Phortress

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Cat.No. 4995 - Phortress | C20H23FN4OS.2HCl | CAS No. 328087-38-3
Description: Prodrug of the antitumor agent 5F 203
Chemical Name: (2S)-2,6-Diamino-N-[4-(5-fluoro-2-benzothiazolyl)-2-methylphenyl]hexanamide dihydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations
Literature

Biological Activity

Prodrug of the antitumor agent 5F 203, which acts via binding to aryl hydrocarbon receptors. Induces expression of CYP1A1 and generates adducts in the DNA of sensitive MCF7 and IGROV-1 cells.

Technical Data

M. Wt 459.41
Formula C20H23FN4OS.2HCl
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 328087-38-3
PubChem ID 9804228
InChI Key QZSMNTOCJVVFEU-CKUXDGONSA-N
Smiles FC1=CC=C2C(N=C(C3=CC=C(NC([C@H](CCCCN)N)=O)C(C)=C3)S2)=C1.Cl.Cl

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

SolubilitySoluble to 100 mM in DMSO

Preparing Stock Solutions

The following data is based on the product molecular weight 459.41. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.18 mL 10.88 mL 21.77 mL
5 mM 0.44 mL 2.18 mL 4.35 mL
10 mM 0.22 mL 1.09 mL 2.18 mL
50 mM 0.04 mL 0.22 mL 0.44 mL

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Product Datasheets

Safety Datasheet

References

References are publications that support the products' biological activity.

Leong et al (2003) Antitumour 2-(4-aminophenyl)benzothiazoles generate DNA adducts in sensitive tumour cells in vitro and in vivo. Br.J.Cancer 88 470 PMID: 12569393

Leong et al (2004) In vitro, in vivo and in silico analyses of the antitumor activity of 2(-4-amino-3-methylphenyl)-5-fluorobenzothiazoles. Mol.Cancer Ther. 3 1565 PMID: 15634650

Trapani et al (2003) DNA damage and cell cycle arrest induced by 2-(4-amino-3-methylphenyl)-5-fluorobenzothiazole (5F 203, NSC 703786) is attenuated by aryl hydrocarbon receptor deficient MCF-7 cells. Br.J.Cancer 88 599 PMID: 12592376

Bradshaw and Westwell (2004) The development of the antitumour benzothiazole prodrug, phortress, as a clinical candidate. Curr.Med.Chem. 11 1241 PMID: 15078163


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View Related Products by Target

Keywords: antitumor antitumour cytotoxic prodrug aryl hydrocarbon receptors AhRs Aryl Hydrocarbon Receptors

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Nuclear Receptors

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