ES2015648A6 - Process for the synthesis of mono and bis (3-R3-4-R4-5-R5- pyrazol-1-yl)-1,4-dihydroxybenzenes - Google Patents

Process for the synthesis of mono and bis (3-R3-4-R4-5-R5- pyrazol-1-yl)-1,4-dihydroxybenzenes

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Publication number
ES2015648A6
ES2015648A6 ES8901557A ES8901557A ES2015648A6 ES 2015648 A6 ES2015648 A6 ES 2015648A6 ES 8901557 A ES8901557 A ES 8901557A ES 8901557 A ES8901557 A ES 8901557A ES 2015648 A6 ES2015648 A6 ES 2015648A6
Authority
ES
Spain
Prior art keywords
pyrazol
bis
dihydroxy
dimethyl
benzene
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 - Lifetime
Application number
ES8901557A
Other languages
Spanish (es)
Inventor
Sierra Francisco J Catalan
Vallespi Rosa Maria Claramunt
Maria Gutierrez M Dolore Santa
Mu Oz Roberto Sastre
Cano Felix Hernandez
Bertolino Jose Elguero
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.)
Consejo Superior de Investigaciones Cientificas CSIC
Universidad Nacional de Educacion a Distancia UNED
Universidad Autonoma de Madrid
Original Assignee
Consejo Superior de Investigaciones Cientificas CSIC
Universidad Nacional de Educacion a Distancia UNED
Universidad Autonoma de Madrid
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 Consejo Superior de Investigaciones Cientificas CSIC, Universidad Nacional de Educacion a Distancia UNED, Universidad Autonoma de Madrid filed Critical Consejo Superior de Investigaciones Cientificas CSIC
Priority to ES8901557A priority Critical patent/ES2015648A6/en
Publication of ES2015648A6 publication Critical patent/ES2015648A6/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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  • Cosmetics (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

A process for the synthesis of mono and bis (3-R3-4-R4-5- R5-pyrazol-1-yl)-1,4-dihydroxybenzenes having structures I, II and III in which the radical (3-R3-4-R4-5-R5- pyrazol-1-yl) may be: 1-pyrazole, 3,5-dimethylpyrazol-1- yl, 4-nitropyrazol-1-yl, 3,5-dimethyl-4-nitropyrazol-1-yl- 4-chloropyrazol-1-yl, 3,5-dimethyl-4-chloropyrazol-1-yl and 3,5-dimethyl-4-bromopyrazol-1-yl. The corresponding pyrazole derivative with suitable R3, R4 and R5 substituents is caused to react with p-benzoquinone, yielding 1,4-dihydroxy-2-(3-R3-4-R4-5-R5-pyrazol-1- yl)benzene (I), 1,4-dihydroxy-2,3-bis(3-R3-4-R4-5-R5- pyrazol-1-yl) benzene II and 1,4-dihydroxy-2,5-bis(3-R3-4- R4-5-R5-pyrazol-1-yl) benzene III derivatives, which are desirable because of their strong photoprotective effect in relation to ultraviolet light. This photoprotective effect against natural and/or artificial ultraviolet light renders them suitable for application as effective photostabiliser additives in natural and synthetic polymers, plastics, fibres and elastomers, and as photoprotective sun filters for cosmetics, drugs and suntan creams.
ES8901557A 1989-05-05 1989-05-05 Process for the synthesis of mono and bis (3-R3-4-R4-5-R5- pyrazol-1-yl)-1,4-dihydroxybenzenes Expired - Lifetime ES2015648A6 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
ES8901557A ES2015648A6 (en) 1989-05-05 1989-05-05 Process for the synthesis of mono and bis (3-R3-4-R4-5-R5- pyrazol-1-yl)-1,4-dihydroxybenzenes

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES8901557A ES2015648A6 (en) 1989-05-05 1989-05-05 Process for the synthesis of mono and bis (3-R3-4-R4-5-R5- pyrazol-1-yl)-1,4-dihydroxybenzenes

Publications (1)

Publication Number Publication Date
ES2015648A6 true ES2015648A6 (en) 1990-09-01

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
ES8901557A Expired - Lifetime ES2015648A6 (en) 1989-05-05 1989-05-05 Process for the synthesis of mono and bis (3-R3-4-R4-5-R5- pyrazol-1-yl)-1,4-dihydroxybenzenes

Country Status (1)

Country Link
ES (1) ES2015648A6 (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999038829A1 (en) * 1998-01-28 1999-08-05 Shionogi & Co., Ltd. Novel tricyclic compound
WO2012102404A1 (en) 2011-01-30 2012-08-02 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Topical antifungal agent
WO2014021284A1 (en) 2012-07-30 2014-02-06 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Anti-trichophytic adhesive patch
WO2014021282A1 (en) 2012-07-30 2014-02-06 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Antitrichophytosis solution for external use
US10562858B2 (en) 2014-08-13 2020-02-18 Meiji Seika Pharma Co., Ltd. Crystalline anti-trichophyton agents and preparation process thereof

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1999038829A1 (en) * 1998-01-28 1999-08-05 Shionogi & Co., Ltd. Novel tricyclic compound
US6562817B1 (en) 1998-01-28 2003-05-13 Shionogi & Co., Ltd. Tricyclic compound
JP3929700B2 (en) * 1998-01-28 2007-06-13 塩野義製薬株式会社 New tricyclic compounds
WO2012102404A1 (en) 2011-01-30 2012-08-02 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Topical antifungal agent
US8889727B2 (en) 2011-01-30 2014-11-18 Meiji Seika Pharma Co., Ltd. Topical antifungal agent
WO2014021284A1 (en) 2012-07-30 2014-02-06 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Anti-trichophytic adhesive patch
WO2014021282A1 (en) 2012-07-30 2014-02-06 Ｍｅｉｊｉ Ｓｅｉｋａファルマ株式会社 Antitrichophytosis solution for external use
US10123978B2 (en) 2012-07-30 2018-11-13 Meiji Seika Pharma Co., Ltd. Patch for treating dermatophytosis
US10562858B2 (en) 2014-08-13 2020-02-18 Meiji Seika Pharma Co., Ltd. Crystalline anti-trichophyton agents and preparation process thereof

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FD1A Patent lapsed

Effective date: 20020705