38791-92-3

Usage

Uses

Used in Organic Synthesis:
4-(2-OXIRANYLMETHOXY)BENZENECARBONITRILE is utilized as a building block in organic synthesis for the creation of a diverse range of organic compounds. Its presence of an epoxide group allows it to participate in various chemical reactions, such as nucleophilic addition and substitution, making it a versatile component in the synthesis of complex organic molecules.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 4-(2-OXIRANYLMETHOXY)BENZENECARBONITRILE is employed as a key intermediate in the development of new drugs. Its chemical properties and reactivity contribute to the design and synthesis of novel pharmaceutical agents, potentially leading to the discovery of innovative treatments for various diseases.
Used as a Reagent in Organic Chemical Reactions:
4-(2-OXIRANYLMETHOXY)BENZENECARBONITRILE also serves as a reagent in organic chemical reactions, facilitating specific transformations and providing a means to achieve desired outcomes in chemical processes. Its reactivity, particularly with the epoxide group, makes it a valuable tool for researchers and chemists in the field of organic chemistry.

InChI:InChI=1/C10H9NO2/c11-5-8-1-3-9(4-2-8)12-6-10-7-13-10/h1-4,10H,6-7H2

Upstream product

• 767-00-0 4-cyanophenol 
• 106-89-8 epichlorohydrin 
• 33148-47-9 4-allyloxy-benzonitrile 
• 86120-18-5 O-(2,3-epoxypropyl)-4-nitrobenzaldoxime 

Downstream Products

• 227940-77-4 4-[(3-amino-2-hydroxypropyl)oxy]benzonitrile 
• 137898-84-1 4-<2-hydroxy-3-propoxy>benzonitrile 
• 1391013-40-3 2-((4-cyanophenoxy)methyl)thiirane 
• 1254122-78-5 4-[2-hydroxy-3-(3-methyl-4-(p-tolyl)piperazin-1-yl)propoxy]benzonitrile 
• 123955-25-9 4-[3-(Ethylamino)-2-hydroxypropoxy]benzonitrile 
• 1454703-63-9 4-(2-hydroxy-3-(decylamino)propoxy)benzonitrile 
• 1454703-62-8 4-(2-hydroxy-3-(octylamino)propoxy)benzonitrile 
• 1454703-61-7 4-(2-hydroxy-3-(hexylamino)propoxy)benzonitrile 
• 1454703-64-0 4-(2-hydroxy-3-(dodecylamino)propoxy)benzonitrile 
• 1454703-69-5 4-(3-(dodecylamino)-2-hydroxypropoxy)-N-hydroxybenzimidamide 
• 1454703-68-4 4-(3-(decylamino)-2-hydroxypropoxy)-N-hydroxybenzimidamide 

Relevant academic research and scientific papers

Chemoselective Epoxidation of Allyloxybenzene by Hydrogen Peroxide Over MFI-Type Titanosilicate

The chemoselective synthesis of 2-(phenoxymethyl)oxirane from allyloxybenzene is achieved with over 90 % yield in a sustainable reaction system using titanium-substituted silicalite-1 (TS-1) as a catalyst, hydrogen peroxide (H2O2) as an oxidant, and a mixture of MeOH/MeCN as a solvent at 40 °C. No acid-catalyzed side reactions prompted by the Lewis acidity of the Ti active site in TS-1 are observed. The TS-1 catalyst can also promote the formation of oxiranes from various p-substituted allyloxybenzenes in good yields. The reaction mechanism is investigated through the reaction with other allyloxy compounds. The results, which are supported by DFT calculations, indicate that an active species of Ti peroxides formed from the reaction of TS-1 with H2O2 selectively oxidizes the allyloxybenzene to 2-(phenoxymethyl)oxirane.

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.

MENIN-MLL INHIBITORS AND METHODS OF USE THEREOF

The present invention relates generally to compounds that inhibit the binding of menin and MLL or MLL fusion proteins and methods of use thereof. In particular embodiments, the present invention provides compositions comprising piperidine-containing compounds and methods of use thereof to inhibit the interaction of menin with MLL oncoproteins (e.g., MLL1, MLL2, MLL-fusion oncoproteins), for example, for the treatment of leukemia, solid cancers, diabetes, and other diseases dependent on activity of MLL1, MLL2, MLL fusion proteins, MLL-PTD and/or menin.

The design, synthesis, and antioxidant activity of amphiphilic oximes and amidoximes

New amphiphilic benzamidoxime, benzoxime, and aliphatic oxime derivatives of glycolipid mimetics were synthesized. The total antioxidant capacity of these amphiphilic derivatives was evaluated using DPPH assay. The observed antioxidant activity was the highest for benzamidoxime derivatives and glycolipid mimetics with two oxime functionalities, followed by benzoxime derivatives, glycolipid mimetics with one oxime group, and dimers of oxime. Due to their amphiphilic structure, which was a guidance for compound design and synthesis, these novel amphiphilic compounds can be proposed as potential antioxidants for tackling oxidative processes in two-phase systems, either biological (cell membranes) or artificial (emulsions).

A new synthesis of sultams from amino alcohols

The base-mediated cyclization of N,O-dimesylate derivatives of cyclic and acyclic amino alcohols provides a simple access to five- and six-member sultams: isothiazolidine-1,1-dioxides and thiazinane-1,1-dioxides respectively.

Development of β-amino alcohol derivatives that inhibit toll-like receptor 4 mediated inflammatory response as potential antiseptics

Toll-like receptor 4 (TLR4) induced proinflammatory signaling has been directly implicated in severe sepsis and represents an attractive therapeutic target. Herein, we report our investigations into the structure-activity relationship and preliminary drug metabolism/pharmacokinetics study of β-amino alcohol derivatives that inhibit the TLR4 signaling pathway. Lead compounds were identified from in vitro cellular examination with micromolar potency for their inhibitory effects on TLR4 signaling and subsequently assessed for their ability to suppress the TLR4-induced inflammatory response in an ex vivo whole blood model. In addition, the toxicology, specificity, solubility, brain-blood barrier permeability, and drug metabolism of several compounds were evaluated. Although further optimizations are needed, our findings lay the groundwork for the future drug development of this class of small molecule agents for the treatment of severe sepsis.

Design, synthesis and docking studies on phenoxy-3-piperazin-1-yl-propan-2- ol derivatives as protein tyrosine phosphatase 1B inhibitors

A series of substituted phenoxy-3-piperazin-1-yl-propan-2-ols has been synthesized and evaluated for PTP1B inhibitory activity in vitro and for antidiabetic activity in vivo. Two molecules viz. 4a and 5b showed PTP1B inhibition of 31.58% and 35.90% at 100

Synthesis, anorexigenic activity and QSAR of substituted aryloxypropanolamines

Substituted aryloxypropanolamines (6-20) were synthesized and evaluated for their anorexigenic activity. Among them 4-cyanoaryloxy (7), 2-methylaryloxy (9), 2-methoxyl aryloxy (10), 4-acetamidoaryloxy (15), 4-bromoaryloxy (16) and 4-ethylaminoaryloxy (20) exhibited potent anorexigenic activity. According to QSAR studies, the electronic parameter 'σ' plays an important role in describing the variance in activity. Birkhaeuser Boston 2004.

BISPIDINE COMPOUNDS USEFUL IN THE TREATMENT OF CARDIAC ARRHYTHMIAS

There is provided compounds of formula I, wherein R1, R2, R3, R4, R5a, R5b, R6, X, A, B and D have meanings given in the description, which are useful in the prophylaxis and in the treatment of arrhythmias, in particular atrial and ventricular arrhythmias.

BISPIDINE COMPOUNDS USEFUL IN THE TREATMENT OF CARDIAC ARRHYTHMIAS

There is provided compounds of formula (I), wherein R, R, R, R, R, R, R, R, R, R, R, X, A, B and D have meanings given in the description, which are useful in the prophylaxis and in the treatment of arrhythmias, in p