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Benzothiadiazine

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Benzothiadiazine
Names
Preferred IUPAC name 2H-1,2,4-Benzothiadiazine
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C7H6N2S/c1-2-4-7-6(3-1)5-8-9-10-7/h1-5,9HKey: HAVZTGSQJIEKPI-UHFFFAOYSA-N
  • InChI=1/C7H6N2S/c1-2-4-7-6(3-1)5-8-9-10-7/h1-5,9HKey: HAVZTGSQJIEKPI-UHFFFAOYAH
SMILES
  • c1ccc2SN\N=C/c2c1
Properties
Chemical formula C7H6N2S
Molar mass 150.20 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkY verify (what is  ?) Infobox references
Chemical compound

Benzothiadiazine is a chemical compound that consists of a benzene ring fused to a thiadiazine ring. Thiadiazine in turn is a six-membered heterocycle composed of three carbon atoms, one sulfur atom, and two nitrogen atoms.

Some benzothiadiazine derivatives are used as pharmaceutical drugs, including:

Hydrochlorothiazide, a benzothiadiazine derivative used as a diuretic

References

  1. Hu Z, Martí J, Lu H (October 2021). "Structure of benzothiadiazine at zwitterionic phospholipid cell membranes". The Journal of Chemical Physics. 155 (15): 154303. arXiv:2107.14565. Bibcode:2021JChPh.155o4303H. doi:10.1063/5.0065163. PMID 34686044. S2CID 239471390.
  2. ^ Hu Z, Marti J (March 2022). "In Silico Drug Design of Benzothiadiazine Derivatives Interacting with Phospholipid Cell Membranes". Membranes. 12 (3): 331. doi:10.3390/membranes12030331. PMC 8949146. PMID 35323806.
  3. Huwaimel BI, Bhakta M, Kulkarni CA, Milliken AS, Wang F, Peng A, et al. (April 2021). "Discovery of Halogenated Benzothiadiazine Derivatives with Anticancer Activity*". ChemMedChem. 16 (7): 1143–1162. doi:10.1002/cmdc.202000729. PMC 8035258. PMID 33331124.
  4. Varano F, Catarzi D, Colotta V, Squarcialupi L, Matucci R (November 2014). "1,2,4-Benzothiadiazine-1,1-dioxide derivatives as ionotropic glutamate receptor ligands: synthesis and structure-activity relationships". Archiv der Pharmazie. 347 (11): 777–785. doi:10.1002/ardp.201400192. PMID 25204434. S2CID 1765795.
  5. Ganeshpurkar A, Gutti G, Singh SK (2019-01-01). "Chapter 1 - RNA-Dependent RNA Polymerases and Their Emerging Roles in Antiviral Therapy". In SP (ed.). Viral Polymerases. Academic Press. pp. 1–42. doi:10.1016/B978-0-12-815422-9.00001-2. ISBN 978-0-12-815422-9. S2CID 92095885.
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