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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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
Product Name
Nω-Nitro-L-arginine methyl ester hydrochloride, ≥97% (TLC), powder
biological source
synthetic
Quality Level
assay
≥97% (TLC)
form
powder
color
white to off-white
mp
132 °C
solubility
H2O: 50 mg/mL
storage temp.
−20°C
SMILES string
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
InChI key
QBNXAGZYLSRPJK-JEDNCBNOSA-N
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.
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
- 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
Biochem/physiol Actions
Arginine analog that inhibits NO production.
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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Articles
DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research