30480-64-9

Usage

Structure

Five-membered ring with sulfur and nitrogen atoms in adjacent positions

Uses

Building block in synthesis of pharmaceuticals, agrochemicals, and other organic compounds

Role in organic chemistry

Reagent in reactions for formation of heterocycles and functional groups

Solubility

High solubility in water

Biological activities

Various biological activities, potential for therapeutic applications

InChI:InChI=1/C4H8N2S.BrH/c5-4-6-2-1-3-7-4;/h1-3H2,(H2,5,6);1H

Upstream product

• 463-22-9 homocystamine 
• 151-50-8 potassium cyanide 
• 7320-57-2 S-aminopropylisothiourea 
• 409314-96-1 tert-butyl-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-amine 
• 2458-59-5 3-guanidinopropanethiol 
• 116071-50-2 N-(3-Mercapto-propyl)-guanidine; hydrochloride 
• 109-57-9 Allylthiourea 
• 333-20-0 potassium thioacyanate 
• 5003-71-4 3-bromopropylamine hydrochloride 

Downstream Products

• 2799-71-5 sulfanilic acid-(5,6-dihydro-4H-[1,3]thiazin-2-ylamide) 
• 30455-19-7 3-benzyl-[1,3]thiazinan-2-ylideneamine 
• 30480-67-2 3-benzoyl-2-benzoylimino-[1,3]thiazinane 
• 19708-36-2 N-benzyloxycarbonyl-phenylalanine 5,6-dihydro-4H-[1,3]thiazin-2-ylamide 
• 30480-75-2 3-benzenesulfonyl-2-benzenesulfonylimino-[1,3]thiazinane 
• 153068-59-8 3-methyl-[1,3]thiazinan-2-ylideneamine 
• 30455-44-8 3-phenyl-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 
• 30455-11-9 4-p-tolyl-7,8-dihydro-6H-[1,3]thiazino[3,2-a][1,3,5]triazine-2-thione 
• 30455-12-0 4-(4-chloro-phenyl)-7,8-dihydro-6H-[1,3]thiazino[3,2-a][1,3,5]triazine-2-thione 
• 30455-14-2 4-(4-methoxy-phenyl)-7,8-dihydro-6H-[1,3]thiazino[3,2-a][1,3,5]triazine-2-thione 
• 30455-16-4 4-(4-nitro-phenyl)-7,8-dihydro-6H-[1,3]thiazino[3,2-a][1,3,5]triazine-2-thione 
• 30455-42-6 3-methyl-2-phenyl-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 
• 30455-41-5 2-biphenyl-4-yl-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 
• 30455-17-5 2-phenyl-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazine 

Relevant academic research and scientific papers

Novel and potent 6-chloro-3-pyridinyl ligands for the α4β2 neuronal nicotinic acetylcholine receptor

1-[(6-Chloro-3-pyridinyl)methyl]-2-imidazolidine (1), the N-desnitro metabolite of the major insecticide imidacloprid, is known to have similar potency to that of (-)-nicotine as an inhibitor of [3H](-)-nicotine binding at the rat recombinant α4β2 neuronal nicotinic acetylcholine receptor (nAChR); IC50 values in the present study are 3.8 nM for (-)-nicotine, 6.0 nM for 1, and 155 nM for imidacloprid. Synthesis of new analogues of 1, modified only in the heterocyclic moiety (five-, six-, or seven-membered rings with NH, S, O, and CH2 substituents), gave compounds varying from 4- fold higher potency (2-iminothiazole analogue 10) to > 6000-fold less active than (-)-nicotine. Other potent N-[(6-chloro-3-pyridinyl)methyl] compounds are those in which the heterocyclic imine is replaced with pyrrolidine (19) (IC50 9 nM) or trimethylammonium (22) (IC50 18 nM). A novel conversion of (-)-nicotine to its 6-chloro analogue increased the potency 2-fold. These 6- chloro-3-pyridinyl compounds are of interest as novel nAChR probes and potential metabolites of candidate insecticides.

INTRAMOLECULAR CYCLIZATION OF GUANIDINOALKANETHIOLS IN AQUEOUS SOLUTION

We have demonstrated the basic possibility of cyclizing guanidinoalkanethiols of different structure to thiazolines and thiazines.The rate of reaction depends on the pH of the medium.The concentration of buffer and the addition of heavy water and α-D,L-alanine have virtually no effect on the rate of reaction.