Basic Description

Synonyms	(12R,16S)-7,10-diazatetracyclo[8.6.1.05,17.012,16]heptadeca-1,3,5(17)-triene;hydrochloride \| 887258-94-8 (HCl) \| DTXSID70977679 \| CYCLOPENTA(4,5)PYRIDO(3,2,1-JK)(1,4)BENZODIAZEPINE, 4,5,6,7,9,9A,10,11,12,12A-DECAHYDRO-, HYDROCHLORIDE (1:1), (9AR,12AS)- \|
Specifications & Purity	≥96%
Biochemical and Physiological Mechanisms	Vabicaserin hydrochloride is a 5-hydroxytryptamine 2C ( 5-HT 2C ) receptor -selective agonist with an EC 50 of 8 nM.
Storage Temp	Store at 2-8°C,Desiccated
Shipped In	Wet ice This product requires cold chain shipping. Ground and other economy services are not available.
Action Type	AGONIST
Mechanism of action	Serotonin 2a (5-HT2a) receptor antagonist
Product Description	Vabicaserin hydrochloride is a 5-hydroxytryptamine 2C ( 5-HT 2C ) receptor -selective agonist with an EC 50 of 8 nM. In Vitro Vabicaserin displaces 125 I-(2,5-dimethoxy)phenylisopropylamine binding from human 5-HT 2C receptor sites in Chinese hamster ovary cell membranes with a K i value of 3 nM and is >50-fold selective over a number of serotonergic, noradrenergic, and dopaminergic receptors. Binding affinity determined for the human 5-HT 2B receptor subtype using [ 3 H]5HT is 14 nM. Vabicaserin is a potent and full agonist (EC 50 , 8 nM; E max , 100%) in stimulating 5-HT 2C receptor-coupled calcium mobilization and exhibits 5-HT 2A receptor antagonism and 5-HT 2B antagonist or partial agonist activity in transfected cells, depending on the level of receptor expression. Vabicaserin exhibits lower affinity at the 5-HT 2C antagonist binding site (22 nM) labeled with [ 3 H]mesulergine. Additional binding studies indicate that Vabicaserin possesses affinity for the 5-HT 2B and 5-HT 1A receptors with K i values of 14 and 112 nM, respectively. MCE has not independently confirmed the accuracy of these methods. They are for reference only. In Vivo After a single oral dose of [ 14 C]Vabicaserin at 50, 5, and 15 mg/kg, unchanged drug represents less than 19, 20, and 35% of total plasma radioactivity at all the time points examined in mice, rats, and dogs, respectively. The carbamoyl glucuronide (CG) represents approximately 7 to 36% of plasma radioactivity in mice and 2 to 28% of plasma radioactivity in dogs but is not detected in rat plasma after the single [ 14 C]Vabicaserin dose. However, the CG is observed in rat plasma after multiple-dose administration of Vabicaserin at higher doses, and the CG is approximately 20 times less than Vabicaserin based on steady-state AUC 0-24 values. The estimated plasma AUC 0-24 ratios of CG to the parent drug are 1.5 and 1.7 in mice and dogs after the single [ 14 C]Vabicaserin dose, respectively. The plasma AUC 0-24 ratios for the CG to Vabicaserin at steady state with doses used for safety assessment are less for mice (0.2-0.6) and slightly higher for dogs (1.8-4.0) compared with the single dose values. The CG is detected in dog urine in similar amounts to the parent drug, although it is not detected in mouse or rat urine after the single [ 14 C]Vabicaserin dose. Radioactivity in a 0- to 24-h bile collection from rats receiving a 5 mg/kg [ 14 C]Vabicaserin dose accounts for 19 and 24% of the administered dose in males and females, respectively. Although the CG is not detected in urine or feces of rats after a single oral administration, it represents an average of up to 30% of biliary radioactivity in male rats and 15% in female rats. In monkeys after a single oral 25-mg/kg dose of Vabicaserin, the plasma concentrations of the CG exceeded those of Vabicaserin at all the time points (2-24 h) postdose, although the amount of CG relative to Vabicaserin decreased by 24 h postdose, with ratios of 17.5 at 2 h and 1.7 at 24 h. The CG to Vabicaserin AUC 0-24 ratio of 12:1 indicates that the CG is a major metabolite in monkeys. MCE has not independently confirmed the accuracy of these methods. They are for reference only. Animal administration Mice and Rats For metabolism studies in mice, rats, and dogs, radiolabeled doses are used. Male and female CD-1 mice and Sprague-Dawley rats are used. The dose vehicle for mice and rats contained 2% (w/w) Tween 80 and 0.5% methylcellulose in water. Nonfasted male and female mice weighing from 27.8 to 33.8 g at the time of dosing are given a single 50-mg/kg (∼300 μCi/kg) dose of Vabicaserin at a volume of 20 mL/kg via intragastric gavage . Mice are kept in metabolic cages in groups of five. Nonfasted male rats weighing from 318 to 345 g and female rats weighing from 227 to 255 g at the time of dosing are given a single 5-mg/kg (∼300 μCi/kg) dose of Vabicaserin at a volume of 2.5 mL/kg via intragastric gavage . Four bile duct-cannulated male rats weighing from 387 to 411 g and four bile duct-cannulated female rats weighing from 291 to 325 g at the time of dosing are nonfasted and are given a single 5-mg/kg (323 μCi/kg) dose of Vabicaserin at a volume of 5.0 mL/kg via intragastric gavage . Rats are kept individually in metabolism cages . Dogs Four male beagle dogs , weighing from 7.6 to 9.8 kg at the time of dosing, are from an in-house colony. Approximately 11 mg of [ 14 C]Vabicaserin hydrochloride and 940 mg of nonlabeled Vabicaserin hydrochloride are dissolved in methanol and then evaporated under a nitrogen stream to dryness. Capsules (number 2) are filled with accurate amounts (126.7-138.1 mg) of the mixed drug substance according to animal weights to give a dosage of 15 mg/kg (39 μCi/kg). The filled gelatin capsules are then enteric-coated manually. Each dog is given one enteric-coated capsule containing [ 14 C]Vabicaserin as the hydrochloride salt. Animals are fed 2 h before dosing and are housed individually in metabolic cages . Monkey Four male cynomolgus monkeys , weighing from 5.4 to 9.6 kg at the time of dosing, are from an in-house colony. Nonfasted monkeys are given a single 25-mg/kg dose of nonradiolabeled Vabicaserin at a volume of 2 mL/kg via intragastric gavage . The vehicle is the same as used in mice and rats. Animals are housed individually in metabolic cages . aladdin has not independently confirmed the accuracy of these methods. They are for reference only. Form:Solid IC50& Target:5-HT 2C Receptor 8 nM (EC 50 )

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organoheterocyclic compounds
  - Class Benzodiazepines
    - Subclass 1,4-benzodiazepines

Kingdom	Organic compounds
Superclass	Organoheterocyclic compounds
Class	Benzodiazepines
Subclass	1,4-benzodiazepines
Intermediate Tree Nodes	Not available
Direct Parent	1,4-benzodiazepines
Alternative Parents	Hydroquinolines Dialkylarylamines Aralkylamines Benzenoids Dialkylamines Azacyclic compounds Hydrochlorides Hydrocarbon derivatives
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	1,4-benzodiazepine - Tetrahydroquinoline - Tertiary aliphatic/aromatic amine - Dialkylarylamine - Aralkylamine - Benzenoid - Tertiary amine - Azacycle - Secondary amine - Secondary aliphatic amine - Amine - Hydrocarbon derivative - Organonitrogen compound - Organic nitrogen compound - Hydrochloride - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.
External Descriptors	Not available
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Names and Identifiers

IUPAC Name	(12R,16S)-7,10-diazatetracyclo[8.6.1.05,17.012,16]heptadeca-1,3,5(17)-triene;hydrochloride
INCHI	InChI=1S/C15H20N2.ClH/c1-3-11-9-16-7-8-17-10-12-4-2-5-13(12)14(6-1)15(11)17;/h1,3,6,12-13,16H,2,4-5,7-10H2;1H/t12-,13-;/m0./s1
InChIKey	PYPPENBDXAWXJC-QNTKWALQSA-N
Smiles	C1CC2CN3CCNCC4=C3C(=CC=C4)C2C1.Cl
Isomeric SMILES	C1C[C@H]2CN3CCNCC4=C3C(=CC=C4)[C@H]2C1.Cl
Alternate CAS	620948-34-7,887258-94-8
PubChem CID	11521821
Molecular Weight	264.79

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

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Analytical Chart:

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12 results found

Lot Number	Certificate Type	Date	Item
J2423638	Certificate of Analysis	Jul 24, 2024	V649048
J2423631	Certificate of Analysis	Jul 24, 2024	V649048
J2423632	Certificate of Analysis	Jul 24, 2024	V649048
J2423633	Certificate of Analysis	Jul 24, 2024	V649048
J2423640	Certificate of Analysis	Jul 24, 2024	V649048
J2423635	Certificate of Analysis	Jul 24, 2024	V649048
J2423641	Certificate of Analysis	Jul 24, 2024	V649048
J2423636	Certificate of Analysis	Jul 24, 2024	V649048
J2423634	Certificate of Analysis	Jul 24, 2024	V649048
J2423637	Certificate of Analysis	Jul 24, 2024	V649048
J2423639	Certificate of Analysis	Jul 24, 2024	V649048
J2423642	Certificate of Analysis	Jul 24, 2024	V649048

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Chemical and Physical Properties

Solubility	DMSO : 60 mg/mL (226.59 mM; ultrasonic and warming and heat to 80°C) H2O : 4 mg/mL (15.11 mM; Need ultrasonic)
Sensitivity	Moisture sensitive
Molecular Weight	264.790 g/mol
XLogP3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	0
Exact Mass	264.139 Da
Monoisotopic Mass	264.139 Da
Topological Polar Surface Area	15.300 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	291.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	2

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SKU	Size	Availability	Price
V649048-1mg	1mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$140.90
V649048-5mg	5mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$352.90
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V649048-100mg	100mg	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$1,567.90

Vabicaserin hydrochloride - 99%, high purity , Serotonin 2a (5-HT2a) receptor antagonist, CAS No.887258-94-8, Serotonin 2a (5-HT2a) receptor antagonist