149-30-4
Chemical Structure
2-Mercaptobenzothiazole
- CAS No.: 149-30-4
- Formula:C7H5NS2
- Molecular Weight:167.26
IUPAC Name: benzo[d]thiazole-2(3H)-thione
InChIKey: YXIWHUQXZSMYRE-UHFFFAOYSA-N
SMILES: S=C1SC2=CC=CC=C2N1
Biological Activity: 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].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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2-Mercaptobenzothiazole | 99.49% | 2-Mercaptobenzothiazole is an activator of the aryl hydrocarbon receptor (AhR), inhibiting thyroid hormone synthesis and dopamine beta-hydroxylase activity. 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. 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-Mercaptobenzothiazole increases chromosomal aberrations and sister chromatid exchanges (SCEs) in Chinese hamster ovary (CHO) cells, and enhances carcinogenicity in F344/N rats. 2-Mercaptobenzothiazole inhibits norepinephrine synthesis in mice and completely blocks the conversion of exogenous dopamine to norepinephrine in rat cardiomyocytes. | ||||||||||||||||||||
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2-Mercaptobenzothiazole (Standard) | ≥98% | 2-Mercaptobenzothiazole (Standard) is the analytical standard of 2-Mercaptobenzothiazole. This product is intended for research and analytical applications. 2-Mercaptobenzothiazole is an endogenous metabolite. | ||||||||||||||||||||
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2-Benzothiazolethiol-d4 | 99.74% | 2-Benzothiazolethiol-d4 is the deuterium labeled 2-Benzothiazolethiol-d4 (HY-W653751). | ||||||||||||||||||||
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- [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. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
- [4]. G A Johnson, et al. 2-mercaptobenzothiazole, an inhibitor of dopamine beta-hydroxylase. Aquat Toxicol. 1970 Sep;22(9):710-2. [Content Brief]
