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Usage

Uses

Used in Pharmaceutical Research and Drug Development:
5-CHLORO-2-(TRIFLUOROMETHYL)BENZIMIDAZOLE is utilized as a key compound in pharmaceutical research and drug development due to its potential medicinal properties and diverse biological activities. Its unique structure allows for the exploration of its therapeutic potential in treating various medical conditions.
Used in Anticancer Applications:
In the field of oncology, 5-CHLORO-2-(TRIFLUOROMETHYL)BENZIMIDAZOLE is employed as an anticancer agent. It is being investigated for its ability to target and inhibit the growth of cancer cells, making it a potential candidate for the development of new cancer therapies.
Used in Anti-inflammatory Applications:
5-CHLORO-2-(TRIFLUOROMETHYL)BENZIMIDAZOLE also serves as an anti-inflammatory agent. It is being studied for its capacity to reduce inflammation and alleviate symptoms associated with inflammatory conditions, offering a potential new treatment option for patients suffering from such diseases.
Used in Antimicrobial Applications:
In the realm of infectious diseases, 5-CHLORO-2-(TRIFLUOROMETHYL)BENZIMIDAZOLE is used as an antimicrobial agent. Its potential to combat microbial infections positions it as a candidate for the development of new antibiotics or antifungal agents to address the growing issue of antibiotic resistance.
Used in Various Industries:
5-CHLORO-2-(TRIFLUOROMETHYL)BENZIMIDAZOLE's applications are not limited to the pharmaceutical industry. Its unique chemical properties and potential uses may extend to other industries such as agriculture, where it could be employed as a pesticide or fungicide, or in the chemical industry for the synthesis of other compounds with specific applications.

InChI:InChI=1/C8H4ClF3N2/c9-4-1-2-5-6(3-4)14-7(13-5)8(10,11)12/h1-3H,(H,13,14)

Upstream product

• 95-83-0 4-Chloro-1,2-phenylenediamine 
• 76-05-1 trifluoroacetic acid 
• 89-63-4 4-Chloro-2-nitroaniline 
• 1635-61-6 5-chloro-2-nitroaniline 
• 1522-22-1 1,1,1,5,5,5-hexafluoroacetylacetone 

Downstream Products

• 14689-60-2 4,6,7-Tribromo-5-chloro-2-trifluoromethylbenzimidazole0 

Relevant academic research and scientific papers

Fe(OTf)3-catalyzed practical synthesis of 2-trifluoromethylarylimidazoles from o-arylenediamines and hexafluoroacetylacetone

An iron-catalyzed practical synthesis of 2-trifluoromethylarylimidazoles through condensation of o-arylenediamines and hexafluoroacetylacetone followed by intramolecular addition and C–C bond cleavage in one-pot has been developed. A series of title compounds were obtained with up to 99% yield. This method is quite practical and suitable for scalable preparation due to simple experimental procedure and readily available reagents.

Synthesis and antiprotozoal activity of some 2-(trifluoromethyl)-1H- benzimidazole bioisosteres

A series of 2-(trifluoromethyl)-1H-benzimidazole derivatives with various 5- and 6-position bioisosteric substituents (-Cl, -F, -CF3, -CN), namely 1-7, were prepared using a short synthetic route. Each analogue was tested in vitro against the protozoa Giardia intestinalis and Trichomonas vaginalis in comparison with albendazole and metronidazole. Several analogues had IC50 values 1 μM against both species, which make them significantly more potent than either standard. Compound 4 [2,5(6)- bis(trifluoromethyl)-1H-benzimidazole], was 14 times more active than albendazole against T.:vaginalis. This compound (4) also showed moderate antimalarial activity against W2 and D6 strains of Plasmodium falciparum (5.98 and 6.12 μM, respectively). Studying further structure activity relationships through the use of bioisosteric substitution in these benzimidazolic derivatives should provide new leads against protozoal and possibly malarial diseases.

Synthesis and antiparasitic activity of 2-(Trifluoromethyl)benzimidazole derivatives

2-(Trifluoromethyl)benzimidazole derivatives substituted at the 1-, 5-, and 6-positions have been synthesized and in vitro tested against the protozoa Giardia lamblia, Entamoeba histolytica, and the helminth Trichinella spiralis. Results indicate that all the compounds tested are more active as antiprotozoal agents than Albendazole and Metronidazole. One compound (20) was as active as Albendazole against T. spiralis. These compounds were also tested for their effect on tubulin polymerization and none inhibited tubulin polymerization.

Full length article

Cyclocondensation of N-(carbotrifluoromethyl)-ortho-arylenediamines leads to a series of 2-trifluoromethylarylimidazoles with good yields on montmorillonite K10 in 'dry media' under microwave irradiation within 2 min in a domestic oven. By conventional heating in the same conditions, no reaction is observed.