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ES2721627T3 - Nuevo derivado de amina o sal del mismo como inhibidores de TNF alfa - Google Patents

Nuevo derivado de amina o sal del mismo como inhibidores de TNF alfa Download PDF

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Publication number
ES2721627T3
ES2721627T3 ES13851612T ES13851612T ES2721627T3 ES 2721627 T3 ES2721627 T3 ES 2721627T3 ES 13851612 T ES13851612 T ES 13851612T ES 13851612 T ES13851612 T ES 13851612T ES 2721627 T3 ES2721627 T3 ES 2721627T3
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Spain
Prior art keywords
group
optionally substituted
alkyl
atom
alkoxy
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ES13851612T
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Inventor
Tadashi Tanaka
Yoshitake Konishi
Daisuke Kubo
Masataka Fujino
Issei Doi
Daisuke Nakagawa
Tatsuya Murakami
Takayuki Yamakawa
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.)
Fujifilm Corp
Fujifilm Toyama Chemical Co Ltd
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Fujifilm Corp
Fujifilm Toyama Chemical Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
    • A61K31/4035—Isoindoles, e.g. phthalimide
    • A—HUMAN NECESSITIES
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    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
    • A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
    • A61K31/404—Indoles, e.g. pindolol
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    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/415—1,2-Diazoles
    • A61K31/416—1,2-Diazoles condensed with carbocyclic ring systems, e.g. indazole
    • A—HUMAN NECESSITIES
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    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4164—1,3-Diazoles
    • A61K31/4184—1,3-Diazoles condensed with carbocyclic rings, e.g. benzimidazoles
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    • A61K31/42—Oxazoles
    • A61K31/423—Oxazoles condensed with carbocyclic rings
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    • A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
    • A61K31/437—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
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    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
    • A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/4523—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems
    • A61K31/454—Non condensed piperidines, e.g. piperocaine containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. pimozide, domperidone
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    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/455—Nicotinic acids, e.g. niacin; Derivatives thereof, e.g. esters, amides
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Abstract

Un compuesto como el representado por una general formula (1) o una sal del mismo: **(Ver fórmula)** (en donde G1, G2 y G3 son idénticos o diferentes y son CH o un átomo de nitrógeno; R1 es un átomo de cloro, un átomo de yodo, un átomo de yodo, un grupo alquilo C1-C6 sustituido opcionalmente, un grupo cicloalquilo C3-C8 sustituido opcionalmente, un grupo arilo sustituido opcionalmente, un grupo alcoxi C1-C6 sustituido opcionalmente, un grupo ariloxi sustituido opcionalmente, un grupo alquil(C1-C6)tio sustituido opcionalmente, un grupo ariltio sustituido opcionalmente, un grupo alquil(C1-C6)amino sustituido opcionalmente, un grupo dialquil(C1-C6)amino sustituido opcionalmente o un grupo heterocíclico sustituido opcionalmente; R2 es -COOR5 (en donde R5 es un átomo de hidrógeno o un grupo protector de carboxilo) o -C(O)N(R6)SO2R7 (en donde R6 es un átomo de hidrógeno, un grupo aralquilo C1-C6, un grupo alcoxi(C1-C6)alquilo C1-C6, un grupo acilo, un grupo alcoxi(C1-C6)carbonilo, un grupo aralcoxi(C1-C6)carbonilo, un grupo ariloxicarbonilo, un grupo alquil(C1-C6)sulfonilo, un grupo arilsulfonilo o un grupo sililo; y R7 es un grupo alquilo C1-C6 sustituido opcionalmente o un grupo cicloalquilo C3-C8 sustituido opcionalmente); R3 es un átomo de hidrógeno, un grupo aralquilo C1-C6, un grupo alcoxi(C1-C6)alquilo C1-C6, un grupo acilo, un grupo alcoxi(C1-C6)carbonilo, un grupo aralcoxi(C1-C6)carbonilo, un grupo ariloxicarbonilo, un grupo alquil(C1-C6)sulfonilo, un grupo arilsulfonilo o un grupo sililo; y R4 un grupo anular hidrocarbonado bicíclico fusionado sustituido opcionalmente, un grupo anular hidrocarbonado tricíclico fusionado sustituido opcionalmente, un grupo heterocíclico bicíclico sustituido opcionalmente o un grupo heterocíclico tricíclico sustituido opcionalmente, en donde el grupo anular hidrocarbonado bicíclico fusionado es un grupo naftilo; el grupo anular hidrocarbonado tricíclico fusionado es un grupo bifenilenilo, un grupo acenaftenilo, un grupo acenaftilenilo, un grupo fluorenilo, un grupo fenalenilo, o un grupo fenantrenilo; el grupo heterocíclico bicíclico es un grupo indolinilo, un grupo indolilo, un grupo isoindolinilo, un grupo isoindolilo, un grupo pirrolopiridinilo, un grupo indazolilo, un grupo benzimidazolilo, un grupo benzotriazolilo, un grupo dihidroquinolinilo, un grupo tetrahidroisoquinolinilo, un grupo isoquinolinilo, un grupo dihidroquinazolinilo, un grupo cinolinilo, un grupo ftalazinilo, un grupo dihidroquinoxalinilo, un grupo quinoxalinilo, un grupo naftiridinilo, un grupo purinilo, un grupo pteridinilo, un grupo quinuclidinilo, un grupo 2,3-dihidrobenzofuranilo, un grupo benzofuranilo, un grupo isobenzofuranilo, un grupo cromanilo, un grupo cromenilo, un grupo isocromanilo, un grupo 1,3-benzodioxolilo, un grupo 1,3-benzodioxanilo, un grupo 1,4-benzodioxanilo, un grupo 2,3-dihidrobenzotienilo, un grupo benzotienilo, un grupo dihidrobenzoxazolilo, un grupo benzoxazolilo, un grupo benzisoxazolilo, un grupo benzoxadiazolilo, un grupo benzomorfolinilo, un grupo dihidropiranopiridilo, un grupo dihidrodioxinopiridilo, un grupo dihidropiridoxazinilo, un grupo dihidrobenzotiazolilo, un grupo benzotiazolilo, un grupo benzisotiazolilo, un grupo benzotiadiazolilo; y el grupo heterocíclico tricíclico es un grupo tetrahidrocarbazolilo, un grupo carbazolilo, un grupo acridinilo, un grupo fenantrinilo, un grupo xantenilo, un grupo triantrenilo, un grupo fenoxazinilo o un grupo fenotiazinilo, siempre que (1) cuando R4 es un grupo naftilo sustituido opcionalmente, G3 es un átomo de nitrógeno; y (2) cuando G1 es CH, G2 es CH, G3 es CH, R1 es un átomo de cloro, un átomo de yodo, un átomo de yodo, un grupo alquilo C1-C4, un grupo trifluorometilo, un grupo dibutilamino, un grupo metoxi o un grupo feniloxi sustituido, R2 es -COOH y R3 es un átomo de hidrógeno, R4 es un grupo como el representado por las fórmulas generales (2-1) a (2-3): ...
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