TETRAMISOLE

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 Search

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

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	( + / - )

Description
Sources: http://vetdrugindex.blogspot.ru/2013/07/tetramisole-broad-spectrum-anthelmintic.html | https://www.ncbi.nlm.nih.gov/pubmed/26219715

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

Primary Target	Pharmacology	Condition	Potency
Alkaline phosphatase, tissue-nonspecific isozyme 19 Target ID: P09242 Gene ID: 11647.0 Gene Symbol: Alpl Target Organism: Mus musculus (Mouse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/26219715	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Ascariasis and other worm infections 2 Sources: http://vetdrugindex.blogspot.ru/2013/07/tetramisole-broad-spectrum-anthelmintic.html	Curative		Approved 8583	Tetramisole 10 % Approved Use Unknown

PubMed

Title	Date	PubMed
Potentiometric sensor for the high throughput determination of tetramisole hydrochloride.	2007-08	17979641
Facile colorimetric methods for the quantitative determination of tetramisole hydrochloride.	2002-10	12396035
Effects of parasitism on selected physiological measurements of the cottontail rabbit.	1974-10	4436925

Patents

Sample Use Guides

In Vivo Use Guide

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 `Mon Mar 31 18:59:32 GMT 2025` Edited by `admin` on `Mon Mar 31 18:59:32 GMT 2025`
Record UNII	C8M7RFE4NO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LEVAMISOLE DL-FORM

Preferred Name

English

TETRAMISOLE

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

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