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Paraxanthine

Catalog No. T4973   CAS 611-59-6
Synonyms: 1,7-DIMETHYLXANTHINE

Paraxanthine (1,7-dimethylxanthine) is a metabolite of caffeine (sc-202514) which functions as an adenosine receptor ligand and a PARP-1 inhibitor in pulmonary epithelial cells. Studies suggest that Paraxanthine is structurally similar to caffeine and possibly mediates the physiological effects of caffeine. Also Paraxanthine acts as a competitive phosphodiesterase inhibitor, which increases intracellular cAMP, activates PKA, inhibits TNF-α and leukotriene synthesis. In addition, Paraxanthine acts as a Na+/K+ ATPase enzymatic effector.

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Paraxanthine Chemical Structure
Paraxanthine, CAS 611-59-6
Pack Size Availability Price/USD Quantity
25 mg In stock $ 57.00
50 mg In stock $ 85.00
100 mg In stock $ 121.00
200 mg In stock $ 179.00
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Purity: 99.99%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Paraxanthine (1,7-dimethylxanthine) is a metabolite of caffeine (sc-202514) which functions as an adenosine receptor ligand and a PARP-1 inhibitor in pulmonary epithelial cells. Studies suggest that Paraxanthine is structurally similar to caffeine and possibly mediates the physiological effects of caffeine. Also Paraxanthine acts as a competitive phosphodiesterase inhibitor, which increases intracellular cAMP, activates PKA, inhibits TNF-α and leukotriene synthesis. In addition, Paraxanthine acts as a Na+/K+ ATPase enzymatic effector.
In vitro Upon prolonged exposure to Paraxanthine (PX), there is a dose-dependent increase in the count of TH+ neurons within cultures, with the effect becoming significant at concentrations starting from 100 μM and reaching an optimum between 800 and 1000 μM at 10 days in vitro (DIV). This suggests that Paraxanthine likely contributes to the prevention of dopaminergic (DA) neuron loss. Comparatively, Glial cell line-derived neurotrophic factor (GDNF), a prime growth factor for DA neurons, exhibits only a marginally stronger efficacy than 800 μM of Paraxanthine in DA neuron rescue after 10 and 16 DIV, at its optimal concentration of 20 ng/mL. Notably, Paraxanthine, which is formed through N3-demethylation of approximately 80% of caffeine, is significantly more effective than caffeine in promoting DA neuron survival. For instance, while 800 μM of caffeine results in a modest 40% increase in TH+ neuron count at 10 DIV, an identical concentration of Paraxanthine achieves an optimal enhancement in DA cell survival, indicated by a 169% increase.
Synonyms 1,7-DIMETHYLXANTHINE
Molecular Weight 180.16
Formula C7H8N4O2
CAS No. 611-59-6

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

H2O: 1mg/mL

DMSO: 5.5 mg/mL (30.53 mM), Sonication is recommended.

TargetMolReferences and Literature

1. Jiang M , Kameda K , Han L K , et al. Isolation of lipolytic substances caffeine and 1,7-dimethylxanthine from the stem and rhizome of Sinomenium actum[J]. Planta Medica, 1998, 64(04):375-377. 2. Marques L J , Zheng L , Poulakis N , et al. Pentoxifylline inhibits TNF-alpha production from human alveolar macrophages.[J]. Am J Respir Crit Care Med, 1999, 159(2):508-511. 3. Guerreiro S , Toulorge D , Hirsch E , et al. Paraxanthine, the Primary Metabolite of Caffeine, Provides Protection against Dopaminergic Cell Death via Stimulation of Ryanodine Receptor Channels[J]. Molecular Pharmacology, 2008, 74(4):980-1989. 4. Geraets L , Haegens A , Weseler A R , et al. Inhibition of acute pulmonary and systemic inflammation by 1,7-dimethylxanthine[J]. European Journal of Pharmacology, 2010, 629(1-3):132-139.

Related compound libraries

This product is contained In the following compound libraries:
Human Endogenous Metabolite Library Inhibitor Library Bioactive Compounds Library Max Human Endogenous Metabolite Compound Library Plus Natural Product Library NO PAINS Compound Library Natural Product Library for HTS RO5 Drug-like Natural Product Library Human Metabolite Library Gut Microbial Metabolite Library

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Keywords

Paraxanthine 611-59-6 Metabolism Endogenous Metabolite inhibit Inhibitor 1,7-DIMETHYLXANTHINE inhibitor

 

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