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375160

Sigma-Aldrich

(S)-(+)-Ibuprofen

ReagentPlus®, 99%

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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:
3590022
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

product line

ReagentPlus®

Assay

99%

form

powder

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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This Item
284785I7905I4883
(S)-(+)-Ibuprofen ReagentPlus®, 99%

Sigma-Aldrich

375160

(S)-(+)-Ibuprofen

Ibuprofen meets USP testing specifications

Sigma-Aldrich

I7905

Ibuprofen

Ibuprofen ≥98% (GC)

Sigma-Aldrich

I4883

Ibuprofen

form

powder

form

-

form

solid

form

powder

mp

49-53 °C (lit.)

mp

152-154 °C (lit.)

mp

-

mp

77-78  °C

product line

ReagentPlus®

product line

-

product line

-

product line

-

optical activity

[α]20/D +59°, c = 2 in ethanol

optical activity

[α]25/D +66°, c = 1 in chloroform

optical activity

-

optical activity

-

Gene Information

human ... IL8RA(3577), PTGS1(5742), PTGS2(5743)

Gene Information

human ... MAPK14(1432), PTGS1(5742), PTGS2(5743)
rat ... Alox5(25290), Ptgs1(24693)

Gene Information

human ... ALB(213), ALOX5(240), CYP1A2(1544), CYP2C9(1559), IL8RA(3577), PTGS1(5742), PTGS2(5743)
mouse ... Alox5(11689)
rat ... Alox5(25290), Ptgs1(24693)

Gene Information

human ... ALB(213), ALOX5(240), CYP1A2(1544), CYP2C9(1559), IL8RA(3577), PTGS1(5742), PTGS2(5743)
mouse ... Alox5(11689)
rat ... Alox5(25290), Ptgs1(24693)

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.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Ibuprofen United States Pharmacopeia (USP) Reference Standard

USP

1335508

Ibuprofen

(S)-(+)-Ketoprofen 99%

Sigma-Aldrich

471909

(S)-(+)-Ketoprofen

Ibuprofen Arginate ≥98% (HPLC)

Sigma-Aldrich

SML1842

Ibuprofen Arginate

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
(S)-(+)-Ibuprofen-based hydrogelators: an approach toward anti-inflammatory drug delivery.
Bhuniya S, et al.
Tetrahedron Letters, 47(40), 7153-7156 (2006)
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)
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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