Obidoxime

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Obidoxime
Clinical data
ATC code
Pharmacokinetic data
ExcretionRenal
Identifiers
  • 1,1'-[oxybis(methylene)]bis{4-[(E)-
    (hydroxyimino)methyl]pyridinium}
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

organophosphorus compounds to the enzyme acetylcholinesterase (AChE).[1]

AChE is an enzyme that removes

nerve cell. If it gets inhibited, acetylcholine is not removed after the stimulation and multiple stimulations are made, resulting in muscle contractions and paralysis
.

OH group on the serine residue and by protonating (quaternary nitrogen, R4N+) the nearby nitrogen atom located in the histidine
residue.

Function

Oximes such as obidoxime,

asoxime (HI-6) are used to restore enzyme functionality. They have greater affinity for the organic phosphate residue than the enzyme and they remove the phosphate group, restore the OH to serine and turn nitrogen from histidine back into its R3N form (tertiary nitrogen). This results in full enzyme recovery and the phosphate-oxime compound is eliminated from the organism via urine. Obidoxime is more potent than pralidoxime[2] and diacetyl-monoxime.[3]

Side effects

Oximes like these do have side effects and they include liver damage, kidney damage, nausea, vomiting, but they are very efficient antidotes to nerve gas poisoning. Usually treatment of poisoning includes the use of atropine, which can slow down the action of the poison, giving more time to apply the oxime.

References

  1. PMID 19519385. Archived from the original
    on 2017-09-10. Retrieved 2020-04-22.
  2. OCLC 978526697.{{cite book}}: CS1 maint: multiple names: authors list (link
    )
  3. OCLC 868299888.{{cite book}}: CS1 maint: location missing publisher (link) CS1 maint: multiple names: authors list (link
    )
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