FI89916B - Foerfarande foer framstaellning av terapeutiskt anvaendbara 3-/4-(1-substituerade-4-piperazinyl)butyl/-4-tiazolidinoner - Google Patents

Foerfarande foer framstaellning av terapeutiskt anvaendbara 3-/4-(1-substituerade-4-piperazinyl)butyl/-4-tiazolidinoner Download PDF

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Publication number
FI89916B
FI89916B FI885332A FI885332A FI89916B FI 89916 B FI89916 B FI 89916B FI 885332 A FI885332 A FI 885332A FI 885332 A FI885332 A FI 885332A FI 89916 B FI89916 B FI 89916B
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Prior art keywords
thiazolidinone
butyl
piperazinyl
mixture
etoac
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FI885332A
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English (en)
Finnish (fi)
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FI89916C (sv
FI885332A0 (fi
FI885332A (fi
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Nicholas J Hrib
John Gerard Jurcak
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Hoechst Roussel Pharma
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Publication of FI885332A0 publication Critical patent/FI885332A0/fi
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Publication of FI89916C publication Critical patent/FI89916C/sv

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/06Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44Non condensed pyridines; Hydrogenated derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/08Antiepileptics; Anticonvulsants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/18Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/20Hypnotics; Sedatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/24Antidepressants
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/26Psychostimulants, e.g. nicotine, cocaine
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/08Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D277/12Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole 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
    • C07D277/14Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62Benzothiazoles
    • C07D277/68Benzothiazoles 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 in position 2
    • C07D277/82Nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biomedical Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Pain & Pain Management (AREA)
  • Psychiatry (AREA)
  • Anesthesiology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Claims (9)

1. Förfarande för framställning av terapeutiskt användbara 3-[4-(l-substituerade-4-piperazinyl)butyl]-4-5 tiazolidinoner med formeln I (°) _ \ I R
10. V 3 / ,4 I A--N _ ° X(C»2’ väri n är 0 eller 1; A är * V Xl·™. xx> . 20 “li—N— (S,ra eller Π4-(Τ)π> , väri X, Y, Z, U, V, W, Q, S och T var och en betecknar väte, halogen, lägre alkyl, hydroxi, nitro, lägre alkoxi, amino, cyan eller 25 tr if luonne tyl, m är 1 eller
2; R3 och R2 betecknar bäda s- jälvständigt väte, lägre alkyl eller aryl eller alterna-tivt bildar Rx + R2 tillsanunans med den koi atom till vilken de är bundna en cyklopentan-, cyklohexan-, cykloheptan-, pyran-, tiopyran-, pyrrolidin- eller piperidinring; R3 och 30 R4 betecknar bäda självständigt väte eller lägre alkyl eller alternativt bildar R3 + R4 tillsanunans med den kolatom tili vilken de är bundna en cyklopentan-, cyklohexan-, cykloheptan-, pyran-, tiopyran-, pyrrolidin- eller piperi-dinring, varvid termen aryl betecknar en osubstituerad 35 fenylgrupp eller en fenylgrupp som är substituerad med en, tvä eller tre substituenter varav var och en särskilt be- 54 399U tecknar lägre alkyl, lägre alkoxi, hydroxi, halogen, läg-re alkyltlo, cyan, amino eller trifluormetyl, eller dess farmaceutiskt godtagbara salter, kännetecknat därav, att 5 a) en förening med formeln III ·, ?“ . o^~NW\Br väri n, R2, R2, R3 och R4 är som definierade, fAr reagera 15 med en förening med formeln IV ^ H K“—λ ΤΗ W 20 väri A är som definierad, eller b) eventuellt fAr en förening med formeln I, väri n är 0, reagera sAlunda, att man erhAller en förening med formeln I, väri n är 1. y. 25 2. Förfarande enligt patentkravet 1, känne tecknat därav, att n är 0.
3. Förfarande enligt patentkravet 2, kännetecknat därav, att Rlf R2, r3 ja R4 var och en sär-skilt betecknar väte, lägre alkyl eller aryl och A är en -30 radikal ”' ττΟ- ts>” eiiar XiOm" väri X, S och T är som definierade. 35
4. Förfarande enligt patentkravet 3, känne tecknat därav, att Rx, R2, R3 och R4 var och en sär- II 8991 6 55 skilt betecknar väte, metyl eller fenyl och A är en radi-kal 130 eller , väri X är metyl, 5 ~ metoxl, Cl, F eller CF3.
5. Förfarande enligt patentkravet 1, känne- t e c k n a t därav, att man framställer 2-metyl-3-[4-[1-(4-fluorfenyl)-4-piperazinyl]butyl]-4-tiazolidinon el-10 ler dess £armaceutiskt godtagbara syraadditionssalt.
6. Förfarande enligt patentkravet 1, känne- t e c k n a t därav, att man framställer 3-[4-[l-(3-me-tylfenyl)-4-piperazinyl]butyl]-4-tiazolidinon eller dess farmaceutiskt godtagbara syraadditionssalt. 15
7. Förfarande enligt patentkravet 1, känne- t e c k n a t därav, att man framställer 3-[4-[1-(2,3-dimetylfenyl)-4-piperazinyl]butyl]-4-tiazolidinon eller dess farmaceutiskt godtagbara syraadditionssalt.
8. Förfarande enligt patentkravet 1, känne-20 tecknat därav, att man framställer 3-[4-[l-(4-klor- fenyl)-4-piperazinyl]butyl]-4-tiazolidinon eller dess farmaceutiskt godtagbara syraadditionssalt.
9. Förfarande enligt patentkravet 1, känne- : tecknat därav, att man framställer 3-[4-[1-( 1,2- 25 benzisotiazol-3-yl)-4-piperazinyl] butyl] - 5,5-dimetyl-4- tiazolidinon eller dess farmaceutiskt godtagbara syraadditionssalt.
FI885332A 1987-11-20 1988-11-17 Förfarande för framställning av terapeutiskt användbara 3-/4-(1-substi tuerade-4-piperazinyl)butyl/-4-tiazolidinoner FI89916C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US12362287A 1987-11-20 1987-11-20
US12362287 1987-11-20

Publications (4)

Publication Number Publication Date
FI885332A0 FI885332A0 (fi) 1988-11-17
FI885332A FI885332A (fi) 1989-05-21
FI89916B true FI89916B (fi) 1993-08-31
FI89916C FI89916C (sv) 1993-12-10

Family

ID=22409774

Family Applications (1)

Application Number Title Priority Date Filing Date
FI885332A FI89916C (sv) 1987-11-20 1988-11-17 Förfarande för framställning av terapeutiskt användbara 3-/4-(1-substi tuerade-4-piperazinyl)butyl/-4-tiazolidinoner

Country Status (20)

Country Link
US (5) US4933453A (sv)
EP (1) EP0316723B1 (sv)
JP (1) JP2617546B2 (sv)
KR (1) KR0130976B1 (sv)
AT (1) ATE81123T1 (sv)
AU (1) AU624092B2 (sv)
CA (1) CA1317955C (sv)
DE (1) DE3875073T2 (sv)
DK (1) DK645688A (sv)
ES (1) ES2052675T3 (sv)
FI (1) FI89916C (sv)
GR (1) GR3006698T3 (sv)
HU (1) HU206709B (sv)
IE (1) IE62229B1 (sv)
IL (1) IL88414A (sv)
NO (1) NO176143C (sv)
NZ (1) NZ226999A (sv)
PH (1) PH27330A (sv)
PT (1) PT89020B (sv)
ZA (1) ZA888651B (sv)

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EP0316723B1 (en) * 1987-11-20 1992-09-30 Hoechst-Roussel Pharmaceuticals Incorporated 3-[4(1-Substituted-4-piperazinyl)butyl]-4-thiazolidinones a process for their preparation and their use as medicaments
US5801186A (en) 1987-11-20 1998-09-01 Hoechst Marion Roussel, Inc. 3- 4-(1-substituted-4-piperazinyl)butyl!-4-thiazolidinone and related compounds
WO1991000863A1 (en) * 1989-07-07 1991-01-24 Pfizer Inc. Heteroaryl piperazine antipsychotic agents
HU205092B (en) * 1989-11-24 1992-03-30 Richter Gedeon Vegyeszet Process for producing new thiazolidinone derivatives and pharmaceutical compositions comprising same
US5216002A (en) * 1989-12-21 1993-06-01 Eli Lilly And Company Method of treating inflammatory bowel disease
US5034392A (en) * 1990-04-16 1991-07-23 Hoechst-Roussel Pharmaceuticals Incorporated 4-(3-(4-oxothiazolidinyl)butynylamines
US5041445A (en) * 1990-05-21 1991-08-20 Hoechst-Roussel Pharmaceuticals Incorporated 3-[1-thiazolidinylbutyl-4-piperazinyl]-1H-indazoles
US5045546A (en) * 1990-10-26 1991-09-03 Hoechst-Roussel Pharmaceuticals Inc. 8-azabicyclo[3.2.1]octylalkylthiazolidines
US5130315A (en) * 1991-01-10 1992-07-14 Raymond R. Wittekind 1-piperazinyl-2-butenes and -2-butynes
US5194436A (en) * 1991-01-10 1993-03-16 Hoechst-Roussel Pharmaceuticals Inc. 1-piperazinyl-2-butenes and -2-butynes
US5240927A (en) * 1992-05-19 1993-08-31 Hoechst-Roussel Pharmaceuticals Incorporated Benzo[β]thiophen-3-yl piperazines as antipsychotic agents
AU664084B2 (en) * 1992-06-03 1995-11-02 Ciba-Geigy Ag Novel thiosemicarbazonic acid esters
US5272148A (en) * 1992-09-09 1993-12-21 Hoechst-Roussel Pharmaceuticals Incorporated Heteroarenylpiperazines
EP0635506A4 (en) * 1993-02-04 1995-04-12 Meiji Seika Co CONNECTION WITH ANTIPSYCHOTIC EFFECT.
US5391570A (en) * 1993-10-14 1995-02-21 Bristol-Myers Squibb Aminomethyl-benzodioxane and benzopyran serotonergic agents
CA2157348A1 (en) * 1994-09-01 1996-03-02 Aventis Pharmaceuticals Inc. 3-¬4-(1-substituted-4-piperazinyl)butyl|-4-thiazolidinone and related compounds
KR960022486A (ko) * 1994-12-29 1996-07-18 김준웅 신규 티아졸리딘-4-온 유도체
ES2170177T3 (es) * 1995-03-17 2002-08-01 Aventis Pharma Inc Benzotienilpiperazinas sustituidas, su uso como medicamentos y procedimientos para su preparacion.
KR970032857A (ko) * 1995-12-29 1997-07-22 김준웅 약제 조성물
US5880121A (en) * 1996-01-05 1999-03-09 Hoechst Marion Roussel Inc. 4,5-dihydronaphth (1,2-c) isoxazoles and derivatives thereof
ZA9711376B (en) * 1996-12-20 1998-07-21 Lundbeck & Co As H Indole or dihydroindole derivatives
US6506751B1 (en) 1999-11-12 2003-01-14 Millennium Pharmaceuticals, Inc. Thiazolidinone compounds useful as chemokine inhibitors
US7049146B2 (en) * 2000-11-14 2006-05-23 Facet Analytical Services And Technology, Llc Calibration standards, methods, and kits for water determination
US7122376B2 (en) * 2001-11-01 2006-10-17 Facet Analytical Services And Technology, Llc Calibration standards, methods, and kits for water determination
CA2453633A1 (en) * 2001-07-16 2003-01-30 Euro-Celtique S.A. Aryl substituted thiazolidinones and the use thereof
WO2004027361A1 (en) * 2002-09-17 2004-04-01 University Of Virginia Patent Foundation Remote temperature sensing of small volume and related apparatus thereof
EA017351B1 (ru) * 2007-03-29 2012-11-30 Общество С Ограниченной Ответственностью "Фармвинг" Средство противогистаминного антиаллергического действия и способ его получения
EP2350002A1 (en) * 2008-10-02 2011-08-03 Abbott Laboratories Novel compounds as calcium channel blockers
WO2011115813A1 (en) * 2010-03-18 2011-09-22 Abbott Laboratories Lactam acetamides as calcium channel blockers

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US2520179A (en) * 1949-02-02 1950-08-29 Sterling Drug Inc 4-thiazolidones and a method for preparation thereof
JPS51125389A (en) * 1975-04-09 1976-11-01 Yoshitomi Pharmaceut Ind Ltd A process for preparing heterocyclic compovnds
US4456756A (en) * 1981-08-03 1984-06-26 Mead Johnson & Company Spirothiazolidinyl piperazine derivatives
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GB8512163D0 (en) * 1985-05-14 1985-06-19 Fujisawa Pharmaceutical Co Oxothiazolidine compound
EP0316723B1 (en) * 1987-11-20 1992-09-30 Hoechst-Roussel Pharmaceuticals Incorporated 3-[4(1-Substituted-4-piperazinyl)butyl]-4-thiazolidinones a process for their preparation and their use as medicaments
US5041445A (en) * 1990-05-21 1991-08-20 Hoechst-Roussel Pharmaceuticals Incorporated 3-[1-thiazolidinylbutyl-4-piperazinyl]-1H-indazoles

Also Published As

Publication number Publication date
IE883463L (en) 1989-05-20
ZA888651B (en) 1989-09-27
JPH01160975A (ja) 1989-06-23
FI89916C (sv) 1993-12-10
ATE81123T1 (de) 1992-10-15
PH27330A (en) 1993-06-08
AU2569488A (en) 1989-05-25
IL88414A (en) 1993-07-08
US4933453A (en) 1990-06-12
CA1317955C (en) 1993-05-18
KR0130976B1 (ko) 1998-04-16
DE3875073T2 (de) 1993-03-11
NO885152L (no) 1989-05-22
ES2052675T3 (es) 1994-07-16
FI885332A0 (fi) 1988-11-17
US5229388A (en) 1993-07-20
GR3006698T3 (sv) 1993-06-30
US5037984A (en) 1991-08-06
KR890008137A (ko) 1989-07-10
NZ226999A (en) 1991-05-28
HU206709B (en) 1992-12-28
DK645688A (da) 1989-05-21
IL88414A0 (en) 1989-06-30
PT89020A (pt) 1988-12-01
HUT54149A (en) 1991-01-28
NO885152D0 (no) 1988-11-18
AU624092B2 (en) 1992-06-04
NO176143C (no) 1995-02-08
US5371087A (en) 1994-12-06
PT89020B (pt) 1993-02-26
DK645688D0 (da) 1988-11-18
EP0316723B1 (en) 1992-09-30
DE3875073D1 (sv) 1992-11-05
IE62229B1 (en) 1995-01-11
EP0316723A1 (en) 1989-05-24
NO176143B (no) 1994-10-31
FI885332A (fi) 1989-05-21
JP2617546B2 (ja) 1997-06-04
US5136037A (en) 1992-08-04

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