400600

L-N⁵-(1-Iminoethyl)ornithine, Dihydrochloride

A cell-permeable, more potent inhibitor of endothelial nitric oxide synthase compared to other arginine analogs such as L-NAME and L-NMMA.

• Synonym(s): L-N⁵-(1-Iminoethyl)ornithine, Dihydrochloride, L-NIO, 2HCl
• Empirical Formula (Hill Notation): C₇H₁₅N₃O₂ · 2HCl
• CAS Number: 159190-44-0
• Molecular Weight: 246.13
• UNSPSC Code: 12352209

Properties

• Quality Level: 100
• Assay: ≥98% (TLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic)
• color: white
• solubility: water: 1 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• InChI: 1S/C7H15N3O2.2ClH/c1-5(8)10-4-2-3-6(9)7(11)12;;/h6H,2-4,9H2,1H3,(H2,8,10)(H,11,12);2*1H/t6-;;/m0../s1
• InChI key: RYCMAAFECCXGHI-ILKKLZGPSA-N

Description

General description

A cell-permeable, more potent inhibitor of endothelial nitric oxide synthase (eNOS; IC₅₀ = 500 nM) compared to other arginine analogs such as L-NAME (Cat. No. 483125) and L-NMMA (Cat. No. 475886). Inhibits acetylcholine-induced relaxation of rat aorta rings (IC₅₀ = 2 µM) and causes a dose-dependent increase in mean arterial blood pressure in the rat (EC₅₀ = 19.5 mg/kg).

Cell permeable. Approximately five times more potent as an inhibitor of endothelial nitric oxide synthase (IC₅₀ = 500 nM) than other arginine analogs, such as L-NAME (Cat. No. 483125) and L-NMMA (Cat. No. 475886). Inhibits acetylcholine induced relaxation of rat aorta rings (IC₅₀ = 2 µM) and causes a dose-dependent increase in mean arterial blood pressure in the rat (EC₅₀ = 19.5 mg/kg).

Biochem/physiol Actions

Cell permeable: yes

Primary Target
eNOS

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 500 nM against endothelial nitric oxide synthase (eNOS); 2 µM against acetylcholine-induced relaxation of rat aorta rings; EC50 = 19.5 mg/kg for a dose-dependent increase in mean arterial blood pressure in the rat

Warning

Toxicity: Irritant (B)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 2 months at -20°C.

Other Notes

Moore, W.M., et al. 1994. J. Med. Chem. 37, 3886.
Rees, D.D., et al. 1990. Br. J. Pharmacol.101, 746.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable