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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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About This Item

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

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

200

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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.

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN3824
BCCN3823
BCCN0086
BCCM0361
BCCL3884

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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

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    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

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

    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. 

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

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

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

    Solutions of this product may be sterile-filtered.

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

    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).

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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
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
Nitric oxide mediates feedback inhibition in angiotensin II-induced upregulation of vasopressin mRNA
Zhang L, et al.
Peptides, 30(5), 913-917 (2009)
Andrew G Masoud et al.
The Journal of clinical investigation, 130(1), 94-107 (2019-11-19)
Sustained, indolent immune injury of the vasculature of a heart transplant limits long-term graft and recipient survival. This injury is mitigated by a poorly characterized, maladaptive repair response. Vascular endothelial cells respond to proangiogenic cues in the embryo by differentiation
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Product Information Sheet - N5751

Product Information Sheet

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