Feprosidnine

Drugbox
IUPAC_name = 5-Imino-3-(1-phenylpropan-2-yl)-5"H"-1,2,3-oxadiazol-3-ium-2-ide


width= 200
CAS_number= 3441-64-3
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PubChem= 72088
DrugBank=
C=11 | H=13 | N=3 | O=1
molecular_weight = 203.24 g/mol
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Feprosidnine (Sydnophen) is a stimulant drug which was developed in the USSR in the 1970s. [Veksler IG, Riabukha VN, Balitskiĭ KP, Al'tshuler RA, Mashkovskiĭ MD. Immunostimulating and antitumor action of psychotropic preparations of the sydnonimine series. (Russian) "Farmakologiia i Toksikologiia". 1980 May-Jun;43(3):349-52.] [Koniaeva EI, Beketov AI. Effect of caffeine and sidnofen on the blood supply of the brain, kidneys and hindlimbs during antiorthostatism. (Russian) "Farmakologiia i Toksikologiia" 1987 May-Jun;50(3):39-42.] It is structurally related to another Russian drug mesocarb but unlike mesocarb it has not been developed for medical use in humans.

Sydnophen has multiple mechanisms of action, the relative importance of which has not been clearly established. Effects on the body include cholinergic, [Samonina GE, Mandriko EV. Peripheral cholinolytic action--one of the effects of sidnofen. (Russian) "Biulleten Eksperimental'noi Biologii i Meditsiny". 1989 Apr;107(4):449-51.] adrenergic, [Babskaia NE. Sidnofen-dependent pre- and postsynaptic activation of peripheral adrenergic transmission. (Russian) "Eksperimental'naia i Klinicheskaia Farmakologiia". 1992 Sep-Oct;55(5):21-5.] opioid [D'iakonova TL, Samonina GE. The naloxone-dependent effects of the psychostimulant sidnofen: a study on identified neurons of the snail. (Russian) "Zhurnal Vysshei Nervnoi Deiatelnosti Imeni I P Pavlova". 1994 Jul-Oct;44(4-5):786-95.] and nitric oxide donating [Arzamastsev AP, Severina IS, Grigor'ev NB, Granik VG. Exogenous donors of nitric oxide and inhibitors of NO-synthase (chemical aspects). (Russian). "Vestnik Rossiiskoi Akademii Meditsinskikh Nauk". 2003;(12):88-95.] actions, all of which may contribute to its pharmacological effects to some extent.

Chemistry

Feprosidnine is a mesoionic sydnone imine.

References