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4-(6-Bromo-2-benzothiazolyl)benzenamine Sale

目录号 : GC31208

4-(6-Bromo-2-benzothiazolyl)benzenamine是β-淀粉样蛋白(β-amyloid)的PET(正电子发射断层扫描)示踪剂,可用于诊断神经疾病,如阿尔茨海默病和唐氏综合征。

4-(6-Bromo-2-benzothiazolyl)benzenamine Chemical Structure

Cas No.:566169-97-9

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10mg
¥625.00
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50mg
¥1,874.00
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Sample solution is provided at 25 µL, 10mM.

Description

4-(6-Bromo-2-benzothiazolyl)benzenamine is a β-amyloid PET (positron emission tomography) tracer that can be used in the diagnosis of neurological diseases, such as Alzheimer's and Down's syndrome.

4-(6-Bromo-2-benzothiazolyl)benzenamine (compound 6l) plus ultraviolet A (UVA) can induce caspase-3 activity, poly(ADP-ribose)polymerase cleavage, M30 positive CytoDeath staining, and subsequent apoptotic cell death. Treatment of A375 cells with 4-(6-Bromo-2-benzothiazolyl)benzenamine plus UVA results in a decrease in mitochondrial membrane potential (δΨmt), oxidative phosphorylation system (OXPHOS) subunits, and adenosine triphosphate (ATP) but an increase in mitochondrial DNA 4977-bp deletion via reactive oxygen species (ROS) generation. Transmission electron microscopy (TEM) observations also show major ultrastructural alterations of mitochondria[2].

4-(6-Bromo-2-benzothiazolyl)benzenamine plus UVA is shown to reduce murine melanoma size in a mouse model. 4-(6-Bromo-2-benzothiazolyl)benzenamine-PDT may serve as a potential ancillary modality for the treatment of melanoma[2].

[1]. Klunk W, et al. Benzothiazole derivative compounds, compositions and uses. WO2004083195 A1 [2]. Chen YK, et al. Apoptosis induced by 2-aryl benzothiazoles-mediated photodynamic therapy in melanomas via mitochondrial dysfunction. Chem Res Toxicol. 2014 Jul 21;27(7):1187-98.

实验参考方法

Cell experiment:

For fluorescence Measurement of Uptake of 4-(6-Bromo-2-benzothiazolyl)benzenamine, cultured A375 cells are seeded on glass coverslips with a density of 2×104 cells/well in 24-well plate for 24 h until cell attachment. Then the cells are exposed to 4-(6-Bromo-2-benzothiazolyl)benzenamine at 5 μM for indicated times in the dark. The cells are washed twice with PBS and are then fixed with 4% paraformaldehyde at 4°C for 30 min. The qualitative expression of cell fluorescence is determined using a Leica inverted microscope[2].

Animal experiment:

Mice[2]A total of 5×106 B16 cells are inoculated into female ICR mice (about 19-21 g, 7 weeks). The subcutaneous inoculation of tumor cells resulted in tumor generation at the injection site. When tumors reached about 4×4 mm2 in diameter, mice are separated into groups. Each group had four mice in each experiment; 4 mg/kg of 4-(6-Bromo-2-benzothiazolyl)benzenamine is injected into the tumor site, and then tumor is exposed to different doses of UVA on the day after injection. Tumor volume is measured by calipers every 5 days after agent injection, and tumor volume is calculated[2]

References:

[1]. Klunk W, et al. Benzothiazole derivative compounds, compositions and uses. WO2004083195 A1
[2]. Chen YK, et al. Apoptosis induced by 2-aryl benzothiazoles-mediated photodynamic therapy in melanomas via mitochondrial dysfunction. Chem Res Toxicol. 2014 Jul 21;27(7):1187-98.

化学性质

Cas No. 566169-97-9 SDF
Canonical SMILES NC1=CC=C(C2=NC3=CC=C(Br)C=C3S2)C=C1
分子式 C13H9BrN2S 分子量 305.19
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 3.2766 mL 16.3832 mL 32.7665 mL
5 mM 0.6553 mL 3.2766 mL 6.5533 mL
10 mM 0.3277 mL 1.6383 mL 3.2766 mL
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