1,8-dihydroxy-9,10-dihydroanthracen-9-one

• ChemBase编号: 105600
• 分子式: C14H10O3
• 平均质量: 226.2274
• 单一同位素质量: 226.06299418
• SMILES: Oc1cccc2c1C(=O)c1c(C2)cccc1O
• Canonical SMILES: Oc1cccc2c1C(=O)c1c(C2)cccc1O
• InChI: InChI=1S/C14H10O3/c15-10-5-1-3-8-7-9-4-2-6-11(16)13(9)14(17)12(8)10/h1-6,15-16H,7H2
• InChIKey: NUZWLKWWNNJHPT-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1,8-dihydroxy-9,10-dihydroanthracen-9-one
• IUPAC传统名: anthralin
• 别名: 1,8,9-蒽三酚; 1,8-二羟基蒽-9(10H)-酮; 二羟蒽酚; 蒽林; 地蒽酚; Dithranol; Anthraforte; Cignolin; Micanol; Psoriderm; Anthralin; 1,8-Dihydroxy-9(10H)-anthracenone; 1,8-Dihydroxyanthrone; Dithranol; Anthralin; 1,8 Dihydroxyanthrone; 1,8,9-Anthracenetriol; DITHRANOL

登记号

• CAS号: 1143-38-0
• EC号: 214-538-0
• MDL号: MFCD00053409
• Beilstein号: 2054360
• PubChem SID: 24893712; 24846722; 162092151
• PubChem CID: 2202

理论计算性质

• Acid pKa: 9.669733
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 4.243987
• LogD (pH = 7.4): 4.241703
• Log P: 4.2440166
• 摩尔折射率: 64.2745 cm^3
• 极化性: 24.218582 Å^3
• 极化表面积: 57.53 Å^2
• 可自由旋转的化学键: 0
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: Acetone; Benzene; Chloroform
• 外观: Yellow Crystalline Solid
• 熔点: 176-181°C; 178-181 °C(lit.); 178-183 °C
• 紫外吸收波长: absorption 337 nm, >2000

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: CB8927000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 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

• 相关基因信息: mouse ... Alox12(11684)

产品相关信息

• 纯度: ≥90% (HPLC); ≥98.0%; ≥98.0% (HPLC); ≥98.5% (HPLC); 99%
• 级别: matrix substance for MALDI-MS; puriss. p.a.
• 适用性: in accordance for UV test
• 痕量阳离子: Ba: ≤5 mg/kg; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤5 mg/kg; Fe: ≤20 mg/kg; K: ≤50 mg/kg; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Na: ≤50 mg/kg; Ni: ≤5 mg/kg; Pb: ≤20 mg/kg; Pb: ≤5 mg/kg; Zn: ≤10 mg/kg
• 适用分析物: dendrimers; lipids; polymers
• abs.: absorption/337 nm ≥2000 (mol. absorption)
• Empirical Formula (Hill Notation): C14H10O3

详细说明

MP Biomedicals - 02191502

Purity: 99%
Inhibits leukotriene biosynthesis.

Sigma Aldrich - D2773

Application
Dithranol, an athracene derivative, is a free radical generating mitochondrial poison that induces apoptosis in keratinocytes. Dithranol is being studied as a potential anti-psoriasis medication.

Sigma Aldrich - 10608

Other Notes
用于 MALDI-MS（基质辅助激光解吸电离质谱）的基质物质1

Toronto Research Chemicals - A679200

Antipsoriatic.

参考文献

• Ashton, R.E., et al.: J. Am. Acad. Dermatol., 9, 173 (1983)
• Kemeny, L., et al.: Skin Pharmacol., 3, 1 (1983)
• Mahrle, G., et al.: Clin. Dermatol., 15, 723 (1997)