N6022

Modify Date: 2025-08-25 09:29:34

N6022 Structure
N6022 structure
Common Name N6022
CAS Number 1208315-24-5 Molecular Weight 414.457
Density 1.3±0.1 g/cm3 Boiling Point 662.7±55.0 °C at 760 mmHg
Molecular Formula C24H22N4O3 Melting Point N/A
MSDS N/A Flash Point 354.6±31.5 °C

 Use of N6022


N6022 is a potent, selective, reversible, and efficacious S-Nitrosoglutathione reductase(GSNOR) inhibitor with IC50 of 8 nM.

 Names

Name 3-[1-(4-carbamoyl-2-methylphenyl)-5-(4-imidazol-1-ylphenyl)pyrrol-2-yl]propanoic acid
Synonym More Synonyms

 N6022 Biological Activity

Description N6022 is a potent, selective, reversible, and efficacious S-Nitrosoglutathione reductase(GSNOR) inhibitor with IC50 of 8 nM.
Related Catalog
Target

IC50: 8 nM (GSNOR)[2]

In Vitro N6022 shows concentration-dependent binding to rat plasma proteins. N6022 has more effect on ATP at lower drug concentrations (20 μM) than on GSH[1]. N6022 binds in the GSNO substrate binding pocket like a competitive inhibitor with an IC50 of 8 nM and a Ki of 2.5 nM. N6022 is uncompetitive with cofactors NAD+ and NADH[2].
In Vivo N6022 (50 mg/kg)-treated rats show a slight increase in the incidence of granulomas. In serum, N6022 remains in solution up to 5 mg/mL[1].
Cell Assay N6022 is tested using a rat hepatoma (H4IIE) cell line whereby cells are seeded into 96-well plates and cultured in medium containing 20% bovine serum. Following an equilibration period of 48 h, the cells are treated with N6022 (5% DMSO vehicle) at concentrations of 0, 1, 5, 10, 20, 50, 100, and 300 μM for 24 h at 37°C in 5% CO2. Camptothecin and rotenone are included as positive controls. The cell supernatant or the cells themselves are harvested for biochemical analysis.
References

[1]. Sun X, et al. Structure-activity relationships of pyrrole based S-nitrosoglutathione reductase inhibitors: pyrrole regioisomers and propionic acid replacement. Bioorg Med Chem Lett. 2011 Jun 15;21(12):3671-5.

[2]. Colagiovanni DB, et al. A nonclinical safety and pharmacokinetic evaluation of N6022: a first-in-class S-nitrosoglutathione reductase inhibitor for the treatment of asthma. Regul Toxicol Pharmacol. 2012 Feb;62(1):115-24.

[3]. Green LS, et al. Mechanism of inhibition for N6022, a first-in-class drug targeting S-nitrosoglutathione reductase. Biochemistry. 2012 Mar 13;51(10):2157-68.

[4]. Thomas M. Raffay, et al. Methods of treating respiratory disorders. Patent. US 20170209419 A1.

 Chemical & Physical Properties

Density 1.3±0.1 g/cm3
Boiling Point 662.7±55.0 °C at 760 mmHg
Molecular Formula C24H22N4O3
Molecular Weight 414.457
Flash Point 354.6±31.5 °C
Exact Mass 414.169189
PSA 103.14000
LogP 3.35
Vapour Pressure 0.0±2.1 mmHg at 25°C
Index of Refraction 1.664
Storage condition -20℃

 Synonyms

3-{1-(4-Carbamoyl-2-methylphenyl)-5-[4-(1H-imidazol-1-yl)phenyl]-1H-pyrrol-2-yl}propanoic acid
1H-Pyrrole-2-propanoic acid, 1-[4-(aminocarbonyl)-2-methylphenyl]-5-[4-(1H-imidazol-1-yl)phenyl]-
3-(5-(4-(1H-Imidazol-1-yl)phenyl)-1-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-2-yl)propanoic acid
N6022
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Price: $119/10mM*1mLinDMSO

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