Thiadiazine

Thiadiazine
Identifiers
3D model (JSmol)
  • 1,2,4: InChI=1S/C3H4N2S/c1-2-6-5-3-4-1/h1-3H,(H,4,5)
    Key: YROIEQHEBPTQKR-UHFFFAOYSA-N
  • 4H-1,2,6: InChI=1S/C3H4N2S/c1-2-4-6-5-3-1/h2-3H,1H2
    Key: OMGHOYHDIXBBSI-UHFFFAOYSA-N
  • 1,3,4: InChI=1S/C3H4N2S/c1-2-6-3-5-4-1/h1-2H,3H2
    Key: KLVQAIJZDCCJRZ-UHFFFAOYSA-N
  • 1,2,4: C1=CSNC=N1
  • 4H-1,2,6: C1C=NSN=C1
  • 1,3,4: C1N=NC=CS1
Properties
C3H4N2S
Molar mass 100.14 g·mol−1
Related compounds
Related compounds
 Thiadiazole
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Thiadiazine is a heterocyclic compound containing a six-membered ring composed of three carbon atoms, one sulfur atom, and two nitrogen atoms.[1] It exists in several isomeric forms, each characterized by the different arrangement of the sulfur and nitrogen atoms in the ring structure.[2] Common isomers include 1,2,4-thiadiazine, 1,2,6-thiadiazine, and 1,3,4-thiadiazine.[1] Thiadiazines have gained significant interest in organic and medicinal chemistry research due to their diverse potential biological activities, including antimicrobial, anti-inflammatory, and muscle relaxant properties. They have been explored their potential applications in treating conditions such as Huntington's disease, rheumatoid arthritis, and type 2 diabetes.[2][1]

  1. ^ a b c Rodríguez H, Suárez M, Albericio F (June 2012). "Thiadiazines, N,N-heterocycles of biological relevance". Molecules (Basel, Switzerland). 17 (7): 7612–28. doi:10.3390/molecules17077612. PMC 6268759. PMID 22732878.
  2. ^ a b Terrab L, Rosenker CJ, Johnstone L, Ngo LK, Zhang L, Ware NF, Miller B, Topacio AZ, Sannino S, Brodsky JL, Wipf P (May 2020). "Synthesis and Selective Functionalization of Thiadiazine 1,1-Dioxides with Efficacy in a Model of Huntington's Disease". ACS Medicinal Chemistry Letters. 11 (5): 984–990. doi:10.1021/acsmedchemlett.0c00018. PMC 7236266. PMID 32435415.