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

Uses

Used in Pharmaceutical Industry:
1H-Imidazole-4,5-dicarboxylic acid, 2-phenylis used as a pharmaceutical intermediate for the synthesis of various drug molecules. Its unique structure and functional groups allow it to be a key component in the development of new therapeutic agents.
Used in Agrochemical Industry:
1H-Imidazole-4,5-dicarboxylic acid, 2-phenylis used as an agrochemical intermediate for the development of pesticides and other agricultural chemicals. Its ability to participate in various chemical reactions makes it a valuable component in the creation of effective and targeted agrochemical products.
Used in Materials Science:
1H-Imidazole-4,5-dicarboxylic acid, 2-phenylis used as a building block in the synthesis of advanced materials with specific properties. Its versatility in chemical reactions allows for the development of materials with tailored characteristics for various applications.
Used in Organic Synthesis:
1H-Imidazole-4,5-dicarboxylic acid, 2-phenylis used as a versatile intermediate in organic synthesis. Its carboxylic acid groups enable it to participate in a wide range of chemical reactions, making it a valuable component in the synthesis of complex organic molecules for various 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

• 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 
• 117120-97-5 dimethyl 1-methyl-2-phenyl-1H-imidazole-4,5-dicarboxylate 
• 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.

Synthesis and N-Alkylation of 2-Alkyl-and 2-Arylimidazole-4,5-dicarboxylic acid esters

Nitration of d-tartaric acid, followed by treatment of the resulting dinitrotartaric acid with ammonia and aldehydes gave 2-phenyl-, 2-(2-pyridyl)-, 2-isopropyl-, and 2-isobutylimidazole-4,5-dicarboxylic acids. Some factors affecting the yield of the fina

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.

Design, Synthesis, Antineoplastic Activity, and Chemical Properties of Bis(carbamate) Derivatives of 4,5-Bis(hydroxymethyl)imidazole

A series of bis(carbamate) derivatives of 1,2-substituted 4,5-bis(hydroxymethyl)imidazoles were prepared and evaluated against murine P388 lymphocytic leukemia.Electron-withdrawing substituents at either N-1 or C-2 gave rise to inactive compounds.However, electron-donating substituents gave active compounds and the 2-(methylthio)-1-methyl derivative 2i (carmethizole), as the bis(N-methylcarbamate), was found to be very active.The derivative 2i, referred to by the name carmethizole, was also shown to be active against the MX-1 mammary xenograft, the human amelanotic melanoma cell line (LOX) xenograft, the M5076 sarcoma, and L1210 lymphocytic leukemia.The solution stability, water solubility, pKa, and log P of carmethizole are also reported.