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Key Documents

SML0007

Sigma-Aldrich

Cevimeline hydrochloride hemihydrate

≥95% (HPLC, NMR)

Synonym(s):

AF-102B, SNI-2011

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About This Item

Empirical Formula (Hill Notation):
C10H17NOS · xHCl · yH2O
CAS Number:
Molecular Weight:
199.31 (anhydrous free base basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥95% (HPLC, NMR)

form

powder

storage condition

desiccated

color

white to tan

solubility

H2O: ≥25 mg/mL

originator

Daiichi-Sankyo

shipped in

wet ice

storage temp.

−20°C

SMILES string

O.Cl.Cl.C[C@@H]1O[C@@]2(CS1)CN3CC[C@H]2CC3.C[C@@H]4O[C@@]5(CS4)CN6CC[C@H]5CC6

InChI

1S/2C10H17NOS.2ClH.H2O/c2*1-8-12-10(7-13-8)6-11-4-2-9(10)3-5-11;;;/h2*8-9H,2-7H2,1H3;2*1H;1H2/t2*8-,10-;;;/m11.../s1

InChI key

ZSTLCHCDLIUXJE-GMLJRNIPSA-N

Application

Cevimeline hydrochloride hemihydrate may be used in cell signaling studies.

Biochem/physiol Actions

Cevimeline is a muscarinic M1 and M3 receptor agonist. Cevimeline stimulates secretion by the salivary glands and is used to treat the symptoms of dry mouth.
Cevimeline stimulates the peripheral muscarinic acetylcholine receptors of salivary glands and increases the concentration of Ca+2 in parotic acini and duct cells of rats. It thus acts as therapeutic agent for xerostomia.

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.
This compound was developed by Daiichi-Sankyo. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Pictograms

Skull and crossbones

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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


Certificates of Analysis (COA)

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Kentaro Ono et al.
The journal of medical investigation : JMI, 56 Suppl, 375-375 (2009-01-01)
Previous reports suggested that there is no significant difference in the binding affinity of pilocarpine and cevimeline on muscarinic receptors (1). However, in vivo studies from our laboratory suggested that pilocarpine-induced salivation from the parotid gland is greater than that
Hirotaka Ueda et al.
The journal of medical investigation : JMI, 56 Suppl, 267-269 (2009-01-01)
Cevimeline, a therapeutic drug for xerostomia, is an agonist of muscarinic acetylcholine receptors (mAChRs), and directly stimulates the peripheral mAChRs of the salivary glands. Since cevimeline is distributed in the brain after its oral administration, it is possible that it

Articles

Muscarinic acetylcholine receptors are G protein-coupled receptors (GPCRs) and mediate acetylcholine actions in the CNS and non-nervous tissues. Learn more about acetylcholine receptors and their role in cell signaling.

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