Unlock instant, AI-driven research and patent intelligence for your innovation.
2 -substituted- 3 -phenylpropionic acid derivatives and their use in the treatment of inflammatory bowel disease
Inactive Publication Date: 2011-01-27
ALBIREO
View PDF0 Cites 3 Cited by
Summary
Abstract
Description
Claims
Application Information
AI Technical Summary
This helps you quickly interpret patents by identifying the three key elements:
Problems solved by technology
Method used
Benefits of technology
Benefits of technology
[0616]The formation of a radioligand / PPAR complex can be measured in a scintillation counter. Affinities of test compounds can be determined by incorporating increasing concentrations of unlabelled test compound into the assay which will lead to displacement of the radiolabelled ligand from the complex which is detected as loss of radioactive signal. Competition curves can be generated by plotting % binding versus concentration and equilibrium dissociation constants determined.
Non-Steroidal Anti-Inflammatory Drugs (NSAID) and antibiotics (e.g. 5-ASA, Sulfasalazine, and Metronidazole) are also commonly used, however with limited effect.
Method used
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more
Image
Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
Click on the blue label to locate the original text in one second.
Reading with bidirectional positioning of images and text.
[0532]Step 1: To a solution of 2-[2-(4-fluoro-phenyl)-ethylsulfanyl]-3-(4-hydroxymethyl-phenyl)-propionic acid 2,2,2 trichloro-ethyl ester (70 mg, 0.15 mmol) and (4-methanesulfonyloxy-phenyl)-acetic acid (32.5 mg, 0.15 mmol) in anhydrous DCM (3.0 mL) was added EDCxHCl (37.5 mg, 0.195 mmol) and DMAP (0.18 mg, 0.002 mmol) under nitrogenatmosphere at 0° C. After complete addition the cooling bath was removed and the homogenous mixture was stirred at ambient temperature until no starting material was left. The mixture was diluted with water and 2N aq. HCl and extracted with DCM. The combined organic layers were dried (MgSO4) and the solvent subsequently evaporated under reduced pressure to afford the desired ester intermediate which was used in the next step without further purification.
[0533]Step 2: The crude 2,2,2-trichloro ethyl ester derivative (68.7 mg, 0.10 mmol) was diss...
[0535]The title compound was prepared from 2-[2-(4-fluoro-phenyl)-ethylsulfanyl]-3-(4-hydroxymethyl-phenyl)-propionic acid 2,2,2 trichloro-ethyl ester (33 mg, 0.072 mmol) and (4-methanesulfonyloxy-phenyl)-acetic acid (15 mg, 0.065 mmol) in the same manner as described for example 1. The crude product was purified by flash chromatography (yield: 2.0 mg, 5.6%). Mass Spectrum: M+H+547.10.
[0537]The title compound was prepared from 3-(4-carboxymethyl-phenyl)-2-[2-(4-fluoro-phenyl)-ethylsulfanyl]-propionic acid 2,2,2-trichloro ethyl ester (30 mg, 0.061 mmol) and 4-trifluoromethylbenzyl alcohol (12 mg, 0.067 mmol) in the same manner as described for example 1. The crude product was purified by HPLC (yield: 3.0 mg, 9.4%). 1H NMR (400 MHz, CDCl3): δ 7.56 (d, 2H), 7.36 (d, 2H), 7.08-7.19 (m, 6H), 6.90-7.04 (m, 2H), 5.14 (s, 2H), 3.63 (s, 2H), 3.45 (dd, 2H), 3.15 (dd, 2H), 2.80-2.92 (m, 3H).
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More
PUM
Login to View More
Abstract
The present invention relates to 2-(substituted sulphur, sulphone or sulphoxide)-3-(substituted phenyl) propionic acid derivatives, 2-(substituted oxygen)-3-(substituted phenyl) propionic acid derivatives, benzoic acid derivatives, and derivatives of 2-methyl-2-(phenoxy or phenylthio)propanoic acid and 2-(methylor ethyl)-2-(phenoxy or phenylthio)butanoic acid, to processes for preparing such compounds, to their use in the treatment of inflammatory conditions, and to pharmaceutical compositions containing them.
Description
FIELD OF THE INVENTION[0001]The present invention relates to 2-(substituted sulphur, sulphone or sulphoxide)-3-(substituted phenyl) propionic acid derivatives, 2-(substituted oxygen)-3-(substituted phenyl) propionic acid derivatives, benzoic acid derivatives, and derivatives of 2-methyl-2-(phenoxy or phenylthio)propanoic acid and 2-(methyl or ethyl)-2-(phenoxy or phenylthio)butanoic acid, to processes for preparing such compounds, to their use in the treatment of inflammatory conditions, and to pharmaceutical compositions containing them.BACKGROUND OF THE INVENTION[0002]Inflammatory Bowel Disease (IBD) includes conditions where the patients suffer from inflammation in the gastrointestinal (GI)-tract. Several of those are considered to be of chronic nature, e.g. Crohn's disease and ulcerative colitis, and the medical need is large. The patients suffer from fevers, pain, diarrhoea or constipation and in addition hemorrhagic stool. Treatment is constrained to symptom relief, inflammato...
Claims
the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More
Application Information
Patent Timeline
Application Date:The date an application was filed.
Publication Date:The date a patent or application was officially published.
First Publication Date:The earliest publication date of a patent with the same application number.
Issue Date:Publication date of the patent grant document.
PCT Entry Date:The Entry date of PCT National Phase.
Estimated Expiry Date:The statutory expiry date of a patent right according to the Patent Law, and it is the longest term of protection that the patent right can achieve without the termination of the patent right due to other reasons(Term extension factor has been taken into account ).
Invalid Date:Actual expiry date is based on effective date or publication date of legal transaction data of invalid patent.
Login to View More 
Login to View More