72652-33-6

Basic information

• Product Name: 4-IODO-2-(TRICHLOROACETYL)PYRROLE
• Synonyms: 4-IODO-2-(TRICHLOROACETYL)PYRROLE;2,2,2-trichloro-1-(4-iodo-1H-pyrrol-2-yl)-1-ethanone;2,2,2-trichloro-1-(4-iodo-1H-pyrrol-2-yl)ethanone;2,2,2-trichloro-1-(4-iodo-1H-pyrrol-2-yl)ethan-1-one;Ethanone, 2,2,2-trichloro-1-(4-iodo-1H-pyrrol-2-yl)-
• CAS NO: 72652-33-6
• Molecular Formula: C₆H₃Cl₃INO
• Molecular Weight: 338.36
• Mol File: 72652-33-6.mol
• Article Data: 16

Chemical Properties

• Melting Point: 143-144°
• Boiling Point: 377.582°C at 760 mmHg
• Flash Point: 182.155°C
• Appearance: /
• Density: 2.175g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.67
• PKA: 12.69±0.50(Predicted)
• CAS DataBase Reference: 4-IODO-2-(TRICHLOROACETYL)PYRROLE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-IODO-2-(TRICHLOROACETYL)PYRROLE(72652-33-6)
• EPA Substance Registry System: 4-IODO-2-(TRICHLOROACETYL)PYRROLE(72652-33-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 72652-33-6(Hazardous Substances Data)

Usage

Description

4-IODO-2-(TRICHLOROACETYL)PYRROLE, also known as 2,2,2-Trichloro-1-(4-iodo-1H-pyrrol-2-yl)ethanone, is an organic compound that serves as a crucial intermediate in the synthesis of various chemical compounds. It is characterized by its unique molecular structure, which includes an iodine atom and a trichloroacetyl group attached to a pyrrole ring. 4-IODO-2-(TRICHLOROACETYL)PYRROLE plays a significant role in the development of novel and selective inhibitors for specific applications in the pharmaceutical industry.

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 articles and documents

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.

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.

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