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Cevimeline

CAT: 0804-HY-70020-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-70020-01Size:5 mg
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Description
Cevimeline (AF-102B) is a quinuclidine derivative of acetylcholine and a selective and orally active muscarinic M1 and M3 receptor agonist. Cevimeline stimulates secretion by the salivary glands and can be used as a sialogogue for xerostomia[1][2][3][4]. Cevimeline can cross the blood-brain barrier (BBB) [5].
CAS Number
107233-08-9
Product Name Alternative
AF102B
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
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.html
Purity
99.88
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
C[C@H]1SC[C@@]2(CN3CCC2CC3)O1
Molecular Formula
C10H17NOS
Molecular Weight
199.32
Precautions
H302, H315, H319, H335
References & Citations
[1]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.|[2]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.|[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
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched
Isoform
MAChR1; mAChR3

Chemical Information

Cevimeline

Cevimeline is a member of quinuclidines and an oxathiolane. It has a role as a muscarinic agonist.

CAS Number107233-08-9
PubChem CID25137844
IUPAC Name(5R)-2-methylspiro[1,3-oxathiolane-5,3'-1-azabicyclo[2.2.2]octane]
Molecular FormulaC10H17NOS
Molecular Weight199.32
XLogP1.5
Topological Polar Surface Area37.8
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Heavy Atom Count13
Formal Charge0
Complexity215
SMILES
CC1O[C@]2(CN3CCC2CC3)CS1
InChI
InChI=1S/C10H17NOS/c1-8-12-10(7-13-8)6-11-4-2-9(10)3-5-11/h8-9H,2-7H2,1H3/t8?,10-/m1/s1
InChIKey
WUTYZMFRCNBCHQ-LHIURRSHSA-N
Chemical Structure
2D Structure
2D structure of Cevimeline
CAS: 107233-08-9
CID: 25137844
Formula: C10H17NOS
MW: 199.32
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight199.32
XLogP31.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count0
Exact Mass199.10308534
Monoisotopic Mass199.10308534
Topological Polar Surface Area37.8 Ų
Heavy Atom Count13
Formal Charge0
Complexity215
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

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GTR19201888Cevimeline
GTR19202448Cevimeline hydrochloride
591283Cevimeline HCl
AR-C02364-01Cevimeline Sulfoxide

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