4-[2-(dimethylamino)ethyl]phenol

• ChemBase编号: 73009
• 分子式: C10H15NO
• 平均质量: 165.2322
• 单一同位素质量: 165.11536411
• SMILES: c1c(ccc(c1)CCN(C)C)O
• Canonical SMILES: CN(CCc1ccc(cc1)O)C
• InChI: InChI=1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3
• InChIKey: KUBCEEMXQZUPDQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-[2-(dimethylamino)ethyl]phenol
• IUPAC传统名: hordenine
• 别名: N; N-dimethyl-4-hydroxyphenylethylamine; Hordenine; 2-(4-Hydroxyphenyl)-N,N-dimethylethylamine; 4-(2-Dimethylaminoethyl)phenol; N,N-Dimethyltyramine; p-Hydroxy-N,N-dimethylphenethylamine; Cactine; Eremursin; Peyocactine; Hordenine; N,N-Dimethyltyramine; Peyocactin; Anhaline; Eremursine; p-[2-(Dimethylamino)ethyl]phenol; Anhalin; Hordenin; N,N-Dimethyl-4-hydroxy-β-phenethylamine; N,N-Dimethyl-p-hydroxyphenethylamine; Ordenina

登记号

• CAS号: 539-15-1; 3595-05-9
• EC号: 208-710-4
• MDL号: MFCD00051462
• Beilstein号: 2207615
• PubChem SID: 162037929
• PubChem CID: 68313
• CHEBI ID: 5764
• CHEMBL: 505789
• Chemspider ID: 61609
• KEGG ID: C06199
• 维基百科标题: Hordenine

理论计算性质

• Acid pKa: 10.308364
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): -1.4050452
• LogD (pH = 7.4): 0.058829598
• Log P: 1.6291746
• 摩尔折射率: 51.3366 cm^3
• 极化性: 19.761398 Å^3
• 极化表面积: 23.47 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; high in: ethanol; ether; chloroform; Methanol
• 外观: colorless solid; Pale Yellow Solid
• 熔点: 114-116°C; 116-117°C
• 沸点: 173°C at 11 mm Hg; sublimes at 140-150°C

安全信息

• 保存条件: -20°C; Refrigerator
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36-43
• 安全公开号: 26-36/37
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H317-H319
• GHS警示性声明: P280-P305 + P351 + P338

产品相关信息

• 纯度: ≥97.0% (HPLC)
• 成盐信息: Free Base
• Empirical Formula (Hill Notation): C10H15NO

详细说明

Selleck Chemicals - S2385

Research Area: Cancer
Biological Activity:
Hordenine (N,N-dimethyl-4-hydroxyphenylethylamine) is a phenylethylamine alkaloid with antibacterial and antibiotic properties. It stimulates the release of norepinephrine in mammals, working as a stimulant. It is produced in nature by several varieties of plants in the family Cactaceae and by some in Acacia. [1]

Sigma Aldrich - 04476

Biochem/physiol Actions
Hordenine is an alkaloid found in plants, e.g. the roots of germinating barley1,2 and marine algae3. It is a metabolite in tyrosine metabolism, biosynthesized from tyramine by two subsequent N-methylations4, it is metabolized by monoamine oxidase5. Hordenine is a sympathomimetic and its pharmacological actions are of interest, as it is occasionally found in post race urine samples6.

Toronto Research Chemicals - H669600

A phenethylamine alkaloid with antibacterial and antibiotic properties found mainly in plants from the cactaceae family. It showed effects similar to Cytosine (C998950) and acted as a depressant on the central nervous system (CNS) during animal testing.

参考文献

• http://en.wikipedia.org/wiki/Hordenine
• Aliev, K.U. et al.: Med. Zhur. Uzbek., 8, 71 (1966)
• Ghosal, S. et al. Planta Medica, 22, 434 (1966)
• Starha, R. et al.: Biochem. Sys. Ecol., 27, 839 (1966)