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Amifostine

Product Name
Amifostine
CAS No.
20537-88-6
Chemical Name
Amifostine
Synonyms
Ethyol;γphos;sapep;Ethyo;WR2721;CS-271;apaetp;wr2721c;Ethiotas;ym-08310
CBNumber
CB1316377
Molecular Formula
C5H15N2O3PS
Formula Weight
214.22
MOL File
20537-88-6.mol
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Amifostine Property

Melting point:
160-1610C
Boiling point:
441.7±51.0 °C(Predicted)
Density 
1.367±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
Soluble in Water.
pka
1.28±0.10(Predicted)
form 
powder
color 
White
Water Solubility 
Soluble to 100 mM in water
Stability:
Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months.
CAS DataBase Reference
20537-88-6(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
TE6491000
Hazardous Substances Data
20537-88-6(Hazardous Substances Data)
Toxicity
cyt-mus-ipr 300 mg/kg CUSCAM 54,1080,85
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Tocris
Product number
6655
Product name
Amifostine
Packaging
100
Price
$102
Updated
2021/12/16
TRC
Product number
A576810
Product name
Amifostine
Packaging
100mg
Price
$55
Updated
2021/12/16
AK Scientific
Product number
H037
Product name
Amifostine
Packaging
5mg
Price
$34
Updated
2021/12/16
ChemScene
Product number
CS-2875
Product name
Amifostine
Purity
≥98.0%
Packaging
10mg
Price
$65
Updated
2021/12/16
ChemScene
Product number
CS-2875
Product name
Amifostine
Purity
≥98.0%
Packaging
50mg
Price
$272
Updated
2021/12/16
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Amifostine Chemical Properties,Usage,Production

Description

Amifostine, an organic thiophosphate, was introduced for the reduction of cisplatin-induced renal toxicity in patients with advanced ovarian cancer. It is also a radio-protective agent. Amifostine is a prodrug which is rapidly dephosphorylated, preferentially in non-tumor tissues to the active thiol. This agent binds to chemotherapeutic drugs and free radicals released by radiotherapy. The protective effect of amifostine was observed in a wide range of normal organs including bone marrow and gastrointestinal mucosa without interfering with the anti-tumor effect of chemohadiotherapy, indicating an increased therapeutic index for existing cancer treatment. Amifostine is also being evaluated as a cytoprotective in other types of tumors including lung, breast, head and neck cancers. It was reported to be a potent mucolytic with potential in cystic fibrosis.

Chemical Properties

White Solid

Originator

US Bloscience (U.S.A.)

Uses

neuroleptic

Uses

It is a thiophosphate derivative of cysteamine; provides normal cells with selective protection against the toxic effects of cancer chemotherapy and radiation treatment

Definition

ChEBI: 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.

Manufacturing Process

A solution of 2-(3-aminopropylamino)ethanol (25.0 g, 0.212 mole) in 48 % hydrobromic acid (200 ml) was distilled until 35 ml of distillate had been collected. The solution was refluxed and, periodically, more distillate was collected. The total volume of distillate removed in 7 distillation periods was 160 ml, or 80 % of the original volume of 48% hydrobromic acid, and the time of continuous boiling was approximately 48 hours. The residual solution was then evaporated to dryness under reduced pressure with the aid of several added portions of methanol. The crystalline residue was thoroughly triturated with acetone, collected, and washed on the funnel with acetone. After the product had been pressed as dry as possible on the funnel, it was dissolved in a slight excess of boiling methanol and the solution was filtered. Addition of acetone to the filtrate precipitated pure N-(2-bromoethyl)-1,3- propanediamine dihydrobromide as colorless crystals, which were dried in vacuum over phosphorus pentoxide: yield 58.0 g (80%), melting point 205- 206°C. Trisodium phosphorothioate (6.93 g, 38.5 mmoles) was gradually added in small portions with vigorous stirring to water (38 ml) cooled externally by means of a water bath (15°-20°C). To the resulting suspension was added N-(2-bromoethyl)-1,3-propanediamine dihydrobromide (13.3 g, 38.8 mmoles). After a few minutes, complete solution occurred, and N,Ndimethylformamide (19 ml) was added with continued external cooling at 15°- 20°C. After the solution had been stirred at about 20°C for 90 min, it was poured into methanol (250 ml), and the mixture was refrigerated at 4°C overnight. The white precipitate that formed was collected and pressed as dry as possible on the funnel. The solid was dissolved in water (40 ml), and the solution was filtered. Addition of methanol (250 ml) reprecipitated the product. After the mixture had been refrigerated about 1 hour, the product was collected and washed on the funnel, first with methanol and finally with ether. The white solid was dried in vacuo at room temperature, then exposed to ambient conditions of the laboratory for 5 hours, and bottled under nitrogen and stored in a freezer. The yield of S-2-(3-aminopropylamino)ethyl dihydrogen phosphorothioate monohydrate, melting point (from methanol) 160-161°C, dec., was 8.15 g (91%).

brand name

Ethyol (MedImmune) [USAN previously used: Ethiofos.].

Therapeutic Function

Radioprotective, Chemoprotectant, Mucolytic

Safety Profile

Poison by intravenous,intramuscular, and intraperitoneal routes. Moderately toxicby ingestion. An experimental teratogen. Otherexperimental reproductive effects. Mutation data reported. When heated todecomposition it emits very toxic fumes of SOx, PO

storage

Store at +4°C

References

1) Capizzi et al. (2000), Chemoprotective and radioprotective effects of amifostine: an update of clinical trials; Int. J. Hematol., 72 425 2) Provinciali et al. (1999), In vivo amifostine (WR-2721) prevents chemotherapy-induced apoptosis of peripheral blood lymphocytes from cancer patients; Life Sci., 64 1525 3) Koukourakis et al. (2004), Amifostine before chemotherapy: improved tolerance profile of the subcutaneous over the intravenous route; Cancer Chemother. Pharmacol., 53 8 4) Maurici et al. (2001), Amifostine (WR2721) restores transcriptional activity of specific p53 mutant proteins in a yeast functional assay; Oncogene, 20 3533

Amifostine Preparation Products And Raw materials

Raw materials

Preparation Products

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Amifostine Suppliers

MedBioPharmaceutical Technology Inc
Tel
021-69568360 18916172912
Email
order@med-bio.cn
Country
China
ProdList
8140
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
Nanjing Chemlin Chemical Co., Ltd
Tel
025-83697070
Fax
+86-25-83453306
Email
info@chemlin.com.cn
Country
China
ProdList
19172
Advantage
64
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
XiaoGan ShenYuan ChemPharm co,ltd
Tel
15527768850
Email
1791901229@qq.com
Country
China
ProdList
8843
Advantage
52
Syntechem Co.,Ltd
Tel
Fax
E-Mail Inquiry
Email
info@syntechem.com
Country
China
ProdList
12984
Advantage
57
China Langchem Inc.
Tel
021-58956006 15800617331
Fax
021-58956100
Email
sales4@langchem.com
Country
China
ProdList
204
Advantage
57
Wuhan Kemi-Works Chemical Co., Ltd
Tel
027-85736489
Fax
86-27-85736485
Email
info@kemiworks.net
Country
China
ProdList
540
Advantage
57
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
9387
Advantage
52
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View Lastest Price from Amifostine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Amifostine 20537-88-6
Price
US $0.00/g
Min. Order
1g
Purity
98.0%
Supply Ability
5kg/month
Release date
2021-12-13
Hebei Zhanyao Biotechnology Co. Ltd
Product
Amifostine 20537-88-6
Price
US $10.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99%
Supply Ability
20 Tons
Release date
2021-10-29
Dideu Industries Group Limited
Product
Amifostine 20537-88-6
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons min
Release date
2021-08-13

20537-88-6, AmifostineRelated Search:


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  • Fosteamine
  • 2-(3-Aminopropyl)aminoethyl phosphorothioate, WR2721
  • Ethiotas
  • S-2-[(3-Aminopropyl)amino]ethanethiol dihydrogen phosphate ester
  • Amifostine,2-(3-Aminopropyl)aminoethyl phosphorothioate, WR2721
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  • AMIFOSTIN
  • AMINOPROPYL AMINOETHYLTHIOPHOSPHATE
  • AaMifostine
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  • 2-((3-aminopropyl)amino)-ethanethiodihydrogenphosphate(ester)
  • 2-[3-AMINOPROPYL]AMINOETHYL PHOSPHOROTHIOATE
  • S-2-(3-AMINOPROPYLAMINO)ETHYL O,O-DIHYDROGEN PHOSPHOROTHIOATE
  • CS-271
  • sapep
  • s-omega-(3-aminopropylamino)ethyldihydrogenphosphorothioate
  • wr2721c
  • ym-08310
  • 2-[(3-Aminopropyl)-amino]ethanethiol Dihydrogen Phosphate
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  • 2-(3-aminopropylamino)ethylthiophosphate
  • acide((amino-3propylamino)-2ethyl)-s-phosphorothioique
  • apaetp
  • au-95722
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  • nsc-296961
  • s-(2-(3-aminopropylamino)ethyl)phosphorothioate
  • s,2-(3-aminopropylamino)ethyl-phosphorothioicacid
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  • AmifostineQ: What is Amifostine Q: What is the CAS Number of Amifostine Q: What is the storage condition of Amifostine Q: What are the applications of Amifostine
  • TIANFUCHEM--20537-88-6--High purity Amifostine factory price
  • Ethyol|||WR2721|||Gammaphos
  • 20537-88-6
  • C5H15N2O3PS
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