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279900

Sigma-Aldrich

(S)-(+)-2-Phenylpropionic acid

97%

Synonym(s):

(S)-(+)-Hydratropic acid, (S)-HTA

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About This Item

Linear Formula:
CH3CH(C6H5)CO2H
CAS Number:
7782-24-3
Molecular Weight:
150.17
Beilstein/REAXYS Number:
2044507
MDL number:
MFCD00063139
UNSPSC Code:
12352002
PubChem Substance ID:
24856916
NACRES:
NA.22

assay

97%

form

solid

optical activity

[α]20/D +72°, c = 1.6 in chloroform

optical purity

ee: 98% (HPLC)

refractive index

n20/D 1.522 (lit.)

bp

115 °C/1 mmHg (lit.)

mp

29-30 °C (lit.)

density

1.1 g/mL at 25 °C (lit.)

SMILES string

C[C@H](C(O)=O)c1ccccc1

InChI

1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)/t7-/m0/s1

Inchi Key

YPGCWEMNNLXISK-ZETCQYMHSA-N

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Application

Chiral building block. Resolving agent

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

>235.4 °F - closed cup

flash_point_c

> 113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Y S He et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 28(11), 817-822 (1993-01-01)
The stereoselective chrono-pharmacokinetic parameters of hydratropic acid in rats were studied. The results showed that under standard light-dark cycle pharmacokinetic parameters of T1/2 alpha and CL are stereoselective and under reverse light-dark cycle, parameters T1/2 beta, AUC, CL, Vc and
David M Shackleford et al.
Current drug metabolism, 7(7), 817-826 (2006-11-01)
The vectorial movement of glucuronide conjugates from blood into bile can be an important elimination route for many drug metabolites, however the intrinsic hydrophilicity of those conjugates may conceptually act to reduce the overall efficiency of that process by limiting
Stereospecificity of enzyme induction by 2-phenylpropionic acid.
S Fournel et al.
Pharmacology & therapeutics, 33(1), 79-82 (1987-01-01)
D K Bhattacharyya et al.
The Journal of biological chemistry, 271(4), 2179-2184 (1996-01-26)
Examination of the crystal structure of the ovine prostaglandin endoperoxide synthase-1 (PGHS-1)/S- flurbiprofen complex (Picot, D., Loll, P.J., and Garavito, R.M. (1994) Nature 367, 243-2491) suggests (a) that the carboxyl group of arachidonic acid interacts with the arginino group of
A J Hutt et al.
Chirality, 5(8), 596-601 (1993-01-01)
The metabolism of (R,S)-ibuprofen has been investigated in 24 microbial cultures. Of these Cunninghamella elegans, Mucor hiemalis, and Verticillium lecanii catalyzed the oxidation of the drug to 2-[4-(2-hydroxy-2-methylpropyl)phenyl]propionic acid, a known mammalian metabolite. The extent of metabolism was greatest with
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