14697-49-5

Usage

Uses

Used in Flavoring Industry:
Benzaldehyde, 4-(oxiranylmethoxy)is employed as a flavoring agent, particularly for imparting an almond-like flavor to food products. Its characteristic odor makes it a valuable ingredient in the creation of artificial almond extracts and other food flavorings.
Used in Fragrance Industry:
Benzaldehyde, 4-(oxiranylmethoxy)is used in the production of fragrances, where its almond-like scent contributes to the development of various perfumes, colognes, and other scented products.
Used in Dye Industry:
Benzaldehyde, 4-(oxiranylmethoxy)is utilized in the synthesis of dyes, where its chemical structure plays a crucial role in the formation of colorants for textiles, printing inks, and other applications.
Used in Pharmaceutical Industry:
It serves as an important intermediate in the production of pharmaceuticals, contributing to the synthesis of various drugs and medicinal compounds.
Used in Organic Synthesis:
As a versatile building block, Benzaldehyde, 4-(oxiranylmethoxy)is used in the creation of a wide range of chemical compounds, showcasing its importance in the field of organic chemistry.
It is crucial to handle Benzaldehyde, 4-(oxiranylmethoxy)with care, as it can cause irritation to the skin, eyes, and respiratory system. Proper safety measures should be taken to minimize any potential adverse effects during its use in various applications.

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 106-89-8 epichlorohydrin 
• 104367-77-3 4-(2,3-Epoxy)propyloxyphenylaldoxime 

Downstream Products

• 154668-11-8 (E)-3-(4-Oxiranylmethoxy-phenyl)-1-pyridin-2-yl-propenone 
• 29122-74-5 p-<3-(isopropylamino)-2-hydroxypropoxy>benzaldehyde 
• 81488-75-7 1-<4-(2,3-epoxypropoxy)benzylidenehydrazino>phthalazine 
• 874672-92-1 6-Methyl-4-(4-oxiranylmethoxy-phenyl)-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester 
• 635703-61-6 4-[3-(3,4-dichloro-2-propyl-phenoxy)-2-hydroxy-propoxy]-benzaldehyde 
• 154870-67-4 4-[3-(4-chlorophenyl)-2-oxo-5-oxazolidinyl]methoxybenzaldehyde 
• 41052-72-6 4-(3-tert-butylamino-2-hydroxy-propoxy)-benzaldehyde 
• 124933-24-0 1-(4-hydroxyphenoxy)-3-methoxypropan-2-ol 
• 91944-48-8 4-[(4-formylphenoxy)methyl]-2,2-dimethyl-1,3-dioxolane 
• 1029559-09-8 4-(2-hydroxy-3-methoxypropoxy)benzaldehyde 
• 64049-49-6 4-(2,3-dihydroxypropoxy)benzaldehyde 
• 1297604-49-9 4-(3-fluoro-2-hydroxypropoxy)benzaldehyde 
• 1297604-52-4 4-(3-[18F]fluoro-2-hydroxy-propoxy)benzaldehyde 

Relevant academic research and scientific papers

Crystal structures of 4-(oxiran-2-ylmethoxy) benzoic acid and 4-acetoxybenzoic acid

Compounds 4-(oxiran-2-ylmethoxy)benzoic acid (2) and 4-acetoxybenzoic acid (4) are synthesized by a new synthetic route and studied by X-ray crystallography. Compound 2 crystallizes in the monoclinic system, P21/n space group, a = 5.1209(2) A, b = 30.3429(16) A, c = 5.9153(3) A, β = 96.725(3)°, V = 912.81(8) A3, Z = 4. Compound 4 crystallizes in the triclinic system, P-1 space group, a = 7.3400(4) A, b = 8.0819(3) A, c = 15.6548(9) A, α = 85.754(3)°, β = 84.268(2)°, γ = 70.023(3)°, V = 867.63(8) A3, Z = 4. The crystal structure of 2 comprises two crystallographically independent molecules of the compound. In the crystal structures of 2 and 4, pairs of molecules form carboxyl dimers. Original Russian Text Copyright

Amino Alcohol Acrylonitriles as Activators of the Aryl Hydrocarbon Receptor Pathway: An Unexpected MTT Phenotypic Screening Outcome

Lead (Z)-N-(4-(2-cyano-2-(3,4-dichlorophenyl)vinyl)phenyl)acetamide, 1 showed MCF-7 GI50=30 nM and 400-fold selective c.f. MCF10A (normal breast tissue). Acetamide moiety modification (13 a-g) to introduce additional hydrophobicity was favoured with MCF-7 breast cancer cell activity enhanced at 1.3 nM. Other analogues were potent against the HT29 colon cancer cell line at 23 nM. Textbook SAR data was observed in the MCF-7 cell line, in an MTT assay, via the ortho (17 a), meta (17 b) and para (13 f). The amino alcohol -OH moiety was pivotal, but no stereochemical preference noted. But, these data did not fit our homology modelling expectations. Aberrant MTT ((3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyl-tetrazolium bromide) screening results and metabolic interference confirmed by sulforhodamine B (SRB) screening. Interfering analogues resulted in 120 and 80-fold CYP1A1 and CYP1A2 amplification, with no upregulation of SULT1A1. This is consistent with activation of the AhR pathway. Piperidine per-deuteration reduced metabolic inactivation. 3-OH / 4-OH piperidine analogues showed differential MTT and SRB activity supporting MTT assay metabolic inactivation. Data supports piperidine 3-OH, but not the 4-OH, as a CYP substrate. This family of β-amino alcohol substituted 3,4-dichlorophenylacetonitriles show broad activity modulated via the AhR pathway. By SRB analysis the most potent analogue was 23 b, (Z)-3-(4-(3-(4-phenylpiperidin-1-yl)-2-hydroxypropoxy)phenyl)-2-(3,4-dichlorophenyl)-acrylonitrile.

Cyanostilbene fluorescence epoxy compound, and preparation method and application thereof

The invention discloses a cyanostilbene fluorescence epoxy compound having AIEE properties, and a preparation method and an application thereof. The compound is prepared by a step-by-step process, that is, a benzaldehyde or phenylacetonitrile compound con

Epoxy thermosets from model mixtures of the lignin-to-vanillin process

Epoxy thermosets were prepared from mixtures of phenolics modelling the product stream of the lignin-to-vanillin process. Vanillin is one of the only mono-aromatic compounds produced on an industrial scale from lignin. This process leads to mixtures of phenolic compounds. Isolation of pure vanillin is costly both economically and environmentally. The present work demonstrates that these purification steps are not necessary in order to prepare high-performance epoxy thermosets from biomass. Model mixtures of depolymerization products of lignins from both softwood and hardwood were prepared. These mixtures were subjected in a first step to a Dakin oxidation in order to increase their phenolic functionality. In the second step, they were glycidylated to obtain mixtures of epoxy monomers. Each of the components of the mixtures was individually subjected to the same reactions to provide further insights on their reactivity. Epoxy thermosets were conveniently prepared from these epoxy monomer mixtures. These potentially bio-based epoxy thermosets displayed outstanding thermo-mechanical properties while avoiding environmentally damaging purification steps. Thus, their production could advantageously be integrated in a biorefinery as a high value added product from lignin processing.

A N-isopropyl-2-hydroxy-3-P-formaldehyde phenoxy propylamine oxalate and synthetic method

The invention discloses an N-isopropyl-2-hydroxy-3-p-formaldehyde phenoxypropylamine oxalate and its synthetic method. The structural formula of the N-isopropyl-2-hydroxy-3-p-formaldehyde phenoxypropylamine oxalate is shown in the specification. The synth

Discovery and structure-activity relationship of novel 2,3- dihydrobenzofuran-7-carboxamide and 2,3-dihydrobenzofuran-3(2 h)-one-7-carboxamide derivatives as poly(ADP-ribose)polymerase-1 Inhibitors

Novel substituted 2,3-dihydrobenzofuran-7-carboxamide (DHBF-7-carboxamide) and 2,3-dihydrobenzofuran-3(2H)-one-7-carboxamide (DHBF-3-one-7-carboxamide) derivatives were synthesized and evaluated as inhibitors of poly(ADP-ribose) polymerase-1 (PARP-1). A structure-based design strategy resulted in lead compound 3 (DHBF-7-carboxamide; IC50 = 9.45 μM). To facilitate synthetically feasible derivatives, an alternative core was designed, DHBF-3-one-7-carboxamide (36, IC50 = 16.2 μM). The electrophilic 2-position of this scaffold was accessible for extended modifications. Substituted benzylidene derivatives at the 2-position were found to be the most potent, with 3′,4′-dihydroxybenzylidene 58 (IC50 = 0.531 μM) showing a 30-fold improvement in potency. Various heterocycles attached at the 4′-hydroxyl/4′-amino of the benzylidene moiety resulted in significant improvement in inhibition of PARP-1 activity (e.g., compounds 66-68, 70, 72, and 73; IC50 values from 0.718 to 0.079 μM). Compound 66 showed selective cytotoxicity in BRCA2-deficient DT40 cells. Crystal structures of three inhibitors (compounds (-)-13c, 59, and 65) bound to a multidomain PARP-1 structure were obtained, providing insights into further development of these inhibitors.

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).

Synthesis of α-aminonitriles with benzimidazolic and theophyllinic backbones using the strecker reaction

An example of the application of the Strecker reaction in the synthesis of a new class of α-aminonitriles with benzimidazole and theophylline backbones has been developed. For the synthesis of these compounds, first 4-hydroxybenzaldehyde was reacted with

Construction and photophysical properties of organic-inorganic nanonetworks based on oligo(phenylenevinylene) and functionalized gold nanoparticles

Novel organic-inorganic nanonetworks of oligo(phenylenevinylene) (OPV) and gold nanoparticles (GNPs) have been synthesized by the amine-based epoxide ring-opening reaction. The resulting OPV-GNPs nanocomposites exhibit homogeneous and well-defined interfa

Synthesis and biological evaluation of novel 4-hydroxybenzaldehyde derivatives as tyrosinase inhibitors

A series of novel 4-hydroxybenzaldehyde derivatives were synthesized and their inhibitory effects on the diphenolase activity of mushroom tyrosinase were investigated. Most of target compounds had more potent inhibitory activities than the parent compound 4-hydroxybenzaldehyde (IC50 = 1.22 mM). Interestingly, compound 3c bearing a dimethoxyl phosphate was found to be the most potent inhibitor with IC50 value of 0.059 mM. The inhibition kinetics analyzed by Lineweaver-Burk plots revealed that compound 3c was a non-competitive inhibitor (KI = 0.0368 mM). In particular, compound 3c showed no side effects at dose of 1600 mg/kg in mice. These results suggested that such compounds might be served as lead compounds for further designing new potential tyrosinase inhibitors.