1449431-44-0

Basic information

• Product Name: N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide
• Synonyms: N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide
• CAS NO: 1449431-44-0
• Molecular Weight: 251.309
• Mol File: 1449431-44-0.mol

Chemical Properties

• CAS DataBase Reference: N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide(1449431-44-0)
• EPA Substance Registry System: N,N-dimethyl-2-phenyl-1H-imidazole-1-sulfonamide(1449431-44-0)

Safety Data

• Hazardous Substances Data: 1449431-44-0(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 670-96-2 2-Phenylimidazole 
• 13360-57-1 dimethylamino sulfonyl chloride 

Downstream Products

• 1449431-49-5 ethyl 4-(1-(benzyloxy)-3-(2-phenyl-1H-imidazol-4-yl)-1H-pyrazol-4-yl)piperidine-1-carboxylate 
• 68282-47-3 2-phenyl-1H-imidazole-4(5)-carboxaldehyde 

Relevant articles and documents

Imidazole-based pinanamine derivatives: Discovery of dual inhibitors of the wild-type and drug-resistant mutant of the influenza A virus

We previously reported potent hit compound 4 inhibiting the wild-type influenza A virus A/HK/68 (H3N2) and A/M2-S31N mutant viruses A/WS/33 (H1N1), with its latter activity quite weak. To further increase its potency, a structure-activity relationship study of a series of imidazole-linked pinanamine derivatives was conducted by modifying the imidazole ring of this compound. Several compounds of this series inhibited the amantadine-sensitive virus at low micromolar concentrations. Among them, 33 was the most potent compound, which was identified as being active on an amantadine-sensitive virus through blocking of the viral M2 ion channel. Furthermore, 33 markedly inhibited the amantadine-resistant virus (IC50 = 3.4 μM) and its activity increased by almost 24-fold compared to initial compound, with its action mechanism being not M2 channel mediated.

Design, synthesis, structure-activity relationships study and X-ray crystallography of 3-substituted-indolin-2-one-5-carboxamide derivatives as PAK4 inhibitors

We have previously described the identification of indolin-2-one-5-carboxamides as potent PAK4 inhibitors. This study expands the structure-activity relationships on our original series by presenting several modifications in the lead compounds, 2 and 3. A series of novel derivatives was designed, synthesized, and evaluated in biochemical and cellular assay. Most of this series displayed nanomolar biochemical activity and potent antiproliferative activity against A549 and HCT116 cells. The representative compound 10a exhibited excellent enzyme inhibition (PAK4 IC50 = 25 nM) and cellular potency (A549 IC50 = 0.58 μM, HCT116 IC50 = 0.095 μM). An X-ray structure of compound 10a bound to PAK4 was obtained. Crystallographic analysis confirmed predictions from molecular modeling and helped refine SAR results. In addition, Compound 10a displayed focused multi-targeted kinase inhibition, good calculated drug-likeness properties. Further profiling of compound 10a revealed it showed weak inhibitory activity against various isoforms of human cytochrome P450.

Exploring the orthosteric binding site of the γ-aminobutyric acid type a receptor using 4-(Piperidin-4-yl)-1-hydroxypyrazoles 3- or 5-imidazolyl substituted: Design, synthesis, and pharmacological evaluation

A series of 4-(piperidin-4-yl)-1-hydroxypyrazole (4-PHP) 3- or 5-imidazolyl substituted analogues have been designed, synthesized, and characterized pharmacologically. All analogues showed binding affinities in the low micro- to low nanomolar range at nat