5427-82-7

Usage

Uses

Used in Organic Synthesis:
1H-pyrrole-2-carbonyl chloride is used as a reagent in organic synthesis for the formation of amides and esters. Its high reactivity allows for the efficient formation of these compounds, which are essential in the synthesis of various organic molecules.
Used in Pharmaceutical Industry:
1H-pyrrole-2-carbonyl chloride is used as a building block in the development of pharmaceuticals. Its unique structure and reactivity enable the creation of novel drug candidates with potential therapeutic applications.
Used in Agrochemical Industry:
1H-pyrrole-2-carbonyl chloride is also utilized as a building block in the synthesis of agrochemicals, such as pesticides and herbicides. Its reactivity and structural properties contribute to the development of effective and targeted agrochemical products.
Safety Precautions:
Due to the high reactivity and potential health hazards of 1H-pyrrole-2-carbonyl chloride, it should be handled with caution. Proper safety protocols, including the use of personal protective equipment and controlled environments, should be followed to minimize risks associated with its use.

Upstream product

• 634-97-9 pyrrole-2-carboxyl acid 
• 109-97-7 pyrrole 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 503-38-8 trichloromethyl chloroformate 
• 35302-72-8 pyrrol-2-yl trichloromethyl ketone 
• 79-37-8 oxalyl dichloride 
• 3196-73-4 methyl 3-aminopropanoate hydrochloride 
• 585-70-6 5-bromo-furan-2-carboxylic acid 
• 1003-29-8 2-pyrrole aldehyde 
• 1193-62-0 methyl Pyrrole-2-carboxylate 

Downstream Products

• 137777-05-0 1H-Pyrrole-2-carboxylic acid 3-oxo-cyclohex-1-enyl ester 
• 103373-36-0 1,3-Dihydro-5-(2-fluorophenyl)-3(RS)-(pyrrole-2-carbonylamino)-2H-1,4-benzodiazepin-2-one 
• 685141-90-6 3-phenyl-2(RS)-{2-[(1H-pyrrole-2-carbonyl)-amino]-benzoylamino}-propionic acid ethyl ester 
• 872492-62-1 N-(4-chloro-2-iodophenyl)-N-methyl-1H-pyrrole-2-carboxamide 
• 171776-90-2 N-(2-iodophenyl)-N-methyl-1H-pyrrole-2-carboxamide 
• 86771-01-9 (Z)-α-(phenyl)-β-(2-pyrrolyl)acrylonitrile 
• 129053-84-5 3-<(1H-pyrrole-2-carbonyl)amino>propionic acid 
• 72908-87-3 aldisin 

Relevant academic research and scientific papers

[NO]- and [NN]-coordination mode rhodium complexes based on a flexible ligand: Synthesis, reactivity and catalytic activity

A flexible [NON]-type ligand was prepared via a stepwise method. Air- and moisture-stable LL- (N,O-coordination mode) (1) and LX-type (N,N-coordination mode) (2) rhodium(i) complexes were synthesized based on this flexible ligand under different reaction conditions. The two rhodium complexes were isolated in good yields and characterized by elemental analysis and IR and NMR spectrometry. The molecular structures of complexes 1 and 2 were confirmed by single-crystal X-ray analysis. The cationic rhodium complex was shown to be a good catalyst for the hydrogenation of acetophenone derivatives without pre-dried solvents and reagents. Good efficiency was achieved for a series of substrates with either electron-donating or electron-withdrawing groups.

Total Synthesis of (±)-2-Debromohymenin via Gold-Catalyzed Intramolecular Alkyne Hydroarylation

An intramolecular, gold-catalyzed alkyne hydroarylation results in the formation of the core pyrroloazepinone framework of the hymenin group of oroidin alkaloids. Elaboration of the cyclic adduct via C2-azidation, bromination of the pyrrole, and deprotection set the stage for global reduction with Mo(CO)6 resulting in the formation 2-debromohymenin.

Daminin, a bioactive pyrrole alkaloid from the Mediterranean sponge Axinella damicornis

The isolation and characterization of the known pyrrole alkaloid agelongine (6) and of the new natural product daminin (7), the bromine-free analogue of 6, from a specimen of the marine sponge Axinella damicornis is described. Compound 7 showed significant neuroprotective properties. Moreover, for the supply of sufficient material for future medicinal investigations, a short total synthesis of 7 was developed.

Compound, preparation method and applications thereof

The invention provides an N-(4-cyclopropylnaphthyl)-formamide compound represented by a structural formula I, and a preparation method thereof, wherein R is defined in the specification. The inventionalso provides a preparation method of 4-cyclopropyl-1-naphthylamine, wherein the preparation method comprises: hydrolyzing the compound represented by the structural formula I in the presence of an alkali or an acid to obtain the 4-cyclopropyl-1-naphthylamine. The invention also provides a lesinurad preparation method, which comprises the following steps: preparing 4-cyclopropyl-1-naphthylamine from the compound represented by the structural formula I, and preparing Lesinurad according to the known synthetic route in the field.

Alternating current electrolysis for organic electrosynthesis: Trifluoromethylation of (hetero)arenes

Paired electrolysis has a limited reaction scope for organic synthesis because it is often not compatible with reactions involving short-lived intermediates. We addressed this limitation using alternating current electrolysis (ACE). Using trifluoromethyla

Triarylmethane Fluorophores Resistant to Oxidative Photobluing

Spectral stability of small-molecule fluorescent probes is required for correct interpretation and reproducibility of multicolor fluorescence imaging data, in particular under high (de)excitation light intensities of super-resolution imaging or in single-molecule applications. We propose a synthetic approach to a series of spectrally stable rhodamine fluorophores based on sequential Ru- and Cu-catalyzed transformations, evaluate their stability against photobleaching and photoconversion in the context of other fluorophores using chemometric analysis, and demonstrate chemical reactivity of fluorophore photoproducts. The substitution patterns providing the photoconversion-resistant triarylmethane fluorophores have been identified, and the applicability of nonbluing labels in live-cell STED nanoscopy is demonstrated.

Novel inhibitors of Staphylococcus aureus RnpA that synergize with mupirocin

We recently discovered RnpA as a promising new drug discovery target for methicillin-resistant S. aureus (MRSA). RnpA is an essential protein that is thought to perform two required cellular processes. As part of the RNA degrasome Rnpa mediates RNA degradation. In combination with rnpB it forms RNase P haloenzymes which are required for tRNA maturation. A high throughput screen identified RNPA2000 as an inhibitor of both RnpA-associated activities that displayed antibacterial activity against clinically relevant strains of S. aureus, including MRSA. Structure-activity studies aimed at improving potency and replacing the potentially metabotoxic furan moiety led to the identification of a number of more potent analogs. Many of these new analogs possessed overt cellular toxicity that precluded their use as antibiotics but two derivatives, including compound 5o, displayed an impressive synergy with mupirocin, an antibiotic used for decolonizing MSRA whose effectiveness has recently been jeopardized by bacterial resistance. Based on our results, compounds like 5o may ultimately find use in resensitizing mupirocin-resistant bacteria to mupirocin.

INHIBITORS OF MUTANT ISOCITRATE DEHYDROGENASES AND COMPOSITIONS AND METHODS THEREOF

The invention provides novel chemical compounds useful for treating cancer, or a related disease or disorder thereof, and pharmaceutical composition and methods of preparation and use thereof.

N,N-coordination Rh complex as well as synthesis method and application thereof

The invention belongs to the technical field of synthesis of organic metal compounds and particularly relates to an N,N-coordination Rh complex as well as a synthesis method and an application thereof. Firstly, a ligand is synthesized from methyl 1H-pyrrole-2-carboxylate as an initial raw material and further reacts with Rh(COD)2Cl, and a metal complex with Rh as a central atom is obtained. The synthesis method is simple, the complex as a catalyst can be used for catalyzing a series of reductive amination reactions of derivatives of acetophenone and aniline, and the product yield is good and is 90% or above.

Hemozoin inhibiting 2-phenylbenzimidazoles active against malaria parasites

The 2-phenylbenzimidazole scaffold has recently been discovered to inhibit β-hematin (synthetic hemozoin) formation by high throughput screening. Here, a library of 325,728 N-4-(1H-benzo[d]imidazol-2-yl)aryl)benzamides was enumerated, and Bayesian statistics used to predict β-hematin and Plasmodium falciparum growth inhibition. Filtering predicted inactives and compounds with negligible aqueous solubility reduced the library to 35,124. Further narrowing to compounds with terminal aryl ring substituents only, reduced the library to 18, 83% of which were found to inhibit β-hematin formation 100 μM and 50% parasite growth 2 μM. Four compounds showed nanomolar parasite growth inhibition activities, no cross-resistance in a chloroquine resistant strain and low cytotoxicity. QSAR analysis showed a strong association of parasite growth inhibition with inhibition of β-hematin formation and the most active compound inhibited hemozoin formation in P. falciparum, with consequent increasing exchangeable heme. Pioneering use of molecular docking for this system demonstrated predictive ability and could rationalize observed structure activity trends.