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C002

Sigma-Aldrich

(±)-Quinuclidinyl benzilate

powder

Synonym(s):

(±)-QNB, (±)-Quinuclidinyl α-hydroxydiphenylacetate

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About This Item

Empirical Formula (Hill Notation):
C21H23NO3
CAS Number:
6581-06-2
Molecular Weight:
337.41
MDL number:
MFCD00055094
UNSPSC Code:
12352200
PubChem Substance ID:
329774757
NACRES:
NA.77
Pricing and availability is not currently available.

form

powder

Quality Level

100

color

white

solubility

chloroform: soluble (but decomposes within 24 hrs)
methanol: stable (for up to two weeks at -20°C.)

εmax

13,500 at 207.4 nm in methanol

storage temp.

2-8°C

SMILES string

OC(C(=O)OC1CN2CCC1CC2)(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

InChI key

HGMITUYOCPPQLE-UHFFFAOYSA-N

Biochem/physiol Actions

Nonselective muscarinic acetylcholine receptor antagonist.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300

Precautionary Statements

P264 - P301 + P310

Hazard Classifications

Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
021M4621V
073K4608

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José N Nobrega et al.
Journal of pharmacological and toxicological methods, 86, 28-33 (2017-03-10)
Assessments of total anticholinergic activity (SAA) in serum are of considerable interest for its potential involvement in cognitive impairment associated with polydrug states in the elderly and other populations. Such estimations have been based on the displacement of radioligand binding
Monica Salani et al.
Journal of neurochemistry, 108(3), 821-834 (2009-02-04)
Neurotransmitters are considered part of the signaling system active in nervous system development and we have previously reported that acetylcholine (ACh) is capable of enhancing neuronal differentiation in cultures of sensory neurons and N18TG2 neuroblastoma cells. To study the mechanism
Jan Jakubík et al.
Scientific reports, 7, 40381-40381 (2017-01-17)
Interaction of orthosteric ligands with extracellular domain was described at several aminergic G protein-coupled receptors, including muscarinic acetylcholine receptors. The orthosteric antagonists quinuclidinyl benzilate (QNB) and N-methylscopolamine (NMS) bind to the binding pocket of the muscarinic acetylcholine receptor formed by
Koji Hori et al.
Neuropsychobiology, 63(3), 147-153 (2011-01-14)
Alzheimer's disease (AD) is well known as a disease characterized by degeneration of cholinergic neuronal activity in the brain. It follows that patients with AD would be sensitive to an 'anticholinergic burden', and also that medicine with anticholinergic properties would
Barbara C van Munster et al.
Journal of psychiatric research, 46(10), 1339-1345 (2012-08-01)
Delirium, a frequently occurring, devastating disease, is often underdiagnosed, especially in dementia. Serum anticholinergic activity (SAA) was proposed as a disease marker as it may reflect delirium's important pathogenetic mechanism, cholinergic deficiency. We assessed the association of serum anticholinergic activity
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