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Details

Stereochemistry ABSOLUTE
Molecular Formula C11H12N2S
Molecular Weight 204.291
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEXAMISOLE

SMILES

C1CN2C[C@H](N=C2S1)C3=CC=CC=C3

InChI

InChIKey=HLFSDGLLUJUHTE-JTQLQIEISA-N
InChI=1S/C11H12N2S/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10/h1-5,10H,6-8H2/t10-/m0/s1

HIDE SMILES / InChI
Dexamisole is the dextro-isomer of tetramisole, a broad spectrum anthelmintic. Dexamisole significantly improves mood and psychotonicity. In adrenergically innervated blood vessels dexamisole inhibits neuronal uptake of norepinephrine more than levamisole. Dexamisole antagonized the reserpine-induced hypothermia but was ineffective in the apomorphine-induced hypothermia in mice. It reduced ptosis produced by reserpine in mice but this effect was very weak. The effect of dexamisole on the amphetamine-induced hyperactivity depended upon the animal species. Dexamisole reduced the duration of immobility in the despair test in rats. It did not modify the 5-HTP-induced head twitch reaction in mice but produced stimulation of the hind limb flexor reflex in spinal rats. The latter effect was blocked by phenoxybenzamine but not by cyproheptadine and metergoline. Dexamisole also exerted a sedative and hypothermic effect. The above findings indicate that the pharmacological profile of dexamisole resembles in some respects that of tricyclic antidepressants; they also point out that this drug has a central noradrenergic activity.

Approval Year

PubMed

PubMed

TitleDatePubMed
Psychopharmacological profile of dexamisole.
1980 Jan-Feb

Sample Use Guides

In Vivo Use Guide
Sources: DOI: 10.1177/030006057400200214
Dosage: 50 mg three times a day
Route of Administration: Oral
Name Type Language
DEXAMISOLE
INN   USAN  
INN   USAN  
Official Name English
TETRAMISOLE, (R)-
Common Name English
(+)-2,3,5,6-TETRAHYDRO-6-PHENYLIMIDAZO(2,1-B)THIAZOLE
Systematic Name English
R-12563 FREE BASE
Code English
dexamisole [INN]
Common Name English
DEXAMISOLE [USAN]
Common Name English
R 12,563 FREE BASE
Code English
IMIDAZO(2,1-B)THIAZOLE, 2,3,5,6-TETRAHYDRO-6-PHENYL-, (R)-
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C250
Created by admin on Sat Dec 16 17:55:21 GMT 2023 , Edited by admin on Sat Dec 16 17:55:21 GMT 2023
Code System Code Type Description
SMS_ID
100000083199
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PRIMARY
NCI_THESAURUS
C78042
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CHEBI
77282
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ECHA (EC/EINECS)
238-837-0
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FDA UNII
UMH46V5U01
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INN
3571
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MESH
C028075
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ChEMBL
CHEMBL1369896
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EVMPD
SUB07020MIG
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PUBCHEM
66374
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EPA CompTox
DTXSID30163778
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CAS
14769-74-5
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