L-NAME (Synonyms: NG-Nitroarginine methyl ester)

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L-NAME inhibits NOS with an IC₅₀ of 70 μM. L-NAME is a precursor to NOS inhibitor L-NOARG which has an IC₅₀ value of 1.4 μM. L-NAME requires hydrolysis of the methyl ester by cellular esterases to become a fully functional inhibitor. L-NAME can be used to induce hypertension and preeclampsia models.

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CAS No. : 50903-99-6

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Other In-stock Forms of L-NAME:

L-NAME hydrochloride

Other Forms of L-NAME:

L-NAME hydrochloride In-stock

78 Publications Citing Use of MCE L-NAME

: L-NAME purchased from MedChemExpress. Usage Cited in: Biomed Pharmacother. 2023 May:161:114484. [Abstract]; L-NAME (10 mg/kg; i.p.; single daily for 7 days; pretreat) alleviates Candesartan-induced glomerular shrinkage and renal tubular necrosis and detachment, in low-salt rats.

: L-NAME purchased from MedChemExpress. Usage Cited in: Exp Ther Med. 2018 Aug;16(2):1079-1086. [Abstract]; Effect of L-name on the expression of eNOS, HSP90, Nrf2, Nqo1 and HO-1 in a rat model of spinal cord injury (SCI).

: L-NAME purchased from MedChemExpress. Usage Cited in: Bosn J Basic Med Sci. 2017 May 20;17(2):132-137. [Abstract]; Effects of Akt/adenosine monophosphate-activated protein kinaseon CGP 48933 (VAL)-mediated endothelial nitric oxide (NO) synthase (eNOS) phosphorylation and NO production in human umbilical vein endothelial cells (HUVECs). (A) The variation of VAL (10 μM)-induced eNOS activation after HUVECs are incubated with LY294002 [LY] (10 μM), Compound C (1 μM), L-NAME (500 μM) for 3 hours. (B)The variation of VAL (10 μM)-induced nitric oxide (NO) productionafter HUVECs are incubated with LY294002 (10 μM),

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Biological Activity
Purity & Documentation
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Description

Cellular Effect

Cell Line	Type	Value	Description	References
BV-2	IC₅₀	13.35 μM Compound: L-NAME	Inhibition of iNOS-mediated nitric oxide production in LPS-stimulated mouse BV2 cells measured after 24 hrs of post-stimulation by Griess reaction method Inhibition of iNOS-mediated nitric oxide production in LPS-stimulated mouse BV2 cells measured after 24 hrs of post-stimulation by Griess reaction method	[PMID: 22115618]
BV-2	IC₅₀	18.9 μM Compound: L-NAME	Inhibition of Nitric oxide synthase activity in mouse BV2 cells assessed as LPS-induced NO production after 24 hrs by Griess reaction Inhibition of Nitric oxide synthase activity in mouse BV2 cells assessed as LPS-induced NO production after 24 hrs by Griess reaction	[PMID: 21377368]
BV-2	IC₅₀	20.1 μM Compound: L-NAME	Inhibition of nitric oxide synthase in mouse BV2 cells assessed as inhibition of LPS-induced NO production Inhibition of nitric oxide synthase in mouse BV2 cells assessed as inhibition of LPS-induced NO production	[PMID: 18161942]
BV-2	IC₅₀	24.7 μM Compound: NAME	Inhibition of LPS-induced NO production in mouse BV2 cells preincubated for 1 hr followed by LPS addition measured after 24 hrs by Griess assay Inhibition of LPS-induced NO production in mouse BV2 cells preincubated for 1 hr followed by LPS addition measured after 24 hrs by Griess assay	[PMID: 27588326]
BV-2	IC₅₀	25.8 μM Compound: L-NAME	Inhibition of iNOS-mediated NO production in LPS-induced mouse BV2 cells Inhibition of iNOS-mediated NO production in LPS-induced mouse BV2 cells	[PMID: 18926710]
BV-2	IC₅₀	25.8 μM Compound: L-NAME	Antiinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced iNOS-dependent nitrite production after 24 hrs by Griess method Antiinflammatory activity in mouse BV2 cells assessed as inhibition of LPS-induced iNOS-dependent nitrite production after 24 hrs by Griess method	[PMID: 21028898]
BV-2	IC₅₀	36 μM Compound: L-NAME	Inhibition of NOS-dependent nitric oxide production in mouse BV2 cells Inhibition of NOS-dependent nitric oxide production in mouse BV2 cells	[PMID: 17046255]
DLD-1	IC₅₀	14 μM Compound: 2b	Ability to inhibit conversion of [3H]L-Arg to [3H]L-citrulline catalyzed by inducible NOS (i NOS) from human DLD-1 cells Ability to inhibit conversion of [3H]L-Arg to [3H]L-citrulline catalyzed by inducible NOS (i NOS) from human DLD-1 cells	[PMID: 11327580]
DLD-1	IC₅₀	300 mM Compound: 2b	Inhibitory concentration against nitric oxide synthesis in intact DLD-1 cells Inhibitory concentration against nitric oxide synthesis in intact DLD-1 cells	[PMID: 11327580]
DLD-1	IC₅₀	> 300 μM Compound: 2'	Inhibitory activity against synthesis of inducible nitric oxide synthase by DLD-1 cells Inhibitory activity against synthesis of inducible nitric oxide synthase by DLD-1 cells	[PMID: 12620067]
HUVEC	IC₅₀	2.7 μM Compound: 2b	Ability to inhibit conversion of [3H]L-Arg to [3H]L-citrulline catalyzed by endothelial NOS (e NOS) from HUVEC cells Ability to inhibit conversion of [3H]L-Arg to [3H]L-citrulline catalyzed by endothelial NOS (e NOS) from HUVEC cells	[PMID: 11327580]
J774.A1	IC₅₀	73.18 μM Compound: L-NAME	Antiinflammatory activity in mouse J774A1 cells assessed as inhibition of LPS-induced NO production incubated for 1 hr prior to LPS challenge measured after 24 hrs by Griess method Antiinflammatory activity in mouse J774A1 cells assessed as inhibition of LPS-induced NO production incubated for 1 hr prior to LPS challenge measured after 24 hrs by Griess method	[PMID: 24909081]
J774.A1	IC₅₀	73.18 μM Compound: L-NAME	Inhibition of LPS-induced NO production in mouse J774A1 cells compound preincubated for 1 hr before LPS treatment by Griess reaction Inhibition of LPS-induced NO production in mouse J774A1 cells compound preincubated for 1 hr before LPS treatment by Griess reaction	[PMID: 25113933]
J774.A1	IC₅₀	73.18 μM Compound: L-NAME	Inhibition of LPS-induced nitric oxide production in mouse J774A.1 cells pre-incubated for 1 hr followed by LPS stimulation for 24 hrs by Griess reagent based assay Inhibition of LPS-induced nitric oxide production in mouse J774A.1 cells pre-incubated for 1 hr followed by LPS stimulation for 24 hrs by Griess reagent based assay	[PMID: 25824662]
N9	IC₅₀	0.63 mM Compound: L-NAME	Antiinflammatory activity against mouse N9 cells assessed as inhibition of LPS/IFN-gamma-induced nitrite accumulation treated 1 hr before LPS challenge assessed after 24 hrs Antiinflammatory activity against mouse N9 cells assessed as inhibition of LPS/IFN-gamma-induced nitrite accumulation treated 1 hr before LPS challenge assessed after 24 hrs	[PMID: 11087610]
RAW264.7	IC₅₀	116.2 μM Compound: L-NAME	Antiinflammatory activity against mouse RAW264.7 assessed as inhibition of IFN-gamma-induced NO production after 24 hrs Antiinflammatory activity against mouse RAW264.7 assessed as inhibition of IFN-gamma-induced NO production after 24 hrs	[PMID: 11000020]
RAW264.7	IC₅₀	170.04 μM Compound: L-NAME	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs by Griess method Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production after 24 hrs by Griess method	[PMID: 23566521]
RAW264.7	IC₅₀	198.3 μM Compound: L-NAME	Antiinflammatory activity against mouse RAW264.7 assessed as inhibition of LPS-induced NO production after 24 hrs Antiinflammatory activity against mouse RAW264.7 assessed as inhibition of LPS-induced NO production after 24 hrs	[PMID: 11000020]
RAW264.7	IC₅₀	23.21 μM Compound: 9a, L-NAME	Anti-inflammatory activity in Mus musculus (mouse) RAW264.7 cells assessed as inhibition of IFN-gamma/LPS-induced NO production after 17 to 20 hr by Griess assay Anti-inflammatory activity in Mus musculus (mouse) RAW264.7 cells assessed as inhibition of IFN-gamma/LPS-induced NO production after 17 to 20 hr by Griess assay	10.1007/s00044-011-9706-1
RAW264.7	IC₅₀	26.21 μM Compound: L-NAME	Anti-inflammatory activity in Mus musculus (mouse) RAW264.7 cells assessed as inhibition of IFN-gamma/LPS-induced nitric oxide production after 17 to 20 hr by Griess assay Anti-inflammatory activity in Mus musculus (mouse) RAW264.7 cells assessed as inhibition of IFN-gamma/LPS-induced nitric oxide production after 17 to 20 hr by Griess assay	10.1007/s00044-010-9521-0
RAW264.7	IC₅₀	27.13 μM Compound: L-NAME	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of IFN-gamma/LPS-stimulated nitric oxide production after 17 to 20 hrs by Griess assay Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of IFN-gamma/LPS-stimulated nitric oxide production after 17 to 20 hrs by Griess assay	[PMID: 19359068]
RAW264.7	IC₅₀	30.6 μM Compound: L-Name	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production preincubated for 2 hrs followed by LPS stimulation measured after 18 hrs by Griess assay Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production preincubated for 2 hrs followed by LPS stimulation measured after 18 hrs by Griess assay	[PMID: 28099011]
RAW264.7	IC₅₀	48.5 μM Compound: L-NAME	Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells preincubated with compound for 1 hr before exposure to LPS measured after 24 hrs by Griess reaction method Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells preincubated with compound for 1 hr before exposure to LPS measured after 24 hrs by Griess reaction method	[PMID: 21435874]
RAW264.7	IC₅₀	53.6 μM Compound: L-NAME	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production incubated for 1 hr prior to LPS-challenge measured after 24 hrs by Greiss assay Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production incubated for 1 hr prior to LPS-challenge measured after 24 hrs by Greiss assay	[PMID: 25412141]
RAW264.7	IC₅₀	58.4 μM Compound: L-NAME	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitirc oxide production pretreated followed by LPS challenge and measured after 24 hrs by Griess assay Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced nitirc oxide production pretreated followed by LPS challenge and measured after 24 hrs by Griess assay	[PMID: 32319765]
RAW264.7	IC₅₀	69.21 μM Compound: L-NAME	Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production incubated for 1 hr prior to LPS challenge measured after 24 hrs by Griess method Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production incubated for 1 hr prior to LPS challenge measured after 24 hrs by Griess method	[PMID: 24909081]
RAW264.7	IC₅₀	69.21 μM Compound: L-NAME	Inhibition of LPS-induced NO production in mouse RAW264.7 cells compound preincubated for 1 hr before LPS treatment by Griess reaction Inhibition of LPS-induced NO production in mouse RAW264.7 cells compound preincubated for 1 hr before LPS treatment by Griess reaction	[PMID: 25113933]
RAW264.7	IC₅₀	69.21 μM Compound: L-NAME	Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells pre-incubated for 1 hr followed by LPS stimulation for 24 hrs by Griess reagent based assay Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells pre-incubated for 1 hr followed by LPS stimulation for 24 hrs by Griess reagent based assay	[PMID: 25824662]

In Vitro

L-arginine analogues are widely used inhibitors of nitric oxide synthase (NOS) activity, with N^w-nitro-L-arginine methyl ester (L-NAME) being at the head^[2]. Freshly dissolved L-NAME is a 50 fold less potent inhibitor of purified brain NOS (mean IC₅₀= 70 μM) than L-NOARG (IC₅₀= 1.4 μM), but the apparent inhibitory potency of L-NAME approached that of L-NOARG upon prolonged incubation at neutral or alkaline pH. HPLC analyses reveal that NOS inhibition by L-NAME closely correlated with hydrolysis of the drug to L-NOARG^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Note:
Please do not refer to only one article to determine the experimental conditions. It is recommended to determine the optimal experimental conditions (animal strain, age, dosage, frequency and cycle, detection time and indicators, etc.) through preliminary experiments before the formal experiment.

L-NAME hydrochloride can be used to induce hypertension models^[6].

Induction of hypertension Model^[6]

Background

L-NAME hydrochloride decreases nitric oxide (NO) release with an inhibition competence in endothelial nitric oxide synthase (eNOS) in animals.

Specific Modeling Methods

Mice: Swiss Webster • male • 6-week-old
Administration: 400 mg/kg • ip • once daily for 7 days

Modeling Indicators

Body quality changes: Induced hypertension with body weight loss and high blood pressure.

2. Induction of preeclampsia^[8]

Background

L-NAME induces preeclampsia by reducing the production of nitric oxide through inhibiting nitric oxide synthase, triggering a series of changes such as vasoconstriction, placental dysfunction, inflammatory response, and anti-angiogenesis.

Specific Modeling Methods

Mice: CBA x C57BL/6 pregnant female mice • 6-16 weeks old
Administration: subcutaneous injection • 50 mg/kg/day • E7.5 to E17.5

Modeling Indicators

Elevated blood pressure, impaired fetal and placental growth, and increased circulating endothelin-1 (vasoconstrictor), soluble fms-like tyrosine kinase-1 (anti-angiogenic factor), and C-reactive protein (inflammatory marker).

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Clinical Trial

Molecular Weight

233.23

Formula

C₇H₁₅N₅O₄

CAS No.

50903-99-6

SMILES

N[C@@H](CCCNC(N[N+]([O-])=O)=N)C(OC)=O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

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. [Content Brief]

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

[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. [Content Brief]

[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. [Content Brief]

[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. [Content Brief]

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

[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. [Content Brief]

[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. [Content Brief]

L-NAME Related Classifications

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Keywords:

L-NAME50903-99-6NG-Nitroarginine methyl esterNO SynthaseNitric oxide synthasesNOSInhibitorinhibitorinhibit

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L-NAME (Synonyms: NG-Nitroarginine methyl ester)

Other Forms of L-NAME:

L-NAME Related Antibodies

78 Publications Citing Use of MCE L-NAME

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References

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L-NAME Related Antibodies

L-NAME Related Classifications

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