Amifostine

L'amifostine est un adjuvant cytoprotecteur utilisé en chimiothérapie du cancer impliquant des agents chimiothérapeutiques liant l'ADN.

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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.

Amifostine is an organic thiophosphate prodrug which is dephosphorylated in vivo by alkaline phosphatase to the active cytoprotective thiol metabolite. The selective protection of non-malignant tissues is believed to be due to higher alkaline phosphatase activity, higher pH, and vascular permeation of normal tissues.

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Identification
Amifostine

Nom UICPA	S-{2-[(3-aminopropyl)amino]éthyl} dihydrogénophosphorothioate
N^o CAS	20537-88-6
N^o ECHA	100.161.827
Code ATC	V03AF05
SMILES	NCCCNCCSP(O)(=O)O PubChem, vue 3D
InChI	InChI : vue 3D InChI=1/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)
Propriétés chimiques
Formule brute	C₅H₁₅N₂O₃PS [Isomères]
Masse molaire[1]	214,223 ± 0,011 g/mol C 28,03 %, H 7,06 %, N 13,08 %, O 22,41 %, P 14,46 %, S 14,97 %,

Unités du SI et CNTP, sauf indication contraire.

Spécialités

Ethyol

Notes et références

Masse molaire calculée d’après « Atomic weights of the elements 2007 », sur www.chem.qmul.ac.uk.

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