A prodrug of 5-fluoro 203
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Phortress

Item No. 15342

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2S,6-diamino-N-[4-(5-fluoro-2-benzothiazolyl)-2-methylphenyl]-hexanamide, dihydrochloride
CAS Number
328087-38-3
Synonyms
  • NSC 710305
Molecular Formula
C20H23FN4OS • 2HCl
Formula Weight
459.4
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
210, 325 nm
SMILES
FC1=CC=C2C(N=C(C3=CC=C(NC([C@@H](N)CCCCN)=O)C(C)=C3)S2)=C1.Cl.Cl
InChi Code
InChI=1S/C20H23FN4OS.2ClH/c1-12-10-13(20-25-17-11-14(21)6-8-18(17)27-20)5-7-16(12)24-19(26)15(23)4-2-3-9-22;;/h5-8,10-11,15H,2-4,9,22-23H2,1H3,(H,24,26);2*1H/t15-;;/m0../s1
InChi Key
QZSMNTOCJVVFEU-CKUXDGONSA-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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    5 mg

    $107

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    10 mg

    $203

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    50 mg

    $845

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    Cayman Chemical
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    Product Description

    Phortress is a lysyl amide prodrug of the benzothiazole 5-fluoro 203 (Item No. 17677), a high affinity AhR ligand that elicits antitumor activity by inducing transcription of CYP1A1, which leads to the formation of DNA adducts and cell cycle arrest.1,2 Phortress rapidly reverts to 5-fluoro 203 in carcinoma cell lines, resulting in significant growth inhibition at nanomolar concentrations.2 At 20 mg/kg, phortress can suppress the growth of breast and ovarian xenografts in vivo.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Bradshaw, T.D., Chua, M.S., Browne, H.L., et al. In vitro evaluation of amino acid prodrugs of novel antitumour 2-(4-amino-3-methylphenyl)benzothiazoles. Br. J. Cancer 86, 1348-1354 (2002).

    2. Bradshaw, T.D., and Westwell, A.D. The development of the antitumour benzothiazole prodrug, Phortress, as a clinical candidate. Curr. Med. Chem. 11, 1241-1253 (2004).