Thiadiazine

Thiadiazine

Identifiers
3D model (JSmol)	1,2,4: Interactive image 4H-1,2,6: Interactive image 1,3,4: Interactive image
PubChem CID	1,2,4: 21864932 4H-1,2,6: 54157717 1,3,4: 15789248
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,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
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−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). Infobox references

In organosulfur chemistry, 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]}

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.