U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C7H5NS2
Molecular Weight 167.251
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-Mercaptobenzothiazole

SMILES

SC1=NC2=C(S1)C=CC=C2

InChI

InChIKey=YXIWHUQXZSMYRE-UHFFFAOYSA-N
InChI=1S/C7H5NS2/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)

HIDE SMILES / InChI

Molecular Formula C7H5NS2
Molecular Weight 167.251
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Sodium 2-Mercaptobenzothiazole (sodium MBT) is utilized as a corrosion inhibitor and fungicide. By analogy to MBT, sodium MBT is identified as a skin sensitizer. Sodium 2-Mercaptobenzothiazole is also used to make rubber accelerators, as a preservative for latex paint and wood, a metal chelator, and a thermal stabilizer (methyl methacrylate copolymers, acrylonitrile polymers, polyester fibers, anion exchange resins, polyoxyphenylene, and silicon fluids), also used in electroplating (silver, nickel, and cobalt), to separate sulfide ore from copper ore, for dyeing textiles, in transmission fluids, and to prevent discoloration of freeze dried bananas; uses of 50% aqueous solution include as a corrosion inhibitor for nonferrous metals in antifreeze and coolants and in paper mill systems; used as a biocide in metalworking fluids and paper manufacturing.

Approval Year

TargetsConditions
PubMed

PubMed

TitleDatePubMed
Appraisal of the sensitising potential of orally and dermally administered mercaptobenzothiazole by a biphasic protocol of the local lymph node assay.
2009-10
Rhenium(I) tricarbonyl complexes with poly(azolyl)borates generated in situ from an organometallic precursor containing the B-H...Re coordination motif.
2009-05-04
A polynuclear d10-d10 metal complex with unusual near-infrared luminescence and high thermal stability.
2009-04-06
Expression of surface markers on the human monocytic leukaemia cell line, THP-1, as indicators for the sensitizing potential of chemicals.
2009-04
Cancer risks in chemical production workers exposed to 2-mercaptobenzothiazole.
2009-04
Synthesis, characterization, and biological studies of organotin(IV) derivatives with o- or p-hydroxybenzoic acids.
2009
Predicting the binding capability of benzothiazoline-2-thione and its derivatives with gold: a DFT and FT-Raman combined studies.
2008-12-15
Profiling and imaging of lipids on brain and liver tissue by matrix-assisted laser desorption/ ionization mass spectrometry using 2-mercaptobenzothiazole as a matrix.
2008-12-01
The effective and specific isolation of antibodies from human serum by using thiophilic paramagnetic polymer beads.
2008-12-01
Structural motifs of diiodine complexes with amides and thioamides.
2008-10-14
Mercaptobenzothiazole and mercapto mix.
2008-10-11
Reactivity of in vitro activated human T lymphocytes to p-phenylenediamine and related substances.
2008-10
Bladder cancer risks in workers manufacturing chemicals for the rubber industry.
2008-10
Re-creation of historical chrysotile-containing joint compounds.
2008-09
Positive patch-test reactions to mixed dialkyl thioureas: cross-sectional data from the North American Contact Dermatitis Group, 1994 to 2004.
2008-08-05
North American Contact Dermatitis Group patch-test results, 2003-2004 study period.
2008-07-17
The oxidative degradation of 2-mercaptobenzothiazole at the interface of beta-MnO2 and water.
2008-06-15
Photodegradation of 2-mercaptobenzothiazole in the gamma-Fe(2)O(3)/oxalate suspension under UVA light irradiation.
2008-05-01
[Occupational contact dermatitis in metal workers and gender effect].
2008-04-16
Evaluation of a carbon paste electrode modified with organofunctionalised SBA-15 nanostructured silica in the simultaneous determination of divalent lead, copper and mercury ions.
2008-03-15
Simultaneous square wave voltammetric determination of 2-mercaptobenzothiazole and 2-mercaptobenzoxazole by partial least squares method in water samples.
2008-03-01
A collaborative epidemiological investigation into the criminal fake artesunate trade in South East Asia.
2008-02
Biological studies of new organotin(IV) complexes of thioamide ligands.
2008-02
A combined patch-clamp and electrorotation study of the voltage- and frequency-dependent membrane capacitance caused by structurally dissimilar lipophilic anions.
2008-01
Mercaptobenzothiazole allergenicity-role of the thiol group.
2008
Crystal structure and antitumor activity of the novel zwitterionic complex of tri-n-butyltin(IV) with 2-thiobarbituric acid.
2008
Comparison of the adsorption orientation for 2-mercaptobenzothiazole and 2-mercaptobenzoxazole by SERS spectroscopy.
2007-12-31
Epidemio-allergological study in 155 cases of footwear dermatitis.
2007-10-09
Patch testing experience with 1000 patients.
2007-10-09
Cross-reactions between xanthates and rubber additives.
2007-09
Chemical changes in rubber allergens during vulcanization.
2007-09
Oxidation of 2-mercaptobenzothiazole in latex gloves and its possible haptenation pathway.
2007-08
20 Years of standard patch testing in an eczema population with focus on patients with multiple contact allergies.
2007-08
Contact dermatitis to a rubber allergen with both dithiocarbamate and benzothiazole structure.
2007-05
Acetylcholinesterase-polyaniline biosensor investigation of organophosphate pesticides in selected organic solvents.
2007-04-25
Zebrafish as a new model for phenotype-based screening of melanogenic regulatory compounds.
2007-04
Synthesis, structural characterization, and biological studies of six- and five-coordinate organotin(IV) complexes with the thioamides 2-mercaptobenzothiazole, 5-chloro-2-mercaptobenzothiazole, and 2-mercaptobenzoxazole.
2007-02-19
Matrix-assisted laser desorption/ionization-mass spectrometry of hydrophobic proteins in mixtures using formic acid, perfluorooctanoic acid, and sorbitol.
2007-02-01
The nature of the chemical bond in linear three-body systems: from i3- to mixed chalcogen/halogen and trichalcogen moieties.
2007
Fmoc-2-mercaptobenzothiazole, for the introduction of the Fmoc moiety free of side-reactions.
2007
Condom leukoderma.
2006-12-21
Very small and soft scorpionates: water stable technetium tricarbonyl complexes combining a bis-agostic (k(3)-H, H, S) binding motif with pendant and integrated bioactive molecules.
2006-11-15
Respective contributions of polar vs enthalpy effects in the addition/fragmentation of mercaptobenzoxazole-derived thiyl radicals and analogues to double bonds.
2006-10-19
Application of 2-mercaptobenzothiazole self-assembled monolayer on polycrystalline gold electrode as a nanosensor for determination of Ag(I).
2006-05-15
Pressure-tuning Raman spectra of diiodine thioamide compounds: models for antithyroid drug activity.
2006
Interaction of thioamides, selenoamides, and amides with diiodine.
2006
Reactions Between Chalcogen Donors and Dihalogens/Interalogens: Typology of Products and Their Characterization by FT-Raman Spectroscopy.
2006
Electroreduction of the antifouling agent TCMTB and its electroanalytical determination in tannery wastewaters.
2005-10-15
Evaluation of a carbon paste electrode modified with organofunctionalized amorphous silica in the cadmium determination in a differential pulse anodic stripping voltammetric procedure.
2003-04-10
Indirect extraction-spectrophotometric determination of 2-(thiocyanomethylthiol)benzothiazole in chrome tanning liquors after its breakdown to 2-mercaptobenzothiazole.
2002-03-04
Patents

Sample Use Guides

only for animals: Apply generously to affected areas once or twice daily. Rub into skin with fingertips.
Route of Administration: Topical
2-Mercaptobenzothiazole (MBT), a high production volume chemical, was tested and shown to inhibit thyroid peroxidase (TPO) enzyme activity in vitro, a key enzyme necessary for the synthesis of thyroid hormone.
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:36:41 GMT 2025
Edited
by admin
on Mon Mar 31 17:36:41 GMT 2025
Record UNII
5RLR54Z22K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MERCAPTOBENZOTHIAZOLE
HSDB   WHO-DD  
Preferred Name English
2-Mercaptobenzothiazole
GREEN BOOK   MI  
Systematic Name English
NSC-2041
Code English
2-MERCAPTOBENZOTHIAZOLE [MI]
Common Name English
2-MERCAPTOBENZOTHIAZOLE [IARC]
Common Name English
Mercaptobenzothiazole [WHO-DD]
Common Name English
MERCAPTOBENZOTHIAZOLE [HSDB]
Common Name English
MBT
Common Name English
2-MERCAPTOBENZOTHIAZOLE [GREEN BOOK]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 51701
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
NDF-RT N0000185508
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
CFR 21 CFR 524.1376
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
Code System Code Type Description
DRUG BANK
DB11496
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
MERCK INDEX
m7205
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY Merck Index
RXCUI
1358845
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY RxNorm
NCI_THESAURUS
C45678
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
CONCEPT Industrial Aid
HSDB
4025
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
PUBCHEM
697993
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
NSC
2041
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
CFR
21 CFR 176.300
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
CHEBI
34292
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
DAILYMED
5RLR54Z22K
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
SMS_ID
100000076525
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
NDF-RT
N0000175629
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY Increased Histamine Release [PE]
EPA CompTox
DTXSID1020807
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
WIKIPEDIA
Mercaptobenzothiazole
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
MESH
C005563
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-736-8
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
NCI_THESAURUS
C83512
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
CAS
149-30-4
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
NDF-RT
N0000184306
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY Cell-mediated Immunity [PE]
EVMPD
SUB14518MIG
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
FDA UNII
5RLR54Z22K
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY
NDF-RT
N0000171131
Created by admin on Mon Mar 31 17:36:41 GMT 2025 , Edited by admin on Mon Mar 31 17:36:41 GMT 2025
PRIMARY Allergens [Chemical/Ingredient]
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