Basic information Safety Supplier Related

tetramisole

Basic information Safety Supplier Related

tetramisole Basic information

Product Name:
tetramisole
Synonyms:
  • (+-)-2,3,5,6-tetrahydro-6-phenylimidazo(2,1-b)thiazole
  • DL-tetramisole
  • Imidazo2,1-bthiazole, 2,3,5,6-tetrahydro-6-phenyl-
  • Tetramizole
  • 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
  • 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole
CAS:
5036-02-2
MF:
C11H12N2S
MW:
204.29
EINECS:
225-729-3
Mol File:
5036-02-2.mol
More
Less

tetramisole Chemical Properties

Melting point:
87-89°
Boiling point:
344.4±45.0 °C(Predicted)
Density 
1.32±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO; Methanol
form 
Solid
pka
10.00±0.40(Predicted)
color 
White (powder)
InChI
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
InChIKey
HLFSDGLLUJUHTE-UHFFFAOYSA-N
SMILES
S1CCN2CC(C3=CC=CC=C3)N=C12
EPA Substance Registry System
Tetramisole (5036-02-2)
More
Less

tetramisole Usage And Synthesis

Uses

Tetramisol is an isolated intermediate in the synthesis of 4-Hydroxy-tetramisole (H595270), a metabolite of Tetramisole, an anthelmintic.

Definition

ChEBI: 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole is an imidazothiazole that is imidazo[2,1-b][1,3]thiazole in which the double bonds at the 2-3 and 5-6 positions have been reduced to single bonds and in which one of the hydrogens at position 6 is replaced by a phenyl group. It has a role as a xenobiotic and an environmental contaminant.

in vivo

Tetramisole (0.54 mg/kg; intravenous injection; single dose; 3 minutes pretreatment) significantly reduces the number and duration of ventricular arrhythmias and the incidence of ventricular fibrillation in the Sprague-Dawley rat model of myocardial infarction induced by coronary artery ligation, and this effect is reversed by the IK1 channel blocker chloroquine (CQ)[2].
Tetramisole (0.54 mg/kg; intraperitoneal injection; once a day; 10 days) improves cardiac contractile function, reduces cardiomyocyte hypertrophy and interstitial fibrosis, and inhibits the activation of the PKA signaling pathway in the Sprague-Dawley rat model of isoproterenol (Iso)-induced cardiac remodeling, and the effect is dependent on the IK1 channel activity[2].

Animal Model:Male Sprague-Dawley rats (2 months old, weight not specified) + coronary ligation-induced acute myocardial infarction model[2]
Dosage:0.18, 0.54, 1.8 mg/kg (dissolved in saline)
Administration:Intravenous injection 3 minutes before coronary artery occlusion; single dose
Result:Significantly reduced premature ventricular contractions (PVC) from 134 to 16 episodes, shortened ventricular tachycardia (VT) duration from 59.4 s to 8.1 s, and eliminated ventricular fibrillation (VF) (duration 0 s, incidence 0%), compared to control.
These anti-arrhythmic effects were largely reversed by co-administration of chloroquine (7.5 μg/kg), an IK1 antagonist. Pretreatment for 10 days (0.54 mg/kg/day) also reduced VT duration (42.7 s to 6.5 s) and abolished VF, associated with upregulated Kir2.1 protein expression in ventricular tissue.
Animal Model:Male Sprague-Dawley rats (2 months old, weight not specified) + isoproterenol (3 mg/kg/day, i.p., 10 days)-induced cardiac remodeling model[2]
Dosage:0.54 mg/kg/day (dissolved in saline)
Administration:Intraperitoneal injection once daily for 10 days
Result:Prevented Iso-induced increases in interventricular septum thickness and left ventricular wall thickness, normalized left ventricular ejection fraction (EF) and fractional shortening (FS), and reduced myocardial cell cross-sectional area by 22% compared to Iso group.
Masson's trichrome staining showed a 35% reduction in interstitial fibrosis, accompanied by downregulated phosphorylated PKA (p-PKA) and upregulated Kir2.1/SAP97 signaling.
Co-administration of chloroquine abolished these protective effects, confirming dependence on IK1 channel activation.

tetramisoleSupplier

Zhengzhou Huiju Chemical Co., Ltd.
Tel
0371-55900031 18137872243
Email
2853979815@qq.com
Aikon International Limited
Tel
025-58859352 18068836627
Email
sales01@aikonchem.com
Shijiazhuang Tongyang Import and Export Co., LTD
Tel
18031361688;
Email
admin@sjztongyang.com
Dayang Chem (Hangzhou) Co.,Ltd.
Tel
+86-0571-88938639 +8617705817739
Email
info@dycnchem.com
Hebei ruqi technology co., ltd
Tel
176-03256889 17603256889
Email
1123722730@qq.com
More
Less

tetramisole(5036-02-2)Related Product Information