AR117006A1 - Compuesto de 1,3-azol sustituido, composición farmacéutica que lo comprende y su uso para la fabricación de un medicamento - Google Patents
Compuesto de 1,3-azol sustituido, composición farmacéutica que lo comprende y su uso para la fabricación de un medicamentoInfo
- Publication number
- AR117006A1 AR117006A1 ARP190103251A ARP190103251A AR117006A1 AR 117006 A1 AR117006 A1 AR 117006A1 AR P190103251 A ARP190103251 A AR P190103251A AR P190103251 A ARP190103251 A AR P190103251A AR 117006 A1 AR117006 A1 AR 117006A1
- Authority
- AR
- Argentina
- Prior art keywords
- fluoro
- independently selected
- substituents independently
- substituted
- alkyl
- Prior art date
Links
- 239000008194 pharmaceutical composition Substances 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title 1
- 229940126601 medicinal product Drugs 0.000 title 1
- 239000000203 mixture Substances 0.000 title 1
- 125000001153 fluoro group Chemical group F* 0.000 abstract 8
- 125000001424 substituent group Chemical group 0.000 abstract 8
- 150000001875 compounds Chemical class 0.000 abstract 5
- 229910052739 hydrogen Inorganic materials 0.000 abstract 5
- 239000001257 hydrogen Substances 0.000 abstract 5
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 abstract 4
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 3
- 125000006274 (C1-C3)alkoxy group Chemical group 0.000 abstract 3
- 102100029100 Hematopoietic prostaglandin D synthase Human genes 0.000 abstract 3
- 101710082112 Hematopoietic prostaglandin D synthase Proteins 0.000 abstract 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 3
- -1 -OH Chemical group 0.000 abstract 2
- DHXVGJBLRPWPCS-UHFFFAOYSA-N Tetrahydropyran Chemical compound C1CCOCC1 DHXVGJBLRPWPCS-UHFFFAOYSA-N 0.000 abstract 2
- 125000002877 alkyl aryl group Chemical group 0.000 abstract 2
- CODNYICXDISAEA-UHFFFAOYSA-N bromine monochloride Chemical compound BrCl CODNYICXDISAEA-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 2
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 abstract 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 206010013801 Duchenne Muscular Dystrophy Diseases 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 abstract 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 1
- 208000035475 disorder Diseases 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 125000002883 imidazolyl group Chemical group 0.000 abstract 1
- 239000003112 inhibitor Substances 0.000 abstract 1
- 230000002401 inhibitory effect Effects 0.000 abstract 1
- 125000002346 iodo group Chemical group I* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000003566 oxetanyl group Chemical group 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 125000003226 pyrazolyl group Chemical group 0.000 abstract 1
- 125000004076 pyridyl group Chemical group 0.000 abstract 1
- 125000000714 pyrimidinyl group Chemical group 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229910052711 selenium Inorganic materials 0.000 abstract 1
- 229910052717 sulfur Inorganic materials 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D421/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having selenium, tellurium, or halogen atoms as ring hetero atoms
- C07D421/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having selenium, tellurium, or halogen atoms as ring hetero atoms containing two hetero rings
- C07D421/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having selenium, tellurium, or halogen atoms as ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/04—Ortho-condensed systems
- C07D491/044—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
- C07D491/048—Ortho-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring the oxygen-containing ring being five-membered
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
- C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
- C07D491/10—Spiro-condensed systems
- C07D491/107—Spiro-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
Un compuesto de fórmula (1) en donde Ar¹, R²¹, R²³, R²⁴, R²⁵, R²⁶, R²⁷, A, X, Y y W son como se definen en el presente documento. Los compuestos de la presente son inhibidores de prostaglandina D sintasa hematopoyética (H-PGDS) y pueden ser útiles en el tratamiento de distrofia muscular de Duchenne. Por consiguiente, la presente se refiere además a composiciones farmacéuticas que comprenden un compuesto de la misma. La presente también se refiere además a métodos para inhibir la actividad de H-PGDS y tratamiento de trastornos asociados a la misma usando un compuesto de la presente o una composición farmacéutica que comprende un compuesto de la presente. Reivindicación 1: Un compuesto de 1,3-azol sustituido caracterizado porque tiene la fórmula (1), en donde: Ar¹ se selecciona entre: fenilo, benzofuranilo, pirazolilo, imidazolilo, piridinilo, y pirimidinilo, cada uno de los cuales está opcionalmente sustituido con 1 a 4 sustituyentes seleccionados independientemente entre: fluoro, cloro, bromo, yodo, alquilo C₁₋₃, alquilo C₁₋₃ sustituido con uno a cuatro sustituyentes seleccionados independientemente entre: -OH, oxo y fluoro, -CN, -OH, ciclopropilo, alcoxi C₁₋₃, y alcoxi C₁₋₃ sustituido con uno a cuatro sustituyentes seleccionados independientemente entre: -OH, oxo y fluoro; W se selecciona entre: S y Se; X se selecciona entre: C y N; Y se selecciona entre: -C(O)-, -C(S)-, -C(Se)-, -S(O)- y -S(O₂)-; A se selecciona entre: -C(O)-, -C(S)-, -C(Se)- y -S(O₂)-; R²¹ se selecciona entre: hidrógeno y -CH₃; R²³ y R²⁴ están unidos a átomos de carbono iguales o diferentes y se seleccionan independientemente entre: hidrógeno, alquilo C₁₋₅, alquilo C₁₋₅ sustituido con uno o cuatro sustituyentes independientemente seleccionados entre: -OH, oxo, -NH₂ y fluoro, o R²³ y R²⁴ están unidos al mismo carbono y se toman juntos para formar: ciclopropilo, ciclobutilo, ciclopentilo, oxetanilo, tetrahidrofurano, o tetrahidropirano, o R²³ y R²⁴ están unidos a diferentes átomos de carbono y se toman juntos para formar: ciclopropilo, ciclobutilo, ciclopentilo, oxetanilo, tetrahidrofurano, o tetrahidropirano; R²⁵ se selecciona entre: hidrógeno, alquilo C₁₋₅, alquilo C₁₋₅ sustituido con uno a cuatro sustituyentes independientemente seleccionados entre: -OH, oxo, -NH₂ y fluoro, y alquilarilo C₁₋₅, y alquilarilo C₁₋₅ sustituido con 1 a 3 sustituyentes independientemente seleccionados entre fluoro, cloro, bromo, yodo, alquilo C₁₋₃, alquilo C₁₋₃ sustituido con uno a cuatro sustituyentes independientemente seleccionados entre: -OH, oxo y fluoro, -CN, -OH, ciclopropilo, alcoxi C₁₋₃, y alcoxi C₁₋₃ sustituido con uno a cuatro sustituyentes independientemente seleccionados entre: -OH, oxo y fluoro; R²⁶ se selecciona entre: hidrógeno y -CH₃; y R²⁷ está ausente cuando X es N o se selecciona entre: hidrógeno y -CH₃; o una sal farmacéuticamente aceptable del mismo.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201862757205P | 2018-11-08 | 2018-11-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR117006A1 true AR117006A1 (es) | 2021-07-07 |
Family
ID=68542702
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP190103251A AR117006A1 (es) | 2018-11-08 | 2019-11-06 | Compuesto de 1,3-azol sustituido, composición farmacéutica que lo comprende y su uso para la fabricación de un medicamento |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20220009918A1 (es) |
| EP (1) | EP3877384A1 (es) |
| JP (1) | JP2022506850A (es) |
| CN (1) | CN112969698A (es) |
| AR (1) | AR117006A1 (es) |
| BR (1) | BR112021008976A2 (es) |
| CA (1) | CA3117943A1 (es) |
| TW (1) | TW202039479A (es) |
| UY (1) | UY38455A (es) |
| WO (1) | WO2020095215A1 (es) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2021256569A1 (ja) | 2020-06-19 | 2021-12-23 | 佐藤製薬株式会社 | Ｈ－ｐｇｄｓを阻害する縮環化合物 |
| CA3240926A1 (en) | 2021-12-17 | 2023-06-22 | Sato Pharmaceutical Co., Ltd. | Azaindole derivative inhibiting h-pgds |
| CN115974864B (zh) * | 2022-12-29 | 2025-09-16 | 苏州汉德创宏生化科技有限公司 | 一种2-(3-氮杂环丁基)噻唑盐的合成方法 |
| CN117285486A (zh) * | 2023-08-16 | 2023-12-26 | 南通敏言生物医药科技有限公司 | 一种4-(1-氨基丙-2-基)哌嗪-1-羧酸叔丁酯的合成方法 |
Family Cites Families (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6576265B1 (en) | 1999-12-22 | 2003-06-10 | Acell, Inc. | Tissue regenerative composition, method of making, and method of use thereof |
| WO2005094805A1 (ja) | 2004-04-01 | 2005-10-13 | Institute Of Medicinal Molecular Design. Inc. | イミン誘導体及びアミド誘導体 |
| TW200720255A (en) | 2005-07-13 | 2007-06-01 | Taiho Pharmaceutical Co Ltd | Benzoimidazole compound capable of inhibiting prostaglandin d synthetase |
| JP2007051121A (ja) | 2005-07-22 | 2007-03-01 | Taiho Yakuhin Kogyo Kk | プロスタグランジンｄ合成酵素を阻害するピリミジン化合物 |
| AR056871A1 (es) | 2005-10-04 | 2007-10-31 | Aventis Pharma Inc | Compuestos de pirimidina amida como inhibidores de pgds |
| WO2008075172A2 (en) | 2006-12-19 | 2008-06-26 | Pfizer Products Inc. | Nicotinamide derivatives as inhibitors of h-pgds and their use for treating prostaglandin d2 mediated diseases |
| PT2142516E (pt) | 2007-03-30 | 2013-03-07 | Sanofi Sa | Compostos de hidrazida de pirimidina como inibidores de pgds |
| GB0706793D0 (en) | 2007-04-05 | 2007-05-16 | Evotec Ag | Compounds |
| EP2272832A4 (en) | 2008-04-28 | 2011-09-07 | Asahi Kasei Pharma Corp | PHENYLPROPIONIC ACID DERIVATIVE AND USE THEREOF |
| CA2722420A1 (en) | 2008-05-13 | 2009-11-19 | Cayman Chemical Company, Incorporated | Methods for assaying compounds or agents for ability to displace potent ligands of hematopoietic prostaglandin d synthase |
| JP2011524894A (ja) | 2008-06-18 | 2011-09-08 | ファイザー・リミテッド | ニコチンアミド誘導体 |
| EP2307377A1 (en) | 2008-06-18 | 2011-04-13 | Pfizer Limited | Nicotinamide derivatives |
| PE20110843A1 (es) | 2008-09-22 | 2011-12-08 | Cayman Chem Co | Derivados de 5-(1h-imidazol-5-il)-2-fenilpirimidina, como inhibidores de prostaglandina d sintasa hematopoyetica |
| RU2496778C2 (ru) | 2009-03-09 | 2013-10-27 | Тайхо Фармасьютикал Ко., Лтд. | Пиперазиновое соединение, ингибирующее простагландин-d-синтазу |
| US20120196854A1 (en) | 2009-10-06 | 2012-08-02 | Kyowa Hakko Kirin Co., Ltd. | Pharmaceutical composition comprising aromatic heterocyclic compound |
| SG179199A1 (en) | 2009-10-08 | 2012-04-27 | Sanofi Sa | Phenyloxadiazole derivatives as pgds inhibitors |
| PH12012501385A1 (en) | 2010-01-22 | 2014-10-22 | Taiho Pharmaceutical Co Ltd | Piperazine compound having a pgds inhibitory effect |
| TW201326154A (zh) | 2011-11-28 | 2013-07-01 | 拜耳知識產權公司 | 作為ｅｐ２受體拮抗劑之新穎２ｈ－吲唑 |
| EP2606893A1 (en) * | 2011-12-21 | 2013-06-26 | Sanofi | Sulphonylaminopyrrolidinone derivatives, their preparation and their therapeutic application |
| BR112019026452A2 (pt) * | 2017-06-13 | 2020-07-14 | Glaxosmithkline Intellectual Property Development Limited | compostos químicos como inibidores de h-pgds |
-
2019
- 2019-11-06 UY UY0001038455A patent/UY38455A/es unknown
- 2019-11-06 TW TW108140264A patent/TW202039479A/zh unknown
- 2019-11-06 AR ARP190103251A patent/AR117006A1/es not_active Application Discontinuation
- 2019-11-06 BR BR112021008976-4A patent/BR112021008976A2/pt not_active IP Right Cessation
- 2019-11-06 WO PCT/IB2019/059517 patent/WO2020095215A1/en not_active Ceased
- 2019-11-06 US US17/291,087 patent/US20220009918A1/en not_active Abandoned
- 2019-11-06 CA CA3117943A patent/CA3117943A1/en not_active Abandoned
- 2019-11-06 CN CN201980073830.8A patent/CN112969698A/zh active Pending
- 2019-11-06 EP EP19802295.6A patent/EP3877384A1/en not_active Withdrawn
- 2019-11-06 JP JP2021524462A patent/JP2022506850A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| TW202039479A (zh) | 2020-11-01 |
| CN112969698A (zh) | 2021-06-15 |
| UY38455A (es) | 2020-05-29 |
| CA3117943A1 (en) | 2020-05-14 |
| BR112021008976A2 (pt) | 2021-08-03 |
| EP3877384A1 (en) | 2021-09-15 |
| JP2022506850A (ja) | 2022-01-17 |
| WO2020095215A1 (en) | 2020-05-14 |
| US20220009918A1 (en) | 2022-01-13 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FA | Abandonment or withdrawal |