Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

C003

Sigma-Aldrich

(R)-(−)-3-Quinuclidinyl benzilate

Synonym(s):

(R)-(−)-QNB, (R)-(−)-Quinuclidinyl-α-hydroxydiphenylacetate

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C21H23NO3
CAS Number:
Molecular Weight:
337.41
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

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

Looking for similar products? Visit Product Comparison Guide

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.

pictograms

Skull and crossbones

signalword

Danger

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Measurement of total acid number (TAN) and TAN boiling point distribution in petroleum products by electrospray ionization mass spectrometry
Q Kuangnan et al.
Analytical Chemistry, 80(3), 849-855 (2008)
A convenient synthesis of the muscarinic cholinergic antagonist (R)-[N-methyl-3H] quinuclidinyl benzilate methiodide
Filer CN and Seguin RJ
Journal of Labelled Compounds & Radiopharmaceuticals, 62(9), 604-607 (2019)
Qiaoying Lv et al.
Cancer letters, 442, 137-147 (2018-11-14)
Continuous estrogen signaling is thought to be the main mechanism causing endometrial cancer (EC). Studies have demonstrated that CD163+ macrophages could promote the development of estrogen-dependent EC, but the mechanisms involved remain unclear. We found that CD163+ macrophages were the

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service