N-omega-Propyl-L-arginine

Base Information

• Chemical Name: N-omega-Propyl-L-arginine
• CAS No.: 137361-05-8
• Molecular Formula: C₉H₂₀N₄O₂
• Molecular Weight: 216.283
• Hs Code.: 2925290090
• UNII: G7F9U4R2AC
• DSSTox Substance ID: DTXSID30332245
• Nikkaji Number: J898.893E
• Wikipedia: N-Propyl-L-arginine
• Wikidata: Q27088088
• Pharos Ligand ID: NQGDUSRQWZ9A
• ChEMBL ID: CHEMBL107528
• Mol file: 137361-05-8.mol

Synonyms:N5-(imino(propylamino)methyl)-L-ornithine;N5-(imino(propylamino)methyl)ornithine

Chemical Property of N-omega-Propyl-L-arginine

Chemical Property:

• Vapor Pressure: 6.6E-08mmHg at 25°C
• Melting Point: 198-200?C
• Refractive Index: 1.549
• Boiling Point: 411 °C at 760 mmHg
• Flash Point: 202.4 °C
• PSA: 111.23000
• Density: 1.24 g/cm³
• LogP: 1.28430
• Storage Temp.: Desiccate at RT
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: -3.3
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 216.15862589
• Heavy Atom Count: 15
• Complexity: 218

Purity/Quality:

99% ^*data from raw suppliers

Nw-Propyl-L-Arginine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C,O
• Hazard Codes: C,O

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCN=C(N)NCCCC(C(=O)O)N
• Isomeric SMILES: CCCN=C(N)NCCC[C@@H](C(=O)O)N
• Description: Nω-Propyl-L-Arginine is a potent and selective inhibitor of neuronal nitric oxide synthase (nNOS). Nω-Propyl-L-Arginine is a competitive inhibitor of bovine nNOS having a Ki value of 57 nM. The Ki values for eNOS (bovine) and iNOS (murine) are 8.5 and 180 μM, respectively. Nω-propyl-L-Arginine therefore exhibits 3,000-fold and 150-fold selectivity for the neuronal isoform versus the inducible (murine) and endothelial (bovine) isoforms of NOS, respectively.
• Uses: Nω-Propyl-L-Arginine is a neuronal selective nitric oxide synthase inhibitor (1) and a highly selective competitive inhibitor and inactivator of all three isoforms of NOS (2,3). A highly selective competitive inhibitor and inactivator of all three isoforms of NOS.

Technology Process of N-omega-Propyl-L-arginine

There total 1 articles about N-omega-Propyl-L-arginine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 89.0%

Nω-allyl-L-arginine (139461-37-3) → N-propyl-L-arginine (137361-05-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 5h; under 760 Torr; Ambient temperature;

DOI:10.1021/ja964160f

upstream raw materials:

Nω-allyl-L-arginine

Refernces