3-Quinuclidinyl benzilate
3-Quinuclidinyl benzilate (QNB) (IUPAC name 1-azabicyclo[2.2.2]octan-3-yl hydroxy(diphenyl)acetate; US Army code EA-2277; NATO code BZ; Soviet code Substance 78) is an odorless and bitter-tasting military incapacitating agent. BZ is an antagonist of muscarinic acetylcholine receptors whose structure is the ester of benzilic acid with an alcohol derived from quinuclidine.
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Names | |||
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IUPAC name
1-azabicyclo[2.2.2]octan-3-yl hydroxy(diphenyl)acetate | |||
Other names
BZ EA-2277 CS-4030 QNB | |||
Identifiers | |||
3D model (JSmol) |
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ChEMBL | |||
ChemSpider | |||
ECHA InfoCard | 100.164.060 | ||
MeSH | Quinuclidinyl+benzilate | ||
PubChem CID |
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UNII | |||
CompTox Dashboard (EPA) |
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SMILES
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Properties | |||
C21H23NO3 | |||
Molar mass | 337.419 g·mol−1 | ||
Appearance | White crystalline powder | ||
Melting point | 164 to 165 °C (327 to 329 °F; 437 to 438 K) | ||
Boiling point | 322 °C (612 °F; 595 K) | ||
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references |
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