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药品详细

Masoprocol (Masoprocol )

化学结构式图
中文名
Masoprocol
英文名
Masoprocol
分子式
Not Available
化学名
4-[(2S,3R)-3-[(3,4-dihydroxyphenyl)methyl]-2-methylbutyl]benzene-1,2-diol
分子量
Average: 302.3649
Monoisotopic: 302.151809192
CAS号
500-38-9
ATC分类
L01X 其它抗肿瘤药
药物类型
small molecule
阶段
商品名
Actinex;
同义名
Dihydronorguaiaretic acid;Masoprocolum [INN-Latin];meso-NDGA;meso-Nordihydroguaiaretic acid;NDGA;Nordihydroguaiaretic acid;Nordihydroguairaretic acid;
基本介绍

A potent lipoxygenase inhibitor that interferes with arachidonic acid metabolism. The compound also inhibits formyltetrahydrofolate synthetase, carboxylesterase, and cyclooxygenase to a lesser extent. It also serves as an antioxidant in fats and oils. [PubChem]

生产厂家
  • Univ arizona cancer center
封装厂家
参考
Synthesis Reference Not Available
General Reference Not Available
剂型
Form Route Strength
Solution Topical
规格
化合物类型
Type small molecule
Classes
  • Phenols and Derivatives
Substructures
  • Hydroxy Compounds
  • Phenols and Derivatives
  • Benzene and Derivatives
  • Catechols
  • Aromatic compounds
  • Phenyl Esters
适应症
Cancer 癌症;
药理
Indication Used for the treatment of actinic keratoses (precancerous skin growths that can become malignant if left untreated).
Pharmacodynamics Masoprocol is a novel antineoplastic agent. It is not known exactly how masoprocol works. Laboratory experiments have shown that masoprocol prevents cells similar to the ones found in actinic keratoses from multiplying. Masoprocol was withdrawn from the U.S. market in June 1996.
Mechanism of action Although the exact mechanism of action is not known, studies have shown that masoprocol is a potent 5-lipoxygenase inhibitor and has antiproliferative activity against keratinocytes in tissue culture, but the relationship between this activity and its effectiveness in actinic keratoses is unknown. Masoprocol also inhibits prostaglandins but the significance of this action is not yet known.
Absorption Less than 1%-2% is absorbed through the skin over a 4-day period following application.
Volume of distribution Not Available
Protein binding Not Available
Metabolism
Route of elimination Not Available
Half life Not Available
Clearance Not Available
Toxicity Symptoms of overdose or allergic reaction include bluish coloration of skin, dizziness, severe, or feeling faint, wheezing or trouble in breathing.
Affected organisms
  • Humans and other mammals
Pathways Not Available
理化性质
Properties
State solid
Melting point 185.5 oC
Experimental Properties
Property Value Source
logP 5.8 PhysProp
Predicted Properties
Property Value Source
water solubility 1.36e-02 g/l ALOGPS
logP 3.44 ALOGPS
logP 4.76 ChemAxon Molconvert
logS -4.35 ALOGPS
pKa 9.81 ChemAxon Molconvert
hydrogen acceptor count 4 ChemAxon Molconvert
hydrogen donor count 4 ChemAxon Molconvert
polar surface area 80.92 ChemAxon Molconvert
rotatable bond count 5 ChemAxon Molconvert
refractivity 86.62 ChemAxon Molconvert
polarizability 33.63 ChemAxon Molconvert
药物相互作用
食物相互作用
Not Available

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