| Identification | More | [Name]
N'-Nitro-L-arginine-methyl ester hydrochloride | [CAS]
51298-62-5 | [Synonyms]
ARGININE(NO2)-OME HCL
H-ARG(NO2)-OME HCL
H-ARG(NO2)-OME HYDROCHLORIDE
L-NAME
L-NAME HCL
L-NAME HYDROCHLORIDE
L-NG-NITROARGININE METHYL ESTER HCL
L-NG-NITROARGININE METHYL ESTER HYDROCHLORIDE
N5-[IMINO(NITROAMINO)METHYL]-L-ORNITHINE, METHYL ESTER, MONOHYDROCHLORIDE
NG-NITRO-L-ARGININE-METHYL ESTER HCL
NG-NITRO-L-ARGININE METHYL ESTER HYDROCHLORIDE
N(G)-NITRO-L-ARGININE METHYL ESTER HYDROCHLORIDE SALT
NG-NO2-L-ARG-OME, HCL
NG-NO2-L-ARG-OME, HYDROCHLORIDE
NITRO-L-ARGININE METHYL ESTER HYDROCHLORIDE
N-NITRO-L-ARGININE METHYL ESTER HYDROCHLORIDE
N-OMEGA-NITRO-L-ARGININE METHYL ESTER HYDROCHLORIDE
N-OMEGA-NO2-L-ARG-OME, HCL
N-OMEGA-NO2-L-ARG-OME, HYDROCHLORIDE
S(+)-N5-[IMINO(NITROAMINO)METHYL]-L-ORNITHINE METHYL ESTER HYDROCHLORIDE | [EINECS(EC#)]
257-116-1 | [Molecular Formula]
C7H16ClN5O4 | [MDL Number]
MFCD00039052 | [Molecular Weight]
269.69 | [MOL File]
51298-62-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline | [Melting point ]
157-161 °C (dec.) | [alpha ]
14.5 º (c=3, CH3OH) | [refractive index ]
15 ° (C=3, MeOH) | [RTECS ]
RM2982570 | [storage temp. ]
2-8°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 Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [HS Code ]
29299090 |
| Hazard Information | Back Directory | [Description]
L-NAME requires hydrolysis of the methyl ester by cellular esterases to become a fully functional inhibitor (L-NNA).1 L-NNA exhibits some selectivity for inhibition of neuronal and endothelial isoforms. It exhibits Ki values of 15 nM, 39 nM, and 4.4 μM for nNOS (bovine), eNOS (human), and iNOS (mouse), respectively.2,3,4 The reported Ki value for the inhibition of iNOS ranges from 4-65 μM.3,5 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.6,7 | [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 | [storage]
Room temperature |
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