62506-80-3

Basic information

• Product Name: 1H-Pyrrole, 2-(4-methylphenyl)-
• CAS NO: 62506-80-3
• Molecular Formula: C11H11N
• Molecular Weight: 157.215
• Mol File: 62506-80-3.mol
• Article Data: 18

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole, 2-(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole, 2-(4-methylphenyl)-(62506-80-3)
• EPA Substance Registry System: 1H-Pyrrole, 2-(4-methylphenyl)-(62506-80-3)

Safety Data

• Hazardous Substances Data: 62506-80-3(Hazardous Substances Data)

Usage

Class

pyrrole derivatives

Structure

pyrrole ring substituted with a 4-methylphenyl group

Aromatic odor

characteristic

Common uses

synthesis of pharmaceuticals, agrochemicals, ligand in coordination chemistry

Potential applications

materials science, organic electronics

Electronic properties

unique

Handling precautions

may have harmful effects if not used properly

Upstream product

• 75-01-4 chloroethylene 
• 2089-33-0 4-methylacethophenone oxime 
• 74-86-2 acetylene 
• 109-97-7 pyrrole 
• 624-31-7 4-tolyl iodide 
• 123726-16-9 bis(4-methylphenyl)iodonium trifluoromethanesulfonate 
• 106-38-7 para-bromotoluene 
• 29480-08-8 1-(4-methylphenyl)cyclobutan-1-ol 
• 75-20-7 calcium carbide 
• 122-00-9 para-methylacetophenone 
• 1504-75-2 3-(4-methylphenyl)acrylaldehyde 
• 194475-60-0 C₁₁H₁₁NO₂ 
• 904672-45-3 1-(p-tolyl)-3-buten-1-one oxime 
• 130649-66-0 1-(4-Methylphenyl)-3-buten-1-one 

Downstream Products

• 918897-44-6 Ti(NMe₂)2(2-(4-methylphenyl)pyrrolyl)2 
• 1623807-54-4 4-methyl-N-(2-(2-p-tolyl-1H-pyrrol-1-yl)ethyl)-N-((1-tosyl-1H-1,2,3-triazol-4-yl)methyl)benzenesulfonamide 
• 1623807-66-8 4-methyl-N-((7-p-tolyl-3-tosyl-2,3,4,5-tetrahydro-1H-pyrrolo[1,2-d][1,4]diazepin-1-yl)methyl)benzenesulfonamide 

Relevant articles and documents

Synthesis of 1-Pyrroline by Denitrogenative Ring Expansion of Cyclobutyl Azides under Thermal Conditions

We herein report an efficient and systematic synthesis of 1-pyrrolines from cyclobutyl azides under thermal and neutral conditions. The reaction proceeded without any additional reagents, and nitrogen was generated as the sole by-product. Furthermore, the generated 1-pyrrolines could be continuously transformed into pyrroles, N-Boc-amines, and oxaziridines in an one-pot manner. (Figure presented.).

Transformation of the non-selective aminocyclohexanol-based Hsp90 inhibitor into a Grp94-seletive scaffold

Glucose regulated protein 94 kDa, Grp94, is the endoplasmic reticulum (ER) localized isoform of heat shock protein 90 (Hsp90) that is responsible for the trafficking and maturation of toll-like receptors, immunoglobulins, and integrins. As a result, Grp94 has emerged as a therapeutic target to disrupt cellular communication, adhesion, and tumor proliferation, potentially with fewer side effects compared to pan-inhibitors of all Hsp90 isoforms. Although, the N-terminal ATP binding site is highly conserved among all four Hsp90 isoforms, recent cocrystal structures of Grp94 have revealed subtle differences between Grp94 and other Hsp90 isoforms that has been exploited for the development of Grp94-selective inhibitors. In the current study, a structure-based approach has been applied to a Grp94 nonselective compound, SNX 2112, which led to the development of 8j (ACO1), a Grp94-selective inhibitor that manifests -440 nM affinity and ≥200-fold selectivity against cytosolic Hsp90 isoforms.

Transition-metal-free trifluoromethylthiolation of n-heteroarenes

A general and efficient methodology for the direct transition metal free trifluoromethylthiolation of a broad range of biologically relevant N-heteroarenes is reported employing abundant sodium chloride as the catalyst. This method is operationally simple, exhibits high functional group tolerance, and does not require protecting groups. A pinch of salt: A general and efficient methodology for the direct transition-metal-free trifluoromethylthiolation of a broad range of biologically relevant N-heteroarenes is reported employing abundant sodium chloride as the catalyst. This method is operationally simple, exhibits high functional group tolerance, and does not require protecting groups.