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Key Documents

F2552

Sigma-Aldrich

Formestane

solid

Synonym(s):

4-Hydroxyandrost-4-ene-3,17-dione, CGP-32349

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About This Item

Empirical Formula (Hill Notation):
C19H26O3
CAS Number:
Molecular Weight:
302.41
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

Assay

≥98% (HPLC)

form

solid

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

solubility

chloroform: 50 mg/mL, clear to slightly hazy, colorless to faintly yellow

application(s)

forensics and toxicology
veterinary

storage temp.

2-8°C

SMILES string

C[C@]12CC[C@H]3[C@@H](CCC4=C(O)C(=O)CC[C@]34C)[C@@H]1CCC2=O

InChI

1S/C19H26O3/c1-18-10-8-15(20)17(22)14(18)4-3-11-12-5-6-16(21)19(12,2)9-7-13(11)18/h11-13,22H,3-10H2,1-2H3/t11-,12-,13-,18+,19-/m0/s1

InChI key

OSVMTWJCGUFAOD-KZQROQTASA-N

Gene Information

human ... CYP19A1(1588)

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Biochem/physiol Actions

Aromatase inhibitor used as an anti-cancer agent against estrogen-dependent tumors.

Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Repr. 1B

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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P E Lønning et al.
The Journal of steroid biochemistry and molecular biology, 77(1), 39-47 (2001-05-19)
Formestane (Lentaron(R), 4-hydroxyandrostenedione) is a steroidal aromatase inhibitor used for treatment of advanced breast cancer. Clinically, it is administered as a depot form once fortnightly by intramuscular (i.m.) injection. To investigate the pharmacokinetics, bioavailability and metabolism of the drug, seven
Davide Mauri et al.
Journal of the National Cancer Institute, 98(18), 1285-1291 (2006-09-21)
Aromatase inhibitors and inactivators have been extensively tested in patients with advanced breast cancer, but it is unclear whether they offer any survival benefits compared with standard hormonal treatment with tamoxifen or progestagens. We performed a meta-analysis of randomized controlled
Sanjay K Sharma et al.
Bioorganic & medicinal chemistry letters, 18(20), 5563-5566 (2008-09-26)
Synthesis of 4-amino-4,6-androstadiene-3,17-dione 7, an analog of formestane used in breast cancer therapy as an aromatase inhibitor, from 4-acetoxy-4-androstene-3,17-dione 2 is described. This is the first report of a 4-amino diene (4,6) system in this series of molecules. The new
Xin Wang et al.
Cancer research, 66(21), 10281-10286 (2006-11-03)
Using Western blot as the major technique, we studied the effects of the three Food and Drug Administration (FDA)-approved aromatase inhibitors (AI) on aromatase protein stability in the aromatase-overexpressing breast cancer cell line MCF-7aro. We have found that exemestane treatment
Adam T Cawley et al.
Rapid communications in mass spectrometry : RCM, 22(24), 4147-4157 (2008-11-26)
Studies have shown that the administration of androstenedione (ADIONE) significantly increases the urinary ratio of testosterone glucuronide to epitestosterone glucuronide (T/E) - measured by gas chromatography/mass spectrometry (GC/MS) - in subjects with a normal ( approximately 1) or naturally high

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