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Details

Stereochemistry RACEMIC
Molecular Formula C11H12N2S.ClH
Molecular Weight 240.752
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TETRAMISOLE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=LAZPBGZRMVRFKY-UHFFFAOYSA-N
InChI=1S/C11H12N2S.ClH/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10;/h1-5,10H,6-8H2;1H

HIDE SMILES / InChI

Molecular Formula C11H12N2S
Molecular Weight 204.291
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

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
Effects of parasitism on selected physiological measurements of the cottontail rabbit.
1974 Oct
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.
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:14:29 GMT 2023
Edited
by admin
on Fri Dec 15 19:14:29 GMT 2023
Record UNII
0NDK265MCV
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TETRAMISOLE HYDROCHLORIDE
MART.   USAN   WHO-DD  
USAN  
Official Name English
TETRAMISOLE HYDROCHLORIDE [USAN]
Common Name English
Tetramisole hydrochloride [WHO-DD]
Common Name English
LEVAMISOLE DL-FORM HYDROCHLORIDE [MI]
Common Name English
TETRAMISOLE HYDROCHLORIDE [MART.]
Common Name English
NSC-170985
Code English
IMIDAZO(2,1-B)THIAZOLE, 2,3,5,6-TETRAHYDRO-6-PHENYL-, MONOHYDROCHLORIDE, (±)-
Common Name English
MCN-JR-8299-11
Code English
TETRAMISOLE HYDROCHLORIDE, DL-
Common Name English
LEVAMISOLE DL-FORM HYDROCHLORIDE
MI  
Common Name English
(±)-2,3,5,6-TETRAHYDRO-6-PHENYLIMIDAZO(2,1-B)THIAZOLE MONOHYDROCHLORIDE
Systematic Name English
R 8299
Code English
Classification Tree Code System Code
NCI_THESAURUS C47796
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
NCI_THESAURUS C2141
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
Code System Code Type Description
SMS_ID
300000029184
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
PRIMARY
NCI_THESAURUS
C152578
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
PRIMARY
ECHA (EC/EINECS)
225-799-5
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
PRIMARY
MERCK INDEX
m6781
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
PRIMARY Merck Index
CAS
5086-74-8
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID101017245
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
PRIMARY
ChEMBL
CHEMBL277775
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
PRIMARY
PUBCHEM
68628
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
PRIMARY
NSC
170985
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
PRIMARY
FDA UNII
0NDK265MCV
Created by admin on Fri Dec 15 19:14:29 GMT 2023 , Edited by admin on Fri Dec 15 19:14:29 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY