Tuesday, February 24, 2015

Flibanserin

Common name: Flibanserin; BIMT-17-BS; BIMT-17; Girosa
Trademarks: Girosa (proposed name)
Molecular Formula: C20H21F3N4O 
CAS Registry Number: 167933-07-5
CAS Name: 1-(2-{4-[3-(Trifluoromethyl)phenyl]piperazin-1-yl}ethyl)-1,3-dihydro-2H-benzimidazol-2-one
Molecular Weight: 390.40
SMILES: FC(F)(F)C1=CC(=CC=C1)N1CCN(CCN2C(=O)NC3=CC=CC=C23)CC1
InChI Key: PPRRDFIXUUSXRA-UHFFFAOYSA-N
InChI: InChI=1S/C20H21F3N4O/c21-20(22,23)15-4-3-5-16(14-15)26-11-8-25(9-12-26)10-13-27-18-7-2-1-6-17(18)24-19(27)28/h1-7,14H,8-13H2,(H,24,28)
Activity: Hypoactive Sexual Desire Disorder Treatment; HSDD Therapy; 5-HT1A agonist;  5-HT2A antagonist; Antidepressant; Depression Therapy
Status: Approved 2015 (US)
Originator: Boehringer Ingelheim/Sprout Pharmaceuticals

Flibanserin synthesis: WO1993003016A1 (also Ref. 2)

References:
1. Bietti, G.; et. al. Benzimidazolone derivatives as 5-ht1a and 5-ht2 antagonists. WO1993003016A1
2. Turconi, M.; et. al. Flibanserin. Drugs Fut 1998, 23(1), 9.
3. Borsini, F. et. al. Pharmacology of flibanserin. CNS Drug Rev 2002, 8(2), 117-142.(activity)