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Home > Encyclopedia > Amifostine

Amifostine

pharmaceutical raw materials
Amifostine structure

Amifostine 

structure

Description

Amifostine is the trihydrate form of a phosphorylated aminosulfhydryl compound. After dephosphorylation of amifostine by alkaline phosphatase to an active free sulfhydryl (thiol) metabolite, the thiol metabolite binds to and detoxifies cytotoxic platinum-containing metabolites of cisplatin and scavenges free radicals induced by cisplatin and ionizing radiation. The elevated activity of this agent in normal tissues results from both the relative abundance of alkaline phosphatase in normal tissues and the greater vascularity of normal tissues compared to tumor tissues.|A phosphorothioate proposed as a radiation-protective agent. It causes splenic vasodilation and may block autonomic ganglia.

Amifostine Basic Attributes

214.22

268.085785

M487QF2F4V

DTXSID40150210

C488

2930909165

Characteristics

124

0.64900

powder

1.367g/cm3

441.7°C at 760 mmHg

220.9ºC

2-8°C

Safety Information

NONH for all modes of transport

3

22

26-36

TE6491000

Xn

P301 + P312 + P330

H302

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory.

Drug Information

Drugs used to protect against ionizing radiation. They are usually of interest for use in radiation therapy but have been considered for other purposes, e.g. military. (See all compounds classified as Radiation-Protective Agents.)

Amifostine

Amifostine Use and Manufacturing

Protectant (topical); radioprotector.

Computed Properties

Molecular Weight:268.27
Hydrogen Bond Donor Count:7
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:7
Exact Mass:268.08579457
Monoisotopic Mass:268.08579457
Topological Polar Surface Area:124
Heavy Atom Count:15
Complexity:152
Covalently-Bonded Unit Count:4
Compound Is Canonicalized:Yes

Drug Function and Efficacy

This product is an organic thiophosphate compound. After being hydrolyzed and dephosphorylated by alkaline phosphatase bound to the cell membrane in the tissue, it becomes an active metabolite WR-1065, whose chemical structure is H2N-(CH2)3-NH-(CH2)2-SH. Because the sulfhydryl group has the function of scavenging free radicals in the tissue, it can reduce the toxicity of cisplatin, cyclophosphamide and mitomycin.

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

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