127000-91-3

Basic information

• Product Name: (2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol
• Synonyms: (2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol
• CAS NO: 127000-91-3
• Molecular Weight: 268.266
• Mol File: 127000-91-3.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 471.5±55.0 °C(Predicted)
• Density: 1.38±0.1 g/cm3(Predicted)
• CAS DataBase Reference: (2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol(127000-91-3)
• EPA Substance Registry System: (2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol(127000-91-3)

Safety Data

• Hazardous Substances Data: 127000-91-3(Hazardous Substances Data)

Usage

Description

(2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol, also known as terconazole, is a chiral triazole compound with two stereocenters at the (2R,3R) configuration. It is a synthetic antifungal medication used to treat vaginal yeast infections.

Uses

Used in Pharmaceutical Industry:
(2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol is used as an antifungal agent for treating vaginal yeast infections. It works by inhibiting the growth of fungi by disrupting the synthesis of ergosterol, an essential component of fungal cell membranes.
Used in Topical Administration:
(2R,3R)-3-Amino-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol is used in various pharmaceutical formulations for topical administration, such as creams, suppositories, and vaginal tablets. This allows for targeted treatment of fungal infections in the vaginal area, minimizing systemic side effects and enhancing patient compliance.

Upstream product

• 132507-89-2 threo-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2,3-butanediol 
• 126945-34-4 Methanesulfonic acid (1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl ester 
• 126918-20-5 (2R^*,3R^*)-2-(2,4-Difluorophenyl)-1,2,3-butanetriol 
• 126918-19-2 (2S,3S)-2-(2,4-Difluoro-phenyl)-3-(tetrahydro-pyran-2-yloxy)-butane-1,2-diol 
• 126918-18-1 (2S^*,3R^*)-2-(2,4-Difluorophenyl)-1-(dimethylisopropoxysilyl)-3-(tetrahydropyran-2-yloxy)-2-butanol 
• 124627-86-7 (2R^*,3S^*)-2-(2,4-Difluorophenyl)-3-methyl-2-<(1H-1,2,4-triazol-1-yl)methyl>oxirane 
• 132507-89-2 (2R,3S)-2-(2,4-Difluoro-phenyl)-1-[1,2,4]triazol-1-yl-butane-2,3-diol 
• 126917-48-4 (2R,3R)-3-Azido-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol 
• 169058-26-8 (4R,5R)-4-(2,4-Difluorophenyl)-5-methyl-4-<(1H-1,2,4-triazol-1-yl)methyl>-2-oxazolidinone 
• 124627-86-7 1-(((2R,3S)-2-(2,4-difluorophenyl)-3-methyloxiran-2-yl)-methyl)-1H-1,2,4-triazole 
• 86404-63-9 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazolyl)ethanone 
• 102429-07-2 2-bromo-2',4'-difluoroacetophenone 
• 348-57-2 2,4-difluorobromobenzene 
• 127001-03-0 (2R)-2',4'-Difluoro-2-(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)propiophenone 

Downstream Products

• 126917-59-7 Furan-2-carboxylic acid [(1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-amide 
• 126917-61-1 Thiophene-2-carboxylic acid [(1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-amide 
• 126918-39-6 6-Chloro-N-[(1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-nicotinamide 
• 126925-23-3 5-Chloro-thiophene-2-carboxylic acid [(1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-amide 
• 126916-45-8 (4R*,5R*)-5-(2,4-Difluorophenyl)-4-methyl-5-<(1H-1,2,4-triazol-1-yl)methyl>oxazolidine 
• 126917-83-7 (2R*,3R*)-3-(4-Chlorophthalimido)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-butanol 
• 126916-60-7 N-[(1S,2S)-2-(2,4-Difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-2,3,4,5,6-pentafluoro-benzamide 
• 126917-05-3 (E)-3-(4-Chloro-phenyl)-N-[(1S,2S)-2-(2,4-difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-acrylamide 
• 126916-43-6 N-[(1S,2S)-2-(2,4-Difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-4-fluoro-benzamide 
• 126916-59-4 N-[(1S,2S)-2-(2,4-Difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-4-trifluoromethyl-benzamide 
• 126917-52-0 N-[(1S,2S)-2-(2,4-Difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-3,4-difluoro-benzamide 
• 126917-03-1 (E)-N-[(1S,2S)-2-(2,4-Difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-3-(4-trifluoromethyl-phenyl)-acrylamide 
• 126917-12-2 N-[(1S,2S)-2-(2,4-Difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-2-fluoro-4-trifluoromethyl-benzamide 
• 126917-80-4 N-[(1S,2S)-2-(2,4-Difluoro-phenyl)-2-hydroxy-1-methyl-3-[1,2,4]triazol-1-yl-propyl]-benzamide 

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.

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.

Improved laboratory synthesis of YC-071, a potent azole antifungal agent

An improved laboratory synthesis of YC-071, a potent azole antifungal agent, has been developed. Compared with the original route, the new route is operationally simple, requiring only limited purification of all the intermediates. The new route is an imp