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Details

Stereochemistry RACEMIC
Molecular Formula C20H23NS.ClH.H2O
Molecular Weight 363.945
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHIXENE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=RAOHHYUBMJLHNC-UHFFFAOYSA-N
InChI=1S/C20H23NS.ClH.H2O/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;1H;1H2

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 HYDROCHLORIDE
ORANGE BOOK   USAN  
USAN  
Official Name English
METIXENE HYDROCHLORIDE [MART.]
Common Name English
METIXENE HYDROCHLORIDE [EP IMPURITY]
Common Name English
TREST
Brand Name English
METIXENE HYDROCHLORIDE [EP MONOGRAPH]
Common Name English
NSC-78194
Code English
METHIXENE HCL
Common Name English
SJ 1977
Code English
METHIXENE HYDROCHLORIDE [USAN]
Common Name English
METIXENE HYDROCHLORIDE [JAN]
Common Name English
METHIXENE HYDROCHLORIDE MONOHYDRATE
MI  
Common Name English
SJ-1977
Code English
METIXENE HYDROCHLORIDE
EP   JAN   MART.  
Common Name English
PIPERIDINE, 1-METHYL-3-(9H-THIOXANTHEN-9-YLMETHYL)-, HYDROCHLORIDE, MONOHYDRATE
Systematic Name English
1-Methyl-3-(thioxanthen-9-ylmethyl)piperidine hydrochloride monohydrate
Systematic Name English
METHIXENE HYDROCHLORIDE [ORANGE BOOK]
Common Name English
METIXENE HYDROCHLORIDE MONOHYDRATE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66880
Created by admin on Fri Dec 15 15:05:10 GMT 2023 , Edited by admin on Fri Dec 15 15:05:10 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C66115
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PRIMARY
EVMPD
SUB03268MIG
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FDA UNII
84L8XK6N1G
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DRUG BANK
DBSALT000602
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SMS_ID
100000087592
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NSC
78194
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PUBCHEM
71177
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ChEMBL
CHEMBL1201342
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CHEBI
51025
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EPA CompTox
DTXSID00991080
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MERCK INDEX
m7321
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PRIMARY Merck Index
RXCUI
258230
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PRIMARY RxNorm
CAS
7081-40-5
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MESH
C005111
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PRIMARY