172587-60-9

Usage

Class

Triazole antifungals

Use

Treating fungal infections in humans and animals

Mechanism of Action

Inhibits the synthesis of ergosterol, a key component of fungal cell membranes

Potential Hazards

Toxic if ingested, inhaled, or absorbed through the skin

Safety Precautions

May cause irritation to the eyes and respiratory system

Handling

Care must be taken when handling and using this chemical to avoid exposure and potential health risks

Upstream product

• 67-66-3 chloroform 
• 50765-70-3 (S)-1-tosyloxy-2,3-propanediol 
• 584-08-7 potassium carbonate 
• 104-15-4 toluene-4-sulfonic acid 
• 58905-16-1 1-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone 
• 288-36-8 1,2,3-triazole 
• 331949-30-5 2-bromomethyl-2-(2,4-dichlorophenyl)-4-phenylcarbonyloxymethyl-1,3-dioxolane 
• 123-91-1 1,4-dioxane 
• 67914-84-5 cis-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol benzoate (ester) 
• 2234-16-4 1-(2,4-dichlorophenyl)ethan-1-one 
• 2631-72-3 2,4-dichlorophenacyl bromide 
• 41253-21-8 sodium triazole 
• 170210-46-5 cis-2-bromomethyl-2-(2,4-dichlorophenyl)-4-phenylcarbonyloxymethyl-1,3-dioxolane 

Downstream Products

• 154003-20-0 (2S,4R,2'R)-Itraconazole 
• 154003-19-7 (2S,4R,2'S)-Itraconazole 
• 154003-21-1 ((2S,4S)-2-((1H-1,2,4-triazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methyl 4-methyl-benzenesulfonate 
• 148626-66-8 2S,4R,2'S,3'S hydroxy itraconazole 
• 1486497-66-8 (-)-terconazole 
• 172587-61-0 cis-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolane-4-methanol methanesulfonate (ester) 

Relevant academic research and scientific papers

Antifungal water-soluble compound as well as preparation method and application thereof (by machine translation)

The invention provides an antifungal water-soluble compound, a preparation method thereof and application, of the compound as I shown in formula. The compound has good antifungal effect and water solubility, can be used for treating and preventing,configuration optical isomers of the optical isomer SRSS obtained by chiral synthesis. (by machine translation)

An optical pure itraconazole key intermediate and synthetic method and by the intermediate synthesis of optically pure itraconazole method

The invention disclsoes an optically pure itraconazole key intermediate and synthetic method thereof, and a method for synthesizing the optically pure itraconazole from the intermediate. The method of the invention uses 1-(2,4-dichlorobenzene)-2-(1-methylene-1,2,4-triazole)-1-ketone for preparing the optically pure itraconazole key intermediate, and the optically pure itraconazole key intermediate is used for the preparation of optically pure itraconazole. The method uses easily available raw materials, not only reduces the production cost, but also obtains the product with high purity; through the control of the optical purity of the key intermediate compound VII, the optical purity of the target product itraconazole can be effectively controlled; therefore, the invention has with industrial value.

Itraconazole and stereoisomers

Anti-infective compositions for the treatment of a human in need of therapy for a systemic or topical fungal infection which comprise a pharmaceutically acceptable carrier and a therapeutically effective amount of (2R,4S) itraconazole or a pharmaceutically acceptable salt thereof, substantially free of its (2S,4R) stereoisomer.

Stereoselective Syntheses of (+)- and (-)-Terconazole

The recently described cis-benzoates (2R,4R)- and (2S,4S)-2 were transformed into (+)- and (-)-terconazole, respectively by reaction with 1H-1,2,4-triazole followed by hydrolysis to give alcohols (+)- and (-)-3 which were mesylated and reacted with phenol

Azolylmethylcycloacetals, their preparation and their use as drugs

Azolylmethylcycloacetals of the formula I STR1 where R is phenyl which can be substituted by halogen, or is C1 -C6 -alkyl, R1 is hydrogen or C1 -C3 -alkyl, Z is CH or N, and m is 0 or 1, and their phy

(2-Aryl-4-phenylthioalkyl-1,3-dioxolan-2-ylmethyl)azole derivatives

The present invention relates to a series of (2-aryl-4-phenylthioalkyl-1,3-dioxolan-2-ylmethyl)azole derivatives which are useful as antifungal and antineoplastic agents.

Heterocyclic derivatives of 1-(1,3-dioxolan-2-ylmethyl)-1H-imidazoles

Heterocyclic derivatives of 1-(1,3-dioxolan-2-ylmethyl)-1H-imidazoles, useful as antifungal and antibacterial agents.