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Details

Stereochemistry RACEMIC
Molecular Formula C20H23NS.ClH
Molecular Weight 345.929
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHIXENE HYDROCHLORIDE ANHYDROUS

SMILES

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

InChI

InChIKey=RSXZRFHNNTTWCB-UHFFFAOYSA-N
InChI=1S/C20H23NS.ClH/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

HIDE SMILES / InChI

Molecular Formula C20H23NS
Molecular Weight 309.468
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Substance Class Chemical
Created
by admin
on Fri Dec 15 18:08:07 GMT 2023
Edited
by admin
on Fri Dec 15 18:08:07 GMT 2023
Record UNII
FRK5BSL54S
Record Status Validated (UNII)
Record Version
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Name Type Language
METHIXENE HYDROCHLORIDE ANHYDROUS
Common Name English
METIXENE HYDROCHLORIDE ANHYDROUS
Common Name English
1-METHYL-3-(THIOXANTHEN-9-YLMETHYL)PIPERIDINE HYDROCHLORIDE
Systematic Name English
PIPERIDINE, 1-METHYL-3-(9H-THIOXANTHEN-9-YLMETHYL)-, HYDROCHLORIDE
Systematic Name English
ANHYDROUS METIXENE HYDROCHLORIDE
Common Name English
Metixene hydrochloride [WHO-DD]
Common Name English
Code System Code Type Description
CAS
1553-34-0
Created by admin on Fri Dec 15 18:08:07 GMT 2023 , Edited by admin on Fri Dec 15 18:08:07 GMT 2023
PRIMARY
ECHA (EC/EINECS)
216-300-1
Created by admin on Fri Dec 15 18:08:07 GMT 2023 , Edited by admin on Fri Dec 15 18:08:07 GMT 2023
PRIMARY
PUBCHEM
64722
Created by admin on Fri Dec 15 18:08:07 GMT 2023 , Edited by admin on Fri Dec 15 18:08:07 GMT 2023
PRIMARY
FDA UNII
FRK5BSL54S
Created by admin on Fri Dec 15 18:08:07 GMT 2023 , Edited by admin on Fri Dec 15 18:08:07 GMT 2023
PRIMARY
EPA CompTox
DTXSID8045359
Created by admin on Fri Dec 15 18:08:07 GMT 2023 , Edited by admin on Fri Dec 15 18:08:07 GMT 2023
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS
PARENT -> SALT/SOLVATE
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ACTIVE MOIETY