Lorcaserin hydrochloride hemihydrateProduct ingredient for Lorcaserin
- Name
- Lorcaserin hydrochloride hemihydrate
- Drug Entry
- Lorcaserin
Lorcaserin (previously APD-356), a highly selective 5HT2C receptor agonist, is used for the treatment of obesity. It has been shown to reduce body weight and food intake in animal models of obesity, and it is thought that targeting the 5HT2C receptor may alter body weight by regulating satiety. Lorcaserin is marketed as a salt form called Belviq, which is lorcaserin hydrochloride.
In February 2020, the FDA issued a Drug Safety Communication requesting the manufacturer of Belviq (lorcaserin hydrochloride tablets, 10 mg) and Belviq XR (lorcaserin hydrochloride extended-release tablets, 20 mg) to voluntarily withdraw these products from the U.S. market, and the company has submitted a request to voluntarily withdraw the drug. This decision was based on the results of a clinical trial assessing the risk of heart-related problems that found that patients treated with lorcaserin may have a higher risk of cancer.3,4
- Accession Number
- DBSALT001583
- Structure
Structure for Lorcaserin hydrochloride hemihydrate (DBSALT001583)
- Synonyms
- Not Available
- UNII
- REV26SR2B4
- CAS Number
- 856681-05-5
- Weight
- Average: 482.31
Monoisotopic: 480.1268745 - Chemical Formula
- C22H32Cl4N2O
- InChI Key
- WRZCAWKMTLRWPR-VSODYHHCSA-N
- InChI
- InChI=1S/2C11H14ClN.2ClH.H2O/c2*1-8-7-13-5-4-9-2-3-10(12)6-11(8)9;;;/h2*2-3,6,8,13H,4-5,7H2,1H3;2*1H;1H2/t2*8-;;;/m00.../s1
- IUPAC Name
- bis((1R)-8-chloro-1-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine) hydrate dihydrochloride
- SMILES
- O.Cl.Cl.C[C@H]1CNCCC2=CC=C(Cl)C=C12.C[C@H]1CNCCC2=CC=C(Cl)C=C12
- External Links
- Predicted Properties
Property Value Source Water Solubility 0.0709 mg/mL ALOGPS logP 3 ALOGPS logP 2.83 Chemaxon logS -3.4 ALOGPS pKa (Strongest Basic) 10.12 Chemaxon Physiological Charge 1 Chemaxon Hydrogen Acceptor Count 1 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 12.03 Å2 Chemaxon Rotatable Bond Count 0 Chemaxon Refractivity 56.65 m3·mol-1 Chemaxon Polarizability 21.52 Å3 Chemaxon Number of Rings 4 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon