149-30-4
149-30-4
Chemical Structure
2-Mercaptobenzothiazole
- CAS. Nr.: 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].
| Art. -Nr. | Produktname | Reinheit | Beschreibung | 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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Tyrosinase-IN-44 | Tyrosinase-IN-44 (Compound 3) is a Tyrosinase inhibitor with IC50s of 0.47 and 0.53 μM for monophenolase and diphenolase, respectively. Tyrosinase-IN-44 has superior glutathione peroxidase-like catalytic and DPPH radical scavenging activity. Tyrosinase-IN-44 has potent antibrowning activity in banana and apple juices by directly inhibiting polyphenol oxidase (PPO) and offering antioxidant activity. Tyrosinase-IN-44 can be used for redox regulation and food preservation. | |||||||||||||||||||||
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2-Bromobenzimidazole | 2-Bromobenzimidazole is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | |||||||||||||||||||||
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2-Mercaptobenzimidazole | 99.89% | 2-Mercaptobenzimidazole is a rubber antioxidant that can be used as a pharmaceutical excipient. | ||||||||||||||||||||
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2-Mercaptobenzimidazole-d4 | 2-Mercaptobenzimidazole-d4 is the deuterium labeled 2-Benzimidazolethiol. | |||||||||||||||||||||
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Indole-d6 | 95.40% | Indole-d6 is the deuterium labeled Indole. Indole is an endogenous metabolite. | ||||||||||||||||||||
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Indole-d7 | 99.90% | Indole-d7 is the deuterium labeled Indole. Indole is an endogenous metabolite. | ||||||||||||||||||||
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2-Methylindole | 99.10% | 2-Methylindole is a biochemical reagent that can be used as a biological material or organic compound for life science related research. | ||||||||||||||||||||
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2-Hydroxybenzimidazole (Standard) | ≥98% | 2-Hydroxybenzimidazole (Standard) is the analytical standard of 2-Hydroxybenzimidazole (HY-W008003). This product is intended for research and analytical applications. 2-Hydroxybenzimidazole is a metabolite of Carbendazim (HY-13582). 2-Hydroxybenzimidazole is produced by the degradation of Carbendazim (HY-13582) by mycobacteria. 2-Hydroxybenzimidazole does not induce CYP1A1 protein expression and does not significantly reduce mortality in mice after influenza virus challenge following intranasal administration. 2-Hydroxybenzimidazole can be used in research on tobacco mosaic virus infection and influenza. | ||||||||||||||||||||
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5-Methoxy-2-benzimidazolethiol-d3 | 5-Methoxy-2-benzimidazolethiol-d3 is the deuterated-labeled 5-Methoxy-2-benzimidazolethiol (HY-W008378). 5-Methoxy-2-benzimidazolethiol is a benzimidazole derivative. 5-Methoxy-2-benzimidazolethiol can serve as a ligand for transition metal complexes. | |||||||||||||||||||||
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Benzothiazole | 99.04% | Benzothiazole is a natural occurring heterocyclic nuclei. Benzothiazole nucleus possesses a number of biological activities such as anticancer, antimicrobial, antidiabetic, anti-inflammatory, antileishmanial, and antiviral. Furthermore, Benzothiazole nucleus can function as an efficacious β-amyloid imaging agent. | ||||||||||||||||||||
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Benzothiazole-d4 | Benzothiazole-d4 is a deuterium labeled Benzothiazole (HY-W012634). Benzothiazole is a natural occurring heterocyclic nuclei. Benzothiazole nucleus possesses a number of biological activities such as anticancer, antimicrobial, antidiabetic, anti-inflammatory, antileishmanial, and antiviral. | |||||||||||||||||||||
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2-Chlorobenzimidazole | 98.0% | 2-Chlorobenzimidazole is a pharmaceutical intermediate used in the synthesis of a series of derivatives with anti-human cytomegalovirus (HCMV) activity. 2-Chlorobenzimidazole can be used to form metal complexes (cobalt, copper, and zinc), with zinc complexes exhibiting significant anticancer activity. | ||||||||||||||||||||
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5-Chloro-2-benzothiazolinone | 99.0% | 5-Chloro-2-benzothiazolinone is an antifouling agent. MEIPT-20 grafted with 5-Chloro-2-benzothiazolinone exhibits activity against Escherichia coli, Staphylococcus aureus, Pseudoalteromonas xiamenensis, as well as attached diatoms including the genus Halamphora and Nitzschia closterium. | ||||||||||||||||||||
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2-Aminobenzothiazole | 99.74% | 2-Aminobenzothiazole acts as a caspase 3/7 activator, an anticancer cytotoxic agent, and also exhibits neurotoxicity. 2-Aminobenzothiazole drives the apoptotic pathway by activating caspase 3/7, induces mitochondrial inner membrane depolarization, and triggers both early and late apoptosis via a caspase-dependent pathway. In zebrafish models, 2-Aminobenzothiazole induces oxidative damage in brain tissues and inhibits genes related to GABA and 5-HT synthesis pathways. Long-term exposure to 2-Aminobenzothiazole impairs motor ability, social behavior, anxiety-like state and cognitive function. 2-Aminobenzothiazole can be used in studies of human laryngeal carcinoma and related neurotoxicity. | ||||||||||||||||||||
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Indole-d4 | Indole-d4 is the deuterium labeled Indole (HY-W001132). Indole is an aromatic, heterocyclic, organic compound which widely distributed in the natural environment and can be produced by a variety of bacteria. Indole regulates various aspects of bacterial physiology, including spore formation, plasmid stability, resistance to drugs, biofilm formation, and virulence as an intercellular signal molecule. | |||||||||||||||||||||
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1H-Indole-d5 | 1H-Indole-2,4,5,6,7-d5 is deuterated labeled 1H-Indole-2,4,5,6,7. | |||||||||||||||||||||
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3-Indoleacetonitrile-d4 | 3-Indoleacetonitrile-d4 is deuterium labeled 3-Indoleacetonitrile (HY-Y0136). 3-Indoleacetonitrile is an indole derivative with anti-influenza activity. 3-Indoleacetonitrile is a plant hormone produced by cruxiferous vegetables. 3-Indoleacetonitrile exerts profound antiviral activity against a broad spectrum of influenza A viruses, HSV-1 and VSV viruses in vitro. 3-Indoleacetonitrile diminishes lung virus titers and alleviates lung lesions in vivo. 3-Indoleacetonitrile induces an increase in mitochondrial antiviral-signaling (MAVS) protein levels. 3-Indoleacetonitrile can be used in research for combating viral infections including COVID-19, HSV-1, and VSV. | |||||||||||||||||||||
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2-Aminobenzimidazole | 99.80% | 2-Aminobenzimidazole (2-Iminobenzimidazoline; 1H-Benzimidazol-2-ylamine; 2-Benzimidazolamine) is an organic compound that can serve as an intermediate for research related to organic synthesis. | ||||||||||||||||||||
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1H-Benzotriazole-4,5,6,7-d4 | 99.9% | 1H-Benzotriazole-4,5,6,7-d4 is the deuterium labeled 1H-Benzo[d][1,2,3]triazole. | ||||||||||||||||||||
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References
- [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]
