ES2553704T3 - Derivados de [1,2,3]triazolo[4,5-d]pirimidina como agonistas del receptor 2 de canabinoides - Google Patents
Derivados de [1,2,3]triazolo[4,5-d]pirimidina como agonistas del receptor 2 de canabinoides Download PDFInfo
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- ES2553704T3 ES2553704T3 ES12780208T ES12780208T ES2553704T3 ES 2553704 T3 ES2553704 T3 ES 2553704T3 ES 12780208 T ES12780208 T ES 12780208T ES 12780208 T ES12780208 T ES 12780208T ES 2553704 T3 ES2553704 T3 ES 2553704T3
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- alkyl
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
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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
- A61K31/495—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
- 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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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/20—Pills, tablets, discs, rods
- A61K9/2004—Excipients; Inactive ingredients
- A61K9/2022—Organic macromolecular compounds
- A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
- A61K9/2054—Cellulose; Cellulose derivatives, e.g. hydroxypropyl methylcellulose
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
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- A61K9/4841—Filling excipients; Inactive ingredients
- A61K9/4866—Organic macromolecular compounds
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
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- 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
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- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
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- Life Sciences & Earth Sciences (AREA)
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- Bioinformatics & Cheminformatics (AREA)
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- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Cardiology (AREA)
- Diabetes (AREA)
- Ophthalmology & Optometry (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Dermatology (AREA)
- Heart & Thoracic Surgery (AREA)
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Abstract
Un compuesto de la fórmula (I)**Fórmula** en la que: A es alquilo, hidroxialquilo, -CH2C(O)-, -C(O)-, -SO2- o está ausente; R1 es hidrógeno, alquilo, haloalquilo, hidroxilo, alcoxi, haloalcoxi, fenilo, halofenilo, alcoxifenilo, haloalquilfenilo, haloalcoxifenilo, (halo)(haloalquil)fenilo, cianofenilo, hidroxialcoxifenilo, alquilsulfonilfenilo, alquilsulfonilaminofenilo, ciano, cicloalquilo, cicloalquilalcoxi, amino, (alquilsulfonil)(alquil)[1,2,4]tri-azolilo, (halo)- (dialquilamino)piridinilo, (alquil)(oxi)-piridinilo, nitro-benzo[1,2,5]oxadiazolilamino-piridinilo, heterociclilo, alquilheterociclilo, hidroxi-heterociclilo, alquilheterociclilo, heteroarilo, haloheteroarilo, alquilheteroarilo, cicloalquilheteroarilo o haloalquilheteroarilo, dicho heterociclilo es un anillo carbocíclico de tres a ocho miembros que contiene por lo menos un átomo de nitrógeno o de oxígeno, y dicho heteroarilo es piridinilo, pirazolilo, oxadiazolilo, furazanilo, tetrazolilo o triazolilo; R2 es halógeno, -NR3R4 o -OR5; uno de R3 y R4 es hidrógeno o alquilo y el otro es alquilo o cicloalquilo; o R3 y R4 junto con el átomo de nitrógeno al que están unidos forman un heterociclilo o heterociclilo sustituido, dicho heterociclilo es morfolinilo, piperidinilo, piperazinilo, pirrolidinilo, 2-oxa-6-azaespiro[3.3]heptilo, azetidinilo, tiazolidinilo, tiomorfolinilo, dioxotiomorfolinilo, oxazepanilo, 2-oxa-6-azaespiro[3.4]octilo, 6-oxa-1- azaespiro[3.3]heptilo, 2-oxa-5-azaespiro[3.4]-octilo, isoxazolidinilo, aziridinilo, dioxoisotiazolidinilo o oxopirrolidinilo y dicho heterociclilo sustituido es un heterociclilo sustituido de una a cuatro veces por sustituyentes elegidos con independencia entre alquilo, halógeno, hidroxilo, alcoxi, hidroxialquilo, carboxilo, alcoxialquilo, ciano, alquilamino, dialquilamino, alquilcarbonilamino, alquilcarbonil(alquilamino), fenilo, alcoxicarbonilo, aminoalquilo, alquilpirazolilo y alquilisoxazolilo; R5 es alquilo, cicloalquilo, cicloalquilalquilo, haloalquilo u oxetanilo; o una sal o un éster farmacéuticamente aceptable del mismo; en la que: "alquilo", solo o en combinación, significa un grupo alquilo de cadena lineal o ramificada, de 1 a 8 átomos de carbono; "cicloalquilo", solo o en combinación, significa un anillo cicloalquilo de 3 a 8 átomos de carbono y "alcoxi", solo o en combinación, significa un grupo de la fórmula alquil-O-; con la condición de que se excluyan la 3-[(2-clorofenil)-metil]-5-(1,1-dimetiletil)-7-(4-morfolinil)-3H-1,2,3-tri-azolo[4,5- d]pirimidina y la N-ciclopropil-5-(1,1-dimetil-etil)-3-(fenilmetil)-3H-1,2,3-triazolo[4,5-d]pirimidina-7-amina.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP11188333 | 2011-11-08 | ||
| EP11188333 | 2011-11-08 | ||
| PCT/EP2012/071788 WO2013068306A1 (en) | 2011-11-08 | 2012-11-05 | [1, 2, 3] triazolo [4, 5 -d] pyrimidine derivatives as agonists of the cannabinoid receptor 2 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2553704T3 true ES2553704T3 (es) | 2015-12-11 |
Family
ID=47116003
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES12780208T Active ES2553704T3 (es) | 2011-11-08 | 2012-11-05 | Derivados de [1,2,3]triazolo[4,5-d]pirimidina como agonistas del receptor 2 de canabinoides |
Country Status (31)
| Country | Link |
|---|---|
| US (2) | US8741906B2 (es) |
| EP (1) | EP2776442B1 (es) |
| JP (1) | JP6138141B2 (es) |
| KR (1) | KR102032337B1 (es) |
| CN (1) | CN103930426B (es) |
| AR (1) | AR088663A1 (es) |
| AU (1) | AU2012334173B2 (es) |
| BR (1) | BR112014011055B1 (es) |
| CA (1) | CA2850458C (es) |
| CL (1) | CL2014001174A1 (es) |
| CO (1) | CO6920295A2 (es) |
| CY (1) | CY1117147T1 (es) |
| DK (1) | DK2776442T3 (es) |
| EA (1) | EA023581B1 (es) |
| ES (1) | ES2553704T3 (es) |
| HK (1) | HK1194732A1 (es) |
| HR (1) | HRP20160052T1 (es) |
| HU (1) | HUE025543T2 (es) |
| IL (1) | IL231949A (es) |
| MX (1) | MX342309B (es) |
| MY (1) | MY170878A (es) |
| PE (1) | PE20141588A1 (es) |
| PL (1) | PL2776442T3 (es) |
| PT (1) | PT2776442E (es) |
| RS (1) | RS54436B1 (es) |
| SG (1) | SG11201402197UA (es) |
| SI (1) | SI2776442T1 (es) |
| TW (2) | TWI704150B (es) |
| UA (1) | UA111640C2 (es) |
| WO (1) | WO2013068306A1 (es) |
| ZA (1) | ZA201402905B (es) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| UA111640C2 (uk) * | 2011-11-08 | 2016-05-25 | Ф. Хоффманн-Ля Рош Аг | ПОХІДНІ [1,2,3]ТРИАЗОЛО[4,5-d]ПІРИМІДИНУ ЯК АГОНІСТИ КАНАБІНОЇДНОГО РЕЦЕПТОРА 2 |
| US9067943B2 (en) * | 2011-11-25 | 2015-06-30 | Hoffmann-La Roche Inc. | [1,2,3]triazolo[4,5-D]pyrimidine derivatives |
| PL2964646T3 (pl) | 2013-03-07 | 2017-09-29 | F.Hoffmann-La Roche Ag | Nowe pochodne pirazolu |
| BR112015024272A2 (pt) | 2013-03-26 | 2017-07-18 | Hoffmann La Roche | novos derivados de piridina |
| LT2991988T (lt) | 2013-05-02 | 2017-08-10 | F. Hoffmann-La Roche Ag | Pirol[2,3-d]pirimidino dariniai kaip cb2 receptorių agonistai |
| ES2680935T3 (es) | 2013-05-02 | 2018-09-11 | F. Hoffmann-La Roche Ag | Derivados de purina como agonistas del receptor CB2 |
| HUE041760T2 (hu) * | 2013-09-06 | 2019-05-28 | Hoffmann La Roche | Triazolo[4,5-d]pirimidin-származékok mint CBb2-receptor antagonisták |
| RU2719422C2 (ru) * | 2014-08-04 | 2020-04-17 | Нуэволюшон А/С | Необязательно конденсированные гетероциклил-замещенные производные пиримидина, пригодные для лечения воспалительных, метаболических, онкологических и аутоиммунных заболеваний |
| BR112017009629A2 (pt) * | 2014-11-07 | 2017-12-19 | Hoffmann La Roche | triazolo [4,5-d] pirimidinas como agonistas do receptor canabinoide 2 |
| CN107743491B (zh) * | 2015-05-08 | 2020-08-21 | 豪夫迈·罗氏有限公司 | 用于治疗和预防病毒感染的新的氧硫杂环戊烷甲酸及其衍生物 |
| CN105541738B (zh) * | 2016-01-21 | 2018-04-06 | 西北师范大学 | 一种三氮唑取代的苯乙酮类化合物的制备方法 |
| EP3475283B1 (en) | 2016-06-23 | 2021-08-11 | F. Hoffmann-La Roche AG | Novel[1,2,3]triazolo[4,5-d]pyrimidine derivatives |
| CN109311886B (zh) | 2016-06-23 | 2021-11-09 | 豪夫迈·罗氏有限公司 | [1,2,3]三唑并[4,5-d]嘧啶衍生物 |
| EP3475280B1 (en) | 2016-06-23 | 2020-04-08 | H. Hoffnabb-La Roche Ag | Novel [1,2,3]triazolo[4,5-d]pyrimidine derivatives |
| CR20180615A (es) * | 2016-06-23 | 2019-03-05 | Hoffmann La Roche | Nuevos derivados de [1,2,3]triazol[4,5-d]pirimidina |
| WO2022011171A1 (en) * | 2020-07-08 | 2022-01-13 | Klotho Therapeutics, Inc. | Novel compounds and methods for increasing klotho gene expression |
| JP2021535201A (ja) * | 2018-08-20 | 2021-12-16 | ベッソール ファルマ、エルエルシー | カンナビノイドの作成のためのプロセス |
| CA3138307A1 (en) | 2019-05-13 | 2020-11-19 | Ecolab Usa Inc. | 1,2,4-triazolo[1,5-a] pyrimidine derivative as copper corrosion inhibitor |
| WO2021124277A1 (en) | 2019-12-20 | 2021-06-24 | Nuevolution A/S | Compounds active towards nuclear receptors |
| US11780843B2 (en) | 2020-03-31 | 2023-10-10 | Nuevolution A/S | Compounds active towards nuclear receptors |
| WO2021198956A1 (en) | 2020-03-31 | 2021-10-07 | Nuevolution A/S | Compounds active towards nuclear receptors |
| WO2022106669A1 (en) | 2020-11-23 | 2022-05-27 | F. Hoffmann-La Roche Ag | New process for the manufacture of tetrazole derivatives |
| EP4423087A1 (en) | 2021-10-28 | 2024-09-04 | F. Hoffmann-La Roche AG | Synthesis of [1,2,3]triazolo[4,5-d]pyrimidines |
| WO2023237460A1 (en) | 2022-06-07 | 2023-12-14 | F. Hoffmann-La Roche Ag | A process for preparing 1-[5-tert-butyl-3-[(1-methyltetrazol-5 -yl)methyl]triazolo[4,5-d]pyrimidin-7-yl]pyrrolidin-3-ol |
| WO2024047079A1 (en) | 2022-09-01 | 2024-03-07 | F. Hoffmann-La Roche Ag | Anti-cb2 antibodies and their use in a flow cytometry assay to measure cell surface cb2 expression |
| WO2024047078A1 (en) * | 2022-09-01 | 2024-03-07 | F. Hoffmann-La Roche Ag | Dosage regimen of vicasinabin |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4076711A (en) * | 1976-04-05 | 1978-02-28 | Schering Corporation | Triazolo [4,5-d]-pyrimidines |
| US5204353A (en) * | 1987-04-07 | 1993-04-20 | Ciba-Geigy Corporation | 3-benzyl-3H-1,2,3-triazolo[4,5-d]pyrimidines, compositions thereof, and method of treating epilepsy therewith |
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