1754-42-3

Basic information

• Product Name: DIETHYL(4-NITROPHENYL)PHOSPHONATE
• Synonyms: DIETHYL(4-NITROPHENYL)PHOSPHONATE;CHEMPACIFIC 60128;(4-NITRO-PHENYL)-PHOSPHONIC ACID DIETHYL ESTER;Diethyl(4-nitrophenyl)phosphonate, min. 95 %;1-diethoxyphosphoryl-4-nitrobenzene;1-diethoxyphosphoryl-4-nitro-benzene
• CAS NO: 1754-42-3
• Molecular Formula: C₁₀H₁₄NO₅P
• Molecular Weight: 259.195621
• Mol File: 1754-42-3.mol
• Article Data: 34

Chemical Properties

• Boiling Point: 359.3°Cat760mmHg
• Flash Point: 171.1°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 4.96E-05mmHg at 25°C
• Refractive Index: 1.508
• CAS DataBase Reference: DIETHYL(4-NITROPHENYL)PHOSPHONATE(CAS DataBase Reference)
• NIST Chemistry Reference: DIETHYL(4-NITROPHENYL)PHOSPHONATE(1754-42-3)
• EPA Substance Registry System: DIETHYL(4-NITROPHENYL)PHOSPHONATE(1754-42-3)

Safety Data

• Hazardous Substances Data: 1754-42-3(Hazardous Substances Data)

Usage

General Description

Diethyl(4-nitrophenyl)phosphonate is a chemical compound with the formula C10H13NO5P. It is a phosphonate ester that is commonly used as a reagent in organic synthesis. It is a colorless to pale yellow liquid with a faint odor. DIETHYL(4-NITROPHENYL)PHOSPHONATE is known for its ability to act as a selective inhibitor of acetylcholinesterase, which makes it a valuable tool in the study of neurotransmitter signaling and potential treatment of Alzheimer's disease. Additionally, it has been used in the synthesis of pharmaceuticals and agrochemicals due to its ability to mediate a variety of reactions. However, it is important to handle this compound with caution, as it is toxic and may be harmful if swallowed, inhaled, or if it comes into contact with skin.

InChI:InChI=1/C10H14NO5P/c1-3-15-17(14,16-4-2)10-7-5-9(6-8-10)11(12)13/h5-8H,3-4H2,1-2H3

Upstream product

• 64-17-5 ethanol 
• 34909-18-7 4-(Nitrophenyl)phosphonsaeure-dichlorid 
• 762-04-9 Diethyl phosphonate 
• 17763-80-3 para-nitrophenyl triflate 
• 56-38-2 parathion 
• 636-98-6 p-nitrobenzene iodide 
• 762-04-9 phosphonic acid diethyl ester 
• 586-78-7 para-nitrophenyl bromide 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 122-52-1 triethyl phosphite 
• 100-00-5 4-chlorobenzonitrile 
• 15959-31-6 sodium 4-nitrobenzenesulfinate 
• 98-95-3 nitrobenzene 
• 100-16-3 4-nitrophenylhydrazone 

Downstream Products

• 166522-34-5 ethyl 4-nitrophenylphosphonochloridate 
• 42822-57-1 diethyl (4-aminophenyl)phosphonate 
• 34909-18-7 4-(Nitrophenyl)phosphonsaeure-dichlorid 
• 684270-72-2 ethyl (+/-)-2-(4-aminophenyl)-2-oxo-1,3,2-oxazaphosphorepane-3-acetate 
• 391641-07-9 ethyl (+/-)-2-[N-(4-chlorobenzoyl)-4-aminophenyl]-2-oxo-1,3,2-oxazaphosphorepane-3-acetate 
• 345352-13-8 (4-isocyanato-phenyl)-phosphonic acid diethyl ester 
• 242804-94-0 C₂₈H₄₂N₄O₈P₂ 
• 149244-63-3 4-Nitrophenylphosphonsaeureethylester-(4,6-dimethylpyrimidin-2-yl)-amid 
• 1456602-18-8 diethyl 4-(4-phenoxybenzamido)phenylphosphonate 
• 1456602-23-5 diethyl 4-(N-(4-cyclohexylbenzyl)-4-phenoxybenzamido)phenylphosphonate 
• 1206776-61-5 3-[3-tert-butyl-4-methoxy-5-[(E)-2-(4-nitrophenyl)vinyl]phenyl]-2-methoxypyridine 
• 1606169-22-5 diethyl (4-{[6-(2-methoxyphenyl)pyrimidin-4-yl]amino}phenyl)phosphonate 
• 1606169-23-6 diethyl (4-{[6-(3-nitrophenyl)pyrimidin-4-yl]amino}phenyl)phosphonate 
• 1606169-24-7 diethyl (4-{[6-(3-aminophenyl)pyrimidin-4-yl]amino}phenyl)phosphonate 

Relevant articles and documents

Electrochemical phosphorylation of arenes catalyzed by cobalt under oxidative and reductive conditions

Catalyst capable to operate in cathode and anode spaces simultaneously was found. Electrochemical regeneration of active form of catalyst Co2+bpy (1%) under oxidative as well as reductive conditions allows the C–H/P–H coupling of dialkyl-H-phos

Discovery of STAT3 and Histone Deacetylase (HDAC) Dual-Pathway Inhibitors for the Treatment of Solid Cancer

Nowadays, simultaneous inhibition of multiple targets through drug combination is an important anticancer strategy owing to the complex mechanism behind tumorigenesis. Recent studies have demonstrated that the inhibition of histone deacetylases (HDACs) will lead to compensated activation of a notorious cancer-related drug target, signal transducer and activator of transcription 3 (STAT3), in breast cancer through a cascade, which probably limits the anti-proliferation effect of HDAC inhibitors in solid tumors. By incorporating the pharmacophore of the HDAC inhibitor SAHA (vorinostat) into the STAT3 inhibitor pterostilbene, a series of potent pterostilbene hydroxamic acid derivatives with dual-target inhibition activity were synthesized. An excellent hydroxamate derivate, compound 14, inhibited STAT3 (KD = 33 nM) and HDAC (IC50 = 23.15 nM) with robust potency in vitro. Compound 14 also showed potent anti-proliferation ability in vivo and in vitro. Our study provides the first STAT3 and HDAC dual-target inhibitor for further exploration.

Visible-light-mediated phosphonylation reaction: formation of phosphonates from alkyl/arylhydrazines and trialkylphosphites using zinc phthalocyanine

In this work, we developed a ligand- and base-free visible-light-mediated protocol for the photoredox syntheses of arylphosphonates and, for the first time, alkyl phosphonates. Zinc phthalocyanine-photocatalyzed Csp2-P and Csp3-P bond formations were efficiently achieved by reacting aryl/alkylhydrazines with trialkylphosphites in the presence of air serving as an abundant oxidant. The reaction conditions tolerated a wide variety of functional groups.