CAS 7782-26-5: (-)-2-Phenylpropionic acid
Description:(-)-2-Phenylpropionic acid, also known as ibuprofen, is a nonsteroidal anti-inflammatory drug (NSAID) commonly used for its analgesic, antipyretic, and anti-inflammatory properties. It is characterized by its chiral structure, with the (-) enantiomer being the more biologically active form. The compound features a propionic acid backbone with a phenyl group attached to the second carbon, contributing to its lipophilicity and ability to penetrate biological membranes. (-)-2-Phenylpropionic acid is typically a white to off-white crystalline solid, with a melting point that varies depending on purity. It is soluble in organic solvents like ethanol and slightly soluble in water. The mechanism of action involves the inhibition of cyclooxygenase (COX) enzymes, leading to decreased synthesis of prostaglandins, which are mediators of inflammation and pain. Due to its widespread use, it is essential to consider potential side effects, including gastrointestinal issues and cardiovascular risks, particularly with long-term use. Overall, (-)-2-Phenylpropionic acid is a significant compound in both medicinal chemistry and pharmacology.
Formula:C9H10O2
InChI:InChI=1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)/t7-/m1/s1
InChI key:InChIKey=YPGCWEMNNLXISK-SSDOTTSWSA-N
SMILES:O=C(O)C(C=1C=CC=CC1)C
- Synonyms:
- (-)-2-Phenylpropanoic acid
- (-)-2-Phenylpropionic acid
- (-)-Hydratropic acid
- (-)-α-Phenylpropionic acid
- (2R)-2-Phenylpropanoic acid
- (R)-(-)-Hydratropic acid
- (R)-2-Phenylpropanoic acid
- (R)-α-Methylbenzeneacetic acid
- (R)-α-Methylphenylacetic acid
- (R)-α-Phenylpropionic acid
- See more synonyms
- (αR)-α-Methylbenzeneacetic acid
- Benzeneacetic acid, alpha-methyl-, (R)-
- Benzeneacetic acid, α-methyl-, (R)-
- Benzeneacetic acid, α-methyl-, (αR)-
- Hydratropic acid, (R)-(-)-
- NSC 245032
- l-PPA