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Exemestane



Exemestane
Systematic (IUPAC) name
10,13-dimethyl-6-methylidene- 7,8,9,10,11,12,13,14,15,16- decahydrocyclopenta[a] phenanthrene- 3,17-dione
Identifiers
CAS number 107868-30-4
ATC code L02BG06
PubChem 60198
DrugBank APRD00144
Chemical data
Formula C20H24O2 
Mol. mass 296.403 g/mol
Pharmacokinetic data
Bioavailability ~60%
Protein binding 90%
Metabolism  ?
Half life 27 hours
Excretion  ?
Therapeutic considerations
Pregnancy cat.

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Legal status
Routes  ?

Exemestane (trade name Aromasin) is an oral steroidal aromatase inhibitor (but also known uniquely as an aromatase inactivator) used in the adjuvant treatment of hormonally-responsive (also called hormone-receptor-positive, estrogen-responsive) breast cancer in postmenopausal women. An aim in the treatment of hormone-receptor-positive patients in preventing recurrence is to lower estrogen levels that this breast cancer thrives on.

Additional recommended knowledge

The main source of estrogen is the ovaries in premenopausal women, while in post-menopausal women most of the body's estrogen is produced in the adrenal gland from the conversion of androgens into estrogen by the aromatase enzyme. Exemestane is an irreversible, steroidal aromatase inactivator, structurally related to the natural substrate androstenedione. It acts as a false substrate for the aromatase enzyme, and is processed to an intermediate that binds irreversibly to the active site of the enzyme causing its inactivation, an effect also known as "suicide inhibition." In other words, the Exemestane, by being structurally similar to the target of the enzymes, permanently binds to those enzymes, thereby preventing them from ever completing their task of converting androgens into estrogens.

The estrogen suppression rate for exemestane varies from 85% for estradiol (E2) to 95% for estrone (E1).

References

  • Extensive information, including trial statistics from the National Institutes of Health
  • Aromasin official website
  • Profile of exemestane for use as an anti-estrogen by athletes and bodybuilders
  • Coombes RC et al. (2007). "Survival and safety of exemestane versus tamoxifen after 2–3 years' tamoxifen treatment (Intergroup Exemestane Study): a randomised controlled trial". Lancet 369 (9561): 559–70. doi:10.1016/S0140-6736(07)60200-1. PMID 17307102. Retrieved on 2007-07-22.


 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Exemestane". A list of authors is available in Wikipedia.
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