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Caffeine Impurity 6(Caffeine EP Impurity F)

1,7-dimethylxanthine

CAS: 611-59-6

Molecular Formula: C7H8N4O2

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Caffeine Impurity 6(Caffeine EP Impurity F) - Names and Identifiers

Name 1,7-dimethylxanthine
Synonyms 1,7-dimethylxanthine
Caffeine Impurity F(EP)
1,7-dimethyl-3H-purine-2,6-dione
1,7-Dimethylxanthine-[2H6] (para-xanthine)
Caffeine Impurity 6(Caffeine EP Impurity F)
1,7-Dimethylxanthine-[13C4,15N3] (para-xanthine)
1,7-Dimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
1,7-Dimethyl-1H-purine-2,6-dione, 2,6-Dihydroxy-1,7-dimethylpurine, Paraxanthine
1,7-Dimethyl-1H-purine-2,6-dione, 1,7-Dimethylxanthine, 2,6-Dihydroxy-1,7-dimethylpurine, Paraxanthine
CAS 611-59-6
EINECS 210-271-9
InChI InChI=1/C7H8N4O2/c1-10-3-8-5-4(10)6(12)11(2)7(13)9-5/h3H,1-2H3,(H,9,13)

Caffeine Impurity 6(Caffeine EP Impurity F) - Physico-chemical Properties

Molecular FormulaC7H8N4O2
Molar Mass180.16
Density1.3640 (rough estimate)
Melting Point294-296 °C (lit.)
Boling Point312.97°C (rough estimate)
Flash Point9℃
Solubility ethanol: 0.6mg/mL
Appearancesolid
Colorwhite
BRN197907
pKapKa 8.5 (Uncertain)
Storage Conditionroom temp
StabilityStore tightly sealed at RT
Refractive Index1.6700 (estimate)
In vitro study When Paraxanthine (PX) is applied to the cultures for a prolonged period, the number of TH +neurons is augmented in a dose-dependent manner. The effect of Paraxanthine, already significant at 100 μM, increases gradually and remains optimal between 800 and 1000 μM, at 10 DIV. Counts of TH +neurons performs at different stages of maturation of the cultures indicate that Paraxanthine most likely prevents DA cell loss. GDNF, a prototypical trophic factor for DA neurons, is only slightly more effective than 800 μM Paraxanthine in rescuing DA neurons after 10 and 16 DIV when used at an optimal concentration of 20 ng/mL. About 80% of caffeine is N3-demethylated to form Paraxanthine, Unlike Paraxanthine, caffeine is poorly effective in protecting DA neurons from death For example, at a concentration of 800 μM, caffeine produces only a modest 40% increase in the number of TH + cells at 10 DIV, whereas the same concentration of Paraxanthine optimally promotes DA cell survival (169% increase).

Caffeine Impurity 6(Caffeine EP Impurity F) - Risk and Safety

Risk CodesR22 - Harmful if swallowed
R39/23/24/25 -
R23/24/25 - Toxic by inhalation, in contact with skin and if swallowed.
R11 - Highly Flammable
Safety DescriptionS22 - Do not breathe dust.
S24/25 - Avoid contact with skin and eyes.
S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37 - Wear suitable protective clothing and gloves.
S16 - Keep away from sources of ignition.
S7 - Keep container tightly closed.
UN IDsUN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany3
RTECSRV9380000
Toxicitymmo-esc 150 mg/L CSHSAZ 16,337,52

Caffeine Impurity 6(Caffeine EP Impurity F) - Reference Information

EPA chemical substance information information provided by: ofmpeb.epa.gov (external link)
biological activity Paraxanthine, a metabolite of caffeine, inhibits dopaminergic cell death by stimulating Ryanodine receptor channels.
Last Update:2024-04-09 21:01:54
Caffeine Impurity 6(Caffeine EP Impurity F)
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View History
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