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= 6-Aminonicotinamide =

History
6-aminonicotinamide was first described in 1955 to be very toxic to rabbits. The first signs after giving 6-AN was the loss of control of the hind legs. In a later experiment it was described that a dose of 8 mg/kg causes incoordination of the hind legs within 24 hours and on the second day paralysis was present. Of the 47 rats that were tested, 37 died within 11 days of which the most on the second and third day after injection.

Structure and reactivity
6-Aminonicotinamide (6-AN) is an antimetabolite of nicotinamide (Vitamin B3) (Medvetz et al., 2015). This means that it is an analog of a naturally occurring chemical and interferes with the use of a metabolite and thus metabolic routes. In the case of 6-AN, it is an analogue of nicotinamide and is often used to inhibit the NADPH-producing pentose phosphate pathway (PPP) in cellular systems and is necessary for a working nervous system.

6-Aminonicotinamide (6-AN) is a monocarboxylic acid amide. It consist of a pyridine ring with a nitrogen at the first position, amide at the fourth position and an aminogroup at the 6th position of the ring (figure 1).

Figure 1 | 2D structure of 6-aminonicotinamide.