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Cevimeline (hydrochloride hemihydrate)

CAT: 0804-HY-76772-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-76772-01Size:5 mg
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Description
Cevimeline hydrochloride hemihydrate (SNI-2011) is a quinuclidine derivative of acetylcholine and a selective and orally active muscarinic M1 and M3 receptor agonist. Cevimeline hydrochloride hemihydrate stimulates secretion by the salivary glands and can be used as a sialogogue for xerostomia[1][2][3][4]. Cevimeline hydrochloride hemihydrate can cross the blood-brain barrier (BBB) [5].
CAS Number
153504-70-2
Product Name Alternative
SNI-2011; AF102B (hydrochloride hemihydrate)
UNSPSC
12352005
Hazard Statement
H301
Target
MAChR
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/Cevimeline-hydrochloride-hemihydrate.html
Purity
99.52
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : ≥ 50 mg/mL
Smiles
C[C@H]1SC[C@@]2(CN3CCC2CC3)O1.[H]Cl.[H]O[H]
Molecular Formula
C10H17NOS.HCl.1/2H2O
Molecular Weight
244.78
Precautions
H301
References & Citations
[1]Ono K, et al. Distinct effects of cevimeline and pilocarpine on salivary mechanisms, cardiovascular response and thirst sensation in rats.Arch Oral Biol. 2012 Apr;57 (4) :421-8. Epub 2011 Nov 17.|[2]Witsell DL, et al. Effectiveness of cevimeline to improve oral health in patients with postradiation xerostomia.Head Neck. 2012 Aug;34 (8) :1136-42. doi: 10.1002/hed.21894. Epub 2012 Jan 9.|[3]Kondo Y, et al.Cevimeline-induced monophasic salivation from the mouse submandibular gland: decreased Na+ content in saliva results from specific and early activation of Na+/H+ exchange.J Pharmacol Exp Ther. 2011 Apr;337 (1) :267-74. Epub 2011 Jan 14.|[4]Voskoboynik B, et al.Cevimeline (Evoxac) overdose.J Med Toxicol. 2011 Mar;7 (1) :57-9.|[5]Mitoh Y, et al. Effects of cevimeline on excitability of parasympathetic preganglionic neurons in the superior salivatory nucleus of rats. Auton Neurosci. 2017 Sep;206:1-7.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, sealed storage, away from moisture)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
MAChR1; mAChR3
Citation 01
Cell Rep. 2025 Sep 18.|Cancer Cell. 2025 Aug 12:S1535-6108 (25) 00330-7.

Chemical Information

Cevimeline Hydrochloride

Cevimeline Hydrochloride is a cholinergic analogue with glandular secretion stimulatory activity. Cevimeline binds to and activates muscarinic receptors, thereby increasing the secretions in exocrine salivary and sweat glands. This cholinergic agonist also increases the tone of smooth muscle in the gastrointestinal and urinary tracts. Cevimeline is being studied as a treatment for dry mouth caused by radiation therapy to the head and neck.

CAS Number153504-70-2
PubChem CID73416227
IUPAC Namebis((2S,5S)-2-methylspiro[1,3-oxathiolane-5,3'-1-azabicyclo[2.2.2]octane]);hydrate;dihydrochloride
Molecular FormulaC20H38Cl2N2O3S2
Molecular Weight489.6
Topological Polar Surface Area76.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count0
Heavy Atom Count29
Formal Charge0
Complexity215
SMILES
C[C@H]1O[C@@]2(CN3CCC2CC3)CS1.C[C@H]1O[C@@]2(CN3CCC2CC3)CS1.O.Cl.Cl
InChI
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-;;;/m00.../s1
InChIKey
ZSTLCHCDLIUXJE-ZGBAEQJLSA-N
Chemical Structure
2D Structure
2D structure of Cevimeline Hydrochloride
CAS: 153504-70-2
CID: 73416227
Formula: C20H38Cl2N2O3S2
MW: 489.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight489.6
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count0
Exact Mass488.1700908
Monoisotopic Mass488.1700908
Topological Polar Surface Area76.5 Ų
Heavy Atom Count29
Formal Charge0
Complexity215
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count5
Compound Is CanonicalizedYes

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