AR096296A1 - Derivados de 1,3-diaminociclopentacarboxamida - Google Patents

Derivados de 1,3-diaminociclopentacarboxamida

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Publication number
AR096296A1
AR096296A1 ARP140101933A ARP140101933A AR096296A1 AR 096296 A1 AR096296 A1 AR 096296A1 AR P140101933 A ARP140101933 A AR P140101933A AR P140101933 A ARP140101933 A AR P140101933A AR 096296 A1 AR096296 A1 AR 096296A1
Authority
AR
Argentina
Prior art keywords
denotes
atoms
hal
substituted
mono
Prior art date
Application number
ARP140101933A
Other languages
English (en)
Inventor
Dr Fuchss Thomas
Dr Tsaklakidis Christos
Dr Staehle Wolfgang
Dr Leuthner Birgitta
Dr Czodrowski Paul
Original Assignee
Merck Patent Ges Mit Beschränkter Haftung
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 Merck Patent Ges Mit Beschränkter Haftung filed Critical Merck Patent Ges Mit Beschränkter Haftung
Publication of AR096296A1 publication Critical patent/AR096296A1/es

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    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C233/77—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups
    • C07C233/79—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by amino groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a ring other than a six-membered aromatic ring
    • 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
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A61K31/166—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the carbon of a carboxamide group directly attached to the aromatic ring, e.g. procainamide, procarbazine, metoclopramide, labetalol
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    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/275—Nitriles; Isonitriles
    • A61K31/277—Nitriles; Isonitriles having a ring, e.g. verapamil
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    • 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
    • A61K31/41—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
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K31/33—Heterocyclic compounds
    • 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
    • A61K31/4164—1,3-Diazoles
    • A61K31/4184—1,3-Diazoles condensed with carbocyclic rings, e.g. benzimidazoles
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    • A61K31/33—Heterocyclic compounds
    • 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
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    • A61K31/423—Oxazoles condensed with carbocyclic rings
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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
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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
    • A61K31/451—Non condensed piperidines, e.g. piperocaine having a carbocyclic group directly attached to the heterocyclic ring, e.g. glutethimide, meperidine, loperamide, phencyclidine, piminodine
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    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
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    • A61K31/501—Pyridazines; Hydrogenated pyridazines not condensed and containing further heterocyclic rings
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    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
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    • C07C231/00—Preparation of carboxylic acid amides
    • C07C231/10—Preparation of carboxylic acid amides from compounds not provided for in groups C07C231/02 - C07C231/08
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    • C07C235/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
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    • C07C255/57—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and carboxyl groups, other than cyano groups, bound to the carbon skeleton
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    • C07C255/60—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and singly-bound nitrogen atoms, not being further bound to other hetero atoms, bound to the carbon skeleton at least one of the singly-bound nitrogen atoms being acylated
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Abstract

Son inhibidores de la ácido grasa sintasa y se pueden emplear, inter alia, para el tratamiento de enfermedades tales como cáncer, enfermedades cardiovasculares, lesión del sistema nervioso central y diferentes formas de inflamación. Reivindicación 1: Compuestos de la fórmula (1) en donde R denota Ar, Het, -CºC-Ar o -CºC-Het; W denota NR²R², Het¹, CH₂Het¹, A, CyC, CH₂CyC, Ar, CH₂Ar, [C(R³)₂]ₘNR⁶COA o [C(R³)₂]ₘCR³(COOA)NR⁶COA; R¹ denota A, [C(R³)₂]ₙAr¹ o [C(R³)₂]ₙCyc; R², R² denotan cada uno, de modo independiente entre sí, H, A o [C(R³)₂]ₙCyc; R⁴ denota H, F, Cl, Br, OH, CN, NO₂, A, OA, SA, SO₂Me, COA, CONH₂, CONHA o CONA₂; R⁶ denota H o A; X¹, X², X³, X⁴ cada uno denota, de modo independiente entre sí, CH o N; A denota alquilo no ramificado o ramificado con 1 - 10 átomos de C, en donde dos átomos de carbono adyacentes pueden formar un enlace doble y/o uno o dos grupos CH y/o CH₂ no adyacentes pueden estar reemplazados por átomos de N, O y/o S y en donde 1 - 7 átomos de H pueden estar reemplazados por R⁵; CyC denota cicloalquilo con 3 - 7 átomos de C, que no está sustituido o que está monosustituido con OH, Hal o A; A denota alquilo no ramificado o ramificado con 1 - 6 átomos de C, en donde 1 - 5 átomos de H pueden estar reemplazados por F; R⁵ denota F, Cl u OH; Ar denota fenilo, que no está sustituido o que está mono-, di-, tri-, tetra- o pentasustituido con Hal, A, O[C(R³)₂]ₙHet¹, Ar¹, [C(R³)₂]ₚOA, OCH₂Cyc, [C(R³)₂]ₚN(R³)₂, NO₂, CN, [C(R³)₂]ₚCOOR³, CON(R³)₂, [C(R³)₂]ₚN(R³)₂, N(R³)₂COA, NR³SO₂A, [C(R³)₂]ₚSO₂N(R³)₂, S(O)ₙA, O[C(R³)₂]ₘN(R³)₂, NHCOOA, NHCON(R³)₂ y/o COA; Ar¹ denota fenilo o naftilo, que no está sustituido o que está mono-, di-, tri-, tetra- o pentasustituido con Hal, A, [C(R³)₂]ₚOR³, [C(R³)₂]ₚN(R³)₂, NO₂, CN, [C(R³)₂]ₚCOOR³, [C(R³)₂]ₚN(R³)₂, N(R³)₂COA, NR³SO₂A, [C(R³)₂]ₚSO₂N(R³)₂, S(O)ₙA, O[C(R³)₂]ₘN(R³)₂, NHCOOA, NHCON(R³)₂ y/o COA; R³ denota H o alquilo no ramificado o ramificado con 1 - 6 átomos de C; Het denota un heterociclo saturado, insaturado o aromático mono- o bicíclico que tiene 1 a 4 átomos de N, O y/o S, que no está sustituido o que está mono-, di-, tri-, tetra- o pentasustituido con Hal, A, [C(R³)₂]ₙOA, [C(R³)₂]ₙN(R³)₂, SR³, NO₂, [C(R³)₂]ₙCN, COOR³, Het¹, CON(R³)₂, COHet¹, NR³COA, NR³SO₂A, SO₂N(R³)₂, S(O)ₙA, O[C(R³)₂]ₘN(R³)₂, NHCOOA, NHCON(R³)₂, CHO, COA, =S, =NH, =NA y/u =O (oxígeno del carbonilo); Het¹ denota un heterociclo saturado, insaturado o aromático mono- o bicíclico que tiene 1 a 4 átomos de N, O y/o S, que no está sustituido o que está mono-, di-, tri-, tetra- o pentasustituido con Hal, A, [C(R³)₂]ₙOR³, [C(R³)₂]ₙN(R³)₂, SR³, NO₂, CN, COOR³, CON(R³)₂, NR³COA, NR³SO₂A, SO₂N(R³)₂, S(O)ₙA, O[C(R³)₂]ₘN(R³)₂, NHCOOA, NHCON(R³)₂, CHO, COA, =S, =NH, =NA y/u =O (oxígeno del carbonilo); Hal denota F, Cl, Br o I; m denota 1, 2 ó 3; n denota 0, 1 ó 2; p denota 0, 1, 2, 3 ó 4; q denota 0, 1, 2 ó 3; siempre que sólo uno o dos de X¹, X², X³, X⁴ denoten N; y sus sales, tautómeros y estereoisómeros farmacéuticamente aceptables, incluyendo sus mezclas en todas las pro porciones.
ARP140101933A 2013-06-21 2014-05-14 Derivados de 1,3-diaminociclopentacarboxamida AR096296A1 (es)

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