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Description: Benzodiazepine inverse agonist; selective for α5-containing GABAA receptors
Chemical Name: 11,12,13,13a-Tetrahydro-7-methoxy-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylic acid, ethyl ester
Purity: ≥98% (HPLC)
Citations (8)
Literature (2)

Biological Activity for L-655,708

L-655,708 is a potent, selective inverse agonist for the benzodiazepine site of GABAA receptors containing the α5 subunit (Ki = 0.45 nM). Displays 50-100-fold selectivity over GABAA receptors containing α1, α2, α3 or α6 subunits in combination with β3 and γ2. Enhances LTP in a mouse hippocampal slice model and increases spatial learning, without displaying proconvulsant activity.

Compound Libraries for L-655,708

L-655,708 is also offered as part of the Tocriscreen 2.0 Max. Find out more about compound libraries available from Tocris.

Technical Data for L-655,708

M. Wt 341.37
Formula C18H19N3O4
Storage Desiccate at +4°C
Purity ≥98% (HPLC)
CAS Number 130477-52-0
PubChem ID 5311203
Smiles O=C(N3[C@]([H])2CCC3)C4=C(C=CC(OC)=C4)N1C2=C(C(OCC)=O)N=C1

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

Tocris products are intended for laboratory research use only, unless stated otherwise.

Solubility Data for L-655,708

Solvent Max Conc. mg/mL Max Conc. mM
DMSO 8.53 25

Preparing Stock Solutions for L-655,708

The following data is based on the product molecular weight 341.37. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.25 mM 11.72 mL 58.59 mL 117.17 mL
1.25 mM 2.34 mL 11.72 mL 23.43 mL
2.5 mM 1.17 mL 5.86 mL 11.72 mL
12.5 mM 0.23 mL 1.17 mL 2.34 mL

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Product Datasheets for L-655,708

Certificate of Analysis / Product Datasheet
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References for L-655,708

References are publications that support the biological activity of the product.

Atack et al (2006) L-655,708 enhances cognition in rats but is not proconvulsant at a dose selective for α5-containing GABAA receptors. Neuropharmacology 51 1023 PMID: 17046030

Quirk et al (1996) [3H]L-655,708, a novel ligand selective for the benzodiazepine site of GABAA receptors which contain the α5 subunit. Neuropharmacology 35 1331 PMID: 9014149

Sur et al (1998) Rat and human hippocampal α5 subunit-containing γ-aminobutyric acidA receptors have α5α3γ2 pharmacological characteristics. Mol.Pharmacol. 54 928 PMID: 9804628

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Keywords: L-655,708, L-655,708 supplier, Selective, α5, alpha5, containing, a5, GABAA, receptors, Receptors, inverse, agonists, benzodiazepine, L655708, 1327, Tocris Bioscience

8 Citations for L-655,708

Citations are publications that use Tocris products. Selected citations for L-655,708 include:

Penatti et al (2009) Chronic exposure to anabolic androgenic steroids alters neuronal function in the mammalian forebrain via androgen receptor- and estrogen receptor-mediated mechanisms. J Neurosci 29 12484 PMID: 19812324

Ferando et al (2016) Diminished KCC2 confounds synapse specificity of LTP during senescence. Nat Neurosci 19 1197 PMID: 27500406

Seifi et al (2018) GABAA Receptor Subtypes Regulate Stress-Induced Colon Inflammation in Mice. Gastroenterology 155 852 PMID: 29802853

Xiong et al (2018) Comparison of rapid and long-lasting antidepressant effects of negative modulators of α5-containing GABAA receptors and (R)-ketamine in a chronic social defeat stress model. Pharmacol.Biochem.Behav. 175 139 PMID: 30359627

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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.

GABA Receptors Scientific Review

GABA Receptors Scientific Review

Written by Ian Martin, Norman Bowery and Susan Dunn, this review provides a history of the GABA receptor, as well as discussing the structure and function of the various subtypes and the clinical potential of receptor modulators; compounds available from Tocris are listed.

Addiction Poster

Addiction Poster

The key feature of drug addiction is the inability to stop using a drug despite clear evidence of harm. This poster describes the brain circuits associated with addiction, and provides an overview of the main classes of addictive drugs and the neurotransmitter systems that they target.