ES2184474T3 - Nuevos naftopiranos fotocromicos condensados con nucleo heterociclico de seis elementos. - Google Patents

Nuevos naftopiranos fotocromicos condensados con nucleo heterociclico de seis elementos.

Info

Publication number
ES2184474T3
ES2184474T3 ES99932363T ES99932363T ES2184474T3 ES 2184474 T3 ES2184474 T3 ES 2184474T3 ES 99932363 T ES99932363 T ES 99932363T ES 99932363 T ES99932363 T ES 99932363T ES 2184474 T3 ES2184474 T3 ES 2184474T3
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ES
Spain
Prior art keywords
alkyl
mono
phenyl
alkoxy
cycloalkyl
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
ES99932363T
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English (en)
Inventor
Anil Kumar
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.)
Transitions Optical Inc
Original Assignee
Transitions Optical Inc
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
Priority claimed from US09/273,086 external-priority patent/US6022497A/en
Application filed by Transitions Optical Inc filed Critical Transitions Optical Inc
Application granted granted Critical
Publication of ES2184474T3 publication Critical patent/ES2184474T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D493/00—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system
    • C07D493/02—Heterocyclic compounds containing oxygen atoms as the only ring hetero atoms in the condensed system in which the condensed system contains two hetero rings
    • C07D493/04—Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pyrane Compounds (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)

Abstract

Un compuesto naftopirano representado por la siguiente fórmula gráfica: donde: (a) R1 y R2 forman juntos un grupo oxo o R1 es hidrógeno y R2 es hidrógeno, alquilo C1-C6, cicloalquilo C3-C7, alilo, fenilo, fenilo mono- o disubstituido, bencilo, bencilo mono- o disubstituido, naftilo, naftilo mono- o disubstituido, bicicloalquilo C4-C12, alquenilo C3-C12 lineal o ramificado, alcoxi(C1- C6)carbonilalquilo(C1-C6), metacriloxialquilo(C1-C6), acriloxialquilo(C1-C6), aciloxi(C1-C6)alquilo(C1-C6), alcoxi(C1-C6)alquilo(C1-C6) o los grupos heteroaromáticos no substituidos, mono- o disubstituidos piridilo, furanilo, benzofuran-2-ilo, benzofuran-3-ilo, tienilo, benzotien-2-ilo, benzotien-3-ilo, dibenzofuranilo, dibenzotienilo, carbazolilo, benzopiridilo e indolilo, siendo cada uno de dichos substituyentes de los grupos fenilo, bencilo, naftilo y heteroaromáticos alquilo C1- C6, alcoxi C1-C6, morfolino, dialquil(C1-C6)amino, cloro o fluor;(b) R3 es seleccionado entre el grupo consistente en alquilo C1-C6, alcoxi C1-C6, cloro, fluor, fenilo, fenilo mono- y disubstituido, bencilo o bencilo monosubstituido, cicloalquilo C3-C7, ariloxi, dialquil(C1- C6)amino, morfolino, tiomorfolino, piperidino, piridilo, tetrahidroquinolino, isoquinolino, aziridino, diarilamino, N-alquil(C1-C6)piperizino y N- arilpiperizino, donde los grupos arilo son fenilo o naftilo, siendo cada uno de dichos substituyentes de fenilo y bencilo alquilo C1-C6, alcoxi C1-C6, fluor y cloro y n es el número entero 0, 1 ó 2; (c) X es oxígeno o ¿N(R4)-, donde R4 es hidrógeno, alquilo C1-C6, cicloalquilo C3-C7, alilo, vinilo, acilo C1-C5, fenilo, fenilo mono- y disubstituido, bencilo, bencilo monosubstituido, alcoxi(C1-C4)carbonilalqui-lo(C1-C6), metacriloxialquilo(C1-C6), acriloiloxialquilo(C1-C6), fenilalquilo(C1-C6), naftilo, bicicloalquilo C4-C12, aciloxi C3-C4 o los grupos heteroaromáticos no substituidos o substituidos piridilo, furanilo, benzofuran-2-ilo, benzofuran-3-ilo, tienilo, benzotien-2- ilo, benzotien-3-ilo, dibenzofuranilo, dibenzotienilo, carbazolilo, benzopiridilo e indolilo, siendo cada uno de los substituyentes de dichos grupos fenilo, bencilo y heteroaromáticos alquilo C1-C6 o alcoxi C1-C6; (d) Y es oxígeno, -N(R4)- o ¿C(R5)R6-, donde R5 y R6 son cada uno hidrógeno, alquilo C1-C6 o cicloalquilo C3-C7, con la condición de que, cuando Y es ¿(C(R5)R6)-, X sea oxígeno, y (e) B y B¿ son cada uno seleccionados entre el grupo consistente en: (i) los grupos arilo fenilo y naftilo no substituidos, mono-, di- y trisubstituidos; (ii) los grupos heteroaromáticos piridilo, furanilo, benzofuran-2-ilo, benzofuran-3-ilo, tienilo, benzotien-2-ilo, benzotien-3-ilo, dibenzofuranilo, dibenzotienilo, carbazolilo, benzopiridilo, indolilo y fluorenilo no substituidos, mono- y disubstituidos, siendo seleccionado cada uno de dichos substituyentes de arilo y heteroaromáticos de las partes (i) y (ii) entre el grupo consistente en hidroxi, arilo, es decir, fenilo y naftilo, monoalcoxi(C1-C6)arilo, dialcoxi(C1-C6)arilo, monoalquil(C1-C6)arilo, dialquil(C1-C6)arilo, cloroarilo, fluorarilo, cicloalquil(C3-C7)arilo, cicloalquilo C3-C7, cicloalquiloxi C3-C7, cicloalquiloxi(C3-C7)alquilo(C1- C6), cicloalquiloxi(C3-C7)alcoxi(C1-C6), arilalquilo(C1- C6), arilalcoxi(C1-C6), ariloxi, ariloxialquilo(C1-C6), ariloxialcoxi(C1-C6), mono- y dialquil(C1- C6)arilalquilo(C1-C6), mono- y dialcoxi(C1- C6)arilalquilo(C1-C6), mono- y dialquil(C1- C6)arilalcoxi(C1-C6), mono- y dialcoxi(C1- C6)arilalcoxi(C1-C6), amino, monoalquil(C1-C6)amino, dialquil(C1-C6)amino, diarilamino, piperazino, N- alquil(C1-C6)piperazino, N-arilpiperazino, aziridino, indolino, piperidino, morfolino, tiomorfolino, tetrahidroquinolino, tetrahidroisoquinolino, pirrilo, alquilo C1-C6, cloroalquilo C1-C6, fluoralquilo C1- C6,alcoxi C1-C6, monoalcoxi(C1-C6)alquilo(C1-C4), acriloxi, metacriloxi, bromo, cloro y fluor; (iii) los grupos representados por las siguientes fórmulas gráficas: IIA IIB donde A puede ser carbono u oxígeno y D puede ser oxígeno o nitrógeno substituido, siempre que, cuando D es nitrógeno substituido, A sea carbono, siendo seleccionados dichos substituyentes del nitrógeno entre el grupo consistente en hidrógeno, alquilo C1-C6 y acilo C2-C6; cada R7 es alquilo C1-C6, alcoxi C1-C6, hidroxi, cloro o fluor; R8 y R9 son cada uno hidrógeno o alquilo C1-C6, y p es un número entero 0, 1 ó 2; (iv) alquilo C1-C6, cloroalquilo C1-C6, fluoralquilo C1-C6, alcoxi (C1-C6)alquilo(C1-C4), cicloalquilo C3-C6, monoalcoxi(C1-C6)cicloalquilo(C3-C6), monoalquil(C1-C6)cicloalquilo(C3-C6), clorocicloalquilo C3-C6, fluorcicloalquilo C3-C6 y bicicloalquiloC4-C12, y (v) el grupo representado por la siguiente fórmula gráfica: donde W puede ser hidrógeno o alquilo C1-C4 y Z puede ser seleccionado entre los miembros no substituidos, mono- y disubstituidos del grupo consistente en naftilo, fenilo, furanilo y tienilo, siendo cada uno de los substituyentes de dichos grupos en esta parte (v) alquilo C1-C4, alcoxi C1-C4, fluor o cloro; o (vi) B y B¿, tomados juntos, forman fluoren-9- ilideno o fluoren-9-ilideno mono- o disubstituido, o forman un miembro seleccionado entre el grupo consistente en anillos hidrocarbonados espiromonocíclicos C3-C12 saturados, anillos hidrocarbonados espirobicíclicos C7- C12 saturados y anillos hidrocarbonados espirotricíclicos C7-C12 saturados, siendo seleccionado cada uno de dichos substituyentes de fluoren-9-ilideno entre el grupo consistente en alquilo C1-C4, alcoxi C1-C4, fluor y cloro.
ES99932363T 1998-07-10 1999-07-09 Nuevos naftopiranos fotocromicos condensados con nucleo heterociclico de seis elementos. Expired - Lifetime ES2184474T3 (es)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US11410298A 1998-07-10 1998-07-10
US09/273,086 US6022497A (en) 1998-07-10 1999-03-19 Photochromic six-membered heterocyclic-fused naphthopyrans

Publications (1)

Publication Number Publication Date
ES2184474T3 true ES2184474T3 (es) 2003-04-01

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Family Applications (1)

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ES99932363T Expired - Lifetime ES2184474T3 (es) 1998-07-10 1999-07-09 Nuevos naftopiranos fotocromicos condensados con nucleo heterociclico de seis elementos.

Country Status (6)

Country Link
US (1) US6153126A (es)
EP (1) EP1097155B1 (es)
AU (1) AU741671B2 (es)
DE (1) DE69903042T2 (es)
ES (1) ES2184474T3 (es)
WO (1) WO2000002883A2 (es)

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WO2000002883A3 (en) 2000-02-24
US6153126A (en) 2000-11-28
WO2000002883A2 (en) 2000-01-20
EP1097155A2 (en) 2001-05-09
AU741671B2 (en) 2001-12-06
AU4868099A (en) 2000-02-01
EP1097155B1 (en) 2002-09-18
DE69903042T2 (de) 2003-08-07
DE69903042D1 (de) 2002-10-24

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