C101

8-Cyclopentyl-1,3-dipropylxanthine

solid

• Synonym(s): 1,3-Dipropyl-8-cyclopentylxanthine, DPCPX, PD 116,948
• Empirical Formula (Hill Notation): C₁₆H₂₄N₄O₂
• CAS Number: 102146-07-6
• Molecular Weight: 304.39
• MDL number: MFCD00055117
• PubChem Substance ID: 24277697
• NACRES: NA.77

Properties

• form: solid
• Quality Level: 100
• color: white
• solubility: DMSO: >10 mg/mL; 0.1 M NaOH: 2 mg/mL; ethanol: 4 mg/mL; H₂O: insoluble
• εmax: 14,800 at 276 nm in ethanol
• SMILES string: CCCN1C(=O)N(CCC)c2nc([nH]c2C1=O)C3CCCC3
• InChI: 1S/C16H24N4O2/c1-3-9-19-14-12(15(21)20(10-4-2)16(19)22)17-13(18-14)11-7-5-6-8-11/h11H,3-10H2,1-2H3,(H,17,18)
• InChI key: FFBDFADSZUINTG-UHFFFAOYSA-N
• Gene Information: human ... ADORA1(134) , ADORA2A(135) , ADORA2B(136) , ADORA3(140) ; rat ... Adora1(29290) , Adora2a(25369) , Adora2b(29316) , Adora3(25370)

Description

Application

8-Cyclopentyl-1,3-dipropylxanthine has been used as an adenosine receptor (A1AR) antagonist in macrophages and human umbilical vein endothelial cells (HUVECs). It has also been used as A1AR antagonist in MCF-7 breast cancer cell line to test its anti-cancer effect.

Packaging

25, 100 mg in poly bottle

Biochem/physiol Actions

8-Cyclopentyl-1,3-dipropylxanthine (DPCPX) is a selective A1 adenosine receptor antagonist. DPCPX possesses anti-cancer functionality. It induces apoptosis in breast cancer cells and favors mRNA expression of caspases.

Features and Benefits

This compound is featured on the Adenosine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315 - H319 - H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves