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brivaracetam

CAS No.:
357336-20-0
Catalog Number:
AG00C95C
Molecular Formula:
C11H20N2O2
Molecular Weight:
212.2887
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Purity
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Product Description
Catalog Number:
AG00C95C
Chemical Name:
brivaracetam
CAS Number:
357336-20-0
Molecular Formula:
C11H20N2O2
Molecular Weight:
212.2887
MDL Number:
MFCD13152385
IUPAC Name:
(2S)-2-[(4R)-2-oxo-4-propylpyrrolidin-1-yl]butanamide
InChI:
InChI=1S/C11H20N2O2/c1-3-5-8-6-10(14)13(7-8)9(4-2)11(12)15/h8-9H,3-7H2,1-2H3,(H2,12,15)/t8-,9+/m1/s1
InChI Key:
MSYKRHVOOPPJKU-BDAKNGLRSA-N
SMILES:
CCC[C@H]1CN(C(=O)C1)[C@H](C(=O)N)CC
UNII:
U863JGG2IA
Properties
Complexity:
253  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
2  
Defined Bond Stereocenter Count:
0
Exact Mass:
212.152g/mol
Formal Charge:
0
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
212.293g/mol
Monoisotopic Mass:
212.152g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
63.4A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1  
Literature
Title Journal
Brivaracetam, a selective high-affinity synaptic vesicle protein 2A (SV2A) ligand with preclinical evidence of high brain permeability and fast onset of action. Epilepsia 20160201
Synaptic vesicle glycoprotein 2A (SV2A) regulates kindling epileptogenesis via GABAergic neurotransmission. Scientific reports 20160101
Effect of gemfibrozil on the metabolism of brivaracetam in vitro and in human subjects. Drug metabolism and disposition: the biological fate of chemicals 20120801
Recent and future antiepileptic drugs and their impact on cognition: what can we expect? Expert review of neurotherapeutics 20120601
Clavulanic acid does not affect convulsions in acute seizure tests in mice. Journal of neural transmission (Vienna, Austria : 1996) 20120101
Rational polytherapy in the treatment of acute seizures and status epilepticus. Epilepsia 20111001
Binding characteristics of brivaracetam, a selective, high affinity SV2A ligand in rat, mouse and human brain: relationship to anti-convulsant properties. European journal of pharmacology 20110816
Brivaracetam for the treatment of epilepsy. Expert opinion on pharmacotherapy 20110801
Neurocognitive effects of brivaracetam, levetiracetam, and lorazepam. Epilepsia 20110201
Pharmacotherapy of epilepsy: newly approved and developmental agents. CNS drugs 20110201
Increased compactibility of acetames after roll compaction. European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V 20110101
Progress report on new antiepileptic drugs: a summary of the Tenth Eilat Conference (EILAT X). Epilepsy research 20101201
New drugs for pediatric epilepsy. Seminars in pediatric neurology 20101201
Emerging drugs for partial onset seizures. Expert opinion on emerging drugs 20100901
Brivaracetam does not alter spatial learning and memory in both normal and amygdala-kindled rats. Epilepsy research 20100901
Antiepileptic drug interactions - principles and clinical implications. Current neuropharmacology 20100901
Adjunctive brivaracetam for refractory partial-onset seizures: a randomized, controlled trial. Neurology 20100810
Gateways to clinical trials. Methods and findings in experimental and clinical pharmacology 20100401
Recent advances in adjunctive therapy for epilepsy: focus on sodium channel blockers as third-generation antiepileptic drugs. Drugs of today (Barcelona, Spain : 1998) 20100401
Physiologically based pharmacokinetic/pharmacodynamic animal-to-man prediction of therapeutic dose in a model of epilepsy. Basic & clinical pharmacology & toxicology 20100301
Gateways to clinical trials. Methods and findings in experimental and clinical pharmacology 20100301
Piracetam and piracetam-like drugs: from basic science to novel clinical applications to CNS disorders. Drugs 20100212
Discovery of indolone acetamides as novel SV2A ligands with improved potency toward seizure suppression. ChemMedChem 20100201
Brivaracetam (ucb 34714) inhibits Na(+) current in rat cortical neurons in culture. Epilepsy research 20100101
What is the promise of new antiepileptic drugs in status epilepticus? Focus on brivaracetam, carisbamate, lacosamide, NS-1209, and topiramate. Epilepsia 20091201
Brivaracetam inhibits spreading depression in rat neocortical slices in vitro. Seizure 20090701
Progress report on new antiepileptic drugs: a summary of the Ninth Eilat Conference (EILAT IX). Epilepsy research 20090101
SVOP is a nucleotide binding protein. PloS one 20090101
Third-generation antiepileptic drugs: mechanisms of action, pharmacokinetics and interactions. Pharmacological reports : PR 20090101
Brivaracetam and seletracetam, two new SV2A ligands, improve paroxysmal dystonia in the dt sz mutant hamster. European journal of pharmacology 20081228
Debate: Does genetic information in humans help us treat patients? PRO--genetic information in humans helps us treat patients. CON--genetic information does not help at all. Epilepsia 20081201
Treatment of Lennox-Gastaut syndrome: overview and recent findings. Neuropsychiatric disease and treatment 20081201
Anti-convulsive and anti-epileptic properties of brivaracetam (ucb 34714), a high-affinity ligand for the synaptic vesicle protein, SV2A. British journal of pharmacology 20080801
Brivaracetam: a rational drug discovery success story. British journal of pharmacology 20080801
Effect of brivaracetam on cardiac repolarisation--a thorough QT study. Current medical research and opinion 20080801
The pharmacokinetics, CNS pharmacodynamics and adverse event profile of brivaracetam after multiple increasing oral doses in healthy men. British journal of clinical pharmacology 20080701
New molecular targets for antiepileptic drugs: alpha(2)delta, SV2A, and K(v)7/KCNQ/M potassium channels. Current neurology and neuroscience reports 20080701
Gateways to clinical trials. Methods and findings in experimental and clinical pharmacology 20080401
Brivaracetam: a new drug in development for epilepsy and neuropathic pain. Expert opinion on investigational drugs 20080301
The effectiveness of anticonvulsants in psychiatric disorders. Dialogues in clinical neuroscience 20080301
Gateways to clinical trials. Methods and findings in experimental and clinical pharmacology 20080301
Pharmacokinetics and metabolism of 14C-brivaracetam, a novel SV2A ligand, in healthy subjects. Drug metabolism and disposition: the biological fate of chemicals 20080101
Pharmacological management of epilepsy: recent advances and future prospects. Drugs 20080101
Modifications of antiepileptic drugs for improved tolerability and efficacy. Perspectives in medicinal chemistry 20080101
Gateways to clinical trials. Methods and findings in experimental and clinical pharmacology 20071201
Evaluation of brivaracetam, a novel SV2A ligand, in the photosensitivity model. Neurology 20070904
The pharmacokinetics, CNS pharmacodynamics and adverse event profile of brivaracetam after single increasing oral doses in healthy males. British journal of clinical pharmacology 20070601
[A new aspect in the research on antiepileptic drugs]. Nihon yakurigaku zasshi. Folia pharmacologica Japonica 20070201
Progress report on new antiepileptic drugs: a summary of the Eigth Eilat Conference (EILAT VIII). Epilepsy research 20070101
Brivaracetam (UCB 34714). Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics 20070101
Brivaracetam is superior to levetiracetam in a rat model of post-hypoxic myoclonus. Journal of neural transmission (Vienna, Austria : 1996) 20070101
Diverse mechanisms of antiepileptic drugs in the development pipeline. Epilepsy research 20060601
New antiepileptic drugs that are second generation to existing antiepileptic drugs. Expert opinion on investigational drugs 20060601
Brivaracetam UCB. Current opinion in investigational drugs (London, England : 2000) 20050701
Gateways to clinical trials. Methods and findings in experimental and clinical pharmacology 20050101
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Properties