4-[2-(4-{3-phenylpyrazolo[1,5-a]pyrimidin-6-yl}phenoxy)ethyl]morpholine

• ChemBase编号: 154798
• 分子式: C24H24N4O2
• 平均质量: 400.47296
• 单一同位素质量: 400.18992603
• SMILES: c1ccc(cc1)c1cnn2c1ncc(c2)c1ccc(cc1)OCCN1CCOCC1
• Canonical SMILES: O1CCN(CC1)CCOc1ccc(cc1)c1cnc2n(c1)ncc2c1ccccc1
• InChI: InChI=1S/C24H24N4O2/c1-2-4-20(5-3-1)23-17-26-28-18-21(16-25-24(23)28)19-6-8-22(9-7-19)30-15-12-27-10-13-29-14-11-27/h1-9,16-18H,10-15H2
• InChIKey: SKZQZGSPYYHTQG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-[2-(4-{3-phenylpyrazolo[1,5-a]pyrimidin-6-yl}phenoxy)ethyl]morpholine
• IUPAC传统名: 4-[2-(4-{3-phenylpyrazolo[1,5-a]pyrimidin-6-yl}phenoxy)ethyl]morpholine
• 别名: DMH4

登记号

• CAS号: 515880-75-8
• MDL号: MFCD18452839
• PubChem SID: 162248936
• PubChem CID: 5329447

理论计算性质

• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): 2.443565
• LogD (pH = 7.4): 3.5237925
• Log P: 3.5898962
• 摩尔折射率: 127.6028 cm^3
• 极化性: 47.572918 Å^3
• 极化表面积: 51.89 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: soluble20 mg/mL
• 外观: off-white to brown powder

安全信息

• 保存条件: desiccated
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 保存温度: 2-8°C

产品相关信息

• 纯度: >99.0% (HPLC)
• Empirical Formula (Hill Notation): C24H24 N4O2

详细说明

Sigma Aldrich - D8696

Biochem/physiol Actions
DMH4 is a potent VEGF inhibitor and an angiogenesis inhbitor. It is a selective VEGF inhibitor with an IC50 of 161 nM for VEGFR inhibition compared to 8000 nM for AMPK. Unlike the structurally similar DMH1, which is a selective BMP inhibitor, DMH4 shows little affinitiy for BMP with an IC50 of 3500 nM for BMPR-I.