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Lorcaserin HCl (Belviq Xr; APD-356; APD356; Lorqess), the hydrochloride salt of Lorcaserin which is a marketed weight-loss drug, is a potent and selective full agonist of human 5-HT2C (serotonin) receptor with Ki of 15 nM. It suppresses appetite by triggering the hypothalamic 5-HT2C receptor, which is known to regulate appetite.
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Physicochemical Properties
| Molecular Formula |
C11H15CL2N
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| Molecular Weight |
232.15
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| Exact Mass |
231.058
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| CAS # |
846589-98-8
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| Related CAS # |
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| PubChem CID |
11673085
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| Appearance |
Typically exists as solid at room temperature
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| LogP |
3.72
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| Hydrogen Bond Donor Count |
2
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| Hydrogen Bond Acceptor Count |
1
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| Rotatable Bond Count |
0
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| Heavy Atom Count |
14
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| Complexity |
172
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| Defined Atom Stereocenter Count |
1
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| SMILES |
C[C@H]1CNCCC2C=CC(=CC1=2)Cl.Cl
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| InChi Key |
ITIHHRMYZPNGRC-QRPNPIFTSA-N
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| InChi Code |
InChI=1S/C11H14ClN.ClH/c1-8-7-13-5-4-9-2-3-10(12)6-11(8)9;/h2-3,6,8,13H,4-5,7H2,1H3;1H/t8-;/m0./s1
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| Chemical Name |
(5R)-7-chloro-5-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine;hydrochloride
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| Synonyms |
| APD 356; Lorcaserin hydrochloride; Belviq Xr; Lorcaserin HCl; APD-356; APD356; Lorqess |
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder-20°C 3 years
4°C 2 years
In solvent -80°C 6 months
-20°C 1 month
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| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Biological Activity
| Targets |
RAAS
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| ln Vitro |
In vitro activity: Lorcaserin shows greater affinity for human 5-HT2C compared to 5-HT 5-HT2A (7.5-fold selective, Ki=112 nM) and 5-HT 5-HT2B (11.6-fold selective, Ki=174 nM). All three of the human 5-HT2 receptors are active when lorcaserin is present. Lorcaserin is 104 times more potent at human 5-HT2C than at human 5-HT2B (EC50= 943 nM), and it is 18 times more potent at human 5-HT2C (EC50= 9 nM) than at human 5-HT2A (EC50= 168 nM). Human 5-HT2C and 5-HT2B receptors exhibit full agonist activity, while human 5-HT2A receptors exhibit partial agonist activity (100%, 100%, and 75% of the maximal response elicited by serotonin, respectively). When it comes to ligand binding to serotonin, dopamine, and norepinephrine transporters, lorcaserin is not a rival. In rat synaptosomes, lorcaserin does not increase the release of norepinephrine, dopamine, or serotonin at submicromolar concentrations. Lorcaserin weakly blocks the uptake of dopamine (EC50= 12,000 nM), serotonin (EC50= 1400 nM), and norepinephrine (EC50= 2500 nM).
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| ln Vivo |
| Lorcaserin produces reduces food intake and body weight gain during the 4-week trial in a dose-dependent manner. Lorcaserin (18 mg/kg) has no effect on rats' back muscle contractions or wet dog shakes, but it dramatically increases penile grooming and resting. In female rats, nicotine self-administration is significantly reduced by lorcaserin short-term administration (0.3125–20 mg/kg). Over the course of two weeks of repeated injections, long-term lorcaserin (0.625 mg/kg) also significantly lowers nicotine self-administration. |
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| Animal Protocol |
| 0.3125-20 mg/kg; injections | | Rats | |
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| References |
[1]. J Pharmacol Exp Ther
. 2008 May;325(2):577-87.
[2]. J Pharmacol Exp Ther
. 2011 Sep;338(3):890-6.
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| Additional Infomation |
Lorcaserin hydrochloride is a hydrochloride obtained by reaction of lorcaserin with one equivalent of hydrochloric acid. Used as an anti-obesity drug. It has a role as a serotonergic agonist and an appetite depressant. It contains a lorcaserin(1+).
See also: Lorcaserin (has active moiety); Lorcaserin hydrochloride hemihydrate (annotation moved to).
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Solubility Data
| Solubility (In Vitro) |
| DMSO: 46~100 mg/mL (198.1~109.2 mM) | | Water: ~46 mg/mL (~198.1 mM) | | Ethanol: ~46 mg/mL (~198.1 mM) |
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| Solubility (In Vivo) |
5%DMSO + 40%PEG300 + 5%Tween 80: 5.0mg/ml (5.46mM) (Please use freshly prepared in vivo formulations for optimal results.)
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| Preparing Stock Solutions |
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1 mg |
5 mg |
10 mg |
| 1 mM |
4.3076 mL |
21.5378 mL |
43.0756 mL |
| 5 mM |
0.8615 mL |
4.3076 mL |
8.6151 mL |
| 10 mM |
0.4308 mL |
2.1538 mL |
4.3076 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles. |
