L-NAME hydrochloride | 2356

A pro-drug of L- NG-Nitro-L-arginine (L-NOARG). Hydrolysis of the methyl ester of L-NAME by cellular esterases converts it into a fully functional L-NOARG that exhibits some selectivity for inhibition of neuronal and endothelial NOS isoforms (Ki values of 15 nM, 39 nM, and 4.4 µM for nNOS (bovine), eNOS (human), and iNOS (mouse), respectively). L-NAME inhibits cGMP formation in endothelial cells with an IC₅₀ of 3.1 µM (in the presence of 30 µM arginine) and reverses the vasodilation effects of acetylcholine in rat aorta rings with an EC₅₀ of 0.54 µM.

L-NAME is a pro-drug of L- NG-Nitro-L-arginine (L-NOARG). Hydrolysis of the methyl ester of L-NAME by cellular esterases converts it into a fully functional L-NOARG that exhibits some selectivity for inhibition of neuronal and endothelial NOS isoforms (Ki values of 15 nM, 39 nM, and 4.4 µM for nNOS (bovine), eNOS (human), and iNOS (mouse), respectively).

2356 | L-NAME hydrochloride DataSheet

Alternate Name/Synonyms: NG-Nitro-L-arginine methyl ester hydrochloride

Appearance: White solid

Formulation: N/A

CAS Number: 51298-62-5

Structure Available?: Yes

Peptide sequence: H-Arg(NO2)-OMeHCl

Salt Form: Yes

Molecular Formula: C₇H₁₅N₅O₄.HCl

Molecular Weight: 269.69

Cell-Permeable?: Yes

Purity: ≥98%

Solubilities: DMSO (~ 5 mg/ml) or H2O (~50 mg/ml)

Handling: Protect from air and moisture

Country of Origin: USA

Tag Line: A pro-drug of the NOS inhibitor L- NG-Nitro-L-arginine

MDL Number: MFCD00039052

PubChem CID: 135193

SMILES: COC(=O)C(CCCN=C(N)N[N+](=O)[O-])N.Cl

InChi: 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