(R)-(-)-Ibuprofen

Names

[ Name ]:
(R)-(-)-Ibuprofen

[Synonym ]:
Inoven
Lebrufen
(RS)-ibuprofen
Ibumetin
Femadon
2-(4-Isobutylphenyl)propionic acid
QVY1&R D1Y1&1
l-Ibuprofen
Para-Isobutylhydratropic Acid
Ibuprofen
(2R)-2-(4-Isobutylphenyl)propanoic acid
(R)-2-(4-Isobutylphenyl)propanoic acid
Benzeneacetic acid, α-methyl-4-(2-methylpropyl)-
(±)-ibuprofen
Novogent N
Ibutid
fenbid
2-(4-Isobutylphenyl)propanoic acid
MOTRIN
Dolgirid
(R)-Ibuprofen
Amibufen
(-)-ibuprofen
Nurofen
(R)-(-)-Ibuprofen
Racemic ibuprofen
(2R)-2-[4-(2-methylpropyl)phenyl]propanoic acid
Advil
Brufen
Dolo-Dolgit
Seclodin
UNII:WK2XYI10QM
Benzeneacetic acid, α-methyl-4-(2-methylpropyl)-, (αR)-
IbU
Panafen

Biological Activity

[Description]:

(R)-(-)-Ibuprofen is the R enantiomer of Ibuprofen, inactive on COX, inhibits NF-κB activation; (R)-(-)-Ibuprofen exhibits anti-inflammatory and antinociceptive effects.

[Related Catalog]:

Research Areas >> Inflammation/Immunology

[Target]

NF-κB

[In Vitro]

(R)-(-)-Ibuprofen is the R enantiomer of Ibuprofen, with no inhibitory effect on COX, but is involved in pathways of lipid metabolism and is incorporated into triglycerides along with endogenous fatty acids[1]. (R)-(-)-Ibuprofen (1 μM) significantly reduces NF-κB activation and completely prevents NF-κB induction at 10 μM. (R)-(-)-Ibuprofen inhibits NF-κB luciferase activity with an IC50 of 121.8 μM, weaker than that of S(+)-ibuprofen (IC50, 61.7 μM). Furthermore, (R)-(-)-Ibuprofen (10 mM) has no effect on HSF[2].

[References]

[1]. Evans AM, et al. Comparative pharmacology of S(+)-ibuprofen and (RS)-ibuprofen. Clin Rheumatol. 2001 Nov;20 Suppl 1:S9-14.

[2]. Scheuren N, et al. Modulation of transcription factor NF-kappaB by enantiomers of the nonsteroidal drug ibuprofen. Br J Pharmacol. 1998 Feb;123(4):645-52.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
319.6±11.0 °C at 760 mmHg

[ Melting Point ]:
41-42ºC

[ Molecular Formula ]:
C₁₃H₁₈O₂

[ Molecular Weight ]:
206.281

[ Flash Point ]:
216.7±14.4 °C

[ Exact Mass ]:
206.130676

[ PSA ]:
37.30000

[ LogP ]:
3.72

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.519

MSDS

Click to get detail MSDS

Safety Information

[ HS Code ]:
2916399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2916399090

[ Summary ]:
2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%