Nω-Nitro-L-argininemethylesterhydrochloride , 10mMinWater , 51298-62-5

Synonym(s):
L-NAME hydrochloride;N ^ω-NO₂-L-Arg-OMe, N ^G-NO₂-L-Arg-OMe, L-NAME, HCl;N^ω-NO₂-L-Arg-OMe, N^G-NO₂-L-Arg-OMe, L-NAME, HCl;N^G-Nitro-L-arginine Methyl Ester, Hydrochloride - CAS 51298-62-5 - Calbiochem

CAS NO.：51298-62-5

Empirical Formula: C7H16ClN5O4

Molecular Weight: 269.69

MDL number: MFCD00039052

EINECS: 257-116-1

PRODUCT 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
• biological source: synthetic
• Water Solubility: almost transparency
• BRN: 3744166
• 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
• InChIKey: QBNXAGZYLSRPJK-JEDNCBNOSA-N
• SMILES: Cl.COC(=O)[C@@H](N)CCCNC(=N)N[N+]([O-])=O
• CAS DataBase Reference: 51298-62-5(CAS DataBase Reference)

Description and Uses

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.

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.

Safety

• Symbol(GHS): GHS07
• Signal word: Warning
• Hazard statements: H302-H315-H319
• Precautionary statements: P261-P305+P351+P338
• PPE: Eyeshields, Gloves, type N95 (US)
• Hazard Codes: Xn
• Risk Statements: 22-36/37/38
• Safety Statements: 22-24/25-36-26
• WGK Germany: 3
• HS Code: 29299090
• Storage Class: 11 - Combustible Solids