15898-26-7

Basic information

• Product Name: 4-(2,5-DIMETHYL-PYRROL-1-YL)-BENZOIC ACID
• Synonyms: 1-(4-CARBOXYPHENYL)-2,5-DIMETHYLPYRROLE;AKOS BB-3565;4-(2,5-DIMETHYL-1H-PYRROL-1-YL)BENZENECARBOXYLIC ACID;4-(2,5-DIMETHYL-1H-PYRROL-1-YL)BENZOIC ACID;4-(2,5-DIMETHYL-PYRROL-1-YL)-BENZOIC ACID;BUTTPARK 19\07-90;RARECHEM AL BE 1036;4-(2,5-Dimethyl-1H-pyrrol-1-yl)benzoic acid,97%
• CAS NO: 15898-26-7
• Molecular Formula: C₁₃H₁₃NO₂
• Molecular Weight: 215.25
• Mol File: 15898-26-7.mol
• Article Data: 16

Chemical Properties

• Melting Point: 181-184°C
• Boiling Point: 383.8 °C at 760 mmHg
• Flash Point: 185.9 °C
• Appearance: /
• Density: 1.14 g/cm³
• Vapor Pressure: 1.41E-06mmHg at 25°C
• Refractive Index: 1.579
• PKA: 3.82±0.10(Predicted)
• CAS DataBase Reference: 4-(2,5-DIMETHYL-PYRROL-1-YL)-BENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2,5-DIMETHYL-PYRROL-1-YL)-BENZOIC ACID(15898-26-7)
• EPA Substance Registry System: 4-(2,5-DIMETHYL-PYRROL-1-YL)-BENZOIC ACID(15898-26-7)

Safety Data

• Hazard Codes: Harmful:
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• HazardClass: IRRITANT
• Hazardous Substances Data: 15898-26-7(Hazardous Substances Data)

Usage

General Description

4-(2,5-DIMETHYL-PYRROL-1-YL)-BENZOIC ACID is a chemical compound that belongs to the class of benzoic acids. It is also known as dimethylpyrrolidin-1-ylbenzoic acid. 4-(2,5-DIMETHYL-PYRROL-1-YL)-BENZOIC ACID is commonly used in the pharmaceutical industry as a building block for the synthesis of various drug molecules, particularly in the development of non-steroidal anti-inflammatory drugs (NSAIDs). It is also used as a reagent in organic synthesis and chemical research. Additionally, it has potential applications in the field of agrochemicals and material science. Overall, 4-(2,5-DIMETHYL-PYRROL-1-YL)-BENZOIC ACID is a versatile compound with important uses in drug development and chemical research.

InChI:InChI=1/C13H13NO2/c1-9-3-4-10(2)14(9)12-7-5-11(6-8-12)13(15)16/h3-8H,1-2H3,(H,15,16)

Upstream product

• 106-40-1 4-bromo-aniline 
• 110-13-4 2,5-hexanedione 
• 150-13-0 4-amino-benzoic acid 
• 5044-24-6 1-(4-Bromo-phenyl)-2,5-dimethyl-1H-pyrrole 

Downstream Products

• 521300-55-0 N-benzyl-4-(2,5-dimethyl-1H-pyrrol-1-yl)benzamide 

Relevant articles and documents

A detective story in drug discovery: Elucidation of a screening artifact reveals polymeric carboxylic acids as potent inhibitors of RNA polymerase

Chasing the active impurity: In the validation of a screening hit it was discovered that a polymeric trace impurity was responsible for the biological activity. Such a side product can be formed with similar compounds. During the investigations it was discovered that the negatively charged macromolecule interacts very efficiently with the protein surface of E. coli RNAP via electrostatic interactions. Copyright

Novel and highly efficient preparation of pyrroles using supported ionic liquid ILCF3SO3@SiO2 as a heterogeneous catalyst

Abstract: A supported ionic liquid ILCF3SO3@SiO2 was synthesized and used as a highly efficient catalyst in the Paal–Knorr reaction for the preparation of pyrroles. The heterogeneous catalyst could be easily recovered and recycled for five times without noticeable loss of catalytic activity. Also a possible reaction mechanism is provided.

An expeditious and highly efficient synthesis of substituted pyrroles using a low melting deep eutectic mixture

An expeditious green method for the synthesis of diverse valued substituted pyrroles through a Paal-Knorr condensation reaction, using a variety of amines and 2,5-hexanedione/2,5-dimethoxytetrahydrofuran in the presence of a low melting mixture ofN,N’-dimethylurea andL-(+)-tartaric acid (which acts as a dual catalyst/solvent system), has fruitfully been revealed. Herein, we have disclosed the applicability of this simple yet effective strategy for the generation of mono- and dipyrroles in good to excellent yields. Moreover,C3-symmetric tripyrrolo-truxene derivatives have also been assembled by means of cyclotrimerization, Paal-Knorr and Clauson-Kaas reactions as crucial steps. Interestingly, the melting mixture was recovered and reused with only a gradual decrease in the catalytic activity (over four cycles) without any significant drop in the yield of the product. This particular methodology is simple, rapid, environmental friendly, and high yielding for the generation of a variety of pyrroles. To the best of our knowledge, the present work reveals the fastest greener method reported up to this date for the construction of substituted pyrroles by utilizing the Paal-Knorr synthetic protocol, achieving impressive yields under operationally simple reaction conditions without involving any precarious/dangerous catalysts or unsafe volatile organic solvents.

Synthesis of 2,5-Dimethyl-N-substituted Pyrroles Catalyzed by Diethylenetriaminepentaacetic Acid Supported on Fe3O4 Nanoparticles

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