888-60-8

Basic information

• Product Name: 1H-Imidazole-4,5-dicarboxylic acid, 2-phenyl-
• Synonyms: 1H-Imidazole-4,5-dicarboxylic acid, 2-phenyl-
• CAS NO: 888-60-8
• Molecular Formula: C₁₁H₈N₂O₄
• Molecular Weight: 232.1922
• Mol File: 888-60-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 604 °C at 760 mmHg
• Flash Point: 319.1 °C
• Appearance: /
• Density: 1.534 g/cm³
• Vapor Pressure: 1.94E-15mmHg at 25°C
• Refractive Index: 1.68
• CAS DataBase Reference: 1H-Imidazole-4,5-dicarboxylic acid, 2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-4,5-dicarboxylic acid, 2-phenyl-(888-60-8)
• EPA Substance Registry System: 1H-Imidazole-4,5-dicarboxylic acid, 2-phenyl-(888-60-8)

Safety Data

• Hazardous Substances Data: 888-60-8(Hazardous Substances Data)

Usage

General Description

1H-Imidazole-4,5-dicarboxylic acid, 2-phenyl- is a chemical compound that belongs to the imidazole family. It is a dicarboxylic acid derivative with a phenyl group attached to the second position of the imidazole ring. 1H-Imidazole-4,5-dicarboxylic acid, 2-phenyl- has potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science. It can also serve as a building block for the synthesis of more complex organic molecules. The presence of both carboxylic acid groups makes this compound capable of participating in various chemical reactions, making it a versatile and valuable intermediate in organic synthesis. Further research and exploration of its properties and potential applications may lead to the discovery of new uses for this compound in different industries.

InChI:InChI=1/C11H8N2O4/c14-10(15)7-8(11(16)17)13-9(12-7)6-4-2-1-3-5-6/h1-5H,(H,12,13)(H,14,15)(H,16,17)

Upstream product

• 716-79-0 2-phenyl-1H-benzoimidazole 
• 275-94-5 1,3-diazaazulene 
• 56029-18-6 (Z)-2-Amino-3-{[1-phenyl-meth-(E)-ylidene]-amino}-but-2-enedinitrile 
• 100-52-7 benzaldehyde 
• 610-20-8 di-O-nitro-tartaric acid 
• 50847-06-8 2-Phenyl-4,5-dicyanoimidazole 
• 2161-31-1 2-phenyl-1,3-diazaazulene 

Downstream Products

• 117120-97-5 dimethyl 1-methyl-2-phenyl-1H-imidazole-4,5-dicarboxylate 
• 1185297-85-1 dimethyl 2-phenylimidazole-4,5-dicarboxylate hydrochloride 
• 1403940-72-6 Co(2-phenyl-1H-imidazole-4,5-dicarboxylate)2(H₂O) 
• 1258600-02-0 C₂₂H₁₀Cl₂N₄O₄ 
• 1097966-68-1 5-(methoxycarbonyl)-2-phenyl-1H-imidazole-4-carboxylic acid 
• 871886-13-4 2-(3-nitro-phenyl)-1H-imidazole-4,5-dicarboxylic acid 
• 52122-98-2 dimethyl 2-phenyl-1H-imidazole-4,5-dicarboxylate 
• 670-96-2 2-Phenylimidazole 
• 5670-94-0 diethyl 2-phenyl-1H-imidazole-4,5-dicarboxylate 

Relevant articles and documents

Influence of Oxidation Conditions on the Yield of 2-Substituted Imidazole-4,5-dicarboxylic Acids

Conditions were found which allow 2-alkyl-substituted imidazole-4,5-dicarboxylic acids to be synthesized in preparative quantities by the oxidation of 2-alkylbenzimidazoles with hydrogen peroxide. It was shown that optimal results can be obtained at the concentration of 2-alkylimidazole in sulfuric acid of 1 M and the hydrogen peroxide: 2-alkylbenzimidazole molar ratio of 11: 1. Oxidation under these conditions results in higher yields of the target 2-alkylimidazole-4,5-dicarboxylic acids, including those with a branched alkyl group.

Discovery of cell-active phenyl-imidazole Pin1 inhibitors by structure-guided fragment evolution

Pin1 is an emerging oncology target strongly implicated in Ras and ErbB2-mediated tumourigenesis. Pin1 isomerizes bonds linking phospho-serine/threonine moieties to proline enabling it to play a key role in proline-directed kinase signalling. Here we report a novel series of Pin1 inhibitors based on a phenyl imidazole acid core that contains sub-μM inhibitors. Compounds have been identified that block prostate cancer cell growth under conditions where Pin1 is essential.

The photochemistry of α-azidocinnamates - A reinvestigation

α-Azidocinnamates have been reported elsewhere to yield one diastereomer of a trimer in a stepwise and efficient manner by photolysis using quartz equipment. We find that use of pyrex filters or ketone sensitisation instead of quartz leads to high yields of the presumed intermediate diastereomeric pair of aziridinoimidazoline dimers, as does brief irradiation in quartz. These dimers have been characterised by spectral and crystallographic methods, and shown to oxidise with DDQ to give imidazoledicarboxylic esters, while the action of base on both dimer diastereomers leads to one rearranged dimer, a 1,2-dihydropyrimidine. Surprisingly, only a mixture of both diastereomeric dimers gives the trimer on further photolysis.