| Identification | Back Directory | [Name]
N6022 | [CAS]
1208315-24-5 | [Synonyms]
N6022
CS-1460
N6022, >=98%
N 6022; N-6022
3-[1-(4-carbamoyl-2-methylphenyl)-5-(4-imidazol-1-ylphenyl)pyrrol-2-yl]propanoic acid
3-(5-(4-(1H-imidazol-1-yl)phenyl)-1-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-2-yl)propanoic acid
1-[4-(Aminocarbonyl)-2-methylphenyl]-5-[4-(1H-imidazol-1-yl)phenyl]-1H-pyrrole-2-propanoic acid
1H-Pyrrole-2-propanoic acid, 1-[4-(aminocarbonyl)-2-methylphenyl]-5-[4-(1H-imidazol-1-yl)phenyl]-
1-[4-(Aminocarbonyl)-2-methylphenyl]-5-[4-(1H-imidazol-1-yl)phenyl]-1H-pyrrole-2-propanoic acid N 6022 | [Molecular Formula]
C24H22N4O3 | [MDL Number]
MFCD22123247 | [MOL File]
1208315-24-5.mol | [Molecular Weight]
414.456 |
| Chemical Properties | Back Directory | [Boiling point ]
662.7±55.0 °C(Predicted) | [density ]
1.30±0.1 g/cm3(Predicted) | [storage temp. ]
-20° C | [solubility ]
Soluble in DMSO (up to at least 25 mg/ml). | [form ]
solid | [pka]
4.63±0.10(Predicted) | [color ]
White | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months. |
| Hazard Information | Back Directory | [Description]
N6022 (1208315-24-5) is a potent and reversible inhibitor of S-nitrosoglutathione reductase (GSNOR) – IC50?= 20 nM1, 8 nM2. It demonstrated significant efficacy in mouse models of ovalbumin-induced asthma, chronic obstructive pulmonary disease, and irritable bowel syndrome. N6022 was able to attenuate experimental autoimmune encephalomyelitis (an animal model of multiple sclerosis)?via?selective inhibition of pro-inflammatory CD4+?cells (TH1/TH17) while upregulating anti-inflammatory subsets of CD4+?cells (TH2/Treg) without causing lymphopenia.3 | [Uses]
N6022 is a tight-binding, specific, and fully reversible inhibitor of S-nitrosoglutathione reductase. | [References]
1) Sun?et al.?(2011),?Discovery of s-nitrosoglutathione reductase inhibitors: potential agents for the treatment of asthma and other inflammatory diseases; ACS Med. Chem. Lett.?2?402
2) Green?et al.?(2012),?Mechanism of inhibition for N6022, a first-in-class drug targeting S-nitrosoglutathione reductase; Biochemistry?51?2157
3) Saxena?et al.?(20198),?S-Nitrosoglutathione reductase (GSNOR) inhibitor as an immune modulator in experimental autoimmune encephalomyelitis; Free Radic. Biol. Med.?121?57 |
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