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=CC=CC=C2S1

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

2-Mercaptobenzothiazole (MBT) can be a human carcinogen. It causes allergic contact dermatitis. For external animal use only: for Dogs, Cats and Horses it’s used to afford relief to certain common skin problems sometimes referred to as summer eczema, kennel itch, or hot spots (moist dermatitis). These conditions are characterized by intense itching and scratching, followed by rough scaly skin, and hair loss. Skin Balm relieves itching, softens the skin and helps return your animals' coat and skin to a healthy state.

Approval Year

TargetsConditions
PubMed

PubMed

TitleDatePubMed
Contact dermatitis in students practicing sports: incidence of rubber sensitisation.
2001 Apr
Optimization of the simultaneous batch determinations of Bi(III), Hg(II) and Cu(II) at an epoxy-graphite electrode bulk modified with 2-mercaptobenzothiazole.
2001 Dec
Modified short-term guinea pig sensitization tests for detecting contact allergens as an alternative to the conventional test.
2001 Mar
Nitrate/nitrite reductase activity of sulfido/selenido bridged dinuclear ruthenium(III) complexes.
2001 Sep
Diagnostic screening for contact allergy to mercaptobenzothiazole derivatives.
2002 Jun
Indirect extraction-spectrophotometric determination of 2-(thiocyanomethylthiol)benzothiazole in chrome tanning liquors after its breakdown to 2-mercaptobenzothiazole.
2002 Mar 4
Synthesis, structural characterization and in vitro cytotoxicity of organotin(IV) derivatives of heterocyclic thioamides, 2-mercaptobenzothiazole, 5-chloro-2-mercaptobenzothiazole, 3-methyl-2-mercaptobenzothiazole and 2-mercaptonicotinic acid.
2003 Aug 1
Development and application of an LC-MS method to determine possible migration of mercaptobenzothiazole, benzothiazole and related vulcanization residues from rubber used in contact with food and drink.
2003 Feb
Common shoe allergens undetected by commercial patch-testing kits: dithiodimorpholine and isocyanates.
2003 Jun
Occupational allergic contact dermatitis from xanthates and carbamates in mining processes.
2003 Sep
The role of HB-donor groups in the heterocyclic polar fragment of H3-antagonists. I. Synthesis and biological assays.
2003 Sep
Migration of N-nitrosamines, N-nitrosatable substances and 2-mercaptobenzthiazol from baby bottle teats and soothers: a Dutch retail survey.
2003 Sep
Occurrence of benzothiazoles in municipal wastewater and their fate in biological treatment.
2004
Homolytic cleavage and aggregation processes in cyclopentadienylchromium chemistry.
2004 Mar
[Contact dermatitis from polyacrylate in TENS electrode].
2004 May
Metabolism of 2-mercaptobenzothiazole by Rhodococcus rhodochrous.
2004 Oct
Human health risk assessment of 2-mercaptobenzothiazole in drinking water.
2004 Sep
In vitro induction of polyploidy and chromatid exchanges by culture medium extracts of natural rubbers compounded with 2-mercaptobenzothiazole as a positive control candidate for genotoxicity tests.
2005 Nov 1
Rubber additives induce oxidative stress in rainbow trout.
2005 Oct 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
MIP-1beta, a novel biomarker for in vitro sensitization test using human monocytic cell line.
2006 Aug
Bikini dermatitis due to mercaptobenzothiazole.
2006 Jun
Both mercaptobenzothiazole and mercapto mix should be part of the standard series.
2006 Nov
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Respective contributions of polar vs enthalpy effects in the addition/fragmentation of mercaptobenzoxazole-derived thiyl radicals and analogues to double bonds.
2006 Oct 19
Comparison of the adsorption orientation for 2-mercaptobenzothiazole and 2-mercaptobenzoxazole by SERS spectroscopy.
2007 Dec 31
Chemical changes in rubber allergens during vulcanization.
2007 Sep
Patch testing experience with 1000 patients.
2007 Sep-Oct
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
A combined patch-clamp and electrorotation study of the voltage- and frequency-dependent membrane capacitance caused by structurally dissimilar lipophilic anions.
2008 Jan
Positive patch-test reactions to mixed dialkyl thioureas: cross-sectional data from the North American Contact Dermatitis Group, 1994 to 2004.
2008 Jul-Aug
Photodegradation of 2-mercaptobenzothiazole in the gamma-Fe(2)O(3)/oxalate suspension under UVA light irradiation.
2008 May 1
North American Contact Dermatitis Group patch-test results, 2003-2004 study period.
2008 May-Jun
Bladder cancer risks in workers manufacturing chemicals for the rubber industry.
2008 Oct
A polynuclear d10-d10 metal complex with unusual near-infrared luminescence and high thermal stability.
2009 Apr 6
Evaluating the toxic potential of benzothiazoles with the rainbow trout cell lines, RTgill-W1 and RTL-W1.
2016 Jul
Patents

Sample Use Guides

Rabbits: the dermal LD50 value (the dose resulting in 50% mortality in the exposed animals) for the rabbit has been reported to be greater than 5010 mg/kg Rats: Oral LD50: 2100 mg/kg
Route of Administration: Other
At an in vitro concentration of 1mM mercaptobenzothiazole caused a slow inhibition of the hexose monophosphate pathway and a moderate stimulation of the tricarboxylic acid cycle of Ehrlich ascites tumor cells.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:02:57 GMT 2023
Edited
by admin
on Fri Dec 15 15:02:57 GMT 2023
Record UNII
5RLR54Z22K
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
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
HSDB   WHO-DD  
Systematic 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 Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
NDF-RT N0000185508
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
CFR 21 CFR 524.1376
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
Code System Code Type Description
DRUG BANK
DB11496
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
MERCK INDEX
m7205
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY Merck Index
RXCUI
1358845
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY RxNorm
NCI_THESAURUS
C45678
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
CONCEPT Industrial Aid
HSDB
4025
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
PUBCHEM
697993
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
NSC
2041
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
CFR
21 CFR 176.300
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
CHEBI
34292
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
DAILYMED
5RLR54Z22K
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
SMS_ID
100000076525
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
NDF-RT
N0000175629
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY Increased Histamine Release [PE]
EPA CompTox
DTXSID1020807
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
WIKIPEDIA
Mercaptobenzothiazole
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
MESH
C005563
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
ECHA (EC/EINECS)
205-736-8
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
NCI_THESAURUS
C83512
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
CAS
149-30-4
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
NDF-RT
N0000184306
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY Cell-mediated Immunity [PE]
EVMPD
SUB14518MIG
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
FDA UNII
5RLR54Z22K
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY
NDF-RT
N0000171131
Created by admin on Fri Dec 15 15:02:57 GMT 2023 , Edited by admin on Fri Dec 15 15:02:57 GMT 2023
PRIMARY Allergens [Chemical/Ingredient]
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