5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

• ChemBase编号: 32917
• 分子式: C10H15BN2O2
• 平均质量: 206.0493
• 单一同位素质量: 206.12265813
• SMILES: c1ncc(cn1)B1OC(C(O1)(C)C)(C)C
• Canonical SMILES: CC1(C)OB(OC1(C)C)c1cncnc1
• InChI: InChI=1S/C10H15BN2O2/c1-9(2)10(3,4)15-11(14-9)8-5-12-7-13-6-8/h5-7H,1-4H3
• InChIKey: WSRGGSAGSUEJKQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
• IUPAC传统名: 5-(tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine
• 别名: 5-(4,4,5,5-四甲基-1,3,2-二氧杂硼烷-2-基)嘧啶; 嘧啶-5-硼酸频哪醇酯; 嘧啶-5-硼酸频哪酯; 5-Pyrimidineboronic acid pinacol ester; Pyrimidyl-5-boronic acid pinacolate; 5-Pyrimidineboronic Acid Pinacol Ester; Pyrimidine-5-boronic acid pinacol ester; Pyrimidyl-5-boronic acid pinacol ester; 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine; Pyrimidine-5-boronic acid, pinacol ester; Pyrimidine-5-boronic acid pinacol ester; 5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine

登记号

• CAS号: 321724-19-0
• MDL号: MFCD05155223
• PubChem SID: 160996224
• PubChem CID: 4192667

理论计算性质

• 质子受体: 4
• 质子供体: 0
• LogD (pH = 5.5): 1.7671973
• LogD (pH = 7.4): 1.7672
• Log P: 1.7672
• 摩尔折射率: 52.3774 cm^3
• 极化性: 22.215466 Å^3
• 极化表面积: 44.24 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 60-66°C; 60-66°C; 67-71 °C

安全信息

• 保存注意事项: IRRITANT; Irritant
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: false; 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 95%; 95+%; 97%; 98%
• Empirical Formula (Hill Notation): C10H15BN2O2

详细说明

Sigma Aldrich - 704687

包装
250 mg in glass bottle

Toronto Research Chemicals - P997260

2-Methoxyphenylborornic Acid Pinacol Ester is used in the preparation of indole derivatives as selective inhibitors of all three members of the Pim kinase family. It is also used to prepare inhibitors of TGF-β1 and activin A signalling.

参考文献

• Nishiguchi, G.A. et al.: Bioorg. Med. Chem. Lett., 21, 6366 (2011)
• Ciayadi, R. et al.: Bioorg. Med. Chem. Lett., 21, 5642 (2011)