SML0249
βCCt
≥98% (HPLC)
Synonym(s):
β-Carboline-3-carboxylate-t-Bu ester, beta-Carboline-3-carboxylate-t-butyl ester, tert-Butyl β-carboline-3-carboxylate
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About This Item
Empirical Formula (Hill Notation):
C16H16N2O2
CAS Number:
Molecular Weight:
268.31
UNSPSC Code:
12352200
PubChem Substance ID:
MDL number:
InChI
1S/C16H16N2O2/c1-16(2,3)20-15(19)13-8-11-10-6-4-5-7-12(10)18-14(11)9-17-13/h4-9,18H,1-3H3
SMILES string
CC(C)(C)OC(=O)c1cc2c(cn1)[nH]c3ccccc23
InChI key
FVFFDKKTXYVCCW-UHFFFAOYSA-N
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: ≥10 mg/mL
storage temp.
2-8°C
Biochem/physiol Actions
βCCt has been characterized as an α1selective antagonist and benzodiazepine mixed agonist/antagonist.. A recent study found Ki values for the GABA-A subtypes were 0.72, 15, 18.9, 110.8, and >5,000 nM at five recombinant GABAA/BzR subtypes α1, α2, α3, α5, and α6 respectively. βCCt was a near ‘neutral′ antagonist (i.e., little or no efficacy) at all these 5 recombnant GABAA/BzR receptor subtypes. βCCt has been shown to reduce alcohol self-administration in alcohol preferring (P) and high alcohol drinking (HAD) rats.
βCCt is a GABBA antagonist selective for α1 subtype and a mixed benzodiazepine agonist-antagonist
Features and Benefits
This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Miroslav M Savić et al.
Phytotherapy research : PTR, 24(9), 1309-1316 (2010-02-04)
We performed a basic behavioral characterization of methanol extracts of four Balkan endemic Stachys taxa: S. anisochila (SA), S. beckeana (SB), S. plumosa (SP) and S. alpina subsp. dinarica (SAD). The behavioral activity of extracts dosed intraperitoneally in the range
Miroslav M Savić et al.
Behavioural brain research, 158(2), 293-300 (2005-02-09)
Recent research on genetically modified mice has attributed the amnesic effect of benzodiazepines mainly to the alpha1-containing GABA(A) receptor subtypes. The pharmacological approach, using subtype selective ligands, is needed to complement genetic studies. We tested the effects of the non-selective
Harry L June et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 32(1), 137-152 (2006-05-20)
The present study investigated the role of the alpha1-containing GABA(A) receptors in the neurobehavioral actions of alcohol. In Experiment 1, mice lacking the alpha1 subunit (alpha1 (-/-)) were tested for their capacity to initiate operant-lever press responding for alcohol or
Harry L June et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 28(12), 2124-2137 (2003-09-12)
It has been hypothesized that alcohol addiction is mediated, at least in part, by specific gamma-aminobutyric acid(A) (GABA(A)) receptors within the ventral pallidum (VP). Among the potential GABA(A) receptor isoforms regulating alcohol-seeking behaviors within the VP, the GABA(A) alpha1 receptor
Donna M Platt et al.
Psychopharmacology, 164(2), 151-159 (2002-10-31)
Delineation of the receptor mechanisms underlying the behavioral effects of benzodiazepines should allow for the development of drugs with improved clinical utility and reduced side effects. OBJECTIVES. The purpose of the present study was to investigate the role of GABAA/alpha1
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