41019-45-8

Basic information

• Product Name: 5-(4-CHLOROPHENYL)-2-FUROIC ACID
• Synonyms: TIMTEC-BB SBB003338;RARECHEM AL BO 1471;ASISCHEM T31175;ART-CHEM-BB B025312;IFLAB-BB F0722-7390;AKOS BAR-0043;5-(4-CHLOROPHENYL)-2-FURANCARBOXYLIC ACID;5-(4-CHLOROPHENYL)-2-FUROIC ACID
• CAS NO: 41019-45-8
• Molecular Formula: C₁₁H₇ClO₃
• Molecular Weight: 222.62
• Product Categories: API intermediates;Building Blocks;C8 to C11;C9 to C11;Chemical Synthesis;Furans;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 41019-45-8.mol
• Article Data: 30

Chemical Properties

• Melting Point: 198-201 °C (dec.)(lit.)
• Boiling Point: 394.4 °C at 760 mmHg
• Flash Point: 192.3 °C
• Appearance: Pale brown/Powder
• Density: 1.374 g/cm³
• Vapor Pressure: 6.29E-07mmHg at 25°C
• Refractive Index: 1.594
• PKA: 3.00±0.10(Predicted)
• CAS DataBase Reference: 5-(4-CHLOROPHENYL)-2-FUROIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-CHLOROPHENYL)-2-FUROIC ACID(41019-45-8)
• EPA Substance Registry System: 5-(4-CHLOROPHENYL)-2-FUROIC ACID(41019-45-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 41019-45-8(Hazardous Substances Data)

Usage

Description

5-(4-Chlorophenyl)-2-furoic acid, also known as 5-(4-chlorophenyl)-2-furancarboxylic acid, is a 5-aryl-2-furancarboxylic acid derivative. It is synthesized through the oxidation of the corresponding furaldehyde using silver nitrate and sodium hydroxide. 5-(4-CHLOROPHENYL)-2-FUROIC ACID is characterized by its pale brown powder appearance and serves as a crucial intermediate in the synthesis of various pharmaceutical compounds, particularly semisynthetic cephalosporins.

Uses

Used in Pharmaceutical Industry:
5-(4-Chlorophenyl)-2-furoic acid is used as a key intermediate in the synthesis of 5-(5-aryl-2-furyl)-tetrazol-1-ylacetic acids. These acids are further utilized in the production of semisynthetic cephalosporins, which are a class of antibiotics known for their broad-spectrum antimicrobial properties. The application of this compound in the pharmaceutical industry is primarily due to its role in the development of new and effective antibiotics to combat bacterial infections.
Used in Chemical Research:
As a 5-aryl-2-furancarboxylic acid derivative, 5-(4-chlorophenyl)-2-furoic acid is also employed in various chemical research applications. It can be used to study the structure-activity relationships of different furan-based compounds and to explore their potential applications in various fields, such as materials science, agrochemistry, and medicinal chemistry. 5-(4-CHLOROPHENYL)-2-FUROIC ACID's unique structure and reactivity make it a valuable tool for researchers in the field of organic chemistry.

InChI:InChI=1/C11H7ClO3/c12-8-3-1-7(2-4-8)9-5-6-10(15-9)11(13)14/h1-6H,(H,13,14)

Upstream product

• 34035-03-5 5-(4-chlorophenyl)-2-furaldehyde 
• 98-01-1 furfural 
• 88-14-2 2-furanoic acid 
• 106-47-8 4-chloro-aniline 
• 2527-99-3 methyl 5-bromo-2-furoate 
• 1679-18-1 4-Chlorophenylboronic acid 
• 27329-70-0 5-formylfurane-2-boronic acid 
• 106-39-8 bromochlorobenzene 
• 41019-40-3 methyl 5-(4-chlorophenyl)furan-2-carboxylate 
• 585-70-6 5-bromo-furan-2-carboxylic acid 

Downstream Products

• 139268-17-0 6-<5-(4-Chlorophenyl)-2-furyl>-3-o-hydroxyphenyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazole 
• 139268-18-1 6-<5-(4-Chlorophenyl)-2-furyl>-3-p-chlorophenyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazole 
• 139268-13-6 6-<5-(4-Chlorophenyl)-2-furyl>-3-methyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazole 
• 139268-14-7 6-<5-(4-Chlorophenyl)-2-furyl>-3-ethyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazole 
• 139268-15-8 6-<5-(4-Chlorophenyl)-2-furyl>-3-propyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazole 
• 139268-16-9 6-<5-(4-Chlorophenyl)-2-furyl>-3-phenyl-1,2,4-triazolo<3,4-b>-1,3,4-thiadiazole 
• 57753-80-7 5-(4-chloro-phenyl)-furan-2-carbonyl chloride 
• 80174-08-9 5-(4-Chloro-phenyl)-furan-2-carbonyl azide 
• 41019-40-3 methyl 5-(4-chlorophenyl)furan-2-carboxylate 
• 861819-98-9 ethyl 4-{[5-(4-chlorophenyl)-2-furoyl]amino}butanoate 
• 34035-03-5 5-(4-chlorophenyl)-2-furaldehyde 
• 223466-01-1 4-{[5-(4-chlorophenyl)-2-furoyl]amino}butanoic acid 

Relevant articles and documents

Furan-2-carboxamide derivative, a novel microtubule stabilizing agent induces mitotic arrest and potentiates apoptosis in cancer cells

The vital role played by microtubules in the cell division process, marks them as a potential druggable target to decimate cancer. A novel furan-2-carboxamide based small molecule, is a selective microtubule stabilizing agent (MSA) with IC50 ranging from 4 μM to 8 μM in different cancer cell lines. Inhibition of tubulin polymerization or stabilization of tubulin polymers abrogates chromosomal segregation during cell division, results in cell cycle arrest and leads to cell death due to the delayed repair mechanism. A novel furan-2-carboxamide based small molecule exhibited potent anti-proliferative and anti-metastatic property In-Vitro against the panel of cancer cells. Annexin V-FITC/PI, double staining reveals potent cytotoxic effect of SH09 against HeLa cells. FACS analysis displays induction of G2/M arrest and accumulation of subG1 population of cells upon treatment with SH09. Molecular docking study unveils SH09 binding affinity to the Taxol binding pocket of tubulin proteins and MM-GBSA also confirms strong binding energies of SH09 with tubulin proteins.

Carbon–Carbon Bond Formation for the Synthesis of 5-Aryl-2-Substituted Furans Catalyzed by K3[Fe(CN)6]

An efficient method for the carbon–carbon bond formation at C-5 position of 2-substituted furans to provide a range of π-diverse 5-aryl-2-substituted furan derivatives in 58–80% yield has been reported. The method employs several advantages such as use of catalytic amount of K3[Fe(CN)6] under mild conditions and short reaction time with high yields. Also, a variety of anilines with a variety of functional groups can be employed for the synthesis of 5-aryl-2-substituted furans. Graphic Abstract: [Figure not available: see fulltext.]

Thiazolidin-2-cyanamides derivatives as novel potent Escherichia coli β-glucuronidase inhibitors and their structure–inhibitory activity relationships

Gut microbial β-glucuronidases have the ability to deconjugate glucuronides of some drugs, thus have been considered as an important drug target to alleviate the drug metabolites-induced gastrointestinal toxicity. In this study, thiazolidin-2-cyanamide de