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N'-Nitro-L-arginine

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N'-Nitro-L-arginine Basic information

Product Name:
N'-Nitro-L-arginine
Synonyms:
  • (+)-nc-nitroarginine
  • H-Arg(NO2)-OH
  • Nω-Nitro-L-arginine
  • N5-(Nitroamidino)-L-2,5-diaminopentanoic acid
  • NG-NO2-L-Arg
  • L-NNA
  • L-NO2ARG
  • L-NOARG
CAS:
2149-70-4
MF:
C6H13N5O4
MW:
219.2
EINECS:
218-418-9
Product Categories:
  • Arginine [Arg, R]
  • Amino Acids and Derivatives
  • Amino Acids Derivatives
  • Amino Acids
  • Nitric Oxide
Mol File:
2149-70-4.mol
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N'-Nitro-L-arginine Chemical Properties

Melting point:
257 °C (dec.)(lit.)
alpha 
23.5 º (c=4, 2N HCl 24 ºC)
Boiling point:
360°C (rough estimate)
Density 
1.4177 (rough estimate)
refractive index 
1.8000 (estimate)
RTECS 
RM2982100
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
DMF: <50 μg/ml; DMSO: <50 μg/ml; Ethanol: <50 μg/ml; PBS pH 7.2: 1 mg/ml
pka
2.49±0.24(Predicted)
form 
powder to crystal
color 
White to Almost white
Water Solubility 
Soluble to 5 mM in water
BRN 
1728914
InChIKey
MRAUNPAHJZDYCK-BYPYZUCNSA-N
CAS DataBase Reference
2149-70-4(CAS DataBase Reference)
EPA Substance Registry System
L-Ornithine, N5-[imino(nitroamino)methyl]- (2149-70-4)
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Safety Information

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

MSDS

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N'-Nitro-L-arginine Usage And Synthesis

Chemical Properties

WHITE TO OFF-WHITE POWDER

Uses

Nω-Nitro-L-arginine is an inhibitor for nitric oxide synthase and is used in the study of bacterium to determine effective treatments. Used in the study of MRSA (Methicillin-Resistant Staphylococcus Aureus).

Definition

ChEBI: N(gamma)-nitro-L-arginine is an L-arginine derivative that is L-arginine in which the terminal nitrogen of the guanidyl group is replaced by a nitro group. It is a L-arginine derivative, a N-nitro compound, a member of guanidines and a non-proteinogenic L-alpha-amino acid.

Hazard

A reproductive hazard.

Biological Activity

NO synthase inhibitor.

Biochem/physiol Actions

Nω-Nitro-L-arginine/L-NNA helps to reduce the levels of cortical hyperemia and brain cGMP occurring due to hypercapnia.

Safety Profile

Experimental reproductiveeffects. When heated to decomposition it emits toxicvapors of NOx.

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