Tìm theo
Amifostine
Các tên gọi khác (11 ) :
  • Amifostina
  • Amifostine
  • Amifostine Ethiofos
  • Amifostinum
  • Aminopropylaminoethyl Thiophosphate
  • Apaetp
  • Ethiofos
  • Ethyol
  • Gammaphos
  • SAPEP
  • WR-1065
radiation protective agents
Thuốc Gốc
Small Molecule
CAS: 20537-88-6
ATC: V03AF05
ĐG : Bedford Labs , http://www.bedfordlabs.com
CTHH: C5H15N2O3PS
PTK: 214.223
A phosphorothioate proposed as a radiation-protective agent. It causes splenic vasodilation and may block autonomic ganglia. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C5H15N2O3PS
Phân tử khối
214.223
Monoisotopic mass
214.054099558
InChI
InChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)
InChI Key
InChIKey=JKOQGQFVAUAYPM-UHFFFAOYSA-N
IUPAC Name
({2-[(3-aminopropyl)amino]ethyl}sulfanyl)phosphonic acid
Traditional IUPAC Name
{2-[(3-aminopropyl)amino]ethyl}sulfanylphosphonic acid
SMILES
NCCCNCCSP(O)(O)=O
Độ hòa tan
1000 mg/mL
logP
-1.9
logS
-1.1
pKa (strongest acidic)
2.06
pKa (Strongest Basic)
11.01
PSA
95.58 Å2
Refractivity
51.28 m3·mol-1
Polarizability
21.01 Å3
Rotatable Bond Count
7
H Bond Acceptor Count
5
H Bond Donor Count
4
Physiological Charge
0
Number of Rings
0
Bioavailability
1
Rule of Five
true
Dược Lực Học : Amifostine is an organic thiophosphate cytoprotective agent indicated to reduce the cumulative renal toxicity associated with repeated administration of cisplatin in patients with advanced ovarian cancer or non-small cell lung cancer and also to reduce the incidence of moderate to severe xerostomia in patients undergoing post-operative radiation treatment for head and neck cancer. Amifostine is a prodrug that is dephosphorylated by alkaline phosphatase in tissues to a pharmacologically active free thiol metabolite, believed to be responsible for the reduction of the cumulative renal toxicity of cisplatin and for the reduction of the toxic effects of radiation on normal oral tissues. Healthy cells are preferentially protected because amifostine and metabolites are present in healthy cells at 100-fold greater concentrations than in tumour cells.
Cơ Chế Tác Dụng : A phosphorothioate proposed as a radiation-protective agent. It causes splenic vasodilation and may block autonomic ganglia. [PubChem] The thiol metabolite is responsible for most of the cytoprotective and radioprotective properties of amifostine. It is readily taken up by cells where it binds to and detoxifies reactive metabolites of platinum and alkylating agents as well as scavenges free radicals. Other possible effects include inhibition of apoptosis, alteration of gene expression and modification of enzyme activity.
Dược Động Học :

▧ Metabolism :
Amifostine is rapidly dephosphorylated by alkaline phosphatase in tissues primarily to the active free thiol metabolite and, subsequently, to a less active disulfide metabolite.
▧ Route of Elimination :
After a 10-second bolus dose of 150 mg/m2 of ETHYOL, renal excretion of the parent drug and its two metabolites was low during the hour following drug administration, averaging 0.69%, 2.64% and 2.22% of the administered dose for the parent, thiol and disulfide, respectively.
▧ Half Life :
8 minutes
Độc Tính : Rat LD50: 826 mg/kg
Chỉ Định : For reduction in the cumulative renal toxicity in patients with ovarian cancer (using cisplatin) and moderate to severe xerostomia in patients undergoing post-operative radiation treatment for head and neck cancer.
Tương Tác Thuốc :
  • Aliskiren Amifostine hypotensive effect can be exacerbated with administration of antihypertensives. If amifostine is administered, no antihypertensives should be administered within 24 hours. If the antihypertensives can't be withheld, amifostine should not be administered.
  • Azilsartan medoxomil Azilsartan medoxomil used in combintation with amifostine may lead to hypotension.
  • Chlorothiazide Antihypertensives may enhance the hypotensive effect of amifostine. When amifostine is used at doses recommended for chemotherapy, antihypertensive medications should be withheld for 24 hours prior to amifostine administration to avoid excessive hypotension during or immediately after infusion. If antihypertensive therapy can not be withheld, then that patient should not receive amifostine. Caution is recommended when using amifostine at the lower doses recommended for radiotherapy, but routine interruption of antihypertensive therapy is not recommended in these patients.
  • Telmisartan Telmisartan may increase the hypotensive effect of Amifostine. At chemotherapeutic doses of Amifostine, Telmisartan should be withheld for 24 hours prior to Amifostine administration. Use caution at lower doses of Amifostine.
  • Terazosin Terazosin may increase the hypotensive effect of Amifostine. At chemotherapeutic doses of Amifostine, Terazosin should be withheld for 24 hours prior to Amifostine administration. Use caution at lower doses of Amifostine.
  • Tolazamide Additive hypotensive effects may occur. At chemotherapeutic doses of Amifostine, Tolazamide should be withheld for 24 hours prior to Amifostine administration. Use caution at lower doses of Amifostine.
  • Torasemide Torasemide may increase the hypotensive effect of Amifostine. At chemotherapeutic doses of Amifostine, Torasemide should be withheld for 24 hours prior to Amifostine administration. Use caution at lower doses of Amifostine.
  • Trandolapril Trandolapril may increase the hypotensive effect of Amifostine. At chemotherapeutic doses of Amifostine, Trandolapril should be withheld for 24 hours prior to Amifostine administration. Use caution at lower doses of Amifostine.
  • Trichlormethiazide Trichlormethiazide may increase the hypotensive effect of Amifostine. At chemotherapeutic doses of Amifostine, Trichlomethiazide should be withheld for 24 hours prior to Amifostine administration. Use caution at lower doses of Amifostine.
  • Valsartan Additive hypotensive effects may occur. At chemotherapeutic doses of Amifostine, Valsartan should be withheld for 24 hours prior to Amifostine administration. Use caution at lower doses of Amifostine.
  • Verapamil Verapamil may enhance the hypotensive effect of Amifostine. At chemotherapeutic doses of Amifostine, Verapamil should be withheld for 24 hours prior to Amifostine administration. Caution should be used at lower Amifostine doses used during radiotherapy, but routine interruption of Verapamil therapy is not recommended.
Liều Lượng & Cách Dùng : Powder, for solution - Intravenous
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Amifostine 500 mg vial
    Giá bán buôn : USD >600.0
    Đơn vị tính : vial
  • Biệt dược thương mại : Ethyol 500 mg vial
    Giá bán buôn : USD >605.88
    Đơn vị tính : vial
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Ethyol
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01143
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=2141
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505305
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C06819
ChemSpider
http://www.chemspider.com/Chemical-Structure.2056.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/58178-017-01
PharmGKB
http://www.pharmgkb.org/drug/PA448365
Wikipedia
http://en.wikipedia.org/wiki/Amifostine
RxList
http://www.rxlist.com/cgi/generic/amifostine.htm
Drugs.com
http://www.drugs.com/cdi/amifostine.html
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