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Estramustine

Estramustine

Product ID E7578
Cas No. 2998-57-4
Purity ≥97%
Product Unit SizeCostQuantityStock
25 mg $106.40 In stock
100 mg $225.30 In stock
250 mg $449.10 In stock
1 g $1,388.40 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Estramustine is a derivative of estradiol and the nitrogen mustard mechlorethamine that is clinically used to treat prostate cancer. Estramustine primarily exerts its anticancer chemotherapeutic activity through antimitotic actions. Estramustine acetylates microtubules, stabilizing them and inducing depolymerization, resulting in apoptosis across a variety of cancer cell types. Estramustine also increases DNA fragmentation in glioma cells and tumors (in vivo), but not in normal tissue.

Product Info

Cas No.

2998-57-4

Purity

≥97%

Formula

C23H31Cl2NO3

Formula Wt.

440.40

IUPAC Name

[(8R,9S,13S,14S,17S)-17-hydroxy-13-methyl-6,7,8,9,11,12,14,15,16, 17-decahydrocyclopenta[a]phenanthren-3-yl] N,N-bis(2-chloroethyl)carbamate

Melting Point

104.5°C

Appearance

White to off white powder

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

E7578 MSDS PDF

Info Sheet

E7578 Info Sheet PDF

References

Matsumoto K, Tanaka N, Hayakawa N, et al. Efficacy of estramustine phosphate sodium hydrate (EMP) monotherapy in castration-resistant prostate cancer patients: report of 102 cases and review of literature. Med Oncol. 2013 Dec;30(4):717. PMID: 24005812.

Mohan R, Panda D. Kinetic stabilization of microtubule dynamics by estramustine is associated with tubulin acetylation, spindle abnormalities, and mitotic arrest. Cancer Res. 2008 Aug 1;68(15):6181-9. PMID: 18676841.

Yoshida D, Hoshino S, Shimura T, et al. Drug-induced apoptosis by anti-microtubule agent, estramustine phosphate on human malignant glioma cell line, U87MG; in vitro study. J Neurooncol. 2000 Apr;47(2):133-40. PMID: 10982154.

Panda D, Miller HP, Islam K, et al. Stabilization of microtubule dynamics by estramustine by binding to a novel site in tubulin: a possible mechanistic basis for its antitumor action. Proc Natl Acad Sci U S A. 1997 Sep 30;94(20):10560-4. PMID: 9380674.

Punzi JS, Duax WL, Strong P, et al. Molecular conformation of estramustine and two analogues. Mol Pharmacol. 1992 Mar;41(3):569-76. PMID: 1545778.

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