U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C20H23NS
Molecular Weight 309.468
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHIXENE

SMILES

CN1CCCC(CC2C3=C(SC4=C2C=CC=C4)C=CC=C3)C1

InChI

InChIKey=MJFJKKXQDNNUJF-UHFFFAOYSA-N
InChI=1S/C20H23NS/c1-21-12-6-7-15(14-21)13-18-16-8-2-4-10-19(16)22-20-11-5-3-9-17(18)20/h2-5,8-11,15,18H,6-7,12-14H2,1H3

HIDE SMILES / InChI
Methixene is a tertiary antimuscarinic with actions similar to those of atropine; it also has antihistaminic and direct antispasmodic properties. It is used for the symptomatic treatment of parkinsonism, including the alleviation of the extrapyramidal syndrome induced by other drugs such as phenothiazines, but, like other antimuscarinics, it is of no value against tardive dyskinesias. Metixene has been discontinued. Parkinsonism is thought to result from an imbalance between the excitatory (cholinergic) and inhibitory (dopaminergic) systems in the corpus striatum. The mechanism of action of centrally active anticholinergic drugs such as metixene is considered to relate to competitive antagonism of acetylcholine at muscarinic receptors in the corpus striatum, which then restores the balance.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
0.055 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
TREST

Approved Use

As monotherapy in Parkinson's disease
PubMed

PubMed

TitleDatePubMed
A controlled trial of anti-Parkinson drugs in drug-induced Parkinsonism.
1966 Jun
Screening for new compounds with antiherpes activity.
1984 Oct
Patents

Sample Use Guides

As monotherapy in Parkinson's disease Adult: As hydrochloride: Initially, 2.5 mg tid; increase gradually depending on clinical response to a total of 15-60 mg daily in divided doses.
Route of Administration: Oral
In Vitro Use Guide
When using ( -)3H-QNB to label muscarinic acetylcholine receptors in rat brain homogenates, the specific binding was of high affinity and saturable (apparent KD of 0.26k0.18 nM, B, of 2.09 k0.32 pmol/mg protein). Specific binding of 3H-QNB was competitively and in a concentration-dependent manner inhibited by methixene with the IC50-value 0.055 uM
Name Type Language
METHIXENE
MI  
Common Name English
METHIXENE [MI]
Common Name English
Metixene [WHO-DD]
Common Name English
metixene [INN]
Common Name English
METIXENE
INN   WHO-DD  
INN  
Official Name English
PIPERIDINE, 1-METHYL-3-(9H-THIOXANTHEN-9-YLMETHYL)-
Systematic Name English
ATOSIL
Brand Name English
Classification Tree Code System Code
NCI_THESAURUS C38149
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
WHO-VATC QN04AA03
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
WHO-ATC N04AA03
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
Code System Code Type Description
INN
1582
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
DRUG BANK
DB00340
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
PUBCHEM
4167
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
MERCK INDEX
m7321
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY Merck Index
IUPHAR
7232
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
MESH
C005111
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
WIKIPEDIA
METIXENE
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
RXCUI
29682
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY RxNorm
EVMPD
SUB08897MIG
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PRIMARY
SMS_ID
100000088227
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
CHEBI
51024
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
CAS
4969-02-2
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
ECHA (EC/EINECS)
225-610-6
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
DRUG CENTRAL
1780
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
FDA UNII
32VY6L26ZW
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
ChEMBL
CHEMBL1201342
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
EPA CompTox
DTXSID1047867
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY
NCI_THESAURUS
C74162
Created by admin on Sat Dec 16 18:03:10 GMT 2023 , Edited by admin on Sat Dec 16 18:03:10 GMT 2023
PRIMARY