4-(6-{4-[2-(piperidin-1-yl)ethoxy]phenyl}pyrazolo[1,5-a]pyrimidin-3-yl)pyridine

• ChemBase编号: 6205
• 分子式: C24H25N5O
• 平均质量: 399.4882
• 单一同位素质量: 399.20591045
• SMILES: C1CCCCN1CCOc1ccc(cc1)c1cn2c(nc1)c(cn2)c1ccncc1
• Canonical SMILES: C1CCN(CC1)CCOc1ccc(cc1)c1cnc2n(c1)ncc2c1ccncc1
• InChI: InChI=1S/C24H25N5O/c1-2-12-28(13-3-1)14-15-30-22-6-4-19(5-7-22)21-16-26-24-23(17-27-29(24)18-21)20-8-10-25-11-9-20/h4-11,16-18H,1-3,12-15H2
• InChIKey: XHBVYDAKJHETMP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-(6-{4-[2-(piperidin-1-yl)ethoxy]phenyl}pyrazolo[1,5-a]pyrimidin-3-yl)pyridine
• IUPAC传统名: 4-(6-{4-[2-(piperidin-1-yl)ethoxy]phenyl}pyrazolo[1,5-a]pyrimidin-3-yl)pyridine
• 别名: 6-[4-(2-piperidin-1-ylethoxy)phenyl]-3-pyridin-4-ylpyrazolo[1,5-a]pyrimidine; AMPK Inhibitor; Compound C; Dorsomorphin; 6-[4-(2-Piperidin-1-ylethoxy)phenyl]-3-pyridin-4-ylpyrazolo[1,5-a]pyrimidine

登记号

• CAS号: 866405-64-3
• MDL号: MFCD08705402
• PubChem SID: 24898658; 160969630; 99445068
• PubChem CID: 11524144

理论计算性质

JChem

• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): 0.3366812
• LogD (pH = 7.4): 2.0200543
• Log P: 3.4410903
• 摩尔折射率: 128.5134 cm^3
• 极化性: 47.837887 Å^3
• 极化表面积: 55.55 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.84
• LOG S: -4.43
• 溶解度: 1.48e-02 g/l

分子性质

理化性质

• 溶解度: DMSO: >2 mg/mL (warmed)
• 外观: white to beige powder

安全信息

• 保存条件: protect from light
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 20/21/22
• 安全公开号: 36/37
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H332
• GHS警示性声明: P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C24H25N5O

详细说明

DrugBank - DB08597

Drug information: experimental

Sigma Aldrich - P5499

Biochem/physiol Actions
Dorsomorphin is a selective inhibitor of Bone morphogenetic protein (BMP) signaling. It has been found to inhibit BMP signals required for embryogenesis and promoted significant neural differentiation from human pluripotent stem cell (hPSC) lines. Dorsomorphin also acts as a potent, selective, reversible, and ATP-competitive inhibitor of AMPK (AMP-activated protein kinase); Ki = 109 nM in the presence of 5 μM ATP and the absence of AMP).