5036-02-2

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 NO: 5036-02-2
• Molecular Formula: C₁₁H₁₂N₂S
• Molecular Weight: 204.29138
• EINECS: 225-729-3
• Mol File: 5036-02-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 87-89°
• Boiling Point: 344.4 °C at 760 mmHg
• Flash Point: 162.1 °C
• Appearance: /
• Density: 1.32 g/cm³
• Storage Temp.: 2-8°C
• Solubility: DMSO; Methanol
• PKA: 10.00±0.40(Predicted)
• CAS DataBase Reference: tetramisole(CAS DataBase Reference)
• NIST Chemistry Reference: tetramisole(5036-02-2)
• EPA Substance Registry System: tetramisole(5036-02-2)

Safety Data

• Hazardous Substances Data: 5036-02-2(Hazardous Substances Data)

Usage

Uses

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

InChI:InChI=1/C11H12N2S/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10/h1-5,10H,6-8H2

Upstream product

• 10060-88-5 2-imino-3-(2-hydroxy-2-phenylethyl)thiazolidine 
• 3882-98-2 2-amino-4,5-dihydrothiazole hydrochloride 
• 102921-26-6 (1,2-dibromoethyl)benzene 
• 17356-08-0 thiourea 
• 5086-74-8 tetramisole hydrochloride 
• 69510-65-2 1-(2-hydroxy-ethyl)-4-phenyl-imidazolidine-2-thione 
• 36986-90-0 2-[2-(2-hydroxy-2-phenyl-ethylamino)-ethyl]-isothiourea 
• 15643-70-6 [3-(2-chloro-2-phenyl-ethyl)-thiazolidin-2-ylidene]-amine; hydrochloride 
• 70-11-1 α-bromoacetophenone 
• 4335-26-6 2-(2-imino-thiazolidin-3-yl)-1-phenyl-ethanone; hydrobromide 

Downstream Products

• 87047-19-6 D,L-2,3,5,6-tetrahydro-6-phenylimidazo[2,1-b]-thiazolium 4-cyano-2-iodo-6-nitrophenoxide 
• 65172-55-6 7-(methylsulfanyl-phenylimino-methyl)-6-phenyl-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazolium; iodide 
• 64892-34-8 benzyl-(1-phenyl-2-thiazolidin-3-yl-ethyl)-amine 
• 14769-73-4 Levamisole 
• 14769-74-5 R-(+)-6-phenyl-2,3,5,6-tetrahydro-imidazo<2,1b>thiazole 
• 16595-80-5 levamisole hydrochloride 
• 16595-76-9 (+)-Tetramisole hydrochloride 
• 66235-01-6 6-(4-nitro-phenyl)-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazole 
• 65172-61-4 1,3-dimethyl-6-phenyl-tetrahydro-thiazolo[2',3':2,3]imidazo[1,2-a][1,3,5]triazine-2,4-dione 
• 65172-53-4 7-[(3,4-dichloro-phenyl)-thiocarbamoyl]-6-phenyl-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazolium betaine 
• 65172-58-9 1,3,6-triphenyl-tetrahydro-thiazolo[2',3':2,3]imidazo[1,2-a][1,3,5]triazine-2,4-dione 
• 65172-56-7 6-phenyl-7-(toluene-4-sulfonylcarbamoyl)-2,3,5,6-tetrahydro-imidazo[2,1-b]thiazolium betaine 
• 65172-59-0 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 

Relevant articles and documents

Preparation method of tetraimidazole hydrochloride

The invention provides a preparation method of tetraimidazole hydrochloride, which comprises the following steps: preparing tetraimidazole; the preparation method comprises the following step: reacting tetraimidazole, 1, 2-dibromoethyl benzene and 2-aminothiazoline hydrochloride to generate tetraimidazole. The synthetic route is shorter, the comprehensive yield is higher than that of other processroutes, styrene is used as an initiator, tetra-imidazole free alkali is used as a final product, the yield of the hydroxysalt process route is about 65%, the yield of the N (2chloroethyl) alpha (chloromethyl) benzylamine hydrochloride process route is about 72%, and the yield can reach 85% or above when the patent route is used. Meanwhile, the problem of large amount of waste water and waste saltgenerated by multi-step reactions such as chlorination, hydrolysis and cyclization is avoided, the investment of reaction equipment such as an autoclave is avoided, the green chemical engineering requirement is met, the economic benefit is remarkable, and the industrial prospect is good.

Total Synthesis of (+)-Granatumine A and Related Bislactone Limonoid Alkaloids via a Pyran to Pyridine Interconversion

We report the first total synthesis of (+)-granatumine A, a limonoid alkaloid with PTP1B inhibitory activity, in ten steps. Over the course of this study, two key methodological advances were made: a cost-effective procedure for ketone α,β-dehydrogenation using allyl-Pd catalysis, and a Pd-catalyzed protocol to convert epoxyketones to 1,3-diketones. The central tetrasubstituted pyridine is formed by a convergent Knoevenagel condensation and carbonyl-selective electrocyclization cascade, which was followed by a direct transformation of a 2H-pyran to a pyridine. These studies have led to the structural revision of two members of this family.

Processes for the preparation of tetramisole

Processes for reacting arylvinyl oxides and alkoxyethylamines to provide novel N-substituted alkoxyethylamines; processes for reacting the novel N-substituted amines with nitriles to provide novel amidoamines; processes for preparing novel diamines from the amidoamines, together with the novel nitrogen-containing products so produced, such products being useful for the preparation of various imidazothiazoles including tetramisole.