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N5751 Sigma-Aldrich

Nω-Nitro-L-arginine methyl ester hydrochloride

≥98% (TLC), powder

Synonym: L-NAME hydrochloride

  • CAS Number 51298-62-5

  • Empirical Formula (Hill Notation) C7H15N5O4 · HCl

  • Molecular Weight 269.69

  •  Beilstein/REAXYS Number 3744166

  •  EC Number 257-116-1

  •  MDL number MFCD00039052

  •  PubChem Substance ID 24278011

  •  NACRES NA.77

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Properties

Related Categories Amino Acids & Derivatives, Application Index, Arginine, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules,
Quality Level   200
biological source   synthetic
assay   ≥98% (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

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

Packaging

1, 5, 10, 25 g in poly bottle

250 mg in poly bottle

Biochem/physiol Actions

An analog of arginine that inhibits NO production. It has multiple effects on the vascular system. Inhibits relaxation induced by acetylcholine and induces an increase in arterial blood pressure. Abolishes lecithinized superoxide dismutase induced vasodilation when used to pretreat aortic ring preparations of mice. Induces leukocyte adhesion and increases microvascular fluid and protein fluxes and permeability. It has also been used in many studies of learning and memory.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

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Frequently Asked Questions

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.
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.
How do I find price and availability?
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.
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.
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.
How do I sterilize a prepared solution of Product N5751, L-NAME hydrochloride?
Solutions of this product may be sterile-filtered.
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).
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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Exposure to harsh conditions, cellular damage, and other factors can cause stress on cells. Stress attributed directly and indirectly to oxygen is referred to as oxidative stress, which is imposed on...
Keywords: Antimicrobials, Bioactive small molecules, Cancer, Diseases, Neurodegenerative Diseases, Oxidations

Peer-Reviewed Papers
15

References

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