375160

Sigma-Aldrich

(S)-(+)-Ibuprofen

ReagentPlus®, 99%

Synonym(s):
S-(+)-IBU, (S)-(+)-2-(4-Isobutylphenyl)propionic acid, (S)-(+)-4-Isobutyl-α-methylphenylacetic acid
Linear Formula:
(CH3)2CHCH2C6H4CH(CH3)CO2H
CAS Number:
Molecular Weight:
206.28
Beilstein/REAXYS Number:
3590022
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

product line

ReagentPlus®

assay

99%

optical activity

[α]20/D +59°, c = 2 in ethanol

mp

49-53 °C (lit.)

SMILES string

CC(C)Cc1ccc(cc1)[C@H](C)C(O)=O

InChI

1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)/t10-/m0/s1

InChI key

HEFNNWSXXWATRW-JTQLQIEISA-N

Gene Information

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General description

(S)-(+)-Ibuprofen is the enantiomer associated with the anti-inflammatory action of ibuprofen, which is widely used as a nonsteroidal anti-inflammatory drug in racemic form.

Application

(S)-(+)-Ibuprofen may be used as a starting material to synthesize hydrogelators with the potential ability to release it via enzyme-mediated hydrolysis.
Enantiomeric form of the anti-inflammatory agent ibuprofen used in pharmacokinetic studies.

Packaging

1, 5 g in glass bottle

Legal Information

ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point F

Not applicable

Flash Point C

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

F Jamali et al.
Journal of pharmaceutical sciences, 81(3), 221-225 (1992-03-01)
The influences of absorption rate and dosage size on the pharmacokinetics of ibuprofen (IB) enantiomers were studied in six healthy subjects. Rapidly absorbed solutions (50, 100, 200, 400, 600, and 1200 mg) and regular 600-mg tablets of racemic IB were...
Enantioselective determination of ibuprofen in plasma by high-performance liquid chromatography-electrospray mass spectrometry.
Bonato PS, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 796(2), 413-420 (2003)
(S)-(+)-Ibuprofen-based hydrogelators: an approach toward anti-inflammatory drug delivery.
Bhuniya S, et al.
Tetrahedron Letters, 47(40), 7153-7156 (2006)
Youssef Harrak et al.
Journal of medicinal chemistry, 53(18), 6560-6571 (2010-09-02)
Following our previous research on anti-inflammatory drugs (NSAIDs), we report on the design and synthesis of 4-(aryloyl)phenyl methyl sulfones. These substances were characterized for their capacity to inhibit cyclooxygenase (COX-1 and COX-2) isoenzymes. Molecular modeling studies showed that the methylsulfone...
Elizabeth R Southey et al.
Current medical research and opinion, 25(9), 2207-2222 (2009-07-18)
The main aim of this review was to compare the tolerability and safety between ibuprofen and paracetamol when used as anti-pyretic and analgesic agents in children up to 18 years of age. MEDLINE (1950 to November 2008), EMBASE (1980 to...

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