Synthesizing Diazeniumdiolates from Primary Amines as Nitroxyl Donors

Presenter Information

Adam Makhlouf, College of DuPage

Location

Library 2025

Event Type

Poster

Start Date

12-5-2025 8:25 PM

End Date

12-5-2025 9:05 PM

Description

The use of Nitroxyl (HNO) donors has been shown to have a multitude of pharmaceutical and medicinal uses, ranging from slowing tumor growth to treatment of alcoholism. Primary amine based diazeniumdiolates, also known as NONOates, are extensively used in biochemical, physiological and pharmacological studies due to their ability to slowly release Nitroxyl (HNO.). While their counterpart, secondary amine based diazeniumdiolates can slowly release nitric oxide (NO). Herein, we report the synthesis, characterization and chemical properties of several primary amine-based diazeniumdiolates. These compounds extend the range of known diazeniumdiolate-based HNO donors. For our study, the primary amines we used were: Isopropylamine, Cyclopentylamine and 4-methylcyclohexylamine.

Faculty Sponsor: Cory DiCarlo

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Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 3.0 License.

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May 12th, 8:25 PM May 12th, 9:05 PM

Synthesizing Diazeniumdiolates from Primary Amines as Nitroxyl Donors

Library 2025

The use of Nitroxyl (HNO) donors has been shown to have a multitude of pharmaceutical and medicinal uses, ranging from slowing tumor growth to treatment of alcoholism. Primary amine based diazeniumdiolates, also known as NONOates, are extensively used in biochemical, physiological and pharmacological studies due to their ability to slowly release Nitroxyl (HNO.). While their counterpart, secondary amine based diazeniumdiolates can slowly release nitric oxide (NO). Herein, we report the synthesis, characterization and chemical properties of several primary amine-based diazeniumdiolates. These compounds extend the range of known diazeniumdiolate-based HNO donors. For our study, the primary amines we used were: Isopropylamine, Cyclopentylamine and 4-methylcyclohexylamine.

Faculty Sponsor: Cory DiCarlo