14897-67-7Relevant articles and documents
NO donors. Part 16: Investigations on structure-activity relationships of organic mononitrates reveal 2-nitrooxyethylammoniumnitrate as a high potent vasodilator
Koenig, Andreas,Roegler, Carolin,Lange, Kathrin,Daiber, Andreas,Glusa, Erika,Lehmann, Jochen
, p. 5881 - 5885 (2007)
The vasoactive properties of 14 organic mononitrates were investigated in vitro using PGF2α-precontracted porcine pulmonary arteries. A surprisingly wide range of vasorelaxant potencies was observed (pD2: 3.36-7.50). Activities showed to be highly sensitive to the molecular structure and the substituents at the molecular carrier of the nitrate group. A correlation between lipophilicity and vasorelaxant potency could not be recognized. 2-Nitrooxyethylammoniumnitrate (1) was found to be slightly superior to the high potency trinitrate GTN.
Nitration of styrenes using 2-methyl-5-trinitromethyltetrazole
M. A. Abdel'rakhim,Tyrkov
, p. 1111 - 1113 (2012)
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Enantioselective Addition of α-Nitroesters to Alkynes
Davison, Ryan T.,Parker, Patrick D.,Hou, Xintong,Chung, Crystal P.,Augustine, Sara A.,Dong, Vy M.
supporting information, p. 4599 - 4603 (2021/01/18)
By using Rh–H catalysis, we couple α-nitroesters and alkynes to prepare α-amino-acid precursors. This atom-economical strategy generates two contiguous stereocenters, with high enantio- and diastereocontrol. In this transformation, the alkyne undergoes isomerization to generate a RhIII–π-allyl electrophile, which is trapped by an α-nitroester nucleophile. A subsequent reduction with In powder transforms the allylic α-nitroesters to the corresponding α,α-disubstituted α-amino esters.
Asymmetric Michael addition of α-nitro-ketones using catalytic peptides
Linton, Brian R.,Reutershan, Michael H.,Aderman, Christopher M.,Richardson, Elizabeth A.,Brownell, Kristen R.,Ashley, Charles W.,Evans, Catherine A.,Miller, Scott J.
, p. 1993 - 1997 (2007/10/03)
Peptide-based catalysts have been developed that promote the asymmetric Michael addition of nitroalkanes. The most effective peptides contain a β-turn structural element as well as a basic histidine and an arylsulfonamide-protected arginine. Excellent yields with enantioselectivities of up to 74% ee have been observed.