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ES2112151B1 - NEW HOMOQUIRAL COMPOUNDS FOR THE PREPARATION OF KETOCONAZOLE, THERONAZOLE AND RELATED ANTIFUNGICS, PROCEDURE FOR THEIR MANUFACTURE AND USE OF THEM. - Google Patents

NEW HOMOQUIRAL COMPOUNDS FOR THE PREPARATION OF KETOCONAZOLE, THERONAZOLE AND RELATED ANTIFUNGICS, PROCEDURE FOR THEIR MANUFACTURE AND USE OF THEM.

Info

Publication number
ES2112151B1
ES2112151B1 ES9500553A ES9500553A ES2112151B1 ES 2112151 B1 ES2112151 B1 ES 2112151B1 ES 9500553 A ES9500553 A ES 9500553A ES 9500553 A ES9500553 A ES 9500553A ES 2112151 B1 ES2112151 B1 ES 2112151B1
Authority
ES
Spain
Prior art keywords
compounds
homoquiral
preparation
new
theronazole
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
ES9500553A
Other languages
Spanish (es)
Other versions
ES2112151A1 (en
Inventor
Garcia Pelayo Camps
Torrecabota Xavier Farres
Casellas David Mauleon
Germano Carganico
Perez M Luisa Garcia
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.)
Laboratorios Menarini SA
Original Assignee
Laboratorios Menarini SA
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 Laboratorios Menarini SA filed Critical Laboratorios Menarini SA
Priority to ES9500553A priority Critical patent/ES2112151B1/en
Priority to AU50039/96A priority patent/AU5003996A/en
Priority to PCT/EP1996/000972 priority patent/WO1996029325A1/en
Publication of ES2112151A1 publication Critical patent/ES2112151A1/en
Application granted granted Critical
Publication of ES2112151B1 publication Critical patent/ES2112151B1/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
    • C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
    • C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/24—Radicals substituted by singly bound oxygen or sulfur atoms esterified

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

NUEVOS COMPUESTOS HOMOQUIRALES PARA LA PREPARACION DE KETOCONAZOL, TERCONAZOL Y ANTIFUNGICOS RELACIONADOS, PROCEDIMIENTO PARA SU FABRICACION Y UTILIZACION DE LOS MISMOS. LA PRESENTE INVENCION SE REFIERE A NUEVOS COMPUESTOS HOMOQUIRALES QUE SON INTERMEDIOS EN LA PREPARACION DE DIVERSOS ANTIFUNGICOS AZOLICOS DE FORMULA V EN FORMA ENANTIOMERICAMENTE PURA, DONDE AR ES UN GRUPO FENILO O FENILO SUSTITUIDO, DE MODO QUE EL GRUPO FENILO SUSTITUIDO PUEDE CONTENER DE UNO A TRES SUSTITUYENTES, CADA UNO DE LOS CUALES INDEPENDIENTEMENTE PUEDE SER FLUOR, CLORO, BROMO, (C1-C4)-ALQUILO O (C1-C4)-ALQUILOXI; Y ES UNA AGRUPACION CH O UN ATOMO DE NITROGENO; Z ES UN GRUPO COCH3, CH(CH3)2 O DE IGUAL MODO LA PRESENTE INVENCION SE REFIERE A LOS PROPIOS COMPUESTOS (+)- TERCONAZOL Y (-)-TERCONAZOL. DICHOS COMPUESTOS PRESENTAN ACTIVIDAD ANTIFUNGICA Y ANTIBACTERIANA, PUDIENDO SER UTILIZADOS EN TERAPIA HUMANA Y EN VETERINARIA.NEW HOMOQUIRAL COMPOUNDS FOR THE PREPARATION OF KETOCONAZOLE, THERONAZOLE AND RELATED ANTIFUNGICS, PROCEDURE FOR THEIR MANUFACTURE AND USE OF THEM. THE PRESENT INVENTION REFERS TO NEW HOMOQUIRAL COMPOUNDS WHICH ARE INTERMEDIATE IN THE PREPARATION OF VARIOUS FORMULA V ANOLYOLIC ANTIFUNGALS, WHERE AR IS A FENILE, FENILE, AND SOUTHERN FUILLE GROUP. SUBSTITUTES, EACH OF WHICH MAY INDEPENDENTLY BE FLUORINE, CHLORINE, BROMINE, (C1-C4) -ALKYL OR (C1-C4) -ALKYLOXY; AND IT IS A GROUPING CH OR AN ATOM OF NITROGEN; Z IS A GROUP COCH3, CH (CH3) 2 OR IN THE SAME WAY THE PRESENT INVENTION REFERS TO THE OWN COMPOUNDS (+) - TERCONAZOL AND (-) - TERCONAZOL. SUCH COMPOUNDS PRESENT ANTIFUNGAL AND ANTIBACTERIAL ACTIVITY, MAY BE USED IN HUMAN AND VETERINARY THERAPY.

ES9500553A 1995-03-17 1995-03-17 NEW HOMOQUIRAL COMPOUNDS FOR THE PREPARATION OF KETOCONAZOLE, THERONAZOLE AND RELATED ANTIFUNGICS, PROCEDURE FOR THEIR MANUFACTURE AND USE OF THEM. Expired - Lifetime ES2112151B1 (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
ES9500553A ES2112151B1 (en) 1995-03-17 1995-03-17 NEW HOMOQUIRAL COMPOUNDS FOR THE PREPARATION OF KETOCONAZOLE, THERONAZOLE AND RELATED ANTIFUNGICS, PROCEDURE FOR THEIR MANUFACTURE AND USE OF THEM.
AU50039/96A AU5003996A (en) 1995-03-17 1996-03-07 Homochiral compounds for the preparation of ketoconazole, terconazole and related antifungal drugs
PCT/EP1996/000972 WO1996029325A1 (en) 1995-03-17 1996-03-07 Homochiral compounds for the preparation of ketoconazole, terconazole and related antifungal drugs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES9500553A ES2112151B1 (en) 1995-03-17 1995-03-17 NEW HOMOQUIRAL COMPOUNDS FOR THE PREPARATION OF KETOCONAZOLE, THERONAZOLE AND RELATED ANTIFUNGICS, PROCEDURE FOR THEIR MANUFACTURE AND USE OF THEM.

Publications (2)

Publication Number Publication Date
ES2112151A1 ES2112151A1 (en) 1998-03-16
ES2112151B1 true ES2112151B1 (en) 1999-09-16

Family

ID=8289834

Family Applications (1)

Application Number Title Priority Date Filing Date
ES9500553A Expired - Lifetime ES2112151B1 (en) 1995-03-17 1995-03-17 NEW HOMOQUIRAL COMPOUNDS FOR THE PREPARATION OF KETOCONAZOLE, THERONAZOLE AND RELATED ANTIFUNGICS, PROCEDURE FOR THEIR MANUFACTURE AND USE OF THEM.

Country Status (3)

Country Link
AU (1) AU5003996A (en)
ES (1) ES2112151B1 (en)
WO (1) WO1996029325A1 (en)

Families Citing this family (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2269622A1 (en) * 1996-11-12 1998-05-22 Gerald J. Tanoury 2r,4s,r,r- and 2s,4r,r,r-hydroxyitraconazole
CN1102592C (en) 1996-11-12 2003-03-05 塞普拉科公司 2R, 4S, S, S- and 2S, 4R, S, S-hydroxyitraconazole
AU5251298A (en) * 1996-11-12 1998-06-03 Sepracor, Inc. (2r,4s,s,r-) and (2s,4r,s,r-)hydroxyitraconazole
CA2572223C (en) 2004-06-25 2014-08-12 The Johns Hopkins University Angiogenesis inhibitors
JP5350367B2 (en) * 2007-05-25 2013-11-27 ジヤンセン・フアーマシユーチカ・ナームローゼ・フエンノートシヤツプ Improved synthesis of (2S-cis) -2- (bromomethyl) -2- (4-chlorophenyl) -1,3-dioxolane-4-methanol methanesulfonate (ester)
US20110288315A1 (en) * 2008-08-01 2011-11-24 Daiso Co., Ltd. Process for production of optically active compound
EP3858357A1 (en) 2020-01-28 2021-08-04 Diaccurate Use of azole compounds to stimulate the immune system and as inhibitors for s-pla2gib
WO2024105519A1 (en) * 2022-11-14 2024-05-23 Piramal Pharma Limited A process for the preparation of levoketoconazole
CN116854657A (en) * 2023-07-04 2023-10-10 浙江东亚药业股份有限公司 Preparation method of ketoconazole intermediate cis-bromo-ester

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3039087A1 (en) * 1980-10-16 1982-05-19 Hoechst Ag, 6000 Frankfurt 1- (1,3-DIOXOLAN-2-YLMETHYL) -AZOLES, THEIR SALTS, METHOD FOR THE PRODUCTION AND THEIR USE
DE3166517D1 (en) * 1980-11-24 1984-11-08 Janssen Pharmaceutica Nv NOVEL (2-ARYL-4-PHENYLTHIOALKYL-1,3-DIOXOLAN-2-YL-METHYL) AZOLE DERIVATIVES
DK0631578T3 (en) * 1992-03-18 2001-08-27 Janssen Pharmaceutica Nv Itraconazole and saperconazole stereoisomers
US5208331A (en) * 1992-06-18 1993-05-04 Syntex (U.S.A.) Inc. Process for preparing 1,3-dioxolane derivatives
US5403937A (en) * 1993-04-30 1995-04-04 Schering Corporation Process for preparing intermediates for the synthesis of antifungal agents

Also Published As

Publication number Publication date
ES2112151A1 (en) 1998-03-16
WO1996029325A1 (en) 1996-09-26
AU5003996A (en) 1996-10-08

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