Inhibitor of 6-phosphogluconate dehydrogenase
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6-Aminonicotinamide

Item No. 10009315

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6-amino-3-pyridinecarboxamide
CAS Number
329-89-5
Synonyms
  • 6-AN
  • NSC 21206
  • SR 4388
Molecular Formula
C6H7N3O
Formula Weight
137.1
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMF:PBS (pH 7.2) (1:2): 0.3 mg/mlDMSO: 1 mg/ml
λmax
269 nm
SMILES
Nc1ccc(cn1)C(=O)N
InChi Code
InChI=1S/C6H7N3O/c7-5-2-1-4(3-9-5)6(8)10/h1-3H,(H2,7,9)(H2,8,10)
InChi Key
ZLWYEPMDOUQDBW-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

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    1 g

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    Cayman Chemical
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    Product 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

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    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(2), 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(18), 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(2), 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(1), 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(1), 35-53 (2004).

    Product Citations

    Kremer, D.M., Nelson, B.S., Lin, L., et al. GOT1 inhibition primes pancreatic cancer for ferroptosis through the autophagic release of labile iron. bioRxiv (2020).

    Champion, C.J., and Xu, J. Redox state affects fecundity and insecticide susceptibility in Anopheles gambiae. Sci. Rep. 8(13054), (2018).