117346-07-3

Usage

Uses

Used in Organic Synthesis:
N-(2-Hydroxy-4-nitrophenyl)-phthalimide is used as an intermediate in the synthesis of various organic compounds. Its unique structure allows it to be a valuable building block for creating a wide range of molecules with different functionalities and applications.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N-(2-Hydroxy-4-nitrophenyl)-phthalimide is used as a key component in the development of new drugs. Its chemical properties make it suitable for the synthesis of various drug candidates, particularly those targeting specific biological pathways or receptors.
Used in Chemical Research:
N-(2-Hydroxy-4-nitrophenyl)-phthalimide is also used in chemical research as a model compound to study various reaction mechanisms and to develop new synthetic methods. Its reactivity and structural features provide valuable insights into the behavior of similar compounds and can lead to the discovery of novel chemical transformations.
Used in Dye and Pigment Industry:
Due to its off-white solid appearance and chemical properties, N-(2-Hydroxy-4-nitrophenyl)-phthalimide can be used in the development of dyes and pigments. Its ability to form various derivatives and its compatibility with other chemical components make it a potential candidate for creating new colorants with specific properties.

Upstream product

• 85-44-9 phthalic anhydride 
• 121-88-0 5-Nitro-2-aminophenol 
• 136918-14-4 phthalimide 
• 22510-08-3 2-fluoro-5-nitrophenol 
• 31604-39-4 2-(4-nitrophenyl)isoindoline-1,3-dione 

Downstream Products

• 117346-08-4 N-(2-hydroxy-4-aminophenyl)phthalimide 
• 106981-60-6 2-(2-ethoxy-4-nitrophenyl)-1H-isoindol-1,3(2H)-dione 
• 51765-76-5 N-(2-(4-methoxyphenoxy)-4-nitrophenyl)methanesulfonamide 
• 51803-78-2 nimesulide 
• 5422-92-4 1-amino-2-phenoxy-4-nitrobenzene 

Relevant academic research and scientific papers

Synthesis of novel isoindolone-based medium-sized macromolecules and triazole containing heterocyclic compounds

A series of novel isoindolone-based macromolecules of medium-sized heterocyclic rings, such as 7,8-dihydro-6H-benzo[4,5][1,6,3]dioxazonino[2,3-a]isoindol-14(9aH)-one derivatives (5a-l), were synthesized and its frame work incorporating with a triazole moiety on phenol, ie, 2-(4-((1-(2-methoxyphenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)isoindoline-1,3-dione (9a-f) and also a triazole moiety on carboxylic acid, ie, (1-(2-methoxyphenyl)-1H-1,2,3-triazol-4-yl)methyl 4-(1,3-dioxoisoindolin-2-yl)benzoate derivatives (13a-e) with various substitutions on aryl ring system have synthesized. All the synthesized compounds were characterized and confirmed with IR, 1H NMR, 13C NMR, and ESI mass spectral analysis.

Isomeric methoxy analogs of nimesulide for development of brain cyclooxygense-2 (COX-2)-targeted imaging agents: Synthesis, in vitro COX-2-inhibitory potency, and cellular transport properties

Nimesulide analogs bearing a methoxy substituent either at the ortho-, meta- or para-position on the phenyl ring, were designed, synthesized, and evaluated for potential as radioligands for brain cyclooxygenase-2 (COX-2) imaging. The synthesis of nimesulide and regioisomeric methoxy analogs was based on the copper-mediated arylation of phenolic derivatives for the construction of diaryl ethers. These isomeric methoxy analogs displayed lipophilicity similar to that of nimesulide itself, as evidenced by their HPLC log P7.4 values. In vitro inhibition studies using a colorimetric COX (ovine) inhibitor-screening assay demonstrated that the para-methoxy substituted analog retains the inhibition ability and selectivity observed for parent nimesulide toward COX-2 enzyme, whereas the meta- and ortho-methoxy substituents detrimentally affected COX-2-inhibition activity, which was further supported by molecular docking studies. Bidirectional transport cellular studies using Caco-2 cell culture model in the presence of the P-glycoprotein (P-gp) inhibitor, verapamil, showed that P-gp did not have a significant effect on the efflux of the para-methoxy substituted analog. Further investigations using the radiolabeled form of the para-methoxy substituted analog is warranted for in vivo characterization.

Synthesis method of pyrrotinib intermediate

The invention discloses a synthesis method of a pyrrotinib intermediate. According to the method, 2-fluoro-5-nitrophenol and phthalimide are reacted in an aqueous solution in the presence of an acid-binding agent to generate N-(2-hydroxy-4-nitrophenyl) phthalimide. The synthesis method provided by the invention is simple in post-treatment, high in product purity, high in yield, environment-friendly and suitable for industrial production.

Ru-Catalyzed Selective C-H Bond Hydroxylation of Cyclic Imides

We report on cyclic imides as weak directing groups for selective monohydroxylation reactions using ruthenium catalysis. Whereas acyclic amides are known to promote the hydroxylation of the C(sp2)-H bond enabling five-membered ring ruthenacycle intermediates, the cyclic imides studied herein enabled the hydroxylation of the C(sp2)-H bond via larger six-membered ruthenacycle intermediates. Furthermore, monohydroxylated products were exclusively obtained (even in the presence of overstoichiometric amounts of reagents), which was rationalized by the difficulty to accommodate coplanar intermediates once the first hydroxyl group was introduced into the substrate. The same reactivity was observed in the presence of palladium catalysts.

Acrylamide derivative and preparation method and application thereof

The invention provides an acrylamide derivative and a preparation method and application thereof. The acrylamide derivative is represented by general formula shown in the description, wherein R is oneof-H,-OH or-COOH, and R1 is one of-H,2-OH or 3-OH.The acrylamide derivative has the beneficial effects that the phthalimide substituted acrylamide derivative is used as a comonomer of an acrylic copolymer andprevents the corrosion resistance of the acrylic copolymer to chemicalprints; meanwhile the acrylamide derivative improves the sensitivity, the wear resistance and the development adaptability of a lithographic plate material.

Nimesulide derivatives and preparation method and application thereof

The invention relates to a preparation method of four nimesulide derivatives with the function of treating liver malignant tumors. According to the invention, a nimesulide solution and an acid or alkaline substance are subjected to displacement reaction to generate three salts with better water solubility and more stability, which are the nimesulide derivatives, or p-aminobenzonitrile is used as asubstrate, the fourth nimesulide derivative with higher bioavailability is generated through a series of redox reactions, four novel nimesulide derivatives are successfully prepared, all the four compounds are soluble in water, the solubility is better than that of the nimesulide, and better absorption rate and bioavailability are provided, and the hepatotoxicity of the four derivatives is not obviously different from that of the nimesulide at normal dose, and only one derivative is enhanced in liver toxicity at overdose. The inhibitory effect on BEL-7402 is no less than or even stronger thanthat of nimesulide when the four derivatives are co-cultured with CIK cells. The four nimesulide derivatives can be used for preparing drugs for inhibiting human liver cancer cells.

Method of preparing 3-cyano-quinolines and intermediates made thereby

The present invention relates to methods for preparing substituted 3-cyanoquinolines and intermediates obtained by the methods of the present invention. The methods of the invention comprise reacting an N-aryl-2-propanimide with phosphoryl chloride to produce the substituted 3-cyanoquinolines. The methods further comprise reacting arylamines, orthoformates and active methylenes to produce the N-aryl-2-propenamide.

Process for the preparation of 2-amino-5-acylamino phenols and starting compounds suitable therefor

Compounds corresponding to Formula I STR1 wherein R1 denotes an acyl group and X denotes hydrogen, halogen, alkoxy, aroxy, SO3 H or a heterocyclic group attached through --O-- or --N1 have the meanings indicated followed by conversion of the compound corresponding to Formula III into a compound corresponding to Formula I by hydrazinolytic or hydrolytic decomposition of the dicarbonimide ring.