lasofoxifene

Also known as lasofoxifene tartrate, (-)-cis-5,6,7,8-Tetrahydro-6-phenyl-5-(p-(2-(1-pyrrolidinyl)ethoxy)phenyl)-2-naphthol

Lasofoxifene, sold under the brand name Fablyn, is a nonsteroidal selective estrogen receptor modulator (SERM) which is marketed by Pfizer in Lithuania and Portugal for the prevention and treatment of osteoporosis and for the treatment of vaginal atrophy, and the result of an exclusive research collaboration with Ligand Pharmaceuticals (LGND). It also appears to have had a statistically significant effect of reducing breast cancer in women according to a study published in The Journal of the National Cancer Institute.

Chemical data

Formula: C28H31NO2
Molecular weight: 413.5 g/mol
IUPAC name: (5R,6S)-6-phenyl-5-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-5,6,7,8-tetrahydronaphthalen-2-ol
SMILES: C1CCN(C1)CCOC2=CC=C(C=C2)[C@H]3[C@H](CCC4=C3C=CC(=C4)O)C5=CC=CC=C5
InChIKey: GXESHMAMLJKROZ-IAPPQJPRSA-N
XLogP: 6.1
Polar surface area: 32.7 Å²
H-bond donors: 1
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 2009
Admin. routes: oral
Indications: osteoporosis, breast cancer, angiosarcoma, breast neoplasm

via ChEMBL · EBI

Wikidata facts

Subclass of: chemical compound
Mass: 413.235

Show 5 more facts

chemical formula: C₂₈H₃₁NO₂
canonical SMILES: C1CCN(C1)CCOC2=CC=C(C=C2)C3C(CCC4=C3C=CC(=C4)O)C5=CC=CC=C5
isomeric SMILES: C1CCN(C1)CCOC2=CC=C(C=C2)[C@H]3[C@H](CCC4=C3C=CC(=C4)O)C5=CC=CC=C5
defined daily dose: 0.5
Commons category: Lasofoxifene

Sources (3)

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Encyclopedic overview

12 sections

Contents

Medical uses
Osteoporosis
Breast cancer
Pharmacology
Pharmacodynamics
Pharmacokinetics
Chemistry
History
Research
See also
References
External links

==Medical uses==

Excerpted from Wikipedia’s “lasofoxifene” article, available under the CC BY-SA 4.0 licence.

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