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 2HCl;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
- CBNumber:
- CB5353543
- Molecular Formula:
- C8H18ClN3O2
- Molecular Weight:
- 223.7
- MDL Number:
- MFCD00270890
- MOL File:
- 159190-45-1.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| 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/t7-;;/m0../s1 |
| InChIKey | OQIBCXRAFAHXMM-KLXURFKVSA-N |
| SMILES | Cl.Cl.CC(=N)NCCCC[C@H](N)C(O)=O |
| FDA UNII | 8BL5V0T01Y |
| UNSPSC Code | 12352209 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) | ![]() GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 37/39-26-36 | |||||||||
| WGK Germany | 3 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE price More Price(10)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | I8021 | L-N6-(1-Iminoethyl)lysine dihydrochloride | 159190-45-1 | 10mg | $146 | 2026-04-30 | Buy |
| Cayman Chemical | 80310 | L-NIL (hydrochloride) ≥95% | 159190-45-1 | 10mg | $61 | 2026-04-30 | Buy |
| Cayman Chemical | 80310 | L-NIL (hydrochloride) ≥95% | 159190-45-1 | 50mg | $213 | 2026-04-30 | Buy |
| Cayman Chemical | 80310 | L-NIL (hydrochloride) ≥95% | 159190-45-1 | 100mg | $394 | 2026-04-30 | Buy |
| Cayman Chemical | 80310 | L-NIL (hydrochloride) ≥95% | 159190-45-1 | 5mg | $9 | 2021-12-16 | Buy |
L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE Chemical Properties,Uses,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 30mg/kg. |
| Administration: | Intraperitoneally at the end of CLP and at 6h 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 IL1βprotein 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
L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Aladdin Bio-Chem Technology Co.,LTD | 400-6206333 13167063860 | anhua.mao@aladdin-e.com | China | 29985 | 65 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51389 | 80 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
| Shanghai YuanYe Biotechnology Co., Ltd. | 15026964105 | 2881489226@qq.com | China | 89667 | 60 |
| Tianjin Kailiqi Biotechnology Co., Ltd. | 15076683720 | klq@cw-bio.com | China | 9796 | 55 |
| TargetMol Chemicals Inc. | +1-781-999-5354; +1-00000000000 | marketing@targetmol.com | United States | 32431 | 58 |
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19935 | 58 |
| Jiangsu Hongmin Pharmaceutical Co., Ltd. | 18221292452 | fannieliu@glschina.com | China | 6798 | 58 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11123 | 58 |
| Energy Chemical | 021-58432009 400-005-6266 | marketing@energy-chemical.com | China | 44871 | 58 |
View Lastest Price from L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2026-05-11 | L-NIL dihydrochloride
159190-45-1
|
$142.00-980.00 | 10g | TargetMol Chemicals Inc. |
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- L-NIL dihydrochloride
159190-45-1
- $142.00-980.00
- TargetMol Chemicals Inc.
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