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N-Propyl-L-arginine

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N-Propyl-l-arginine
Stereo, skeletal formula of N-propyl-L-arginine (S)
Names
Other names 2-Amino-5-pentanoic acid
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C9H20N4O2/c1-2-5-12-9(11)13-6-3-4-7(10)8(14)15/h7H,2-6,10H2,1H3,(H,14,15)(H3,11,12,13)Key: AOMXURITGZJPKB-UHFFFAOYSA-N
SMILES
  • CCCNC(=N)NCCCC(N)C(O)=O
Properties
Chemical formula C9H20N4O2
Molar mass 216.285 g·mol
log P 0.389
Acidity (pKa) 2.512
Basicity (pKb) 11.485
Related compounds
Related alkanoic acids
Related compounds Acecarbromal
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

N-Propyl-l-arginine, or more properly N-propyl-l-arginine (NPA), is a selective inhibitor of neuronal nitric oxide synthase (nNOS).

  1. Zhang, Henry Q.; Fast, Walter; Marletta, Michael A.; Martasek, Pavel; Silverman, Richard B. (1997-11-01). "Potent and Selective Inhibition of Neuronal Nitric Oxide Synthase by N ω -Propyl- l -arginine". Journal of Medicinal Chemistry. 40 (24): 3869–3870. doi:10.1021/jm970550g. ISSN 0022-2623. PMID 9397167.


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