Obidoxime

Obidoxime
Clinical data
ATC code
Pharmacokinetic data
ExcretionRenal
Identifiers
  • 1,1'-[oxybis(methylene)]bis{4-[(E)-
    (hydroxyimino)methyl]pyridinium}
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.003.690 Edit this at Wikidata
Chemical and physical data
FormulaC14H16N4O3+2
Molar mass288.307 g·mol−1
3D model (JSmol)
  • c1c(cc[n+](c1)COC[n+]2ccc(cc2)/C=N\O)/C=N\O
  • 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 checkY
  • Key:HIGRLDNHDGYWQJ-UHFFFAOYSA-P checkY
 ☒NcheckY (what is this?)  (verify)

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).[1]

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.

  1. ^ Jokanović M, Prostran M (2009). "Pyridinium oximes as cholinesterase reactivators. Structure-activity relationship and efficacy in the treatment of poisoning with organophosphorus compounds". Curr. Med. Chem. 16 (17): 2177–88. doi:10.2174/092986709788612729. PMID 19519385. Archived from the original on 2017-09-10. Retrieved 2020-04-22.{{cite journal}}: CS1 maint: unfit URL (link)