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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

6-Aminonicotinamide

Cayman Chemical Item Number 10009315

6-AN; NSC 21206; SR 4388 (CAS 329-89-5)

6-Aminonicotinamide (CAS 329-89-5)

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Description

6-Aminonicotinamide (6-AN) is a well-established inhibitor of the NADP+-dependent enzyme, 6-phosphogluconate dehydrogenase (Ki = 0.46 μM).1 Through this action, 6-AN interferes with glycolysis, resulting in ATP depletion and synergizes with DNA-crosslinking chemotherapy drugs, like cisplatin, in killing cancer cells (IC50 = 0.5 mM).2,3 6-AN also reduces cardiovascular oxidative injury following ischemia/reperfusion.4 In addition, 6-AN causes glial neurodegeneration.5

1 Lange, K., and Proft, E.R. Inhibition of the 6-phosphogluconate dehydrogenase in the rat kidney by 6-aminonicotinamide. Naunyn Schmiedebergs Arch Pharmacol 267 177-180 (1970).

2 Street, J.C., Alfieri, A.A., and Koutcher, J.A. Quantitation of metabolic and radiobiological effects of 6-aminonicotinamide in RIF-1 tumor cells in vitro. Cancer Res 57 3956-3962 (1997).

3 Belfi, C.A., Chatterjee, S., Gosky, D.M., et al. Increased sensitivity of human colon cancer cells to DNA cross-linking agents after GRP78 up-regulation. Biochem Biophys Res Commun 257 361-368 (1999).

4 Zuurbier, C.J., Eerbeek, O., Goedhart, P.T., et al. Inhibition of the pentose phosphate pathway decreases ischemia-reperfusion-induced creatine kinase release in the heart. Cardiovasc Res 62 145-153 (2004).

5 Penkowa, M., Quintana, A., Carrasco, J., et al. Metallothionein prevents nuerodegeneration and central nervous system cell death after treatment with gliotoxin 6-aminonicotinamide. J Neurosci Res 77 35-53 (2004).

Synonyms
  • 6-AN
  • NSC 21206
  • SR 4388
Formal Name 6-​amino-​3-​pyridinecarboxamide
CAS Number 329-89-5
Molecular Formula C6H7N3O
Formula Weight 137.1
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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Nc1ccc(cn1)​C(=O)​N

Background Reading

Lange, K., and Proft, E.R. Inhibition of the 6-phosphogluconate dehydrogenase in the rat kidney by 6-aminonicotinamide. Naunyn Schmiedebergs Arch Pharmacol 267 177-180 (1970).

Street, J.C., Alfieri, A.A., and Koutcher, J.A. Quantitation of metabolic and radiobiological effects of 6-aminonicotinamide in RIF-1 tumor cells in vitro. Cancer Res 57 3956-3962 (1997).

Belfi, C.A., Chatterjee, S., Gosky, D.M., et al. Increased sensitivity of human colon cancer cells to DNA cross-linking agents after GRP78 up-regulation. Biochem Biophys Res Commun 257 361-368 (1999).

Zuurbier, C.J., Eerbeek, O., Goedhart, P.T., et al. Inhibition of the pentose phosphate pathway decreases ischemia-reperfusion-induced creatine kinase release in the heart. Cardiovasc Res 62 145-153 (2004).

Penkowa, M., Quintana, A., Carrasco, J., et al. Metallothionein prevents nuerodegeneration and central nervous system cell death after treatment with gliotoxin 6-aminonicotinamide. J Neurosci Res 77 35-53 (2004).

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Size Price Quantity Subtotal
100 mg $10.00 $0.00
250 mg $24.00 $0.00
500 mg $45.00 $0.00
1 g $80.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-12. Prices are subject to change without notice.

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