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Merck
CN

483125-M

Nω-Nitro-ʟ-arginine methyl ester hydrochloride

≥98% (HPLC), eNOS reversible inhibitor, solid

Synonym(s):

NG-Nitro-L-arginine Methyl Ester, Hydrochloride, N ω-NO2-L-Arg-OMe, N G-NO2-L-Arg-OMe, L-NAME, HCl, Nω-NO2-L-Arg-OMe, NG-NO2-L-Arg-OMe, L-NAME, HCl

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About This Item

Empirical Formula (Hill Notation):
C7H15N5O4 · xHCl
CAS Number:
Molecular Weight:
233.23 (free base basis)
UNSPSC Code:
12352209
NACRES:
NA.77
MDL number:
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Product Name

NG-Nitro-L-arginine Methyl Ester, Hydrochloride, Cell permeable. More soluble analog of arginine and a competitive, slowly reversible inhibitor of eNOS (IC50 = 500 nM). Causes a prolonged inhibition of acetylcholine-induced relaxation of rat aortic rings (IC50 = 400 nM).

SMILES string

[Cl-].[N+H3][C@@H](CCCN\C(=N\[N+](=O)[O-])\N)C(=O)OC

InChI

1S/C7H15N5O4.ClH/c1-16-6(13)5(8)3-2-4-10-7(9)11-12(14)15;/h5H,2-4,8H2,1H3,(H3,9,10,11);1H/t5-;/m0./s1

InChI key

QBNXAGZYLSRPJK-JEDNCBNOSA-N

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
desiccated (hygroscopic)
protect from light

color

white to off-white

solubility

water: 50 mg/mL

storage temp.

−20°C

Quality Level

Biochem/physiol Actions

Primary Target
eNOS
Target IC50: 500 nM against eNOS

Disclaimer

Toxicity: Standard Handling (A)

General description

Cell permeable. More soluble analog of arginine and a competitive, slowly reversible inhibitor of eNOS (IC50 = 500 nM). Causes a prolonged inhibition of acetylcholine-induced relaxation of rat aortic rings (IC50 = 400 nM).
More soluble analog of arginine and a competitive, slowly reversible inhibitor of endothelial nitric oxide synthase (IC50 = 500 nM). Causes a prolonged inhibition of acetylcholine-induced relaxation of rat aortic rings (IC50 = 400 nM).

Other Notes

Baylis, C., et al. 1995. J. Pharmacol. Exp. Ther. 274, 1135.
Dawson, V.L., et al. 1991. Proc. Natl. Acad. Sci. USA88, 6368.
Kubes, P., et al. 1991. Proc. Natl. Acad. Sci. USA 88, 4651.
Moncada, S., et al. 1991. Pharmacol. Rev. 43, 109.
Moore, P.K., et al. 1990. Br. J. Pharmacol.99, 408.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 4 months at -20°C.

Legal Information

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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