22421-56-3

Usage

Uses

Used in Adhesives Industry:
[(o-bromophenoxy)methyl]oxirane is used as a key component in the production of epoxy resins for its ability to create strong, durable, and heat-resistant adhesives. These adhesives are crucial in various applications, including automotive, construction, and aerospace industries, where high-strength bonding is required.
Used in Coatings Industry:
In the coatings industry, [(o-bromophenoxy)methyl]oxirane is utilized as a vital ingredient in the formulation of epoxy resins, which are known for their excellent adhesion, chemical resistance, and durability. These properties make them ideal for use in coatings for floors, industrial equipment, and marine applications.
Used in Plastics Industry:
[(o-bromophenoxy)methyl]oxirane is employed as a critical component in the synthesis of epoxy resins, which are widely used in the plastics industry to produce a variety of plastic products with enhanced mechanical properties, chemical resistance, and electrical insulation.
Used in Chemical Synthesis:
As an intermediate in the synthesis of other chemicals, [(o-bromophenoxy)methyl]oxirane plays a significant role in the production of glycerol and pharmaceuticals. Its high reactivity allows for the creation of a diverse range of chemical products that serve various purposes in different industries.

InChI:InChI=1/C9H9BrO2/c10-8-3-1-2-4-9(8)12-6-7-5-11-7/h1-4,7H,5-6H2

Upstream product

• 95-56-7 2-hydroxybromobenzene 
• 106-89-8 epichlorohydrin 

Downstream Products

• 100794-31-8 1-(2-bromo-phenoxy)-3-piperidino-propan-2-ol 
• 64463-90-7 1-(2-Bromo-phenoxy)-3-(2-phenoxy-ethylamino)-propan-2-ol 
• 56215-82-8 1-(2-Bromo-phenoxy)-3-(3-ethylsulfanyl-propylamino)-propan-2-ol 
• 122-60-1 Phenyl glycidyl ether 
• 140428-44-0 1-bromo-3-phenoxy-propan-2-ol 
• 21834-60-6 3,4-dihydro-2H-1-benzopyran-3-ol 
• 68224-03-3 (2,3-dihydro-benzofuran-3-yl)methanol 
• 63834-58-2 rac-3-(2-bromophenoxy)propane-1,2-diol 
• 431882-86-9 3-(3'-(2''-bromophenoxy)-2'-hydroxypropyl)-5,5-dimethylimidazolidine-2,4-dione 
• 1009167-24-1 C₁₅H₂₂BrNO₃ 

Relevant academic research and scientific papers

Substituted diaryl compound and preparation method and application thereof

The invention relates to the field of medicinal chemistry, in particular to a substituted diaryl compound (I). The preparation method comprises the following steps: medicine preparation and medical application thereof. Test results show that the substituted diaryl compound has a good inhibition effect on human lung cancer (A549), human ovarian cancer (SKOV3), human melanoma (A375) and human colon cancer (LOVO) cells. Formula (I):

Design, synthesis and biological evaluation of novel desloratadine derivatives with anti-inflammatory and H1 antagonize activities

To improve the anti-inflammatory activity of desloratadine, we designed and synthesized a series of novel desloratadine derivatives. All compounds were evaluated for their anti-inflammatory and H1 antagonistic activities. Among them, compound 2c showed the strongest H1 antagonistic and anti-inflammatory activity. It also exhibited promising pharmacokinetic profiles and low toxicity. All these results suggest that compound 2c as a novel anti-allergic agent is worthy of further investigation.

Chelation-directed remote: Meta -C-H functionalization of aromatic aldehydes and ketones

We disclose herein the development of a versatile 1,2-diol directing template for palladium-catalyzed remote meta-C-H functionalization of aromatic aldehydes and ketones. In situ-generation of acetals and ketals, as well as removal afterwards, makes the C-H bond functionalization process more straightforward and efficient. This also represents the first example of chelation-directed meta-C-H functionalization of aromatic aldehydes and ketones.

Synthesis of 2-(phenoxymethyl)oxirane derivatives through unexpected rearrangement of oxiran-2-ylmethyl benzenesulfonates

The synthesis of 2-(phenoxymethyl)oxirane derivatives from oxiran-2-ylmethyl benzenesulfonates was developed through a base promoted rearrangement. A new C-O bond was formed along with the unexpected cleavage of C-S bond via this process. This unusual reaction was characterized with mild reaction conditions, high efficiency, and excellent functional group tolerance. A plausible reaction mechanism was proposed on the basis of experimental results and control experiments.

Dual catalysis by Cu(i): Facile single step click and intramolecular C-O bond formation leading to triazole tethered dihydrobenzodioxines/benzoxazines/ benzoxathiines/benzodioxepines

Dual copper catalysis, involving two different reactions, click (alkyne-azide) and carbon-oxygen bond formation (aryl iodide-secondary alcohol) in a single step, is reported. Synthesis of novel benzodioxines (benzodioxanes), benzoxazines, benzoxathiines and benzodioxepines, which feature benzo-condensed six or seven membered rings containing two hetero-atoms attached to a 1,2,3-triazole, is described. As an extension, such compounds were also synthesised by ring opening of epoxide and cyclisation using Cu(i). All the key products have been characterized by single crystal X-ray crystallography.

Analysis of β-amino alcohols as inhibitors of the potential anti-tubercular target N-acetyltransferase

The synthesis and inhibitory potencies of a novel series of β-amino alcohols, based on the hit-compound 3-[3′-(4″-cyclopent-2?- en-1?-ylphenoxy)-2′-hydroxypropyl]-5,5 dimethylimidazolidine-2,4- dione as specific inhibitors of mycobacterial N-acetyltransferase (NAT) enzymes are reported. Effects of synthesised compounds on growth of Mycobacterium tuberculosis have been determined.

ANALGESIC THAT BINDS FILAMIN A

A compound, composition and method are disclosed that can provide analgesia. A contemplated compound has a structure that corresponds to Formula A, wherein A, B, X, R1, R2, R7 and R8, and the dashed lines are defined within.

Design of new beta1-selective adrenoceptor ligands as potential radioligands for in vivo imaging.

In general, the failing human heart is characterized by a selective reduction in beta(1)-adrenoceptors (beta(1)-ARs) without change in beta(2)-AR density. Medical imaging techniques, either single photon emission computed tomography (SPECT) or positron emission tomography (PET) with appropriate radioligands, offer the possibility of assessing beta-adrenoceptor density non-invasively in humans. To date, neither a SPECT nor a PET radioligand is available for the selective imaging of cardiac beta(1)-ARs. The aim of this study was to develop potential high affinity beta(1)-selective AR radioligands for the non-invasive in vivo imaging of the beta(1)-AR density in the human heart using SPECT or PET. A variety of racemic N-aryl-N'-[2-[3-aryloxy-2-hydroxy-propylamino]-ethyl]-urea derivatives and chain-elongated analogues, related to the established beta(1)-AR antagonist, ICI 89,406 8i, were synthesized. Competition studies using the non-selective AR ligand, [(125)I]iodocyanopindolol ([(125)I]ICYP), and ventricular membrane preparations of wild-type mice revealed nine ligands with higher beta(1)-AR affinities (up to 76-fold) and beta(1)-AR selectivities (up to 139-fold) than 8i. Mostly, these ligands possess a 2-substituted phenoxy group and a 4-substituted phenyl residue in contrast to the lead compound 8i. The non-radioactive counterparts of the desired SPECT- and PET-radiotracers were synthesized as reference compounds [e.g., 8f, 8g, 8h and 8l as the non-radioactive analogues of the radioiodinated SPECT radioligands, 8e and 8h as the non-radioactive compounds of C-11 labelled PET-tracers (C-11 in the methoxy group)]. The established library of high affinity beta(1)-selective AR antagonists was screened for chemical precursors for the radiosynthesis of the mentioned radioligands. Furthermore, the library consists of some comparison compounds that are unsubstituted, allyl- and alkyl-substituted or chain-elongated (e.g., 8a, 8j, 8o and 8r-t). Future steps will include radiolabelling and pharmacokinetic evaluation of the beta(1)-selective target compounds, which could be applied as sympathetic innervation agents for in vivo investigations and diagnostics in patients suffering from cardiac diseases like heart failure and ventricular arrhythmias.

Selective reduction of the carbon - bromine bond in bromo epoxides

The controlled-potential electrolysis of various substituted bromo epoxides in acetonitrile at a mercury pool electrode led to selective reduction of the carbon-bromine bond affording the respective epoxide products in 80-90% yield.