Tìm theo
Dimercaprol
Các tên gọi khác (19 ) :
  • 1,2-Dimercapto-3-propanol
  • 1,2-Dithioglycerol
  • 2,3-Dimercapro
  • 2,3-Dimercapto-1-propanol
  • 2,3-Dimercaptol-1-propanol
  • 2,3-Dimercaptopropanol
  • 2,3-Dithiopropanol
  • 2,3-Mercaptopropan-1-ol
  • 2,3-Mercaptopropanol
  • 3-Hydroxy-1,2-propanedithiol
  • alpha,beta-Dithioglycerol
  • BAL
  • British Anti-Lewisite
  • British antilewisite
  • Dimercaprolum
  • Dimercaptopropanol
  • Dithioglycerine
  • Dithioglycerol
  • Sulfactin
chelating agents
Thuốc Gốc
Small Molecule
CAS: 59-52-9
ATC: V03AB09
CTHH: C3H8OS2
PTK: 124.225
Dimercaprol is a traditional chelating agent developed by British biochemists at Oxford University during World War II. It was developed as an experimental antidote against the arsenic-based poison gas Lewisite. It has been used clinically since 1949 in arsenic, cadmium and mercury poisoning. In addition, it has in the past been used for the treatment of Wilson's disease, a genetic disorder in which the body tends to retain copper. Dimercaprol is a potentially toxic drug, and its use may be accompanied by multiple side effects.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C3H8OS2
Phân tử khối
124.225
Monoisotopic mass
124.001656258
InChI
InChI=1S/C3H8OS2/c4-1-3(6)2-5/h3-6H,1-2H2
InChI Key
InChIKey=WQABCVAJNWAXTE-UHFFFAOYSA-N
IUPAC Name
2,3-disulfanylpropan-1-ol
Traditional IUPAC Name
dimercaprol
SMILES
OCC(S)CS
Độ tan chảy
< 25 °C
Độ sôi
140 °C at 4.00E+01 mm Hg
Độ hòa tan
8.7E+004 mg/L
logP
0.21
logS
-1.6
pKa (strongest acidic)
9.58
pKa (Strongest Basic)
-2.8
PSA
20.23 Å2
Refractivity
32.91 m3·mol-1
Polarizability
12.88 Å3
Rotatable Bond Count
2
H Bond Acceptor Count
1
H Bond Donor Count
3
Physiological Charge
0
Number of Rings
0
Bioavailability
1
Rule of Five
true
pKa
8.62 (at 25 °C)
Dược Lực Học : Due to its oily nature, dimercaprol is not absorbed orally and its administration requires deep intra-muscular injection that is extremely painful and allergenic. It was found to mobilize and relocate lead to the brain, increasing its neurotoxic effects. Although treatment with dimercaprol increases the excretion of cadmium, there is a concomitant increase in renal cadmium concentration, so its use should be avoided in cases of cadmium toxicity.
Cơ Chế Tác Dụng : Dimercaprol is a traditional chelating agent developed by British biochemists at Oxford University during World War II. It was developed as an experimental antidote against the arsenic-based poison gas Lewisite. It has been used clinically since 1949 in arsenic, cadmium and mercury poisoning. In addition, it has in the past been used for the treatment of Wilson's disease, a genetic disorder in which the body tends to retain copper. Dimercaprol is a potentially toxic drug, and its use may be accompanied by multiple side effects. The sulfhydryl groups of dimercaprol form complexes with certain heavy metals thus preventing or reversing the metallic binding of sulfhydryl-containing enzymes. The complex is excreted in the urine.
Dược Động Học :
▧ Absorption :
After intra-muscular injection.
▧ Route of Elimination :
Urine.
▧ Half Life :
The drug has a short half life.
Độc Tính : The intramuscular LD50 in rats is approximately 105 mg/kg; intraperitoneally 140 mg/kg. The intraperitoneal LD80 in mice is approximately 125 mg/kg. Dimercaprol has been shown in animal experiments to increase brain deposition of arsenite, organic mercury compounds and increase the toxicity of cadmium and lead. Dimercaprol has been shown to induce seizure in animal studies and also is nephrotoxic.
Chỉ Định : For the treatment of arsenic, gold and mercury poisoning. Indicated in acute lead poisoning when used concomitantly with edetate calcium disodium (DB00974).
Liều Lượng & Cách Dùng : Injection - Intramuscular - 100 mg/mL
Dữ Kiện Thương Mại
Nhà Sản Xuất
  • Sản phẩm biệt dược : Bal In Oil Injection
  • Công ty : Heyl
    Sản phẩm biệt dược : Dimaval
  • Công ty : Akorn
    Sản phẩm biệt dược : Dimercaprol
  • Công ty : Mallinckrodt
    Sản phẩm biệt dược : TechneScan DMSA
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB06782
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=3080
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=99443293
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C02924
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00167
ChemSpider
http://www.chemspider.com/Chemical-Structure.2971.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/11098-526-03
PharmGKB
http://www.pharmgkb.org/drug/PA165958406
Wikipedia
http://en.wikipedia.org/wiki/Dimercaprol
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