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 8297

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 8429	Tetramisole 10 % Approved Use Unknown

PubMed

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

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 `Fri Dec 15 17:59:00 GMT 2023` Edited by `admin` on `Fri Dec 15 17:59:00 GMT 2023`
Record UNII	C8M7RFE4NO
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

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

LEVAMISOLE DL-FORM

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