Vinyl-L-NIO hydrochloride  (Synonyms: L-VNIO hydrochloride)

Vinyl-L-NIO (L-VNIO) hydrochloride is a neuronal nitric oxide synthase (NOS) inhibitor with a rat K_i of 0.10 μM. Vinyl-L-NIO hydrochloride inhibits NADPH oxidase activity, attenuates renal fibrosis, inflammation, oxidative stress indices, and albuminuria. Vinyl-L-NIO hydrochloride can be used for the research of parkinson's disease, migraine headache, and hypertension^[1][2][3][4].

Vinyl-L-NIO (40-160 nM; 4 h) hydrochloride potently and competitively inhibits neuronal NOS (K_i = 100 nM) with 120-fold and 600-fold lower potency against endothelia NOS and inducible NOS, respectively, demonstrating marked neuronal NOS selectivity in reversible binding^[1].
Vinyl-L-NIO (0.1-1.0 μM) hydrochloride irreversibly inactivates purified neuronal NOS in a NADPH-, O₂-, and Ca²⁺/calmodulin-dependent manner, with k_inact = 0.078/min and K_i = 90 nM^[1].
Vinyl-L-NIO (10 μM) hydrochloride potently inhibits the oxygenase domain-dependent NADPH oxidase activity of purified neuronal NOS but does not affect the reductase domain-specific cytochrome c reduction activity^[1].
Vinyl-L-NIO (500 μM; 20 minutes) hydrochloride incubation of NOS1^+/+ murine left ventricular myocytes significantly prolongs time to 50% relaxation at 1, 3, and 6 Hz, and potentiates the contractile response to β-adrenergic stimulation at 3 and 6 Hz^[4].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Chronic treatment with Vinyl-L-NIO (0.5 mg/kg/day; i.p.; daily; 28 days) hydrochloride significantly attenuates albuminuria, renal injury, renal fibrosis, renal inflammation, and renal cortical oxidative stress in high-salt fed female mRen2.Lewis rats, with only a transient reduction in systolic blood pressure and no significant change at the end of the treatment period^[2].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

C₉H₁₇N₃O₂.xHCl

728944-69-2

Oil

Off-white to light yellow

N[C@@H](CCCNC(CC=C)=N)C(O)=O.Cl.[x]

Room temperature in continental US; may vary elsewhere.

-20°C, stored under nitrogen, away from moisture

*In solvent : -80°C, 6 months; -20°C, 1 month (stored under nitrogen, away from moisture)

• [1]. Babu BR, et al. N5-(1-Imino-3-butenyl)-L-ornithine. A neuronal isoform selective mechanism-based inactivator of nitric oxide synthase. J Biol Chem. 1998 Apr 10;273(15):8882-9.  [Content Brief]

  [2]. Yamaleyeva LM, et al. Amelioration of renal injury and oxidative stress by the nNOS inhibitor L-VNIO in the salt-sensitive mRen2.Lewis congenic rat. J Cardiovasc Pharmacol. 2012;59(6):529-538.  [Content Brief]

  [3]. Hatanaka Y, et al. Neuronal nitric-oxide synthase inhibition facilitates adrenergic neurotransmission in rat mesenteric resistance arteries. J Pharmacol Exp Ther. 2006;316(2):490-497.  [Content Brief]

  [4]. Ashley EA, et al. Cardiac nitric oxide synthase 1 regulates basal and beta-adrenergic contractility in murine ventricular myocytes. Circulation. 2002;105(25):3011-3016.  [Content Brief]