Tetramisole hydrochloride Property

Melting point:

266-267 °C(lit.)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

Methanol (Slightly), Water (Slightly, Heated)

form 

Solid

color 

White to Off-White

Water Solubility 

200 g/L (20 ºC)

Merck 

13,5480

BRN 

4358989

Stability:

Hygroscopic

InChI

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

InChIKey

LAZPBGZRMVRFKY-UHFFFAOYSA-N

SMILES

C1N2C(=NC(C2)C2=CC=CC=C2)SC1.[H]Cl

CAS DataBase Reference

5086-74-8(CAS DataBase Reference)

Safety

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38-20/21/22

Safety Statements 

26-36

WGK Germany 

3

RTECS 

NJ5950000

HS Code 

29349990

Toxicity

LD50 in mice, rats (mg/kg): 22, 24 i.v.; 84, 130 s.c.; 210, 480 orally (Thienpoint)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Tetramisole hydrochloride Chemical Properties,Usage,Production

Chemical Properties

Tetraimidazole hydrochloride is a white to pale cream crystalline powder, bitter and astringent, easily soluble in water , Methanol, slightly soluble in ethanol, insoluble in acetone. acid solutions are stable; however, hydrolysis occurs under alkaline conditions. The rate of hydrolysis increases with pH and temperature. It is used as levamisole intermediate, anthelmintic drug.

Uses

Tetramisole hydrochloride is an inhibitor of alkaline phosphatases, is a high purity antiparasitic. It is suitable for inhibition of various alkaline phosphatase (i.e., liver, kidney, placenta, bone and tumor)(Intestinal alkaline phosphatases are only slightly inhibited.). Tetramisole has biological response modifier with anthelmintic activity. Anthelmintic (nematodes); immunomodulator.

Definition

ChEBI: Tetramisole hydrochloride is an organic molecular entity. It is a broad-spectrum veterinary anthelmintic with high efficiency and low toxicity.

Application

Tetramisole is an alkaline phosphatase inhibitor. It is a racemic mixture of (+) and (-) isomers. The (-) isomer (levamisole) accounts for most of the biological activity of tetramisole.
Tetramisole has been used to inhibit alkaline phosphatase in the effective range of 0.4 – 2 mM. Inhibition of intestinal alkaline phosphate requires higher concentrations. In addition to its use in enzyme and protein phosphorylation studies, tetramisole has been used to study membrane, tissue and animal systems.
Tetramisole is an anthelminthic agent used in veterinary applications to treat helminth or worm infections.

brand name

Ergamisol (Janssen).

in vitro

Tetramisole hydrochloride at 67.5 mg/kg is 88.8% effective against immature and 99.7% effective against adult Libyostrongylus douglassi of the ostrich. A dose of up to 408 mg/kg tetramisole hydrochloride had no adverse effects on young birds but at 529 mg/kg was lethal to both chicks and adult ostriches. The efficacy of pyrantel tartrate was erratic. At 50 - 60 mg/kg it was 72.3% effective against immatures and 50.2% effective against adult worms. At 100 mg/kg it fell to 43.6% against immature, but rose to 77.3% against adult worms. Pyrantel tartrate at 100 mg/kg caused the death .of three out of four chicks. The macroscopic lesions of the disease ""vrotmaag"" caused by L. douglassi are descriptionbed as well as some of the other pathological lesions observed at autopsy.

Mode of action

Tetramisole HCl inhibits parasitic worm growth by acting as an agonist to nicotinic acetylcholine receptors leading to paralysis. The mechanism of action for anticancer activity is unknown.