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amifostine
A 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.


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05. Industrial Uses 
05. Industrial Uses
 pharmaceutical [CHEBI:52217] (1978) 
 drug [CHEBI:23888] (1930) 
 prodrug [CHEBI:50266] (88) 
 amifostine [CHEBI:2636] (1)
 protective agent [CHEBI:50267] (74) 
 radiation protective agent [CHEBI:66987] (6) 
 amifostine [CHEBI:2636] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 phosphorus molecular entity [CHEBI:26082] (2769) 
 organophosphorus compound [CHEBI:25710] (1528) 
 organic phosphate [CHEBI:25703] (1511) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 organothiophosphorus compound [CHEBI:25716] (53) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 phosphorus oxoacids and derivatives [CHEBI:36360] (2691) 
 phosphorus oxoacid derivative [CHEBI:36359] (2628) 
 phosphoric acid derivative [CHEBI:26079] (2611) 
 organic phosphate [CHEBI:25703] (1511) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 phosphate [CHEBI:26020] (1522) 
 organic phosphate [CHEBI:25703] (1511) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 thiophosphate [CHEBI:37511] (53) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 phosphoric ester [CHEBI:37734] (1466) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 organic amino compound [CHEBI:50047] (2472) 
 diamine [CHEBI:23666] (39) 
 amifostine [CHEBI:2636] (1)
 chalcogen molecular entity [CHEBI:33304] (15225) 
 sulfur molecular entity [CHEBI:26835] (1541) 
 organothiophosphorus compound [CHEBI:25716] (53) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organophosphorus compound [CHEBI:25710] (1528) 
 organic phosphate [CHEBI:25703] (1511) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 organothiophosphorus compound [CHEBI:25716] (53) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 organic amino compound [CHEBI:50047] (2472) 
 diamine [CHEBI:23666] (39) 
 amifostine [CHEBI:2636] (1)
 ester [CHEBI:35701] (3370) 
 phosphoric ester [CHEBI:37734] (1466) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 organic amino compound [CHEBI:50047] (2472) 
 diamine [CHEBI:23666] (39) 
 amifostine [CHEBI:2636] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 oxoacid derivative [CHEBI:33241] (3254) 
 phosphorus oxoacid derivative [CHEBI:36359] (2628) 
 phosphoric acid derivative [CHEBI:26079] (2611) 
 organic phosphate [CHEBI:25703] (1511) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 phosphate [CHEBI:26020] (1522) 
 organic phosphate [CHEBI:25703] (1511) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 thiophosphate [CHEBI:37511] (53) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
 phosphoric ester [CHEBI:37734] (1466) 
 organic thiophosphate [CHEBI:37512] (53) 
 amifostine [CHEBI:2636] (1)
09. Chemical Capabilities 
09. Chemical Capabilities
 antioxidant [CHEBI:22586] (199) 
 amifostine [CHEBI:2636] (1)
ChEBI Compound Accession Identifier  [CHEBI:2636]
ChEBI Compound Description  A 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.
ChEBI Compound Identification Number  2636
ChEBI InChI Value  InChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)
ChEBI InChIKey Value  JKOQGQFVAUAYPM-UHFFFAOYSA-N
ChEBI Compound Name  amifostine
ChEBI SMILES Value  NCCCNCCSP(O)(O)=O
ChEBI Substance ID  50139273
ChEBI URL  ChEBI:2636
ChemSpider ID  2056
Ontomatica Chemical Accession Key (OnChAKey)  JKOQGQFVAUAYPM_UHFFFAOYSA_N_000_000000
PubChem Compound ID  2141