3163-07-3

Basic information

• Product Name: 4-nitroresorcinol
• Synonyms: 4-Nitrobenzene-1,3-diol;4-Nitroresorcinol;Einecs 221-616-8
• CAS NO: 3163-07-3
• Molecular Formula: C₆H₅NO₄
• Molecular Weight: 155.11
• EINECS: 221-616-8
• Product Categories: Aromatic Phenols
• Mol File: 3163-07-3.mol
• Article Data: 41

Chemical Properties

• Melting Point: 122 °C
• Boiling Point: 278.88°C (rough estimate)
• Flash Point: 166.1 °C
• Appearance: /
• Density: 1.5553 (rough estimate)
• Vapor Pressure: 1.84E-05mmHg at 25°C
• Refractive Index: 1.5423 (estimate)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
• PKA: 7.17±0.13(Predicted)
• Water Solubility: 8.13g/L(24.70 oC)
• CAS DataBase Reference: 4-nitroresorcinol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-nitroresorcinol(3163-07-3)
• EPA Substance Registry System: 4-nitroresorcinol(3163-07-3)

Safety Data

• Hazardous Substances Data: 3163-07-3(Hazardous Substances Data)

Usage

Uses

4-Nitroresorcinol is used as a reagent in the synthesis of Deguelin (D229205); a compound that exhibits potent apoptotic and antiangiogenic activities in a variety of transformed cells and cancer cells. Deguelin also exhibits potent tumor suppressive effects in xenograft tumor models for many human cancers.

InChI:InChI=1/C6H5NO4/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,8-9H

Upstream product

• 13722-95-7 4-hydroxy-5-nitrosalicylate 
• 89-86-1 4-hydroxysalicylic acid 
• 25905-65-1 hydroxy-[1,4]benzoquinone-1-oxime 
• 7722-84-1 dihydrogen peroxide 
• 108-46-3 recorcinol 
• 13722-96-8 2,4-dihydroxy-5-nitrobenzoic acid 
• 7732-18-5 water 
• 952016-85-2 5-acetylamino-2-nitro-benzenesulfonic acid 
• 446-36-6 5-fluoro-2-nitrophenol 
• 6632-39-9 2-(4-nitrophenyl)hydrazinecarboxaldehyde 
• 1635-61-6 5-chloro-2-nitroaniline 
• 825-41-2 3-chloro-4-nitroaniline 
• 2051-85-6 4-(phenylazo)-1,3-benzenediol 
• 20788-05-0 phenyl 2,6-dihydroxybenzoate 

Downstream Products

• 693782-43-3 2,4-dichloro-6-nitro-resorcinol 
• 98141-37-8 4-chloro-6-nitro-resorcinol 
• 101606-04-6 4-nitro-2,6-bis-phenylazo-resorcinol 
• 13066-95-0 4-aminoresorcinol 
• 726121-37-5 2,4-dihydroxy-5-nitro-benzenesulfonic acid 
• 875235-16-8 4-bromo-6-nitro-resorcinol 
• 484653-20-5 2,4-dibromo-6-nitro-resorcinol 
• 855836-22-5 Allyl-(4-nitro-3-hydroxy-phenyl)-aether 
• 704-14-3 3-methoxy-6-nitro-phenol 
• 107522-13-4 2,4-bis-butyryloxy-1-nitro-benzene 
• 860504-86-5 2,6-dihydroxy-3-nitro-benzaldehyde 
• 851124-62-4 5-methanesulfonyloxy-2-nitrophenol 
• 1386351-25-2 5-(2-methylbut-3-yn-2-yloxy)-2-nitrophenol 
• 1386351-93-4 2-(3,4-dimethoxyphenyl)-1-(5-methoxy-2,2-dimethyl-2Hchromen-6-yl)ethan-1-ol 

Relevant articles and documents

Palladium-catalyzed arylation of 2H-chromene: A new entry to pyrano[2,3-c]carbazoles

Pyrano[2,3-c]carbazoles which are biologically valuable and synthetically challenging frameworks are synthesized in high yields over five steps from commercially available resorcinol. Palladium-catalyzed arylation remains a key step in this novel strategy. The versatility of this protocol has been demonstrated by the synthesis of naturally occurring alkaloid clauraila C and 7-methoxyglycomaurin. The anti-proliferative activity of these designed compounds (5a, 5f, and 5l) has been evaluated in a cancer cell line (MOLT-4). The molecular docking study revealed that this pyrano[2,3-c]carbazole class of molecules selectively occupies the colchicine binding site of the tubulin-polymer.

-

-

A 7-hydroxybenzoxazinone-containing fluorescence turn-on probe for biothiols and its bioimaging applications

In this work, a novel 7-hydroxybenzoxazinone-based fluorescent probe (PBD) for the selective sensing of biothiols is reported. Upon treatment with biothiols, PBD shows a strong fluorescence enhancement (up to 70-fold) and a large Stokes shift (155 nm). Meanwhile, this probe exhibits high resistance to interference from other amino acids and competing species. PBD features good linearity ranges with a low detection limit of 14.5 nM for glutathione (GSH), 17.5 nM for cysteine (Cys), and 80.0 nM for homocysteine (Hcy), respectively. Finally, the potential utility of this probe for biothiol sensing in living HeLa cells is demonstrated.

A phenol compound green nitration method and application

The invention discloses a green nitrification method and application for a phenolic compound, belonging to the technical field of organic synthesis. The method provided by the invention comprises the following steps: with the phenolic compound as a raw material, dissolving the phenolic compound into a solvent at room temperature, adding sodium nitrite, then dropwise adding hydrogen peroxide into the obtained reaction solution, adding water-soluble metalloporphyrin at room temperature and starting reaction, carrying out nitrification reaction under stirring, then carrying out extraction by using an organic solvent, and carrying out vacuum concentration and column chromatographic separation so as to obtain a target product. The nitrification method provided by the invention has the advantages of mild reaction conditions, no need of heating, convenient operation and easy treatment of products. The green nitrification reaction is suitable for the phenolic compound.