65609-28-1

Basic information

• Product Name: 1-(1,3-benzodioxol-5-ylmethyl)urea
• Synonyms: urea, N-(1,3-benzodioxol-5-ylmethyl)-
• CAS NO: 65609-28-1
• Molecular Formula: C₉H₁₀N₂O₃
• Molecular Weight: 194.1873
• Mol File: 65609-28-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 359.4°C at 760 mmHg
• Flash Point: 171.2°C
• Density: 1.357g/cm³
• Vapor Pressure: 2.38E-05mmHg at 25°C
• Refractive Index: 1.602
• CAS DataBase Reference: 1-(1,3-benzodioxol-5-ylmethyl)urea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(1,3-benzodioxol-5-ylmethyl)urea(65609-28-1)
• EPA Substance Registry System: 1-(1,3-benzodioxol-5-ylmethyl)urea(65609-28-1)

Safety Data

• Hazardous Substances Data: 65609-28-1(Hazardous Substances Data)

Usage

General Description

1-(1,3-benzodioxol-5-ylmethyl)urea, also known as fenoxycarb, is a chemical compound used as an insect growth regulator and pesticide. It is commonly used in agriculture to control the growth and reproduction of pests such as aphids, whiteflies, and caterpillars. Fenoxycarb works by inhibiting the development of insects at the nymphal and pupal stages, effectively disrupting their life cycle and preventing them from reaching adulthood. It is available in various formulations for different methods of application, including sprays, baits, and granules. Additionally, fenoxycarb has low toxicity to mammals and is considered safe for use in food crops when used according to the labeled instructions.

Upstream product

• 590-28-3 potassium cyanate 
• 2620-50-0 1,3-benzodioxol-5-ylmethyl amine 
• 57-13-6 urea 
• 2620-49-7 3,4-methylenedioxybenzylamine hydrochloride 

Downstream Products

• 1442442-89-8 C₂₈H₂₆N₂O₆ 
• 1616091-74-7 (2-(1-(4-methoxybenzyl)-5-((benzo[d][1,3]dioxol-6-yl)methyl)-1,4,5,6-tetrahydro-4,6-dioxo-1,3,5-triazin-2-ylamino)ethyl)guanidine 
• 1616092-31-9 C₂₁H₂₃N₅O₅ 
• 1616092-18-2 C₂₀H₁₉N₃O₅S 

Relevant articles and documents

Ammonium Chloride-Promoted Rapid Synthesis of Monosubstituted Ureas under Microwave Irradiation

Monosubstituted ureas are important scaffolds in organic chemistry. They appear in various biologically active compounds and serve as versatile precursors in synthesis. Monosubstituted ureas were originally prepared using toxic and hazardous phosgene equivalents. Modern methods include transamidation of urea and nucleophilic addition to cyanate salts, both of which suffer from a narrow substrate scope due to the need for a strong acid and prolonged reaction times. We hereby report that ammonium chloride can promote the reaction between amines and potassium cyanate to generate monosubstituted ureas in water. This method proceeds rapidly under microwave irradiation and tolerates a broad range of functional groups. Unlike previous strategies, it is compatible with other nucleophiles, acid-labile moieties, and most of the common protecting groups. The products precipitate out of solution, allowing facile isolation without column chromatography.

Synthesis and Evaluation of 3,4-Dihydropyrimidin-2(1H)-ones as Sodium Iodide Symporter Inhibitors

The sodium iodide symporter (NIS) is responsible for the accumulation of iodide in the thyroid gland. This transport process is involved in numerous thyroid dysfunctions and is the basis for human contamination in the case of exposure to radioactive iodine species. 4-Aryl-3,4-dihydropyrimidin-2(1H)-ones were recently discovered by high-throughput screening as the first NIS inhibitors. Described herein are the synthesis and evaluation of 115 derivatives with structural modifications at five key positions on the pyrimidone core. This study provides extensive structure-activity relationships for this new class of inhibitors that will serve as a basis for further development of compounds with invivo efficacy and adequate pharmacokinetic properties. In addition, the SAR investigation provided a more potent compound, which exhibits an IC50 value of 3.2nM in a rat thyroid cell line (FRTL5).