26180-28-9

Usage

Uses

Used in Chemical Synthesis:
3-(2,5-dimethyl-1H-pyrrol-1-yl)benzoic acid is used as a building block for the synthesis of more complex organic compounds. Its unique structure allows for the creation of a wide range of derivatives with potential applications in various industries.
Used in Pharmaceutical Industry:
3-(2,5-dimethyl-1H-pyrrol-1-yl)benzoic acid is used as a potential drug candidate for the development of new therapeutic agents. Its chemical properties may contribute to the design of novel drugs with improved efficacy and reduced side effects.
Used in Material Science:
3-(2,5-dimethyl-1H-pyrrol-1-yl)benzoic acid is used as a component in the development of new materials with specific properties. Its incorporation into polymers or other materials may lead to enhanced performance in areas such as electronics, coatings, or adhesives.
Used in Research and Development:
3-(2,5-dimethyl-1H-pyrrol-1-yl)benzoic acid is used as a research tool in the study of chemical reactions and mechanisms. Its reactivity and structural features make it a valuable compound for understanding fundamental aspects of organic chemistry and potentially discovering new reaction pathways.

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

Upstream product

• 99-05-8 meta-aminobenzoic acid 
• 110-13-4 2,5-hexanedione 

Downstream Products

• 409353-42-0 N-(3-carboxy)phenyl-2,5-dimethyl-3-formylpyrrole 

Relevant academic research and scientific papers

A New Green and Efficient Br?nsted: Lewis Acidic DES for Pyrrole Synthesis

Abstract: Deep eutectic solvents (DESs) are fluids composed of different Lewis or Br?nsted acids and bases, generally acknowledged as new analogues to ionic liquids (ILs), because of their similar characteristics, but with more advantages related to preparation cost, environmental impact etc. Their preparation involve the simple mixing of two components generally with moderate heating that are inexpensive, non-toxic, biodegradable and the resulting mixture is capable to overcome the drawbacks of conventional organic solvents and ILs. Chemical reactions with these materials are significantly less hazardous and they can act as catalysts as well as reaction media. Here, three new DESs based on ZrOCl2·8H2O in combination with urea, ethylene glycol and glycerol are introduced. Physicochemical properties like phase behaviour, Freezing point, density, viscosity, thermal stability and miscibility properties in common solvents are determined. In addition, a new method for the determination of acidity of DESs having both Br?nsted and Lewis sites is also introduced in this work. A convenient synthesis of pyrrole through Paal–Knorr reaction is reported using a variety of amines which are used to establish the importance of this catalyst in organic reactions. The products are analysed by GC–MS, 1H NMR and 13C NMR. By comparing the three DESs, DES 1 (formed from ZrOCl2·8H2O with urea) has the lowest density, viscosity, highest acidity and thermal stability. It was shown to be an excellent green catalyst for Paal–Knorr reaction. Reusability of the catalyst was also achieved up to 4 runs, without significant loss in its catalytic activity. Graphical Abstract: [Figure not available: see fulltext.]

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

Paal-Knorr pyrrole synthesis using recyclable amberlite IR 120 acidic resin: A green approach

Amberlite IR 120 acidic resin, a polymer matrix, has been demonstrated as a catalyst for Paal-Knorr condensation of 2,5-hexadione with primary amines under solvent-free conditions. This is an efficient, mild, and green methodology for N-substituted pyrrole derivatives. Copyright Taylor & Francis Group, LLC.

Methods for treating leukemia and myelodysplastic syndrome, and methods for identifying agents for treating same

The present disclosure relates to methods for treating leukemia, pre-leukemic conditions, as well as myelodysplastic syndrome and acute myelogenous leukemia. The present disclosure further relates to compounds that can be used for treating leukemia, pre-leukemic conditions, as well as myelodysplastic syndrome and acute myelogenous leukemia. The present disclosure also relates to methods for identifying compounds that can be used for treating leukemia, pre-leukemic conditions, as well as myelodysplastic syndrome.

Design, synthesis, and biological evaluation of N-carboxyphenylpyrrole derivatives as potent HIV fusion inhibitors targeting gp41

On the basis of the structures of small-molecule hits targeting the HIV-1 gp41, N-(4-carboxy-3-hydroxy)phenyl-2,5-dimethylpyrrole (2, NB-2), and N-(3-carboxy-4-chloro)phenylpyrrole (A1, NB-64), 42 N-carboxyphenylpyrrole derivatives in two categories (A and B series) were designed and synthesized. We found that 11 compounds exhibited promising anti-HIV-1 activity at micromolar level and their antiviral activity was correlated with their inhibitory activity on gp41 six-helix bundle formation, suggesting that these compounds block HIV fusion and entry by disrupting gp41 core formation. The structure-activity relationship and molecular docking analysis revealed that the carboxyl group could interact with either Arg579 or Lys574 to form salt bridges and two methyl groups on the pyrrole ring were favorable for interaction with the residues in gp41 pocket. The most active compound, N-(3-carboxy-4-hydroxy)phenyl-2,5-dimethylpyrrole (A12), partially occupied the deep hydrophobic pocket, suggesting that enlarging the molecular size of A12 could improve its binding affinity and anti-HIV-1 activity for further development as a small-molecule HIV fusion and entry inhibitor.

3-(Pyrrol-1-yl)phenylmethyl esters and intermediates

3-(Pyrrol-1-yl)phenylmethyl esters and intermediates having the general formula STR1 the use of the esters as pesticides, compositions thereof and a process for preparation are disclosed and exemplified.