33876-94-7

Basic information

• Product Name: 1H-Imidazole-1-carboxamide, N-phenyl-
• CAS NO: 33876-94-7
• Molecular Formula: C10H9N3O
• Molecular Weight: 187.201
• Mol File: 33876-94-7.mol

Chemical Properties

• CAS DataBase Reference: 1H-Imidazole-1-carboxamide, N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazole-1-carboxamide, N-phenyl-(33876-94-7)
• EPA Substance Registry System: 1H-Imidazole-1-carboxamide, N-phenyl-(33876-94-7)

Safety Data

• Hazardous Substances Data: 33876-94-7(Hazardous Substances Data)

Upstream product

• 288-32-4 1H-imidazole 
• 4910-32-1 1,3-diphenylcarbamothioate 
• 103-71-9 phenyl isocyanate 
• 18156-74-6 1-(Trimethylsilyl)imidazole 
• 62-53-3 aniline 
• 530-62-1 1,1'-carbonyldiimidazole 

Downstream Products

• 288-32-4 1H-imidazole 
• 103-71-9 phenyl isocyanate 
• 1467-21-6 N-phenyl-N'-benzylurea 
• 4930-03-4 phenyl N-phenylcarbamate 
• 1201-15-6 3-methyl-1-phenylimidazol-2(1H)-one 
• 1035558-36-1 1-{4-[2-(3-hydroxy-propylamino)-pyrimidin-4-yloxy]-phenyl}-3-phenyl-urea 
• 16036-21-8 N-phenyl-1H-indole-1-carboxamide 
• 75735-35-2 1-(N-phenylformimidoyl)imidazole 
• 886-59-9 N-cyclohexyl-N'-phenylurea 
• 4559-92-6 N-phenylmorpholine-4-carboxamide 
• 1461-81-0 N,N-diisopropyl-N'-phenylurea 
• 103-70-8 Formanilid 
• 100-61-8 N-methylaniline 

Relevant articles and documents

A facile method for the preparation of unsymmetrical ureas utilizing zirconium (IV) chloride

A facile synthetic method for the preparation of unsymmetrical ureas from amines is described. Carbamoyl imidazole compounds were prepared by the reaction of 1, 1-carbonyldiimidazole with primary or secondary amines, and further activation by treatment with zirconium(IV) chloride to generate the desired urea. This reaction protocol was applied to the synthesis of tri and tetrasubstituted ureas with high yields. This study provides an alternative guideline for the practical preparation of various unsymmetrical ureas.

Promiscuity and selectivity in covalent enzyme inhibition: A systematic study of electrophilic fragments

Covalent ligand-target interactions offer significant pharmacological advantages. However, off-target reactivity of the reactive groups, which usually have electrophilic properties, must be minimized, and the selectivity of irreversible inhibitors is a crucial requirement. We therefore performed a systematic study to determine the selectivity of several electrophilic groups that can be used as building blocks for covalently binding ligands. Six reactive groups with modulated electrophilicity were combined with 11 nonreactive moieties, resulting in a small combinatorial library of 72 fragment-like compounds. These compounds were screened against a group of 11 enzyme targets to assess their selectivity and their potential for promiscuous binding to proteins. The assay results showed a considerably lower degree of promiscuity than initially expected, even for those members of the screening collection that contain supposedly highly reactive electrophiles.

Antidepressant activity of carbamates and urea derivatives

Thirteen (13) compounds of N-phenyl-O-alkyl carbamates (1 and 3), N,N-diethyl-N′-alkyl/aryl/phenylpiperazinoureas (4-6, 8-12), N-phenyl-N′-phenylpiperazino/imidazoureas (2, 7), and N-ethyl-(N′- phenylpiperazino) thioureas 13 were synthesized and tested for their antidepressant-like activity in mice. It was found that compound N-phenyl-O-heptyl carbamate 1 and N-phenyl-N′-phenylpiperazinourea 2 showed 32.5 and 27.7% antidepressant activity in the forced swim test in mice, respectively. Considering other carbamates it was found that a decrease in alkyl chain length caused a marked decline in the antidepressant activity. Compounds 1-4 show even higher activities in the forced swim test than the standard phenelzine. Springer Science+Business Media, LLC 2011.

PYRIMIDYL DERIVATIVES AS PROTEIN KINASE INHIBITORS

Objects of the present invention are the compounds of formula (I), their pharmaceutically acceptable salts, enantiomeric forms, diastereoisomers and racemates, the preparation of the above compounds, medicaments containing them and their manufacture, as w

Sulfuric acid-promoted rearrangement of 3-(N-acylamino)-substituted caran-4-one oximes

The rearrangement of 3-(N-acylamino)-substituted caran-4-one oximes in the presence of sulfuric acid affords 2-oxa-4-azabicyclo[3.3.1]non-3-en-6-one derivatives. 3-Aminocaran-4-one oximes, in which the amino group contains such substituents as acetyl, pro

Efficient solid-phase synthesis of disubstituted 1,3-dihydro-imidazol-2- ones

A bromoacetal linker was used to achieve the synthesis of ureas on a solid support. The resulting ureido acetals were treated with TFA and were converted in an intramolecular cyclization via N-acyliminium ion to disubstituted 1,3-dihydro-imidazol-2-ones.

Experimental and theoretical evidence for a concerted catalysis by water clusters in the hydrolysis of isocyanates

A kinetic and mechanistic investigation of the catalyzed hydration of isocyanates was undertaken.. Both experimental and theoretical results showed that the hydrolysis reaction involves a chain of water molecules. The detailed hydration mechanism by water and water clusters (H-N=C=O +n(H2O) -H2NCOOH + (n - 1)H2O, n = 1-3) has been modeled by ab initio methods, both in the gas phase and in aqueous solution. While two water molecules in the form of a dimer seem to play the key role in hydrating the isocyanate, a third water molecule may be needed to bridge the gap from the point of attack on the isocyanate to the water dimer and to facilitate further the hydration. In accordance with these facts, experimental results imply a second-order dependence on water during its nucleophilic addition to phenyl isocyanate, over a wide concentration range. In this specific case, water oligomers higher than the dimer seem to make no appreciable contribution to the rate of the hydrolysis reaction. The nucleophilic addition occurs in a concerted way across the N=C bond of the isocyanate rather than across the C=O bond. This preferential reaction mechanism could be rationalized in terms of Fukui functions for both nucleophilic and electrophilic attacks. Although a charge separation occurs in the transition state, electrostatic solvent effects are not quite important in reducing only marginally the energy barriers.

REACTIONS OF ISOTHIOCYANATES AND ISOCYANATES WITH SOME SILYLATED NITROGEN-CONTAINING NUCLEOPHILES

Aryl isothiocyanates and arylisocyanates react with N,O-bis(trimethylsilyl)acetamide to give N-methyl-N'-arylthioureas and ureas.Also nucleophilic additions of other aprotic nucleophiles (e.g.N-trimethylsilylimidazole, N-trimethylsilylpiperidine and N-trimethylsilylmorpholine) to the N=C=X (X=O,S) group were investigated.

Amino acid derived latent isocyanates: Irreversible inactivation of porcine pancreatic elastase and human leukocyte elastase

Several amino acid derived azolides (I) have been synthesized and investigated for their inhibitory activity toward human leukocyte elastase and porcine pancreatic elastase. The inhibitory activity was found to be dependent on the nature of the precursor