144060-93-5

Basic information

• Product Name: 2-[3-Nitro-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid ethyl ester
• Synonyms: 2-[3-Nitro-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid ethyl ester;5-Thiazolecarboxylic acid,4-methyl-2-[4-(2-methylpropoxy)-3-nitrophenyl]-,ethyl ester
• CAS NO: 144060-93-5
• Molecular Formula: C₁₇H₂₀N₂O₅S
• Molecular Weight: 364.42
• Mol File: 144060-93-5.mol

Chemical Properties

• Boiling Point: 503.2 °C at 760 mmHg
• Flash Point: 258.2 °C
• Appearance: /
• Density: 1.240
• Vapor Pressure: 2.96E-10mmHg at 25°C
• Refractive Index: 1.564
• PKA: 0.03±0.10(Predicted)
• CAS DataBase Reference: 2-[3-Nitro-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[3-Nitro-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid ethyl ester(144060-93-5)
• EPA Substance Registry System: 2-[3-Nitro-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid ethyl ester(144060-93-5)

Safety Data

• Hazardous Substances Data: 144060-93-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-[3-Nitro-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid ethyl ester is used as a potential pharmaceutical agent for its possible biological activity. The presence of diverse functional groups in its structure suggests that it could be involved in various biological processes, making it a candidate for further research and development in drug discovery.
Used in Chemical Synthesis:
In the field of organic chemistry, 2-[3-Nitro-4-(2-methylpropoxy)phenyl]-4-methyl-5-thiazolecarboxylic acid ethyl ester can be utilized as a building block or intermediate in the synthesis of more complex molecules. Its unique structural features may allow for the creation of novel compounds with specific therapeutic properties or other applications.

InChI:InChI=1/C17H20N2O5S/c1-5-23-17(20)15-11(4)18-16(25-15)12-6-7-14(24-9-10(2)3)13(8-12)19(21)22/h6-8,10H,5,9H2,1-4H3

Upstream product

• 20582-55-2 ethyl 4-methylthiazole-5-carboxylate 
• 876938-69-1 4-bromo-1-(2-methylpropoxy)-2-nitrobenzene 
• 7693-52-9 4-bromo-2-nitrophenol 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 

Downstream Products

• 144060-92-4 ethyl 2-[3-amino-4-(2-methylpropoxy)phenyl]-4-methyl-1,3-thiazole-5-carboxylate 
• 144060-13-9 2-(4-isobutoxy-3-nitrophenyl)-4-methylthiazole-5-carboxylic acid 
• 144060-53-7 febuxostat 

Relevant articles and documents

Discovery of 2-phenylthiazole-4-carboxylic acid, a novel and potent scaffold as xanthine oxidase inhibitors

The xanthine oxidase (XO) plays an important role in producing uric acid, and therefore XO inhibitors are considered as one of the promising therapies for hyperuricemia and gout. We have previously reported a series of XO inhibitors with pyrazole scaffold to extend the chemical space of current XO inhibitors. Herein, we describe further structural optimization to explore the optimal heterocycle by replacing the thiazole ring of Febuxostat with 5 heterocycle scaffolds unexplored in this field. All of these efforts resulted in the identification of compound 8, a potent XO inhibitor (IC50 = 48.6 nM) with novel 2-phenylthiazole-4-carboxylic acid scaffold. Moreover, lead compound 8 exhibited hypouricemic effect in potassium oxonate-hypoxanthine-induced hyperuricemic mice. These results promote the understanding of ligand-receptor interaction and might help to design more promising XO inhibitors.

AZOLE BENZENE DERIVATIVE AND CRYSTALLINE FORM THEREOF

There are provided: 4-methyl-2-[4-(2-methylpropoxy)-3-(1H-1,2,3,4-tetrazol-1-yl)phenyl]-1,3-thiazole-5-carboxylic acid, a sodium salt thereof and crystals of these, useful as a therapeutic agent and a prophylactic agent for gout, hyperuricemia and the like, and a method for producing the same.