Benzothiadiazine

Benzothiadiazine
Names
	Preferred IUPAC name 2H-1,2,4-Benzothiadiazine
Identifiers
CAS Number	255-18-5 ;
3D model (JSmol)	Interactive image;
ChemSpider	10660057 ;
PubChem CID	473368;
UNII	X7JFP65SVP ;
CompTox Dashboard (EPA)	DTXSID50332969 ;
	InChI InChI=1S/C7H6N2S/c1-2-4-7-6(3-1)5-8-9-10-7/h1-5,9H Key: HAVZTGSQJIEKPI-UHFFFAOYSA-N ; InChI=1/C7H6N2S/c1-2-4-7-6(3-1)5-8-9-10-7/h1-5,9H Key: HAVZTGSQJIEKPI-UHFFFAOYAH;
	SMILES c1ccc2SN\N=C/c2c1;
Properties
Chemical formula	C7H6N2S
Molar mass	150.20 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

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.^[1]

Some benzothiadiazine derivatives are used as pharmaceutical drugs, including:

Hydrochlorothiazide, a benzothiadiazine derivative used as a diuretic

References

^ 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.
^ ^a ^b 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.
^ 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.
^ 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.
^ 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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[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.

[Hu_2022-2] 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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