114-90-9

Basic information

• Product Name: OBIDOXIME CHLORIDE
• Synonyms: toxogonindichloride;toxogonine;Obidoxime dihydrochloride;Obidoxime;Chloride, obidoxime;D009768;Merck brand of obidoxime chloride;Obidoxim
• CAS NO: 114-90-9
• Molecular Formula: C₁₄H₁₆N₄O₃*2Cl
• Molecular Weight: 359.21
• EINECS: 204-059-5
• Product Categories: Activators;Intermediates & Fine Chemicals;Pharmaceuticals;FURADANTIN
• Mol File: 114-90-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 216-219oC dec.
• Boiling Point: 1132.2°C at 760 mmHg
• Flash Point: 638.5°C
• Appearance: white powder
• Density: 1.33g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.606
• Storage Temp.: -20°C Freezer
• Solubility: Methanol (Slightly), Water (Slightly)
• Stability: Stable. Incompatible with strong oxidizing agents.
• BRN: 4117377
• CAS DataBase Reference: OBIDOXIME CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: OBIDOXIME CHLORIDE(114-90-9)
• EPA Substance Registry System: OBIDOXIME CHLORIDE(114-90-9)

Safety Data

• WGK Germany: 2
• RTECS: UU6825000
• Hazardous Substances Data: 114-90-9(Hazardous Substances Data)

Usage

Chemical Properties

White Crystalline Solid

Originator

Toksobidin,Polfa-Starogard

Uses

Different sources of media describe the Uses of 114-90-9 differently. You can refer to the following data:
1. Obidoxime Chloride is a cholinesterase reactivator.
2. Cholinesterase reactivator
3. antibacterial

Manufacturing Process

2 Methods of producing of obidoxime chloride: 1. Into a boiling agitated solution of 2.44 g pyridine-4-aldoxime in 10 ml absolute ethanol is added dropwise during the course of 25 min a solution of 1.14 g bis-chloromethyl ether in 5 ml absolute ethanol. The reaction mixture is then refluxed for 35 min, and then agitated for 5 h at room temperature. The precipitate of bis-[4-hydroxyimino-methyl-pyridinium-(1)-methyl]-ether Trade dichloride is thoroughly washed with absolute acetone. The yield is 3.5 g which is 98% of the theoretical, and the melting point is 229°C. If convenient, the mother liquor can be reused to make additional product. 2. 12.2 g (0.1 mole) pyridine-4-aldoxime are dissolved with heating in 125 ml chloroform. Within 25 min, 8.5 g (0.075 mole), α,α-dichlorodimethyl ether in 20 ml chloroform are dropped while stirring into the boiling solution. The reaction mixture is heated for another 35 min. After standing for several hours, the precipitate is filtered off, washed with absolute ethanol, acetone and ether and dried at 80°C. Yield: 17.0 g, 95% of the theoretical, and the melting point is 225°C (dec.).

Therapeutic Function

Antidote

General Description

active agent in Toxogonin

Biochem/physiol Actions

Antidote for organophosphate nerve agent poisoning, but, as with other oxime agents, not full spectrum. Obidoxime fails primarily to reactivate acetylcholinesterase that has been inhibited with cyclosarin.

Safety Profile

Poison by intraperitoneal,intravenous, intramuscular, and subcutaneous routes.Moderately toxic by ingestion. When heated todecomposition it emits toxic fumes of Cl- and NOx. Seealso BROMIDES.

InChI:InChI=1/C47H75NO17/c1-27-17-15-13-11-9-7-5-6-8-10-12-14-16-18-34(64-46-44(58)41(48)43(57)30(4)63-46)24-38-40(45(59)60)37(54)26-47(61,65-38)25-36(53)35(52)20-19-31(49)21-32(50)22-33(51)23-39(55)62-29(3)28(2)42(27)56/h5-6,8,10-18,27-38,40-44,46,49-54,56-58,61H,7,9,19-26,48H2,1-4H3,(H,59,60)/b6-5+,10-8+,13-11+,14-12+,17-15+,18-16+/t27-,28?,29-,30+,31?,32?,33?,34?,35?,36?,37?,38?,40?,41-,42+,43+,44-,46?,47+/m0/s1

Upstream product

• 872-85-5 pyridine-4-carbaldehyde 
• 542-88-1 bis(2-chloromethyl)ether 

Downstream Products

• 861396-04-5 O-(O,O-diethylphosphoryl)obidoxime 
• 100-02-7 4-nitro-phenol 

Related news

Spectrophotometric determination of OBIDOXIME CHLORIDE (cas 114-90-9) as its Pd(II) complex in water and injections☆08/22/2019

It has been established that obidoxime chloride reacts with palladium(II) chloride in the pH range 3.9–8.0 and forms a yellow water-soluble (1:1) complex with maximum absorbance at 355 nm. By applying the methods of Sommer, Nash and Job involving non-equimolar solutions the conditional stabilit...detailed

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.

Alkylating agents and method of use thereof

The present invention comprises a haloacetoxyalkyl ether having the formula: STR1 wherein R is H or a C1 -C4 substituted or unsubstituted alkyl group, R' is H or a C1 -C3 group, and X is chlorine or fluorine; aroyloxymethyl ethers having the formula: wherein the R is p-NO2 C6 H4, halogen substituted C6 H4, or other aromatics; the method of making such ethers and monoquaternary salts; and the method of alkylating amines, pyridines, or acetals or pyridine derivatives with such ethers to form quaternary ammonium salts; particularly HI-6, HGG-12, Toxogonin, and SAS-128.