A selective iNOS inhibitor
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L-NIL (hydrochloride)

Item No. 80310

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N6-(1-iminoethyl)-L-lysine, dihydrochloride
CAS Number
159190-45-1
Molecular Formula
C8H17N3O2 • 2HCl
Formula Weight
260.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 15 mg/mlEthanol: 1 mg/mlPBS: 30 mg/mlWater: 50 mg/ml
SMILES
C/C(N([H])CCCC[C@H](N)C(O)=O)=N/[H].Cl.Cl
InChi Code
InChI=1S/C8H17N3O2.2ClH/c1-6(9)11-5-3-2-4-7(10)8(12)13;;/h7H,2-5,10H2,1H3,(H2,9,11)(H,12,13);2*1H
InChi Key
OQIBCXRAFAHXMM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    10 mg

    $61

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    100 mg

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    Cayman Chemical
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    Product Description

    L-NIL is a relatively selective inhibitor of iNOS. It exhibits IC50 values of 0.4-3.3 µM for iNOS as opposed to 8-38 and 17-92 µM for eNOS and nNOS, respectively.1,2,3 L-NIL effectively inhibits iNOS both in vitro and in vivo.4,5,3 L-NIL has been used to demonstrate a critical role for iNOS in the immune response to infection by the protozoan L. major.3,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Moore, W.M., Webber, R.K., Jerome, G.M., et al. L-N6-(1-Iminoethyl)lysine: A selective inhibitor of inducible nitric oxide synthase. J. Med. Chem. 37, 3886-3888 (1994).

    2. Grant, S.K., Green, B.G., Stiffey-Wilusz, J., et al. Structural requirements for human inducible nitric oxide synthase substrates and substrate analogue inhibitors. Biochemistry 37, 4174-4180 (1998).

    3. Stenger, S., Thuring, H., Rollinghoff, M., et al. L-N6-(1-iminoethyl)-lysine potently inhibits inducible nitric oxide synthase and is superior to NG-monomethyl-arginine in vitro and in vivo. Eur. J. Pharmacol. 294(2-3), 703-712 (1995).

    4. Budziñski, M., Misterek, K., Gumulka, W., et al. Inhibition of inducible nitric oxide synthase in persistent pain. Life Sci. 66(4), 301-305 (2000).

    5. Faraci, W.S., Nagel, A.A., Verdries, K.A., et al. 2-Amino-4-methylpyridine as a potent inhibitor of inducible NO synthase activity in vitro and in vivo. Br. J. Pharmacol. 119, 1101-1108 (1996).

    6. Diefenbach, A., Schindler, H., Donhauser, N., et al. Type 1 interferon (IFNα/β) and type 2 nitric oxide synthase regulate the innate immune response to a protozoan parasite. Immunity 8(1), 77-87 (1998).