FI94348B - Analogiförfarande för framställning av terapeutiskt användbara bis-arylfosfatesterderivat - Google Patents

Analogiförfarande för framställning av terapeutiskt användbara bis-arylfosfatesterderivat Download PDF

Info

Publication number
FI94348B
FI94348B FI896045A FI896045A FI94348B FI 94348 B FI94348 B FI 94348B FI 896045 A FI896045 A FI 896045A FI 896045 A FI896045 A FI 896045A FI 94348 B FI94348 B FI 94348B
Authority
FI
Finland
Prior art keywords
phenyl
methyl
oxy
hydroxide
inner salt
Prior art date
Application number
FI896045A
Other languages
English (en)
Finnish (fi)
Other versions
FI94348C (sv
FI896045A0 (sv
Inventor
Allan Wissner
Kenneth Green
Robert Eugene Schaub
Original Assignee
American Cyanamid Co
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.)
Filing date
Publication date
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Publication of FI896045A0 publication Critical patent/FI896045A0/sv
Application granted granted Critical
Publication of FI94348B publication Critical patent/FI94348B/sv
Publication of FI94348C publication Critical patent/FI94348C/sv

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/16—Esters of thiophosphoric acids or thiophosphorous acids
    • C07F9/165—Esters of thiophosphoric acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6536—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having nitrogen and sulfur atoms with or without oxygen atoms, as the only ring hetero atoms
    • C07F9/6539—Five-membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/02—Non-specific cardiovascular stimulants, e.g. drugs for syncope, antihypotensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/58—Pyridine rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/60—Quinoline or hydrogenated quinoline ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/62—Isoquinoline or hydrogenated isoquinoline ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6503—Five-membered rings
    • C07F9/6506—Five-membered rings having the nitrogen atoms in positions 1 and 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6509—Six-membered rings
    • C07F9/650905—Six-membered rings having the nitrogen atoms in the positions 1 and 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6509—Six-membered rings
    • C07F9/650952—Six-membered rings having the nitrogen atoms in the positions 1 and 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/645—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having two nitrogen atoms as the only ring hetero atoms
    • C07F9/6509—Six-membered rings
    • C07F9/6512—Six-membered rings having the nitrogen atoms in positions 1 and 3

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Claims (6)

1. Analogiförfarande för framställning av terapeu-tiskt användbara föreningar med formeln I 5 n © x-(cH2)n-0-f-0-^2^ (I) Θ R! 10 väri X är en fenyl- eller naftylring, som eventuellt bär i vilken som heist ställning en eller flera substituenter av följande: Ci-Cjg-alkyl; Ci-C^-alkenyl; Ca-C25-alkoxi; Cj-15 C25-alkenyloxi; Ci-Cjg-tioalkyI; fenyl; fenoxi; substituerad fenyl eller substituerad fenoxi, i vilka substituenter är Cj-CjQ-alkyl, C^-C^-alkoxi, halogen eller trifluormetyl; väte; halogen; trifluormetyl; cyano; nitro; -C02R3; -C0NHR3; -CH0; -0C0NHR3; och -NHC0R3; varvid R3 är C^-Cjg-alkyl, Cx-20 C25-alkenyl, fenyl eller substituerad fenyl, i vilken substituenter är Ci-CjQ-alkyl, C^-C^-alkoxi, halogen eller trifluormetyl; Rx betecknar en eller flera substituenter av Cj-C5-alkyl, Cj-Cg-alkoxi och halogen i vilken som heist ställing 25 i den aromatiska ringen; -CH2-Y betecknar en enkel substituent i vilken som heist ställning i den aromatiska ringen, varvid Y är en mono- eller bicyklisk aromatisk heterocyklisk grupp, vilken innehäller en 5-7-ledad heterocyklisk ring, som inne-30 häller ätmlnstone en kväveatom som är bunden tili metylen-; gruppen, och eventuellt en eller flera andra kväve- eller svave1atomer; och n är variabel 0 eller 1; och dä Y är imidazolgruppen, för framställning av neut-35 rala föreningar med formeln I, kännetecknat därav, att man omsätter ett fosfat med formeln 4 eller 6 « il C ί, <i A Q S T «J *t u n ^CH2j X-(CH2)„-0-P-0-(^^ x-o-p^J^^ OH Rj o Rx 5 (4) (6) i vilka X, Rx och n betecknar sanuna som ovan och J är en avlägsnande grupp, med ett stort överskott av en kvävehal-tig heterocyklisk förenlng i ett inert lösningsmedel, var-10 vid erhälls antingen en förenlng med formeln IA O Λ , » /r~?^CE 2~Y' x-(CH2)n-°-p-o-// 2 ό (IA)
15. R1 väri X, Rx och n betecknar sanuna som ovan och Y’ betecknar sanuna som Y i formeln I, men är inte imidazolgruppen, el-ler en förenlng med formeln IB 20 0 _v/CH2 ~ X-<CHs)„-0-P-0-^^" ^ (IB) OH R. R4 25 1 väri X, Rj, r4 och n betecknar samma som i formeln I, och if ali önskvärt, alkylerar föreningen med formeln IB, varvid erhälls en förenlng med formeln IC 30 - 0 CH2-N<rVN-R5 'Λ/ (IC) o Rl 4 35 e 1 väri x, n, R1# R4 och R5 betecknar samma som i formeln I. Q A I /1 Q 7 *τ O n U
2. Förfarande enligt patentkrav 1, känne- t e c k n a t därav, att man framställer en förening, väri Y är -N^N -N^N-R5 Vq) * H7 · 'X, R4 φ-"·, φ . Φ.. r4 r4 *4 varvid R4 betecknar en eller flera substituenter 1 den he-terocykliska ringen, vilken substituent kan föreligga i en 20 icke-heteroatomisk ställning och betecknar C^-Cg-alkyl, Cx-C5-alkoxi, väte eller halogen; och R5 är C^-Cg-alkyl eller väte.
3. Förfarande enligt patentkrav 2, känne- t e c k n a t därav, att man framställer det interna sal-25 tet 3-[[3-[[hydroxi[2-metoxi-3-(tetradekyloxi)fenoxi]fos- finyl]oxi]fenyl]metyl-5-metyltiazoliniumhydroxid.
4. Förfarande enligt patentkrav 2, känne- t e c k n a t därav, att man framställer det interna sal-tet 3-[[3-[[hydroxi[2-(metoxikarbonyl)-3-(tetradekyloxi)-30 fenoxi]fosfinyl]oxi]fenyl]metyl-5-metyltiazoliniumhyd- : roxid.
5. Förfarande enligt patentkrav 1, känne- t e c k n a t därav, att man framställer ett fosfat med formeln 4, väri X, Rx, n och J betecknar samma som i pa-35 tentkrav 1, genom att behandla en alkohol med formeln X-(CH2 )n-0H med en ekvivalet av ett fosforreagens med formeln 3 II O A - Λ Q 7t jnu Cl2P-0—(f vr (3) R1 5 väri J är en avlägsnande grupp sdsom klor, brom eller jod, i närvaro av en bas säsom trietylamin i ett inert lös-ningsmedel säsom tetraklormetan, och därefter hydrolyserar 10 den erhällna mellanprodukten i ett buffrat lösningsmedel-system säsom i en blanding av tetrahydrofuran, vatten och natriumacetat.
6. Förfarande enligt patentkrav 1, känne-t e c k n a t därav, att man framställer ett fosfat med 15 formeln 6, väri X och Rx betecknar samma som i patentkrav 1, genom att behandla en fenol med formeln X-OH med en ekvivalet av ett fosforreagens med formeln 5 20. ii (5) / Av Cl Rl i närvaro av en bas säsom trietylamin i ett inert lös-25 ningsmedel säsom i tetraklormetan. » »
FI896045A 1988-12-19 1989-12-18 Analogiförfarande för framställning av terapeutiskt användbara bis-arylfosfatesterderivat FI94348C (sv)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US07/286,193 US4983592A (en) 1988-12-19 1988-12-19 Bis-arylphosphate ester antagonists of platelet activating factor
US28619388 1988-12-19

Publications (3)

Publication Number Publication Date
FI896045A0 FI896045A0 (sv) 1989-12-18
FI94348B true FI94348B (sv) 1995-05-15
FI94348C FI94348C (sv) 1995-08-25

Family

ID=23097500

Family Applications (1)

Application Number Title Priority Date Filing Date
FI896045A FI94348C (sv) 1988-12-19 1989-12-18 Analogiförfarande för framställning av terapeutiskt användbara bis-arylfosfatesterderivat

Country Status (21)

Country Link
US (2) US4983592A (sv)
EP (1) EP0374513B1 (sv)
JP (1) JP2733351B2 (sv)
KR (1) KR0153279B1 (sv)
AR (1) AR248027A1 (sv)
AT (1) ATE132871T1 (sv)
AU (1) AU623716B2 (sv)
CA (1) CA2005678A1 (sv)
DE (1) DE68925411T2 (sv)
DK (1) DK170101B1 (sv)
ES (1) ES2083964T3 (sv)
FI (1) FI94348C (sv)
GR (1) GR3018821T3 (sv)
IE (1) IE74204B1 (sv)
IL (1) IL92407A (sv)
MX (1) MX9203270A (sv)
NO (1) NO178305C (sv)
NZ (1) NZ231724A (sv)
PH (1) PH26906A (sv)
PT (1) PT92595B (sv)
ZA (1) ZA899695B (sv)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5234918A (en) * 1988-04-04 1993-08-10 American Cyanamid Company Certain phosphinyl-oxy-phenyl-methyl-pyridinium-hydroxide inner salts useful as antagonists of PAF
US5215975A (en) * 1988-04-04 1993-06-01 American Cyanamid Company Certain hydroxy-phosphinyl-oxy-phenyl methyl-thiazolium hydroxide inner salts as PAF antagonists
US5147864A (en) * 1988-12-19 1992-09-15 American Cyanamid Company Bis-arylphosphate ester antagonists of platelet activating factor
US5231091A (en) * 1988-12-19 1993-07-27 American Cyanamid Company Bis-arylphosphate ester antagonists of platelet activating factor
US4983592A (en) * 1988-12-19 1991-01-08 American Cyanamid Co. Bis-arylphosphate ester antagonists of platelet activating factor
US5496855A (en) * 1995-01-27 1996-03-05 Smithkline Beecham Corp. Anti-inflammatory compounds
FR2880887B1 (fr) * 2005-01-14 2009-01-30 Merck Sante Soc Par Actions Si Derives d'hydroxyphenols, procedes pour leur preparation, compositions pharmaceutiques les contenant et applications en therapeutique

Family Cites Families (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL7612668A (nl) * 1976-01-06 1977-07-08 Dow Chemical Co Werkwijze voor het bereiden van nieuwe organo- fosforusverbindingen.
US4091095A (en) * 1976-07-06 1978-05-23 Hoechst Aktiengesellschaft Phosphinyl compounds
US4316896A (en) * 1978-09-07 1982-02-23 Merck & Co., Inc. Aminoacid derivatives as antihypertensives
US4456464A (en) * 1982-05-19 1984-06-26 Zoecon Corporation Phenoxy- and pyridyloxy-phenoxyalkyl phosphinates and related sulfur compounds for weed control
JPS5984824A (ja) * 1982-11-08 1984-05-16 Takeda Chem Ind Ltd 抗腫瘍剤
US4640913A (en) * 1983-01-10 1987-02-03 American Cyanamid Company Phosphocholine derivatives having antihypertensive action
US4650791A (en) * 1984-01-11 1987-03-17 Takedo Chemical Industries, Ltd. Certain 3-alkoxy-2-cyclic-imido-propyl-phosphate-ethyl-cyclic ammonium hydroxide inner salts which inhibit activities of platelet activating factor
EP0178261A3 (en) * 1984-10-10 1986-12-30 Sandoz Ag Substituted 2-furanyl or 5-oxo-2-furanyl-alkoxy phosphoryl alkyl cyclimmonium salts
US4710579A (en) * 1984-11-09 1987-12-01 Takeda Chemical Industries, Ltd. 2-(acetoacetyloxy)-3-(octadecyloxy)propyl-3-trimethylammoniopropyl phosphate or a pharmaceutically acceptable salt thereof
IT1178709B (it) * 1984-12-05 1987-09-16 Neopharmed Spa Diacilderivati della glicerilfosforilcolina ad attivita'terapeutica, procedimento per la loro preparazione e relative composizioni farmaceutiche
US4762942A (en) * 1984-12-10 1988-08-09 American Cyanamid Co. Antihypertensive phosphate derivatives
US4900731A (en) * 1984-12-10 1990-02-13 American Cyanamid Company Antihypertensive phosphate derivatives
US4827011A (en) * 1984-12-10 1989-05-02 American Cyanamid Company Antihypertensive phosphate derivatives
DE3663522D1 (en) * 1985-11-29 1989-06-29 Takeda Chemical Industries Ltd Phospholipid derivatives, their production and use
DE3626058A1 (de) * 1986-08-01 1988-02-11 Boehringer Mannheim Gmbh Neue diphosphonsaeurederivate, verfahren zu deren herstellung und diese verbindungen enthaltende arzneimittel
DE68927671T2 (de) * 1988-12-19 1997-05-07 American Cyanamid Co Produkte zur Behandlung des Endotoxin -Schocks bei einem Säugetier
US4983592A (en) * 1988-12-19 1991-01-08 American Cyanamid Co. Bis-arylphosphate ester antagonists of platelet activating factor
US5208223A (en) * 1990-11-13 1993-05-04 American Cyanamid Company Phosphocholine derivative inhibitors of phospholipase A2

Also Published As

Publication number Publication date
NZ231724A (en) 1992-09-25
AR248027A1 (es) 1995-05-31
ZA899695B (en) 1990-09-26
DE68925411D1 (de) 1996-02-22
GR3018821T3 (en) 1996-04-30
EP0374513B1 (en) 1996-01-10
NO895085D0 (no) 1989-12-18
KR0153279B1 (ko) 1998-12-01
FI94348C (sv) 1995-08-25
IL92407A (en) 1995-12-31
KR900009670A (ko) 1990-07-05
ES2083964T3 (es) 1996-05-01
DK170101B1 (da) 1995-05-22
EP0374513A3 (en) 1991-04-03
DK641989D0 (da) 1989-12-18
PT92595B (pt) 1996-06-28
AU623716B2 (en) 1992-05-21
IE74204B1 (en) 1997-07-16
JP2733351B2 (ja) 1998-03-30
PH26906A (en) 1992-12-03
IL92407A0 (en) 1990-07-26
NO895085L (no) 1990-06-20
CA2005678A1 (en) 1990-06-19
IE894058L (en) 1990-06-19
DK641989A (da) 1990-06-20
US4983592A (en) 1991-01-08
NO178305B (no) 1995-11-20
EP0374513A2 (en) 1990-06-27
MX9203270A (es) 1992-09-01
DE68925411T2 (de) 1996-10-17
AU4688389A (en) 1990-06-21
US5328901A (en) 1994-07-12
NO178305C (no) 1996-02-28
FI896045A0 (sv) 1989-12-18
JPH02221291A (ja) 1990-09-04
ATE132871T1 (de) 1996-01-15
PT92595A (pt) 1990-06-29

Similar Documents

Publication Publication Date Title
US5128351A (en) Bis-aryl amide and urea antagonists of platelet activating factor
FI94348B (sv) Analogiförfarande för framställning av terapeutiskt användbara bis-arylfosfatesterderivat
JPS6253504B2 (sv)
JPS59196877A (ja) チアゾリジン誘導体
JPS63192758A (ja) １‐（４‐ヒドロキシ‐３，５‐ジ‐ｔｅｒｔ．‐ブチルベンゾイル）ホモピペラジンおよびその誘導体
US4305944A (en) N-[(4-[3-cyano substituted pyridyl]piperazino)alkyl]-azaspirodecanediones
EP0097014A2 (en) Triazole antifungal agents
JP2778921B2 (ja) イミダゾピラゾール誘導体
CA1210010A (en) Pyridine derivatives, process for their preparation and pharmaceutical compositions containing them
US5147864A (en) Bis-arylphosphate ester antagonists of platelet activating factor
US3931222A (en) Tetrahydro-carbazole derivates
US4460777A (en) N-Substituted-2-pyridylindoles
US4138407A (en) 2,4 Pyrrolidinediones
CA1167440A (en) 1,4,9,10-tetrahydro-pyrazolo[4,3-e]pyrido[3,2- b][1,4]diazepin-10-ones, processes for their preparation and pharmaceutical compositions containing them
US5231091A (en) Bis-arylphosphate ester antagonists of platelet activating factor
US5234918A (en) Certain phosphinyl-oxy-phenyl-methyl-pyridinium-hydroxide inner salts useful as antagonists of PAF
US5225425A (en) Bis-aryl amide antagonists of platelet activating factor
AU626844B2 (en) Novel antagonists of platelet activating factor
US5215975A (en) Certain hydroxy-phosphinyl-oxy-phenyl methyl-thiazolium hydroxide inner salts as PAF antagonists
DK158729B (da) N-(3-trifluormethylphenyl)-n&#39;-propargylpiperazin, farmaceutiske praeparater, der indeholder det, dets anvendelse, samt en fremgangsmaade til fremstilling af et farmaceutisk praeparat
US4248881A (en) Imidazolylethoxymethyl derivatives of pyrazole
US4042704A (en) Benzindazoles
KR960005153B1 (ko) 신규 글리세롤 아세탈의 아미노아실레이트
LU82997A1 (fr) 6-(pyridinyl)-pyridazines,leur preparation et leur utilisation therapeutique
US4177283A (en) Aromatic prostaglandin analogues

Legal Events

Date Code Title Description
BB Publication of examined application
MM Patent lapsed

Owner name: AMERICAN CYANAMID COMPANY