1208315-24-5

Basic information

• Product Name: N6022
• Synonyms: N6022;1-[4-(Aminocarbonyl)-2-methylphenyl]-5-[4-(1H-imidazol-1-yl)phenyl]-1H-pyrrole-2-propanoic acid;1-[4-(Aminocarbonyl)-2-methylphenyl]-5-[4-(1H-imidazol-1-yl)phenyl]-1H-pyrrole-2-propanoic acid N 6022;N6022, >=98%;3-[1-(4-carbamoyl-2-methylphenyl)-5-(4-imidazol-1-ylphenyl)pyrrol-2-yl]propanoic acid
• CAS NO: 1208315-24-5
• Molecular Formula: C₂₄H₂₂N₄O₃
• Molecular Weight: 414.45648
• Product Categories: Inhibitors
• Mol File: 1208315-24-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 662.7±55.0 °C(Predicted)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• Storage Temp.: -20° C
• Solubility: Soluble in DMSO (up to at least 25 mg/ml).
• PKA: 4.63±0.10(Predicted)
• Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 2 months.
• CAS DataBase Reference: N6022(CAS DataBase Reference)
• NIST Chemistry Reference: N6022(1208315-24-5)
• EPA Substance Registry System: N6022(1208315-24-5)

Safety Data

• Hazardous Substances Data: 1208315-24-5(Hazardous Substances Data)

Usage

Description

N6022, with the chemical formula (1208315-24-5), is a potent and reversible inhibitor of S-nitrosoglutathione reductase (GSNOR), characterized by its tight-binding, specific, and fully reversible nature. It has demonstrated significant efficacy in various mouse models of diseases, including asthma, chronic obstructive pulmonary disease, irritable bowel syndrome, and experimental autoimmune encephalomyelitis (an animal model of multiple sclerosis).

Uses

Used in Pharmaceutical Industry:
N6022 is used as a therapeutic agent for the treatment of various inflammatory and autoimmune diseases. Its application is based on its ability to selectively inhibit pro-inflammatory CD4+ cells (TH1/TH17) while upregulating anti-inflammatory subsets of CD4+ cells (TH2/Treg) without causing lymphopenia.
Used in Research Applications:
N6022 is used as a research tool for studying the role of S-nitrosoglutathione reductase (GSNOR) in various biological processes and disease mechanisms. Its potent and reversible inhibition of GSNOR allows researchers to investigate the effects of GSNOR modulation on cellular functions and disease progression.
Used in Drug Development:
N6022 is used in the development of new drugs targeting GSNOR for the treatment of various diseases. Its potent and reversible inhibition of GSNOR makes it a promising candidate for the development of novel therapeutic agents with improved efficacy and safety profiles.

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

Upstream product

• 1208318-09-5 ethyl 3-(5-(4-bromophenyl)-1-(4-carbamoyl-2-methylphenyl)-1H-pyrrol-2-yl)propanoate 
• 1208318-08-4 ethyl 7-(4-bromophenyl)-4,7-dioxoheptanoate 
• 132434-53-8 1-(4-bromophenyl)-3-(furan-2-yl)-2-propen-1-one 
• 99-90-1 para-bromoacetophenone 
• 98-01-1 furfural 

Downstream Products

• 1208316-20-4 3-(5-(4-(1H-imidazol-1-yl)phenyl)-1-(2-methyl-4-propionamidophenyl)-1H-pyrrol-2-yl)propanoic acid 
• 1208315-51-8 3-(5-(4-(1H-imidazol-1-yl)phenyl)-1-(4-amino-2-methylphenyl)-1H-pyrrol-2-yl)propanoic acid 
• 1208316-15-7 3-(5-(4-(1H-imidazol-1-yl)phenyl)-1-(2-methyl-4-(methylsulfonamido)phenyl)-1H-pyrrol-2-yl)propanoic acid 

Relevant articles and documents

Pyrrole inhibitors of S-nitrosoglutathione reductase as therapeutic agents

The present invention is directed to inhibitors of S-nitrosoglutathione reductase (GSNOR), pharmaceutical compositions comprising such GSNOR inhibitors, and methods of making and using the same.