65342-88-3Relevant academic research and scientific papers
Design and evaluation of 1,2,3-dithiazoles and fused 1,2,4-dithiazines as anti-cancer agents
Maffuid, Kaitlyn A.,Koyioni, Maria,Torrice, Chad D.,Murphy, William A.,Mewada, Heemaja K.,Koutentis, Panayiotis A.,Crona, Daniel J.,Asquith, Christopher R.M.
, (2021/05/27)
Heteroatom rich 1,2,3-dithiazoles are relatively underexplored in medicinal chemistry. We now report screening data on a series of structurally diverse 1,2,3-dithiazoles and electronically related 1,2,4-dithiazines with the aim of identifying interesting starting points for potential future optimisation. The 1,2,3-dithiazoles, were obtained via a number of different syntheses and screened on a series of cancer cell lines. These included breast, bladder, prostate, pancreatic, chordoma and lung cancer cell lines with an additional skin fibroblast cell line as a toxicity control. Several low single digit micromolar compounds with promising therapeutic windows were identified for breast, bladder and prostate cancer. Furthermore, key structural features of 1,2,3-dithiazoles are discussed, that show encouraging scope for future refinement.
The reaction of 4,5-Dichloro-1,2,3-dithiazolium chloride with sulfimides: A new synthesis of N-Aryl-1,2,3-dithiazolimines
Kalogirou, Andreas S.,Koutentis, Panayiotis A.
experimental part, p. 2356 - 2362 (2010/03/01)
N-Aryl-S,S-dimethylsulfimides 3 (Ar = 4-NO2C6H4), 4 (Ar = Ph) and 5 (Ar = 4- Tol) react with Appel salt 1 to give the corresponding N-aryl-(4-chloro-5H-1, 2,3- dithiazolylidene)benzenamines 8 (Ar = 4-NO2C6H4), 9 (Ar = Ph) and 10 (Ar = 4-Tol) in 84, 94 and
Antimicrobial activity of novel N-arylimino-1,2,3-dithiazoles
Thiery,Beneteau,Guillard,Lamazzi,Besson,Cottenceau,Pons
, p. 39 - 42 (2007/10/03)
N-Aryl-1,2,3-dithiazoles have been synthesized via 4,5-dichloro-1,2,3-dithiazole derivatives, and their antibacterial and antifungal activity measured. The dithiazoles are significantly active against Gram-positive bacteria and fungi.
Antibacterial evaluation of novel N-arylimino-1,2,3-dithiazoles and N-arylcyanothioformamides
Cottenceau, Gilles,Besson, Thierry,Gautier, Valerie,Rees, Charles W.,Pons, Anne-Marie
, p. 529 - 532 (2007/10/03)
N-Aryl-1,2,3-dithiazoles 2 and the corresponding N-arylcyanothioformamides 3 have been synthesized via 4,5-dichloro-1,2,3-dithiazole derivatives, and their antibacterial activity measured; the dithiazoles are significantly active against Gram-positive bacteria.
Synthesis and Reactions of 4,5-Dichloro-1,2,3-dithiazolium Chloride
Appel, Rolf,Janssen, Heinrich,Siray, Mustafa,Knoch, Falk
, p. 1632 - 1643 (2007/10/02)
Disulfur dichloride reacts with acetonitrile via chloro- and dichloroacetonitrile to give finally 4,5-dichloro-1,2,3-dithiazolium chloride (1).The reactivity of 1 with proton-active compounds is determined by the nucleophilic substitution of the chlorine at carbon atom C-5.Substrates like H2O, H2S, primary amines, and sulfonamides, having two active hydrogen atoms, form the covalent 4-chloro-5H-1,2,3-dithiazole derivatives 2, 3, 5. 1 reacts with phenols in o- or p-position by an electrophilic attack to form 4-chloro-5-(hydroxyphenyl)-1,2,3-dithiazolium chlorides 9a - d.HCl elimination from these leads to deep violet, metallic-reflecting crystals of the betaine-like neutral molecules 10a, b.X-ray analysis shows a planar structure of 10a and a molecular arrangement of a right and a left helix.Ring cleavage of 1 with chlorine gives compounds 14, 15; correspondingly, 2 reacts with chlorine to yield 2-chloro-2-(chlorothioimino)acetyl chloride (18).
Certain 4-halo-5-aryl-1,2,3-dithiazole compounds and their preparation
-
, (2008/06/13)
4-HALO-5-ARYL-1,2,3-DITHIAZOLE, USEFUL AS FUNGICIDES, OVICIDES, INSECTICIDES AND HERBICIDES, ARE PREPARED BY REACTING A N-aryl cyanothioformamide and a sulfur dihalide in the presence of a catalytic amount of a formamide compound or quaternary ammonium sa
