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Merck
CN

SML1842

Ibuprofen Arginate

≥98% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H32N4O4
CAS Number:
Molecular Weight:
380.48
NACRES:
NA.77
UNSPSC Code:
51111800
Assay:
≥98% (HPLC)
Form:
powder
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Quality Segment

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

InChI

1S/C13H18O2.C6H14N4O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15;7-4(5(11)12)2-1-3-10-6(8)9/h4-7,9-10H,8H2,1-3H3,(H,14,15);4H,1-3,7H2,(H,11,12)(H4,8,9,10)/t;4-/m.0/s1

InChI key

GCCOJNYCFNSJII-VWMHFEHESA-N

Biochem/physiol Actions

Ibuprofen arginate is the more soluble arginate salt form of the nonsteroidal anti-inflammatory drug (NSAID) ibuprofen.
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).


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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