135270-07-4

Basic information

• Product Name: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole
• Synonyms: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole;(2S,3R)-2-(2,4-Difluorophenyl)-3-methyl-2-[(1H-1,2,4-triazol-1-yl)methyl]oxirane;Efinaconazole Related Impurity 4
• CAS NO: 135270-07-4
• Molecular Formula: C₁₂H₁₁F₂N₃O
• Molecular Weight: 251.2320464
• EINECS: -0
• Mol File: 135270-07-4.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 371.6±52.0 °C(Predicted)
• Appearance: /
• Density: 1.41±0.1 g/cm3(Predicted)
• PKA: 2.75±0.10(Predicted)
• CAS DataBase Reference: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole(135270-07-4)
• EPA Substance Registry System: 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole(135270-07-4)

Safety Data

• Hazardous Substances Data: 135270-07-4(Hazardous Substances Data)

Usage

Description

1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole is a complex organic compound characterized by its unique molecular structure. It is a synthetic intermediate that plays a crucial role in the development of pharmaceuticals, particularly in the synthesis of antifungal agents.

Uses

Used in Pharmaceutical Industry:
1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole is used as a synthetic intermediate for the development of ent-Efinaconazole (E435075). Ent-Efinaconazole is a potent antifungal agent that targets various fungal infections, making it a valuable compound in the treatment of onychomycosis and other related conditions.
Additionally, the S,S-enantiomer of Efinaconazole (E435070) is used as a topical antifungal for onychomycosis. This application highlights the importance of 1-(((2S,3R)-2-(2,4-difluorophenyl)-3-Methyloxiran-2-yl)Methyl)-1H-1,2,4-triazole in the pharmaceutical industry, as it contributes to the creation of effective treatments for fungal infections.

Upstream product

• 126918-20-5 (2R^*,3R^*)-2-(2,4-Difluorophenyl)-1,2,3-butanetriol 
• 288-88-0 1,2,4-Triazole 
• 138511-90-7 [(1S)-1-[(2R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethyl] methanesulfonate 
• 126918-21-6 Methanesulfonic acid (1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-3-methanesulfonyloxy-1-methyl-propyl ester 
• 126918-27-2 (2R,3S)-2-(2,4-Difluorophenyl)-2,3-epoxy-1-butanol 
• 139330-86-2 (2R,3R)-3-Chloro-2-(2,4-difluorophenyl)-1-(methanesulphonyloxy)-2-butanol 
• 135270-14-3 (R)-1-[(R)-2-(2,4-difluorophenyl)-2-oxiranyl]ethyl methanesulfonate 
• 126918-21-6 (2R,3R)-2-(2,4-difluorophenyl)-2-hydroxybutane-1,3-diyl dimethanesulfonate 
• 13578-51-3 1-(4-toluenesulfonyl)-1H-1,2,4-triazole 
• 126918-35-2 (1R)-1-<(2R)-2-(2,4-difluorophenyl)-2-oxiranyl>ethanol 
• 126918-33-0 (1S)-1-<(2R)-2-(2,4-difluorophenyl)-2-oxiranyl>ethanol 
• 126918-16-9 (R)-1-(2,4-difluorophenyl)-2-hydroxypropan-1-one 
• 126918-14-7 (2S)-2',4'-Difluoro-2-hydroxypropiophenone 
• 126918-15-8 (S)-2-(p-toluenesulfonyloxy)-2',4'-difluoropropiophenone 

Downstream Products

• 124627-86-7 1-[(2S,3S)-2-(2,4-Difluoro-phenyl)-3-methyl-oxiranylmethyl]-1H-[1,2,4]triazole 
• 126916-57-2 (2R,3S)-3-Amino-2-(2,4-difluoro-phenyl)-1-[1,2,4]triazol-1-yl-butan-2-ol 
• 132507-89-2 (2R,3S)-2-(2,4-Difluoro-phenyl)-1-[1,2,4]triazol-1-yl-butane-2,3-diol 
• 126916-45-8 1-[(4R,5S)-5-(2,4-Difluoro-phenyl)-4-methyl-oxazolidin-5-ylmethyl]-1H-[1,2,4]triazole 
• 126945-34-4 Methanesulfonic acid (1R,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl ester 
• 126916-89-0 [(4S,5R)-5-(2,4-Difluoro-phenyl)-4-methyl-5-[1,2,4]triazol-1-ylmethyl-oxazolidin-3-yl]-(4-trifluoromethyl-phenyl)-methanone 
• 377078-90-5 1-[(1S,2S)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1H-1-tetrazolyl)phenyl]-2-(1H,3H)-imidazolone 
• 377078-87-0 1-(2,2-diethoxyethyl)-1-[(1S,2S)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-3-[4-(1H-1-tetrazolyl)phenyl]urea 
• 170862-36-9 (2S,3R)-3-(2,4-difluorophenyl)-3-hydroxy-2-methyl-4-(1H-1,2,4-triazol-1-yl)butanenitrile 
• 164650-45-7 (2R,3R)-2-(2,4-difluorophenyl)-3-(4-methylenepiperidine-1-yl)-1-(1H-1,2,4-triazole-1-yl)-butane-2-ol 
• 168969-17-3 2-[(1R,2R)-2-(2,4-difluorophenyl)-2-hydroxy-1-methyl-3-(1H-1,2,4-triazol-1-yl)propyl]-4-[4-[4-[4-(1,1,2,2-tetrafluoroethoxy)phenyl]-1-piperazinyl]phenyl]-3(2H,4H)-1,2,4-triazolone 
• 210562-71-3 (2R,3R)-2-(2,4-Difluorophenyl)-3-[4-(1H-1,2,4-triazol-3-yl)piperazin-1-yl]-1-(1H-1,2,4, triazol-1-yl)butan-2-ol 
• 210562-49-5 (2R,3R)-2-(2,4-difluorophenyl)-3-(piperazin-1-yl)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 
• 210562-78-0 (2R,3R)-2-(2,4-Difluorophenyl)-3-(4-phenylpiperazin-1-yl)-1-(1H-1,2,4, triazol-1-yl)butan-2-ol 

Relevant articles and documents

Asymmetric Catalytic Epoxidation of Terminal Enones for the Synthesis of Triazole Antifungal Agents

An enantioselective epoxidation of α-substituted vinyl ketones was realized to construct the key epoxide intermediates for the synthesis of various triazole antifungal agents. The reaction proceeded efficiently in high yields with good enantioselectivities by employing a chiral N,N′-dioxide/ScIII complex as the chiral catalyst and 35% aq. H2O2 as the oxidant. It enabled the facile transformation for optically active isavuconazole, efinaconazole, and other potential antifungal agents.

PROCESS FOR PRODUCING EPOXY ALCOHOL COMPOUND

A compound represented by formula (II): (where Ar represents a phenyl group optionally substituted by 1 to 3 substituents selected from the group consisting of a halogen atom and a trifluoromethyl group, and R represents a hydrogen atom or an alkyl group having 1 to 12 carbon atoms) is produced by step A: reacting trimethyl oxosulfonium salt or trimethyl sulfonium salt with a base in a solvent, and removing the resulting solid to obtain a trimethyl oxosulfonium ylide solution or a trimethyl sulfonium ylide solution; and step B: reacting a compound represented by formula (I): and the solution obtained in step A, and the compound represented by formula (II) can be derived to a compound represented by formula (V): that is useful for production of an antifungal agent.

Triazole alcohol derivative, and preparation method and application thereof

The invention relates to a triazole alcohol derivative, and a preparation method and an application thereof. The chemical structure of the triazole alcohol derivative is represented by formula I, A inthe formula I represents a benzene ring or a substituted benzene ring, and the substituent group of the substituted benzene ring can be located at each position of the benzene ring, is monosubstituted or polysubstituted, and is selected from: a) halogen which is F, Cl, Br or I; b) an electron-withdrawing group, wherein the electron withdrawing group is a cyano group, a nitro group or a trifluoromethyl group; c) a C1-4 low alkyl group or a halogen-substituted low alkyl group; and d) a C1-4 low alkoxy group or a halogen-substituted low alkoxy group. The compound has the advantages of high antifungal activity, low toxicity, wide antibacterial spectrum and the like, and can be used for preparing antifungal medicines.