3-benzyl 5-ethyl 6-methyl-2-phenyl-4-(2-phenylethynyl)-1,4-dihydropyridine-3,5-dicarboxylate

• ChemBase编号: 133982
• 分子式: C31H27NO4
• 平均质量: 477.55038
• 单一同位素质量: 477.19400835
• SMILES: CCOC(=O)C1=C(NC(=C(C1C#Cc1ccccc1)C(=O)OCc1ccccc1)c1ccccc1)C
• Canonical SMILES: CCOC(=O)C1=C(C)NC(=C(C1C#Cc1ccccc1)C(=O)OCc1ccccc1)c1ccccc1
• InChI: InChI=1S/C31H27NO4/c1-3-35-30(33)27-22(2)32-29(25-17-11-6-12-18-25)28(26(27)20-19-23-13-7-4-8-14-23)31(34)36-21-24-15-9-5-10-16-24/h4-18,26,32H,3,21H2,1-2H3
• InChIKey: SNVFDPHQAOXWJZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-benzyl 5-ethyl 6-methyl-2-phenyl-4-(2-phenylethynyl)-1,4-dihydropyridine-3,5-dicarboxylate
• IUPAC传统名: 3-benzyl 5-ethyl 6-methyl-2-phenyl-4-(2-phenylethynyl)-1,4-dihydropyridine-3,5-dicarboxylate
• 别名: 3-Ethyl-5-benzyl-2-methyl-4-phenylethynyl-6-phenyl-1,4-(±)-dihydropyridine-3,5-dicarboxylate; MRS 1191

登记号

• CAS号: 185222-90-6
• MDL号: MFCD01867626
• PubChem SID: 162228259; 24896717
• PubChem CID: 393594

理论计算性质

• 极化表面积: 64.63 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: false
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 5.7567487
• LogD (pH = 7.4): 5.797752
• Log P: 5.7983003
• 摩尔折射率: 139.6971 cm^3
• 极化性: 53.884003 Å^3

分子性质

理化性质

• 溶解度: DMSO: >10 mg/mL; ethanol: >10 mg/mL; H2O: insoluble
• 外观: white solid

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

详细说明

Sigma Aldrich - M227

Caution
Photosensitive
Biochem/physiol Actions
MRS 1191 is putative A3 adenosine receptor antagonist, highly selective for human A3 receptor vs human A1 receptor. MRS 1067, MRS 1191 and MRS 1220 were found to be competitive in saturation binding studies using the agonist radioligand [125I]AB-MECA at cloned human brain A3 receptors expressed in HEK-293 cells. Antagonism was demonstrated in functional assays consisting of agonist-induced inhibition of adenylate cyclase and the stimulation of binding of [35S]guanosine 5′-O-(3-thiotriphosphate) ([35S]GTP-gamma-S) to the associated G-proteins. Activation of the human A3 receptor in A3R-CHO results in markedly impaired cell cycle progression, suggesting an important role for this adenosine receptor subtype in cell cycle regulation and cell growth. Activation of adenosine A3 receptors by Cl-IBMECA (100 nM) increased the magnitude of theta-burst induced LTP (from 1.2+/-0.6% in the control solution to 25.5+/-0.8% in the presence of Cl-IBMECA) and attenuated LTD (from 30.0+/-5.5% decrease in the control solution to 13.6+/-6.6% decrease in the presence of Cl-IBMECA). The selective adenosine A3 receptor antagonist, MRS 1191 (5-10 μM), prevented the effects of Cl-IBMECA. These findings indicate a functional role for adenosine A3 receptors in the modulation of synaptic plasticity.