6-N-cyclohexyl-2-N-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine

• ChemBase编号: 4991
• 分子式: C21H27N7O
• 平均质量: 393.48538
• 单一同位素质量: 393.22770852
• SMILES: C1CCCCC1Nc1nc(nc2c1nc[nH]2)Nc1ccc(cc1)N1CCOCC1
• Canonical SMILES: C1CCC(CC1)Nc1nc(Nc2ccc(cc2)N2CCOCC2)nc2c1nc[nH]2
• InChI: InChI=1S/C21H27N7O/c1-2-4-15(5-3-1)24-20-18-19(23-14-22-18)26-21(27-20)25-16-6-8-17(9-7-16)28-10-12-29-13-11-28/h6-9,14-15H,1-5,10-13H2,(H3,22,23,24,25,26,27)
• InChIKey: ZFLJHSQHILSNCM-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 6-N-cyclohexyl-2-N-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine; 6-N-cyclohexyl-2-N-[4-(morpholin-4-yl)phenyl]-7H-purine-2,6-diamine; N6-cyclohexyl-N2-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine
• IUPAC传统名: 6-N-cyclohexyl-2-N-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine; reversine; N6-cyclohexyl-N2-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamine
• 别名: N~6~-cyclohexyl-N~2~-(4-morpholin-4-ylphenyl)-9H-purine-2,6-diamine; Reversine; 2-(4-Morpholinoanilino)-6-cyclohexylaminopurine; Reversine

登记号

• CAS号: 656820-32-5
• MDL号: MFCD07784513
• PubChem SID: 160968423; 99443811; 24724590
• PubChem CID: 210332
• 维基百科标题: Reversine

理论计算性质

JChem

• Acid pKa: 9.709121
• 质子受体: 7
• 质子供体: 3
• LogD (pH = 5.5): 3.5777729
• LogD (pH = 7.4): 3.5762944
• Log P: 3.578217
• 摩尔折射率: 115.0422 cm^3
• 极化性: 42.85332 Å^3
• 极化表面积: 90.99 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.39
• LOG S: -4.04
• 溶解度: 3.55e-02 g/l

分子性质

理化性质

• 溶解度: DMSO: soluble7 mg/mL; H2O: insoluble
• 外观: solid

安全信息

• 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
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 作用靶点: Aurora Kinase
• 相关基因信息: human ... ADORA1(134), ADORA2A(135), ADORA2B(136), ADORA3(140)rat ... Adora3(25370)

产品相关信息

• 纯度: ≥98% (HPLC)
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C21H27N7O

详细说明

DrugBank - DB07340

Drug information: experimental

Sigma Aldrich - R3904

Biochem/physiol Actions
Reversine is a potent, selective human A3 adenosine receptor antagonist with a Ki value of 0.66 μM. Synthetic substituted purine implicated in cellular regeneration; induces differentiated myogenic-lineage-committed cells to become multipotent mesenchymal progenitor cells.