72652-33-6

Usage

Uses

Used in Pharmaceutical Industry:
4-IODO-2-(TRICHLOROACETYL)PYRROLE is used as an intermediate for the synthesis of pyrrolo[1,2-a]pyrazinones. These pyrrolo[1,2-a]pyrazinones are novel and selective inhibitors of PIM kinases, which are a family of serine/threonine protein kinases that have been implicated in various cellular processes, including cell proliferation, survival, and differentiation. By targeting PIM kinases, these inhibitors can potentially be used in the development of therapeutic strategies for cancer treatment.
As an intermediate in the synthesis of pyrrolo[1,2-a]pyrazinones, 4-IODO-2-(TRICHLOROACETYL)PYRROLE plays a vital role in the development of new and effective drugs for the treatment of various types of cancer. The selective inhibition of PIM kinases by these pyrrolo[1,2-a]pyrazinones can help in modulating the signaling pathways involved in cancer cell growth and survival, thereby offering a promising avenue for cancer therapy.

InChI:InChI=1/C6H3Cl3INO/c7-6(8,9)5(12)4-1-3(10)2-11-4/h1-2,11H

Upstream product

• 35302-72-8 pyrrol-2-yl trichloromethyl ketone 

Downstream Products

• 40740-41-8 methyl 4-iodo-1H-pyrrole-2-carboxylic acid ester 
• 252861-26-0 4-iodopyrrole-2-carboxylic acid 
• 433267-56-2 4-iodo-1H-pyrrole-2-carboxylic acid ethyl ester 
• 252861-22-6 2-bromophenyl 4-iodopyrrole-2-carboxylate 
• 252861-23-7 2-bromophenyl 1-[2'-(2''-bromophenyl)ethyl]-4-iodopyrrole-2-carboxylate 
• 252861-21-5 2-bromophenyl 1-[2'-(2''-bromophenyl)ethyl]-4-phenylpyrrole-2-carboxylate 
• 194796-32-2 C₁₇H₁₂Cl₂N₂O₄ 
• 194796-31-1 C₁₉H₁₄Cl₂I₂N₂O₄ 
• 1192685-64-5 7-iodo-3-[3-(methyloxy)phenyl]-1H-pyrrolo[2,1-c][1,4]oxazin-1-one 
• 720708-41-8 4-iodo-1H-pyrrole-2-carboxylic acid benzyl ester 
• 1192686-91-1 3-chlorophenyl-7-iodo-1H-pyrrol[2,1-c][1,4]oxazin-1-one 
• 1233525-95-5 benzyl 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrole-2-carboxylate 
• 1233525-92-2 2-benzyl 1-tert-butyl 4-iodo-1H-pyrrole-1,2-dicarboxylate 
• 1973505-15-5 t-butyl 7-iodo-3,4-dihydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate 

Relevant academic research and scientific papers

Synthesis and antibacterial analysis of analogues of the marine alkaloid pseudoceratidine

In an effort to gain more understanding on the structure activity relationship of pseudoceratidine 1, a di-bromo pyrrole spermidine alkaloid derived from the marine sponge Pseudoceratina purpurea that has been shown to exhibit potent biofouling, anti-fungal, antibacterial, and anti-malarial activities, a large series of 65 compounds that incorporated several aspects of structural variation has been synthesised through an efficient, divergent method that allowed for a number of analogues to be generated from common precursors. Subsequently, all analogues were assessed for their antibacterial activity against both Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) bacteria. Overall, several compounds exhibited comparable or better activity than that of pseudoceratidine 1, and it was found that this class of compounds is generally more effective against Gram-positive than Gram-negative bacteria. Furthermore, altering several structural features allowed for the establishment of a comprehensive structure activity relationship (SAR), where it was concluded that several structural features are critical for potent anti-bacterial activity, including di-halogenation (preferable bromine, but chlorine is also effective) on the pyrrole ring, two pyrrolic units in the structure and with one or more secondary amines in the chain adjoining these units, with longer chains giving rise to better activities.

Tryptamine derivatives disarm colistin resistance in polymyxin-resistant gram-negative bacteria

The last three decades have seen a dwindling number of novel antibiotic classes approved for clinical use and a concurrent increase in levels of antibiotic resistance, necessitating alternative methods to combat the rise of multi-drug resistant bacteria. A promising strategy employs antibiotic adjuvants, non-toxic molecules that disarm antibiotic resistance. When co-dosed with antibiotics, these compounds restore antibiotic efficacy in drug-resistant strains. Herein we identify derivatives of tryptamine, a ubiquitous biochemical scaffold containing an indole ring system, capable of disarming colistin resistance in the Gram-negative bacterial pathogens Acinetobacter baumannii, Klebsiella pneumoniae, and Escherichia coli while having no inherent bacterial toxicity. Resistance was overcome in strains carrying endogenous chromosomally-encoded colistin resistance machinery, as well as resistance conferred by the mobile colistin resistance-1 (mcr-1) plasmid-borne gene. These compounds restore a colistin minimum inhibitory concentration (MIC) below the Clinical & Laboratory Sciences Institute (CLSI) breakpoint in all resistant strains.

RESORCINOL DERIVATIVE AS HSP90 INHIBITOR

The present invention relates to a compound represented by formula (I) of a resorcinol derivative as an HSP90 inhibitor or pharmaceutically accepted salts thereof. The compound in the present invention has the activity of inhibiting heat shock protein HSP90. Therefore, the compound in the present invention is used to treat proliferative diseases such as cancer and neurodegenerative diseases. The present invention further provides the compounds and preparation methods for pharmaceutical compositions comprising the compounds, a method for treating diseases, and pharmaceutical compositions comprising the compounds.

Production of anticancer polyenes through precursor-directed biosynthesis

The biosynthesis of the pyrrolyl moiety of the fungal metabolite rumbrin originates from pyrrole-2-carboxylic acid. In an effort to produce novel derivatives with enhanced biological activity a series of substituted pyrrole-2-carboxylates were synthesised

3,4 DIHYDRO-2H-PYRROLO[1,2-a]PYRAZIN-1-ONE DERIVATIVES

Compounds which are 4,7-disubstituted derivatives of3,4-dihydro-2H-pyrrolo[1,2-a]pyrazin-1-one compounds, or pharmaceutically acceptable salts thereof, their preparation process and pharmaceutical compositions comprising them are disclosed; these compound

BICYCLO-SUBSTITUTED PYRAZOLON AZO DERIVATIVES, PREPARATION PROCESS AND PHARMACEUTICAL USE THEREOF

The bicyclo-substituted pyrazolon-azo derivatives of formula (I) or pharmaceutical acceptable salts, hydrates or solvates thereof, methods for their preparation, pharmaceutical compositions containing the same and their use as a therapeutic agent, especially as thrombopoietin (TPO) mimetics and their use as agonists of thrombopoietin receptor are disclosed. The definition of substituents in formula (I) are the same as defined in the description.

4, 6-DISUBSTITUTED 2-AMINO-PYRIMIDINES AS HISTAMINE H4 RECEPTOR MODULATORS

The present invention relates to substituted heterocyclic compounds of Formula (I) or pharmaceutically acceptable salts or N-oxides or quaternary ammonium salts thereof wherein constituent members are provided hereinwith, as well as their compositions and methods of use, which are histamine H4 receptor inhibitors/antagonists useful in the treatment of histamine H4 receptor-associated conditions or diseases or disorders including, for example, inflammatory diseases or disorders, pruritus, and pain.

Pyrrolo[1,2-a]pyrazine and pyrazolo[1,5-a]pyrazine: Novel, potent, and selective series of Vasopressin1b receptor antagonists

Novel series of pyrrole-pyrazinone and pyrazole-pyrazinone have been identified as potent and selective Vasopressin1b receptor antagonists. Exploration of the substitution pattern around the core of these templates allowed generation of compounds with high inhibitory potency at the Vasopressin1b receptor, including examples that showed good selectivity with respect to Vasopressin1a, Vasopressin2, and Oxytocin receptor subtypes.

Amino-5-(5-membered)hetero-arylimidazolone compounds and the use thereof for beta-secretase modulation

The present invention provides a 2-amino-5-heteroaryl-5-phenylimidazolone compound of formula I The present invention also provides methods for the use thereof to inhibit β-secretase (BACE) and treat β-amyloid deposits and neurofibrillary tangles

The regioselective synthesis of aryl pyrroles

Pyrrole is a unique aromatic molecule as it can readily undergo substitution at all five positions but obtaining the desired regioisomer can prove difficult to control. We now report our results on the regioselective arylation of pyrrole, utilizing select