Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C18H24Cl2N2O |
| Molecular Weight | 355.302 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 2 / 2 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN([C@@H]1CCCC[C@H]1N2CCCC2)C(=O)C3=CC=C(Cl)C(Cl)=C3
InChI
InChIKey=JUBNVWGVNWIXMB-IAGOWNOFSA-N
InChI=1S/C18H24Cl2N2O/c1-21(18(23)13-8-9-14(19)15(20)12-13)16-6-2-3-7-17(16)22-10-4-5-11-22/h8-9,12,16-17H,2-7,10-11H2,1H3/t16-,17-/m1/s1
U-54494A is a unique and selective anticonvulsant agent acting by a Ca(2+)-related mechanism possibly through a subclass of kappa receptors. Voltage- and use-dependent block of the Na and K channels by U-54494A may be an important pharmacological basis for its anticonvulsant action. U-54494A, a racemic mixture of two enantiomers, is being developed and pre-clinically tested as an anticonvulsant drug candidate.
CNS Activity
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL3614 |
|||
Target ID: Voltage-dependent sodium channels (mice) |
72.0 µM [IC50] | ||
Target ID: Voltage-gated potassium channels (mice) |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Two metabolites of anticonvulsant U-54494A: their anticonvulsant activity and interaction with sodium channel. | 1993 Mar 19 |
|
| The effects of anticonvulsant agents on 4-aminopyridine induced epileptiform activity in rat hippocampus in vitro. | 1995 Feb |
|
| Pharmacokinetics of the individual enantiomers of cis-3,4-dichloro-N-methyl-N-[2-(1-pyrrolidinyl)-cyclohexyl]-benzamide monohydrochloride (U-54494A) in the dog. | 1996 |
Sample Use Guides
Mice Intraperitoneal: ED50 = 28 mg/kg (15 min) and 38 mg/kg (30 min)
Mice Oral: ED50 = 61 mg/kg (30 min) and 65 mg/kg (60 min)
Mice Subcutaneous: ED50 = 24 mg/kg (15 min)
Route of Administration:
Other
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SALT/SOLVATE (PARENT)
SUBSTANCE RECORD
