2122-19-2

Usage

Uses

Used in Organic Chemical Reactions:
4-METHYLIMIDAZOLIDINE-2-THIONE is used as an intermediate for the preparation of aryl 2-Iminoimidazoline derivatives, which are important in the development of pharmaceuticals and other chemical compounds.
Additionally, N,N''-(1,2-Propylene)thiourea, another intermediate, is also used in the preparation of aryl 2-Iminoimidazoline derivatives, indicating the versatility of 4-METHYLIMIDAZOLIDINE-2-THIONE in different organic synthesis pathways.

InChI:InChI=1/C4H8N2S/c1-3-2-5-4(7)6-3/h3H,2H2,1H3,(H2,5,6,7)

Upstream product

• 75-15-0 carbon disulfide 
• 78-90-0 1,2-diaminopropan 
• 33368-94-4 5-methyl-2-thiohydantoin 
• 13700-08-8 methanethiosulfonic acid S-(2-hydroxyethyl) ester 
• 150-13-0 4-amino-benzoic acid 
• 80555-52-8 4-Methyl-2-methylsulfanyl-4,5-dihydro-imidazole-1-carbodithioic acid methyl ester 

Downstream Products

• 80555-52-8 4-Methyl-2-methylsulfanyl-4,5-dihydro-imidazole-1-carbodithioic acid methyl ester 
• 58583-70-3 4⁽⁵⁾-methyl-2-(methylthio)-2-imidazoline hydroiodide 
• 1393670-62-6 1,3-di(tert-butoxycarbonyl)-4-methylimidazolidine-2-thione 
• 30234-57-2 2-(4-chloro-benzylidene)-5-methyl-5,6-dihydro-imidazo[2,1-b]thiazol-3-one 
• 30241-66-8 3-(4-bromo-phenyl)-6-methyl-5,6-dihydro-imidazo[2,1-b]thiazole 
• 30265-27-1 2-benzylidene-5-methyl-5,6-dihydro-imidazo[2,1-b]thiazol-3-one 
• 30241-81-7 2-(4-hydroxy-benzylidene)-5-methyl-5,6-dihydro-imidazo[2,1-b]thiazol-3-one 
• 30241-83-9 2-(4-methoxy-benzylidene)-5-methyl-5,6-dihydro-imidazo[2,1-b]thiazol-3-one 
• 30241-82-8 2-(4-dimethylamino-benzylidene)-5-methyl-5,6-dihydro-imidazo[2,1-b]thiazol-3-one 
• 803626-65-5 6-methyl-3-p-tolyl-5,6-dihydro-imidazo[2,1-b]thiazole 
• 30241-73-7 6-methyl-3-(4-nitro-phenyl)-5,6-dihydro-imidazo[2,1-b]thiazole 
• 76302-99-3 17β-hydroxy-6',17α-dimethyl-5',6'-dihydro-5α-androst-2-eno<2,3-b>-(imidazo<2,1-b>thiazole) 

Relevant academic research and scientific papers

New methods for the preparation of aryl 2-iminoimidazolidines

A divergent strategy for the synthesis of 1-aryl- and 2-aryl-2- iminoimidazolidines is presented. Cyclization of N-Boc-N′-aryl-N″- (2-hydroxyethyl)guanidines in the presence of methanesulfonyl chloride and triethylamine or sodium hydride at 0 °C affords the corresponding 2-iminoimidazolidines in good yields.

Synthesis of 5 H-Imidazo[1,2-a]thiopyrano-[4',3':4,5]thieno[2,3-d]pyrimidin-5-one

The enamino-ester, ethyl, 2-amino-4,7-dihydro-5H-thieno[2,3-c]thiopyrano-3-carboxylate (5) was prepared from tetrahydrothiopyran-4-one (4). Annelating reagent, 5-methyl-2-methylthioimidazoline (8) was prepared starting from 1, 2-diaminopropane (6) via 5-methyl-2-imidazolidinethione (7). The reaction of enamino-ester (5) with the annelating reagent (8) in HMPTA leaded to new 1,2,3,6,7,9-hexahydro-5H-imidazo[1,2-a]thiopyrano[4',3':4,5]thieno[2,3-d]pyrimidin-5-one (9) in good yield.

Synthesis and biological assays of new H3-antagonists with imidazole and imidazoline polar groups

New histamine H3-receptor antagonists were synthesised and tested on rat brain membranes and on electrically stimulated guinea-pig ileum. The new compounds have a central polar group represented by a 2-alkylimidazole or a 2-thioimidazoline nucleus. The effect of the polar group basicity on the optimal length of the alkyl chain, connecting this group to a 4(5)-imidazolyl ring, was investigated. The best affinity values, obtained by displacement of [3H]-RAMHA from rat brain, were obtained for the 2-alkylimidazole derivatives (2a-f) with tetramethylene chain (pK(i) 8.03-8.97), having an intermediate basicity between that of the previously reported 2- thioimidazoles (1a-i) and that of 2-alkylthioimidazolines (3a-h). In contrast, a general lowering of affinity (pK(i) 5.90-7.63) was observed for compounds of the last series (3a-h), with a complex dependence on the terminal lipophilic group and chain length. (C) 2000 Elsevier Science S.A.

Comparative radioprotective activity of various pentagonal compounds with two heteroatomes

Various heterocyclic compounds with two heteroatomes were synthesized and their potential radioprotective activity was tested. This study shows the interest of phenylthiazolidines derivatives in chemical radioprotection.