60850-73-9

Basic information

• Product Name: 1-(2-CHLOROPHENYL)-2-(1H-1,2,4-TRIAZOLE-1-YL)-ETHANONE
• Synonyms: 1-(2-CHLOROPHENYL)-2-(1H-1,2,4-TRIAZOLE-1-YL)-ETHANONE;1-(2-chlorophenyl)-2-(1,2,4-triazol-1-yl)ethanone;1-(2-Chloro-phenyl)-2-[1,2,4]triazol-1-yl-ethanone
• CAS NO: 60850-73-9
• Molecular Formula: C₁₀H₈ClN₃O
• Molecular Weight: 221.64
• Mol File: 60850-73-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 66-67 °C
• Boiling Point: 384.0±48.0 °C(Predicted)
• Appearance: /
• Density: 1.35±0.1 g/cm3(Predicted)
• PKA: 2.08±0.10(Predicted)
• CAS DataBase Reference: 1-(2-CHLOROPHENYL)-2-(1H-1,2,4-TRIAZOLE-1-YL)-ETHANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-CHLOROPHENYL)-2-(1H-1,2,4-TRIAZOLE-1-YL)-ETHANONE(60850-73-9)
• EPA Substance Registry System: 1-(2-CHLOROPHENYL)-2-(1H-1,2,4-TRIAZOLE-1-YL)-ETHANONE(60850-73-9)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 60850-73-9(Hazardous Substances Data)

Usage

Description

1-(2-Chlorophenyl)-2-(1H-1,2,4-triazole-1-yl)-ethanone is a chemical compound characterized by its molecular formula C10H8ClN3O. This versatile intermediate features a chlorophenyl group and a 1,2,4-triazole ring, which contribute to its diverse reactivity and applicability in various fields. Its molecular structure endows it with fungicidal and bactericidal properties, making it a promising candidate for the development of pharmaceuticals and agrochemicals.

Uses

Used in Pharmaceutical Industry:
1-(2-Chlorophenyl)-2-(1H-1,2,4-triazole-1-yl)-ethanone is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential applications in treating a range of medical conditions.
Used in Agrochemical Industry:
In the agrochemical industry, 1-(2-Chlorophenyl)-2-(1H-1,2,4-triazole-1-yl)-ethanone is utilized as a starting material for the creation of antifungal and antibacterial agents. Its inherent fungicidal and bactericidal properties make it a valuable component in the development of products designed to protect crops and enhance agricultural productivity.
Used in Organic Chemistry and Drug Discovery:
1-(2-Chlorophenyl)-2-(1H-1,2,4-triazole-1-yl)-ethanone is also employed as a valuable building block in organic chemistry. Its diverse reactivity and functional groups facilitate the synthesis of complex molecules and contribute to the advancement of drug discovery efforts.

Upstream product

• 126961-64-6 4-Amino-1-[2-(2-chloro-phenyl)-2-oxo-ethyl]-4H-[1,2,4]triazol-1-ium; bromide 
• 288-88-0 1,2,4-Triazole 
• 5000-66-8 2-chlorophenacyl bromide 
• 2142-68-9 1-(2-chlorophenyl)ethanone 

Downstream Products

• 139571-17-8 Acetic acid (Z)-1-(2-chloro-phenyl)-2-[1,2,4]triazol-1-yl-vinyl ester 
• 936105-06-5 4-(2-chloro-phenyl)-5-[1,2,4]triazol-1-yl-thiazol-2-ylamine 
• 139540-12-8 2-(5-Acetyl-[1,2,4]triazol-1-yl)-1-(2-chloro-phenyl)-ethanone 

Relevant articles and documents

Triazole derivative as well as preparation method and application thereof

The invention relates to a triazole derivative as well as a preparation method and application thereof, which belong to the technical field of organic synthetic drugs. The structure of the triazole derivative is shown as a formula I. In the formula I, R1 and R2 are H, Cl, Br,-CF3,-CH(CH3)2 or -OCH3, and R1 and R2 are not H at the same time. R3 is -CH2 or -COCH2; X and Y are N or C, X and Y are not C at the same time, and X and Y are not N at the same time. The triazole derivative disclosed by the invention has a certain inhibition effect on germs of various crop diseases. Small toxic andside effects on plants are achieved. The preparation method of the triazole derivative is simple.

Novel alkylated azoles as potent antifungals

Fluconazole (FLC) is the drug of choice when it comes to treat fungal infections such as invasive candidiasis in humans. However, the widespread use of FLC has resulted in the development of resistance to this drug in various fungal strains and, simultaneously has occasioned the need for new antifungal agents. Herein, we report the synthesis of 27 new FLC derivatives along with their antifungal activity against a panel of 13 clinically relevant fungal strains. We also explore their toxicity against mammalian cells, their hemolytic activity, as well as their mechanism of action. Overall, many of our FLC derivatives exhibited broad-spectrum antifungal activity and all compounds displayed an MIC value of 0.03?μg/mL against at least one of the fungal strains tested. We also found them to be less hemolytic and less cytotoxic to mammalian cells than the FDA approved antifungal agent amphotericin B. Finally, we demonstrated with our best derivative that the mechanism of action of our compounds is the inhibition of the sterol 14α-demethylase enzyme involved in ergosterol biosynthesis.

REGIOSPECIFIC SYNTHESIS OF ARYL- AND ALKYL-(1,2,4-TRIAZOL-1-YLMETHYL)KETONES

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