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Merck

N5751

Sigma-Aldrich

Nω-Nitro-L-arginine methyl ester hydrochloride

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

Sinónimos:

L-NAME HCl, L-NAME hydrochloride

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About This Item

Fórmula empírica (notación de Hill):
C7H15N5O4 · HCl
Número de CAS:
Peso molecular:
269.69
Beilstein:
3744166
Número CE:
Número MDL:
Código UNSPSC:
12352209
ID de la sustancia en PubChem:
NACRES:
NA.77

Nombre del producto

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

origen biológico

synthetic

Nivel de calidad

Ensayo

≥97% (TLC)

Formulario

powder

color

white to off-white

mp

132 °C

solubilidad

H2O: 50 mg/mL

temp. de almacenamiento

−20°C

cadena SMILES

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

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

Clave InChI

QBNXAGZYLSRPJK-JEDNCBNOSA-N

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Descripción general

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.

Aplicación

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
  • to study its effect on far-infrared (FIR) enhanced microcirculation of rat skin
  • to study its effect on leptin-induced regulation of myokine fibronectin type III domain containing five/irisin in murine myocytes and fat cells
  • 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

Acciones bioquímicas o fisiológicas

Arginine analog that inhibits NO production.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

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
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
Lisa Nguy et al.
American journal of physiology. Regulatory, integrative and comparative physiology, 304(9), R744-R752 (2013-03-22)
Rats with adenine-induced chronic renal failure (A-CRF) develop metabolic and cardiovascular abnormalities resembling those in patients with chronic kidney disease. The aim of this study was to investigate the mechanisms of hypertension in this model and to assess aortic stiffness
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
Biological effect of far-infrared therapy on increasing skin microcirculation in rats
Yu SY, et al.
Photodermatology, Photoimmunology & Photomedicine, 22(2), 78-86 (2006)

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