150061-84-0

Basic information

• Product Name: [4-(4-CHLOROPHENYL)-1H-PYRROL-3-YL](PHENYL)METHANONE
• Synonyms: [4-(4-CHLOROPHENYL)-1H-PYRROL-3-YL](PHENYL)METHANONE;3-benzoyl-4-(4-chlorophenyl)-1H-pyrrole
• CAS NO: 150061-84-0
• Molecular Formula: C₁₇H₁₂ClNO
• Molecular Weight: 281.74
• Mol File: 150061-84-0.mol

Chemical Properties

• Boiling Point: 510.8±45.0 °C(Predicted)
• Appearance: /
• Density: 1.262±0.06 g/cm3(Predicted)
• PKA: 14.90±0.50(Predicted)
• CAS DataBase Reference: [4-(4-CHLOROPHENYL)-1H-PYRROL-3-YL](PHENYL)METHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: [4-(4-CHLOROPHENYL)-1H-PYRROL-3-YL](PHENYL)METHANONE(150061-84-0)
• EPA Substance Registry System: [4-(4-CHLOROPHENYL)-1H-PYRROL-3-YL](PHENYL)METHANONE(150061-84-0)

Safety Data

• Hazardous Substances Data: 150061-84-0(Hazardous Substances Data)

Upstream product

• 24721-26-4 4-chlorochalcone 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 956-04-7 3-(4-chlorophenyl)-1-phenylprop-2-en-1-one 
• 104-88-1 4-chlorobenzaldehyde 
• 98-86-2 acetophenone 

Downstream Products

• 863097-41-0 [4-(4-chlorophenyl)-1-(3-methyl-2-butenyl)-1H-pyrrol-3-yl]phenylmethanone 
• 863097-36-3 [4-(4-chloro-phenyl)-1-ethyl-1H-pyrrol-3-yl]-phenyl-methanone 
• 415724-55-9 1-{[4-(4-Chloro-phenyl)-1H-pyrrol-3-yl]-phenyl-methyl}-1H-imidazole 
• 863097-69-2 [4-(4-chloro-phenyl)-1-cyclopropylmethyl-1H-pyrrol-3-yl]-phenyl-methanol 
• 863097-74-9 [4-(4-chloro-phenyl)-1-phenyl-1H-pyrrol-3-yl]-phenyl-methanol 
• 863097-73-8 [4-(4-chloro-phenyl)-1-(3-methyl-but-2-enyl)-1H-pyrrol-3-yl]-phenyl-methanol 
• 863097-67-0 [4-(4-chloro-phenyl)-1-propyl-1H-pyrrol-3-yl]-phenyl-methanol 
• 863097-72-7 [1-allyl-4-(4-chloro-phenyl)-1H-pyrrol-3-yl]-phenyl-methanol 
• 863097-65-8 4-(4-chlorophenyl)-1-ethyl-α-phenyl-1H-pyrrole-3-methanol 
• 863097-40-9 [1-allyl-4-(4-chloro-phenyl)-1H-pyrrol-3-yl]-phenyl-methanone 
• 863097-37-4 [4-(4-chlorophenyl)-1-propyl-1H-pyrrol-3-yl]phenylmethanone 

Relevant articles and documents

Chloro-Functionalized Photo-crosslinking BODIPY for Glutathione Sensing and Subcellular Trafficking

Glutathione (GSH) is one of major antioxidants inside cells that regulates oxidoreduction homeostasis. Recently, there have been extensive efforts to visualize GSH in live cells, but most of the probes available today are simple detection sensors and do not provide details of cellular localization. A new fluorescent probe (pcBD2-Cl), which is cell permeable and selectively reacts with GSH in situ, has been developed. The in situ GSH-labeled probe (pcBD2–GSH) exhibited quenches fluorescence, but subsequent binding to cellular abundant glutathione S-transferase (GST) recovers the fluorescence intensity, which makes it possible to image the GSH–GST complex in live cells. Interactions between probe and GST were confirmed by means of photo-crosslinking under intact live-cell conditions. Interestingly, isomers of chloro-functionalized 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY) compounds behaved very distinctively inside the cells. Following co-staining imaging with MitoTracker and mitochondria fractionation upon lipopolysaccharide-mediated reactive oxygen species induction experiments showed that pcBD2–GSH accumulated in mitochondria. This is the first example of a live-cell imaging probe to visualize translocation of GSH from the cytosol to mitochondria.

Multi-fucntional compound for glutathione sensing and Method for manufacturing it

The present invention relates to a compound for detecting glutathione and a method for manufacturing the same. More specifically, by providing a compound represented by chemical formula 1 or chemical formula 2, it is possible to effectively detect glutathione by having high intracellular permeability and high selectivity to glutathione for various biothiols.COPYRIGHT KIPO 2020

Lithium hydroxide mediated synthesis of 3,4-disubstituted pyrroles

LiOH·H2O in ethanol was found to be an effective reagent for the synthesis of 3,4-disubstituted pyrrole derivatives by the van Leusen method. In situ formation of chalcones from aromatic aldehydes and enolisable ketones, and their subsequent reaction with tosylmethyl isocyanide resulted in the formation and precipitation of pyrrole derivatives from the reaction medium, in good yields. The solvation effect of the polar medium facilitates the reaction. The Royal Society of Chemistry 2013.

Antifungal agents. 9. 3-Aryl-4-[α-(1H-imidazol-1-yl)arylmethyl]pyrroles: A new class of potent anti-Candida agents

A new class of potent antifungal agents, namely, 3-aryl-4-[α-(1H- imidazol-1-yl)arylmethyl]-pyrroles, is described. These compounds are related to bifonazole and pyrrolnitrin, two compounds belonging to the class of antimycotic drugs. The synthesis of the title pyrroles has been performed starting from 1,3-diaryl-2-propen-1-ones, which were reacted with tosylmethyl isocyanide to give 3-aroyl-4-arylpyrroles. Reduction of the resulting compounds by lithium aluminum hydride furnished the related alcohols, which were treated with 1,1'-carbonyldiimidazole to afford the required imidazole derivatives. Forty-four new pyrroles which incorporate an (arylmethyl)imidazole moiety in the 3-arylpyrrole structure were prepared by the above procedure and tested in vitro against Candida albicans and Candida spp. Among test compounds, 10 were found to be highly active against C. albicans. The most active derivative (27) was twice as potent (MIC90) as bifonazole, and its activity was 4 times greater than those of miconazole and ketoconazole. The other nine compounds showed antifungal activity of the same order of that of bifonazole and were ca. 2 times as active as miconazole and ketoconazole. Derivatives 21 and 27 tested in vivo against C. albicans A170 were shown to be highly effective in rabbit skin candidosis. Pharmacological studies on compounds 27 and other related pyrroles (19, 35, 36, 38, 39, and 49) are in progress to select one of them as a potential candidate for clinical experiments.

Trisubstituted pyrrole derivatives having antifungine activity, and related pharmaceutical compositions

The pyrrole derivatives having the general formula: STR1 wherein X and X' represent H, alkyl, alkoxy, halogen, nitro, amino, and R is H, alkyl, aryl, arylalkyl, cycloalkylmethyl, are active against pathogenic microorganisms, and particularly against mycet