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amifostine

Structure via PubChem · Public domain (PubChem)

EntityQ251698· pop 14· linked from 26 articles

amifostine

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Also known as Ethyol, Gammaphos, Apaetp, Ethiofos, Aminopropylaminoethyl Thiophosphate, SAPEP, Amifostina, Amifostinum

Amifostine (ethiofos) is a cytoprotective adjuvant used in cancer chemotherapy and radiotherapy involving DNA-binding chemotherapeutic agents. It is marketed by Clinigen Group under the trade name Ethyol.

Chemical data

Formula
C5H15N2O3PS
Molecular weight
214.23 g/mol
IUPAC name
3-azaniumylpropyl(2-phosphonatosulfanylethyl)azanium
SMILES
C(C[NH3+])C[NH2+]CCSP(=O)([O-])[O-]
InChIKey
JKOQGQFVAUAYPM-UHFFFAOYSA-N
XLogP
-4.6
Polar surface area
133 Ų
H-bond donors
2
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Approved
Molecule type
Small molecule
First approval
1995
Admin. routes
parenteral
Indications
myelodysplastic syndrome, prostate adenocarcinoma, trigeminal neuralgia, rectum cancer

via ChEMBL · EBI

Wikidata facts

Mass
214.054
Has use
medication
Show 4 more facts
chemical formula
C₅H₁₅N₂O₃PS
canonical SMILES
C(CN)CNCCSP(=O)(O)O
World Health Organisation international non-proprietary name
amifostine
defined daily dose
1.7
Sources (5)

via Wikidata · CC0

~3 min read

Encyclopedic overview

6 sections
Contents
  • Indications
  • Pharmacokinetics
  • Mechanism of action
  • Adverse effects
  • Contraindications
  • References

Amifostine (ethiofos) is a cytoprotective adjuvant used in cancer chemotherapy and radiotherapy involving DNA-binding chemotherapeutic agents. It is marketed by Clinigen Group under the trade name Ethyol.

==Indications== Amifostine is used therapeutically to reduce the incidence of neutropenia-related fever and infection induced by DNA-binding chemotherapeutic agents including alkylating agents (e.g. cyclophosphamide) and platinum-containing agents (e.g. cisplatin). It is also used to decrease the cumulative nephrotoxicity associated with platinum-containing agents. Amifostine is also indicated to reduce the incidence of xerostomia in patients undergoing radiotherapy for head and neck cancer.

Excerpted from Wikipedia’s “amifostine” article, available under the CC BY-SA 4.0 licence.

Gallery (3)