description 1
208000023275 Autoimmune disease Diseases 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical compound Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
VLCDUOXHFNUCKK-UHFFFAOYSA-N N,N'-Dimethylthiourea Chemical compound CNC(=S)NC VLCDUOXHFNUCKK-UHFFFAOYSA-N 0.000 description 1
206010036030 Polyarthritis Diseases 0.000 description 1
201000004681 Psoriasis Diseases 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
AMNIXZXHVQGDCK-XYOKQWHBSA-N [(e)-1-(1-methylcyclohexyl)ethylideneamino]thiourea Chemical compound NC(=S)N\N=C(/C)C1(C)CCCCC1 AMNIXZXHVQGDCK-XYOKQWHBSA-N 0.000 description 1
239000004480 active ingredient Substances 0.000 description 1
206010003246 arthritis Diseases 0.000 description 1
239000002775 capsule Substances 0.000 description 1
125000001309 chloro group Chemical group Cl* 0.000 description 1
230000001684 chronic effect Effects 0.000 description 1
239000006071 cream Substances 0.000 description 1
230000003111 delayed effect Effects 0.000 description 1
239000003937 drug carrier Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000010828 elution Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000000706 filtrate Substances 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
229910021645 metal ion Inorganic materials 0.000 description 1
239000012299 nitrogen atmosphere Substances 0.000 description 1
239000002674 ointment Substances 0.000 description 1
239000008194 pharmaceutical composition Substances 0.000 description 1
208000030428 polyarticular arthritis Diseases 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
230000035945 sensitivity Effects 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
208000027930 type IV hypersensitivity disease Diseases 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C335/00—Thioureas, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
- C07C335/30—Isothioureas
- C07C335/32—Isothioureas having sulfur atoms of isothiourea groups bound to acyclic carbon atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/30—Oxygen or sulfur atoms
- C07D233/42—Sulfur atoms

Landscapes

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Health & Medical Sciences (AREA)
Immunology (AREA)
Engineering & Computer Science (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Animal Behavior & Ethology (AREA)
Medicinal Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Transplantation (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Steroid Compounds (AREA)

CH589877A 1976-05-14 1977-05-11 CH620203A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB19994/76A GB1592453A (en)	1976-05-14	1976-05-14	Aminoalkyl esters of carbarimidothioic acid and compositions having immunosuppressant activity

Publications (1)

Publication Number	Publication Date
CH620203A5 true CH620203A5 (de)	1980-11-14

Family

ID=10138568

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH589877A CH620203A5 (de)	1976-05-14	1977-05-11

Country Status (23)

Country	Link
US (1)	US4294854A (de)
JP (1)	JPS532420A (de)
AR (1)	AR218872A1 (de)
AT (1)	AT359521B (de)
AU (1)	AU509573B2 (de)
BE (1)	BE854553A (de)
CA (1)	CA1086758A (de)
CH (1)	CH620203A5 (de)
DE (1)	DE2721830A1 (de)
DK (1)	DK211277A (de)
ES (1)	ES458756A1 (de)
FI (1)	FI771400A7 (de)
FR (2)	FR2351098A1 (de)
GB (1)	GB1592453A (de)
HU (1)	HU174978B (de)
IE (1)	IE45144B1 (de)
IL (1)	IL52011A (de)
LU (1)	LU77332A1 (de)
NL (1)	NL7705331A (de)
NO (1)	NO771697L (de)
PT (1)	PT66509B (de)
SE (1)	SE7705658L (de)
ZA (1)	ZA772612B (de)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH0672244B2 (ja) *	1984-12-12	1994-09-14	三菱マテリアル株式会社	貴金属造粒装置
CA2164641A1 (en) *	1993-06-07	1994-12-22	Dinah S. Singer	Use of an mhc class i suppressor drug for the treatment of autoimmune diseases and transplantation rejection
US6124351A (en) *	1994-08-18	2000-09-26	Chugai Seiyaku Kabushiki Kaisha	Amino acid derivatives having a nitric oxide synthase inhibiting action
US7645873B2 (en) *	2003-03-20	2010-01-12	The Scripps Research Institute	6″-amino-6″-deoxygalactosylceramides
EP2058011A1 (de) *	2007-11-07	2009-05-13	Wittycell	NKT-Zellen aktivierende, kovalent gebundene Glykolipid-Antigene und/oder Arzneimittel
CN102215864A (zh) *	2008-10-08	2011-10-12	威蒂赛尔公司	用于抗流感的疫苗组合物

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US2648710A (en) *	1950-09-22	1953-08-11	Hoffmann La Roche	Bis-quaternary salts of 1:10-bis-(dialkylamino)-5:6-dithia-decane
US2813102A (en) *	1956-04-10	1957-11-12	American Home Prod	2-(di-lower alkylaminoethylmercapto)-imidazolines and their acid addition salts and preparation thereof
US4152453A (en) *	1975-12-01	1979-05-01	Smith Kline & French Laboratories Limited	Pharmacologically active compounds and compositions and methods of use

1976
- 1976-05-14 GB GB19994/76A patent/GB1592453A/en not_active Expired
1977
- 1977-05-02 ZA ZA00772612A patent/ZA772612B/xx unknown
- 1977-05-03 FI FI771400A patent/FI771400A7/fi not_active Application Discontinuation
- 1977-05-04 IL IL52011A patent/IL52011A/xx unknown
- 1977-05-04 AT AT318277A patent/AT359521B/de not_active IP Right Cessation
- 1977-05-04 PT PT66509A patent/PT66509B/pt unknown
- 1977-05-10 IE IE947/77A patent/IE45144B1/en unknown
- 1977-05-11 AU AU25079/77A patent/AU509573B2/en not_active Expired
- 1977-05-11 CH CH589877A patent/CH620203A5/fr not_active IP Right Cessation
- 1977-05-11 JP JP5483077A patent/JPS532420A/ja active Pending
- 1977-05-12 BE BE177510A patent/BE854553A/xx not_active IP Right Cessation
- 1977-05-13 LU LU77332A patent/LU77332A1/xx unknown
- 1977-05-13 ES ES458756A patent/ES458756A1/es not_active Expired
- 1977-05-13 AR AR267623A patent/AR218872A1/es active
- 1977-05-13 DK DK211277A patent/DK211277A/da not_active Application Discontinuation
- 1977-05-13 HU HU77SI1576A patent/HU174978B/hu unknown
- 1977-05-13 NL NL7705331A patent/NL7705331A/xx not_active Application Discontinuation
- 1977-05-13 NO NO771697A patent/NO771697L/no unknown
- 1977-05-13 FR FR7714766A patent/FR2351098A1/fr active Granted
- 1977-05-13 CA CA278,412A patent/CA1086758A/en not_active Expired
- 1977-05-13 DE DE19772721830 patent/DE2721830A1/de not_active Withdrawn
- 1977-05-16 SE SE7705658A patent/SE7705658L/xx unknown
1979
- 1979-10-09 US US06/082,836 patent/US4294854A/en not_active Expired - Lifetime
1980
- 1980-11-17 FR FR8024334A patent/FR2472935A1/fr not_active Withdrawn

Also Published As

Publication number	Publication date
IE45144L (en)	1977-11-14
AR218872A1 (es)	1980-07-15
IE45144B1 (en)	1982-06-30
US4294854A (en)	1981-10-13
DE2721830A1 (de)	1977-11-24
NL7705331A (nl)	1977-11-16
PT66509A (en)	1977-06-01
FR2472935A1 (fr)	1981-07-10
PT66509B (en)	1978-10-16
ATA318277A (de)	1980-04-15
LU77332A1 (de)	1977-08-29
SE7705658L (sv)	1977-11-15
AU2507977A (en)	1978-11-16
JPS532420A (en)	1978-01-11
CA1086758A (en)	1980-09-30
AU509573B2 (en)	1980-05-15
HU174978B (hu)	1980-04-28
DK211277A (da)	1977-11-15
ZA772612B (en)	1978-04-26
NO771697L (no)	1977-11-15
ES458756A1 (es)	1978-03-01
IL52011A (en)	1982-05-31
FI771400A7 (de)	1977-11-15
FR2351098B1 (de)	1982-06-18
AT359521B (de)	1980-11-10
BE854553A (fr)	1977-11-14
GB1592453A (en)	1981-07-08
FR2351098A1 (fr)	1977-12-09

Legal Events

Date	Code	Title	Description
1983-01-31	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
EP0001727B1 (de)	1981-11-11	Neue Derivate des 4-Phenyl-2-(2',2',2'-thrichlorethoxycarboxamido)-thiazols, die als Arzneimittel brauchbar sind, diese Verbindungen enthaltende pharmazeutische Zusammensetzungen und Verfahren zur Herstellung dieser Verbindungen
EP0556080B1 (de)	2002-05-08	Bicyclische Pyridinderivate, Verfahren zu ihrer Herstellung, Zwischenprodukte, ihre Anwendung als Arzneimittel und diese enthaltende pharmazeutische Zusammensetzungen
CA1209571A (en)	1986-08-12	Crystalline benzothiazine dioxide salts
CH639653A5 (fr)	1983-11-30	Aminothiazoles et composition pharmaceutique les contenant.
EP0227539B1 (de)	1990-05-23	4H-Triazolo [4,3-a][1,4] benzodiazepine, Verfahren zu ihrer Herstellung, ihre Anwendung als Arzneimittel und diese enthaltende Zubereitungen
FR2510998A1 (fr)	1983-02-11	Nouveaux derives amines de la pyridazine, leur procede de preparation et les medicaments, a action desinhibitrice, qui en comportent
EP0116494B1 (de)	1988-01-27	Pyridazin-Derivate mit psychotroper Wirkung, Verfahren zur Herstellung, Zwischenprodukte und Heilmittel die sie enthalten
EP0000299B1 (de)	1980-11-12	Neue substituierte 2-Benzoyl-4-chloro-glycinanilidederivate, Verfahren zu ihrer Herstellung und deren Verwendung als Heilmittel.
JPS62294674A (ja)	1987-12-22	１，４−二置換ピペラジン誘導体、これを含む薬用組成物並びにその製造方法
EP0377528A1 (de)	1990-07-11	Piperidine, Verfahren zu ihrer Herstellung und sie enthaltende Arzneimittel
EP0076199B1 (de)	1986-12-30	Triazoloquinazolone und deren Salze, Verfahren und Zwischenprodukte zu ihrer Herstellung, ihre Verwendung als Arzneimittel und diese enthaltende Zusammensetzungen
EP0239461A1 (de)	1987-09-30	N-¬¬(Hydroxy-2-phenyl)(phenyl)methylen amino-2 äthylacetamid-Derivate, Verfahren zu ihrer Herstellung und ihre Anwendung als Heilmittel
JPH0641465B2 (ja)	1994-06-01	ベンゾチアジンジオキシド誘導体
CA1082716A (fr)	1980-07-29	Procede de preparation de nouveaux derives de 5- thiazole methane amine
FR2472935A1 (fr)	1981-07-10	Compositions pharmaceutiques ayant un effet immunodepresseur a base de derives de l'isothiouree
EP0153230A2 (de)	1985-08-28	Pyrimido(2,1-b)benzothiazolderivate und ihre Salze, Verfahren und Zwischenprodukte zu ihrer Herstellung, ihre Verwendung als Arzneimittel und diese enthaltende pharmazeutische Zubereitungen
EP0304353A1 (de)	1989-02-22	Benzimidazol-Derivate und Verfahren zu deren Herstellung
FR2521144A1 (fr)	1983-08-12	Nouveaux derives de la piperazinyl-2 phenyl-4 quinazoline possedant des proprietes antidepressives, methode de preparation desdits composes et medicaments en contenant
EP0176444B1 (de)	1989-02-22	Verfahren zur Herstellung von 4H-1,2,4-Triazol-Derivaten, so erhaltene neue Triazole, ihre Verwendung als Arzneimittel und sie enthaltende pharmazeutische Zusammensetzungen
EP0003920B1 (de)	1981-01-07	Thieno (3,2-c)- bzw. Thieno (2,3-c)pyridine, Verfahren zu ihrer Herstellung sowie ihre Verwendung in der Therapeutik
FR2615188A1 (fr)	1988-11-18	Derives d'hydrazine, procede d'obtention et compositions pharmaceutiques les contenant
LU86226A1 (fr)	1986-06-25	Nouvelles 8-acylaminoergolines,leur preparation,leur utilisation comme medicaments et les compositions pharmaceutiques les contenant
EP0010030B1 (de)	1982-05-05	2'-(Ortho-chlor-benzoyl),4'-chlor-glycinanilid-Derivate, ihre Herstellung und ihre Verwendung als Arzneimittel
EP0168309B1 (de)	1988-03-09	Isoxazolochinolinonderivate, Verfahren und Zwischenprodukte zu ihrer Herstellung, Verwendung als Arzneimittel und die sie enthaltenden Zubereitungen
FR2535718A1 (fr)	1984-05-11	(piperazinyl-1)-2 pyrimidines, leurs sels, procede pour leur preparation et compositions pharmaceutiques en contenant