MedKoo Cat#: 593029 | Name: Amifostine
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Amifostine is a phosphorothioate proposed as a radiation-protective agent. It causes splenic vasodilation and may block autonomic ganglia.

Chemical Structure

Amifostine
Amifostine
CAS#20537-88-6 (free)

Theoretical Analysis

MedKoo Cat#: 593029

Name: Amifostine

CAS#: 20537-88-6 (free)

Chemical Formula: C5H15N2O3PS

Exact Mass: 214.0541

Molecular Weight: 214.22

Elemental Analysis: C, 28.03; H, 7.06; N, 13.08; O, 22.41; P, 14.46; S, 14.97

Price and Availability

Size Price Availability Quantity
10mg USD 265.00 2 Weeks
50mg USD 675.00 2 Weeks
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Synonym
Amifostine; Apaetp; AU-95722; NSC 296961; NSC-296961; S 8744; WR 2721; YM 08310; YM-08310;
IUPAC/Chemical Name
2-((3-Aminopropyl)amino)-ethanethiol, dihydrogen phosphate ester (9CI)
InChi Key
JKOQGQFVAUAYPM-UHFFFAOYSA-N
InChi Code
InChI=1S/C5H15N2O3PS/c6-2-1-3-7-4-5-12-11(8,9)10/h7H,1-6H2,(H2,8,9,10)
SMILES Code
NCCCNCCSP(O)(O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Certificate of Analysis
Safety Data Sheet (SDS)

Preparing Stock Solutions

The following data is based on the product molecular weight 214.22 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Jaćević V, Dragojević-Simić V, Tatomirović Ž, Dobrić S, Bokonjić D, Kovačević A, Nepovimova E, Vališ M, Kuča K. The Efficacy of Amifostine against Multiple-Dose Doxorubicin-Induced Toxicity in Rats. Int J Mol Sci. 2018 Aug 12;19(8). pii: E2370. doi: 10.3390/ijms19082370. PubMed PMID: 30103540. 2: Sueishi Y, Nii R. Monoterpene's multiple free radical scavenging capacity as compared with the radioprotective agent cysteamine and amifostine. Bioorg Med Chem Lett. 2018 Aug 2. pii: S0960-894X(18)30652-8. doi: 10.1016/j.bmcl.2018.08.003. [Epub ahead of print] PubMed PMID: 30098868. 3: Yang C, Tang H, Wang L, Peng R, Bai F, Shan Y, Yu Z, Zhou P, Cong Y. Dimethyl Sulfoxide Prevents Radiation-induced Oral Mucositis through Facilitating DNA Double-strand Break Repair in Epithelial Stem Cell. Int J Radiat Oncol Biol Phys. 2018 Aug 6. pii: S0360-3016(18)33467-9. doi: 10.1016/j.ijrobp.2018.07.2010. [Epub ahead of print] PubMed PMID: 30092334. 4: Chang H, Yi W, Wang X, Tao Y, Yang X, Chen C, Zhang W, Zhou S, Liu S, Li X, Ding S, Li J, Li G, Shao X, Liu Y, Song W, Xia Y. Effectiveness and safety of different amifostine regimens: Preliminary results of a phase II multicenter randomized controlled trial. Chin J Cancer Res. 2018 Jun;30(3):307-314. doi: 10.21147/j.issn.1000-9604.2018.03.03. PubMed PMID: 30046225; PubMed Central PMCID: PMC6037586. 5: Xie J, Wang C, Zhao F, Gu Z, Zhao Y. Application of Multifunctional Nanomaterials in Radioprotection of Healthy Tissues. Adv Healthc Mater. 2018 Jul 17:e1800421. doi: 10.1002/adhm.201800421. [Epub ahead of print] PubMed PMID: 30019546. 6: Cebi Sen C, Yumusak N, Atilgan HI, Sadic M, Koca G, Korkmaz M. Effect of Amifostine on Sperm DNA Fragmentation and Testes after Radioiodine Treatment. J Vet Res. 2017 Dec 27;61(4):509-515. doi: 10.1515/jvetres-2017-0064. eCollection 2017 Dec. PubMed PMID: 29978117; PubMed Central PMCID: PMC5937352. 7: Yahyapour R, Shabeeb D, Cheki M, Musa AE, Farhood B, Rezaeyan A, Amini P, Fallah H, Najafi M. Radiation protection and mitigation by natural antioxidants and flavonoids; implications to radiotherapy and radiation disasters. Curr Mol Pharmacol. 2018 Jun 19. doi: 10.2174/1874467211666180619125653. [Epub ahead of print] PubMed PMID: 29921213. 8: Hari P, Reece DE, Randhawa J, Flomenberg N, Howard DS, Badros AZ, Rapoport AP, Meisenberg BR, Filicko-Ohara J, Phillips GL, Vesole DH. Final outcomes of escalated melphalan 280 mg/m(2) with amifostine cytoprotection followed autologous hematopoietic stem cell transplantation for multiple myeloma: high CR and VGPR rates do not translate into improved survival. Bone Marrow Transplant. 2018 Jun 15. doi: 10.1038/s41409-018-0261-y. [Epub ahead of print] PubMed PMID: 29907806. 9: Kim JW, Kim JM, Kim SK, Kim YM, Choi JS. Protective Effect of Ginseng on Salivary Dysfunction Following Radioiodine Therapy in a Mouse Model. Thyroid. 2018 Aug;28(8):1034-1041. doi: 10.1089/thy.2017.0379. Epub 2018 Jul 30. PubMed PMID: 29905085. 10: Urlaub KM, Lynn JV, Carey EG, Nelson NS, Polyatskaya Y, Donneys A, Mazzoli AC, Buchman SR. Histologic Improvements in Irradiated Bone Through Pharmaceutical Intervention in Mandibular Distraction Osteogenesis. J Oral Maxillofac Surg. 2018 May 19. pii: S0278-2391(18)30438-5. doi: 10.1016/j.joms.2018.05.013. [Epub ahead of print] PubMed PMID: 29883588. 11: Can B, Atilgan R, Pala S, Kuloğlu T, Kiray S, Ilhan N. Examination of the effect of ovarian radiation injury induced by hysterosalpingography on ovarian proliferating cell nuclear antigen and the radioprotective effect of amifostine: an experimental study. Drug Des Devel Ther. 2018 May 25;12:1491-1500. doi: 10.2147/DDDT.S156757. eCollection 2018. PubMed PMID: 29872271; PubMed Central PMCID: PMC5973316. 12: Mercantepe F, Mercantepe T, Topcu A, Yılmaz A, Tumkaya L. Protective effects of amifostine, curcumin, and melatonin against cisplatin-induced acute kidney injury. Naunyn Schmiedebergs Arch Pharmacol. 2018 Sep;391(9):915-931. doi: 10.1007/s00210-018-1514-4. Epub 2018 Jun 2. PubMed PMID: 29860655. 13: Nesheiwat Z, Bhimji SS. Esophagitis, Radiation. 2018 Apr 23. StatPearls [Internet]. Treasure Island (FL): StatPearls Publishing; 2018 Jan-. Available from http://www.ncbi.nlm.nih.gov/books/NBK499920/ PubMed PMID: 29763095. 14: Arora A, Bhuria V, Hazari PP, Pathak U, Mathur S, Roy BG, Sandhir R, Soni R, Dwarakanath BS, Bhatt AN. Amifostine Analog, DRDE-30, Attenuates Bleomycin-Induced Pulmonary Fibrosis in Mice. Front Pharmacol. 2018 Apr 24;9:394. doi: 10.3389/fphar.2018.00394. eCollection 2018. PubMed PMID: 29740320; PubMed Central PMCID: PMC5928292. 15: Corrigendum. J Dent Res. 2018 Aug;97(9):1070. doi: 10.1177/0022034518774759. Epub 2018 May 8. PubMed PMID: 29738287. 16: Oronsky B, Goyal S, Kim MM, Cabrales P, Lybeck M, Caroen S, Oronsky N, Burbano E, Carter C, Oronsky A. A Review of Clinical Radioprotection and Chemoprotection for Oral Mucositis. Transl Oncol. 2018 Jun;11(3):771-778. doi: 10.1016/j.tranon.2018.03.014. Epub 2018 Apr 23. Review. PubMed PMID: 29698934; PubMed Central PMCID: PMC5918142. 17: Varghese JJ, Schmale IL, Mickelsen D, Hansen ME, Newlands SD, Benoit DSW, Korshunov VA, Ovitt CE. Localized Delivery of Amifostine Enhances Salivary Gland Radioprotection. J Dent Res. 2018 Apr 1:22034518767408. doi: 10.1177/0022034518767408. [Epub ahead of print] Erratum in: J Dent Res. 2018 Aug;97(9):1070. PubMed PMID: 29634396. 18: Arends J. How to feed patients with gastrointestinal mucositis. Curr Opin Support Palliat Care. 2018 Jun;12(2):168-173. doi: 10.1097/SPC.0000000000000345. PubMed PMID: 29608464. 19: Ferraiolo DM, Veitz-Keenan A. Insufficient evidence for interventions to prevent dry mouth and salivary gland dysfunction post head and neck radiotherapy. Evid Based Dent. 2018 Mar 23;19(1):30-31. doi: 10.1038/sj.ebd.6401295. PubMed PMID: 29568026. 20: Ranganathan K, Simon E, Lynn J, Snider A, Zhang Y, Nelson N, Donneys A, Rodriguez J, Buchman L, Reyna D, Lipka E, Buchman SR. Novel Formulation Strategy to Improve the Feasibility of Amifostine Administration. Pharm Res. 2018 Mar 19;35(5):99. doi: 10.1007/s11095-018-2386-5. PubMed PMID: 29556791.