digplanet beta 1: Athena
Share digplanet:


Applied sciences






















Ball and stick model of nitroxyl
IUPAC name
Systematic IUPAC name
Oxidanimine[citation needed]
Other names
Hydrogen oxonitrate(I)

Nitronous oxide

Nitrosyl hydride
ChEMBL ChEMBL1200689 YesY
ChemSpider 920 YesY
Jmol interactive 3D Image
MeSH Nitroxyl
PubChem 945
Molar mass 31.01 g·mol−1
log P 0.74
33.88 J K−1 mol−1
220.91 J K−1 mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Nitroxyl (common name) or azanone (IUPAC name)[1] is the chemical compound HNO. It is well known in the gas phase.[2] In aqueous solution it acts as an acid with the conjugate base NO, (pKa = 11.4).[3] NO is the reduced form of nitric oxide (NO) and is isoelectronic with dioxygen. Nitroxyl can be formed as a reaction intermediate.
Nitroxyl is very reactive towards nucleophiles (especially thiols) and quickly dimerizes to hyponitrous acid, H2N2O2, which is then dehydrated to nitrous oxide N2O. Therefore, HNO is generally prepared in situ for example with the compounds such as Angeli’s salt (Na2N2O3) and Piloty’s acid (PhSO2NHOH) when it is needed.

Nitroxyl donors, known as nitroso compounds, show potential in the treatment of heart failure and ongoing research is focused on finding new molecules for this task. In one study [4] such donor is prepared by organic oxidation of cyclohexanone oxime with lead tetraacetate to form 1-nitrosocyclohexyl acetate:

Nitrosocyclohexyl acetate

This compound can be hydrolyzed under basic conditions in a phosphate buffer to HNO, acetic acid and cyclohexanone.

Other studies that have been conducted on HNO precursors include those from Nagasawa et al.[5] in which Piloty's acid is derivatized and produces HNO upon thermal decomposition. Other notable studies on the production of HNO come from Toscano et al.[6] in which cycloadducts of acyl nitroso species (which are known to decompose via hydrolysis to HNO and acyl acid) are synthesized. Upon photolysis these compounds release the acyl nitroso species which then further decomposes.


  1. ^ Nitroxyl (azanone) trapping by metalloporphyrinsDoctorovich, F., Bikiel, D., Pellegrino, J., Suárez, S.A., Larsen, A., Martí, M.A.2011Coordination Chemistry Reviews255(23–24), pp. 2764–2784
  2. ^ Greenwood, Norman N.; Earnshaw, Alan (1997). Chemistry of the Elements (2nd ed.). Butterworth-Heinemann. ISBN 0-08-037941-9. 
  3. ^ Egon Wiberg, Arnold Frederick Holleman (2001) Inorganic Chemistry, Elsevier ISBN 0-12-352651-5
  4. ^ Hydrolysis of Acyloxy Nitroso Compounds Yields Nitroxyl (HNO) Xin Sha, T. Scott Isbell, Rakesh P. Patel, Cynthia S. Day, and S. Bruce King J. Am. Chem. Soc.; 2006; 128(30) pp 9687 - 9692; (Article) doi: 10.1021/ja062365a
  5. ^ Prodrugs of Nitroxyl as Potential Aldehyde Dehydrogenase Inhibitors vis-a-vis Vascular Smooth Muscle Relaxants Nagasawa, H. T.; Kawle, S. P.; Elberling, J. A.; DeMaster, E. G.; Fukuto, J. M. J. Med. Chem., 38, 1865-1871. doi:10.1021/jm00011a005
  6. ^ Cohen, A. D.; Zeng, B.-B.; King, S. B.; Toscano, J. P. J. Am. Chem. Soc. 2003, 125, 1444-1445.doi:10.1021/ja028978e

Original courtesy of Wikipedia: http://en.wikipedia.org/wiki/Nitroxyl — Please support Wikipedia.
This page uses Creative Commons Licensed content from Wikipedia. A portion of the proceeds from advertising on Digplanet goes to supporting Wikipedia.
127 videos foundNext > 

Nitric Oxide Benefits

http://www.nitrosolution.com/ Nitric oxide supplements naturally and effectively lower blood pressure. Nitric oxide dilates blood vessel walls to increase blood ...

How to Pronounce Nitroxyl

What does nitroxyl mean

What does nitroxyl mean in English?


Nitroxyl Meaning

Video shows what nitroxyl means. Aminoxyl.. Nitroxyl Meaning. How to pronounce, definition audio dictionary. How to say nitroxyl. Powered by MaryTTS ...

Nitroxyl Top #10 Facts

Nitric Oxide Supplement Truth

THE BODY TRANSFORMATION BLUEPRINT - http://www.BodyTransformationTruth.com ▻ 1-ON-1 FITNESS COACHING - http://www.


Nitroxyl Nitroxyl (common name) or azanone (IUPAC name) is the chemical compound HNO.It is well known in the gas phase.

How to Pronounce Nitroxyl

This video shows you how to pronounce Nitroxyl.

How to Lower Blood Pressure Naturally

http://www.nitrosolution.com/ lNitric oxide supplements increase circulation by relaxing blood vessel walls. This then lowers blood pressure to prevent hardening ...

127 videos foundNext > 

105 news items

Ärzte Zeitung
Wed, 04 Nov 2015 04:46:09 -0800

Cardioxyl ist den Angaben zufolge auf die Entwicklung neuer Herzmedikamente spezialisiert, eine Kernkompetenz seien Therapieansätze mit Nitroxyl. Der Wirkstoff werde unter dem Arbeitsnamen CXL-1427 aktuell unter anderem in einer Phase-II-Studie ...

Junior College

Business Wire (press release)
Mon, 02 Nov 2015 03:48:45 -0800

CXL-1427 releases nitroxyl, a molecule that has demonstrated beneficial effects on heart muscle and vascular function. Pre-clinical and early clinical data indicate that CXL-1427 improves how the heart muscle contracts and relaxes without increasing ...

PR Newswire (press release)

PR Newswire (press release)
Wed, 18 Sep 2013 11:43:26 -0700

18, 2013 /PRNewswire-iReach/ -- Nitro Solution, a website that offers high quality and all-natural nitric oxide supplements, has just launched its brand new and user-friendly site. In addition to featuring the safe and innovative supplement called ...


Wed, 15 Jul 2015 17:45:00 -0700

A team of chemists from the University of Wisconsin-Madison has introduced a new fuel cell catalyst approach that uses a molecular catalyst system instead of solid catalysts. Credit: Stahl Group/University of Wisconsin-Madison. In the quest for better ...


Sun, 13 Dec 2015 16:00:00 -0800

In November Pfizer at long last found a willing acquisition target that may provide the tax inversion it has been desperate to achieve since its first bid for AstraZeneca made in January last year. The $160bn takeover of Allergan will create the ...
Business Wire (press release)
Tue, 08 Dec 2015 13:11:15 -0800

NEW YORK--(BUSINESS WIRE)--Bristol-Myers Squibb Company (NYSE: BMY) today announced that it has completed the previously announced planned acquisition of Cardioxyl Pharmaceuticals, Inc. The transaction includes full rights to Cardioxyl's lead ...
MedPage Today
Mon, 02 Nov 2015 06:45:28 -0800

Bristol-Myers Squibb is buying Cardioxyl Pharmaceuticals, maker of a promising nitroxyl-donor drug that's now in phase II trials for heart failure. Medical care for children is often limited by the lack of right-sized medical devices for pediatric ...

BioPharma Dive

BioPharma Dive
Wed, 04 Nov 2015 07:11:15 -0800

Bristol-Myers Squibb (BMS) is acquiring biotech company Cardioxyl for $2 billion. The point of the acquisition is to strengthen BMS' heart failure pipeline. The lead candidate is CXL-1427, a novel nitroxyl donor (prodrug) in phase 2 development for ...

Oops, we seem to be having trouble contacting Twitter

Support Wikipedia

A portion of the proceeds from advertising on Digplanet goes to supporting Wikipedia. Please add your support for Wikipedia!

Searchlight Group

Digplanet also receives support from Searchlight Group. Visit Searchlight