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Details

Stereochemistry RACEMIC
Molecular Formula C10H17NOS
Molecular Weight 199.313
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CEVIMELINE

SMILES

C[C@H]1O[C@]2(CS1)CN3CC[C@H]2CC3

InChI

InChIKey=WUTYZMFRCNBCHQ-WPRPVWTQSA-N
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-/m0/s1

HIDE SMILES / InChI

Molecular Formula C10H17NOS
Molecular Weight 199.313
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: https://www.drugs.com/pro/cevimeline.html | http://www.rxlist.com/evoxac-drug.htm

Cevimeline is a cholinergic agonist, which binds to muscarinic receptors. Muscarinic agonists in sufficient dosage can increase secretion of exocrine glands, such as salivary and sweat glands and increase tone of the smooth muscle in the gastrointestinal and urinary tracts. Cevimeline is indicated for the treatment of symptoms of dry mouth in patients with Sjögren’s Syndrome. Known side effects include nausea, vomiting, diarrhea, excessive sweating, rash, headache, runny nose, cough, drowsiness, hot flashes, blurred vision, and difficulty sleeping. Cevimeline should be administered with caution to patients taking beta adrenergic antagonists, because of the possibility of conduction disturbances. Drugs with para-sympathomimetic effects administered concurrently with cevimeline can be expected to have additive effects. Cevimeline might interfere with desirable antimuscarinic effects of drugs used concomitantly.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
EVOXAC

Approved Use

Cevimeline is indicated for the treatment of symptoms of dry mouth in patients with Sjögren’s Syndrome.

Launch Date

2000
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
0.09 mg/g
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CEVIMELINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
0.52 mg × h/g
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CEVIMELINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
0.09 h
30 mg single, oral
dose: 30 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
CEVIMELINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: MALE
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
80%
CEVIMELINE plasma
Homo sapiens
population: UNKNOWN
age: UNKNOWN
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
60 mg 3 times / day multiple, oral
MTD
Dose: 60 mg, 3 times / day
Route: oral
Route: multiple
Dose: 60 mg, 3 times / day
Sources:
unhealthy, 54.2
Health Status: unhealthy
Age Group: 54.2
Sex: M+F
Sources:
Disc. AE: Abdominal pain, Rash...
AEs leading to
discontinuation/dose reduction:
Abdominal pain (grade 3-4)
Rash (grade 3-4)
Depression (grade 3-4)
Joint dislocation (grade 3-4)
Granulocytopenia (grade 3-4)
Vertigo (grade 3-4)
LE syndrome (grade 3-4)
Sweating increased (grade 3-4)
Sources:
AEs

AEs

AESignificanceDosePopulation
Abdominal pain grade 3-4
Disc. AE
60 mg 3 times / day multiple, oral
MTD
Dose: 60 mg, 3 times / day
Route: oral
Route: multiple
Dose: 60 mg, 3 times / day
Sources:
unhealthy, 54.2
Health Status: unhealthy
Age Group: 54.2
Sex: M+F
Sources:
Depression grade 3-4
Disc. AE
60 mg 3 times / day multiple, oral
MTD
Dose: 60 mg, 3 times / day
Route: oral
Route: multiple
Dose: 60 mg, 3 times / day
Sources:
unhealthy, 54.2
Health Status: unhealthy
Age Group: 54.2
Sex: M+F
Sources:
Granulocytopenia grade 3-4
Disc. AE
60 mg 3 times / day multiple, oral
MTD
Dose: 60 mg, 3 times / day
Route: oral
Route: multiple
Dose: 60 mg, 3 times / day
Sources:
unhealthy, 54.2
Health Status: unhealthy
Age Group: 54.2
Sex: M+F
Sources:
Joint dislocation grade 3-4
Disc. AE
60 mg 3 times / day multiple, oral
MTD
Dose: 60 mg, 3 times / day
Route: oral
Route: multiple
Dose: 60 mg, 3 times / day
Sources:
unhealthy, 54.2
Health Status: unhealthy
Age Group: 54.2
Sex: M+F
Sources:
LE syndrome grade 3-4
Disc. AE
60 mg 3 times / day multiple, oral
MTD
Dose: 60 mg, 3 times / day
Route: oral
Route: multiple
Dose: 60 mg, 3 times / day
Sources:
unhealthy, 54.2
Health Status: unhealthy
Age Group: 54.2
Sex: M+F
Sources:
Rash grade 3-4
Disc. AE
60 mg 3 times / day multiple, oral
MTD
Dose: 60 mg, 3 times / day
Route: oral
Route: multiple
Dose: 60 mg, 3 times / day
Sources:
unhealthy, 54.2
Health Status: unhealthy
Age Group: 54.2
Sex: M+F
Sources:
Sweating increased grade 3-4
Disc. AE
60 mg 3 times / day multiple, oral
MTD
Dose: 60 mg, 3 times / day
Route: oral
Route: multiple
Dose: 60 mg, 3 times / day
Sources:
unhealthy, 54.2
Health Status: unhealthy
Age Group: 54.2
Sex: M+F
Sources:
Vertigo grade 3-4
Disc. AE
60 mg 3 times / day multiple, oral
MTD
Dose: 60 mg, 3 times / day
Route: oral
Route: multiple
Dose: 60 mg, 3 times / day
Sources:
unhealthy, 54.2
Health Status: unhealthy
Age Group: 54.2
Sex: M+F
Sources:
PubMed

PubMed

TitleDatePubMed
Central muscarinic activities of an M1-selective agonist: preferential effect on reversal of amnesia.
1990 Jan 15
[The effectiveness of cevimeline hydrochloride on dry cough in Sjögren's syndrome].
2004 Apr
Prediction of genotoxicity of chemical compounds by statistical learning methods.
2005 Jun
The efficacy of cevimeline hydrochloride in the treatment of xerostomia in Sjögren's syndrome in southern Chinese patients: a randomised double-blind, placebo-controlled crossover study.
2008 Apr
Effects of cevimeline on the immunolocalization of aquaporin-5 and the ultrastructure of salivary glands in Sjögren's syndrome model mice.
2009
[Analysis of epitopes and function of anti-M3 muscarinic acetylcholine receptor antibodies in patients with Sjögren's syndrome].
2010
New epitopes and function of anti-M3 muscarinic acetylcholine receptor antibodies in patients with Sjögren's syndrome.
2010 Oct
Patents

Sample Use Guides

The recommended dose of cevimeline hydrochloride is 30 mg taken three times a day.
Route of Administration: Oral
Cevimeline increased the intracellular Ca2+ concentration of parotid gland acinar and duct cells over 1 uM in a dose-dependent manner.
Substance Class Chemical
Created
by admin
on Wed Apr 02 06:59:10 GMT 2025
Edited
by admin
on Wed Apr 02 06:59:10 GMT 2025
Record UNII
K9V0CDQ56E
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEVIMELINE
HSDB   INN   MI   VANDF   WHO-DD  
INN  
Official Name English
CEVIMELINE [HSDB]
Preferred Name English
CEVIMELINE [MI]
Common Name English
Cevimeline [WHO-DD]
Common Name English
cevimeline [INN]
Common Name English
CEVIMELINE [VANDF]
Common Name English
SPIRO(1-AZABICYCLO(2.2.2)OCTANE-3,5'-(1,3)OXATHIOLANE), 2'-METHYL-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C47796
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
WHO-ATC N07AX03
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
NDF-RT N0000000104
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
NDF-RT N0000000104
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
NDF-RT N0000000104
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
WHO-VATC QN07AX03
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
LIVERTOX NBK548833
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
NDF-RT N0000175884
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
Code System Code Type Description
EVMPD
SUB07461MIG
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
CAS
107233-08-9
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
DAILYMED
K9V0CDQ56E
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
NCI_THESAURUS
C66873
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
CHEBI
3568
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
RXCUI
44281
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY RxNorm
ChEMBL
CHEMBL168815
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
DRUG BANK
DB00185
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
MESH
C059240
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
PUBCHEM
18642481
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
INN
7540
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
DRUG CENTRAL
584
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
MERCK INDEX
m3303
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
CEVIMELINE
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
FDA UNII
K9V0CDQ56E
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
EPA CompTox
DTXSID2023777
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
HSDB
7286
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
SMS_ID
100000081517
Created by admin on Wed Apr 02 06:59:10 GMT 2025 , Edited by admin on Wed Apr 02 06:59:10 GMT 2025
PRIMARY
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