3(2H)-Isothiazolone, 5-chloro-2-methyl- (CED0148996)

Record Information
Version1.0
Creation Date2016-05-19 03:37:20 UTC
Update Date2026-05-14 19:42:01 UTC
Accession NumberCHEM011347
Identification
Common Name3(2H)-Isothiazolone, 5-chloro-2-methyl-
ClassSmall Molecule
Description
3(2H)-Isothiazolone, 5-chloro-2-methyl- is an organic compound with the formula C4H4ClNOS and an average molecular weight of 149.59 g/mol. 3(2H)-Isothiazolone, 5-chloro-2-methyl- belongs to the aryl chlorides, a subclass of aryl halides within the organic compounds. In industrial applications, it serves as a preservative, antioxidant, biocide, fragrance, monomer, and as processing aids not otherwise specified. The compound is found in or released from 19 recorded sources across multiple sectors. These include household cleaning and consumer products such as soap dispensers, bleaching agents, pipe accessories, cigar cigarettes, and non electric simulated smoking devices. In the food, food processing and cookware sector, it is associated with the treatment of hops, food contact materials, and processing meats. It is also found in building and construction materials like floors and ceilings, as well as in pesticides for agriculture and land management. Additionally, it is present in drinking water and the water supply sector, and within electrical and electronic equipment, including radio transmission systems, fixed capacitors and their manufacture, antennas, auxiliary devices, and electrically stimulated smoking devices. Recorded exposure routes include touch, oral, and inhalation. Literature supports inhalation as an exposure route (PMC7070760). Regarding health effects, the compound is associated with allergic contact dermatitis (PMC7070760).
Contaminant Type
  • Pesticide
Chemical Structure
Synonyms
ValueSource
2,3-Dihydro-2-methyl-3-oxo-5-chloroisothiazoleChEBI
5-Chloro-2-methyl-2H-isothiazol-3-oneChEBI
CMITChEBI
MCIChEBI
MethylchloroisothiazolinoneChEBI
5-Chloro-2-methyl-4-isothiazolin-3-one hydrochlorideHMDB
5-Chloro-2-methylisothiazolin-3-oneHMDB
5-Chloro-N-methylisothiazoloneHMDB
5243-K-CGHMDB
Methylchloro-isothiazolinoneHMDB
5-chloro-2-Methyl-4-isothiazolin-3-oneChEBI
Chemical FormulaC4H4ClNOS
Average Molecular Mass149.590 g/mol
Monoisotopic Mass148.970 g/mol
CAS Registry Number26172-55-4
IUPAC Name5-chloro-2-methyl-2,3-dihydro-1,2-thiazol-3-one
Traditional Namemethylchloroisothiazolinone
SMILESCN1SC(Cl)=CC1=O
InChI IdentifierInChI=1S/C4H4ClNOS/c1-6-4(7)2-3(5)8-6/h2H,1H3
InChI KeyDHNRXBZYEKSXIM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as aryl chlorides. These are organic compounds containing the acyl chloride functional group.
KingdomOrganic compounds
Super ClassOrganohalogen compounds
ClassAryl halides
Sub ClassAryl chlorides
Direct ParentAryl chlorides
Alternative Parents
Substituents
  • Aryl chloride
  • Azole
  • Thiazole
  • Vinylogous halide
  • Heteroaromatic compound
  • Lactam
  • Azacycle
  • Organoheterocyclic compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organopnictogen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility50 g/LALOGPS
logP0.85ALOGPS
logP1.35ChemAxon
logS-0.48ALOGPS
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area20.31 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity44.52 m³·mol⁻¹ChemAxon
Polarizability13.12 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-054k-9500000000-68f5d84268455993bdb6Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-3900000000-2a55b34650b2e512a693Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000t-0900000000-8c78dc98fbf82c9922b4Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-674b8dc7389cd8ef7262Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-96192c9d45e3b39f419fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-7e36a06489b750625c97Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-7378138b856b29feda65Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-78044b2240d85ace8af9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-000t-0900000000-20034a982117a8e572f1Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-564592f9dd3e99ac4b51Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-001i-0900000000-15d073b0c1c47b0885b9Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-df97f5190da9b7a46308Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-785cfb0de30188505c89Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-8b731d4f32189cf082fbNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-1900000000-8fec02d9ac99bc5a7729Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-1900000000-f13457b07748be694cf3Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-060r-0900000000-b6601bfc44226804886fNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-3900000000-3337af54e1a2c6d4c5ffNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-ea7dd10a062dc99e696cNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-8bcb3e9af0db601f25d8Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-060s-0900000000-22eb997c67427afb01baNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0002-0900000000-5da284cb9fd8f3d4bba6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-b7c5b53782ac6a2cbdc6Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-6900000000-0c6ca831174b750a0e98Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-3900000000-5aedd9507c7a73802442Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-992aecad0ae67768cc95Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-c88795f9fc9cbbef4b14Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-000i-9200000000-2dc91d3d9e576b59d139Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-c8e60f8ed9a1391fc10aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-01ot-6900000000-85a1535f3d13d2d9b82fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03di-9000000000-6ba567f8d83260434696Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-6826ac767999a61f6933Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0002-0900000000-6826ac767999a61f6933Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0a4i-9000000000-1d66da0fc20ab2fb35faNot AvailableView Spectrum
1D NMR1H NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
1D NMR13C NMR Spectrum (1D, D2O, predicted)Not AvailableNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity ValuesNot Available
Health Effects
Health EffectRelationshipDirectionReference
allergic contact dermatitisassociated_withNot AvailablePMC7070760
Exposure Sources
Source IDSourceSectorReference
7PesticidesAgriculture & land managementNot Available
115Drinking waterDrinking water & water supplyNot Available
233BrushesPersonal care & cosmeticsNot Available
490Personal care & cosmeticsNot Available
494Food contact materialsFood, food processing & cookwareNot Available
495CeilingsBuilding & ConstructionNot Available
497FloorsBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
521Fixed Capacitors And Their ManufactureElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
552Processing MeatsFood, food processing & cookwareNot Available
553Treatment Of HopsFood, food processing & cookwareNot Available
555Bleaching AgentsHousehold cleaning & consumer productsNot Available
556Cigar CigarettesHousehold cleaning & consumer productsNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
562Pipe AccessoriesHousehold cleaning & consumer productsNot Available
564Soap DispensersHousehold cleaning & consumer productsNot Available
572Credit Card HoldersHousehold itemsNot Available
578Making CigarsIndustrial manufacturing & chemical processingNot Available
579Manufacture Of Iron Or SteelIndustrial manufacturing & chemical processingNot Available
581Paper Making MachinesIndustrial manufacturing & chemical processingNot Available
583Anchoring EquipmentMarine, shipping & aquacultureNot Available
597ChemosterilantsAgriculture & land managementNot Available
602MolluscicidesAgriculture & land managementNot Available
604Pest AttractantsAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
607Rodenticides(1)Agriculture & land managementNot Available
608RodenticidesAgriculture & land managementNot Available
609AftershavePersonal care & cosmeticsNot Available
612Body Washing Or Cleaning ImplementsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
616Face Mask CosmeticsPersonal care & cosmeticsNot Available
617Lip Care ProductsPersonal care & cosmeticsNot Available
624Merry Go RoundsRecreation & sports surfacesNot Available
630ToysRecreation & sports surfacesNot Available
631Anthraquinone DyesTextiles, leather & furnishingsNot Available
633Azo DyesTextiles, leather & furnishingsNot Available
638Decorating TextilesTextiles, leather & furnishingsNot Available
639Degreasing LeatherTextiles, leather & furnishingsNot Available
643HeadwearTextiles, leather & furnishingsNot Available
648Nitro DyesTextiles, leather & furnishingsNot Available
650Purses Luggage Hand BagsTextiles, leather & furnishingsNot Available
652RopesTextiles, leather & furnishingsNot Available
657Surface Finishing Of LeatherTextiles, leather & furnishingsNot Available
659Transfer PrintingTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
2 pathways
Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Replicase polyprotein 1ab structureClick to view 3D structureReplicase polyprotein 1abP0DTD1SARS-CoV-2Predicted (SEA)471.533
Click to view 3D structureGlucose-6-phosphate dehydrogenase-6-phosphogluconolactonaseQ9BHT9Plasmodium bergheiPredicted (SEA)324.943
Histone acetyltransferase KAT2B structureClick to view 3D structureHistone acetyltransferase KAT2BQ92831HumansPredicted (SEA)40.4816
Carbonic anhydrase 9 structureClick to view 3D structureCarbonic anhydrase 9Q16790HumansPredicted (SEA)2200.25
Carbonic anhydrase 2 structureClick to view 3D structureCarbonic anhydrase 2P00918HumansPredicted (SEA)2619.7
Carbonic anhydrase 12 structureClick to view 3D structureCarbonic anhydrase 12O43570HumansPredicted (SEA)2022.13
Carbonic anhydrase 1 structureClick to view 3D structureCarbonic anhydrase 1P00915HumansPredicted (SEA)2250.23
Click to view 3D structureHexokinaseQ38C41Trypanosoma bruceiPredicted (SEA)101.282
Glycogen synthase kinase-3 beta structureClick to view 3D structureGlycogen synthase kinase-3 betaP49841HumansPredicted (SEA)6103.92
Click to view 3D structureMonoglyceride lipaseQ8R431Rattus norvegicusPredicted (SEA)145.967
Click to view 3D structureMannose-6-phosphate isomeraseP34949HumansPredicted (SEA)265.855
Click to view 3D structureProtein RecAP9WHJ3Mycobacterium tuberculosisPredicted (SEA)3482.27
Click to view 3D structureRegulator of G-protein signaling 4P49798HumansPredicted (SEA)66.6389
Adenosine receptor A2a structureClick to view 3D structureAdenosine receptor A2aP29274HumansPredicted (SEA)4329.9
Kappa-type opioid receptor structureClick to view 3D structureKappa-type opioid receptorP41145HumansPredicted (SEA)5668.82
Click to view 3D structureGenome polyproteinP29990dengue virus type 2Predicted (SEA)1372.87
Amine oxidase [flavin-containing] B structureClick to view 3D structureAmine oxidase [flavin-containing] BP27338HumansPredicted (SEA)4295.18
Amine oxidase [flavin-containing] A structureClick to view 3D structureAmine oxidase [flavin-containing] AP21397HumansPredicted (SEA)3872.69
DNA dC->dU-editing enzyme APOBEC-3G structureClick to view 3D structureDNA dC->dU-editing enzyme APOBEC-3GQ9HC16HumansPredicted (SEA)1311.06
Click to view 3D structureDNA damage-inducible transcript 3 proteinP35639Mus musculusPredicted (SEA)4158.0
X-box-binding protein 1 structureClick to view 3D structureX-box-binding protein 1P17861HumansPredicted (SEA)4165.95
Toll-like receptor 9 structureClick to view 3D structureToll-like receptor 9Q9NR96HumansPredicted (SEA)2835.5
Cytochrome P450 1A2 structureClick to view 3D structureCytochrome P450 1A2P05177HumansPredicted (SEA)7190.78
G-protein coupled receptor 35 structureClick to view 3D structureG-protein coupled receptor 35Q9HC97HumansPredicted (SEA)3670.2
Click to view 3D structurePhosphoethanolamine/phosphocholine phosphataseQ8TCT1HumansPredicted (SEA)298.163
Concentrations
Not Available
External Links
DrugBank IDNot Available
HMDB IDHMDB0246766
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkMethylchloroisothiazolinone
Chemspider ID30800
ChEBI ID53621
PubChem Compound ID33344
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=10416701
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=20492831
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=20566902
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=21616561
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22994269
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23510348
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23510349
8. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26.