FAPy-adenine

Names

[ Name ]:
FAPy-adenine

[Synonym ]:
Fapyade
FAPy
3H-Pyrazol-3-one, 2,4-dihydro-2-(4-nitrophenyl)-5-phenyl-
N-(4,6-diaminopyrimidin-5-yl)formamide
4,6-Diamino-5-formamidopyrimidine
4,6-Diamino-5-N-formamidopyrimidine
2-(4-Nitrophenyl)-5-phenyl-2,4-dihydro-3H-pyrazol-3-one
4,6-Diamino-5-pyrimidinylformamide

Biological Activity

[Description]:

FAPy-adenine is an oxidized DNA base. Fapy-adenine shows an increased trend levels in the Alzheimer's disease brain. Oxidized nucleosides are biochemical markers for tumors, aging, and neurodegenerative diseases[1][2][3].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Neurological Disease

[Target]

Human Endogenous Metabolite

[In Vitro]

In the absence of the external field the FAPy-adenine is able to form pairs with all four canonical nucleic acid bases. In contrast, in the presence of the external field the mispairing abilities of FAPy-adenine become insignificant since the most stable dimers are formed with thymine[1].

[In Vivo]

The nuclear DNA damage by oxygen-derived radicals is increased in Alzheimer's disease and support the concept that the brain is under increased oxidative stress in Alzheimer's disease[1].

[References]

[1]. Gabbita SP, et al. Increased nuclear DNA oxidation in the brain in Alzheimer's disease.

[2]. Cysewski P, et al. Theoretical description of the coding potential of diamino-5-formamidopyrimidines. Z Naturforsch C J Biosci. 1999 Mar-Apr;54(3-4):239-45.

[3]. Lee SH, et al. A rapid and sensitive method for quantitation of nucleosides in human urine using liquid chromatography/mass spectrometry with direct urine injection. Rapid Commun Mass Spectrom. 2004;18(9):973-7.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
464.7±47.0 °C at 760 mmHg

[ Molecular Formula ]:
C₅H₇N₅O

[ Molecular Weight ]:
281.266

[ Flash Point ]:
234.8±29.3 °C

[ Exact Mass ]:
281.080048

[ PSA ]:
106.92000

[ LogP ]:
1.92

[ Vapour Pressure ]:
0.0±1.1 mmHg at 25°C

[ Index of Refraction ]:
1.674

Safety Information

[ HS Code ]:
2933599090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933599090

[ Summary ]:
2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%