An AhR and CYP1A1 activator
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5-fluoro 203

Item No. 17677

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-(5-fluoro-2-benzothiazolyl)-2-methyl-benzenamine
CAS Number
260443-89-8
Synonyms
  • NSC 703786
Molecular Formula
C14H11FN2S
Formula Weight
258.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 2 mg/ml
λmax
204, 219, 351 nm
SMILES
FC1=CC=C(SC(C2=CC=C(N)C(C)=C2)=N3)C3=C1
InChi Code
InChI=1S/C14H11FN2S/c1-8-6-9(2-4-11(8)16)14-17-12-7-10(15)3-5-13(12)18-14/h2-7H,16H2,1H3
InChi Key
IFWLHIIUGSEKKE-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $36

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    5 mg

    $103

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    10 mg

    $186

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    25 mg

    $420

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    Cayman Chemical
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    Product Description

    5-fluoro 203 is a cytotoxic compound that at 1 µM activates AhR signaling, inducing transcription of CYP1A1, which leads to the formation of DNA adducts and cell cycle arrest.1,2,3 In certain ovarian, breast, kidney, and colorectal cancer cells, 5-fluoro 203 can increase the levels of reactive oxygen species as well as activate JNK, ERK, and p38 MAPK.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brantley, E., Patel, V., Stinson, S.F., et al. The antitumor drug candidate 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole induces NF-κB activity in drug-sensitive MCF-7 cells. Anticancer Drugs 16(2), 137-143 (2005).

    2. Hose, C.D., Hollingshead, M., Sausville, E.A., 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. 2(12), 1265-1272 (2003).

    3. Bruno, R.D., and Njar, V.C.O. Targeting cytochrome P450 enzymes: A new approach in anti-cancer drug development. Bioorg. Med. Chem. 15(15), 5047-5060 (2007).

    4. Callero, M.A., Luzzani, G.A., De Dios, D.O., et al. Biomarkers of sensitivity to potent and selective antitumor 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole (5F203) in ovarian cancer. J. Cell. Biochem. 114(10), 2392-2404 (2013).