C003
(R)-(−)-3-Quinuclidinyl benzilate
Synonym(s):
(R)-(−)-QNB, (R)-(−)-Quinuclidinyl-α-hydroxydiphenylacetate
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About This Item
Empirical Formula (Hill Notation):
C21H23NO3
CAS Number:
Molecular Weight:
337.41
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
Form:
solid
Quality Segment
form
solid
storage temp.
2-8°C
SMILES string
OC(C(=O)O[C@H]1CN2CCC1CC2)(c3ccccc3)c4ccccc4
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/t19-/m0/s1
InChI key
HGMITUYOCPPQLE-IBGZPJMESA-N
Gene Information
rat ... Chrm1(25229), Chrm2(81645), Chrm3(24260)
Application
(R)-(-)-3-Quinuclidinyl benzilate can be used as a reactant for the synthesis of quaternary ammonium derivatives of (3R)-quinuclidinol esters as potential muscarinic M3 antagonists. It can also be employed in the preparation of potent muscarinic cholinergic antagonist (R)-[N-methyl-3H]quinuclidinyl benzilate methiodide by alkylation with methyl iodide.
- Pharmacological agent used as muscarinic M3 antagonist for the inhaled treatment of chronic obstructive pulmonary disease (COPD)
Biochem/physiol Actions
Nonselective muscarinic acetylcholine receptor antagonist. More potent enantiomer of QNB.
Signal Word
Danger
Hazard Codes
Precautionary Statements
Hazard Classifications
Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
WGK
WGK 3
Flash Point (°F)
Not applicable
Flash Point (°C)
Not applicable
PPE (personal protective equipment)
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
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