Basic information Safety Supplier Related

N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINE

Basic information Safety Supplier Related

N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINE Basic information

Product Name:
N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINE
Synonyms:
  • N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINE
  • N-EPSILON-ACETIMIDOYL-L-LYSINE
  • N-EPSILON-ACETIMIDOYL-L-LYSIN-EPSILON
  • H-LYS(1-IMINOETHYL)-OH
  • H-LYS(ACETIMIDOYL)-OH
  • LYSINE(ACETIMIDOYL)-OH
  • N-(5-Amino-5-carboxypentyl
  • Ne-Acetimidoyl-L-lysine
CAS:
53774-63-3
MF:
C8H17N3O2
MW:
187.24
Mol File:
53774-63-3.mol
More
Less

N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINE Chemical Properties

Boiling point:
335.2±52.0 °C(Predicted)
Density 
1.22±0.1 g/cm3(Predicted)
storage temp. 
-15°C
solubility 
Water: 50 mg/mL (267.04 mM); DMSO: < 1 mg/mL (insoluble or slightly soluble)
form 
Solid
pka
2.52±0.24(Predicted)
color 
White to off-white
More
Less

N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINE Usage And Synthesis

Uses

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

Biological Activity

L-NIL is an inhibitor of inducible nitric oxide synthase (iNOS) with an IC50 value of 3.3 μM for miNOS.

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 IC 50 values for L-NIL with miNOS and rcNOS are 3.3 and 92 pM, respectively, indicating that it 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.

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.

target

IC50: 3.3 μM (mouse inducible NO synthase), 92 μM (rat brain constitutive NO synthase)

IC 50

iNOS

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. DOI:10.1152/ajprenal.00398.2018
[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. DOI:10.1155/2020/3201635
[3] Moore WM, 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. DOI:10.1021/jm00049a007

N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINESupplier

Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Chemsky (shanghai) International Co.,Ltd
Tel
021-50135380
Email
shchemsky@sina.com
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-6206333 13167063860
Email
anhua.mao@aladdin-e.com
MedChemexpress LLC
Tel
021-58955995
Email
sales@medchemexpress.cn
Shanghai EFE Biological Technology Co., Ltd.
Tel
021-65675885 18964387627
Email
info@efebio.com