UCB1244283
Based on 1 Customer Validation
UCB1244283 is an SV2A allosteric modulator. UCB1244283 stabilizes the closed SV2A conformation by binding to an intraluminal allosteric site, slows the dissociation of orthosteric ligands, and increases the affinity of Brivaracetam and the capacity of Levetiracetam (HY-B0106), and selectively binds SV2A rather than SV2B/SV2C through Leu655. UCB1244283 exhibits anticonvulsant activity, provides protection against tonic and clonic seizures, and can be used in epilepsy research.
For research use only. We do not sell to patients.
- Purity : 99.97%
- CAS No.: 300587-89-7
- Formula: C20H25NO2
- Molecular Weight:311.42
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Storage:Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month
Biological Activity
Description
IC50 & Target
[1]|
SV2A |
In Vitro
UCB1244283 (30 µM; 2 hours at 4°C) increases the 3H-UCB-J binding capacity and affinity of SV2A in HEK293-derived membranes, with Kd decreasing from 19.9 to 11.1 nM[1].
UCB1244283 (30 µM) modulation of 3H-UCB-J binding in HEK293-derived SV2A membranes requires Phe188, Tyr461, and Ser601; substitution of Leu655 with glutamine abolishes this modulation, whereas substitution of Leu655 with alanine does not impair this modulation[1].
UCB1244283 (30 µM; 2 hours at 4°C) slows the dissociation of 3H-UCB-J from SV2A_WT in HEK293-derived membranes, extending t1/2 from 2.0 minutes to 5.3 minutes[1].
UCB1244283 (10-30 µM; 30 minutes on ice) reduces the binding rate of 3H-UCB-J to SV2A_EM in HEK293-derived membranes while more strongly slowing dissociation, favoring increased orthosteric site occupancy[1].
UCB1244283 (0-500 µM) dose-dependently displaces the binding of 3H-padsevonil to SV2A from SV2A-expressing membranes[1].
UCB1244283 (increasing concentrations; 120 minutes at 4°C; 60 minutes at 25°C or 37°C) positively modulates [3H]UCB30889 binding in rat cortical membranes, with a pEC50 of 4.75 at 4°C[2].
UCB1244283 (increasing concentrations; 120 minutes at 4°C; 60 minutes at 25°C or 37°C) positively modulates the binding of [3H]UCB30889 to human recombinant SV2A in HEK membranes, with a pEC50 of 5.72 at 4°C[2].
UCB1244283 (increasing concentrations; 120 minutes at 4°C; 60 minutes at 25°C or 37°C) positively modulates the binding of [3H]UCB30889 to rat recombinant SV2A in HEK membranes, with a pEC50 of 6.05 at 4°C[2].
UCB1244283 (10 μM; 120 minutes at 4°C or 60 minutes at 37°C) increases the affinity and Bmax of [3H]UCB30889 in rat cortical membranes, with Kd decreasing from 88 nM to 37 nM at 4°C[2].
UCB1244283 (10 μM; 120 minutes at 4°C or 60 minutes at 37°C) increases the affinity of human recombinant SV2A in HEK membranes for [3H]UCB30889, with Kd decreasing from 64 nM to 13 nM at 4°C[2].
UCB1244283 (10 μM; 120 minutes at 4°C or 60 minutes at 37°C) enhances the affinity of UCB30889 in rat cortical membranes (pKi increases from 7.03 to 7.36 at 4°C), but does not enhance the affinity of LEV[2].
UCB1244283 (10 μM; 120 minutes at 4°C or 60 minutes at 37°C) enhances the affinity of human recombinant SV2A in HEK membranes for UCB30889 (pKi increases from 6.85 to 7.79 at 4°C), whereas LEV affinity remains essentially unchanged[2].
UCB1244283 (10 μM; 25°C) slows the binding and dissociation kinetics of [3H]UCB30889 on rat cortical SV2A, extending the slow dissociation t1/2 from 3.50 minutes to 12.92 minutes[2].
UCB1244283 (10 μM; 25°C) slows the dissociation kinetics of [3H]UCB30889 from human recombinant SV2A in HEK membranes, with a slow-phase t1/2 of 16.3 minutes[2].
UCB1244283 (30 μM; 120 minutes at 4°C) allosterically increases [3H]BRV affinity in wild-type and K694A/I273A/S294A human SV2A membranes, and increases the Bmax of [3H]LEV in wild-type but not in K694A, I273A, or S294A mutants, demonstrating mutation-dependent differential modulation of BRV and LEV binding[3].
UCB1244283 (increasing concentrations; 120 minutes) concentration-dependently enhances the binding of [3H]LEV and [3H]BRV in HEK293/SV2A membranes, approaching the maximal effect at 30 μM[4].
UCB1244283 (30 μM; 120 minutes) increases [3H]LEV affinity (Kd 2,480 to 897 nM) and Bmax (67 to 141 pmol/mg protein) in HEK293/SV2A membranes, while increasing [3H]BRV affinity (Kd 187 to 20 nM) and Bmax (127 to 172 pmol/mg protein)[4].
UCB1244283 (30 μM; 120 minutes) increases the Bmax of [3H]LEV in human meninges (normalized value 100 to 174) without changing Kd (1,290 to 1,540 nM), and increases [3H]BRV affinity (Kd 84 to 32 nM) and Bmax (normalized value 140 to 195)[4].
UCB1244283 (30 μM; 30-minute preincubation) significantly slows the association and dissociation of [3H]BRV in HEK293/SV2A membranes, while having minimal effect on the association/dissociation kinetics of [3H]LEV[4].
UCB1244283 (30 µM) reduces the binding affinity of [3H]padsevonil in membranes of HEK cells expressing human SV2A (Kd 2.3 to 3.90 nM) without altering Bmax[7].
UCB1244283 acts as a positive allosteric modulator of SV2A, increasing the affinity of [3H]BRV by 10-fold and the affinity of [3H]LEV by 2-fold.
UCB1244283 (30 µM; 60 minutes at 4 °C; heating for 15 minutes) preferentially stabilizes the BRV-bound complex in tsA201 membranes expressing SV2AΔ64-mVenus, where D670A but not W300A shows a modest LEV/UCB1244283-dependent increase[8].
UCB1244283 (30 µM; 2 hours) approximately doubles the Bmax of 3H-LEV in SV2AΔ64-mVenus tsA201 membranes and gives a Kd of 3.8 µM for LEV[8].
UCB1244283 (1 nM-30 µM; 45 minutes on ice) enhances 3H-LEV binding with an EC50 = 0.7 µM in wild-type SV2AΔ64-mVenus, whereas F184A and F188A reduce the EC50 to 0.20 and 0.07 µM, respectively[8].
UCB1244283 (30 µM) does not enhance 3H-LEV binding in tsA201 membranes expressing SV2AΔ64-D670A or -W300A, which is consistent with the absence of a second LEV binding site[8].
UCB1244283 (at saturating concentration) does not change the affinity of 3H-UCB-J in SV2A membranes, with a Kd of 6 nM under saturating conditions versus 5.3 nM under baseline conditions[8].
UCB1244283 (30 µM; 30 minutes on ice) binds in the luminal vestibule above BRV in the 3.05 Å SV2A-BRV structure, whereas no allosteric density is observed in the 2.91 Å SV2A-UCB7361 structure[8].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:DBA/2-derived sound-sensitive (female, 24-29 g)[2]
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Dosage:7.75 μg; 15.5 μg
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Administration:i.c.v.; single injection
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Result:0/3 animals were protected against clonic and tonic convulsions at 7.75 μg at 5 minutes.
1/6 animals were protected against clonic and tonic convulsions at 7.75 μg at 15 minutes.
5/6 animals were protected against clonic and tonic convulsions at 15.5 μg at 15 minutes.
Chemical Information
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CAS No. 300587-89-7
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Appearance Solid
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Molecular Weight 311.42
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Formula C20H25NO2
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Color White to off-white
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SMILES
O=C(NC1=CC=CC=C1OC)CC(C)CC2=CC(C)=CC(C)=C2
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
In Vitro:
DMSO : 50 mg/mL (160.55 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
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Data Sheet (282 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Pidathala S, et al. Structural pharmacology of SV2A reveals an allosteric modulation mechanism in the major facilitator superfamily. Nature communications. 2025 Nov 28;16(1):10748. [Content Brief]
[3]. Wood MD, et al. Further evidence for a differential interaction of brivaracetam and levetiracetam with the synaptic vesicle 2A protein. Epilepsia. 2018 Sep;59(9):e147-e151. [Content Brief]
[7]. Wood M, et al. Pharmacological profile of the novel antiepileptic drug candidate padsevonil: interactions with synaptic vesicle 2 proteins and the GABAA receptor. The Journal of Pharmacology and Experimental Therapeutics. 2020 Jan 1;372(1):1-0. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.2111 mL | 16.0555 mL | 32.1110 mL | 80.2774 mL |
| 5 mM | 0.6422 mL | 3.2111 mL | 6.4222 mL | 16.0555 mL | |
| 10 mM | 0.3211 mL | 1.6055 mL | 3.2111 mL | 8.0277 mL | |
| 15 mM | 0.2141 mL | 1.0704 mL | 2.1407 mL | 5.3518 mL | |
| 20 mM | 0.1606 mL | 0.8028 mL | 1.6055 mL | 4.0139 mL | |
| 25 mM | 0.1284 mL | 0.6422 mL | 1.2844 mL | 3.2111 mL | |
| 30 mM | 0.1070 mL | 0.5352 mL | 1.0704 mL | 2.6759 mL | |
| 40 mM | 0.0803 mL | 0.4014 mL | 0.8028 mL | 2.0069 mL | |
| 50 mM | 0.0642 mL | 0.3211 mL | 0.6422 mL | 1.6055 mL | |
| 60 mM | 0.0535 mL | 0.2676 mL | 0.5352 mL | 1.3380 mL | |
| 80 mM | 0.0401 mL | 0.2007 mL | 0.4014 mL | 1.0035 mL | |
| 100 mM | 0.0321 mL | 0.1606 mL | 0.3211 mL | 0.8028 mL |