107112-45-8

Basic information

• Product Name: 1H-PYRROLE, 2,5-DIMETHYL-1-(1-PHENYLETHYL)-
• Synonyms: 1H-PYRROLE, 2,5-DIMETHYL-1-(1-PHENYLETHYL)-;2,5-DIMETHYL-1-(1-PHENYLETHYL)-1H-PYRROLE
• CAS NO: 107112-45-8
• Molecular Formula: C₁₄H₁₇N
• Molecular Weight: 0
• Mol File: 107112-45-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-PYRROLE, 2,5-DIMETHYL-1-(1-PHENYLETHYL)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-PYRROLE, 2,5-DIMETHYL-1-(1-PHENYLETHYL)-(107112-45-8)
• EPA Substance Registry System: 1H-PYRROLE, 2,5-DIMETHYL-1-(1-PHENYLETHYL)-(107112-45-8)

Safety Data

• Hazardous Substances Data: 107112-45-8(Hazardous Substances Data)

Upstream product

• 110-13-4 2,5-hexanedione 
• 618-36-0 rac-methylbenzylamine 
• 3031-66-1 3-hexyn-2,5-diol 

Downstream Products

• 35711-44-5 2,5-Dimethyl-1-(1-phenyl-ethyl)-1H-pyrrole-3-carbaldehyde 

Relevant articles and documents

A convenient approach for the synthesis of substituted pyrroles by using phosphoric acid as a catalyst and their photophysical properties

Twenty-three new pyrrole compounds aside from six knowns, including the synthetically challenging tetra- and penta-substituted pyrroles from the corresponding 1,4-dicarbonyl through Paal-Knorr synthesis in the presence of 5% phosphoric acid as the catalyst. Our method is noteworthy for cheap catalyst, uncomplicated experimental setup under air atmosphere, scalability, and excellent yields. The fluorescence of some selected pyrroles was investigated in dilute solution, and we found that all novel pyrroles emit strong blue fluorescences with considerable Stokes shifts.

Asymmetric catalysis of the carbonyl-amine condensation: Kinetic resolution of primary amines

A Br?nsted acid catalyzed kinetic resolution of primary amines is described that is based on the condensation between an amine and a carbonyl compound. 1,3-Diketones react with racemic α-branched amines to furnish the corresponding enantioenriched enaminone and recovered starting material. Good to excellent enantioselectivity was observed with both aromatic and aliphatic primary amines. This process represents the first small-molecule catalyzed kinetic resolution of aliphatic amines.

Discovery, synthesis and SAR analysis of novel selective small molecule S1P4-R agonists based on a (2Z,5Z)-5-((pyrrol-3-yl)methylene)-3- alkyl-2-(alkylimino)thiazolidin-4-one chemotype

High affinity and selective S1P4 receptor (S1P4-R) small molecule agonists may be important proof-of-principle tools used to clarify the receptor biological function and effects to assess the therapeutic potential of the S1P4-R in diverse disease areas including treatment of viral infections and thrombocytopenia. A high-throughput screening campaign of the Molecular Libraries-Small Molecule Repository was carried out by our laboratories and identified (2Z,5Z)-5-((1-(2-fluorophenyl)-2,5-dimethyl-1H- pyrrol-3-yl)methylene)-3-methyl-2-(methylimino) thiazolidin-4-one as a promising S1P4-R agonist hit distinct from literature S1P4-R modulators. Rational chemical modifications of the hit allowed the identification of a promising lead molecule with low nanomolar S1P4-R agonist activity and exquisite selectivity over the other S1P 1-3,5-Rs family members. The lead molecule herein disclosed constitutes a valuable pharmacological tool to explore the effects of the S1P4-R signaling cascade and elucidate the molecular basis of the receptor function.

Synthesis of furans, pyrroles and pyridazines by a ruthenium-catalysed isomerisation of alkynediols and in situ cyclisation

Alkyne-1,4-diols are readily available substrates which are isomerised to 1,4-diketones using Ru(PPh3)3(CO)H2/xantphos as a catalyst. In situ cyclisation into furans, pyrroles and pyridazines has been achieved under suitable conditions.

Ruthenium-catalysed conversion of 1,4-alkynediols into pyrroles

Various 1,2,5-substituted pyrroles have been synthesised from 1,4-alkynediols using a ruthenium catalysed isomerisation to give the corresponding 1,4-dicarbonyl compounds, which undergo in situ cyclisation to pyrroles in the presence of amine.

AN H-1, C-13 AND N-15 NMR STUDY OF THE PAAL-KNORR CONDENSATION OF ACETONYLACETONE WITH PRIMARY AMINES

The reaction of primary amines with acetonylacetone is shown by H-1, C-13 and N-15 NMR spectroscopy to proceed to the N-substituted -2,5-dimethylpyrroles via the intermediacy of N-substituted imines.Increased steric hindrance reduces rates of imine formation and decay.