391522
α-Methylhydrocinnamic acid
98%
Sign Into View Organizational & Contract Pricing
Select a Size
About This Item
Linear Formula:
C6H5CH2CH(CH3)CO2H
CAS Number:
Molecular Weight:
164.20
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Assay
98%
form
solid
bp
167-168 °C/23 mmHg (lit.)
mp
39-41 °C (lit.)
density
1.065 g/mL at 25 °C (lit.)
functional group
carboxylic acid
phenyl
SMILES string
CC(Cc1ccccc1)C(O)=O
InChI
1S/C10H12O2/c1-8(10(11)12)7-9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,11,12)
InChI key
MCIIDRLDHRQKPH-UHFFFAOYSA-N
Related Categories
General description
α-Methylhydrocinnamic acid (2-methyl-3-phenylpropionic acid, 2-benzylpropionic acid) is a cinnamic acid derivative. Its synthesis by the asymmetric hydrogenation of α-methylcinnamic acid has been reported. α-Methylhydrocinnamic acid, a short chain fatty acid derivative (SCFAD), has been reported to correct the cystic fibrosis transmembrane conductance regulator (ΔF508-CFTR) defect. Conformational studies of 2-methyl-3-phenylpropionic acid has been investigated by NMR spectroscopy. The enantiomers of 2-benzylpropionic acid has been reported to be synthesized using a lipase-catalyzed resolution. (S) (+)-2-methyl-3-phenylpropionic acid participates in the synthesis of optically active (R)-5-methyl-6-phenylhexanoyl azide. L-2-Methyl-3.phenylpropionic acid has been reported to be an inhibitor of carboxypeptidase A. Polymer-supported “Evans” oxazolidinone mediated solid phase asymmetric has been employed in the synthesis of (S)-2-methyl-3-phenylpropionic acid.
Application
α-Methylhydrocinnamic acid is suitable for use in the comparative study to investigate the γ-globin inducibility of short-chain fatty acid derivatives (SCFADs) in mice. It may be used as a histone deacetylase (HDAC) inhibitor in the comparative study to investigate the EGFP-induction potency of a number of HDAC inhibitors. It may be used in the study to investigate the selectivity of the sensor based on imprinted poly(o-phenylenediamine) (iPoPD).
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
235.4 °F - closed cup
Flash Point(C)
113 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Certificates of Analysis (COA)
Lot/Batch Number
Don't see the Right Version?
If you require a particular version, you can look up a specific certificate by the Lot or Batch number.
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Conformational studies of 2-methyl-3-phenylpropionic acid, 2-phenylbutyric acid and their methyl esters by NMR spectroscopy.
Spassov SL and Stefanova R.
Journal of Molecular Structure, 53, 219-224 (1979)
Stereochemical Studies. V. Intramolecular CH Bond Insertion Reaction of Acyl Nitrene generated from optically Active Acyl Azide.
Shiro T, et al.
Chemical & Pharmaceutical Bulletin, 18(6), 1124-1136 (1970)
Toan D Nguyen et al.
Biochemical and biophysical research communications, 342(1), 245-252 (2006-02-14)
Phenylalanine deletion at position 508 of the cystic fibrosis transmembrane conductance regulator (DeltaF508-CFTR), the most common mutation in cystic fibrosis (CF), causes a misfolded protein exhibiting partial chloride conductance and impaired trafficking to the plasma membrane. 4-Phenylbutyrate corrects defective DeltaF508-CFTR
Shen Li et al.
Journal of the American Chemical Society, 130(27), 8584-8585 (2008-06-13)
A highly efficient iridium-catalyzed hydrogenation of alpha,beta-unsaturated carboxylic acids has been developed by using chiral spiro-phosphino-oxazoline ligands, affording alpha-substituted chiral carboxylic acids in exceptionally high enantioselectivities and reactivities.
M T Tsamis et al.
Journal of chromatography, 277, 61-69 (1983-10-14)
Two chromatographic methods which allow the measurement of 2-phenylbutyric acid in serum are described: a gas chromatographic, after silylation, and a reversed-phase high-performance liquid chromatographic. The liquid chromatography with a fluorescent detection, after derivatization by 4-bromomethyl-7-methoxycoumarin, is ten times more
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service