6333-94-4

Basic information

• Product Name: (3-nitrophenyl)(oxo)arsane
• CAS NO: 6333-94-4
• Molecular Formula: C₆H₄AsNO₃
• Molecular Weight: 213.0225
• Mol File: 6333-94-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (3-nitrophenyl)(oxo)arsane(CAS DataBase Reference)
• NIST Chemistry Reference: (3-nitrophenyl)(oxo)arsane(6333-94-4)
• EPA Substance Registry System: (3-nitrophenyl)(oxo)arsane(6333-94-4)

Safety Data

• Hazardous Substances Data: 6333-94-4(Hazardous Substances Data)

Usage

Description

(3-nitrophenyl)(oxo)arsane, also known as 3-NPAs, is an organic arsenic compound with the chemical formula C6H5AsNO3. It is a yellow crystalline powder that is highly toxic and flammable.

Uses

Used in Environmental and Biological Analysis:
(3-nitrophenyl)(oxo)arsane is used as a reagent for the detection and determination of inorganic and organic arsenic species in environmental and biological samples. It reacts with thiol groups to form stable complexes, making it a useful tool for studying arsenic metabolism and toxicity.
Used in Research and Academic Studies:
(3-nitrophenyl)(oxo)arsane is used as a research compound for investigating the mechanisms of arsenic toxicity and its effects on biological systems. Its ability to form stable complexes with thiol groups allows researchers to study the interactions between arsenic and biomolecules.
Note: Due to the highly toxic and flammable nature of (3-nitrophenyl)(oxo)arsane, proper safety precautions should be taken when handling this compound.

Upstream product

• 99-09-2 3-nitro-aniline 
• 618-07-5 3-nitrophenylarsonic acid 

Downstream Products

• 7404-64-0 dibromo-(3-nitro-phenyl)-arsine 
• 6308-57-2 diiodo-(3-nitro-phenyl)-arsine 

Relevant articles and documents

Structural Modification of Aminophenylarsenoxides Generates Candidates for Leukemia Treatment via Thioredoxin Reductase Inhibition

Upregulation of the selenoprotein thioredoxin reductase (TrxR) is of pathological significance in maintaining tumor phenotypes. Thus, TrxR inhibitors are promising cancer therapeutic agents. We prepared different amino-substituted phenylarsine oxides and evaluated their cytotoxicity and inhibition of TrxR. Compared with our reported p-substituted molecule (8), the o-substituted molecule (10) shows improved efficacy (nearly a fourfold increase) to kill leukemia HL-60 cells. Although the compounds 8 and 10 display similar potency to inhibit the purified TrxR, the o-substitution 10 exhibits higher potency than the p-substitution 8 to inhibit the cellular TrxR activity. Molecular docking results demonstrate the favorable weak interactions of the o-amino group with the TrxR C-terminal active site. Efficient inhibition of TrxR consequently induces the oxidative stress-mediated apoptosis of cancer cells. Silence of the TrxR expression sensitizes the cells to the arsenic compound treatment, further supporting the critical involvement of TrxR in the cellular actions of compound 10.

Ascorbic acid/iodine and triphenylphosphine/iodine as reducing agents for the As(V)=O group

The scope of ascorbic acid/iodine and triphenylphosphine/iodine in methanol for the direct reduction of arsenic(V) compounds having the As=O group has been investigated. Ascorbic acid/iodine reduces arsonic acids, diphenylarsinic acid (but not dimethylarsinic acid), and triphenylarsine oxide. The rates of reduction depend on the electronic effects of the ligands bound to arsenic and on the hydrogen-bonding strength of the species, when present. When the As(V) compound has an -NH2 or an -NH3+ group, the reduction product reacts with a ketonic form of dehydroascorbic acid, giving condensation product(s). Triphenylphosphine/iodine reduced slowly the zwitterionic o-aminophenylarsonic acid but reduced faster the hydrochloric acid salt of the same acid. It reduced dimethylarsinic acid as well because the powerful electron-withdrawing Ph3P+coordinated to As=O seems to outweigh the electronic and hydrogen bonding effects. Copyright Taylor & Francis Group, LLC.