Tetramisole

Base Information

• Chemical Name: Tetramisole
• CAS No.: 5036-02-2
• Deprecated CAS: 6649-23-6,803614-33-7
• Molecular Formula: C11H12N2S
• Molecular Weight: 204.296
• Hs Code.: 2934100090
• European Community (EC) Number: 225-729-3
• NSC Number: 614927
• UNII: C8M7RFE4NO
• DSSTox Substance ID: DTXSID20860143
• Nikkaji Number: J25.630G
• Wikidata: Q27146858
• NCI Thesaurus Code: C95050
• ChEMBL ID: CHEMBL277775
• Mol file: 5036-02-2.mol

Synonyms:Nilverm;Tetramisole

Chemical Property of Tetramisole

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Melting Point: 87-89°
• Boiling Point: 344.4 °C at 760 mmHg
• PKA: 10.00±0.40(Predicted)
• Flash Point: 162.1 °C
• PSA: 40.90000
• Density: 1.32 g/cm³
• LogP: 2.32160
• Storage Temp.: 2-8°C
• Solubility.: DMSO; Methanol
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 204.07211956
• Heavy Atom Count: 14
• Complexity: 246

Purity/Quality:

99%, ^*data from raw suppliers

6-Phenyl-2,3,5,6-tetrahydroimidazo[2,1-b]thiazole 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CSC2=NC(CN21)C3=CC=CC=C3
• Uses: Tetramisol is an isolated intermediate in the synthesis of 4-Hydroxy-tetramisole (H595270), a metabolite of Tetramisole, an anthelmintic.

Technology Process of Tetramisole

There total 11 articles about Tetramisole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

tetramisole hydrochloride (5086-74-8,74191-78-9) → Tetramisole (5036-02-2)

Guidance literature:

With sodium hydroxide; In diethyl ether; water; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/jacs.9b04508

Reference yield: 91.58%

N-(2-chloroethyl)-α-(chloromethyl)benzylamine hydrochloride + thiourea (17356-08-0) → Tetramisole (5036-02-2)

Guidance literature:

With sodium hydroxide; In aq. buffer; at 80 - 85 ℃; for 5.5h; pH=9; pH-value;

Reference yield: 87.54%

2-amino-4,5-dihydrothiazole hydrochloride (3882-98-2) + (1,2-dibromoethyl)benzene (102921-26-6,93-52-7) → Tetramisole (5036-02-2)

Guidance literature:

2-amino-4,5-dihydrothiazole hydrochloride; (1,2-dibromoethyl)benzene; With sodium carbonate; In N,N-dimethyl-formamide; at 85 ℃; for 2h;

In N,N-dimethyl-formamide; at 160 ℃; for 16h; Temperature; Reagent/catalyst;

upstream raw materials:

2-imino-3-(2-hydroxy-2-phenylethyl)thiazolidine

2-(2-imino-thiazolidin-3-yl)-1-phenyl-ethanone; hydrobromide

α-bromoacetophenone

2-[2-(2-hydroxy-2-phenyl-ethylamino)-ethyl]-isothiourea

Downstream raw materials:

1,3-bis-(4-chloro-phenyl)-6-phenyl-tetrahydro-thiazolo[2',3':2,3]imidazo[1,2-a][1,3,5]triazine-2,4-dione

6-phenyl-7-(toluene-4-sulfonylcarbamoyl)-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazolium betaine

1,3,6-triphenyl-tetrahydro-thiazolo[2',3':2,3]imidazo[1,2-a][1,3,5]triazine-2,4-dione

7-[(3,4-dichloro-phenyl)-thiocarbamoyl]-6-phenyl-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazolium betaine

Refernces

• 1、 -. "Preparation method of tetraimidazole free alkali". Paragraph 0011; 0033-0058. . Retrieved 2020/07/24.
• 2、 Amarouch, H.,Loiseau, P. R.,Bonnafous, M.,Caujolle, R.,Payard, M.,et al.. "DIHYDRO-5,6 IMIDAZOTHIAZOLES, DIHYDRO-2,3 IMIDAZOBENZOTHIAZOLES, ANALOGUES DU LEVAMISOLE". . p. 421 - 438. Retrieved 2007/10/02.