20747-42-6

Basic information

• Product Name: 1,3-Benzodioxole-5-carboxaldehyde, oxime, (Z)-
• CAS NO: 20747-42-6
• Molecular Formula: C8H7NO3
• Molecular Weight: 165.148
• Mol File: 20747-42-6.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: 1,3-Benzodioxole-5-carboxaldehyde, oxime, (Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Benzodioxole-5-carboxaldehyde, oxime, (Z)-(20747-42-6)
• EPA Substance Registry System: 1,3-Benzodioxole-5-carboxaldehyde, oxime, (Z)-(20747-42-6)

Safety Data

• Hazardous Substances Data: 20747-42-6(Hazardous Substances Data)

Usage

General Description

1,3-Benzodioxole-5-carboxaldehyde, oxime, (Z)- is a chemical compound with a molecular formula C9H9NO3. It is an oxime derivative of benzodioxole-5-carboxaldehyde and exists in the Z-form isomer. 1,3-Benzodioxole-5-carboxaldehyde, oxime, (Z)- is commonly used in organic synthesis as a building block for the preparation of various pharmaceuticals and agrochemicals. It is also utilized as a reagent for the synthesis of heterocyclic compounds and as a precursor in the production of perfumes and fragrances. Additionally, it has been studied for its potential biological activities and therapeutic applications. However, it is important to handle this chemical with caution as it may be hazardous if not used properly.

Upstream product

• 2089-36-3 (E)-3,4-methylenedioxybenzaldehyde oxime 
• 61077-55-2 (E)-benzo[d][1,3]dioxole-5-carbaldehyde O-acetyl oxime 
• 110-89-4 piperidine 
• 123-91-1 1,4-dioxane 
• 109-73-9 N-butylamine 
• 121-44-8 triethylamine 
• 61077-55-2 piperonal-((Z)-O-acetyl oxime ) 
• 623-11-0 1-methyl-4-nitrosobenzene 
• 62-53-3 aniline 
• 110-86-1 pyridine 
• 56-23-5 tetrachloromethane 
• 67-66-3 chloroform 
• 110-82-7 cyclohexane 
• 108-94-1 cyclohexanone 

Downstream Products

• 88855-87-2 5-(benzo[d][1,3]dioxol-5-yl)-7-methyl-7,8-dihydro-[1,3]dioxolo[4,5-g]isoquinoline 
• 94312-71-7 1-benzo[1,3]dioxol-5-yl-6,7-dimethoxy-3-methyl-3,4-dihydro-isoquinoline 
• 120-57-0 piperonal 
• 2620-50-0 1,3-benzodioxol-5-ylmethyl amine 
• 6701-35-5 bis(benzo[d][1,3]dioxol-5-ylmethyl)amine 
• 4421-09-4 piperonylonitrile 
• 69415-51-6 piperonal-((E)-O-benzoyl oxime ) 
• 2089-36-3 (E)-3,4-methylenedioxybenzaldehyde oxime 
• 94-53-1 Piperonylic acid 
• 61077-55-2 (E)-benzo[d][1,3]dioxole-5-carbaldehyde O-acetyl oxime 
• 61077-55-2 piperonal-((Z)-O-acetyl oxime ) 
• 250722-18-0 piperonal-((Z)-O-phenylcarbamoyl oxime ) 
• 69415-52-7 piperonal-((Z)-O-propionyl oxime ) 
• 63418-54-2 benzo[1,3]dioxol-5-ylmethylene-methyl-amine oxide 

Relevant articles and documents

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Synthesis and SAR of new isoxazole-triazole bis-heterocyclic compounds as analogues of natural lignans with antiparasitic activity

Despite the impressive scientific and technological advances of recent decades, no effective treatment is currently available for Chagas disease. Our research group has been studying the design and synthesis of analogues of natural lignans aiming to identify compounds with antiparasitic activity. This article reports the synthesis of 42 novel bis-heterocyclic derivatives and the structure-activity relationship study conducted based on results of biological assays against Trypanosoma cruzi amastigotes. Thirty-seven compounds were active, and eight of them had GI50 values lower than 100 μM (GI50 88.4–12.2 μM). A qualitative structure activity relationship study using three dimensional descriptors was carried out and showed a correlation between growth inhibitory potency and the presence of bulky hydrophobic groups located at rings A and D of the compounds. Compound 3-(3,4-dimethoxyphenyl)-5-((4-(4-pentylphenyl)-1H-1,2,3-triazol-1-yl)methyl)isoxazole (31) was the most active in the series (GI50 12.2 μM), showing, in vitro, low toxicity and potency similar to benznidazole (GI50 10.2 μM). These results suggest that this compound can be a promising scaffold for the design of new trypanocidal compounds.

M-CPBA mediated metal free, rapid oxidation of aliphatic amines to oximes

An efficient, rapid oxidation of various aliphatic amines to oximes using m-CPBA as an oxidant in ethyl acetate is described. High conversion (100%) with >90% oxime selectivity is achieved at room temperature under catalyst-free conditions. Mild reaction conditions along with an easy work up procedure offer lower byproduct formation and high selectivity for oximes in good yield and purity.