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107868-30-4

107868-30-4 Structure

107868-30-4 Structure
IdentificationMore
[Name]

Exemestane
[CAS]

107868-30-4
[Synonyms]

10,13-dimethyl-6-methylidene-7,8,9,10,11,12,13,14,15,16-decahydrocyclopenta[a]phenanthrene-
6-methylenandrosta-1,4-diene-3,17-dione
6-METHYLENEANDROSTA-1,4-DIENE-3,17-DIONE
AROMASIN
EXEMESTANE
FCE-24304
Exemestan
Exemestance
6-Methyleneandrosta-1,4-diene-3,17-dione, FCE-24304, Aromasin
Androsta-1,4-diene-3,17-dione, 6-methylene
EXALAMIDE
[Molecular Formula]

C20H24O2
[MDL Number]

MFCD00866994
[Molecular Weight]

296.4
[MOL File]

107868-30-4.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powder
[mp ]

155.13°C
[Usage]

An antineoplastic (hormonal)
[CAS DataBase Reference]

107868-30-4(CAS DataBase Reference)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Etanol-->Tetrahydrofuran-->Formaldehyde-->p-Toluenesulfonic acid-->Benzoic acid
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

10,13-Dimethyl-6-methylidene-7,8,9,10,11,12,13,14,15,16-decahydrocyclopenta[a]phenanthrene-(107868-30-4).msds
Safety DataBack Directory
[HS Code ]

29372900
[Hazardous Substances Data]

107868-30-4(Hazardous Substances Data)
Hazard InformationBack Directory
[Hazard]

A reproductive hazard.
Questions And AnswerBack Directory
[Indications and Usage]

Exemestane is an irreversible steroid aromatase inhibitor. Its structure is similar to that of aromatase’s natural substrate, androstenedione, and acts as a pseudosubstrate. Postmenopausal women’s estrogen is mainly converted from androgen (produced by the adrenal cortex) by aromatase in the surrounding tissue. This drug irreversibly binds with the active site on aromatase to deactivate it, thus dramatically lower estrogen levels in the blood circulation of postmenopausal women. By inhibiting aromatase to lower estrogen levels, it can be used to treat hormone-dependent breast cancer in postmenopausal women.
Exemestane is suitable for treating advanced breast cancer in naturally or artificially postmenopausal women that has not responded well to tamoxifen treatment. It is also suitable for treating estrogen and progesterone receptor positive postmenopausal advanced breast cancer, and it can also be used to treat metastasized breast cancer and as adjuvant therapy for early breast cancer.
[Pharmacokinetics]

This drug has no noticeable effect on adrenal corticosteroids biosynthesis. Even when its concentration is over 600 times the concentration required to inhibit aromatase, it still has no noticeable effect the other enzymes in the corticosteroid production pathway.
This drug is absorbed quickly when taken orally and will affect food absorption. Its oral bioavailability is 42%. Postmenopausal women have a higher absorption rate than healthy test subjects. Patients reach peak blood concentration 2-4 hours after intake, and the peak lasts for an average of 1.2 hours, which is 2.9 hours shorter than healthy subjects. It mainly binds to Α1-acid glycoprotein and protein, and its overall binding rate to protein is 90%. It is mainly metabolized by the liver, the metabolite is inactive 17-Hydrecoxetron, and its clearing half-life is 24 hours. It is mostly excreted through urine and feces, which both account for 42% of the consumed amount.
[Drug interactions]

1. This drug cannot be used in combination with estrogen-based drugs to avoid counteracting its medicinal effects.
2. Exemestane is mostly metabolized by CYP3A4, but when used in combination with a strong CYP3A4 inhibitor (Ketoconazole), its pharmacokinetics do not exhibit any change. This is because the inhibitor does not seem to affect the drug’s pharmacokinetics, but it is also possible that the known CYP3A4 inducer lowers the blood concentration of Exemestane.
[Side effects]

Adverse effects include nausea, dryness, constipation, diarrhea, dizziness, insomnia, rash, fatigue, fever, swelling, pain, vomiting, abdominal pain, increased appetite, weight gain, etc. Additionally, some literature reports cases of hypertension, depression, anxiety, difficulty breathing, coughing, etc. There may also be decreases lymph cell amounts, abnormalities in liver function indicators (such as alanine aminotransferase), etc.
[Clinical Research]

For patients resistant to tamoxifen, 25mg of Exemestane, qd, can achieve an objective efficacy rate of 15-28% and a median continuation period of 69-76 weeks. Exemestane is superior to Megestrol, and it can extend the disease progression time. For patients who have worsened conditions following Megestrol treatment, Exemestane can still achieve an objective efficacy rate of 11-13%. A daily 25mg dose of Exemestane has an objective efficacy rate of 6.6% on patients who have not responded to non-steroidal aromatase inhibitors, and the two drugs are not cross-resistant.
[Contradictions]

1. Not to be used by patients allergic to this drug.
2. Not to be used by pregnant women, breastfeeding women, and children.
[Warnings and precautions]

1. Premenopausal women usually do not use Exemestane.
2. Patients with moderate to severe liver or renal failure should use with caution. Exceeding the recommended dosage of Exemestane may increase the occurrence of nonfatal adverse effects.
3. FDA labeled this drug’s pregnancy safety as level D.
4. Elderly patients do not require any special precautions.
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