L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE

Product Name: L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE
CAS No.: 159190-45-1
Chemical Name: L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE
Synonyms: L-NIL HCL;L-NIL DIHYDROCHLORIDE;L-N6-(1-Iminoethyl)lysine;OQIBCXRAFAHXMM-KLXURFKVSA-N;L-N6-(1-IMINOETHYL)-LYSINE 2HCL;L-N6-(1-IMINOETHYL)LYSINE, DIHCL;L-Lysine ω-acetamidine dihydrochloride;N6-(1-Iminoethyl)lysine dihydrochloride;L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE;LNIL dihydrochloride,L NIL dihydrochloride
CBNumber: CB5353543
Molecular Formula: C8H18ClN3O2
Formula Weight: 223.7
MOL File: 159190-45-1.mol

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L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE Property

storage temp.: -20°C
solubility: DMF: 15 mg/mL; DMSO: 15 mg/mL; Ethanol: 1 mg/mL; PBS: 30 mg/mL; Water: 50 mg/ml
form: White to off-white solid.
biological source: synthetic (organic)
Water Solubility: water: 50mg/mL, clear, colorless

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 37/39-26-36
WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: I8021
Product name: L-N6-(1-Iminoethyl)lysine dihydrochloride
Packaging: 10mg
Price: $136
Updated: 2025/07/31

Cayman Chemical

Product number: 80310
Product name: L-NIL (hydrochloride)
Purity: ≥95%
Packaging: 10mg
Price: $40
Updated: 2024/03/01

Cayman Chemical

Product number: 80310
Product name: L-NIL (hydrochloride)
Purity: ≥95%
Packaging: 5mg
Price: $9
Updated: 2021/12/16

Cayman Chemical

Product number: 80310
Product name: L-NIL (hydrochloride)
Purity: ≥95%
Packaging: 50mg
Price: $148
Updated: 2024/03/01

Cayman Chemical

Product number: 80310
Product name: L-NIL (hydrochloride)
Purity: ≥95%
Packaging: 100mg
Price: $276
Updated: 2024/03/01

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L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE Chemical Properties,Usage,Production

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. L-NIL effectively inhibits iNOS both in vitro and in vivo. L-NIL has been used to demonstrate a critical role for iNOS in the immune response to infection by the protozoan L. major.

Uses

L-N⁶-(1-Iminoethyl)lysine dihydrochloride has been used as an inducible nitric oxide synthase (iNOS) inhibitor:

to study its effects on leptin-induced modulation of fibronectin type III domain-containing five (FNDC5)/irisin in myocytes and fat cells of murine
to study its effects on leptin-induced inflammation in hepatocytes
to block the production of nitric oxide in mice bone marrow mesenchymal stromal cells (BMSCs)

Definition

ChEBI: N(6)-acetimidoyl-L-lysine dihydrochloride is a hydrochloride salt prepared from N(6)-acetimidoyl-L-lysine and two equivalents of hydrogen chloride. A selective inhibitor of inducible nitric oxide synthase. It has a role as an EC 1.14.13.39 (nitric oxide synthase) inhibitor. It contains a N(6)-acetimidoyl-L-lysinium(2+).

Biochem/physiol Actions

Selective inhibitor of inducible nitric oxide synthase (iNOS).

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.

IC 50

iNOS

References

[1] WILLIAM M. MOORE. L-N6-(1-Iminoethyl)lysine: A Selective Inhibitor of Inducible Nitric Oxide Synthase[J]. Journal of Medicinal Chemistry, 1994, 37 23: 3886-3888. DOI: 10.1021/jm00049a007
[2] STEPHAN K. GRANT. Structural Requirements for Human Inducible Nitric Oxide Synthase Substrates and Substrate Analogue Inhibitors[J]. Biochemistry Biochemistry, 1998, 37 12: 4174-4180. DOI: 10.1021/bi972481d
[3] STEFFEN STENGER . l-N6-(1-Iminoethyl)-lysine potently inhibits inducible nitric oxide synthase and is superior to NG-monomethyl-arginine in vitro and in vivo[J]. European journal of pharmacology, 1995, 294 2: Pages 703-712. DOI: 10.1016/0014-2999(95)00618-4
[4] M. BUDZINSKI. Inhibition of inducible nitric oxide synthase in persistent pain[J]. Life sciences, 1999, 66 4: Pages 301-305. DOI: 10.1016/s0024-3205(99)00421-x
[5] W S FARACI. 2-Amino-4-methylpyridine as a potent inhibitor of inducible NO synthase activity in vitro and in vivo.[J]. British Journal of Pharmacology, 1996, 119 6: 1101-1108. DOI: 10.1111/j.1476-5381.1996.tb16010.x
[6] A DIEFENBACH. Type 1 interferon (IFNalpha/beta) and type 2 nitric oxide synthase regulate the innate immune response to a protozoan parasite.[J]. Immunity, 1998, 8 1: 77-87. DOI: 10.1016/s1074-7613(00)80460-4

L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE Suppliers

China 23 Japan 2 Switzerland 2 United Kingdom 1 United States 6 Global 34

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159190-45-1, L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDERelated Search:

NG,NG-DIMETHYL-L-ARGININE DIHYDROCHLORIDE L-N5-(1-IMINOETHYL)ORNITHINE*HYDROCHLORI DE Aminoguanidine bicarbonate NG-MONOMETHYL-L-ARGININE ACETATE IroMycin A 2-IMINOBIOTIN HYDROBROMIDE N'-Nitro-L-arginine-methyl ester hydrochloride Aminoguanidine Sulfate S-ETHYLISOTHIOUREA HYDROBROMIDE NG-MONOMETHYL-D-ARGININE MONOACETATE 3-BROMO-7-NITROINDAZOLE S-ISOPROPYLTHIOUREA HYDROBROMIDE L-THIOCITRULLINE DIHYDROCHLORIDE L-NAA HCL 7-NINA L-Lysine dihydrochloride L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE D-N6-(1-IMINOETHYL)-LYSINE DIHYDROCHLORIDE

L-NIL DIHYDROCHLORIDE

L-NIL HCL

L-N6-(1-IMINOETHYL)-LYSINE 2HCL

L-N6-(1-IMINOETHYL)LYSINE, DIHCL

L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE

N6-(1-IMINOETHYL)-L-LYSINE DIHYDROCHLORIDE

L-Lysine, N6-(1-iMinoethyl)-, (Hydrochloride) (1:2)

L-Lysine ω-acetamidine dihydrochloride

OQIBCXRAFAHXMM-KLXURFKVSA-N

L-N6-(1-Iminoethyl)lysine

LNIL dihydrochloride,L NIL dihydrochloride

N6-(1-Iminoethyl)lysine dihydrochloride

<sc>L</sc>-N<sup>6</sup>-(1-Iminoethyl)lysine dihydrochloride

159190-45-1

Nitric Oxide Synthase

Enzyme Inhibitors

Enzyme Inhibitors by Enzyme

Enzymes, Inhibitors, and Substrates

L to O

BioChemical

Biochemicals and Reagents

Nitric Oxide