benzisothiazolinone
1,2-benzisothiazol-3(2H)-one
Identification
| Name | benzisothiazolinone |
| IUPAC | 1,2-benzothiazol-3-one |
| CAS Number | 2634-33-5 |
| EINECS | 220-120-9 |
| FDA UNII | HRA0F1A4R3 |
| Molecular Formula | C7 H5 N O S |
| Molecular Weight | 151.18805000 |
| MDL Number | MFCD00127753 |
| Nikkaji Number | J7.640F |
Regulatory
| FDA/DG SANTE Petitions, Reviews, Notices | FCN 315 |
| DG SANTE Food Contact Materials | 1,2-benzisothiazol-3(2H)-one |
| FDA Mainterm (IAUFC) | 2634-33-5 ; 1,2-BENZISOTHIAZOLIN-3-ONE |
| FDA Regulation | FDA PART 175 -- INDIRECT FOOD ADDITIVES: ADHESIVES AND COMPONENTS OF COATINGS |
Physical Properties
| Appearance | white powder (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 154.00 to 158.00 °C. @ 0.00 mm Hg |
| Boiling Point | 204.00 to 205.00 °C. @ 760.00 mm Hg (est) |
| Vapor Pressure | 0.183000 mmHg @ 25.00 °C. (est) |
| Flash Point | 172.00 °F. TCC ( 77.50 °C. ) (est) |
| logP (o/w) | 1.953 (est) |
| Soluble in | water, 2.143e+004 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | antimicrobial agents |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | oral-rat LD50 1020 mg/kg |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | antimicrobial agents |
| Recommendation for benzisothiazolinone usage levels up to | not for fragrance use. |
| Recommendation for benzisothiazolinone flavor usage levels up to | not for flavor use. |
BOC Sciences
Best of Chemicals Supplier
Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...
Potential Uses
Natural Occurrence
Synonyms
1,2-
benzisothiazol-3-one
1,2-
benzisothiazol-3(2H)-one
1,2-
benzisothiazolin-3-one
benzo[d]isothiazol-3(2H)-one
1,2-
benzothiazol-3-one
1,2-
benzothiazol-3(2H)-one
koralone
proxan
proxel PL
rocima
surcide B20
PubMed:
Methylisothiazolinone and benzisothiazolinone are widely used in paint: a multicentre study of paints from five European countries.
PubMed:
Discovery and structure-activity relationship studies of irreversible benzisothiazolinone-based inhibitors against Staphylococcus aureus sortase A transpeptidase.
PubMed:
Amino acid-derived 1,2-benzisothiazolinone derivatives as novel small-molecule antifungal inhibitors: identification of potential genetic targets.
PubMed:
Concomitant reactivity to methylisothiazolinone, benzisothiazolinone, and octylisothiazolinone. International Network of Departments of Dermatology data, 2009-2013.
PubMed:
Benzisothiazolinone as a useful template for the design of new monoacylglycerol lipase inhibitors: investigation of the target residues and comparison with octhilinone.
PubMed:
Occupations at risk of developing contact allergy to isothiazolinones in Danish contact dermatitis patients: results from a Danish multicentre study (2009-2012).
PubMed:
Isothiazolinones in commercial products at Danish workplaces.
PubMed:
Emission of isothiazolinones from water-based paints.
PubMed:
Methylisothiazolinone contact allergy--growing epidemic.
PubMed:
Cytotoxic effects of air freshener biocides in lung epithelial cells.
PubMed:
Key role for efflux in the preservative susceptibility and adaptive resistance of Burkholderia cepacia complex bacteria.
PubMed:
1,2-benzisothiazolin-3-one in disposable polyvinyl chloride gloves for medical use.
PubMed:
Inhibition of human leucocyte elastase by fatty acyl-benzisothiazolinone, 1,1-dioxide conjugates (fatty acyl-saccharins).
PubMed:
The dramatic increase in the rate of methylisothiazolinone contact allergy in Belgium: a multicentre study.
PubMed:
Antimicrobial allergy from polyvinyl chloride gloves.
PubMed:
1,2-benzisothiazol-3-one derivatives as a novel class of small-molecule caspase-3 inhibitors.
PubMed:
Methylisothiazolinone in selected consumer products in Belgium: Adding fuel to the fire?
PubMed:
Synthesis of some new benzisothiazolone and benzenesulfonamide derivatives of biological interest starting from saccharin sodium.
PubMed:
Ebsulfur is a benzisothiazolone cytocidal inhibitor targeting the trypanothione reductase of Trypanosoma brucei.
PubMed:
Chemical structure and teratogenic properties. II. Synthesis and teratogenic activity in rabbits of some derivatives of phthalmide, isoindoline-1-one, 1,2-benzisothiazoline-3-one-1,1-dioxide and 4(3H)-quinazolinone.
PubMed:
No cross-sensitization between MCI/MI, benzisothiazolinone and octylisothiazolinone.
PubMed:
[Aminomethyl derivatives of (benzisothiazolin-3-one-2-yl)acetic acid amides and 2-(1,2-benzisothiazoline-3-one-2-yl)propionic acid amides].
PubMed:
Design, synthesis and evaluation of 1,2-benzisothiazol-3-one derivatives as potent caspase-3 inhibitors.
PubMed:
Estimation of the safe use concentrations of the preservative 1,2-benzisothiazolin-3-one (BIT) in consumer cleaning products and sunscreens.
PubMed:
Identification of small molecule inhibitors of Jumonji AT-rich interactive domain 1B (JARID1B) histone demethylase by a sensitive high throughput screen.
PubMed:
Systemic allergic dermatitis following airborne exposure to 1,2-benzisothiazolin-3-one.
PubMed:
Occupational dermatoses caused by contact with metalworking fluids in the region of central slovakia from 2000 to 2012.
PubMed:
Antifungal activity of a series of 1,2-benzisothiazol-3(2H)-one derivatives.
PubMed:
Benzisothiazolones as modulators of macrophage migration inhibitory factor.
PubMed:
Skin sensitization risk assessment: a comparative evaluation of 3 isothiazolinone biocides.
PubMed:
Inhibitors of the salicylate synthase (MbtI) from Mycobacterium tuberculosis discovered by high-throughput screening.
PubMed:
Determination of isothiazolinone preservatives in cosmetics and household products by matrix solid-phase dispersion followed by high-performance liquid chromatography-tandem mass spectrometry.
PubMed:
Determination of biocides in different environmental matrices by use of ultra-high-performance liquid chromatography-tandem mass spectrometry.
PubMed:
Determination of biocides and pesticides by on-line solid phase extraction coupled with mass spectrometry and their behaviour in wastewater and surface water.
PubMed:
Tandem 1,5-hydride shift/1,5-S,N-cyclization with ethylene extrusion of 1,3-oxathiolane-substituted ketenimines and carbodiimides. An experimental and computational study.
PubMed:
Kinetic migration of isothiazolinone biocides from paper packaging to Tenax and Porapak.
PubMed:
Allergic contact dermatitis to 1,2-benzisothiazolin-3-one in the water softener manufacturing industry.
PubMed:
One-pot, three-component, domino Heck-aza-Michael approach to libraries of functionalized 1,1-dioxido-1,2-benzisothiazoline-3-acetic acids.
PubMed:
Comparison of in vitro and ex vivo antiplatelet effects of 1,2-benzisothiazolin-3-one and its 2-amino derivative.
PubMed:
Analysis of isothiazolinone biocides in paper for food packaging by ultra-high-performance liquid chromatography-tandem mass spectrometry.
PubMed:
Lipophilicity of a series of 1,2-benzisothiazol-3(2H)-ones determined by reversed-phase thin-layer chromatography.
PubMed:
A colorimetric assay for high-throughput screening of inhibitors of herpes simplex virus type 1 alkaline nuclease.
PubMed:
Occupational asthma and rhinitis caused by 1,2-benzisothiazolin-3-one in a chemical worker.
PubMed:
1,2-Benzisothiazolin-3-one (Proxel): irritant or allergen? A clinical study and literature review.
PubMed:
Allergic contact dermatitis to 1,2-benzisothiazolin-3-one in the carpet industry.
PubMed:
In vitro anti-Mycobacterium avium activity of N-(2-hydroxyethyl)-1,2-benzisothiazol-3(2H)-one and -thione carbamic esters.
PubMed:
Phosphonates and phosphinates: novel leaving groups for benzisothiazolone inhibitors of human leukocyte elastase.
PubMed:
Orally bioavailable benzisothiazolone inhibitors of human leukocyte elastase.
PubMed:
Bioluminescent strains of E. coli for the assay of biocides.
PubMed:
Missed opportunities in clinical dermatology--the case of 1,2-benzisothiazolin-3-one.
PubMed:
1,2-benzisothiazolin-3-one.
PubMed:
Allergic contact dermatitis from the preservative 1,2-benzisothiazolin-3-one (1,2-BIT; Proxel): a case report, its prevalence in those occupationally at risk and in the general dermatological population, and its relationship to allergy to its analogue Kathon CG.
PubMed:
Assessment of the relative skin sensitizing potency of 3 biocides using the murine local lymph node assay.
PubMed:
Chemical reactivity of some isothiazolone biocides.
PubMed:
Inhibitors of blood platelet aggregation. Effects of some 1,2-benzisothiazol-3-ones on platelet responsiveness to adenosine diphosphate and collagen.
PubMed:
Phototoxicity of a weedkiller: a correction.
PubMed:
Allergic contact dermatitis due to 1,2-benzisothiazolin-3-one in gum arabic.
PubMed:
The bactericidal mats in the pediatric intensive care unit.
PubMed:
Contact dermatitis from benzisothiazolone in cutting oils.
PubMed:
Occupational dermatitis due to 1,2-benzisothiazolin-3-one in the pottery industry.
PubMed:
Contact dermatitis due to benzisothiazolone in a works analytical team.
PubMed:
Occupational contact dermatitis to 1,2-benzisothiazolin-3-one and 5-chloro-2-methylisothiazolin-3-one/2-methylisothiazolin-3-one in paint manufacturers.
PubMed:
Chemical analysis and genotoxicological safety assessment of paper and paperboard used for food packaging.
PubMed:
Occupational allergic contact dermatitis caused by 1,2-benzisothiazolin-3-one in a varnish maker, followed by sensitization to benzalkonium chloride in Oilatum Plus bath additive.
PubMed:
Re: Marchetti MG, Finzi G, Cugini P, Manfrini M, Salvatorelli G. Hospital use of decontaminating mats. J Hosp Infect 2003;55:68-72.
PubMed:
Occupational allergic contact dermatitis from 1,2-benzisothiazolin-3-one without cross-sensitization to other isothiazolinones.
PubMed:
ppGpp accumulation in Pseudomonas aeruginosa and Pseudomonas fluorescens subjected to nutrient limitation and biocide exposure.
PubMed:
Occupational hand dermatitis due to 1,2-benzisothiazolin-3-one in the water-softener manufacturing industry.
PubMed:
Solid-phase synthesis of benzisothiazolones as serine protease inhibitors.
PubMed:
Pulpitis of the fingers from a shoe glue containing 1,2-benzisothiazolin-3-one (BIT).
PubMed:
Biophysical characterization of zinc ejection from HIV nucleocapsid protein by anti-HIV 2,2'-dithiobis[benzamides] and benzisothiazolones.
PubMed:
Skin symptoms and contact allergy in woodwork teachers.
PubMed:
2,6-Disubstituted aryl carboxylic acids, leaving groups "par excellence" for benzisothiazolone inhibitors of human leukocyte elastase.
PubMed:
Allergic contact dermatitis due to 1,2-benzisothiazolin-3-one in paint manufacture.
PubMed:
Occupational contact allergy to 1,2-benzisothiazolin-3-one in the manufacture of air fresheners.
PubMed:
Relationship between Legionella pneumophila and Acanthamoeba polyphaga: physiological status and susceptibility to chemical inactivation.
PubMed:
Another isothiazolinone source.
PubMed:
Growth inhibitory and biocidal activity of some isothiazolone biocides.
PubMed:
Biocide patch tests.
PubMed:
[Allergic contact eczema caused by isothiazolin-3-one derivatives].
PubMed:
Influence of sedatives on stress-induced trans-synaptic induction of tyrosine hydroxylase.
PubMed:
Antagonism by supidimide of haloperidol-induced augmentation of [3H]-spiperone binding in rat striatum.
PubMed:
Influence of supidimide on brain neurotransmitter systems of rats and mice.
PubMed:
Analysis of isothiazolinones in environmental waters by gas chromatography-mass spectrometry.
PubMed:
Contact urticaria from carboxymethylcellulose in white chalk.
PubMed:
Preservatives in registered chemical products.
PubMed:
[Contact allergies to recently introduced preservatives].
PubMed:
Anti-inflammatory effect of a selective inhibitor of elastase, cathepsin G and chymotrypsin on carrageenin-induced inflammation in rats.
PubMed:
Analysis of allergens in metalworking fluids.
PubMed:
Patch test results with the metalworking fluid series of the German Contact Dermatitis Research Group (DKG).
PubMed:
Skin disease and contact sensitivity in house painters using water-based paints, glues and putties.