Obidoxime

Obidoxime
Clinical data
ATC code	V03AB13 (WHO) ;
Pharmacokinetic data
Excretion	Renal
Identifiers
	IUPAC name 1,1'-[oxybis(methylene)]bis{4-[(E)-; (hydroxyimino)methyl]pyridinium};
CAS Number	7683-36-5 ; 114-90-9 (chloride);
PubChem CID	5485192;
ChemSpider	4588647 ;
UNII	N6KNE1QA9O;
ChEMBL	ChEMBL451635 ;
CompTox Dashboard (EPA)	DTXSID70921258 ;
ECHA InfoCard	100.003.690
Chemical and physical data
Formula	C14H16N4O3+2
Molar mass	288.307 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1c(cc[n+](c1)COC[n+]2ccc(cc2)/C=N\O)/C=N\O;
	InChI InChI=1S/C14H14N4O3/c19-15-9-13-1-5-17(6-2-13)11-21-12-18-7-3-14(4-8-18)10-16-20/h1-10H,11-12H2/p+2 ; Key:HIGRLDNHDGYWQJ-UHFFFAOYSA-P ;
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Obidoxime is a member of the oxime family used to treat organophosphate poisoning. Oximes are drugs known for their ability to reverse the binding of organophosphorus compounds to the enzyme acetylcholinesterase (AChE).

AChE is an enzyme that removes acetylcholine from the synapse after it creates the required stimulation on the next nerve cell. If it gets inhibited, acetylcholine is not removed after the stimulation and multiple stimulations are made, resulting in muscle contractions and paralysis.

Organophosphates (such as nerve gases are well-known inhibitors of AChE. They bind to a specific place on the enzyme and prevent it from functioning normally by changing the OH group on the serine residue and by protonating (quaternary nitrogen, R₄N⁺) the nearby nitrogen atom located in the histidine residue.

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