(R)-(-)-Ibuprofen

Modify Date: 2025-08-20 09:37:24

(R)-(-)-Ibuprofen Structure
(R)-(-)-Ibuprofen structure
 Common Name (R)-(-)-Ibuprofen
CAS Number 51146-57-7 Molecular Weight 206.281
Density 1.0±0.1 g/cm3 Boiling Point 319.6±11.0 °C at 760 mmHg
Molecular Formula C13H18O2 Melting Point 41-42ºC
MSDS N/A Flash Point 216.7±14.4 °C

 Use of (R)-(-)-Ibuprofen


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

 Names

Name levibuprofen
Synonym More Synonyms

 (R)-(-)-Ibuprofen 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
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.

 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
InChIKey HEFNNWSXXWATRW-SNVBAGLBSA-N
SMILES CC(C)Cc1ccc(C(C)C(=O)O)cc1

 Safety Information

HS Code 2916399090

 Synthetic Route

 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%

 (R)-(-)-IbuprofenBioassay

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Name: DRUGMATRIX: Opiate delta1 (OP1, DOP) radioligand binding (ligand: [3H] Naltrindole)
Source: ChEMBL
Target: Delta-type opioid receptor
External Id: CHEMBL1909180
Name: DRUGMATRIX: Nitric Oxide Synthase, Inducible (iNOS) enzyme inhibition (substrate: L-A...
Source: ChEMBL
Target: Nitric oxide synthase, inducible
External Id: CHEMBL1909179
Name: DRUGMATRIX: Opiate mu (OP3, MOP) radioligand binding (ligand: [3H] Diprenorphine)
Source: ChEMBL
Target: Mu-type opioid receptor
External Id: CHEMBL1909182
Name: DRUGMATRIX: Opiate kappa (OP2, KOP) radioligand binding (ligand: [3H] Diprenorphine)
Source: ChEMBL
Target: Kappa-type opioid receptor
External Id: CHEMBL1909181
Name: DRUGMATRIX: Phosphodiesterase PDE3 enzyme inhibition (substrate: [3H]cAMP + cAMP)
Source: ChEMBL
Target: N/A
External Id: CHEMBL1909184
Name: DRUGMATRIX: Phorbol Ester radioligand binding (ligand: [3H] PDBu)
Source: ChEMBL
Target: N/A
External Id: CHEMBL1909183
Name: pKa (acid-base dissociation constant) as determined by Liao ref: J Chem Info Model 20...
Source: ChEMBL
Target: N/A
External Id: CHEMBL2449006
Name: DRUGMATRIX: Phosphodiesterase PDE5 enzyme inhibition (substrate: [3H]cGMP + cGMP)
Source: ChEMBL
Target: cGMP-specific 3',5'-cyclic phosphodiesterase
External Id: CHEMBL1909186
Name: DRUGMATRIX: Phosphodiesterase PDE4 enzyme inhibition (substrate: [3H]cAMP + cAMP)
Source: ChEMBL
Target: N/A
External Id: CHEMBL1909185
Name: DRUGMATRIX: Muscarinic M3 radioligand binding (ligand: [3H] N-Methylscopolamine)
Source: ChEMBL
Target: Muscarinic acetylcholine receptor M3
External Id: CHEMBL1909172
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 Synonyms

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
(±)-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
IbU
Panafen
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