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Thiadiazine

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Thiadiazine
Identifiers
3D model (JSmol)
PubChem CID
InChI
  • 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,1H2Key: OMGHOYHDIXBBSI-UHFFFAOYSA-N
  • 1,3,4: InChI=1S/C3H4N2S/c1-2-6-3-5-4-1/h1-2H,3H2Key: KLVQAIJZDCCJRZ-UHFFFAOYSA-N
SMILES
  • 1,2,4: C1=CSNC=N1
  • 4H-1,2,6: C1C=NSN=C1
  • 1,3,4: C1N=NC=CS1
Properties
Chemical formula C3H4N2S
Molar mass 100.14 g·mol
Related compounds
Related compounds Thiadiazole
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

Thiadiazine is a heterocyclic compound containing a six-membered ring composed of three carbon atoms, one sulfur atom, and two nitrogen atoms. It exists in several isomeric forms, each characterized by the different arrangement of the sulfur and nitrogen atoms in the ring structure. Common isomers include 1,2,4-thiadiazine, 1,2,6-thiadiazine, and 1,3,4-thiadiazine. 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.

References

  1. ^ 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. ^ 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.
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