Broparestrol

Broparestrol
Clinical data
Trade names	Acnestrol, Longestrol
Other names	LN-107; α-Bromo-α,β-diphenyl-β-p-ethylphenylethylene; BDPE
Pregnancy; category	X (Contraindicated);
Routes of; administration	By mouth
Drug class	Selective estrogen receptor modulator
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name 1-(2-bromo-1,2-diphenylethenyl)-4-ethylbenzene;
CAS Number	479-68-5; Z-isomer: 22393-63-1;
PubChem CID	3032769;
ChemSpider	2297663;
UNII	4F4UXV47YI; Z-isomer: D6CYJ2NI2L;
Chemical and physical data
Formula	C22H19Br
Molar mass	363.298 g·mol−1
3D model (JSmol)	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 (INNTooltip International Nonproprietary Name) (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, nonsteroidal selective estrogen receptor modulator (SERM) of the triphenylethylene group that has been 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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