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5-fluoro 203 (Synonyms: 5F-203,NSC 703786)

Catalog No.GC12209

El 5-fluoro 203 (NSC-703786) es una molécula citotÓxica que forma aductos de ADN y detiene el ciclo celular.

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5-fluoro 203 Chemical Structure

Cas No.: 260443-89-8

Tamaño Precio Disponibilidad Cantidad
1mg
31,00 $
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5mg
92,00 $
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10mg
167,00 $
Disponible
25mg
343,00 $
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

5-fluoro 203 (5F-203) is an antitumor agent and cytotoxic compound that acts as a potent AhR agonist [1][2][3].

The aryl hydrocarbon receptor (AhR) is a ligand-activated transcription factor involved in regulating xenobiotic-metabolizing enzymes such as cytochrome P450.

5-fluoro 203 (5F-203) is an antitumor agent that acts as a potent AhR agonist. In MCF-7 breast cancer cell, 5-fluoro 203 inhibited cell growth in part by activating the aryl hydrocarbon receptor (AhR) signaling pathway. 5-fluoro 203 increased protein-DNA complex formation on the NF-kB-responsive element and also increased NF-kB-dependent transcriptional activity [1]. In sensitive MCF-7 cells, 1.0 μM 5F-203 induced CYP1A1 gene expression [2]. In IGROV-1 cells, 5F203 induced enhanced CYP1A1 expression, AhR translocation and ROS formation, accompanied by JNK, ERK and P38 MAPK phosphorylation, DNA damage and cell cycle arres. In cells isolated from ovarian cancer ascites, 5F203 also induced CYP1A1 expression, AhR translocation and ROS formation [3].

In nude mice bearing human tumor xenografts, 5F-203 induced CYP1A1 gene expression, which was correlated with in vivo sensitivity. Therefore, induction of CYP1A1 mRNA in response to 5F-203 treatments may provide a possible surrogate marker for determination of drug-sensitive tumors in patients [2].

References:
[1].  Brantley E, Patel V, Stinson SF, et al. The antitumor drug candidate 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole induces NF-kappaB activity in drug-sensitive MCF-7 cells. Anticancer Drugs. 2005 Feb;16(2):137-43.
[2].  Hose CD, Hollingshead M, Sausville EA, et al. Induction of CYP1A1 in tumor cells by the antitumor agent 2-[4-amino-3-methylphenyl]-5-fluoro-benzothiazole: a potential surrogate marker for patient sensitivity. Mol Cancer Ther. 2003 Dec;2(12):1265-72.
[3].  Callero MA, Luzzani GA, De Dios DO, et al. Biomarkers of sensitivity to potent and selective antitumor 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole (5F203) in ovarian cancer. J Cell Biochem. 2013 Oct;114(10):2392-404.

Chemical Properties

Cas No. 260443-89-8 SDF
Sinónimos 5F-203,NSC 703786
Chemical Name 4-(5-fluoro-2-benzothiazolyl)-2-methyl-benzenamine
Canonical SMILES FC1=CC=C(SC(C2=CC=C(N)C(C)=C2)=N3)C3=C1
Formula C14H11FN2S M.Wt 258.3
Solubility ≤2mg/ml in ethanol;30mg/ml in DMSO;30mg/ml in dimethyl formamide Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 3.8715 mL 19.3573 mL 38.7147 mL
5 mM 0.7743 mL 3.8715 mL 7.7429 mL
10 mM 0.3871 mL 1.9357 mL 3.8715 mL
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Average Rating: 5 ★★★★★ (Based on Reviews and 29 reference(s) in Google Scholar.)

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