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;
CompTox Dashboard (EPA)	DTXSID201203500 ;
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^[1] that has been used in Europe as a dermatological agent and for the treatment of breast cancer.^[2]^[3]^[4]^[5]^[6] The drug is described as slightly estrogenic^[7] and potently antiestrogenic,^[8]^[9] and inhibits mammary gland development and suppresses prolactin levels in animals.^[10] It is structurally related to clomifene and diethylstilbestrol.^[6]^[10] 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.^[2]