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

Piloty’s Acid

Cayman Chemical Item Number 10006995

Benzenesulphonydroxamic acid (CAS 599-71-3)

Piloty's Acid (CAS 599-71-3)

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Description

Nitric Oxide (NO) is a free radical gas that is involved in a variety of biological processes including regulation vascular tone, neuronal signaling, and host defense.1,2 Nitroxyl (HNO) is the one electron reduced form of nitric oxide. Piloty’s acid is one of the best known and most widely used HNO donors. Under basic conditions Piloty’s acid decomposes to HNO and benzenesulfinate anion. The rate of HNO release at pH 7 is very slow (t1/2 = 5500 minutes) making its use most effective above pH 8.0. The half-life of Piloty’s acid decreases with an increase in pH to 561, 90, and 33 minutes at pH 8.0, 9.0, and 10.0, respectively.3 Piloty’s acid also inhibits yeast aldehyde dehydrogenase with an IC50 or 48 µM.4

1 Beckman, J.S., and Koppenol, W.H. Nitric oxide, superoxide, and peroxynitrite: The good, the bad, and the ugly. Am J Physiol 271 C1424-C1437 (1996).

2 Bredt, D.S., and Snyder, S.H. Nitric oxide: A physiologic messenger molecule. Annu Rev Biochem 63 175-195 (1994).

3 hughes, M.N., and Cammack, R. Synthesis, chemistry, and application of nitroxyl ion releasers sodium trioxodinitrate or Angeli’s Salt and Piloty’s Acid. Methods Enzymol 301 279-287 (1999).

4 Nagasawa, H.T., Kawle, S.P., Elberling, J.A., et al. Prodrugs of nitroxyl as potential aldehyde dehydrogenase inhibitors vis-à-vis vascular smooth muscle relaxants. J Med Chem 38 1865-1871 (1995).

Synonyms
  • Benzenesulphonydroxamic acid
Formal Name N-​hydroxy-​benzenesulfonamide
CAS Number 599-71-3
Molecular Formula C6H7NO3S
Formula Weight 173.2
Formulation A crystalline solid
Purity >98%
λmax 219 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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ON([H]​)​S(C1=CC=CC=C1)​(=O)​=O

Background Reading

Bredt, D.S., and Snyder, S.H. Nitric oxide: A physiologic messenger molecule. Annu Rev Biochem 63 175-195 (1994).

hughes, M.N., and Cammack, R. Synthesis, chemistry, and application of nitroxyl ion releasers sodium trioxodinitrate or Angeli’s Salt and Piloty’s Acid. Methods Enzymol 301 279-287 (1999).

Beckman, J.S., and Koppenol, W.H. Nitric oxide, superoxide, and peroxynitrite: The good, the bad, and the ugly. Am J Physiol 271 C1424-C1437 (1996).

Nagasawa, H.T., Kawle, S.P., Elberling, J.A., et al. Prodrugs of nitroxyl as potential aldehyde dehydrogenase inhibitors vis-à-vis vascular smooth muscle relaxants. J Med Chem 38 1865-1871 (1995).

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Piloty's Acid is available in the following screening library:

Size Price Quantity Subtotal
500 mg $8.00 $0.00
1 g $15.00 $0.00
5 g $64.00 $0.00
10 g $112.00 $0.00
Bulk Contact
Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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

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Warning This product is not for human or veterinary use.

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Angeli’s Salt

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