132726-50-2

Basic information

• Product Name: 1-(2-methoxyphenyl)-2-methyl-5-phenyl-1H-pyrrole
• Synonyms: 1-(2-methoxyphenyl)-2-methyl-5-phenyl-1H-pyrrole
• CAS NO: 132726-50-2
• Molecular Formula: C₁₈H₁₇NO
• Molecular Weight: 263.33368
• Mol File: 132726-50-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(2-methoxyphenyl)-2-methyl-5-phenyl-1H-pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-methoxyphenyl)-2-methyl-5-phenyl-1H-pyrrole(132726-50-2)
• EPA Substance Registry System: 1-(2-methoxyphenyl)-2-methyl-5-phenyl-1H-pyrrole(132726-50-2)

Safety Data

• Hazardous Substances Data: 132726-50-2(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 90-04-0 2-methoxy-phenylamine 
• 583-05-1 1-phenylpentane-1,4-dione 
• 91-23-6 2-Nitroanisole 

Relevant articles and documents

Study on the interaction of 1,5-diaryl pyrrole derivatives with αglucosidase; synthesis, molecular docking, and kinetic study

Background: The delaying of absorption of glucose is one of the principal therapeutic approaches of type 2 diabetes. α-glucosidase inhibitors compete with the α-glucosidase enzyme activity, which helps to reduce the conversion of carbohydrates into glucose and thereby control the postprandial hyperglycemia incidence. Objective: The aim of this study was to synthesize a series of novel 1,5-diphenyl pyrrole derivatives and evaluate their in vitro α-glucosidase inhibitory activities. Methods: Compounds were synthesized through a multistep reaction and were evaluated for αglucosidase inhibitory activities. Molecular docking and kinetic studies were carried out to predict the mode of binding and mechanism of inhibition for the most active compounds, 5g and 5b, against α-glucosidase. Results: Synthesized compounds showed good in vitro α-glucosidase inhibitory activity with IC50 values in the range of (117.5 ± 3.8 to 426.0 ± 10.2 μM) as compared to acarbose, the standard drug, (750 ± 8.7 μM). Compound 5g (117.5 ± 3.8 μM) ascertained as the most potent inhibitor of α-glucosidase in a competitive mode. The binding energies of compounds 5g and 5b (119.0 ± 7.5 μM), as observed from the best docking conformations, indicate that they have a lower free binding energy (-3.26 kcal/mol and-3.0 kcal/mol, respectively) than acarbose (2.47 kcal/mol). Conclusion: The results of our study revealed that the synthesized compounds are a potential candidate for α-glucosidase inhibitors for the management of postprandial hyperglycemia for further investigation.

A fluorescent target-guided Paal-Knorr reaction

It has become increasingly apparent that high-diversity chemical reactions play a significant role in the discovery of bioactive small molecules. Here, we describe an expanse of this paradigm, combining a ‘target-guided synthesis’ concept with Paal-Knorr chemistry applied to the preparation of fluorescent ligands for human prostaglandin-endoperoxide synthase (COX-2).

Indium-mediated one-pot pyrrole synthesis from nitrobenzenes and 1,4-diketones

One-pot reduction-triggered heterocyclizations of nitrobenzene derivatives with 1,4-diketones were investigated. In the presence of indium/AcOH in toluene at 80 C, reaction of nitrobenzenes with 2,5-hexadione produced moderate to excellent yields (40-98%)