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

Product Name: N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINE
CAS No.: 53774-63-3
Chemical Name: N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINE
Synonyms: L NIL,LNIL;H-LYS(ACETIMIDOYL)-OH;H-LYS(1-IMINOETHYL)-OH;LYSINE(ACETIMIDOYL)-OH;Ne-Acetimidoyl-L-lysine;N-ε-Acetimidoyl-L-lysine;N-(5-Amino-5-carboxypentyl;L-Lysine, N6-(1-iMinoethyl)-;N-EPSILON-ACETIMIDOYL-L-LYSINE;N-EPSILON-ACETIMIDOYL-L-LYSIN-EPSILON
CBNumber: CB1325601
Molecular Formula: C8H17N3O2
Formula Weight: 187.24
MOL File: 53774-63-3.mol

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

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

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ChemScene

Product number: CS-7870
Product name: L-NIL
Purity: 99.96%
Packaging: 50mg
Price: $108
Updated: 2021/12/16

ChemScene

Product number: CS-7870
Product name: L-NIL
Purity: 99.96%
Packaging: 100mg
Price: $192
Updated: 2021/12/16

Chem-Impex

Product number: 06128
Product name: Nε-Acetimidoyl-L-lysine,99%
Purity: 99%
Packaging: 5G
Price: $495.04
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: PEP0004800
Product name: H-LYS(1-IMINOETHYL)-OH
Purity: 95.00%
Packaging: 5MG
Price: $505.89
Updated: 2021/12/16

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N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINE Chemical Properties,Usage,Production

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)-ACETAMIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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

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53774-63-3, N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINERelated Search:

N-(5-AMINO-5-CARBOXYPENTYL)-ACETAMIDINE L-N6-(1-IMINOETHYL)LYSINE DIHYDROCHLORIDE (2S)-2-amino-6-[8-[[(4S)-4-amino-4-carboxy-butyl]amino]-2,7,9-triazabicyclo[4.3.0]nona-3,5,7,9-tetraen-2-yl]hexanoic acid

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

L-Lysine, N6-(1-iMinoethyl)-

N-(5-AMino-5-carboxypentyl)-acetaMidine, H-Lys(1-iMinoethyl)-OH, L-NIL

N-ε-Acetimidoyl-L-lysine

L NIL,LNIL

53774-63-3

C8H17N3O2