4-[(1R)-1-hydroxy-2-{[4-(4-hydroxyphenyl)butyl]amino}ethyl]benzene-1,2-diol

• ChemBase编号: 973
• 分子式: C18H23NO4
• 平均质量: 317.37952
• 单一同位素质量: 317.16270822
• SMILES: O[C@@H](CNCCCCc1ccc(O)cc1)c1cc(O)c(O)cc1
• Canonical SMILES: Oc1ccc(cc1)CCCCNC[C@@H](c1ccc(c(c1)O)O)O
• InChI: InChI=1S/C18H23NO4/c20-15-7-4-13(5-8-15)3-1-2-10-19-12-18(23)14-6-9-16(21)17(22)11-14/h4-9,11,18-23H,1-3,10,12H2/t18-/m0/s1
• InChIKey: IIRWWTKISYTTBL-SFHVURJKSA-N

名称和登记号

名称

• IUPAC标准名: 4-[(1R)-1-hydroxy-2-{[4-(4-hydroxyphenyl)butyl]amino}ethyl]benzene-1,2-diol
• IUPAC传统名: arbutamine
• 商标名: GenESA
• 别名: Arbutamine

登记号

• CAS号: 128470-16-6
• PubChem SID: 46509010; 160964436
• PubChem CID: 60789

理论计算性质

JChem

• Acid pKa: 8.966536
• 质子受体: 5
• 质子供体: 5
• LogD (pH = 5.5): -0.28557155
• LogD (pH = 7.4): 0.7714923
• Log P: 1.9953033
• 摩尔折射率: 89.7808 cm^3
• 极化性: 34.847473 Å^3
• 极化表面积: 92.95 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.08
• LOG S: -3.58
• 溶解度: 8.42e-02 g/l

分子性质

理化性质

• 疏水性(logP): 2.9

详细说明

DrugBank - DB01102

• Drug Groups: approved
• Description: Arbutamine, administered through a closed-loop, computer-controlled drug-delivery system, is indicated to elicit acute cardiovascular responses, similar to those produced by exercise, in order to aid in diagnosing the presence or absence of coronary artery disease in patients who cannot exercise adequately .
• Indication: Used to elicit acute cardiovascular responses (cardiac stumulant), similar to those produced by exercise, in order to aid in diagnosing the presence or absence of coronary artery disease (CAD) in patients who cannot exercise adequately.
• Affected Organisms: Humans and other mammals
• Biotransformation: Primarily metabolized to methoxyarbutamine. Another possible metabolite is ketoarbutamine. The metabolites of arbutamine appear to have less pharmacological activity and a longer half-life and than the parental drug.
• Half Life: Elimination half-life is approximately 8 minutes.
• Protein Binding: 58%