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SML1842 Sigma-Aldrich

Ibuprofen Arginate

≥98% (HPLC)

Synonym: α-Methyl-4-(2-methylpropyl)benzeneacetate, L-arginine (1:1), (S)-1-(4-Amino-4-carboxybutyl)guanidinium 2-(4-isobutylphenyl)propanoate, Ibu-L-Arg, Ibuprofen L-arginine, Ibuprofen arginine

  • CAS Number 57469-82-6

  • Empirical Formula (Hill Notation) C19H32N4O4

  • Molecular Weight 380.48

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Properties

Related Categories Arachidonic Acid Cascade, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   H2O: 20 mg/mL, clear
storage temp.   −20°C
SMILES string   CC(CC1=CC=C(C(C([O-])=O)C)C=C1)C.O=C(O)[C@@H](N)CCCNC([NH3+])=N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

Ibuprofen arginate is the more soluble arginate salt form of the nonsteroidal anti-inflammatory drug (NSAID) ibuprofen. Ibuprofen arginate retains the inhibitory potency against COX-2 as ibuprofen and its sodium salt, however only ibuprofen arginate is able to augment cellular NO pathway through codelivery of the NOS substrate arginine. Ibuprofen arginate, but not the sodium salt form, is shown to reverse the inhibitory effects of the cardiotoxic hormone asymmetric dimethylarginine (ADMA) and NG-nitro-L-argininemethyl ester (L-NAME) against nitric oxide synthase (eNOS & iNOS) in cultures in vitro (Murine RAW264.7 macrophages and isolated mouse & rat aorta) and effectively prevent L-NAME-induced arterial blood pressure increase in anesthetized rats in vivo (0.5 mg/kg L-NAME; 114.8 μmol/kg ibuprofen arginate, equivalent to 20 mg/kg L-Arg via femoral artery cannulation).

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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