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Description: Ribonucleotide reductase inhibitor; also an iron chelator
Alternative Names: 3-aminopyridine-2-carboxaldehyde thiosemicarbazone
Chemical Name: 2-[(3-Amino-2-pyridinyl)methylene]hydrazinecarbothioamide
Purity: ≥98% (HPLC)
Biological Activity for 3-AP
3-AP is a ribonucleotide reductase inhibitor. Also an iron chelator. Inhibits leukemia cell growth and acts in synergy with cisplatin (Cat. No.2251). Active in vivo.
Technical Data for 3-AP
| M. Wt | 195.24 |
| Formula | C7H9N5S |
| Storage | Store at +4°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 143621-35-6 |
| PubChem ID | 9571836 |
| InChI Key | XMYKNCNAZKMVQN-NYYWCZLTSA-N |
| Smiles | NC(N/N=C/C1=C(C=CC=N1)N)=S |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for 3-AP
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 19.52 | 100 |
Preparing Stock Solutions for 3-AP
The following data is based on the product molecular weight 195.24. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 5.12 mL | 25.61 mL | 51.22 mL |
| 5 mM | 1.02 mL | 5.12 mL | 10.24 mL |
| 10 mM | 0.51 mL | 2.56 mL | 5.12 mL |
| 50 mM | 0.1 mL | 0.51 mL | 1.02 mL |
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Product Datasheets for 3-AP
References for 3-AP
References are publications that support the biological activity of the product.
Arid et al (2015) Nucleotide metabolism, oncogene-induced senescence and cancer. Cancer Letters 356 204 PMID: 24486217
Finch et al (1999) Triapine (3-aminopyridine-2-carboxaldehyde thiosemicarbazone; 3-AP): an inhibitor of ribonucleotide reductase with antineoplastic activity. Adv.Enzyme Regul. 39 3 PMID: 10470363
Liu et al (1992) Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone. J.Med.Chem. 35 3672 PMID: 1433178
If you know of a relevant reference for 3-AP, please let us know.
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Keywords: 3-AP, 3-AP supplier, Ribonucleotide, reductase, inhibitors, inhibits, chelator, leukemia, cisplatin, active, in, vivo, 3-aminopyridine-2-carboxaldehyde, thiosemicarbazone, Reductase, DNA,, RNA, and, Protein, Synthesis, Biochemicals, Molecular, Biology, 5962, Tocris Bioscience
1 Citation for 3-AP
Citations are publications that use Tocris products. Selected citations for 3-AP include:
Chitambar et al (2013) Iron-targeting antitumor activity of gal. compounds and novel insights into triapine(®)-metal complexes. Antioxid.Redox Signal. 18 956 PMID: 22900955
Do you know of a great paper that uses 3-AP from Tocris? Please let us know.
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