AR045551A1 - Compuestos fenil o piridil amida como prostaglandina e2 antagonistas - Google Patents
Compuestos fenil o piridil amida como prostaglandina e2 antagonistasInfo
- Publication number
- AR045551A1 AR045551A1 ARP040103132A ARP040103132A AR045551A1 AR 045551 A1 AR045551 A1 AR 045551A1 AR P040103132 A ARP040103132 A AR P040103132A AR P040103132 A ARP040103132 A AR P040103132A AR 045551 A1 AR045551 A1 AR 045551A1
- Authority
- AR
- Argentina
- Prior art keywords
- groups
- group
- atoms
- alkyl
- substituted
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 4
- WGNUNYPERJMVRM-UHFFFAOYSA-N 3-pyridylacetic acid Chemical compound OC(=O)CC1=CC=CN=C1 WGNUNYPERJMVRM-UHFFFAOYSA-N 0.000 title 1
- RZVAJINKPMORJF-UHFFFAOYSA-N Acetaminophen Chemical compound CC(=O)NC1=CC=C(O)C=C1 RZVAJINKPMORJF-UHFFFAOYSA-N 0.000 title 1
- 241000670727 Amida Species 0.000 title 1
- 239000005557 antagonist Substances 0.000 title 1
- 125000001424 substituent group Chemical group 0.000 abstract 7
- 125000000217 alkyl group Chemical group 0.000 abstract 6
- 125000003118 aryl group Chemical group 0.000 abstract 6
- 125000004432 carbon atom Chemical group C* 0.000 abstract 6
- 125000001072 heteroaryl group Chemical group 0.000 abstract 6
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 4
- 125000001589 carboacyl group Chemical group 0.000 abstract 4
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 abstract 3
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 abstract 3
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 abstract 3
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 3
- 125000005843 halogen group Chemical group 0.000 abstract 3
- 125000006272 (C3-C7) cycloalkyl group Chemical group 0.000 abstract 2
- 125000002947 alkylene group Chemical group 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 125000004103 aminoalkyl group Chemical group 0.000 abstract 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000004430 oxygen atom Chemical group O* 0.000 abstract 2
- 125000004434 sulfur atom Chemical group 0.000 abstract 2
- 125000004769 (C1-C4) alkylsulfonyl group Chemical group 0.000 abstract 1
- 125000004760 (C1-C4) alkylsulfonylamino group Chemical group 0.000 abstract 1
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000002030 1,2-phenylene group Chemical group [H]C1=C([H])C([*:1])=C([*:2])C([H])=C1[H] 0.000 abstract 1
- 125000001140 1,4-phenylene group Chemical group [H]C1=C([H])C([*:2])=C([H])C([H])=C1[*:1] 0.000 abstract 1
- 125000006618 5- to 10-membered aromatic heterocyclic group Chemical group 0.000 abstract 1
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 abstract 1
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 abstract 1
- 241000124008 Mammalia Species 0.000 abstract 1
- 125000002252 acyl group Chemical group 0.000 abstract 1
- 125000005236 alkanoylamino group Chemical group 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000004450 alkenylene group Chemical group 0.000 abstract 1
- 125000004183 alkoxy alkyl group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000000278 alkyl amino alkyl group Chemical group 0.000 abstract 1
- 125000004656 alkyl sulfonylamino group Chemical group 0.000 abstract 1
- 125000004414 alkyl thio group Chemical group 0.000 abstract 1
- 125000001091 aminosulfinyl group Chemical group [H]N([H])S(*)=O 0.000 abstract 1
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000005129 aryl carbonyl group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 239000000470 constituent Substances 0.000 abstract 1
- 125000004472 dialkylaminosulfonyl group Chemical group 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 125000005114 heteroarylalkoxy group Chemical group 0.000 abstract 1
- 125000004446 heteroarylalkyl group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 230000001404 mediated effect Effects 0.000 abstract 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 230000007170 pathology Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 239000000651 prodrug Substances 0.000 abstract 1
- 229940002612 prodrug Drugs 0.000 abstract 1
- 150000003180 prostaglandins Chemical class 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- 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
- C07C233/81—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 carboxyl groups
- C07C233/82—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 carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom
- C07C233/87—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 carboxyl groups with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by an acyclic carbon atom of a carbon skeleton containing six-membered aromatic rings
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- 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
- A61K31/435—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
- A61K31/4412—Non condensed pyridines; Hydrogenated derivatives thereof having oxo groups directly attached to the heterocyclic ring
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Abstract
Compuestos útiles para el tratamiento de patologías mediadas por prostaglandina tales como dolor o similar en mamíferos. Esta proporciona también una co0mposición farmacéutica que comprende el compuesto anterior. Reivindicación 1: Un compuesto de fórmula (1) en la que A representa un grupo fenilo o un grupo piridilo; B representa un grupo arilo o un grupo heteroarilo; E representa un grupo 1,2-fenileno; R1 y R2 representan independientemente un átomo de H, un átomo de halógeno, un grupo alquilo C1-4, un grupo alcoxi C1-4, un grupo haloalquilo C1-4, un grupo haloalcoxi C1-4, un grupo ciano o un grupo aminocarbonilo; R3 y R4 representan independientemente un átomo de H o un grupo alquilo C1-4, o R3 y R4 pueden unirse formando una cadena alquileno C2-6; R5 representa -CO2H, CO2W, o como se muestra en el grupo de fórmulas (2); R6 representa un grupo alquilo C1-6, un grupo cicloalquilo C3-7 átomos de anillo, un grupo arilo o un grupo heteroarilo; X representa un grupo metileno, un átomo de O o un átomo de S; dichos grupos arilo tienen C6-10; dichos grupos heteroarilo son grupos heterocíclicos aromáticos de 5 a 10 miembros que contienen de 1 a 3 heteroátomos seleccionados entre el grupo compuesto por átomos de S, átomos de O y átomos de N; dichos grupos arilo y dichos grupos heteroarilo a los que se hace referencia en las definiciones de B no están sustituidos o están sustituidos con al menos un sustituyente seleccionado entre el grupo compuesto por sustituyentes alfa; dicho grupo 1,4-fenileno al que se hace referencia en la definición de E no está sustituido o está sustituido con al menos un sustituyente seleccionado entre el grupo constituido por sustituyentes beta; dichos grupos arilo y heteroarilo a los que se hace referencia en las definiciones de R6 y alfa no están sustituidos o están sustituidos con al menos un sustituyente seleccionado entre el grupo constituido por sustituyentes beta; dichos sustituyentes alfa se seleccionan entre el grupo compuesto por átomos de halógeno, grupos alquilo C1-4, grupos alcoxi C1-4, grupos haloalquilo C1-4, grupos haloalcoxi C1-4, grupos ciano, grupos alquinilo C2-6, grupos alcanoilo C1-5, grupos cicloalquilo C3-7 átomos de anillo, grupo heteroarilo, grupos arilo, grupos aralcoxi C7-10, grupos arilcarbonilo, dos grupos alfa adyacentes se juntan opcionalmente formando una cadena alquileno o alquenileno C3-4, grupos aminocarbonilo, grupos alquenilo C2-5, grupos alquiltio C1-4, grupos aminosulfinilo, grupos aminosulfonilo, grupos hidroxi, grupos hidroxialquilo C1-4, grupos nitro, grupos amino, grupos carboxi, grupos alcoxicarbonilo C2-5, grupos alcoxialquilo C1-4, grupos alquilsulfonilo C1-4, grupos alcanoilamino C1-4, grupos alcanoil(alquil)amino C1-6, grupos alcanoilaminoalquilo que tiene de 1 a 6 átomos de C en la parte alcanoilo y alquilo, grupos alcanoil(alquil)aminoalquilo que tienen de 1 a 6 átomos de C en la parte alcanoilo y en cada una de las partes alquilo, grupos alquilsulfonilamino C1-4, grupos mono- o di-alquilaminocarbonilo C1-6, grupos mono o di-alquilaminosulfinilo C1-6, grupos mono o dialquilaminosulfonilo C1-6, grupos aminoalquilo C1-4, grupos mono o di-alquilamino C1-6, grupos mono o di- alquilaminoalquilo C1-6 en cada parte alquilo, grupos aralquilo que tienen de 7 a 10 átomos de C, grupos heteroarilalquilo que tienen de 1 a 4 átomos de C en la parte alquilo, grupos heteroarilalcoxi que tienen de 1 a 4 átomos de C en la parte alcoxi y grupos alquilsulfonilamino que tienen de 1 a 4 átomos de C; dichos constituyentes beta se seleccionan entre el grupo compuesto por átomos de halógeno, grupos alquilo C1-4, grupos alcoxi C1-4, grupos haloalquilo C1-4, grupos haloalcoxi C1-4 y grupos ciano; W es un grupo éster profármaco farmacéuticamente aceptable; con la condición de que R1 y R2 no representen un átomo de H simultáneamente; o una sal farmacéuticamente aceptable del mismo.
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US (1) | US7238714B2 (es) |
EP (1) | EP1663979B1 (es) |
JP (4) | JP4116058B2 (es) |
KR (1) | KR100747401B1 (es) |
CN (1) | CN1867551B (es) |
AP (1) | AP2006003534A0 (es) |
AR (1) | AR045551A1 (es) |
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CA (1) | CA2536870C (es) |
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EC (1) | ECSP066405A (es) |
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GT (1) | GT200400173A (es) |
IL (1) | IL173735A0 (es) |
IS (1) | IS8307A (es) |
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PE (1) | PE20050349A1 (es) |
RS (1) | RS20060143A (es) |
TN (1) | TNSN06075A1 (es) |
TW (1) | TW200519088A (es) |
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GB0721611D0 (en) | 2007-11-02 | 2007-12-12 | Glaxo Group Ltd | Novel compounds |
NZ601350A (en) * | 2007-11-16 | 2013-08-30 | Abbvie Inc | Method of treating arthritis |
PT2565191E (pt) * | 2008-05-14 | 2014-12-04 | Astellas Pharma Inc | Derivados do ácido 4-(indol-7- ilcarbonilaminometil)ciclo-hexanocarboxílico como antagonistas de receptores ep4, úteis no tratamento de insuficiência renal crónica ou de nefropatia diabética |
JP5607032B2 (ja) * | 2008-05-27 | 2014-10-15 | アストラゼネカ・アクチエボラーグ | フェノキシピリジニルアミド誘導体およびpde4仲介疾患状態におけるその使用 |
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DE2500157C2 (de) | 1975-01-03 | 1983-09-15 | Hoechst Ag, 6230 Frankfurt | N-Acyl-4-(2-aminoäthyl)-benzoesäuren, deren Salze und Ester, Verfahren zu deren Herstellung und deren Verwendung |
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