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Details

Stereochemistry ABSOLUTE
Molecular Formula 2C11H14ClN.2ClH.H2O
Molecular Weight 482.314
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LORCASERIN HYDROCHLORIDE HEMIHYDRATE

SMILES

O.Cl.Cl.C[C@H]1CNCCC2=C1C=C(Cl)C=C2.C[C@H]3CNCCC4=C3C=C(Cl)C=C4

InChI

InChIKey=WRZCAWKMTLRWPR-VSODYHHCSA-N
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

HIDE SMILES / InChI

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C11H14ClN
Molecular Weight 195.689
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including: http://www.eisai.com/news/news201464.html

Lorcaserin, currently marketed under the trade name Belviq and previously Lorqess during development, is a weight-loss drug developed by Arena Pharmaceuticals. Lorcaserin is a selective 5-HT2C receptor agonist, and in vitro testing of the drug showed reasonable selectivity for 5-HT2C over other related targets. 5-HT2C receptors are located almost exclusively in the brain, and can be found in the choroid plexus, cortex, hippocampus, cerebellum, amygdala, thalamus, and hypothalamus. The activation of 5-HT2C receptors in the hypothalamus is supposed to activate proopiomelanocortin (POMC) production and consequently promote weight loss through satiety. This hypothesis is supported by clinical trials and other studies. While it is generally thought that 5-HT2C receptors help to regulate appetite as well as mood, and endocrine secretion, the exact mechanism of appetite regulation is not yet known. Lorcaserin has shown 100x selectivity for 5-HT2C versus the closely related 5-HT2B receptor, and 17x selectivity over the 5-HT2A receptor

CNS Activity

Curator's Comment: Lorcaserin acts at 5-HT2C receptors in the central nervous system (CNS), particularly the hypothalamus, to reduce appetite

Originator

Curator's Comment: Discovered and developed by Arena Pharmaceuticals, Inc.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
15.0 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Belviq

Approved Use

Indicated as an adjunct to a reduced-calorie diet and increased physical activity for chronic weight management in adults with an initial body mass index (BMI) of 30 kg/m^2 or greater (obese) or 27 kg/m^2 or greater (overweight) in the presence of at least one weight-related comorbid condition, (e.g., hypertension, dyslipidemia, type 2 diabetes)

Launch Date

1.34075515E12
PubMed

PubMed

TitleDatePubMed
[Cutting-edge of medicine; the prospects of novel anti-obesity drugs].
2014 Mar 10
Patents

Sample Use Guides

One tablet of 10 mg twice daily
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: Radioligand binding assays for human and rat 5-HT2A, 5-HT2B, and 5-HT2C receptors were developed using the 5-HT2 agonist [125I] DOI asadioligand.
Lorcaserin was evaluated for its ability to inhibit neurotransmitter uptake into rat brain synaptosomes. Lorcaserin weakly inhibited norepinephrine (EC50 = 2500 nM), serotonin (EC50 = 1400 nM), and dopamine (EC50 = 12,000 nM) uptake.
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:04:49 UTC 2023
Edited
by admin
on Sat Dec 16 08:04:49 UTC 2023
Record UNII
REV26SR2B4
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LORCASERIN HYDROCHLORIDE HEMIHYDRATE
WHO-DD  
Common Name English
Lorcaserin hydrochloride hemihydrate [WHO-DD]
Common Name English
BELVIQ
Brand Name English
1H-3-BENZAZEPINE, 8-CHLORO-2,3,4,5-TETRAHYDRO-1-METHYL-, HYDROCHLORIDE, HYDRATE (2:2:1), (1R)-
Systematic Name English
Classification Tree Code System Code
DEA NO. 1625
Created by admin on Sat Dec 16 08:04:50 UTC 2023 , Edited by admin on Sat Dec 16 08:04:50 UTC 2023
Code System Code Type Description
RXCUI
1597623
Created by admin on Sat Dec 16 08:04:50 UTC 2023 , Edited by admin on Sat Dec 16 08:04:50 UTC 2023
PRIMARY RxNorm
SMS_ID
100000178304
Created by admin on Sat Dec 16 08:04:50 UTC 2023 , Edited by admin on Sat Dec 16 08:04:50 UTC 2023
PRIMARY
EVMPD
SUB193946
Created by admin on Sat Dec 16 08:04:50 UTC 2023 , Edited by admin on Sat Dec 16 08:04:50 UTC 2023
PRIMARY
DRUG BANK
DBSALT001583
Created by admin on Sat Dec 16 08:04:50 UTC 2023 , Edited by admin on Sat Dec 16 08:04:50 UTC 2023
PRIMARY
CAS
856681-05-5
Created by admin on Sat Dec 16 08:04:50 UTC 2023 , Edited by admin on Sat Dec 16 08:04:50 UTC 2023
PRIMARY
PUBCHEM
70678853
Created by admin on Sat Dec 16 08:04:50 UTC 2023 , Edited by admin on Sat Dec 16 08:04:50 UTC 2023
PRIMARY
FDA UNII
REV26SR2B4
Created by admin on Sat Dec 16 08:04:50 UTC 2023 , Edited by admin on Sat Dec 16 08:04:50 UTC 2023
PRIMARY
CHEBI
66852
Created by admin on Sat Dec 16 08:04:50 UTC 2023 , Edited by admin on Sat Dec 16 08:04:50 UTC 2023
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY