3-quinuclidinyl benzilate

3-Quinuclidinyl benzilate

Names
IUPAC name 1-azabicyclo[2.2.2]oct-3-yl 2-hydroxy-2,2-diphenylacetate
Identifiers
CAS Number	6581-06-2 N
3D model (Jmol)	Interactive image
ChEMBL	ChEMBL12980 Y
ChemSpider	21577 Y
ECHA InfoCard	100.164.060
IUPHAR/BPS	3260
MeSH	Quinuclidinyl+benzilate
PubChem	23056
UNII	E69DLR7470 N
InChI InChI=1S/C21H23NO3/c23-20(25-19-15-22-13-11-16(19)12-14-22)21(24,17-7-3-1-4-8-17)18-9-5-2-6-10-18/h1-10,16,19,24H,11-15H2 Y Key: HGMITUYOCPPQLE-UHFFFAOYSA-N Y InChI=1/C21H23NO3/c23-20(25-19-15-22-13-11-16(19)12-14-22)21(24,17-7-3-1-4-8-17)18-9-5-2-6-10-18/h1-10,16,19,24H,11-15H2 Key: HGMITUYOCPPQLE-UHFFFAOYAE
SMILES O=C(OC2C1CCN(CC1)C2)C(O)(c3ccccc3)c4ccccc4
Properties
Chemical formula	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 YN ?)
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.