2-Mercaptobenzothiazole

CAT: 0804-HY-W017113-01Size: 100 gDry Ice: NoHazardous: No
CAT#:0804-HY-W017113-01Size:100 g
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Description
2-Mercaptobenzothiazole is an activator of the aryl hydrocarbon receptor (AhR) [1], inhibiting thyroid hormone synthesis and dopamine beta-hydroxylase activity[2][4]. 2-Mercaptobenzothiazole promotes bladder cancer cell invasion by altering the conformation of the AhR ligand binding domain (LBD), activating AhR transcription, and upregulating the mRNA and protein expression of target genes CYP1A1 and CYP1B1[1]. 2-Mercaptobenzothiazole inhibits thyroid peroxidase (TPO) with an IC50 value of 11.5 μM, induces histological changes such as follicular cell hypertrophy in Xenopus laevis tadpoles, delaying metamorphosis[2]. 2-Mercaptobenzothiazole increases chromosomal aberrations and sister chromatid exchanges (SCEs) in Chinese hamster ovary (CHO) cells, and enhances carcinogenicity in F344/N rats[3]. 2-Mercaptobenzothiazole inhibits norepinephrine synthesis in mice and completely blocks the conversion of exogenous dopamine to norepinephrine in rat cardiomyocytes[4].
CAS Number
[149-30-4]
UNSPSC
12352005
Hazard Statement
H317, H350, H410
Target
Aryl Hydrocarbon Receptor; Endogenous Metabolite
Type
Natural Products
Related Pathways
Immunology/Inflammation; Metabolic Enzyme/Protease
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Metabolic Disease
Assay Protocol
https://www.medchemexpress.com/2-mercaptobenzothiazole.html
Purity
99.85
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
S=C1SC2=CC=CC=C2N1
Molecular Formula
C7H5NS2
Molecular Weight
167.26
Precautions
H317, H350, H410
References & Citations
[1]Jiachen Zhang, et al. Promotion of Bladder Cancer Cell Metastasis by 2-Mercaptobenzothiazole via Its Activation of Aryl Hydrocarbon Receptor Transcription: Molecular Dynamics Simulations, Cell-Based Assays, and Machine Learning-Driven Prediction. Environ Sci Technol. 2022 Sep 20;56 (18) :13254-13263.|[2]Joseph E Tietge, et al. Inhibition of the thyroid hormone pathway in Xenopus laevis by 2-mercaptobenzothiazole. Aquat Toxicol. 2013 Jan 15:126:128-36. |[3]National Toxicology Program . “NTP Toxicology and Carcinogenesis Studies of 2-Mercaptobenzothiazole (CAS No. 149-30-4) in F344/N Rats and B6C3F1 Mice (Gavage Studies) .” National Toxicology Program technical report series vol. 332 (1988) : 1-172.|[4]G A Johnson, et al. 2-mercaptobenzothiazole, an inhibitor of dopamine beta-hydroxylase. Aquat Toxicol. 1970 Sep;22 (9) :710-2.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
Launched
Isoform
Human Endogenous Metabolite

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