FR2370041A1 - Nouveaux derives de la n-(tetrazolyl-5-)-benzamide et leurs applications therapeutiques, notamment pour le traitement de troubles respiratoires - Google Patents

Nouveaux derives de la n-(tetrazolyl-5-)-benzamide et leurs applications therapeutiques, notamment pour le traitement de troubles respiratoires

Info

Publication number
FR2370041A1
FR2370041A1 FR7733193A FR7733193A FR2370041A1 FR 2370041 A1 FR2370041 A1 FR 2370041A1 FR 7733193 A FR7733193 A FR 7733193A FR 7733193 A FR7733193 A FR 7733193A FR 2370041 A1 FR2370041 A1 FR 2370041A1
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FR
France
Prior art keywords
tetrazolyl
treatment
respiratory disorders
new
therapeutic applications
Prior art date
Legal status (The legal status 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 status listed.)
Granted
Application number
FR7733193A
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English (en)
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FR2370041B1 (fr
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May and Baker Ltd
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May and Baker Ltd
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Filing date
Publication date
Application filed by May and Baker Ltd filed Critical May and Baker Ltd
Publication of FR2370041A1 publication Critical patent/FR2370041A1/fr
Application granted granted Critical
Publication of FR2370041B1 publication Critical patent/FR2370041B1/fr
Granted legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D257/00Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/04Five-membered rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00Drugs for disorders of the respiratory system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00Drugs for immunological or allergic disorders
    • A61P37/08Antiallergic agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/56Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups bound to carbon atoms of six-membered aromatic rings and carboxyl groups bound to acyclic carbon atoms of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/57Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/61Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton the carbon skeleton being further substituted by doubly-bound oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C309/00Sulfonic acids; Halides, esters, or anhydrides thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00Sulfones; Sulfoxides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/40Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation with ozone; by ozonolysis
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/82Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C07C49/835Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups having unsaturation outside an aromatic ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/86Ketones containing a keto group bound to a six-membered aromatic ring containing —CHO groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/01Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups
    • C07C65/03Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups monocyclic and having all hydroxy or O-metal groups bound to the ring
    • C07C65/05Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing hydroxy or O-metal groups monocyclic and having all hydroxy or O-metal groups bound to the ring o-Hydroxy carboxylic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/21Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/21Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups
    • C07C65/24Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing ether groups, groups, groups, or groups polycyclic
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/30Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing —CHO groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C65/00Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C65/32Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups
    • C07C65/40Compounds having carboxyl groups bound to carbon atoms of six—membered aromatic rings and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups containing keto groups containing singly bound oxygen-containing groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D257/00Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/04Five-membered rings
    • C07D257/06Five-membered rings with nitrogen atoms directly attached to the ring carbon atom

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

Abstract

L'invention a trait à de nouveaux dérivés de la N-(tétrazolyl5)-benzamide. Les composés selon l'invention ont la formule ci-dessous dans laquelle R**1 = F, Cl, Br, alcoyle, alcoxy, alcoylthio, alcoylsulfonyle, alcanoylamino, alcoylamino, alcoysulfamoyle, dialcoylsulfamoyle, dialcoylamino, dialcoylcarbamoyle, alcanoyle, alcoxycarbonyle, alcoxycarbonylamino, alcoylcarbamoyle, hydroxy, formyle, nitro, trifluorométhyle, aryle, benzyloxycarbonylamino, amino, sulfamoyle, cyano, tétrazolyle-5, carboxy, carbamoyle ou aroyle, et n = 1, 2 ou 3. Application pour le traitement des troubles respiratoires, notamment l'asthme bronchique allergique.
FR7733193A 1976-11-05 1977-11-04 Nouveaux derives de la n-(tetrazolyl-5-)-benzamide et leurs applications therapeutiques, notamment pour le traitement de troubles respiratoires Granted FR2370041A1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB46174/76A GB1561350A (en) 1976-11-05 1976-11-05 Benzamide derivatives

Publications (2)

Publication Number Publication Date
FR2370041A1 true FR2370041A1 (fr) 1978-06-02
FR2370041B1 FR2370041B1 (fr) 1980-04-25

Family

ID=10440166

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7733193A Granted FR2370041A1 (fr) 1976-11-05 1977-11-04 Nouveaux derives de la n-(tetrazolyl-5-)-benzamide et leurs applications therapeutiques, notamment pour le traitement de troubles respiratoires

Country Status (14)

Country Link
US (1) US4146631A (fr)
JP (1) JPS5359669A (fr)
AU (1) AU514372B2 (fr)
BE (1) BE860513A (fr)
CA (1) CA1094565A (fr)
DE (1) DE2749518A1 (fr)
DK (1) DK489777A (fr)
FR (1) FR2370041A1 (fr)
GB (1) GB1561350A (fr)
HU (1) HU176842B (fr)
IE (1) IE45723B1 (fr)
LU (1) LU78459A1 (fr)
NL (1) NL7711901A (fr)
ZA (1) ZA776555B (fr)

Cited By (1)

* Cited by examiner, † Cited by third party
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EP0135860A3 (en) * 1983-09-10 1985-10-02 Hoechst Aktiengesellschaft Derivatives of 6-sulfoxyphenol, their preparation and their use as cytoprotectors; use of derivatives of salicylaldehyde as cytoprotectors

Families Citing this family (56)

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NL7810634A (nl) * 1977-10-28 1979-05-02 May & Baker Ltd Tetrazool-derivaten.
US4474792A (en) * 1979-06-18 1984-10-02 Riker Laboratories, Inc. N-Tetrazolyl benzamides and anti-allergic use thereof
US4432986A (en) * 1979-06-18 1984-02-21 Riker Laboratories, Inc. Tetrazoles bonded to certain polycyclic aromatic systems and anti-allergic use thereof
ATE7897T1 (de) * 1979-09-05 1984-06-15 Glaxo Group Limited Phenol-derivate, verfahren zu ihrer herstellung und sie enthaltende pharmazeutische zusammensetzungen.
JPS56115784A (en) * 1980-02-15 1981-09-11 Tanabe Seiyaku Co Ltd Novel pyridinecarboxamide derivative and its preparation
JPS5795984A (en) * 1980-12-05 1982-06-15 Tanabe Seiyaku Co Ltd Pyridinecarboxamide derivative and its preparation
US4419357A (en) * 1982-01-18 1983-12-06 The Dow Chemical Company 3-(1H-Tetrazol-5-yl)-4(3H)-quinazolinones
JPS5967242A (ja) * 1982-09-30 1984-04-16 Yamamoto Kagaku Kogyo Kk 3−プロピオニルサリチル酸誘導体及びその製造法
US4526979A (en) * 1983-07-22 1985-07-02 Merrell Dow Pharmaceuticals Inc. Carbamates and oxalamides of amino-N-(1H-tetrazol-5-yl)benzamides
US4567193A (en) * 1983-07-22 1986-01-28 Merrell Dow Pharmaceuticals Inc. 2-(Formylamino)-N-(1H-tetrazol-5-yl)benzamide and use as anti-allergics
JPS62202982A (ja) * 1986-02-28 1987-09-07 日本軽金属株式会社 恒温恒湿装置
US4879295A (en) * 1986-09-27 1989-11-07 Sawai Pharmaceutical Co., Ltd. N-tetrazolyl thiazolecarboxyamide derivatives and their use
US4767776A (en) * 1987-02-20 1988-08-30 Warner-Lambert Company N-1H-tetrazol-5-yl-2-naphthalene carboxamides and their use as antiallergy and antiinflammatory agents
US4764525A (en) * 1987-02-25 1988-08-16 Warner-Lambert Company N-1H-tetrazol-5-ylbenzamides having use as antiallergy and antiinflammatory agents
DE3864248D1 (de) * 1987-12-14 1991-09-19 Sawai Seiyaku Kk Carboxamide mit tetrazol- und thiazol-ringen und ihre anwendung.
TR199800327T1 (en) * 1995-08-30 1998-06-22 Bayer Aktiengesellschaft A�ilaminosalisilamidler.
SE0102299D0 (sv) * 2001-06-26 2001-06-26 Astrazeneca Ab Compounds
SE0102300D0 (sv) * 2001-06-26 2001-06-26 Astrazeneca Ab Compounds
SE0102764D0 (sv) 2001-08-17 2001-08-17 Astrazeneca Ab Compounds
GB0226931D0 (en) * 2002-11-19 2002-12-24 Astrazeneca Ab Chemical compounds
GB0226930D0 (en) 2002-11-19 2002-12-24 Astrazeneca Ab Chemical compounds
WO2004073611A2 (fr) 2003-02-13 2004-09-02 Wellstat Therapeutics Corporation Composés pour le traitement de troubles métaboliques
GB0325402D0 (en) * 2003-10-31 2003-12-03 Astrazeneca Ab Compounds
GB0327761D0 (en) * 2003-11-29 2003-12-31 Astrazeneca Ab Compounds
GB0328178D0 (en) * 2003-12-05 2004-01-07 Astrazeneca Ab Compounds
EP1718624B1 (fr) * 2004-02-18 2009-03-25 AstraZeneca AB Derives de benzamide et leur utilisation en tant qu'activateurs de la glucokinase
EP1718625A1 (fr) * 2004-02-18 2006-11-08 AstraZeneca AB Composes
TW200600086A (en) * 2004-06-05 2006-01-01 Astrazeneca Ab Chemical compound
GB0423043D0 (en) * 2004-10-16 2004-11-17 Astrazeneca Ab Compounds
MX2007004560A (es) 2004-10-16 2007-06-08 Astrazeneca Ab Proceso para hacer compuestos de fenoxi benzamida.
GB0423044D0 (en) * 2004-10-16 2004-11-17 Astrazeneca Ab Compounds
WO2006125958A1 (fr) * 2005-05-24 2006-11-30 Astrazeneca Ab Derives d’imidazol[4,5b]pyridine/pyrazine et purine substitues en 2-phenyl en tant que modulateurs de la glucokinase
TW200714597A (en) 2005-05-27 2007-04-16 Astrazeneca Ab Chemical compounds
BRPI0622261A2 (pt) 2005-07-09 2011-08-09 Astrazeneca Ab composto, composição farmacêutica, uso de um composto ou um sal farmaceuticamente aceitável do mesmo, e, processo para a preparação de um composto
US20080234273A1 (en) * 2005-07-09 2008-09-25 Mckerrecher Darren Heteroaryl Benzamide Derivatives for Use as Glk Activators in the Treatment of Diabetes
US20110053910A1 (en) * 2005-07-09 2011-03-03 Mckerrecher Darren 2 -heterocyclyloxybenzoyl amino heterocyclyl compounds as modulators of glucokinase for the treatment of type 2 diabetes
ITRM20050390A1 (it) * 2005-07-22 2007-01-23 Giuliani Spa Composti e loro sali specifici per i recettori ppar ed i recettori per l'egf e loro uso in campo medico.
US9202182B2 (en) * 2005-08-11 2015-12-01 International Business Machines Corporation Method and system for analyzing business architecture
TW200738621A (en) 2005-11-28 2007-10-16 Astrazeneca Ab Chemical process
EP1976377A4 (fr) 2006-01-25 2010-06-23 Wellstat Therapeutics Corp Composés destinés au traitement des troubles du métabolisme
US7915429B2 (en) 2006-01-25 2011-03-29 Wellstat Therapeutics Corporation Compounds for the treatment of metabolic disorders
CA2639939A1 (fr) 2006-02-02 2007-08-16 Wellstat Therapeutics Corporation Composes pour le traitement de troubles metaboliques
TW200825063A (en) 2006-10-23 2008-06-16 Astrazeneca Ab Chemical compounds
CL2007003061A1 (es) 2006-10-26 2008-08-01 Astrazeneca Ab Compuestos derivados de 3,5-dioxi-benzamida; proceso de preparacion; composicion farmaceutica que comprende a dichos compuestos; y su uso para tratar una enfermedad mediada a traves de glk, tal como la diabetes tipo 2.
MX2009006729A (es) 2006-12-21 2009-08-07 Astrazeneca Ab Nuevo compuesto cristalino util como activador de glk.
US8940900B2 (en) * 2007-02-28 2015-01-27 Advinus Therapeutics Private Limited 2,2,2-tri-substituted acetamide derivatives as glucokinase activators, their process and pharmaceutical application
AU2009278929B2 (en) 2008-08-04 2012-07-05 Astrazeneca Ab Pyrazolo [3,4] pyrimidin-4-yl derivatives and their uses to treat diabetes and obesity
GB0902434D0 (en) 2009-02-13 2009-04-01 Astrazeneca Ab Chemical process
GB0902406D0 (en) 2009-02-13 2009-04-01 Astrazeneca Ab Crystalline polymorphic form
AR076220A1 (es) 2009-04-09 2011-05-26 Astrazeneca Ab Derivados de pirazol [4,5 - e] pirimidina
WO2010116176A1 (fr) * 2009-04-09 2010-10-14 Astrazeneca Ab Dérivé de pyrazolo [4, 5-e] pyrimidine et son utilisation pour traiter le diabète et l'obésité
US9169219B2 (en) * 2012-02-21 2015-10-27 Bayer Intellectual Property Gmbh Herbicidally active 4-nitro-substituted N-(tetrazol-5-yl)-, N-(triazol-5-yl)-, and N-(1,3,4-0XADIAZOL-2-yl)aryl carboxylic acid amides
ES2694200T3 (es) * 2012-04-27 2018-12-19 Basf Se Compuestos de N-(tetrazol-5-il) y N-(triazol-5-il)arilcarboxamida sustituidos y su uso como herbicidas
WO2014164630A1 (fr) * 2013-03-13 2014-10-09 Avon Products, Inc Utilisation cosmétique de dérivés d'acide salicylique
EP2970281A4 (fr) * 2013-03-15 2016-08-03 Epizyme Inc Composés de benzène substitués
US9243001B2 (en) * 2013-03-15 2016-01-26 Epizyme, Inc. Substituted benzene compounds

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US3966965A (en) * 1973-03-23 1976-06-29 American Home Products Corporation Oxamic acid derivatives for the prevention of immediate type hypersensitivity reactions

Patent Citations (1)

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Publication number Priority date Publication date Assignee Title
US2750393A (en) * 1954-12-01 1956-06-12 Sterling Drug Inc Iodinated 5-henzamidotetrazoles and preparation thereof

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0135860A3 (en) * 1983-09-10 1985-10-02 Hoechst Aktiengesellschaft Derivatives of 6-sulfoxyphenol, their preparation and their use as cytoprotectors; use of derivatives of salicylaldehyde as cytoprotectors
US4661636A (en) * 1983-09-10 1987-04-28 Hoechst Aktiengesellschaft 6-sulfoxyphenol derivatives, their preparation and their use as cytoprotective agents

Also Published As

Publication number Publication date
AU514372B2 (en) 1981-02-05
ZA776555B (en) 1978-08-30
DK489777A (da) 1978-05-06
LU78459A1 (fr) 1978-07-14
JPS6121233B2 (fr) 1986-05-26
US4146631A (en) 1979-03-27
FR2370041B1 (fr) 1980-04-25
BE860513A (fr) 1978-05-05
AU3031277A (en) 1979-05-10
GB1561350A (en) 1980-02-20
CA1094565A (fr) 1981-01-27
DE2749518A1 (de) 1978-05-18
IE45723B1 (en) 1982-11-03
NL7711901A (nl) 1978-05-09
JPS5359669A (en) 1978-05-29
IE45723L (en) 1978-05-05
HU176842B (en) 1981-05-28

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