618-07-5

Basic information

• Product Name: 3-Nitrophenylarsonic acid
• Synonyms: m-Nitrophenylarsonic acid;3-Nitrophenylarsonic acid
• CAS NO: 618-07-5
• Molecular Formula: C₆H₆AsNO₅
• Molecular Weight: 247.03714
• Mol File: 618-07-5.mol

Chemical Properties

• Melting Point: >300 °C
• Boiling Point: 529°Cat760mmHg
• Flash Point: 238.2°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 5.09E-12mmHg at 25°C
• PKA: pK1:3.41;pK2:7.80 (25°C)
• CAS DataBase Reference: 3-Nitrophenylarsonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Nitrophenylarsonic acid(618-07-5)
• EPA Substance Registry System: 3-Nitrophenylarsonic acid(618-07-5)

Safety Data

• Hazardous Substances Data: 618-07-5(Hazardous Substances Data)

Usage

Uses

Used in Animal Feed Industry:
3-Nitrophenylarsonic acid is used as a feed additive for promoting growth and improving feed efficiency in poultry and swine. Its antimicrobial and coccidiostatic properties further enhance its appeal as a feed additive.
However, due to concerns about potential health risks associated with its use, as it can be converted into inorganic arsenic in the environment, the use of 3-Nitrophenylarsonic acid in animal feed has been banned in several countries, leading to a decline in its global use.

InChI:InChI=1/C6H6AsNO5/c9-7(10,11)5-2-1-3-6(4-5)8(12)13/h1-4H,(H2,9,10,11)

Upstream product

• 5440-06-2 (4-amino-3-nitro-phenyl)-arsonic acid 
• 100-05-0 4-nitrobenzenediazonium chloride 
• 100-34-5 benzene diazonium chloride 
• 696-28-6 dichlorophenylarsine 
• 603-32-7 triphenyl-arsane 
• 16278-29-8 3-nitrobenzenediazonium 
• 98-05-5 phenylarsonic acid 
• 7697-37-2 nitric acid 
• 99-09-2 3-nitro-aniline 
• 55101-01-4 nitroaminophenylarsonic acid 

Downstream Products

• 577-19-5 2-nitrophenyl bromide 
• 2038-72-4 (3-amino-phenyl)-arsonic acid 
• 91858-68-3 [Mn(m-NO₂C₆H₄AsO₄)(OH)(H₂O)]2 
• 5425-65-0 (3-ethoxycarbonylamino-phenyl)-arsonic acid 
• 7404-65-1 3-thioarsenoso-aniline 
• 6306-96-3 m-nitrophenylarsonous dichloride 
• 6333-94-4 m-nitrophenylarsenic oxide 
• 114911-24-9 (3,3'-azoxy-diphenyl)-bis-arsonic acid 

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.

Organoarsenic compound and use thereof

The invention discloses an organoarsenic compound. The organoarsenic compound has the following structural formula as shown in the specification, wherein n is 1 or 2; R, R1, R2, R3, R4 and R5 are respectively and independently amino, R6-CO-NH, R7-CO-O, alkyl, aryl, a heterocyclic substituent, alkoxyl, alkylamino, a halogen atom, nitro, hydroxyl or a hydrogen atom; R6 is alkyl, aminoalkyl or aryl;R7 is alkyl, aminoaryl or aryl. The organoarsenic compound has good inhibitory activity for thioredoxin reductase, has strong cytotoxicity for tumor cell HL-60, and can be used for preparing a thioredoxin reductase inhibitor or an antitumor drug with thioredoxin reductase as a target spot.

Substituted phenylarsonic acids; structures and spectroscopy

Full NMR and ESI-MS spectra, and differential scanning calorimeter data are presented for 15 substituted phenylarsonic acids, including two new fluoro-substituted examples. X-ray crystal structure determinations of five examples (phenylarsonic acid and the 4-fluoro-, 4-fluoro-3-nitro-, 3-amino-4-hydroxy- and 3-amino-4-methoxy-substituted derivatives) were determined and the H-bonding crystal-packing patterns analysed.

SYNTHESIS AND PROPERTIES OF ARYLARSONIC ACIDS

1.A number of arylarsonic acids with various substituents in the ortho, meta, and para positions in the benzene ring were synthesized from diazonium salts by the Bart reaction; the products were characterized by their IR spectra. 2.By the DTA method it was established that arylarsonic acid molecules were linked together through hydrogen bonds to form oligomeric associated forms. 3.The IR spectra of arylarsonic acids confirm the presence in them of strong hydrogen bonds through which they are able to undergo association into two forms differing in the symmetry of the d isposition of the As=O bonds.A form which gives a C band arises if the arsonyl oxygen participates in the formation of two hydrogen bonds simultaneously, as a result of which the molecules are linked together to form endless chains and columns.In the other form there are probably cyclic dimers with intermolecular H bonds.