8-cyclopentyl-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione

• ChemBase编号: 92978
• 分子式: C16H24N4O2
• 平均质量: 304.38736
• 单一同位素质量: 304.18992603
• SMILES: [nH]1c2c(nc1C1CCCC1)n(c(=O)n(c2=O)CCC)CCC
• Canonical SMILES: CCCn1c2nc([nH]c2c(=O)n(c1=O)CCC)C1CCCC1
• InChI: 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)
• InChIKey: FFBDFADSZUINTG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 8-cyclopentyl-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
• IUPAC传统名: dipropylcyclopentylxanthine; 8-cyclopentyl-1,3-dipropyl-7H-purine-2,6-dione
• 别名: 1,3-Dipropyl-8-cyclopentylxanthine; PD 116,948; 8-Cyclopentyl-1,3-dipropylxanthine; 8-Cyclopentyl-3,9-dihydro-1,3-dipropyl-1H-purine-2,6-dione; DPCPX, PD 116,948; 8-Cyclopentyl-1,3-dipropylxanthine; DPCPX; 8-Cyclopentyl-3,7-dihydro-1,3-dipropyl-1H-purine-2,6-dione; DPCPX, 1,3-Dipropyl-8-cyclopentylxanthine; 8-CYCLOPENTYL-1,3-DIPROPYLXANTHINE; 8-Cyclopentyl-1,3-dipropyl-1H-purine-2,6(3H,7H)-dione

登记号

• CAS号: 102146-07-6
• MDL号: MFCD00055117
• PubChem SID: 24277697; 162079676
• PubChem CID: 1329

理论计算性质

• Acid pKa: 8.012483
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 2.780168
• LogD (pH = 7.4): 2.69929
• Log P: 2.7813373
• 摩尔折射率: 84.5216 cm^3
• 极化性: 31.777079 Å^3
• 极化表面积: 69.3 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 0.1 M NaOH: soluble2 mg/mL; 0.1N Sodium Hydroxide (2 mg/ml); DMSO (3.6 mg/ml); DMSO: >10 mg/mL; Ethanol (4 mg/ml); ethanol: soluble4 mg/mL; H2O: insoluble
• 外观: white solid; White Solid
• 熔点: 191-194°C; 191-194°C
• 紫外吸收波长: εmax/276 nm, ethanol 14,800

安全信息

• 保存条件: -20°C Freezer; Room Temperature (15-30°C)
• 保存注意事项: Irritant/Store at -20°C
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 相关基因信息: human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)rat ... Adora1(29290), Adora2a(25369), Adora2b(29316), Adora3(25370)

产品相关信息

• 纯度: 97%

详细说明

MP Biomedicals - 02153745

A1 adenosine receptor antagonist.

Apollo Scientific Ltd - OR9885T

A potent & selective A1-adenosine receptor antagonist, with a Ki of 0.46 nM for A1 receptors in rat whole-brain membranes.

Sigma Aldrich - C101

Biochem/physiol Actions
Selective A1 adenosine receptor antagonist.

Toronto Research Chemicals - C988500

DPCPX is a potent and very selective A1-adenosine receptor antagonist, with a Ki of 0.46 nM for A1 receptors in rat whole-brain membranes. Its 740-fold A1-selectivity is the highest reported for an adenosine antagonist.

参考文献

• Gessi, S., et al.: Mol. Pharmacol., 67, 2137 (2005)
• Minor, T.R., et al.: Behav. Neurosci., 122, 1236 (2005)
• Gracia, E., et al.: J. Neurochem., 107, 161 (2005)
• Gessi, S., et al.: Biochem. Pharmacol., 75, 562 (2005)