(+-)-Tetramisole

HCID 3913CAS 5036-02-2

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Basic information

Standard SMILES: c1ccc(C2CN3CCSC3=N2)cc1
InChIKey: HLFSDGLLUJUHTE-UHFFFAOYSA-N
Molecular formula: C11H12N2S
Average molar mass: 204.29 g/mol
Monoisotopic mass: 204.07211938

Overview

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.

Names & identifiers

Preferred name: (+-)-Tetramisole
IUPAC: 6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole
English name: tetramisole
Molecular formula: C11H12N2S
Molecular weight: 204.29

Names & synonyms

TETRAMISOLE5036-02-2tetramizoleTetramisolAscavermTetramisoloTetramisolumdl-TetramisoleNilverm baseC8M7RFE4NO(+-)-TetramisoleDTXSID20860143

Show more names

6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazoleImidazo2,1-bthiazole, 2,3,5,6-tetrahydro-6-phenyl-6-phenyl-2,3,5,6-tetrahydroimidazo[2,1-b][1,3]thiazole

NSC-102063Imidazo[2,1-b]thiazole, 2,3,5,6-tetrahydro-6-phenyl-R-8299Imidazo(2,1-b)thiazole, 2,3,5,6-tetrahydro-6-phenyl-(+-)-2,3,5,6-Tetrahydro-6-phenylimidazo(2,1-b)thiazoleImidazo(2,1-b)thiazole, 2,3,5,6-tetrahydro-6-phenyl-, (+-)-Levamisole DL-RefChem:905519

Database identifiers

CAS: 5036-02-2
PubChem CID: 3913
DTXSID: DTXSID20860143
ChEMBL: CHEMBL277775
ChEBI: CHEBI:77278
UNII: C8M7RFE4NO
EC Number: 225-729-3
Nikkaji: J25.630G

Properties

Computed structural properties

XLogP: 1.8
Topological polar surface area: 40.9 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 1
Heavy atoms: 14
Formal charge: 0
Complexity: 246

Experimental & physicochemical properties

LogP1.84

Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan

Collision Cross Section · 2 items

144 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

142.11 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Physicochemical properties

Melting point: 87 · 87-89°
Boiling point: 344.4 · 344.4±45.0 °C(Predicted)
Density: 1.32 · 1.32±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: DMSO; Methanol
form: Solid
pka: 10 · 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
FDA UNII: 8 M7RFE4NO · C8M7RFE4NO
EPA Substance Registry System: Tetramisole (5036-02-2)
TSCA: TSCA listed

Safety & regulation

GHS classification

GHS Classification · 6 items

Danger

H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P264+P265, P272, P280, P302+P352, P305+P354+P338, P317, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Danger

H302: Harmful if swallowed [Warning Acute toxicity, oral]

Hazard information

Regulatory InformationTetramisole: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - Imidazo[2,1-b]thiazole, 2,3,5,6-tetrahydro-6-phenyl-: Human health tier I assessment

Hazard Classes and Categories · 2 items

Skin Sens. 1 (100%)

Acute toxicity (Oral) - Category 4

Safety data

tsca: TSCA listed

Chemistry & industry

Pharmacology

ATC CodeQP - Antiparasitic products, insecticides and repellents

Mechanism of ActionTetramisole causes a rapid and sustained muscle paralysis in parasitic worms.

Uses & manufacturing

Use Classification · 2 items

Veterinary Drug -> ANTHELMINTHIC_AGENT -> JECFA Functional Classes

Pharmaceuticals -> Animal Drugs -> Approved in Taiwan

General Manufacturing InformationImidazo[2,1-b]thiazole, 2,3,5,6-tetrahydro-6-phenyl-: INACTIVE

Applications

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

Upstream & downstream products

Upstream raw materials

2-Amino-2-thiazoline hydrochloride (1,2-Dibromoethyl)benzene

Downstream products

Tetramisole hydrochloride

Suppliers15 total

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

山东利腾生物科技有限公司+86-18663721413 +86-15552573001 · [email protected]

ARCTIC EXPORTS INC+1-3026880818 · [email protected]

河北茹麒科技有限公司176-03256889 17603256889 · [email protected]

PT CHEM GROUP LIMITED+86-85511178; +86-85511178 · [email protected]

Additional notes · 1 item

DefinitionChEBI: 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.