34211-48-8

Usage

Uses

Used in Pharmaceutical Industry:
1-4-NITROPHENOXY-2-3-PROPANEDIOL is used as an intermediate in the synthesis of pharmaceuticals for its versatile chemical properties, enabling the development of various medicinal compounds.
Used in Agrochemical Industry:
1-4-NITROPHENOXY-2-3-PROPANEDIOL is used as an intermediate in the synthesis of agrochemicals, contributing to the production of effective pesticides and other agricultural products.
Used in Organic Compound Production:
1-4-NITROPHENOXY-2-3-PROPANEDIOL is used as a key component in the production of various organic compounds, leveraging its chemical reactivity and properties to create a wide range of chemical products.

Upstream product

• 100-02-7 4-nitro-phenol 
• 96-24-2 3-monochloro-1,2-propanediol 
• 556-52-5 oxiranyl-methanol 
• 125228-75-3 4-nitrophenyl 2-oxiranylmethyl ether 

Downstream Products

• 58754-71-5 3-(4-aminophenoxy)propane-1,2-diol 
• 93801-39-9 2-(4-nitrophenoxy)acetaldehyde 
• 1568-66-7 1-allyloxy-4-nitrobenzene 
• 125228-75-3 4-nitrophenyl 2-oxiranylmethyl ether 
• 90643-72-4 4-(2,3-dihydroxypropoxy)anilinium chloride 
• 141540-74-1 Methyl 4-(4-nitrophenoxy)-2-N-acetylaminobut-2(Z)-enoate 
• 141540-65-0 Methyl 4-(4-nitrophenoxy)-2-N-acetylaminobut-2(E)-enoate 
• 141540-75-2 Methyl 4-(4-nitrophenoxy)-2-N-formylaminobut-2(Z)-enoate 
• 141540-66-1 Methyl 4-(4-nitrophenoxy)-2-N-formylaminobut-2(E)-enoate 
• 59117-67-8 1-amino-3-(4-nitro-phenoxy)-propan-2-ol; hydrochloride 

Relevant academic research and scientific papers

Synthesis and aminopeptidase n inhibiting activity of 3-(nitrophenoxymethyl)-[1,3,2]dioxaborolan-2-OLS and their open analogues

Aminopeptidase N (APN) represents a class of zinc metallopeptidases with broad substrate specifity. This enzyme is involved in control of angioneogenesis in cancer and microvascular conditions. It also serves as a superficial cellular receptor that enables attachment of some viruses including coronaviruses to the host cell. APN takes part also in metabolism of some important neuropeptides. That is why APN can be a promising therapeutic target and compounds which influence its activity interesting potential drugs. Here, synthesis of compounds which in most contain 3-phenoxypropan-1,2 diol moiety and evaluation of their inhibition activity against APN is described. 4-[1-, 2- and 3-(Nitrophenoxymethyl)]-[1,3,2]dioxaborolan-2-ols are novel compounds which have never been previously reported in the literature. 3-(Aminophenoxy)propyl-1,2-diols revealed greater activity than both 3-(nitrophenoxy)propyl-1,2-diols and 3-(nitrophenoxymethyl)-[1,3,2]dioxaborolan-2-ols. A QSAR study revealed a linear correlation between lipophilicity and inhibition activity.

Substrate Engineering and its Synthetic Utility in the Sulfation of Primary Aliphatic Alcohol Groups by a Bacterial Arylsulfotransferase

The use of substrate engineering allowed the enzymatic sulfation by an arylsulfotransferase from Desulfitobacterium hafniense of a number of carbohydrate derivatives. Specific sulfation of carbohydrates chemically or enzymatically is notoriously difficult

A rare case of facial selectivity inversion for Sharpless asymmetric dihydroxylation in a series of structurally homogeneous substrates: Synthesis of non-racemic 3-(nitrophenoxy)-propane-1,2-diols

Asymmetric dihydroxylation of mono nitrophenyl allyl ethers leads to the corresponding non-racemic 3-(nitrophenoxy)-propane-1,2-diols 1a-c. As this takes place, regardless of the reagent used (AD-mix-α or AD-mix-β), the configuration of the predominant enantiomer for the para- and meta-nitrosubstituted products is opposite to the configuration of the ortho-nitrophenyl derivative. A correlation between the melting points and vibrational spectra of the racemic and enantiopure diols 1a-c allowed us to establish that all of the chiral substances investigated formed stable racemic compounds in the solid phase.

Catalysis through temporary intramolecularity: Mechanistic investigations on aldehyde-catalyzed cope-type hydroamination lead to the discovery of a more efficient tethering catalyst

Mechanistic investigations on the aldehyde-catalyzed intermolecular hydroamination of allylic amines using N-alkylhydroxylamines are presented. Under the reaction conditions, the presence of a specific aldehyde catalyst allows formation of a mixed aminal intermediate, which permits intramolecular Cope-type hydroamination. The reaction was determined to be first-order in both the aldehyde catalyst (α-benzyloxyacetaldehyde) and the allylic amine. However, the reaction displays an inverse order behavior in benzylhydroxylamine, which reveals a significant off-cycle pathway and highlights the importance of an aldehyde catalyst that promotes a reversible aminal formation. Kinetic isotope effect experiments suggest that hydroamination is the rate-limiting step of this catalytic cycle. Overall, these results enabled the elaboration of a more accurate catalytic cycle and led to the development of a more efficient catalytic system for alkene hydroamination. The use of 5-10 mol % of paraformaldehyde proved more effective than the use of 20 mol % of α-benzyloxyacetaldehyde, leading to high yields of intermolecular hydroamination products within 24 h at 30 °C.

An unusual (R)-selective epoxide hydrolase with high activity for facile preparation of enantiopure glycidyl ethers

A novel epoxide hydrolase (BMEH) with unusual (R)-enantioselectivity and very high activity was cloned from Bacillus megaterium ECU1001. Highest enantioselectivities (E>200) were achieved in the bioresolution of ortho-substituted phenyl glycidyl ethers and para-nitrostyrene oxide. Worthy of note is that the substrate structure remarkably affected the enantioselectivities of the enzyme, as a reversed (S)-enantiopreference was unexpectedly observed for the ortho-nitrophenyl glycidyl ether. As a proof-of-concept, five enantiopure epoxides (>99% ee) were obtained in high yields, and a gram-scale preparation of (S)-ortho-methylphenyl glycidyl ether was then successfully performed within a few hours, indicating that BMEH is an attractive biocatalyst for the efficient preparation of optically active epoxides. Copyright

Synthesis and optical storage properties of a thiophene-based holographic recording medium

The results of the fabrication and optical data storage characteristics of a novel azothiophene polyester 9 for potential holographic storage are reported. The polyester is derived from an azothiophene diol 1 and diphenyl phthalate 8 via in vacuo melt transesterification. Inclusion of a 5-methoxy-2-thienyl moiety generates a trans π-π* transition centered close to 405 nm. An investigation of the optical data storage characteristics of a solution cast film of azopolyester with a thickness of 65 m is summarised. The optical anisotropy induced by a 532 nm frequency doubled YAG laser and probed at a wavelength of 633 nm outside the absorption band with a polarimeter reveals a very high induced anisotropy of 7 rad (laser intensity, 250 mW cm-2). The calculated birefringence of the film is 0.02 per micron. Maximum anisotropy is reached after approximately 70 s of irradiation. The induced anisotropy disappears at approximately 90 °C. Room temperature stable gratings can be inscribed with high diffraction efficiency. The Royal Society of Chemistry 2007.

Polymeric acetoacetanilide azo colorants

This invention relates to colorants comprising a chromophore having a single azo acetoacetanilide moiety, wherein said moiety each have at least one poly(oxyalkylene) chain. Such colorants exhibit extremely good base stability and lightfastness, particularly when incoporated within certain media and/or on the surface of certain substrates. These poly(oxyalkylene) chains provide solubility in different solvents or resins thereby permitting the introduction of such excellent coloring chromophores within diverse media and/or or diverse substrates. Compositions and articles comprising such colorants are provided as are methods for producing such inventive colorants.

Cyclic sulfites, key intermediates in synthesis of 1-alkylamino-3-aryloxy-2-propanols from glycidol

A number of 3-aryloxypropanedioles were obtained by treating glycidol with phenols. The latter with thionyl chloride afforded 4-aryloxymethyl-1,3,2-dioxathiolane 2-oxides. These compounds were also obtained from 4-chloromethyl-1,3,2-dioxathiolane 2-oxides by substitution aryloxy group for chlorine. The cyclic sulfides synthesized are universal intermediates in the synthesis of chiral aryloxypropanolamines among which are known β-adrenoblockaders, cardiovascular drugs. From (S)-glycidol, (S)-alprenolol, (S)-propanolol, and (S)-thymolol were synthesized.

New non-proteogenic aminoacids bearing an enol aryl-ether moiety

Aminoacids bearing an enol aryl-ether moiety have been synthesized by a new method allowing a great versatility in the introduction of N-protective groups and enol ether functions. This method involves a Wittig-Horner condensation affording alpha, beta-dehydrohomoserine ether derivatives, followed by a regio and stereoselective isomerization into the desired E enol ether. Clean deprotection was achieved providing new 2-amino-4-aryloxybut-3(E)-enoic acids 3.

Novel assay reagents

The present invention relates to novel assay reagents, their composition, methods of preparation, and use in the detection and measurement of various biological systems and/or components, e.g. enzymes, antibodies, antigens, and periodate concentration. This invention in its basic form utilizes a class of compounds having, inter alia., a backbone chain, an indicator group, and vicinal oxidizable groups.