Tìm theo
Masoprocol
Các tên gọi khác (15 ) :
  • Actinex
  • CHX 100
  • CHX-100
  • erythro-Nordihydroguaiaretic acid
  • Masoprocolum
  • Meso-1,4-bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane
  • Meso-2,3-bis(3,4-dihydroxyphenylmethyl)butane
  • Meso-4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol
  • Meso-4,4'-(2,3-dimethyl-1,4-butanediyl)bis(pyrocatechol)
  • Meso-4,4'-(2,3-dimethyltetramethylene)dipyrocatechol
  • Meso-beta,gamma-dimethyl-alpha,delta-bis(3,4-dihydroxyphenyl)butan
  • Meso-ndga
  • Meso-nordihydroguaiaretic acid
  • NDGA
  • Nordihydroguaiaretic acid
Thuốc điều trị ung thư
Thuốc Gốc
Small Molecule
CAS: 500-38-9
ATC: L01XX10
CTHH: C18H22O4
PTK: 302.3649
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]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C18H22O4
Phân tử khối
302.3649
Monoisotopic mass
302.151809192
InChI
InChI=1S/C18H22O4/c1-11(7-13-3-5-15(19)17(21)9-13)12(2)8-14-4-6-16(20)18(22)10-14/h3-6,9-12,19-22H,7-8H2,1-2H3/t11-,12+
InChI Key
InChIKey=HCZKYJDFEPMADG-TXEJJXNPSA-N
IUPAC Name
4-[(2S,3R)-3-[(3,4-dihydroxyphenyl)methyl]-2-methylbutyl]benzene-1,2-diol
Traditional IUPAC Name
masoprocol
SMILES
C[C@@H](CC1=CC(O)=C(O)C=C1)[C@H](C)CC1=CC(O)=C(O)C=C1
Độ tan chảy
185.5 °C
Độ hòa tan
1.36e-02 g/l
logP
5.8
logS
-4.3
pKa (strongest acidic)
9.21
pKa (Strongest Basic)
-6.3
PSA
80.92 Å2
Refractivity
86.62 m3·mol-1
Polarizability
33.63 Å3
Rotatable Bond Count
5
H Bond Acceptor Count
4
H Bond Donor Count
4
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : 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 Masoprocol was withdrawn from the U.S. market in June 1996.
Cơ Chế Tác Dụng : 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] 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.
Dược Động Học :
▧ Absorption :
Less than 1%-2% is absorbed through the skin over a 4-day period following application.
Độc Tính : Symptoms of overdose or allergic reaction include bluish coloration of skin, dizziness, severe, or feeling faint, wheezing or trouble in breathing.
Chỉ Định : Used for the treatment of actinic keratoses (precancerous skin growths that can become malignant if left untreated).
Liều Lượng & Cách Dùng : Solution - Topical
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Actinex
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00179
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=71398
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46508042
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C10719
ChemSpider
http://www.chemspider.com/Chemical-Structure.64490.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=22372
PharmGKB
http://www.pharmgkb.org/drug/PA164746493
Wikipedia
http://en.wikipedia.org/wiki/Masoprocol
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