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CAS 50903-99-6

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NG-Nitro-L-arginine methyl ester

Description:
NG-Nitro-L-arginine methyl ester (L-NAME) is a synthetic compound that serves as a selective inhibitor of nitric oxide synthase (NOS), an enzyme responsible for the production of nitric oxide (NO) in the body. It is characterized by its nitro group, which is attached to the guanidine nitrogen of the L-arginine structure, enhancing its ability to inhibit NOS activity. L-NAME is often utilized in pharmacological research to study the role of nitric oxide in various physiological and pathological processes, including cardiovascular function and neurotransmission. The compound is typically administered in a salt form, which can influence its solubility and bioavailability. In terms of physical properties, L-NAME is generally a white to off-white crystalline powder, soluble in water and organic solvents. Its mechanism of action involves competitive inhibition, leading to decreased NO production, which can have significant effects on vascular tone and blood pressure regulation. Due to its role in modulating nitric oxide levels, L-NAME is also investigated for its potential therapeutic applications in various diseases.
Formula:C7H15N5O4
InChI:InChI=1S/C7H15N5O4/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)/t5-/m0/s1
InChI key:InChIKey=KCWZGJVSDFYRIX-YFKPBYRVSA-N
SMILES:[C@H](CCCNC(NN(=O)=O)=N)(C(OC)=O)N
Synonyms:
  • Nω-Nitro-L-arginine methyl ester
  • L-Ornithine, N5-[imino(nitroamino)methyl]-, methyl ester
  • NG-Nitro-L-arginine methyl ester
  • N-Nitro-L-arginine methyl ester
  • L-NAME
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