Structure via PubChem · Public domain (PubChem)
benzisothiazolinone
Sign in to saveAlso known as BIT, IPX, benzisothiazolone, 2,3-dihydro-3-oxo-1,2-benzisothiazole, 1,2-benzisothiazol-3(2H)-one, 1,2-benzisothiazoline-3-one, 1,2-benzisothiazolin-3-one
Benzisothiazolinone (BIT) is an organic compound with the formula C6H4SN(H)CO. A white solid, it is structurally related to isothiazole, and is part of a class of molecules called isothiazolinones. BIT is widely used as a preservative and antimicrobial.
Chemical data
- Formula
- C7H5NOS
- Molecular weight
- 151.19 g/mol
- IUPAC name
- 1,2-benzothiazol-3-one
- SMILES
- C1=CC=C2C(=C1)C(=O)NS2
- InChIKey
- DMSMPAJRVJJAGA-UHFFFAOYSA-N
- XLogP
- 1.3
- Polar surface area
- 54.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
206 papers- Benzisothiazolinone: Pharmacokinetics, Tissue Distribution, and Mass Balance Studies in Rats.Metabolites · 2023
- Contact sensitization to benzisothiazolinone: IVDK-data of the years 2002 to 2021.Contact dermatitis · 2023
- Benzisothiazolinone Derivatives as Potent Allosteric Monoacylglycerol Lipase Inhibitors That Functionally Mimic Sulfenylation of Regulatory Cysteines.Journal of medicinal chemistry · 2020
- Trends in Contact Allergy to Preservatives From 2014 to 2023: Benzisothiazolinone on the Rise.Contact dermatitis · 2025
- Methylisothiazolinone and benzisothiazolinone are widely used in paint: a multicentre study of paints from five European countries.Contact dermatitis · 2015
via PubMed
Wikidata facts
- Mass
- 151.009
- Has use
- fungicide
Show 4 more facts
- chemical formula
- C₇H₅NOS
- canonical SMILES
- C1=CC=C2C(=C1)C(=O)NS2
- subject has role
- platelet aggregation inhibitors
- Commons category
- Benzisothiazolinone
Sources (2)
via Wikidata · CC0
~4 min read
Encyclopedic overview
5 sectionsContents
- Usage
- Health hazards
- References
- Literature
- External links
Benzisothiazolinone (BIT) is an organic compound with the formula C6H4SN(H)CO. A white solid, it is structurally related to isothiazole, and is part of a class of molecules called isothiazolinones. BIT is widely used as a preservative and antimicrobial.
== Usage == Benzisothiazolinone has a microbicide and a fungicide mode of action. It is widely used as a preservative, for example in: emulsion paints, caulks, varnishes, adhesives, inks, and photographic processing solutions home cleaning and car care products; laundry detergents, stain removers and fabric softeners; industrial settings, for example in textile spin-finish solutions, leather processing solutions, preservation of fresh animal hides and skins agriculture in pesticide formulations gas and oil drilling in muds and packer fluids preservation.
Excerpted from Wikipedia’s “benzisothiazolinone” article, available under the CC BY-SA 4.0 licence.