AR094735A1 - Benzamidas sustituidas con actividad hacia receptores ep4 - Google Patents
Benzamidas sustituidas con actividad hacia receptores ep4Info
- Publication number
- AR094735A1 AR094735A1 ARP140100409A ARP140100409A AR094735A1 AR 094735 A1 AR094735 A1 AR 094735A1 AR P140100409 A ARP140100409 A AR P140100409A AR P140100409 A ARP140100409 A AR P140100409A AR 094735 A1 AR094735 A1 AR 094735A1
- Authority
- AR
- Argentina
- Prior art keywords
- alkyl
- halogen
- optionally substituted
- independently selected
- cooh
- Prior art date
Links
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 14
- 229910052736 halogen Inorganic materials 0.000 abstract 5
- 150000002367 halogens Chemical class 0.000 abstract 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 4
- 101150109738 Ptger4 gene Proteins 0.000 abstract 3
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 201000010099 disease Diseases 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 125000000896 monocarboxylic acid group Chemical group 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 238000011282 treatment Methods 0.000 abstract 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 206010061218 Inflammation Diseases 0.000 abstract 1
- CWRVKFFCRWGWCS-UHFFFAOYSA-N Pentrazole Chemical compound C1CCCCC2=NN=NN21 CWRVKFFCRWGWCS-UHFFFAOYSA-N 0.000 abstract 1
- 208000035475 disorder Diseases 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000004054 inflammatory process Effects 0.000 abstract 1
- 239000003446 ligand Substances 0.000 abstract 1
- 230000001404 mediated effect Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 208000004296 neuralgia Diseases 0.000 abstract 1
- 208000021722 neuropathic pain Diseases 0.000 abstract 1
- 201000008482 osteoarthritis Diseases 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 230000002093 peripheral effect Effects 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000000651 prodrug Substances 0.000 abstract 1
- 229940002612 prodrug Drugs 0.000 abstract 1
- 238000011321 prophylaxis Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 239000012453 solvate Substances 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
- 150000003536 tetrazoles Chemical class 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
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- A—HUMAN NECESSITIES
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- 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
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- 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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- 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
- C07C235/44—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 with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring
- C07C235/56—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 with carbon atoms of carboxamide groups and singly-bound oxygen atoms bound to carbon atoms of the same non-condensed six-membered aromatic ring having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a six-membered aromatic ring
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- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- 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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- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/26—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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
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- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Abstract
La presente pertenece al campo de los ligandos del receptor EP4. Más específicamente, se refiere a compuestos de fórmula general (1) que tienen gran afinidad y selectividad por el receptor EP4. La presente también se refiere al procedimiento para su preparación, a su uso como medicamento para el tratamiento y/o la profilaxis de enfermedades o trastornos mediados por el receptor EP4 así como a composiciones farmacéuticas que los comprenden. Estos compuestos son útiles en el tratamiento de enfermedades tales como la inflamación periférica, enfermedad degenerativa de las articulaciones y dolor neuropático. Reivindicación 1: Compuesto de fórmula general (1) en la que: cada R¹ puede ser un -COOH; un H; un halógeno; un tetrazol; un -SO₂-NH-C(=O)-R; un -C(=O)NH-SO₂-R; o un -SO₂-OH con la condición de que sólo uno de ellos debe representar siempre un -COOH; o tetrazol o -SO₂-NH-C(=O)-R o -C(=O)NH-SO₂-R o -SO₂-OH; cada R² se selecciona independientemente del grupo que consiste en H; un halógeno; alquilo C₁₋₆; u -O-alquilo C₁₋₆, con la condición de que al menos un R² debe ser diferente de H; R³ se selecciona de H; o un alquilo C₁₋₆; R⁴ es un halógeno o un alquilo C₁₋₆; A, B y C representan independientemente un CRᵃ o un N; Y es un -NR⁵R⁶; un -OR⁷; un fenilo, sustituido opcionalmente con al menos un Rᵇ; un bencilo sustituido opcionalmente con al menos un Rᵇ; un anillo heterocíclico de 5 ó 6 miembros, sustituido opcionalmente con al menos un Rᵇ, que contiene al menos un heteroátomo seleccionado de N, O ó S; un alquilen C₁₋₄-cicloalquilo C₃₋₆; o un alquilo C₁₋₆; R⁵ y R⁶ se seleccionan independientemente de H; un alquilo C₁₋₆; un bencilo; un cicloalquilo C₃₋₆; -alquilen C₁₋₄-cicloalquilo C₃₋₆; o -alquilen C₁₋₄-alquiloxilo C₁₋₆; R⁷ es un H, un alquilo C₁₋₆, un bencilo sustituido opcionalmente con al menos un Rᶜ; o un -alquilen C₁₋₄-cicloalquilo C₃₋₆; R se selecciona independientemente de un hidrógeno; alquilo C₁₋₆; un fenilo sustituido opcionalmente; o -N(CH₃)₂; Rᵃ es un H o un alquilo C₁₋₆; cada Rᵇ es independientemente un H; un alquilo C₁₋₆; un halógeno; un -CN; un trihalo-alquilo C₁₋₆; un -CONR⁸R⁹; un -OR¹⁰ o -alquilen C₁₋₄-OR¹¹; cada Rᶜ es independientemente un H; un alquilo C₁₋₆; o un halógeno; R⁸ y R⁹ se seleccionan independientemente de H; o un alquilo C₁₋₆; R¹⁰ y R¹¹ se seleccionan independientemente de H; o un alquilo C₁₋₆; con la condición de que cuando R¹ es COOH en posición meta y R² es o bien metilo o bien Cl o cuando R¹ es COOH en posición para y R² es metilo, R⁷ no es metilo y R⁴ no es Br; y las sales, solvatos y profármacos del mismo.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP13382037.3A EP2765128A1 (en) | 2013-02-07 | 2013-02-07 | Substituted benzamides with activity towards EP4 receptors |
Publications (1)
Publication Number | Publication Date |
---|---|
AR094735A1 true AR094735A1 (es) | 2015-08-26 |
Family
ID=47715954
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
ARP140100409A AR094735A1 (es) | 2013-02-07 | 2014-02-07 | Benzamidas sustituidas con actividad hacia receptores ep4 |
Country Status (20)
Country | Link |
---|---|
US (1) | US9926276B2 (es) |
EP (2) | EP2765128A1 (es) |
JP (1) | JP6495831B2 (es) |
AR (1) | AR094735A1 (es) |
CA (1) | CA2900599C (es) |
CL (1) | CL2015002202A1 (es) |
CY (1) | CY1119047T1 (es) |
DK (1) | DK2953927T3 (es) |
ES (1) | ES2615742T3 (es) |
HR (1) | HRP20170221T1 (es) |
HU (1) | HUE031453T2 (es) |
IL (1) | IL240417B (es) |
LT (1) | LT2953927T (es) |
PL (1) | PL2953927T3 (es) |
PT (1) | PT2953927T (es) |
RS (1) | RS55732B1 (es) |
SI (1) | SI2953927T1 (es) |
SM (1) | SMT201700118B (es) |
TW (1) | TWI641583B (es) |
WO (1) | WO2014122267A1 (es) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB201314926D0 (en) * | 2013-08-20 | 2013-10-02 | Takeda Pharmaceutical | Novel Compounds |
EA028675B1 (ru) * | 2013-12-17 | 2017-12-29 | Эли Лилли Энд Компани | Соединения диметилбензойной кислоты |
CR20180323A (es) | 2015-11-20 | 2018-08-06 | Idorsia Pharmaceuticals Ltd | Derivados de indol n-sustituídos como moduladores de los receptores de pge2 |
TWI741040B (zh) * | 2016-10-20 | 2021-10-01 | 德商拜耳作物科學公司 | 製備3-烷基硫基-2-氯-n-(1-烷基-1h-四唑-5-基)-4-三氟甲基苯甲醯胺之方法 |
ES2894124T3 (es) | 2017-05-18 | 2022-02-11 | Idorsia Pharmaceuticals Ltd | Derivados de indol N-sustituidos |
ES2929309T3 (es) | 2017-05-18 | 2022-11-28 | Idorsia Pharmaceuticals Ltd | Derivados de benzofurano y benzotiofeno como moduladores del receptor PGE2 |
AR111874A1 (es) | 2017-05-18 | 2019-08-28 | Idorsia Pharmaceuticals Ltd | Derivados de pirimidina |
PL3625222T3 (pl) | 2017-05-18 | 2021-12-27 | Idorsia Pharmaceuticals Ltd | Pochodne fenylu jako modulatory receptora pge2 |
CN110612299A (zh) | 2017-05-18 | 2019-12-24 | 爱杜西亚药品有限公司 | 作为pge2受体调节剂的嘧啶衍生物 |
ES2948293T3 (es) * | 2018-07-12 | 2023-09-07 | Rottapharm Biotech Srl | Acido (R)-4-(1-(1-(4-(trifluorometil)bencil)pirrolidina-2-carboxamida)ciclopropil)-benzoico como antagonista del receptor EP4 |
EP3693359A1 (en) * | 2019-02-08 | 2020-08-12 | Medibiofarma, S.L. | New n-benzyl-2-phenoxybenzamide derivatives as prostaglandin e2 (pge2) receptors modulators |
WO2024033374A1 (en) | 2022-08-11 | 2024-02-15 | Syngenta Crop Protection Ag | Novel arylcarboxamide or arylthioamide compounds |
Family Cites Families (8)
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US2708678A (en) * | 1954-01-15 | 1955-05-17 | Schering Corp | Iodinated acyl derivatives of 2, 4, 6-trhodometa-aminobenzoic acid |
JPS5633387B2 (es) * | 1972-01-22 | 1981-08-03 | ||
US5516774A (en) * | 1993-07-29 | 1996-05-14 | American Cyanamid Company | Tricyclic diazepine vasopressin antagonists and oxytocin antagonists |
US20080167377A1 (en) * | 2006-12-15 | 2008-07-10 | Alessandra Gaiba | Novel compounds |
WO2009005076A1 (ja) * | 2007-07-03 | 2009-01-08 | Astellas Pharma Inc. | アミド化合物 |
GB0721611D0 (en) | 2007-11-02 | 2007-12-12 | Glaxo Group Ltd | Novel compounds |
CA2789665C (en) * | 2010-02-22 | 2020-06-16 | Raqualia Pharma Inc. | Use of ep4 receptor antagonists in the treatment of il-23 mediated diseases |
TWI572597B (zh) * | 2012-06-29 | 2017-03-01 | 美國禮來大藥廠 | 二甲基-苯甲酸化合物 |
-
2013
- 2013-02-07 EP EP13382037.3A patent/EP2765128A1/en not_active Withdrawn
-
2014
- 2014-02-07 SI SI201430150A patent/SI2953927T1/sl unknown
- 2014-02-07 PL PL14706498T patent/PL2953927T3/pl unknown
- 2014-02-07 EP EP14706498.4A patent/EP2953927B1/en active Active
- 2014-02-07 HU HUE14706498A patent/HUE031453T2/en unknown
- 2014-02-07 PT PT147064984T patent/PT2953927T/pt unknown
- 2014-02-07 LT LTEP14706498.4T patent/LT2953927T/lt unknown
- 2014-02-07 ES ES14706498.4T patent/ES2615742T3/es active Active
- 2014-02-07 JP JP2015556508A patent/JP6495831B2/ja active Active
- 2014-02-07 RS RS20170161A patent/RS55732B1/sr unknown
- 2014-02-07 CA CA2900599A patent/CA2900599C/en active Active
- 2014-02-07 WO PCT/EP2014/052437 patent/WO2014122267A1/en active Application Filing
- 2014-02-07 TW TW103104010A patent/TWI641583B/zh active
- 2014-02-07 DK DK14706498.4T patent/DK2953927T3/en active
- 2014-02-07 US US14/766,654 patent/US9926276B2/en active Active
- 2014-02-07 AR ARP140100409A patent/AR094735A1/es active IP Right Grant
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2015
- 2015-08-06 CL CL2015002202A patent/CL2015002202A1/es unknown
- 2015-08-06 IL IL240417A patent/IL240417B/en active IP Right Grant
-
2017
- 2017-02-02 CY CY20171100149T patent/CY1119047T1/el unknown
- 2017-02-10 HR HRP20170221TT patent/HRP20170221T1/hr unknown
- 2017-02-21 SM SM201700118T patent/SMT201700118B/it unknown
Also Published As
Publication number | Publication date |
---|---|
EP2765128A1 (en) | 2014-08-13 |
EP2953927A1 (en) | 2015-12-16 |
JP6495831B2 (ja) | 2019-04-03 |
HUE031453T2 (en) | 2017-07-28 |
LT2953927T (lt) | 2017-03-10 |
RS55732B1 (sr) | 2017-07-31 |
US20150376129A1 (en) | 2015-12-31 |
US9926276B2 (en) | 2018-03-27 |
SMT201700118B (it) | 2017-03-08 |
TWI641583B (zh) | 2018-11-21 |
EP2953927B1 (en) | 2016-11-16 |
IL240417A0 (en) | 2015-09-24 |
SI2953927T1 (sl) | 2017-07-31 |
WO2014122267A1 (en) | 2014-08-14 |
CY1119047T1 (el) | 2018-01-10 |
TW201443003A (zh) | 2014-11-16 |
HRP20170221T1 (hr) | 2017-05-05 |
CL2015002202A1 (es) | 2016-04-29 |
CA2900599A1 (en) | 2014-08-14 |
DK2953927T3 (en) | 2017-02-20 |
BR112015018930A2 (pt) | 2017-07-18 |
CA2900599C (en) | 2021-07-13 |
ES2615742T3 (es) | 2017-06-08 |
IL240417B (en) | 2019-02-28 |
PL2953927T3 (pl) | 2017-09-29 |
PT2953927T (pt) | 2017-02-13 |
JP2016507544A (ja) | 2016-03-10 |
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