L-NAME hydrochloride

SKU:BHB21902494
Research Validated
Overview
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L-NAME hydrochloride (CAS 51298-62-5) is an inhibitor supplied as a solid. Relevant to Immunology/Inflammation research. Molecular formula C7H16ClN5O4, molecular weight 269.69 g/mol. Also known as NG-Nitroarginine methyl ester hydrochloride.
Purity 99.89%
CAS Number 51298-62-5
Molecular Weight 269.69 g/mol
Form Solid
Storage -20°C as supplied; in solvent -80°C
Options selector
Catalog no. Size
HY-18729A-100MG 100 mg
HY-18729A-500MG 500 mg
HY-18729A-1G 1 g
HY-18729A-5G 5 g
HY-18729A-10G 10 g
HY-18729A-25G 25 g
HY-18729A-50G 50 g
HY-18729A-1MLX10MMWATER 1 mL x 10 mM (in Water)
Available Options

Select the variant that best fits your experiment. Availability and lead time may vary by option.

  • Options: Size: 100 mg, 500 mg, 1 g, 5 g, 10 g, 25 g, 50 g, 1 mL x 10 mM (in Water)
  • Lead time: shown per option in the variant selector.
  • Storage: -20°C, sealed storage, away from moisture. In solvent: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture).
  • Shipping: Room temperature in continental US; may vary elsewhere.
  • Upon receipt: transfer to -20°C as soon as possible.
Field Specification
Alternative names NG-Nitroarginine methyl ester hydrochloride
CAS no. 51298-62-5
Applications
  • Functional Assay (In Vitro)
Molecular weight 269.69
Molecular formula C7H16ClN5O4
Purity 99.89%
SMILES N[C@@H](CCCNC(N[N+]([O-])=O)=N)C(OC)=O.[H]Cl
Form Solid
Storage -20°C, sealed storage, away from moisture. In solvent: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture).
Shipping Room temperature in continental US; may vary elsewhere.
Catalog no. (Mfr.) HY-18729A
Main SKU BHB21902494
Inhibitors

Compound Overview

L-NAME hydrochloride, also known as NG-Nitroarginine methyl ester hydrochloride, inhibits NOS with an IC50 of 70 μM. It is a precursor to the NOS inhibitor L-NOARG, which has an IC50 value of 1.4 μM, and it requires hydrolysis of its methyl ester by cellular esterases to become a fully functional inhibitor. It can be used to induce hypertension and preeclampsia models. It is supplied as a white to off-white solid (C7H16ClN5O4, MW 269.69) at 99.89% purity.

Physical & Chemical Properties

CAS Number 51298-62-5
Molecular Formula C7H16ClN5O4
Molecular Weight 269.69 g/mol
Purity 99.89%
Appearance Solid
Color White to off-white
SMILES N[C@@H](CCCNC(N[N+]([O-])=O)=N)C(OC)=O.[H]Cl
Signaling Pathway Immunology/Inflammation
Solubility In Vitro: H2O: 100 mg/mL (370.80 mM; Requires sonication)
DMSO: 100 mg/mL (370.80 mM; Requires sonication; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Storage -20°C, sealed storage, away from moisture. In solvent: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture).
Shipping Room temperature in continental US; may vary elsewhere.

Biological Activity

IC50 & Target

IC50: 70 μM (NOS)[1]

Literature Cited

Sources cited in this description and in the In Vitro & In Vivo Data tab. Peer-reviewed publications that used this product are listed under References.

[1]. Pfeiffer S, et al. Inhibition of nitric oxide synthesis by NG-nitro-L-arginine methyl ester (L-NAME): requirement forbioactivation to the free acid, NG-nitro-L-arginine. Br J Pharmacol. 1996 Jul;118(6):1433-40.

[2]. Kopincová J, et al. L-NAME in the cardiovascular system - nitric oxide synthase activator? Pharmacol Rep. 2012;64(3):511-20.

[3]. Lo HC, et al. The Nitric Oxide Synthase Inhibitor NG-Nitro-L-Arginine Methyl Ester Diminishes the Immunomodulatory Effects of Parental Arginine in Rats with Subacute Peritonitis. PLoSOne. 2016 Mar 23;11(3):e0151973.

[4]. Luo H, et al. Effect of nitric oxide synthase inhibitor L-NAME on fear extinction in rats: a task-dependent effect. Neurosci Lett. 2014 Jun 20;572:13-8.

[5]. Ocsan RJ, et al. Chronic NG-nitro-l-arginine methyl ester (L-NAME) administration in C57BL/6J mice induces a sustained decrease in c-kit positive cells during development of cardiac hypertrophy. J Physiol Pharmacol. 2013 Dec;64(6):727-36.

[6]. V A Peotta, et al. Cardiovascular neural reflexes in L-NAME-induced hypertension in mice. Hypertension. 2001, 38, 3.

[7]. Xiaofei Li, et al. Fucoidan from Undaria pinnatifida prevents vascular dysfunction through PI3K/Akt/eNOS-dependent mechanisms in the l-NAME-induced hypertensive rat model. Food Funct. 2016, 7, 5.

[8]. de Alwis N, et al. The L-NAME mouse model of preeclampsia and impact to long-term maternal cardiovascular health. Life Sci Alliance. 2022 Aug 5;5(12):e202201517.

Safety

For Research Use Only. Not for use in diagnostic or therapeutic procedures, and not for human or veterinary use. Handle in accordance with the Safety Data Sheet and your institution's chemical hygiene plan.

In Vitro

SolventSolubilityNotes
H2O100 mg/mL (370.80 mM)requires sonication
DMSO100 mg/mL (370.80 mM)requires sonication; use freshly opened DMSO (absorbed moisture lowers solubility)

Aliquot the stock solution and store it at -80°C (up to 6 months) or -20°C (up to 1 month); sealed storage, away from moisture; avoid repeated freeze-thaw cycles.

If water is used as the stock solvent, dilute to the working solution and sterilize it through a 0.22 μm filter before use.

In Vivo

Choose the formulation that suits the animal model and route of administration. Percentages are volume ratios of the final working solution. Prepare the working solution fresh on the day of dosing; if precipitation or phase separation occurs, gentle warming or sonication can help.

Direct preparation of the working solution

These formulations are prepared directly, without a DMSO stock; use them promptly after preparation.

Protocol 1

CompositionPBS
Result140 mg/mL (519.11 mM); clear solution; requires sonication

Data provided by the manufacturer.

In Vitro

L-arginine analogues are widely used as inhibitors of nitric oxide synthase (NOS) activity, and Nw-nitro-L-arginine methyl ester (L-NAME) is the leading example[2]. Against purified brain NOS, freshly dissolved L-NAME is a 50 fold weaker inhibitor (mean IC50= 70 μM) than L-NOARG (IC50= 1.4 μM), yet the apparent inhibitory potency of L-NAME approached that of L-NOARG after prolonged incubation at neutral or alkaline pH. HPLC analyses show a close correlation between hydrolysis of L-NAME to L-NOARG and NOS inhibition by L-NAME[1].

In Vivo

Animal ModelMale Sprague-Dawley (SD) rats [7]
Dosage40 mg/kg, 5 weeks
Administrationdrinking water
ResultInduced hypertension with body weight loss and high blood pressure.

Data provided by the manufacturer. Numbered citations refer to the Literature Cited list in the product description.

Q.Can this be used in humans or for diagnostics?
A.No. This product is supplied For Research Use Only. It is not for diagnostic or therapeutic procedures and not for human or veterinary use.

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Thrombospondin-1 Regulates Trophoblast Necroptosis via NEDD4-Mediated Ubiquitination of TAK1 in Preeclampsia. Adv Sci (Weinh) 2024 Jun;11(21):e2309002. PMID: 38569496

Histone deacetylase 3 inhibition alleviates type 2 diabetes mellitus-induced endothelial dysfunction via Nrf2. Cell Commun Signal 2021 Mar 18;19(1):35. PMID: 33736642

Triterpenoid saponins from Ilex pubescens promote blood circulation in blood stasis syndrome by regulating sphingolipid metabolism and the PI3K/AKT/eNOS signaling pathway. Phytomedicine 2022 Sep:104:154242. PMID: 35728385

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