N5751

N_ω-Nitro-L-arginine methyl ester hydrochloride

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

• Synonym(s): L-NAME HCl, L-NAME hydrochloride
• Empirical Formula (Hill Notation): C₇H₁₅N₅O₄ · HCl
• CAS Number: 51298-62-5
• Molecular Weight: 269.69
• Beilstein: 3744166
• EC Number: 257-116-1
• MDL number: MFCD00039052
• UNSPSC Code: 12352209
• PubChem Substance ID: 24278011
• NACRES: NA.77

Properties

• product name: N_ω-Nitro-L-arginine methyl ester hydrochloride, ≥97% (TLC), powder
• 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
• 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

Description

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.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves