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N5751

Nω-Nitro-L-arginine methyl ester hydrochloride

≥97% (TLC), powder, nitric oxide production inhibitor

Synonym(s):

L-NAME HCl, L-NAME hydrochloride

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250 MG

€29.20

1 G

€48.30

5 G

€158.00

10 G

€273.00

25 G

€560.00

€29.20


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About This Item

Empirical Formula (Hill Notation):
C7H15N5O4 · HCl
CAS Number:
Molecular Weight:
269.69
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352209
EC Number:
257-116-1
MDL number:
Beilstein/REAXYS Number:
3744166

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Product Name

Nω-Nitro-L-arginine methyl ester hydrochloride, ≥97% (TLC), powder

InChI key

QBNXAGZYLSRPJK-JEDNCBNOSA-N

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

SMILES string

Cl.COC(=O)[C@@H](N)CCCNC(=N)N[N+]([O-])=O

biological source

synthetic

assay

≥97% (TLC)

form

powder

color

white to off-white

mp

132 °C

solubility

H2O: 50 mg/mL

storage temp.

−20°C

Quality Level

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1 of 4

This Item
N5501I8021P7340
assay

≥97% (TLC)

assay

≥98% (TLC)

assay

≥97% (HPLC)

assay

≥98% (TLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

200

Quality Level

200

Quality Level

-

Quality Level

100

storage temp.

−20°C

storage temp.

-

storage temp.

−20°C

storage temp.

−20°C

solubility

H2O: 50 mg/mL

solubility

1 M HCl: 50 mg/mL, clear, colorless to faintly yellow

solubility

water: 50 mg/mL, clear, colorless

solubility

water: 50 mg/mL, clear, colorless

color

white to off-white

color

-

color

-

color

-

Application

Nω-Nitro-L-arginine methyl ester hydrochloride has been used:
  • to study the effects of brain-derived neurotrophic factor against neurotoxicity in rat cortical neurons[1]
  • to study its effect on far-infrared (FIR) enhanced microcirculation of rat skin[2]
  • to study its effect on leptin-induced regulation of myokine fibronectin type III domain containing five/irisin in murine myocytes and fat cells[3]
  • to study its effect on the levels of arginine vasopressin and neuronal nitric oxide synthase mRNA levels in hypothalamic paraventricular nucleus and supraoptic nucleus of rat[4]

Biochem/physiol Actions

Arginine analog that inhibits NO production.

General description

Nω-Nitro-L-argininemethyl ester hydrochloride or L -NAME HCl, ananalog of arginine, inhibits NO production. It has multiple effects on thevascular system. Inhibits relaxation induced by acetylcholine and induces anincrease in arterial blood pressure. Abolishes lecithinized superoxidedismutase induced vasodilation when used to pretreat aortic ring preparationsof mice. Induces leukocyte adhesion and increases microvascular fluid andprotein fluxes and permeability. It has also been used in many studies oflearning and memory.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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L B Zou et al.
Neuropharmacology, 37(3), 323-330 (1998-07-29)
We investigated the role of nitric oxide (NO) in learning and memory formation in a radial maze test, by using the NO synthase (NOS) inhibitors, NG-nitro-L-arginine methyl ester (L-NAME) and 7-nitroindazole (7-NI), and an NO precursor, L-arginine. Rats were trained
Amanda E Boe et al.
Circulation, 128(21), 2318-2324 (2013-10-05)
Long-term inhibition of nitric oxide synthase by L-arginine analogues such as N(ω)-nitro-l-arginine methyl ester (L-NAME) has been shown to induce senescence in vitro and systemic hypertension and arteriosclerosis in vivo. We previously reported that plasminogen activator inhibitor-1 (PAI-1)-deficient mice (PAI-1(-/-))
Biological effect of far-infrared therapy on increasing skin microcirculation in rats
Yu SY, et al.
Photodermatology, Photoimmunology & Photomedicine, 22(2), 78-86 (2006)
Anne-Clémence Vion et al.
Circulation research, 112(10), 1323-1333 (2013-03-29)
Endothelial activation and apoptosis release membrane-shed microparticles (EMP) that emerge as important biological effectors. Because laminar shear stress (SS) is a major physiological regulator of endothelial survival, we tested the hypothesis that SS regulates EMP release. EMP levels were quantified
P Kubes et al.
The American journal of physiology, 262(2 Pt 2), H611-H615 (1992-02-01)
We recently demonstrated that inhibitors of nitric oxide (NO) production cause a dramatic increase in leukocyte adherence and emigration in postcapillary venules. The objective of this study was to assess whether inhibition of NO production leads to vascular protein leakage

Articles

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

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Product Information Sheet

Questions

1–5 of 5 Questions  
  1. Following reconstitution, what is the recommended storage temperature and how long it will remain stable?

    1 answer
    1. The product is tested for solubility in water at 50mg/ml. Stock solutions may be stored in aliquots at -20°C for up to 4 months.

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  2. Is Product N5751, L-NAME hydrochloride, an inhibitor of Nitric Oxide Synthase (NOS)?

    1 answer
    1. L-NAME was described as a reversible, non-specific inhibitor of nitric oxide synthase by Khavandgar. S. et al., Pharmacol. Biochem. Behav., 74, 795 (2003).

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  3. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  4. How do I sterilize a prepared solution of Product N5751, L-NAME hydrochloride?

    1 answer
    1. Solutions of this product may be sterile-filtered.

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  5. What is the solution stability of Product N5751, L-NAME hydrochloride?

    1 answer
    1. Although we do not perform solution stability studies, one literature reference recommends keeping solutions on ice during the course of one day.

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