Tetramisole hydrochloride

Tetramisole hydrochloride Basic information
Product Name:Tetramisole hydrochloride
Synonyms:nilverm;nilverom;orovermol;r8299;ripercol;ripereol;spartakon;TETRAMISOL HYDROCHLORIDE
CAS:5086-74-8
MF:C11H13ClN2S
MW:240.75
EINECS:225-799-5
Product Categories:API;Veterinaries;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;METRIPHONATE;5086-74-8
Mol File:5086-74-8.mol
Tetramisole hydrochloride Structure
Tetramisole hydrochloride Chemical Properties
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
InChIInChI=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
InChIKeyLAZPBGZRMVRFKY-UHFFFAOYSA-N
SMILESC1N2C(=NC(C2)C2=CC=CC=C2)SC1.[H]Cl
CAS DataBase Reference5086-74-8(CAS DataBase Reference)
Safety Information
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
ToxicityLD50 in mice, rats (mg/kg): 22, 24 i.v.; 84, 130 s.c.; 210, 480 orally (Thienpoint)
MSDS Information
Tetramisole hydrochloride Usage And Synthesis
Chemical PropertiesTetraimidazole 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.
UsesTetramisole 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.
ApplicationTetramisole 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.
DefinitionChEBI: Tetramisole hydrochloride is an organic molecular entity. It is a broad-spectrum veterinary anthelmintic with high efficiency and low toxicity.
Brand nameErgamisol (Janssen).
in vitroTetramisole 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 actionTetramisole 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.
Tetramisole hydrochloride Preparation Products And Raw materials
Raw materials2-imino-alpha-phenylthiazolidin-3-ethanol-->tetramisole
Preparation ProductsLevamisole EP Impurity B
Tetracycline hydrochloride Tiotropium bromide Butenafine hydrochloride Methylisothiazolinone Clemizole hydrochloride Benzothiazole Fosthiazate Levamisole Topotecan hydrochloride LEVAMISOLE HYDROCHLORIDE IMP. D (EP):6-PHENYL-2,3-DIHYDROIMIDAZO[2,1-B]THIAZOLE TETRAMISOLE DL-Tetramisole BP(V)98 Methylchloroisothiazolinone/methylisothiazolinone mixture (MCIT/MIT) 2,2'-Dithiobis(benzothiazole) Levamisole hydrochloride Tetramisole hydrochloride

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