33842-16-9

Basic information

• Product Name: Methyl 1,3-benzodioxole-4-carboxylate
• Synonyms: Methyl 2H-benzo[d]1,3-dioxolene-4-carboxylate;Methyl 1,3-Benzodioxole-4-carboxylate;methyl benzo[d][1,3]dioxole-4-carboxylate;Methyl 1,3-Benzodioxole-4-Carboxylate(WX618073)
• CAS NO: 33842-16-9
• Molecular Formula: C₉H₈O₄
• Molecular Weight: 180.16
• Product Categories: Acids and Derivatives;Heterocycles
• Mol File: 33842-16-9.mol
• Article Data: 14

Chemical Properties

• Melting Point: 55-56 °C
• Boiling Point: 280.1°C at 760 mmHg
• Flash Point: 122.2°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 0.00387mmHg at 25°C
• Refractive Index: 1.55
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Methyl 1,3-benzodioxole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 1,3-benzodioxole-4-carboxylate(33842-16-9)
• EPA Substance Registry System: Methyl 1,3-benzodioxole-4-carboxylate(33842-16-9)

Safety Data

• Hazardous Substances Data: 33842-16-9(Hazardous Substances Data)

Usage

General Description

Methyl 1,3-benzodioxole-4-carboxylate, also known as safrole-2-carboxylic acid methyl ester, is an organic compound with the chemical formula C10H10O4. It is a derivative of safrole, a natural compound found in certain essential oils such as sassafras oil. Methyl 1,3-benzodioxole-4-carboxylate has a sweet, floral odor and is commonly used in the fragrance industry as a scent ingredient in perfumes and other personal care products. It is also utilized in the synthesis of pharmaceuticals and as an intermediate in organic chemical reactions. Due to its aromatic nature and ester functionality, it is important in the production of various chemicals and compounds for a wide range of applications.

InChI:InChI=1/C9H8O4/c1-11-9(10)6-3-2-4-7-8(6)13-5-12-7/h2-4H,5H2,1H3

Upstream product

• 303-38-8 2,3-Dihydroxybenzoic acid 
• 67-56-1 methanol 
• 5768-39-8 benzo[1,3]dioxole-4-carboxylic acid 
• 2411-83-8 methyl-2,3-dihydroxybenzoate 
• 75-11-6 diiodomethane 
• 75-09-2 dichloromethane 
• 186581-53-3 diazomethane 
• 74-95-3 1,1-dibromomethane 

Downstream Products

• 5768-39-8 benzo[1,3]dioxole-4-carboxylic acid 
• 1261963-95-4 C₂₁H₂₄N₂O₄ 
• 69151-39-9 NU 1034 
• 33842-18-1 methyl 6-bromobenzo[d][1,3]dioxole-4-carboxylate 
• 101417-40-7 4-(bromomethyl)benzo[d][1,3]dioxole 
• 111081-10-8 tert-butyl [2,3-(methylenedioxy)phenyl]carbamate 
• 1668-84-4 benzo[d][1,3]dioxol-4-amine 
• 769-30-2 benzo[1,3]dioxol-4-yl-methanol 

Relevant articles and documents

Synthesis of 2,3-dihydrobenzo[b][1,4]dioxine-5-carboxamide and 3-oxo-3,4-dihydrobenzo[b][1,4]oxazine-8-carboxamide derivatives as PARP1 inhibitors

Poly(ADP-ribose) polymerase 1 (PARP1), a widely explored anticancer drug target, plays an important role in single-strand DNA break repair processes. High-throughput virtual screening (HTVS) of a Maybridge small molecule library using the PARP1-benzimidazole-4-carboxamide co-crystal structure and pharmacophore model led to the identification of eleven compounds. These compounds were evaluated using recombinant PARP1 enzyme assay that resulted in the acquisition of three PARP1 inhibitors: 3 (IC50 = 12 μM), 4 (IC50 = 5.8 μM), and 10 (IC50 = 0.88 μM). Compound 4 (2,3-dihydro-1,4-benzodioxine-5-carboxamide) was selected as a lead and was subjected to further chemical modifications, involving analogue synthesis and scaffold hopping. These efforts led to the identification of (Z)-2-(4-hydroxybenzylidene)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazine-8-carboxamide (49, IC50 = 0.082 μM) as the most potent inhibitor of PARP1 from the series.

A heterocyclic compound and use thereof

The invention discloses a compound of a general formula I and application of the compound serving as a plant disease-resistance activator. In the formula, a substituent group R1 and 0-3 substituent groups R2 exist on the 4th, 5th, 6th and 7th sites; R1 is independently selected from -R3OOH, -R4OOR5, -R6OH and -R7-O-R8; R2 is independently selected from C1-C6 alkyl, C1-6 halogenated alkyl, C1-C6 alkoxy, C1-C6 halogenated alkoxy, hydroxyl, halogen, nitro, amino and C1-C6 alkylamino; R3, R4, R5, R6, R7 and R8 are independently selected from C1-C6 alkyl and C1-6 halogenated alkyl. The compound induces plants to generate disease resistance so as to inhibit pathogens instead of directly killing or inhibiting the pathogens. The compound has the advantages of systematicness, durability, broad spectrum, high safety and the like, so the amount of highly toxic pesticides can be reduced, and the compound is environmentally friendly and has huge industrialized and commercial prospects and market values.

4-Alkyliden-azetidinones modified with plant derived polyphenols: Antibacterial and antioxidant properties

Antimicrobial resistance is one of the major and growing concerns in hospital- and community acquired infections, and new antimicrobial agents are therefore urgently required. It was reported that oxidative stress could contribute to the selection of resistant bacterial strains, since reactive oxygen species (ROS) revealed to be an essential driving force. In the present work 4-alkylidene-azetidinones, a new class of antibacterial agents, were functionalized with phytochemical polyphenolic acids such as protocatechuic, piperonyl, caffeic, ferulic, or sinapic acids and investigated as dual target antibacterial-antioxidant compounds. The best candidates showed good activities against multidrug resistant clinical isolates of MRSA (MICs 2–8 μg/mL). Among the new compounds, two revealed the best antioxidant capacity with TEAC-DPPH and TEAC-ABTS being significantly more active than Trolox.