GB738585A - Improvements in or relating to tetrazolium compounds - Google Patents

Improvements in or relating to tetrazolium compounds

Info

Publication number
GB738585A
GB738585A GB1814852A GB1814852A GB738585A GB 738585 A GB738585 A GB 738585A GB 1814852 A GB1814852 A GB 1814852A GB 1814852 A GB1814852 A GB 1814852A GB 738585 A GB738585 A GB 738585A
Authority
GB
United Kingdom
Prior art keywords
phenyl
diphenyl
phenylazophenyl
styrylphenyl
hydroxyphenylazo
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.)
Expired
Application number
GB1814852A
Inventor
Ronald Slack
Alan Wallace Nineham
Brenda Marguerite Davis
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
May and Baker Ltd
Original Assignee
May and Baker Ltd
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 May and Baker Ltd filed Critical May and Baker Ltd
Priority to GB1814852A priority Critical patent/GB738585A/en
Publication of GB738585A publication Critical patent/GB738585A/en
Application status is Expired legal-status Critical

Links

Classifications

    • 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

Abstract

The invention comprises tetrazolium salts of the formula <FORM:0738585/IV (b)/1> where R1 is alkyl or aryl and R2 and R3 ar aryl, at least one of the latter being p-substituted by -N : N-aryl or -CH : CH-aryl. The aromatic nuclei may also carry halogen, nitro, hydroxyl, alkyl, acylamino, dialkylamino, quaternary ammonium, carboxyl or alkoxyl substituents. The compounds are made by oxidizing the corresponding formazans R2-NH-N=C(R1)-N=N-R3 (see Specification 738,632) and acidifying the reaction mixture; suitable oxidizing agents are lead tetra-acetate, mercuric oxide and isoamyl nitrite. In the examples the following substituted tetrazolium salts are prepared (chloride- or iodides):-2 : 5 - diphenyl - 3 - (p - phenylazophenyl), 2 : 5 - diphenyl - 3 - [p - (p - nitrophenylazo) - phenyl], 2 - (p - chlorophenyl) - 5 - phenyl - 3 - (p - phenylazophenyl), 2 - (p - acetamidophenyl) - 5 - phenyl - 3 - (p - phenylazophenyl), 2 : 5 - diphenyl - 3 - (41 - phenylazo - 11 - naphthyl), 2 - phenyl - 5 - methyl - 3 - (p - phenylazophenyl), 2 : 5 - diphenyl - 3 - [p - (p - chlorophenylazo) - phenyl], 2 : 5 - diphenyl - 3 - [p - (p - tolylazo) - phenyl], 2 - (p - carboxyphenyl) - 5 - phenyl - 3 - (p - phenylazophenyl), 2 : 5 - diphenyl - 3 - (21 : 51 - dimethyl - 41 - phenylazophenyl), 2 : 5 - diphenyl - 3 - [p - (p - hydroxyphenylazo) - phenyl], 2 : 5 - diphenyl - 3 - [p - (211 - chloro - 411 - hydroxyphenylazo) - phenylazo) - phenyl], 2 : 5 - diphenyl - 3 - [p - (311 - chloro - 411 - hydroxyphenylazo) - phenyl], 2 - phenyl - 5 - (p - hydroxyphenyl) - 3 - (p - phenylazophenyl), quaternary methochloride of 2 - phenyl - 5 - (p - dimethylaminophenyl) - 3 - [p - (p - hydroxyphenylazo) - phenyl], 2 : 5 - diphenyl - 3 - (p - styrylphenyl), 2 : 5 - diphenyl - 3 - [p - (p - acetamidostyryl) - phenyl], 2 : 5 - diphenyl - 3 - [p - (p - bromostyryl) - phenyl], 2 : 5 - diphenyl - 3 - [p - (p - hydroxystyryl) - phenyl], 2 - phenyl - 5 - (p - bromophenyl) - 3 - (p - styrylphenyl), 2 - phenyl - 5 - (p - methoxyphenyl) - 3 - (p - styrylphenyl), 2 : 5 - diphenyl - 3 - [p - (p - nitrophenyl) - phenyl], 2 - phenyl - 5 - methyl - 3 - (p - styrylphenyl), 2 - phenyl - 5 - methyl - 3 - [p - (p - nitrostyryl) - phenyl], 2 - (p - phenylazophenyl) - 5 - phenyl - 3 - (p - styrylphenyl), 2 - (p - phenylazophenyl) - 3 - (p - styrylphenyl) - 5 - (p - hydroxyphenyl) from p-acetoxy compound hydrolysed during the reaction, and 1 - (p - phenylazophenyl) - 3 - (p - carboxyphenyl-5-(p-styrylphenyl).
GB1814852A 1952-07-17 1952-07-17 Improvements in or relating to tetrazolium compounds Expired GB738585A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1814852A GB738585A (en) 1952-07-17 1952-07-17 Improvements in or relating to tetrazolium compounds

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1814852A GB738585A (en) 1952-07-17 1952-07-17 Improvements in or relating to tetrazolium compounds

Publications (1)

Publication Number Publication Date
GB738585A true GB738585A (en) 1955-10-19

Family

ID=10107469

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1814852A Expired GB738585A (en) 1952-07-17 1952-07-17 Improvements in or relating to tetrazolium compounds

Country Status (1)

Country Link
GB (1) GB738585A (en)

Cited By (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3037936A (en) * 1958-06-02 1962-06-05 Fmc Corp Creamy low-foam liquid built detergent composition
EP0239931A2 (en) * 1986-04-04 1987-10-07 Boehringer Mannheim Gmbh Process and reagent for the determination of substrates or enzyme activities
US5196314A (en) * 1986-04-04 1993-03-23 Boehringer Mannheim Gmbh Process and reagent for the determination of substrates or enzyme activities
WO2005023786A1 (en) * 2003-07-14 2005-03-17 Dojindo Laboratories Water-soluble tetrazolium compounds
US7153666B2 (en) 2003-07-17 2006-12-26 General Atomics Methods and compositions for determination of glycated proteins
US7172633B2 (en) 2003-06-16 2007-02-06 L'ORéAL S.A. Lightening dye composition comprising at least one cationic direct dye containing mixed chromophores
US7201779B2 (en) 2003-06-16 2007-04-10 L'oreal S.A. Dye composition comprising at least one direct dye containing mixed chromophores
US7300471B2 (en) 2004-02-27 2007-11-27 L'oreal S.A. Composition comprising at least one mixed dye based on at least one chromophore of azo or tri(hetero) arylmethane type, dyeing process and mixed dyes.
EP2018847A1 (en) 2007-07-24 2009-01-28 L'Oreal Hair composition comprising at least one direct disulfide dye and at least one alkali hydroxide agent and method of simultaneous styling and dyeing.
US7488354B2 (en) 2004-10-14 2009-02-10 L'oreal S.A. Dyeing composition comprising at least one disulphide dye and method of dyeing human keratin fibers using this dye
EP2053094A2 (en) 2007-09-24 2009-04-29 L'Oréal Composition for dyeing keratinous fibres comprising at least one direct dye with disulphur/thiol function and at least one polymer with thiol function and method using the composition
US7855079B2 (en) 2006-07-25 2010-12-21 General Atomics Methods for assaying percentage of glycated hemoglobin
US7943385B2 (en) 2006-07-25 2011-05-17 General Atomics Methods for assaying percentage of glycated hemoglobin
WO2012093014A2 (en) 2010-12-15 2012-07-12 L'oreal Process for dyeing keratin fibres using a direct dye bearing a disulfide/thiol/protected thiol function and water vapour
WO2012113722A2 (en) 2011-02-25 2012-08-30 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulfide/thiol function, a nonionic surfactant, an amphoteric surfactant, an ethoxylated fatty alcohol, an alkaline agent and a reducing agent
WO2012113720A2 (en) 2011-02-25 2012-08-30 L'oreal Composition for dyeing keratinous fibres comprising a direct dye having a disulphide/thiol functional group, a thickening polymer, an ethoxylated fatty alcohol and/or a nonionic surfactant, an alkaline agent and a reducing agent
WO2012113723A2 (en) 2011-02-25 2012-08-30 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulfide/thiol function, a non-cellulose-based thickening polymer, an alkaline agent and a reducing agent
WO2012113725A2 (en) 2011-02-25 2012-08-30 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulfide/thiol function, a fatty substance, an alkaline agent and a reducing agent
WO2012113724A2 (en) 2011-02-25 2012-08-30 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulfide/thiol function, a sparingly or non-ethoxylated fatty alcohol, a cationic surfactant, an alkaline agent and a reducing agent
WO2013004773A2 (en) 2011-07-05 2013-01-10 L'oreal Cosmetic composition rich in fatty substances comprising a polyoxyalkylenated fatty alcohol ether and a direct dye and/or an oxidation dye, the dyeing method and the device
WO2013045379A1 (en) 2011-09-30 2013-04-04 L'oreal Method for the temporary coloured shaping of keratinous fibres
WO2014020146A2 (en) 2012-08-02 2014-02-06 L'oreal Dyeing composition comprising at least one fatty substance, at least one oxidizing agent and at least one non-ionic, anionic and amphoteric surfactant
US8673646B2 (en) 2008-05-13 2014-03-18 General Atomics Electrochemical biosensor for direct determination of percentage of glycated hemoglobin
US9044412B2 (en) 2011-07-05 2015-06-02 L'oreal Dye composition using a long-chain ether of an alkoxylated fatty alcohol and a cationic polymer, processes and devices using the same
US9066890B2 (en) 2011-07-05 2015-06-30 L'oreal Dye composition comprising an alkoxylated fatty alcohol ether and a fatty alcohol
US9522106B2 (en) 2011-02-25 2016-12-20 L'oreal Composition for dyeing keratinous fibres comprising a direct dye having a disulphide/thiol functional group, a thickening polymer, an ethoxylated fatty alcohol and/or a nonionic surfactant, an alkaline agent and a reducing agent
WO2017081314A1 (en) 2015-11-12 2017-05-18 L'oreal Cationic direct dye comprising an aliphatic chain and bearing a disulfide/thiol/protected-thiol function for dyeing keratin fibres
WO2018115393A1 (en) 2016-12-22 2018-06-28 L'oreal Process for dyeing and relaxing curls of keratin fibres, using reducing agents and hair dyes, and associated kit
US10117811B2 (en) 2013-12-23 2018-11-06 L'oreal Packaging article comprising an envelope and an anhydrous dye composition comprising an oxidation dye, use of the same and process for dyeing keratin fibres
US10130829B2 (en) 2013-12-23 2018-11-20 L'oreal Packaging article comprising an envelope and an anhydrous dye composition comprising a direct dye, use of the same and process for dyeing keratin fibres
US10137063B2 (en) 2012-08-02 2018-11-27 L'oreal Dye composition comprising nonionic guar gum or a nonionic derivative thereof, process and device for the same
WO2018229295A1 (en) 2017-06-16 2018-12-20 L'oreal Process for dyeing keratin fibres using at least one direct dye and at least one disulfide, thiol or protected-thiol fluorescent dye
US10201483B2 (en) 2012-08-02 2019-02-12 L'oreal Dye composition in cream form comprising at least one oil and little or no solid fatty alcohol, dyeing process and suitable device
US10226411B2 (en) 2012-08-02 2019-03-12 L'oreal Dyeing composition comprising a fatty substance, a non-ionic guar gum, an amphoteric surfactant and a non-ionic or anionic surfactant, and an oxidizing agent, dyeing process and suitable device

Cited By (47)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3037936A (en) * 1958-06-02 1962-06-05 Fmc Corp Creamy low-foam liquid built detergent composition
EP0239931A2 (en) * 1986-04-04 1987-10-07 Boehringer Mannheim Gmbh Process and reagent for the determination of substrates or enzyme activities
EP0239931A3 (en) * 1986-04-04 1988-05-18 Boehringer Mannheim Gmbh Process and reagent for the determination of substrates or enzyme activities
US5013647A (en) * 1986-04-04 1991-05-07 Boehringer Mannheim Gmbh Removal of interfering reducing substances with tetrazolium salts in redox measurement reactions
US5196314A (en) * 1986-04-04 1993-03-23 Boehringer Mannheim Gmbh Process and reagent for the determination of substrates or enzyme activities
US7172633B2 (en) 2003-06-16 2007-02-06 L'ORéAL S.A. Lightening dye composition comprising at least one cationic direct dye containing mixed chromophores
US7201779B2 (en) 2003-06-16 2007-04-10 L'oreal S.A. Dye composition comprising at least one direct dye containing mixed chromophores
WO2005023786A1 (en) * 2003-07-14 2005-03-17 Dojindo Laboratories Water-soluble tetrazolium compounds
JP4614885B2 (en) * 2003-07-14 2011-01-19 株式会社同仁化学研究所 Water-soluble tetrazolium compound
JPWO2005023786A1 (en) * 2003-07-14 2007-04-19 株式会社同仁化学研究所 Water-soluble tetrazolium compound
US7153666B2 (en) 2003-07-17 2006-12-26 General Atomics Methods and compositions for determination of glycated proteins
US7300471B2 (en) 2004-02-27 2007-11-27 L'oreal S.A. Composition comprising at least one mixed dye based on at least one chromophore of azo or tri(hetero) arylmethane type, dyeing process and mixed dyes.
US7488354B2 (en) 2004-10-14 2009-02-10 L'oreal S.A. Dyeing composition comprising at least one disulphide dye and method of dyeing human keratin fibers using this dye
US8338184B2 (en) 2006-07-25 2012-12-25 General Atomics Methods for assaying percentage of glycated hemoglobin
US7855079B2 (en) 2006-07-25 2010-12-21 General Atomics Methods for assaying percentage of glycated hemoglobin
US8557591B2 (en) 2006-07-25 2013-10-15 General Atomics Methods for assaying percentage of glycated hemoglobin
US7943385B2 (en) 2006-07-25 2011-05-17 General Atomics Methods for assaying percentage of glycated hemoglobin
US8318501B2 (en) 2006-07-25 2012-11-27 General Atomics Methods for assaying percentage of glycated hemoglobin
EP2018847A1 (en) 2007-07-24 2009-01-28 L'Oreal Hair composition comprising at least one direct disulfide dye and at least one alkali hydroxide agent and method of simultaneous styling and dyeing.
EP2053094A2 (en) 2007-09-24 2009-04-29 L'Oréal Composition for dyeing keratinous fibres comprising at least one direct dye with disulphur/thiol function and at least one polymer with thiol function and method using the composition
US8673646B2 (en) 2008-05-13 2014-03-18 General Atomics Electrochemical biosensor for direct determination of percentage of glycated hemoglobin
WO2012093014A2 (en) 2010-12-15 2012-07-12 L'oreal Process for dyeing keratin fibres using a direct dye bearing a disulfide/thiol/protected thiol function and water vapour
US8840684B2 (en) 2010-12-15 2014-09-23 L'oreal Process for dyeing keratin fibres using a direct dye bearing a disulfide/thiol/protected thiol function and water vapour
WO2012113724A2 (en) 2011-02-25 2012-08-30 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulfide/thiol function, a sparingly or non-ethoxylated fatty alcohol, a cationic surfactant, an alkaline agent and a reducing agent
WO2012113725A2 (en) 2011-02-25 2012-08-30 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulfide/thiol function, a fatty substance, an alkaline agent and a reducing agent
US9345652B2 (en) 2011-02-25 2016-05-24 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulphide/thiol function, a sparingly or non-ethoxylated fatty alcohol, a cationic surfactant, an alkaline agent and a reducing agent
US9522106B2 (en) 2011-02-25 2016-12-20 L'oreal Composition for dyeing keratinous fibres comprising a direct dye having a disulphide/thiol functional group, a thickening polymer, an ethoxylated fatty alcohol and/or a nonionic surfactant, an alkaline agent and a reducing agent
WO2012113723A2 (en) 2011-02-25 2012-08-30 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulfide/thiol function, a non-cellulose-based thickening polymer, an alkaline agent and a reducing agent
US9271915B2 (en) 2011-02-25 2016-03-01 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulphide/thiol function, a non-cellulose-based thickening polymer, an alkaline agent and a reducing agent
WO2012113720A2 (en) 2011-02-25 2012-08-30 L'oreal Composition for dyeing keratinous fibres comprising a direct dye having a disulphide/thiol functional group, a thickening polymer, an ethoxylated fatty alcohol and/or a nonionic surfactant, an alkaline agent and a reducing agent
US9265705B2 (en) 2011-02-25 2016-02-23 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulphide/thiol function, a nonionic surfactant, an amphoteric surfactant, an ethoxylated fatty alcohol, an alkaline agent and a reducing agent
WO2012113722A2 (en) 2011-02-25 2012-08-30 L'oreal Composition for dyeing keratin fibres comprising a direct dye bearing a disulfide/thiol function, a nonionic surfactant, an amphoteric surfactant, an ethoxylated fatty alcohol, an alkaline agent and a reducing agent
WO2013004773A2 (en) 2011-07-05 2013-01-10 L'oreal Cosmetic composition rich in fatty substances comprising a polyoxyalkylenated fatty alcohol ether and a direct dye and/or an oxidation dye, the dyeing method and the device
US9066890B2 (en) 2011-07-05 2015-06-30 L'oreal Dye composition comprising an alkoxylated fatty alcohol ether and a fatty alcohol
US9044412B2 (en) 2011-07-05 2015-06-02 L'oreal Dye composition using a long-chain ether of an alkoxylated fatty alcohol and a cationic polymer, processes and devices using the same
US9060944B2 (en) 2011-07-05 2015-06-23 L'oreal Cosmetic composition rich in fatty substances comprising a polyoxyalkylenated fatty alcohol ether and a direct dye and/or an oxidation dye, the dyeing method and the device
WO2013045379A1 (en) 2011-09-30 2013-04-04 L'oreal Method for the temporary coloured shaping of keratinous fibres
WO2014020146A2 (en) 2012-08-02 2014-02-06 L'oreal Dyeing composition comprising at least one fatty substance, at least one oxidizing agent and at least one non-ionic, anionic and amphoteric surfactant
US10201483B2 (en) 2012-08-02 2019-02-12 L'oreal Dye composition in cream form comprising at least one oil and little or no solid fatty alcohol, dyeing process and suitable device
US10137063B2 (en) 2012-08-02 2018-11-27 L'oreal Dye composition comprising nonionic guar gum or a nonionic derivative thereof, process and device for the same
US9827185B2 (en) 2012-08-02 2017-11-28 L'oreal Dyeing composition comprising at least one fatty substance, at least one oxidizing agent and at least one non-ionic, anionic and amphoteric surfactant
US10226411B2 (en) 2012-08-02 2019-03-12 L'oreal Dyeing composition comprising a fatty substance, a non-ionic guar gum, an amphoteric surfactant and a non-ionic or anionic surfactant, and an oxidizing agent, dyeing process and suitable device
US10130829B2 (en) 2013-12-23 2018-11-20 L'oreal Packaging article comprising an envelope and an anhydrous dye composition comprising a direct dye, use of the same and process for dyeing keratin fibres
US10117811B2 (en) 2013-12-23 2018-11-06 L'oreal Packaging article comprising an envelope and an anhydrous dye composition comprising an oxidation dye, use of the same and process for dyeing keratin fibres
WO2017081314A1 (en) 2015-11-12 2017-05-18 L'oreal Cationic direct dye comprising an aliphatic chain and bearing a disulfide/thiol/protected-thiol function for dyeing keratin fibres
WO2018115393A1 (en) 2016-12-22 2018-06-28 L'oreal Process for dyeing and relaxing curls of keratin fibres, using reducing agents and hair dyes, and associated kit
WO2018229295A1 (en) 2017-06-16 2018-12-20 L'oreal Process for dyeing keratin fibres using at least one direct dye and at least one disulfide, thiol or protected-thiol fluorescent dye

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