Lasofoxifene hydrochlorideProduct ingredient for Lasofoxifene
- Name
- Lasofoxifene hydrochloride
- Drug Entry
- Lasofoxifene
Lasofoxifene is a non-steroidal 3rd generation selective estrogen receptor modulator (SERM) that selectively binds to both ERα and ERβ with high affinity. It is a naphthalene derivative marketed for prevention and treatment of osteoporosis and for the treatment of vaginal atrophy. It was initially developed as Oporia by Pfizer as a treatment for postmenopausal osteoporosis and vaginal atrophy, in which were both rejected for approval by FDA. Later Fablyn was developed as a result of a research collaboration between Pfizer and Ligand Pharmaceuticals with a newly submitted New Drug Application in 2008. It gained approval by European Commission in March 2009. Ligand Pharmaceuticals signed a license agreement with Sermonix Pharmaceuticals for the development and commercialization of oral lasofoxifene in the USA.
- Accession Number
- DBSALT001954
- Structure
Structure for Lasofoxifene hydrochloride (DBSALT001954)
- Synonyms
- Lasofoxifene HCl
- UNII
- UEY1KQM2MR
- CAS Number
- 180915-85-9
- Weight
- Average: 450.02
Monoisotopic: 449.212157 - Chemical Formula
- C28H32ClNO2
- InChI Key
- SFWYWKVSAHDQRB-HBYDGSNJSA-N
- InChI
- InChI=1S/C28H31NO2.ClH/c30-24-11-15-27-23(20-24)10-14-26(21-6-2-1-3-7-21)28(27)22-8-12-25(13-9-22)31-19-18-29-16-4-5-17-29;/h1-3,6-9,11-13,15,20,26,28,30H,4-5,10,14,16-19H2;1H/t26-,28+;/m1./s1
- IUPAC Name
- (5R,6S)-6-phenyl-5-{4-[2-(pyrrolidin-1-yl)ethoxy]phenyl}-5,6,7,8-tetrahydronaphthalen-2-ol hydrochloride
- SMILES
- Cl.OC1=CC2=C(C=C1)[C@H]([C@H](CC2)C1=CC=CC=C1)C1=CC=C(OCCN2CCCC2)C=C1
- External Links
- ChemSpider
- 8846593
- ChEMBL
- CHEMBL2113354
- Predicted Properties
Property Value Source Water Solubility 0.000398 mg/mL ALOGPS logP 6.36 ALOGPS logP 5.97 Chemaxon logS -6 ALOGPS pKa (Strongest Acidic) 10.21 Chemaxon pKa (Strongest Basic) 8.98 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 32.7 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 126.83 m3·mol-1 Chemaxon Polarizability 47.64 Å3 Chemaxon Number of Rings 5 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule Yes Chemaxon