Issue 31, 2010
From the journal:

Chemical Communications

Nitrogen-bound diazeniumdiolated amidines†

Debanjan Biswas,*a   Jeffrey R. Deschamps,b   Larry K. Keefera  and  Joseph A. Hrabie*c  

* Corresponding authors

a Chemistry Section, Laboratory of Comparative Carcinogenesis, National Cancer Institute at Frederick, Frederick, USA
E-mail: biswasd@mail.nih.gov
Fax: +1 301-846-5946
Tel: +1 301-846-5421

b Center for Biomolecular Science and Engineering, Naval Research Laboratory, Washington, USA

c Basic Science Program, SAIC-Frederick Inc., National Cancer Institute at Frederick, Frederick, USA
E-mail: hrabiej@mail.nih.gov
Fax: +1 301-846-5946
Tel: +1 301-846-7184

Abstract

In contrast to amidines bearing ionizable α-CH bonds, which react with nitric oxide (NO) to add diazeniumdiolate groups at their α-carbons, benzamidine forms an N-bound diazeniumdiolate that can be further derivatized at the other amidine nitrogen and/or the terminal oxygen to form caged NO compounds as potential NO prodrugs.

Graphical abstract: Nitrogen-bound diazeniumdiolated amidines

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Article information

DOI
https://doi.org/10.1039/C0CC00849D
Article type
Communication
Submitted
09 Apr 2010
Accepted
14 May 2010
First published
30 Jun 2010

Chem. Commun., 2010,46, 5799-5801

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Nitrogen-bound diazeniumdiolated amidines

D. Biswas, J. R. Deschamps, L. K. Keefer and J. A. Hrabie, Chem. Commun., 2010, 46, 5799 DOI: 10.1039/C0CC00849D

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