(R)-(-)-IBUPROFEN

(R)-(-)-IBUPROFEN
  • CAS No.:51146-57-7
Other grades of this product :
(R)-(-)-IBUPROFEN Basic information
Product Name:(R)-(-)-IBUPROFEN
Synonyms:(R)-(-)-2-(4-ISOBUTYLPHENYL)-PROPIONIC ACID;(R)-(-)-IBUPROFEN;(R)-IBUPROFEN;(-)-Ibuprophen;(R)-2-(4-Isobutylphenyl)propanoic acid;Benzeneacetic acid, α-methyl-4-(2-methylpropyl)-, (R)-;Benzeneacetic acid, α-methyl-4-(2-methylpropyl)-, (αR)-;l-Ibuprofen
CAS:51146-57-7
MF:C13H18O2
MW:206.29
EINECS:
Product Categories:Inhibitors;Intermediates & Fine Chemicals;Chiral Reagents;Pharmaceuticals
Mol File:51146-57-7.mol
(R)-(-)-IBUPROFEN Chemical Properties
Melting point 41-42°C
Boiling point 305.14°C (rough estimate)
density 1.0176 (rough estimate)
refractive index 1.5290 (estimate)
storage temp. Sealed in dry,2-8°C
solubility Chloroform (Slightly), Ethanol (Slightly), Methanol (Slightly)
form White crystalline powder.
pka4.41±0.10(Predicted)
color Colourless to Pale Beige Oil
Water Solubility 369.3mg/L(25 ºC)
Safety Information
Safety Statements 24/25
HS Code 29155090
MSDS Information
(R)-(-)-IBUPROFEN Usage And Synthesis
DescriptionIbuprofen is a non-steroidal anti-inflammatory drug with diverse biochemical actions, most notably inhibiting COX-1 and COX-2 (IC50s = 2.6 and 1.53 μM, respectively). It is commonly synthesized as a racemic mixture of (S) and (R) isomers (Item No. item 70280). (R)-Ibuprofen is an enantiomer that is generally not considered a COX inhibitor and is instead thought to be involved in pathways of lipid metabolism as it is incorporated into triglycerides along with fatty acids. The (R) enantiomer can, however, inhibit NF-κB activation (IC50 = 121.8 μM) in response to T-cell stimulation as well as block superoxide formation, β-glucuronidase release, and LTB4 generation by stimulated neutrophils (IC50 values range from 40-100 μM). 50-60% of (R)-ibuprofen is inverted to (S)-ibuprofen in humans after oral administration.
Chemical PropertiesWhite Crystalline Solid
UsesA nonsteroidal anti-inflammatory drug (NSAID); activity resides primarily in the (S)-isomer
UsesA nonsteroidal anti-inflammatory drug (NSAID); activity resides primarily in the (S)-isomer.
Purification MethodsCrystallise the (+) and (-) acids from EtOH or aqueous EtOH. The racemate which crystallises from pet ether with m 75-77o is sparingly soluble in H2O and has IR (film) 1705 (C=O), 2300—3700 (OH broad)cm-1. It is used as a non-steroidal anti-inflammatory. [Shiori et al. J Org Chem 43 2936 1978, Kaiser et al. J Pharm Sci 65 269 1976, J Pharm Sci 81 221 1992, Freer Acta Cryst (C) 49 1378 1993 for the (S+)-enantiomer.]
(R)-(-)-IBUPROFEN Preparation Products And Raw materials

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