D5385

1,7-Dimethylxanthine

~98% (TLC), solid, adenosine receptor ligand

• Synonym(s): 1,7-Dimethyl-1H-purine-2,6-dione, 1,7-Dimethyl-3,7-dihydro-1H-purine-2,6-dione, 2,6-Dihydroxy-1,7-dimethylpurine, NSC 400018, Paraxanthine
• Empirical Formula (Hill Notation): C₇H₈N₄O₂
• CAS Number: 611-59-6
• Molecular Weight: 180.16
• Beilstein/REAXYS Number: 197907
• EC Number: 210-271-9
• MDL number: MFCD00005727
• UNSPSC Code: 41106305
• PubChem Substance ID: 24277678
• NACRES: NA.77

Properties

• product name: 1,7-Dimethylxanthine, ~98%, solid
• assay: ~98%
• Quality Level: 200
• form: solid
• color: white
• mp: 294-296 °C (lit.)
• solubility: ethanol: 0.6 mg/mL; H₂O: 1 mg/mL; 0.1 M NaOH: 2 mg/mL
• SMILES string: CN1C(=O)Nc2ncn(C)c2C1=O
• InChI: 1S/C7H8N4O2/c1-10-3-8-5-4(10)6(12)11(2)7(13)9-5/h3H,1-2H3,(H,9,13)
• InChI key: QUNWUDVFRNGTCO-UHFFFAOYSA-N
• Gene Information: human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140) ; rat ... Adora1(29290) , Adora2a(25369)

Description

General description

1,7-Dimethylxanthine is a primary metabolite of caffeine. It has ergogenic and sympathomimetic effects.

Application

1,7-Dimethylxanthine has been used for the quantification of caffeine by high-performance liquid chromatography (HPLC).

Biochem/physiol Actions

Adenosine receptor ligand; major metabolite of caffeine

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves