L-NIL dihydrochloride

Names

[ Name ]:
L-NIL dihydrochloride

[Synonym ]:
N(6)-acetimidoyl-L-lysine dihydrochloride
N-Ethanimidoyl-L-lysine dihydrochloride
l-n6-(1-iminoethyl)lysine dihydrochloride
L-Lysine, N-(1-iminoethyl)-, hydrochloride (1:2)

Biological Activity

[Description]:

L-NIL dihydrochloride is an inducible NO synthase inhibitor, with an IC50 of 3.3 μM for miNOS[1][2][3].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> NO Synthase

Research Areas >> Inflammation/Immunology

[Target]

IC50: 3.3 μM (mouse inducible NO synthase), 92 μM (rat brain constitutive NO synthase)[3].

[In Vitro]

L-NIL produces a concentration-dependent inhibition of both the mouse inducible NOS (miNOS) and the rat brain constitutive NOS (rcNOS) and is considerably more potent for miNOS. The IC50 values for L-NIL with miNOS and rcNOS are 3.3 and 92 pM, respectively, indicating that L-NIL is 28-fold more selective for miNOS. In addition, L-NIL has approximately 6-fold greater potency for miNOS than either L-NMA or L-NNA[2].

[In Vivo]

L-NIL (10 and 30 mg/kg, IP) prevents the inflammation, oxidative stress and autophagy induced by renal IR in mice[1]. Animal Model: Adult male Balb/c (20-25 g)[1]. Dosage: 10 and 30 mg/kg. Administration: Intraperitoneally at the end of CLP and at 6 h after sepsis induction. Result: Led to a negligible increase in plasma NGAL compared to sham mice. Led to a significant decrease in both TLR4 and IL1βprotein contents and clusterin transcript. Showed an increase in NFAT5 mRNA levels, as compared with mice treated with vehicle. Promoted a decrease in AR protein expression, as compared with animals treated with vehicle.

[References]

[1]. Consuelo Pasten, et al. l-NIL prevents the ischemia and reperfusion injury involving TLR-4, GST, clusterin, and NFAT-5 in mice. Am J Physiol Renal Physiol. 2019 Apr 1;316(4):F624-F634.

[2]. Sharon Angela Tanuseputero, et al. Intravenous Arginine Administration Downregulates NLRP3 Inflammasome Activity and Attenuates Acute Kidney Injury in Mice with Polymicrobial Sepsis. Mediators Inflamm. 2020 May 11;2020:3201635.

[3]. W M Moore, et al. L-N6-(1-iminoethyl)lysine: a selective inhibitor of inducible nitric oxide synthase. J Med Chem. 1994 Nov 11;37(23):3886-8.

Chemical & Physical Properties

[ Boiling Point ]:
369ºC at 760 mmHg

[ Molecular Formula ]:
C₈H₁₉Cl₂N₃O₂

[ Molecular Weight ]:
260.161

[ Flash Point ]:
177ºC

[ Exact Mass ]:
259.085419

[ PSA ]:
99.20000

[ LogP ]:
2.95030

[ Storage condition ]:
20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S37/39

[ RIDADR ]:
NONH for all modes of transport

Articles

Effects of nitric oxide synthase deficiency on a disintegrin and metalloproteinase domain-containing protein 12 expression in mouse brain samples.

Mol. Med. Report. 12 , 2253-62, (2015)

A disintegrin and metalloproteinase domain-containing protein 12 (ADAM12) belongs to the ADAM family of transmembrane proteins. Via proteolysis, cell adhesion, cell-cell fusion, cell-matrix interactio...

Leptin administration activates irisin-induced myogenesis via nitric oxide-dependent mechanisms, but reduces its effect on subcutaneous fat browning in mice.

Int. J. Obes. 39(3) , 397-407, (2015)

BACKGROUND/OBJETIVES: Obese leptin-deficient ob/ob mice exhibit high adiposity and reduced muscle mass with leptin replacement promoting weight loss and inducing muscle accretion through PGC-1α-depend...

L-N6-(1-iminoethyl)lysine: a selective inhibitor of inducible nitric oxide synthase.

J. Med. Chem. 37 , 3886, (1994)

L-N6-(1-Iminoethyl)lysine (L-NIL) has been synthesized and is shown to be both a potent and selective inhibitor of mouse inducible nitric oxide synthase (miNOS). L-NIL has an IC50 of 3.3 microM for mi...

Related Compounds

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