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3-Quinuclidinyl benzilate

3-Quinuclidinyl benzilate
Bonding model
Ball and stick model
Names
IUPAC name
1-azabicyclo[2.2.2]oct-3-yl 2-hydroxy-2,2-diphenylacetate
Identifiers
6581-06-2 N
3D model (Jmol) Interactive image
ChEMBL ChEMBL12980 YesY
ChemSpider 21577 YesY
ECHA InfoCard 100.164.060
3260
MeSH Quinuclidinyl+benzilate
PubChem 23056
UNII E69DLR7470 N
Properties
C21H23NO3
Molar mass 337.41 g/mol
Melting point 164-165 °C
Boiling point 322 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

3-Quinuclidinyl benzilate (QNB) — IUPAC name 1-azabicyclo[2.2.2]oct-3-yl 2-hydroxy-2,2-diphenylacetate; US Army code EA-2277; NATO code BZ; Soviet code Substance 78 — is an odorless military incapacitating agent.

BZ is a glycolate anticholinergic compound related to atropine, scopolamine, hyoscyamine, and other deliriants. Dispersal would be as an aerosolized solid (primarily for inhalation) or as agent dissolved in one or more solvents for ingestion or percutaneous absorption.

Acting as a competitive non-selective blocker at postsynaptic and postjunctional muscarinic receptor sites in smooth muscle, exocrine glands, and the brain, BZ decreases the effective concentration of acetylcholine seen by receptors at these sites. Thus, BZ causes PNS effects that in general are the opposite of those seen in nerve agent poisoning. CNS effects include stupor, confusion, and confabulation with concrete and panoramic illusions and hallucinations, and with regression to primitive, involuntary behaviors such as floccillation and disrobing.

Physostigmine, which increases the concentration of acetylcholine in synapses and in neuromuscular and neuroglandular junctions, is a specific antidote.


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