BRPI0512251A - método enantioseletivo para separação de derivados do ácido 2-trifluormetil-2h-cromeno-3-carboxìlico substituìdo - Google Patents
método enantioseletivo para separação de derivados do ácido 2-trifluormetil-2h-cromeno-3-carboxìlico substituìdoInfo
- Publication number
- BRPI0512251A BRPI0512251A BRPI0512251-1A BRPI0512251A BRPI0512251A BR PI0512251 A BRPI0512251 A BR PI0512251A BR PI0512251 A BRPI0512251 A BR PI0512251A BR PI0512251 A BRPI0512251 A BR PI0512251A
- Authority
- BR
- Brazil
- Prior art keywords
- carboxylic acid
- trifluoromethyl
- substituted
- chromen
- enantioselective
- Prior art date
Links
- QSLSQLYQCKEGMS-UHFFFAOYSA-N 2-(trifluoromethyl)-2h-chromene-3-carboxylic acid Chemical class C1=CC=C2OC(C(F)(F)F)C(C(=O)O)=CC2=C1 QSLSQLYQCKEGMS-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- 238000000926 separation method Methods 0.000 title 1
- 150000002148 esters Chemical class 0.000 abstract 4
- 239000002253 acid Substances 0.000 abstract 2
- ZVJQJFFPHAQYQP-UHFFFAOYSA-N 2-(trifluoromethyl)-1,2-dihydroquinoline-3-carboxylic acid Chemical class C1=CC=C2NC(C(F)(F)F)C(C(=O)O)=CC2=C1 ZVJQJFFPHAQYQP-UHFFFAOYSA-N 0.000 abstract 1
- ASSYTOFEDCYDMO-UHFFFAOYSA-N 2-(trifluoromethyl)-2h-thiochromene-3-carboxylic acid Chemical class C1=CC=C2SC(C(F)(F)F)C(C(=O)O)=CC2=C1 ASSYTOFEDCYDMO-UHFFFAOYSA-N 0.000 abstract 1
- 150000007513 acids Chemical class 0.000 abstract 1
- 238000004440 column chromatography Methods 0.000 abstract 1
- 238000001640 fractional crystallisation Methods 0.000 abstract 1
- 238000004128 high performance liquid chromatography Methods 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B57/00—Separation of optically-active compounds
-
- 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
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
- B01D15/10—Selective adsorption, e.g. chromatography characterised by constructional or operational features
- B01D15/18—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns
- B01D15/1814—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns recycling of the fraction to be distributed
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
- B01D15/10—Selective adsorption, e.g. chromatography characterised by constructional or operational features
- B01D15/18—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns
- B01D15/1864—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns using two or more columns
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
- C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
- C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
- C07D311/58—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring other than with oxygen or sulphur atoms in position 2 or 4
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D335/00—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom
- C07D335/04—Heterocyclic compounds containing six-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D335/06—Benzothiopyrans; Hydrogenated benzothiopyrans
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D15/00—Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- B01D15/08—Selective adsorption, e.g. chromatography
- B01D15/10—Selective adsorption, e.g. chromatography characterised by constructional or operational features
- B01D15/18—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns
- B01D15/1814—Selective adsorption, e.g. chromatography characterised by constructional or operational features relating to flow patterns recycling of the fraction to be distributed
- B01D15/1857—Reactive simulated moving beds
Abstract
MéTODO ENANTIOSELETIVO PARA SEPARAçãO DE DERIVADOS DO áCIDO 2-TRIFLUORMETIL-2H-CROMENO-3 -CARBOXìLICO SUBSTITUìDO Essa invenção se refere a um método para separação de enantiómeros de um ácido ou éster 2-trifluormetil-2H-cromeno-3-carboxílico substituído, um ácido ou éster de 2-trifluormetil-1,2-diidro-quinolina-3-carboxílíco substituído, um ácido ou éster de 2-trifluormetil-2H-tiocromeno-3-carboxílico substituído, um ácido ou éster de 3-trifluormetil-3, 4-diidro-naftaleno-2-carboxílico substituído ou um sal farmaceuticamente aceitável dos ácidos ou ésteres, empregando cristalização fracional enantioseletiva, cromatografia líquida de alto desempenho enantioseletiva, cromatografia de reciclagem de estado firme enantioseletiva ou cromatografia de múltiplas colunas enantioseletiva.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US59051604P | 2004-07-23 | 2004-07-23 | |
PCT/IB2005/002202 WO2006011047A1 (en) | 2004-07-23 | 2005-07-11 | Enantioselective method for separing substituted 2-trifluoromethyl-2h-chromene-3-carboxylic acid derivatives |
Publications (1)
Publication Number | Publication Date |
---|---|
BRPI0512251A true BRPI0512251A (pt) | 2008-02-19 |
Family
ID=34979492
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BRPI0512251-1A BRPI0512251A (pt) | 2004-07-23 | 2005-07-11 | método enantioseletivo para separação de derivados do ácido 2-trifluormetil-2h-cromeno-3-carboxìlico substituìdo |
Country Status (9)
Country | Link |
---|---|
US (1) | US20060020022A1 (pt) |
EP (1) | EP1773802A1 (pt) |
JP (1) | JP2008507502A (pt) |
AR (1) | AR050179A1 (pt) |
BR (1) | BRPI0512251A (pt) |
CA (1) | CA2574363A1 (pt) |
MX (1) | MX2007000880A (pt) |
TW (1) | TW200616992A (pt) |
WO (1) | WO2006011047A1 (pt) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8076511B2 (en) | 2007-05-18 | 2011-12-13 | Ampac Fine Chemicals Llc. | Preparative-scale separation of enantiomers of chiral carboxylic acids |
US8608967B2 (en) * | 2011-03-03 | 2013-12-17 | The Board Of Trustees Of The University Of Arkansas | Multiple stationary phase matrix and uses thereof |
WO2013103841A1 (en) * | 2012-01-05 | 2013-07-11 | Clinical Reference Laboratory, Inc. | METHODS FOR QUANTITATIVE CHIRAL DETERMINATION OF THE d- AND l- ENANTIOMERS OF AMPHETAMINE AND METHAMPHETAMINE |
TWI646091B (zh) * | 2012-12-28 | 2019-01-01 | 日商衛斯克慧特股份有限公司 | 鹽類及晶形 |
US11555023B2 (en) | 2019-01-22 | 2023-01-17 | Askat Inc. | Process for the differential solubility-driven asymmetric transformation of substituted 2H-chromene-3-carboxylic acids |
Family Cites Families (22)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5514818A (en) * | 1993-09-17 | 1996-05-07 | Daicel Chemical Industries, Ltd. | Resolution of stereoisomers of aliphatic epoxides |
EP0747341B1 (en) * | 1994-02-25 | 2002-05-22 | Daicel Chemical Industries, Ltd. | Process for producing optically active mevalonolactone compounds |
US6043271A (en) * | 1994-08-03 | 2000-03-28 | Sarawak Medichem Pharmaceuticals, Inc. | Method for the preparation of (±)-calanolide A and intermediates thereof |
US5977385A (en) * | 1994-08-03 | 1999-11-02 | Sarawak Medichem Pharmaceuticals | Method for the preparation of (+)-calanolide A and analogues thereof |
US5892060A (en) * | 1994-08-03 | 1999-04-06 | Sarawak Medichem Pharmaceuticals, Inc. | Method for the preparation of (+)-calanolide a and analogues thereof |
US5489697A (en) * | 1994-08-03 | 1996-02-06 | Medichem Research, Inc. | Method for the preparation of (+)-calanolide A and intermediates thereof |
US6277879B1 (en) * | 1994-08-03 | 2001-08-21 | Sarawak Medichem Pharmaceuticals, Inc. | Calanolide analogues and methods of their use |
US6458955B1 (en) * | 1994-12-16 | 2002-10-01 | Uop Llc | Process for preparation of pharmaceutically desired enantiomers |
US6455736B1 (en) * | 1994-12-16 | 2002-09-24 | Uop Llc | Process for preparation of pharmaceutically desired sertraline and sertraline analogs |
US5630943A (en) * | 1995-11-30 | 1997-05-20 | Merck Patent Gesellschaft Mit Beschrankter Haftung | Discontinuous countercurrent chromatographic process and apparatus |
AU3867997A (en) * | 1996-08-27 | 1998-03-19 | Shionogi & Co., Ltd. | Chromene-3-carboxylate derivatives |
AU6567398A (en) * | 1997-03-18 | 1998-10-12 | Ronald J. Bopp | Chiral separations of amino acids |
US6077850A (en) * | 1997-04-21 | 2000-06-20 | G.D. Searle & Co. | Substituted benzopyran analogs for the treatment of inflammation |
US6063284A (en) * | 1997-05-15 | 2000-05-16 | Em Industries, Inc. | Single column closed-loop recycling with periodic intra-profile injection |
US5928515A (en) * | 1997-12-12 | 1999-07-27 | Uop Llc | Adsorptive separation of 3-hydroxytetrahydrofuran enantiomers |
US6107492A (en) * | 1998-05-08 | 2000-08-22 | Ucb, S.A. | Process for the preparation of levetiracetam |
WO2000021514A2 (en) * | 1998-10-15 | 2000-04-20 | Sarawak Medichem Pharmaceuticals, Inc. | Method and composition for treating and preventing tuberculosis |
US20020103141A1 (en) * | 1998-12-23 | 2002-08-01 | Mckearn John P. | Antiangiogenic combination therapy for the treatment of cancer |
EP1347755A2 (en) * | 2000-10-31 | 2003-10-01 | Merck & Co., Inc. | Benzopyrancarboxylic acid derivatives for the treatment of diabetes and lipid disorders |
ATE485277T1 (de) * | 2002-09-20 | 2010-11-15 | Nissan Chemical Ind Ltd | Verfahren zur herstellung eines 3,5-dihydroxy-6- heptenoats |
US7259266B2 (en) * | 2003-03-31 | 2007-08-21 | Pharmacia Corporation | Benzopyran compounds useful for treating inflammatory conditions |
US20050148627A1 (en) * | 2003-03-31 | 2005-07-07 | Jeffery Carter | Benzopyran compounds for use in the treatment and prevention of inflammation related conditions |
-
2005
- 2005-07-11 CA CA002574363A patent/CA2574363A1/en not_active Abandoned
- 2005-07-11 WO PCT/IB2005/002202 patent/WO2006011047A1/en active Application Filing
- 2005-07-11 MX MX2007000880A patent/MX2007000880A/es not_active Application Discontinuation
- 2005-07-11 EP EP05759425A patent/EP1773802A1/en not_active Withdrawn
- 2005-07-11 BR BRPI0512251-1A patent/BRPI0512251A/pt not_active IP Right Cessation
- 2005-07-11 JP JP2007522063A patent/JP2008507502A/ja not_active Abandoned
- 2005-07-21 AR ARP050103020A patent/AR050179A1/es not_active Application Discontinuation
- 2005-07-22 TW TW094124800A patent/TW200616992A/zh unknown
- 2005-07-22 US US11/187,464 patent/US20060020022A1/en not_active Abandoned
Also Published As
Publication number | Publication date |
---|---|
EP1773802A1 (en) | 2007-04-18 |
WO2006011047A1 (en) | 2006-02-02 |
MX2007000880A (es) | 2007-03-12 |
CA2574363A1 (en) | 2006-02-02 |
TW200616992A (en) | 2006-06-01 |
AR050179A1 (es) | 2006-10-04 |
US20060020022A1 (en) | 2006-01-26 |
JP2008507502A (ja) | 2008-03-13 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
B15K | Others concerning applications: alteration of classification |
Free format text: ALTERADA DE INT.CL.: A01B 71/04; C07D 311/92; C07D 215/48; C07D 335/06; C07D 335/08 Ipc: C07D 311/24 (2006.01), C07D 311/92 (2006.01), C07D |
|
B08F | Application dismissed because of non-payment of annual fees [chapter 8.6 patent gazette] |
Free format text: REFERENTE AS 5A, 6A E 7A ANUIDADES. |
|
B08K | Patent lapsed as no evidence of payment of the annual fee has been furnished to inpi [chapter 8.11 patent gazette] |
Free format text: REFERENTE AO DESPACHO 8.6 PUBLICADO NA RPI 2158 DE 15/05/2012. |