5044-23-5

Basic information

• Product Name: 1-(4-CHLOROPHENYL)-2,5-DIMETHYLPYRROLE
• Synonyms: AKOS BB-3530;1-(4-CHLORO-PHENYL)-2,5-DIMETHYL-1H-PYRROLE;1-(4-CHLOROPHENYL)-2,5-DIMETHYLPYRROLE;2,5-DIMETHYL-1-(4-CHLOROPHENYL)PYRROLE
• CAS NO: 5044-23-5
• Molecular Formula: C₁₂H₁₂ClN
• Molecular Weight: 205.68
• EINECS: 225-739-8
• Mol File: 5044-23-5.mol
• Article Data: 71

Chemical Properties

• Melting Point: 47 °C
• Boiling Point: 303.6°C at 760 mmHg
• Flash Point: 137.4°C
• Appearance: /
• Density: 1.09g/cm³
• Vapor Pressure: 0.00166mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 1-(4-CHLOROPHENYL)-2,5-DIMETHYLPYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-CHLOROPHENYL)-2,5-DIMETHYLPYRROLE(5044-23-5)
• EPA Substance Registry System: 1-(4-CHLOROPHENYL)-2,5-DIMETHYLPYRROLE(5044-23-5)

Safety Data

• Hazardous Substances Data: 5044-23-5(Hazardous Substances Data)

Usage

General Description

1-(4-chlorophenyl)-2,5-dimethylpyrrole is an organic chemical compound with a pyrrole ring structure. It is also known as 4-Chloro-2,5-dimethyl-1-phenylpyrrole. 1-(4-CHLOROPHENYL)-2,5-DIMETHYLPYRROLE is a derivative of pyrrole and contains a chlorophenyl group and two methyl groups. It has a molecular formula of C11H11ClN and a molecular weight of 189.66 g/mol. 1-(4-chlorophenyl)-2,5-dimethylpyrrole is used in various chemical and pharmaceutical applications, and it has potential uses in the synthesis of organic compounds for medicinal and industrial purposes. It may also have biological activity and potential pharmacological effects, making it a subject of interest for further research and development.

InChI:InChI=1/C12H12ClN/c1-9-3-4-10(2)14(9)12-7-5-11(13)6-8-12/h3-8H,1-2H3

Upstream product

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• 1333-74-0 hydrogen 
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Relevant articles and documents

An inhibitor of the proteasomal deubiquitinating enzyme USP14 induces tau elimination in cultured neurons

The ubiquitin-proteasome system (UPS) is responsible for most selective protein degradation in eukaryotes and regulates numerous cellular processes, including cell cycle control and protein quality control. A component of this system, the deubiquitinating enzyme USP14, associates with the proteasome where it can rescue substrates from degradation by removal of the ubiquitin tag. We previously found that a small-molecule inhibitor of USP14, known as IU1, can increase the rate of degradation of a subset of proteasome substrates. We report here the synthesis and characterization of 87 variants of IU1, which resulted in the identification of a 10-fold more potent USP14 inhibitor that retains specificity for USP14. The capacity of this compound, IU1-47, to enhance protein degradation in cells was tested using as a reporter the microtubule-associated protein tau, which has been implicated in many neurodegenerative diseases. Using primary neuronal cultures, IU1-47 was found to accelerate the rate of degradation of wild-type tau, the pathological tau mutants P301L and P301S, and the A152T tau variant. We also report that a specific residue in tau, lysine 174, is critical for the IU1-47–mediated tau degradation by the proteasome. Finally, we show that IU1-47 stimulates autophagic flux in primary neurons. In summary, these findings provide a powerful research tool for investigating the complex biology of USP14.

Amidosulfonic acid supported on graphitic carbon nitride: novel and straightforward catalyst for Paal–Knorr pyrrole reaction under mild conditions

A novel heterogeneous acidic catalyst was prepared by in situ immobilization of amidosulfonic acid (NH2SO3H) on graphitic carbon nitride (g-C3N4) under hydrothermal conditions. The textural morphology of NH2SO3H/g-C3N4 nanocomposite was characterized via powder X-ray diffraction, FT-IR, TGA, EDX, and scanning electron microscopy. The spatial arrangement of the amidosulfonic acid on the surface of g-C3N4 leads to the construction of a unique solid acid structure, resulting in a substantial enhancement of catalytic activity toward a high efficient preparation of pyrroles by Paal–Knorr reaction. The reactions undergo completion readily with good to excellent yields, with simple purification in an environmentally friendly manner. The NH2SO3H/g-C3N4 nanocomposite can be readily recycled, and no noteworthy reduction in the catalytic activity detected after four runs. Graphic abstract: [Figure not available: see fulltext.]

Crystalline salicylic acid as an efficient catalyst for ultrafast Paal–Knorr pyrrole synthesis under microwave induction

Abstract: In this study, the viability of a wide range of crystalline aromatic and aliphatic carboxylic acids as organocatalysts has been investigated for solvent-free Paal–Knorr pyrrole synthesis under microwave activation. Among these potential catalysts, crystalline salicylic acid proved to be a remarkable catalyst because its efficiency remained high even under low microwave power irradiation or a shorter reaction time for the model reaction. The outstanding catalytic activity of salicylic acid allowed the Paal–Knorr cyclocondensation with a turnover frequency up to 1472?h?1 which is unique in the context of a metal-free homogeneous catalysis. The attractive feature of this organocatalyst is its assistance in ultrafast pyrrole synthesis with no risk of metal contamination. Graphic abstract: [Figure not available: see fulltext.] Synopsis: A green and expeditious protocol for the synthesis of 2,5-dimethylpyrroles via combination of salicylic acid as catalyst (in its solid state) and microwaves has been introduced.