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
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
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.
CNS Activity
Approval Year
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3353357
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
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Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C66880
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C66115
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SUB03268MIG
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84L8XK6N1G
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DBSALT000602
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100000087592
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78194
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71177
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CHEMBL1201342
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51025
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DTXSID00991080
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m7321
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258230
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7081-40-5
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C005111
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ACTIVE MOIETY
SUBSTANCE RECORD