N'-Nitro-L-arginine-methyl ester hydrochloride Nine Chongqing Chemdad Co. ，Ltd

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N'-Nitro-L-arginine-methyl ester hydrochloride

CAS No.：51298-62-5

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N'-Nitro-L-arginine-methyl ester hydrochloride Basic information

Product Name:	N'-Nitro-L-arginine-methyl ester hydrochloride
Synonyms:	L-NG-Nitroarginine Methyl Ester (L-NAME);Nω-Nitro-L-arginine methyl ester hydrochloride (L-NAME);L-Arg(NO2)-Ome·HCl;H-Aeg(NO2)-OMe.HCL;(S)-Methyl 2-amino-5-(3-nitroguanidino)-pentanoate hydrochloride;NG-nitro-L-Arg-OMe*HCl;L-Ornithine, N5-[imino(nitroamino)methyl]-, methyl ester, hydrochloride (1:1);2-(4-amino-5-oxohexyl)-1-nitroguanidine hydrochloride
CAS:	51298-62-5
MF:	C7H16ClN5O4
MW:	269.69
EINECS:	257-116-1
Product Categories:	Inhibitors;Arginine [Arg, R];Amino Acids and Derivatives;Amino hydrochloride;Nitric Oxide;Signalling;Amino Acids Derivatives;Amino Acids;Amino Acid Methyl Esters;Amino Acids (C-Protected);Biochemistry
Mol File:	51298-62-5.mol

N'-Nitro-L-arginine-methyl ester hydrochloride Chemical Properties

Melting point	157-161 °C (dec.)
alpha	14.5 º (c=3, CH3OH)
refractive index	15 ° (C=3, MeOH)
RTECS	RM2982570
storage temp.	-20°C
solubility	H₂O: 50 mg/mL
form	powder
color	white to off-white
Water Solubility	almost transparency
BRN	3744166
InChIKey	QBNXAGZYLSRPJK-JEDNCBNOSA-N
CAS DataBase Reference	51298-62-5(CAS DataBase Reference)

Safety Information

Hazard Codes	Xn
Risk Statements	22-36/37/38
Safety Statements	22-24/25-36-26
WGK Germany	3
HS Code	29299090

MSDS Information

Provider	Language
SigmaAldrich	English
ACROS	English

N'-Nitro-L-arginine-methyl ester hydrochloride Usage And Synthesis

Description	L-NAME requires hydrolysis of the methyl ester by cellular esterases to become a fully functional inhibitor (L-NNA). L-NNA exhibits some selectivity for inhibition of neuronal and endothelial isoforms. It exhibits K_i values of 15 nM, 39 nM, and 4.4 μM for nNOS (bovine), eNOS (human), and iNOS (mouse), respectively. The reported K_i value for the inhibition of iNOS ranges from 4-65 μM. 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.
Chemical Properties	Crystalline
Uses	Nitroarginine Methyl Ester Hydrochloride is used in the synthesis of N/CD13 inhibitors playing an important role in tumor invasion, metastatsis and angiogenesis. Also used in the preparation of spirocyclic lactam as a type II’ β-turn inducer.
Definition	ChEBI: A hydrochloride obtained by combining Ngamma-nitro-L-arginine methyl ester with one equivalent of hydrochloric acid.
General Description	More soluble analog of arginine and a competitive, slowly reversible inhibitor of endothelial nitric oxide synthase (IC₅₀ = 500 nM). Causes a prolonged inhibition of acetylcholine-induced relaxation of rat aortic rings (IC₅₀ = 400 nM).
Biological Activity	NO synthase inhibitor.
Biochem/physiol Actions	Primary TargeteNOS

N'-Nitro-L-arginine-methyl ester hydrochloride Preparation Products And Raw materials

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