141113-42-0

Basic information

• Product Name: 1H-1,2,4-TRIAZOLE, 1-[[(2S)-2-(2,4-DIFLUOROPHENYL)OXIRANYL]METHYL]-
• Synonyms: 1H-1,2,4-TRIAZOLE, 1-[[(2S)-2-(2,4-DIFLUOROPHENYL)OXIRANYL]METHYL]-;Posaconazole inter-6;1-[[(2S)-2-(2,4-Difluorophenyl)oxiranyl]methyl]-1H-1,2,4-triazole;Posaconazole intermediate-6
• CAS NO: 141113-42-0
• Molecular Formula: C₁₁H₉F₂N₃O
• Molecular Weight: 237.208
• Mol File: 141113-42-0.mol
• Article Data: 48

Chemical Properties

• Boiling Point: 370.5 °C at 760 mmHg
• Flash Point: 177.9 °C
• Appearance: /
• Density: 1.46
• CAS DataBase Reference: 1H-1,2,4-TRIAZOLE, 1-[[(2S)-2-(2,4-DIFLUOROPHENYL)OXIRANYL]METHYL]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-1,2,4-TRIAZOLE, 1-[[(2S)-2-(2,4-DIFLUOROPHENYL)OXIRANYL]METHYL]-(141113-42-0)
• EPA Substance Registry System: 1H-1,2,4-TRIAZOLE, 1-[[(2S)-2-(2,4-DIFLUOROPHENYL)OXIRANYL]METHYL]-(141113-42-0)

Safety Data

• Hazardous Substances Data: 141113-42-0(Hazardous Substances Data)

Usage

General Description

1H-1,2,4-triazole, 1-[[2S)-2-(2,4-difluorophenyl)oxiranyl]methyl]- is a chemical compound with potential pharmaceutical applications. It is a triazole derivative with a substituted oxirane ring, and it has a chiral center at the 2-position. 1H-1,2,4-TRIAZOLE, 1-[[(2S)-2-(2,4-DIFLUOROPHENYL)OXIRANYL]METHYL]- is of interest to researchers due to its potential as a drug molecule, particularly in the development of antifungal and antimicrobial agents. The presence of the oxirane group and the difluorophenyl moiety may contribute to its bioactivity and pharmacological properties. Further research and development of this compound may lead to the discovery of novel therapeutics for various medical conditions.

Upstream product

• 1030268-24-6 trimethylsulphoxonium iodide 
• 86404-63-9 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone 
• 70775-39-2 dimethylsulfoxonium methylide 
• 1774-47-6 trimethylsulfoxonium iodide 
• 51336-94-8 2-chloro-1-(2,4-dichlorophenyl)ethanone 
• 372-18-9 1,3-Difluorobenzene 
• 2181-42-2 trimethylsulphonium iodide 
• 57-09-0 cetyltrimethylammonim bromide 
• 118689-07-9 (S)-(+)-2(2,4-Difluorophenyl)-3-(1,2,4-triazol-1-yl)-1,2-propanediol 
• 149809-36-9 Toluene-4-sulfonic acid (S)-2-(2,4-difluoro-phenyl)-2-hydroxy-3-[1,2,4]triazol-1-yl-propyl ester 
• 159553-75-0 Acetic acid (S)-2-(2,4-difluoro-phenyl)-2-hydroxy-3-[1,2,4]triazol-1-yl-propyl ester 
• 149882-16-6 (S)-(+)-2-(2,4-Difluorophenyl)-3-(1,2,4-triazol-1-yl)-1,2-propanediol 
• 86386-74-5 1,3-(dichloro)-2-(2,4-difluorophenyl)propan-2-ol 
• 164347-62-0 1,2-epoxy-3-chloro-2-(2,4-difluorophenyl)-propane 

Downstream Products

• 146796-52-3 2-(2,4-difluorophenyl)-3-((3,5-dimethylisoxazol-4-yl)methylyhio)-1-(1,2,4-triazol-1-yl)-2-propanol 
• 132507-80-3 1?azido?2?(2,4?difluorophenyl)?3?(1H?1,2,4?triazol?1?yl)propan?2?ol 
• 118689-07-9 (S)-(+)-2(2,4-Difluorophenyl)-3-(1,2,4-triazol-1-yl)-1,2-propanediol 
• 205435-16-1 1-[2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl]-1-ethyl-1-methylhydrazinium inner salt 
• 205434-84-0 1-amino-1-[2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl]hexahydropyridinium inner salt 
• 205434-82-8 1-[2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propyl]-1,1-dimethylhydrazinium inner salt 

Relevant articles and documents

Preparation method of posaconazole intermediate

The invention relates to the technical field of medicine preparation, and especially relates to a preparation method of a posaconazole intermediate. The preparation method comprises the following steps: reacting a compound as shown in a formula II, serving as a raw material, with 1, 2, 4-triazole to obtain a compound as shown in a formula III, and then reacting with air or oxygen under the action of a catalyst 1 to obtain a compound as shown in a formula IV; reacting the compound as shown in the formula IV with dimethyl malonate to obtain a compound as shown in a formula V; reacting the compound shown in the formula V under the action of a reducing agent to obtain a compound shown in a formula VI; and finally, carrying out intramolecular etherification reaction on the compound shown in the formula VI, and carrying out sulfonylation reaction on the obtained product to obtain a target product I. The method has the advantages of cheap and easily available raw materials, mild reaction conditions, few reaction steps, high yield and high purity of the obtained product.

Azole-triphenylphosphonium conjugates combat antifungal resistance and alleviate the development of drug-resistance

Azole antifungals are commonly used to treat fungal infections but have resulted in the occurrence of drug resistance. Therefore, developing azole derivatives (AZDs) that can both combat established drug-resistant fungal strains and evade drug resistance is of great importance. In this study, we synthesized a series of AZDs with a fluconazole (FLC) skeleton conjugated with a mitochondria-targeting triphenylphosphonium cation (TPP+). These AZDs displayed potent activity against both azole-sensitive and azole-resistant Candida strains without eliciting obvious resistance. Moreover, two representative AZDs, 20 and 25, exerted synergistic antifungal activity with Hsp90 inhibitors against C. albicans strains resistant to the combination treatment of FLC and Hsp90 inhibitors. AZD 25, which had minimal cytotoxicity, was effective in preventing C. albicans biofilm formation. Mechanistic investigation revealed that AZD 25 inhibited the biosynthesis of the fungal membrane component ergosterol and interfered with mitochondrial function. Our findings provide an alternative approach to address fungal resistance problems.

Triazole compounds, preparation method and application of triazole compounds in antifungal drugs

The invention discloses a series of novel triazole compounds obtained by coupling a triazole drug skeleton and diversified lipophilic cations through different chains, and also discloses a preparationmethod of the compounds and application of the compound