4638-04-4

Basic information

• Product Name: [(o-allylphenoxy)methyl]oxirane
• Synonyms: [(o-allylphenoxy)methyl]oxirane;1-Allyl-2-(glycidyloxy)benzene;2-(2-Propenyl)phenylglycidyl ether
• CAS NO: 4638-04-4
• Molecular Formula: C₁₂H₁₄O₂
• Molecular Weight: 190.23836
• EINECS: 225-064-9
• Mol File: 4638-04-4.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 278.8°Cat760mmHg
• Flash Point: 108.2°C
• Appearance: /
• Density: 1.067g/cm³
• Vapor Pressure: 0.00705mmHg at 25°C
• Refractive Index: 1.537
• CAS DataBase Reference: [(o-allylphenoxy)methyl]oxirane(CAS DataBase Reference)
• NIST Chemistry Reference: [(o-allylphenoxy)methyl]oxirane(4638-04-4)
• EPA Substance Registry System: [(o-allylphenoxy)methyl]oxirane(4638-04-4)

Safety Data

• Hazardous Substances Data: 4638-04-4(Hazardous Substances Data)

Usage

General Description

[(o-allylphenoxy)methyl]oxirane, also known as allylphenoxymethyl oxirane, is a chemical compound derived from phenol and epichlorohydrin. It is used as a crosslinking agent in epoxy resins and as a chemical intermediate in the synthesis of other organic compounds. The allyl group in its structure makes it reactive, allowing it to form strong covalent bonds with other molecules, making it valuable in the production of adhesives, sealants, and coatings. It is also used as a building block in the synthesis of polymers and as a reactive diluent in epoxy formulations. Additionally, it has applications in the manufacturing of pharmaceuticals and agrochemicals. However, it is important to handle this chemical with care, as it may be a skin and respiratory irritant, and exposure to high concentrations can be harmful.

InChI:InChI=1/C12H14O2/c1-2-5-10-6-3-4-7-12(10)14-9-11-8-13-11/h2-4,6-7,11H,1,5,8-9H2

Upstream product

• 1745-81-9 o-Allylphenol 
• 106-89-8 epichlorohydrin 
• 67843-74-7 (S)-epichlorohydrin 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 1746-13-0 allyl phenyl ether 
• 49716-04-3 1-(2-allyl-phenoxy)-3-chloro-propan-2-ol 

Downstream Products

• 77216-31-0 1-[[2-(3-indolyl)-1,1-dimethylethyl]amino]-3-[2-(2-propenyl)phenoxy]-2-propanol 
• 13655-52-2 alprenolol 
• 856814-97-6 3-(2-allyl-phenoxy)-propan-1-ol 
• 131838-72-7 N-(1,2,3,4-tetrahydronaphth-2-yl)-2-hydroxy-3-(2-allylphenoxy)-propanamine hydrochloride 
• 131813-21-3 N-(6-hydroxy-1,2,3,4-tetrahydronaphth-2-yl)-2-hydroxy-3-(2-allylphenoxy)propanamine hydrochloride 
• 133154-85-5 6-[2-[2-[3-(2-Allyl-phenoxy)-2-hydroxypropylamino]ethyl]benzimidazol-5-yl]-4,5-dihydro-5-methyl-3(2H)-pyridazinone 
• 1254940-28-7 C₂₉H₃₂N₄O₂S 
• 1335302-77-6 (+/-)-tert-butyl 2-(3-(2-allylphenoxy)-2-hydroxypropylamino)ethylcarbamate 
• 1335302-80-1 (+/-)-tert-butyl 2-(2-(2-(3-(2-allylphenoxy)-2-hydroxypropylamino)ethoxy)ethyl)carbamate 
• 1335302-82-3 (+/-)-13-amino-1-(2-(prop-2-en-1-yl)phenyl)-1,8,11-trioxa-5-azatridecan-3-ol 
• 81840-59-7 (S)1-(2’-allylphenoxy)-2,3-epoxypropane 
• 66817-27-4 N-({2-[3-(2-Allyl-phenoxy)-2-hydroxy-propylamino]-ethylcarbamoyl}-methyl)-4-chloro-benzamide 
• 105996-47-2 Allyl-[(R)-3-(2-allyl-phenoxy)-2-hydroxy-propyl]-dimethyl-ammonium; bromide 

Relevant articles and documents

Controlling cellular distribution of drugs with permeability modifying moieties

Phenotypic screening provides compounds with very limited target cellular localization data. In order to select the most appropriate target identification methods, determining if a compound acts at the cell-surface or intracellularly can be very valuable. In addition, controlling cell-permeability of targeted therapeutics such as antibody-drug conjugates (ADCs) and targeted nanoparticle formulations can reduce toxicity from extracellular release of drug in undesired tissues or direct activity in bystander cells. By incorporating highly polar, anionic moieties via short polyethylene glycol linkers into compounds with known intracellular, and cell-surface targets, we have been able to correlate the cellular activity of compounds with their subcellular site of action. For compounds with nuclear (Brd, PARP) or cytosolic (dasatinib, NAMPT) targets, addition of the permeability modifying group (small sulfonic acid, polycarboxylic acid, or a polysulfonated fluorescent dye) results in near complete loss of biological activity in cell-based assays. For cell-surface targets (H3, 5HT1A, β2AR) significant activity was maintained for all conjugates, but the results were more nuanced in that the modifiers impacted binding/activity of the resulting conjugates. Taken together, these results demonstrate that small anionic compounds can be used to control cell-permeability independent of on-target activity and should find utility in guiding target deconvolution studies and controlling drug distribution of targeted therapeutics.

EPOXY AND ALKOXY SILYL GROUP-CONTAINING SILSESQUIOXANE AND COMPOSITION THEREOF

A silicon compound is described, being obtained by a hydrosilylation reaction of the following compound (a), compound (b) and compound (c). Compound (a) is a silsesquioxane derivative having two or more SiH in one molecule. Compound (b) is a compound having, in one molecule, epoxy and/or oxetanyl and an alkenyl having a carbon number of 2 to 18. Compound (c) is a compound having, in one molecule, an alkoxysilyl and an alkenyl having a carbon number of 2 to 18.

A smart library of epoxide hydrolase variants and the top hits for synthesis of (S)-β-blocker precursors

Microtuning of the enzyme active pocket has led to a smart library of epoxide hydrolase variants with an expanded substrate spectrum covering a series of typical β-blocker precursors. Improved activities of 6- to 430-fold were achieved by redesigning the active site at two predicted hot spots. This study represents a breakthrough in protein engineering of epoxide hydrolases and resulted in enhanced activity toward bulky substrates. Hot pockets: Microtuning of the enzyme active pocket gives a smart library of epoxide hydrolase variants with an expanded substrate spectrum covering a series of typical β-blocker precursors. Improved activities of 6- to 430-fold were achieved by redesigning the active site at two predicted hot spots, and enhanced activity toward bulky substrates was found.