MX2012013359A - Preparacion mejora de derivados de chalcona. - Google Patents
Preparacion mejora de derivados de chalcona.Info
- Publication number
- MX2012013359A MX2012013359A MX2012013359A MX2012013359A MX2012013359A MX 2012013359 A MX2012013359 A MX 2012013359A MX 2012013359 A MX2012013359 A MX 2012013359A MX 2012013359 A MX2012013359 A MX 2012013359A MX 2012013359 A MX2012013359 A MX 2012013359A
- Authority
- MX
- Mexico
- Prior art keywords
- derivatives
- producing
- chalcone
- alkylation
- methods
- Prior art date
Links
- 150000001788 chalcone derivatives Chemical class 0.000 title abstract 2
- DQFBYFPFKXHELB-UHFFFAOYSA-N Chalcone Natural products C=1C=CC=CC=1C(=O)C=CC1=CC=CC=C1 DQFBYFPFKXHELB-UHFFFAOYSA-N 0.000 abstract 2
- 238000005804 alkylation reaction Methods 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 235000005513 chalcones Nutrition 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 238000000034 method Methods 0.000 abstract 2
- 238000003408 phase transfer catalysis Methods 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- DQFBYFPFKXHELB-VAWYXSNFSA-N trans-chalcone Chemical compound C=1C=CC=CC=1C(=O)\C=C\C1=CC=CC=C1 DQFBYFPFKXHELB-VAWYXSNFSA-N 0.000 abstract 2
- 230000029936 alkylation Effects 0.000 abstract 1
- 230000004071 biological effect Effects 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 150000001789 chalcones Chemical class 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 238000000099 in vitro assay Methods 0.000 abstract 1
- 238000005462 in vivo assay Methods 0.000 abstract 1
- 238000005556 structure-activity relationship Methods 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- 238000006467 substitution reaction Methods 0.000 abstract 1
- 150000003458 sulfonic acid derivatives Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/02—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols
- C07C319/12—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols by reactions not involving the formation of mercapto groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/30—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group
- C07C67/31—Preparation of carboxylic acid esters by modifying the acid moiety of the ester, such modification not being an introduction of an ester group by introduction of functional groups containing oxygen only in singly bound form
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
- C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
- C07C319/20—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by reactions not involving the formation of sulfide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/67—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of saturated acids
- C07C69/708—Ethers
- C07C69/712—Ethers the hydroxy group of the ester being etherified with a hydroxy compound having the hydroxy group bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/738—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
-
- 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)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
La invención se relaciona con métodos para producir derivados de chalcona (1,3-difenilprop)-2-en-1-ona) que tiene múltiples sustituciones en un anillo de fenilo. Los derivados intermediarios de chalcona se modifican mediante Catálisis de Transferencia en Fase (PTC) para introducir un grupo alquilo sustituido que se proporciona mediante un derivado de ácido sulfónico sobre un anillo de fenilo que ya contiene grupos sustituyentes sobre uno o dos átomos de carbono adyacentes al átomo de carbono donde se está introduciendo un grupo sustituyente. Los métodos de la invención permiten producir eficientemente, mediante ya sea S-alquilación u O-alquilación, derivados de chalcona que se caracterizan por sus actividades biológicas que son compuestos intermediarios para producir moléculas que tienen estas actividades o que se pueden utilizar para generar bibliotecas de compuestos que se seleccionarán por medio de análisis in vitro y/o in vivo y establecer las relaciones de estructura-actividad.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP10305519 | 2010-05-17 | ||
| PCT/EP2011/057903 WO2011144579A1 (en) | 2010-05-17 | 2011-05-16 | Improved preparation of chalcone derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MX2012013359A true MX2012013359A (es) | 2013-02-11 |
Family
ID=44533510
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MX2012013359A MX2012013359A (es) | 2010-05-17 | 2011-05-16 | Preparacion mejora de derivados de chalcona. |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US8765992B2 (es) |
| EP (1) | EP2571843B1 (es) |
| JP (1) | JP5850921B2 (es) |
| KR (1) | KR101860008B1 (es) |
| CN (1) | CN103025703B (es) |
| AU (1) | AU2011254670B2 (es) |
| CA (1) | CA2800337C (es) |
| CY (1) | CY1119820T1 (es) |
| DK (1) | DK2571843T3 (es) |
| EA (1) | EA024343B1 (es) |
| ES (1) | ES2656330T3 (es) |
| HU (1) | HUE035810T2 (es) |
| IL (1) | IL222685A (es) |
| LT (1) | LT2571843T (es) |
| MX (1) | MX2012013359A (es) |
| NO (1) | NO2571843T3 (es) |
| NZ (1) | NZ603371A (es) |
| PH (1) | PH12012502213A1 (es) |
| PL (1) | PL2571843T3 (es) |
| PT (1) | PT2571843T (es) |
| SG (1) | SG185397A1 (es) |
| SI (1) | SI2571843T1 (es) |
| WO (1) | WO2011144579A1 (es) |
| ZA (1) | ZA201209470B (es) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US10442761B2 (en) * | 2016-02-16 | 2019-10-15 | Concert Pharmaceuticals, Inc. | Deuterated GFT-505 |
| CN106674069B (zh) * | 2016-12-06 | 2018-05-11 | 上海博志研新药物技术有限公司 | Gft505及其中间体的制备方法 |
| CA3051776A1 (en) | 2017-02-21 | 2018-08-30 | Genfit | Combination of a ppar and fxr agonist for the treatment of liver disorders |
| TW202019870A (zh) * | 2018-08-03 | 2020-06-01 | 法商Genfit公司 | 艾拉菲諾鹽 |
| KR102430280B1 (ko) | 2019-02-08 | 2022-08-09 | 연세대학교 산학협력단 | 고 굴절률 특성을 갖는 자가치유 가능한 적외선 투과성 폴리이미드 광학 고분자 재료 및 이의 복합체 |
| CN110156648A (zh) * | 2019-05-30 | 2019-08-23 | 河北科技大学 | 一种Elafibranor中间体的制备方法 |
| BR112022015807A2 (pt) | 2020-02-10 | 2023-03-14 | Genfit | Polimorfos de elafibranor |
| CN115884765A (zh) | 2020-08-26 | 2023-03-31 | 基恩菲特公司 | 用于治疗原发性胆汁性胆管炎的组合物和方法 |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5089654A (en) * | 1989-08-08 | 1992-02-18 | Taisho Pharmaceutical Co., Ltd. | Chalcone derivatives |
| JPH0692913A (ja) * | 1992-09-11 | 1994-04-05 | Sagami Chem Res Center | アニリン誘導体の製造方法 |
| JPH07247267A (ja) * | 1994-03-10 | 1995-09-26 | Nippon Soda Co Ltd | フェニルエーテル類の製造方法 |
| CA2395191A1 (en) | 1999-12-23 | 2001-06-28 | Tedman Ehlers | Chalcone and its analogs as agents for the inhibition of angiogenesis and related disease states |
| CN1447804A (zh) | 2000-06-20 | 2003-10-08 | 阿特罗吉尼克斯公司 | 1,3-二-(被取代的苯基)-2-丙烯-1-酮及其治疗vcam-1介导的疾病的用途 |
| DE10136132C2 (de) | 2001-07-27 | 2003-10-30 | Bayer Ag | Polyaminosäure-katalysiertes Verfahren zur enantioselektiven Epoxidierung von alpha,beta-ungesättigten Enonen und alpha,beta-ungesättigten Sulfonen |
| CN1599602A (zh) | 2001-10-11 | 2005-03-23 | 钟渊化学工业株式会社 | 过氧化物酶体增殖剂应答性受体配体剂及其制备方法 |
| FR2841900B1 (fr) | 2002-07-08 | 2007-03-02 | Genfit S A | Nouveaux derives de 1,3-diphenylprop-2-en-1-one substitues, preparation et utilisations |
| WO2004056727A2 (en) | 2002-12-19 | 2004-07-08 | Atherogenics, Inc. | Process of making chalcone derivatives |
| JPWO2004096198A1 (ja) | 2003-05-02 | 2006-07-13 | タカラバイオ株式会社 | 治療剤 |
| FR2857361B1 (fr) * | 2003-07-08 | 2005-09-09 | Genfit S A | PREPARATION DE DERIVES DE 1,3-DIPHENYPROP-2-¼n-1-one |
| CA2550576A1 (fr) | 2004-01-08 | 2005-08-11 | Genfit | Composes derives de 1,3-diphenylprop-2-en-1-one, preparation et utilisations |
| CA2579230A1 (en) * | 2004-09-06 | 2006-03-16 | Dr. Reddy's Laboratories Ltd. | Fibrate compounds having ppar agonist activity |
| FR2902789A1 (fr) | 2006-06-21 | 2007-12-28 | Genfit Sa | Derives de 1,3-diphenylpropane substitues, preparations et utilisations |
| JP2008133275A (ja) * | 2006-11-01 | 2008-06-12 | Api Corporation | トコフェロール配糖体及びその製造方法 |
| JP2009242359A (ja) * | 2008-03-31 | 2009-10-22 | Fujifilm Corp | 多アルコキシ置換芳香族化合物の製造方法 |
-
2011
- 2011-05-16 EA EA201291256A patent/EA024343B1/ru not_active IP Right Cessation
- 2011-05-16 KR KR1020127032959A patent/KR101860008B1/ko active Active
- 2011-05-16 NZ NZ603371A patent/NZ603371A/en unknown
- 2011-05-16 AU AU2011254670A patent/AU2011254670B2/en active Active
- 2011-05-16 WO PCT/EP2011/057903 patent/WO2011144579A1/en not_active Ceased
- 2011-05-16 EP EP11720091.5A patent/EP2571843B1/en active Active
- 2011-05-16 JP JP2013510588A patent/JP5850921B2/ja active Active
- 2011-05-16 NO NO11720091A patent/NO2571843T3/no unknown
- 2011-05-16 MX MX2012013359A patent/MX2012013359A/es active IP Right Grant
- 2011-05-16 DK DK11720091.5T patent/DK2571843T3/da active
- 2011-05-16 PL PL11720091T patent/PL2571843T3/pl unknown
- 2011-05-16 ES ES11720091.5T patent/ES2656330T3/es active Active
- 2011-05-16 PT PT117200915T patent/PT2571843T/pt unknown
- 2011-05-16 LT LTEP11720091.5T patent/LT2571843T/lt unknown
- 2011-05-16 US US13/698,832 patent/US8765992B2/en active Active
- 2011-05-16 CN CN201180024423.1A patent/CN103025703B/zh active Active
- 2011-05-16 SG SG2012080867A patent/SG185397A1/en unknown
- 2011-05-16 CA CA2800337A patent/CA2800337C/en active Active
- 2011-05-16 HU HUE11720091A patent/HUE035810T2/en unknown
- 2011-05-16 PH PH1/2012/502213A patent/PH12012502213A1/en unknown
- 2011-05-16 SI SI201131394T patent/SI2571843T1/en unknown
-
2012
- 2012-10-25 IL IL222685A patent/IL222685A/en active IP Right Grant
- 2012-12-13 ZA ZA2012/09470A patent/ZA201209470B/en unknown
-
2018
- 2018-01-24 CY CY20181100088T patent/CY1119820T1/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| US8765992B2 (en) | 2014-07-01 |
| US20130131372A1 (en) | 2013-05-23 |
| WO2011144579A1 (en) | 2011-11-24 |
| CN103025703B (zh) | 2015-10-14 |
| JP2013526557A (ja) | 2013-06-24 |
| LT2571843T (lt) | 2018-03-26 |
| HUE035810T2 (en) | 2018-05-28 |
| PH12012502213A1 (en) | 2015-10-09 |
| AU2011254670B2 (en) | 2014-09-25 |
| NO2571843T3 (es) | 2018-05-26 |
| CA2800337C (en) | 2019-01-29 |
| KR20130113949A (ko) | 2013-10-16 |
| KR101860008B1 (ko) | 2018-07-05 |
| CA2800337A1 (en) | 2011-11-24 |
| EA201291256A1 (ru) | 2013-09-30 |
| ES2656330T3 (es) | 2018-02-26 |
| PT2571843T (pt) | 2018-01-29 |
| CN103025703A (zh) | 2013-04-03 |
| EP2571843A1 (en) | 2013-03-27 |
| EA024343B1 (ru) | 2016-09-30 |
| IL222685A (en) | 2015-05-31 |
| SI2571843T1 (en) | 2018-04-30 |
| EP2571843B1 (en) | 2017-12-27 |
| AU2011254670A1 (en) | 2012-12-20 |
| CY1119820T1 (el) | 2018-06-27 |
| DK2571843T3 (da) | 2018-01-29 |
| SG185397A1 (en) | 2012-12-28 |
| PL2571843T3 (pl) | 2018-05-30 |
| ZA201209470B (en) | 2013-09-25 |
| JP5850921B2 (ja) | 2016-02-03 |
| NZ603371A (en) | 2013-12-20 |
| IL222685A0 (en) | 2012-12-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |