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HomeProduct name listEstramustine

Estramustine

  • CAS NO.:2998-57-4
  • Empirical Formula: C23H31Cl2NO3
  • Molecular Weight: 440.4
  • MDL number: MFCD00866377
  • EINECS: 221-076-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 15:53:33
Estramustine Structural

What is Estramustine?

The Uses of Estramustine

Antineoplastic.

The Uses of Estramustine

Estradiol 3-[N,N-Bis(2-chloroethyl)carbamate] is used treatment of breast cancer. Also used in the treatment of prostate cancer.

Background

A nitrogen mustard linked to estradiol, usually as phosphate; used to treat prostatic neoplasms; also has radiation protective properties.

Indications

For the palliative treatment of patients with metastatic and/or progressive carcinoma of the prostate

What are the applications of Application

Estramustine is an estrogen derivative

Definition

ChEBI: A carbamate ester obtained by the formal condensation of the hydroxy group of 17beta-estradiol with the carboxy group of bis(2-chloroethyl)carbamic acid.

Indications

Estramustine phosphate sodium (Emcyt) is a hybrid structure combining estradiol and a nitrogen mustard in a single molecule. The drug has been approved for use in prostatic carcinomas and will produce clinical remissions in one-third of patients who have failed to respond to previous estrogen therapy. The mechanism of action of estramustine is not well defined, but it does not appear to require either alkylation of DNA or the presence of estrogen receptors in tumor cells. Nonetheless, the toxicities of the drug are similar to those of estrogen therapy: breast tenderness and enlargement (gynecomastia), fluid retention, mild nausea, and an increased risk of thrombophlebitis and pulmonary embolism.The drug is not myelosuppressive.

Biological Functions

Estramustine has a low affinity for the βm tubulin isotype, which often is overexpressed in estramustineresistant prostatic neoplasms as one defense against this therapeutic intervention.

Mechanism of action

Because this anticancer agent contains a carbamylated nitrogen mustard moiety, it is most commonly classified as a DNA alkylator; however, it is now known that its primary mechanism of antineoplastic action is inhibition of mitosis.

Pharmacokinetics

Estramustine is an antineoplastic agent indicated in the palliative treatment of patients with metastatic and/or progressive carcinoma of the prostate. Estramustine is a combination of estradiol with nitrogen mustard. In vivo, the nitrogen-mustard moiety becomes active and participates in alkylation of DNA or other cellular components.. This causes DNA damage in rapidly dividing cancerous cells leading to cell death and ideally, tumor shrinkage.

Metabolism

Not Available

Properties of Estramustine

Melting point: 104-105°
Boiling point: 565.8±50.0 °C(Predicted)
alpha  D20 +50° (in dioxane)
Density  1.253±0.06 g/cm3(Predicted)
storage temp.  Store at -20°C
pka 15.05±0.40(Predicted)
form  Solid
color  White to off-white
Water Solubility  1mg/L(30 ºC)
CAS DataBase Reference 2998-57-4(CAS DataBase Reference)

Safety information for Estramustine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Estramustine

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