56-97-3

Basic information

• Product Name: 1,1'-TRIMETHYLENE-BIS(4-FORMYLPYRIDINIUM BROMIDE) DIOXIME
• Synonyms: TMB-4;1,1’-(1,3-propanediyl)bis(4-(hydroxyimino)methyl-pyridiniudibromide;1,3-bis(4-formylpyridinium)-propanebisoxidedibromide;1,3-propan-bis-(4-hydroxyiminomethyl-pyridinium-(1))-dibromids;1,3-trimethylen-bis-(4-hydroximinoformylpyridinium)-dibromid;4-hydroxyiminomethyl-(3-(4-hydroxyiminomethyl-1-pyridinio)propyl)pyridinium;c434;dipiroximdibromide
• CAS NO: 56-97-3
• Molecular Formula: 2Br*C₁₅H₁₈N₄O₂
• Molecular Weight: 446.14
• EINECS: 200-304-5
• Mol File: 56-97-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 231 °C (dec.)(lit.)
• Boiling Point: 412.9°Cat760mmHg
• Flash Point: 203.5°C
• Appearance: /
• Density: g/cm³
• Storage Temp.: −20°C
• CAS DataBase Reference: 1,1'-TRIMETHYLENE-BIS(4-FORMYLPYRIDINIUM BROMIDE) DIOXIME(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-TRIMETHYLENE-BIS(4-FORMYLPYRIDINIUM BROMIDE) DIOXIME(56-97-3)
• EPA Substance Registry System: 1,1'-TRIMETHYLENE-BIS(4-FORMYLPYRIDINIUM BROMIDE) DIOXIME(56-97-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• RTECS: UU7525000
• Hazardous Substances Data: 56-97-3(Hazardous Substances Data)

Usage

General Description

1,1'-Trimethylene-bis(4-formylpyridinium bromide) dioxime is a chemical compound that is a derivative of dioxime. It is a yellow crystalline solid that is used in analytical chemistry as a complexing agent for the determination of certain metal ions. It forms highly stable chelates with various metal ions, making it useful in the extraction and separation of metals from complex mixtures. Additionally, this compound has been studied for its potential application in medicinal chemistry, particularly in the development of new drugs with metal-chelating properties. However, caution is advised when handling this compound, as it may pose health risks if not used properly.

Upstream product

• 1637-52-1 4-pyridinealdoxime 
• 109-64-8 1,3-dibromo-propane 
• 696-54-8 pyridine-4-aldoxime 
• 872-85-5 pyridine-4-carbaldehyde 

Downstream Products

• 696-54-8 pyridine-4-aldoxime 

Relevant articles and documents

Synthesis and in vitro evaluation of neutral aryloximes as reactivators of Electrophorus eel acetylcholinesterase inhibited by NEMP, a VX surrogate

Casualties caused by nerve agents, potent acetylcholinesterase inhibitors, have attracted attention from media recently. Poisoning with these chemicals may be fatal if not correctly addressed. Therefore, research on novel antidotes is clearly warranted. Pyridinium oximes are the only clinically available compounds, but poor penetration into the blood-brain barrier hampers efficient enzyme reactivation at the central nervous system. In searching for structural factors that may be explored in SAR studies, we synthesized and evaluated neutral aryloximes as reactivators for acetylcholinesterase inhibited by NEMP, a VX surrogate. Although few tested compounds reached comparable reactivation results with clinical standards, they may be considered as leads for further optimization.

Stability of mono- and bisbenzyloxime ethers of the acetylcholinesterase reactivator TMB-4

Mono- and bisbenzyloxime ethers of the bispyridinium derivative TMB-4 (UNO, DUG) are potent allosteric modulators of the muscarinic receptor attracting clinical interest in case of organophosphate poisoning. In order to work out the stability of these compounds oximes, different oxime ethers and potential degradation products were synthesized and UV- and NMR-spectroscopically characterized. The process of degradation of all compounds was observed under stress conditions at varying pH-values and different temperatures by means of time-dependent NMR- and UV-measurements. The pyridinium aldoxime turned out to be rather stable, whereas the oxime ether and cyano derivatives convert to the pyridone at high pH-values and high temperature. The mechanism of degradation is discussed.