Estradiol benzoate

Estradiol benzoate

Systematic (IUPAC) name
(17β)-17-hydroxyestra-1,3,5(10)-trien-3-yl benzoate
Clinical data
Legal status	℞ (Prescription only)
Routes of administration	IM
Identifiers
CAS Number	50-50-0
ATC code	None
PubChem	CID: 222757
ChemSpider	193412
ChEBI	CHEBI:77006
Synonyms	17β-Estradiol-3-benzoate
Chemical data
Formula	C25H28O3
Molecular mass	376.488 g/mol
SMILES O=C(Oc1cc3c(cc1)[C@H]2CC[C@@]4([C@@H](O)CC[C@H]4[C@@H]2CC3)C)c5ccccc5
InChI InChI=1S/C25H28O3/c1-25-14-13-20-19-10-8-18(28-24(27)16-5-3-2-4-6-16)15-17(19)7-9-21(20)22(25)11-12-23(25)26/h2-6,8,10,15,20-23,26H,7,9,11-14H2,1H3/t20-,21-,22+,23+,25+/m1/s1 Key:UYIFTLBWAOGQBI-BZDYCCQFSA-N

Estradiol benzoate (INN; brand names Agofollin, Diffolisterol, Progynon-B, many others), or oestradiol benzoate (BAN), is a synthetic ester, specifically the 3-benzoyl ester, of the natural estrogen, estradiol. It was the first form of estrogen to be marketed, patented by Schering-Kahlbaum in 1936 in an oil preparation for injectable use and introduced later that year as Progynon-B. Though it is still in widespread use today, it has been mostly superseded by newer forms of estradiol with improved pharmacokinetics that require less frequent administration such as estradiol cypionate and estradiol valerate.

A single dose of 2.5 mg estradiol benzoate by intramuscular injection was found to produce plasma estradiol levels of >400 pg/mL, measured 24 hours post-injection, in a group of patients with minimal baseline levels of estradiol (due to GnRH analogue therapy with triptorelin).

See also

• Estrogen ester