Molecular Identity
amifostine
2-(3-aminopropylamino)ethylsulfanylphosphonic acid
PubChem CID: 2141
Amifostine is an organic thiophosphate that is the S-phospho derivative of 2-[(3-aminopropyl)amino]ethanethiol. A prodrug for the free thiol, WR-1065, which is used as a cytoprotectant in cancer chemotherapy and radiotherapy. It has a role as an antioxidant, a prodrug and a radiation protective agent. It is a diamine and an organic thiophosphate. It is functionally related to a cysteamine.
2D Structure
Properties
C5H15N2O3PS
Molecular Formula
214.23
Molecular Weight
g/mol
214.0541
Exact Mass
Da
-4.5
XLogP
Drug-like (Lipinski: < 5)
121
TPSA
Good oral absorption (< 140 A²)
4
H-Bond Donors
6
H-Bond Acceptors
152
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
amifostine20537-88-6EthiofosGammaphosEthyolApaetpAminopropylaminoethyl thiophosphateEthiofos AnhydrousAmifostine AnhydrousYM-08310AmifostinaNSC-296961WR 2721WR-2721NSC296961
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to amifostine
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