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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

form

powder

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

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’.

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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
Diego Muñoz-Torrero et al.
Neuro-degenerative diseases, 10(1-4), 96-99 (2012-01-13)
Multifactorial diseases such as Alzheimer's disease (AD) should be more efficiently tackled by drugs which hit multiple biological targets involved in their pathogenesis. We have recently developed a new family of huprine-tacrine heterodimers, rationally designed to hit multiple targets involved
M A Siddiqui et al.
Toxicology in vitro : an international journal published in association with BIBRA, 22(7), 1681-1688 (2008-08-02)
Effect of 4-hydroxynonenal (HNE), a long-chain alpha, beta unsaturated aldehyde product, generated by the oxidation of omega-6 polyunsaturated fatty acids on the sensitivity of selected neurotransmitter receptors was studied in PC-12 cells. Cytotoxicity profiling was carried out at varying concentrations
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
Kylie J Mansfield et al.
The Journal of pharmacology and experimental therapeutics, 328(3), 893-899 (2008-11-26)
Recent studies have described muscarinic receptors on the mucosa and the detrusor of the human urinary bladder. Muscarinic receptor antagonists are effective in the treatment of overactive bladder (OAB), but their site(s) of action and actual therapeutic target are unclear.
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