Broparestrol

Broparestrol
Clinical data

Trade names	Acnestrol, Longestrol
Pregnancy category	X (Contraindicated)
Routes of administration	Oral
Legal status
Legal status	℞ (Prescription only)
Identifiers
IUPAC name 1-(2-Bromo-1,2-diphenylethenyl)-4-ethylbenzene
Synonyms	LN-107; α-Bromo-α,β-diphenyl-β-p-ethylphenylethylene; BDPE
CAS Number	479-68-5
PubChem CID	3032769
ChemSpider	2297663
UNII	4F4UXV47YI
Chemical and physical data
Formula	C₂₂H₁₉Br
Molar mass	363.29026 g/mol
3D model (Jmol)	Interactive image
SMILES CCc1ccc(cc1)/C(=C(\c2ccccc2)/Br)/c3ccccc3
InChI InChI=1S/C22H19Br/c1-2-17-13-15-19(16-14-17)21(18-9-5-3-6-10-18)22(23)20-11-7-4-8-12-20/h3-16H,2H2,1H3/b22-21+ Key:OQCYTSHIQNPJIC-QURGRASLSA-N

Broparestrol (INN) (brand names Acnestrol, Longestrol; former developmental code name LN-107), also known as α-bromo-α,β-diphenyl-β-p-ethylphenylethylene (BDPE), is a synthetic, non-steroidal selective estrogen receptor modulator (SERM) of the triphenylethylene group that is or was used in Europe as a dermatological agent and for the treatment of breast cancer. The drug is described as slightly estrogenic and potently antiestrogenic, and inhibits mammary gland development and suppresses prolactin levels in animals. It is structurally related to clomifene and diethylstilbestrol.

Broparestrol is a mixture of E- and Z- isomers (LN-1643 and LN-2299, respectively), both of which are active and are similarly antiestrogenic but, unlike broparestrol, were never marketed.

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