AR124071A1 - Nueva sal de acridinio y método para producirla - Google Patents
Nueva sal de acridinio y método para producirlaInfo
- Publication number
- AR124071A1 AR124071A1 ARP210103161A ARP210103161A AR124071A1 AR 124071 A1 AR124071 A1 AR 124071A1 AR P210103161 A ARP210103161 A AR P210103161A AR P210103161 A ARP210103161 A AR P210103161A AR 124071 A1 AR124071 A1 AR 124071A1
- Authority
- AR
- Argentina
- Prior art keywords
- hydrogen
- alkyloxy
- formula
- alkyl
- 6alkyloxy
- Prior art date
Links
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical class C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 title abstract 7
- 238000000034 method Methods 0.000 title abstract 7
- 229910052739 hydrogen Inorganic materials 0.000 abstract 22
- 239000001257 hydrogen Substances 0.000 abstract 22
- 125000003545 alkoxy group Chemical group 0.000 abstract 11
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 10
- 150000002431 hydrogen Chemical group 0.000 abstract 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 6
- 125000004890 (C1-C6) alkylamino group Chemical group 0.000 abstract 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 5
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 abstract 3
- 150000001450 anions Chemical class 0.000 abstract 3
- 229910052736 halogen Inorganic materials 0.000 abstract 3
- 150000002367 halogens Chemical group 0.000 abstract 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- 150000001721 carbon Chemical group 0.000 abstract 2
- 125000000524 functional group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 abstract 1
- APDUDRFJNCIWAG-UHFFFAOYSA-N 4-propan-2-ylbenzenethiol Chemical compound CC(C)C1=CC=C(S)C=C1 APDUDRFJNCIWAG-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 239000012038 nucleophile Substances 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems 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 carbon atoms of the ring system
- C07D219/06—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/006—Catalysts comprising hydrides, coordination complexes or organic compounds comprising organic radicals, e.g. TEMPO
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0244—Nitrogen containing compounds with nitrogen contained as ring member in aromatic compounds or moieties, e.g. pyridine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/02—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with only hydrogen, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems 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 carbon atoms of the ring system
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems 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 carbon atoms of the ring system
- C07D219/08—Nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D498/12—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains three hetero rings
- C07D498/14—Ortho-condensed systems
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J35/00—Catalysts, in general, characterised by their form or physical properties
- B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
- B01J35/39—Photocatalytic properties
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
- Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Cephalosporin Compounds (AREA)
Abstract
Reivindicación 1: Una sal de acridinio de la fórmula (1) en donde R¹ es alquilo C₁₋₆ o alquil C₁₋₆-oxi; R² es hidrógeno o alquil C₁₋₆-oxi; R³ es hidrógeno, halógeno, C₁₋₆ alquilo o alquil C₁₋₆-oxi; R⁴ es hidrógeno, alquil C₁₋₆-oxi, haloalquil C₁₋₆- oxi o alquil C₁₋₆-amino; R⁵ es alquilo C₁₋₃; y X⁻ es un anión. Reivindicación 10: Un proceso para la producción de un compuesto de la fórmula (7) en donde W es O ó CH₂ y R⁶ es hidrógeno o un grupo protector de hidroxilo, caracterizado porque se elimina RA de un compuesto de la fórmula (4) en donde R⁶ es hidrógeno o un grupo protector de hidroxilo; RA¹ es hidrógeno o RA; RA² es hidrógeno o RA; RA³ es hidrógeno o RA; W es O, CH₂ o CHRA; RA es un grupo funcional removible; el átomo de carbono al que el RA está unido es ópticamente activo; y siempre que uno de RA¹, RA² y RA³ sea RA y los otros dos sean hidrógeno y W sea O ó CH₂; o RA¹, RA² y RA³ sean hidrógeno y W sea CHRA, en presencia de la sal de acridinio de acuerdo con cualquiera de las reivindicaciones 1 a 9. Reivindicación 11: Un proceso para la producción de un compuesto de la fórmula (7) en donde W es O ó CH₂ y R⁶ es hidrógeno o un grupo protector de hidroxilo, caracterizado porque se elimina RA de un compuesto de la fórmula (4) en donde R⁶ es hidrógeno o un grupo protector de hidroxilo; RA¹ es hidrógeno o RA; RA² es hidrógeno o RA; RA³ es hidrógeno o RA; W es O, CH₂ o CHRA; RA es un grupo funcional removible; el átomo de carbono al que el RA está unido es ópticamente activo; y siempre que uno de RA¹, RA² y RA³ sea RA y los otros dos sean hidrógeno y W sea O ó CH₂; o RA¹, RA² y RA³ sean hidrógeno y W sea CHRA, en presencia de una sal de acridinio, imidazol y 4-isopropilbencenotiol, bajo irradiación de luz en uno o más disolventes seleccionados del grupo que consiste en etanol y diclorometano. Reivindicación 13: Un proceso para la producción de un compuesto de la fórmula (8a) o formula (9a) o una de sus sales, que comprende el proceso de acuerdo con cualquiera de las reivindicaciones 10 a 12. Reivindicación 14: Un proceso para la producción de una sal de acridinio de la fórmula (3) en donde R⁷ a R¹² son, de modo independiente, hidrógeno, alquil C₁₋₆-oxi, haloalquil C₁₋₆-oxi o alquil C₁₋₆-amino; R¹³ es un alquilo C₁₋₆ sustituido o no sustituido o carbociclilo aromático; R¹⁴ a R¹⁸ son, de modo independiente, hidrógeno, halógeno, alquil C₁₋₆-oxi, haloalquil C₁₋₆-oxi o alquil C₁₋₆-amino; Y es alquil C₁₋₆-oxi; Z es un grupo saliente; y X⁻ es un anión, caracterizado porque un compuesto de la fórmula (2) o una de sus sales, en donde R⁷ a R¹² son, de modo independiente, hidrógeno, alquil C₁₋₆-oxi, haloalquil C₁₋₆-oxi o alquil C₁₋₆-amino; R¹³ es un alquilo C₁₋₆ sustituido o no sustituido o carbociclilo aromático; Y es alquil C₁₋₆-oxi; y Z es un grupo saliente, se hace reaccionar con un reactivo metálico de arilo monocíclico y luego se trata con un ácido. Reivindicación 16: Un proceso para la producción de una sal de acridinio de la fórmula (5) en donde R⁷ a R¹² son, de modo independiente, hidrógeno, alquil C₁₋₆-oxi, haloalquil C₁₋₆-oxi o alquil C₁₋₆-amino; R¹³ es un alquilo C₁₋₆ sustituido o no sustituido o carbociclilo aromático; R¹⁴ a R¹⁸ son, de modo independiente, hidrógeno, halógeno, alquil C₁₋₆-oxi, haloalquil C₁₋₆-oxi o alquil C₁₋₆-amino; R¹⁹ es alquil C₁₋₆-oxi; Y es alquil C₁₋₆-oxi; y X⁻ es un anión, caracterizado porque una sal de acridinio de la fórmula (3) en donde Z es un grupo saliente y los otros símbolos son como se definió con anterioridad, se hace reaccionar con un nucleófilo.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2020191118 | 2020-11-17 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AR124071A1 true AR124071A1 (es) | 2023-02-08 |
Family
ID=81707996
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ARP210103161A AR124071A1 (es) | 2020-11-17 | 2021-11-16 | Nueva sal de acridinio y método para producirla |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20230278960A1 (es) |
| EP (1) | EP4249077A1 (es) |
| JP (1) | JPWO2022107755A1 (es) |
| CN (1) | CN116783167A (es) |
| AR (1) | AR124071A1 (es) |
| WO (1) | WO2022107755A1 (es) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPWO2023033165A1 (es) * | 2021-09-06 | 2023-03-09 | ||
| CN116082361B (zh) * | 2023-04-11 | 2023-06-13 | 和鼎（南京）医药技术有限公司 | 一种制备玛巴洛沙韦中间体和玛巴洛沙韦的方法 |
Family Cites Families (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2010011812A1 (en) | 2008-07-25 | 2010-01-28 | Smithkline Beecham Corporation | Chemical compounds |
| WO2010011819A1 (en) | 2008-07-25 | 2010-01-28 | Smithkline Beecham Corporation | Chemical compounds |
| WO2010068262A1 (en) | 2008-12-11 | 2010-06-17 | Glaxosmithkline Llc | Processes and intermediates for carbamoylpyridone hiv integrase inhibitors |
| MX351942B (es) | 2008-12-11 | 2017-11-03 | Shionogi & Co | Sintesis de inhibidores de integrasa de vih de carbamoil-piridona e intermediarios. |
| TWI518084B (zh) | 2009-03-26 | 2016-01-21 | 鹽野義製藥股份有限公司 | 哌喃酮與吡啶酮衍生物之製造方法 |
| CN106046022B (zh) | 2010-08-05 | 2018-06-19 | 盐野义制药株式会社 | 具有hiv整合酶抑制活性的化合物的制造方法 |
| WO2014128545A2 (en) | 2013-02-19 | 2014-08-28 | Aurobindo Pharma Limited | An improved process for the preparation of dolutegravir |
| EP3022209B1 (en) | 2013-07-17 | 2018-03-07 | ratiopharm GmbH | Dolutegravir potassium salt |
| WO2015019310A1 (en) | 2013-08-07 | 2015-02-12 | Mylan Laboratories Ltd | Process for the preparation of dolute-gravir and intermediates thereof |
| IN2014CH00247A (es) | 2014-01-21 | 2015-08-14 | Laurus Labs Private Ltd | |
| WO2015177537A1 (en) | 2014-05-20 | 2015-11-26 | Cipla Limited | Process for preparing polycyclic carbamoyl pyridone derivatives and intermediates thereof |
| WO2016092527A1 (en) | 2014-12-12 | 2016-06-16 | Sun Pharmaceutical Industries Limited | A process for the preparation of dolutegravir |
| CA2975884A1 (en) | 2015-02-06 | 2016-08-11 | Mylan Laboratories Limited | Processes for the preparation of dolutegravir |
| CR20170530A (es) | 2015-04-28 | 2018-01-25 | Shionogi & Co | Derivados de piridona policíclica sustituída y profármaco de los mismos. |
| WO2016196816A1 (en) * | 2015-06-03 | 2016-12-08 | The University Of North Carolina At Chapel Hill | Photoredox-catalyzed direct c-h functionalization of arenes |
| MA44080A (fr) | 2015-12-15 | 2018-10-24 | Shionogi & Co | Médicament pour traiter la grippe caractérisé en ce qu'il comprend une combinaison d'un inhibiteur d'endonucléase coiffe-dépendante avec un médicament antigrippal |
| SG11202002789XA (en) | 2017-10-06 | 2020-04-29 | Shionogi & Co | Stereoselective process for preparing substituted polycyclic pyridone derivatives |
| US20220169581A1 (en) * | 2019-02-28 | 2022-06-02 | The University Of North Carolina At Chapel Hill | Direct aromatic carbon-oxygen and carbon-hydrogen bond functionalization via organic photoredox catalyst |
-
2021
- 2021-11-16 EP EP21894629.1A patent/EP4249077A1/en active Pending
- 2021-11-16 AR ARP210103161A patent/AR124071A1/es unknown
- 2021-11-16 WO PCT/JP2021/042049 patent/WO2022107755A1/ja active Application Filing
- 2021-11-16 JP JP2022563761A patent/JPWO2022107755A1/ja active Pending
- 2021-11-16 CN CN202180077224.0A patent/CN116783167A/zh active Pending
-
2023
- 2023-05-11 US US18/196,255 patent/US20230278960A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| JPWO2022107755A1 (es) | 2022-05-27 |
| CN116783167A (zh) | 2023-09-19 |
| EP4249077A1 (en) | 2023-09-27 |
| WO2022107755A1 (ja) | 2022-05-27 |
| US20230278960A1 (en) | 2023-09-07 |
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