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

Details

Stereochemistry RACEMIC
Molecular Formula C11H12N2S
Molecular Weight 204.291
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TETRAMISOLE

SMILES

C1CN2CC(N=C2S1)C3=CC=CC=C3

InChI

InChIKey=HLFSDGLLUJUHTE-UHFFFAOYSA-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

HIDE SMILES / InChI
Tetramisole is a racemic mixture of levamisole and its enantiomer dexamisole, which is a specific inhibitor of tissue non-specific alkaline phosphatase (TNAP). This drug is used in veterinary to treat of ascariasis and other worm infections e.g hook-"ms. And also is used as an immunostimulant (in that case it is used for longer periods of time).

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P09242
Gene ID: 11647.0
Gene Symbol: Alpl
Target Organism: Mus musculus (Mouse)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Tetramisole 10 %

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

veterinary: Cattle , Sheep, Goats and Horses : 0.33 gm Tetramisole HCI 10 % per 20 kg b.wt. In a single oral dose given as a drench in water or mixed with fodder
Route of Administration: Oral
In Vitro Use Guide
Various enzymes of the tricarboxylic acid cycle (TCA) viz., aconitase (E.C. 4.2.1.3), isocitrate dehydrogenase (E.C. 1.1.1.42), succinate dehydrognease (E.C. 1.3.99.1), fumarate reductase (NADH: fumarate oxido-reductase), fumarase (E.C. 4.2.1.2) and maltate dehydrogenase (E.C. 1.1.1.37) were detected in adult Haemonchus contortus (Nematoda: Trichostrongylidae), in vitro. The effects of D L-tetramisole on various enzymes were studied. At 50 micrograms ml-1 varying degrees of inhibition of succinate dehydrogenase and fumarate reductase activities were observed. At the same concentration, the activities of other enzymes remained unaltered.
Name Type Language
TETRAMISOLE
INN   WHO-DD  
INN  
Official Name English
ASCAVERM
Brand Name English
Tetramisole [WHO-DD]
Common Name English
TETRAMIZOLE
Common Name English
(±)-2,3,5,6-TETRAHYDRO-6-PHENYLIMIDAZO(2,1-B)THIAZOLE
Systematic Name English
LEVAMISOLE DL-FORM
MI  
Common Name English
R-8299
Code English
tetramisole [INN]
Common Name English
LEVAMISOLE DL-FORM [MI]
Common Name English
NSC-102063
Code English
Classification Tree Code System Code
WHO-VATC QP52AE52
Created by admin on Fri Dec 15 17:59:00 GMT 2023 , Edited by admin on Fri Dec 15 17:59:00 GMT 2023
WHO-VATC QP52AE02
Created by admin on Fri Dec 15 17:59:00 GMT 2023 , Edited by admin on Fri Dec 15 17:59:00 GMT 2023
NCI_THESAURUS C2141
Created by admin on Fri Dec 15 17:59:00 GMT 2023 , Edited by admin on Fri Dec 15 17:59:00 GMT 2023
Code System Code Type Description
MESH
D013773
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PRIMARY
CHEBI
77289
Created by admin on Fri Dec 15 17:59:00 GMT 2023 , Edited by admin on Fri Dec 15 17:59:00 GMT 2023
PRIMARY
PUBCHEM
3913
Created by admin on Fri Dec 15 17:59:00 GMT 2023 , Edited by admin on Fri Dec 15 17:59:00 GMT 2023
PRIMARY
FDA UNII
C8M7RFE4NO
Created by admin on Fri Dec 15 17:59:00 GMT 2023 , Edited by admin on Fri Dec 15 17:59:00 GMT 2023
PRIMARY
ChEMBL
CHEMBL277775
Created by admin on Fri Dec 15 17:59:00 GMT 2023 , Edited by admin on Fri Dec 15 17:59:00 GMT 2023
PRIMARY
INN
1973
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CAS
5036-02-2
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MERCK INDEX
m6781
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PRIMARY Merck Index
EVMPD
SUB10945MIG
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PRIMARY
SMS_ID
100000082718
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PRIMARY
ECHA (EC/EINECS)
225-729-3
Created by admin on Fri Dec 15 17:59:00 GMT 2023 , Edited by admin on Fri Dec 15 17:59:00 GMT 2023
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EPA CompTox
DTXSID20860143
Created by admin on Fri Dec 15 17:59:00 GMT 2023 , Edited by admin on Fri Dec 15 17:59:00 GMT 2023
PRIMARY
NSC
102063
Created by admin on Fri Dec 15 17:59:00 GMT 2023 , Edited by admin on Fri Dec 15 17:59:00 GMT 2023
PRIMARY
NCI_THESAURUS
C95050
Created by admin on Fri Dec 15 17:59:00 GMT 2023 , Edited by admin on Fri Dec 15 17:59:00 GMT 2023
PRIMARY