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L9787

Sigma-Aldrich

L-655,708

≥98% (HPLC), powder

Synonym(s):

Ethyl (S)-11,12,13,13a-Tetrahydro-7-methoxy-9-oxo-9H-imidazo[1,5-a]pyrrolo[2,1-c][1,4]benzodiazepine-1-carboxylate, L-655708

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About This Item

Empirical Formula (Hill Notation):
C18H19N3O4
CAS Number:
130477-52-0
Molecular Weight:
341.36
MDL number:
MFCD02684528
UNSPSC Code:
12352200
PubChem Substance ID:
24278527
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

assay

≥98% (HPLC)

form

powder

solubility

DMSO: ≥6.0 mg/mL (Warmed)
H2O: insoluble

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

SMILES string

CCOC(=O)c1ncn2-c3ccc(OC)cc3C(=O)N4CCCC4c12

InChI

1S/C18H19N3O4/c1-3-25-18(23)15-16-14-5-4-8-20(14)17(22)12-9-11(24-2)6-7-13(12)21(16)10-19-15/h6-7,9-10,14H,3-5,8H2,1-2H3/t14-/m0/s1

InChI key

YKYOQIXTECBVBB-AWEZNQCLSA-N

Gene Information

human ... GABRA5(2558)

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manufacturer/tradename

Goodfellow 925-046-28

manufacturer/tradename

Goodfellow 822-289-89

manufacturer/tradename

Goodfellow 615-999-98

manufacturer/tradename

Goodfellow 886-484-97

assay

≥99.9%

assay

99.9%

assay

99.9%

assay

≥99.9%

form

rod

form

rod

form

rod

form

rod

bp

5425 °C (lit.)

bp

5425 °C (lit.)

bp

5425 °C (lit.)

bp

5425 °C (lit.)

resistivity

13.5 μΩ-cm, 20°C

resistivity

13.5 μΩ-cm, 20°C

resistivity

13.5 μΩ-cm, 20°C

resistivity

13.5 μΩ-cm, 20°C

density

16.69 g/cm3 (lit.)

density

16.69 g/cm3 (lit.)

density

16.69 g/cm3 (lit.)

density

16.69 g/cm3 (lit.)

Application

L-655,708 has been used as an α5 GABAA receptor inverse agonist to inhibit the discriminative stimulus of propofol in a dose-dependent manner.[1]

Biochem/physiol Actions

L-655,708 is an inverse agonist of the α5 γ-Aminobutyric acid type A (GABAA) receptor.[1] It has an ability to increase cognition in rats.[2]
Ligand for benzodiazepine site of GABAA receptors containing α5 subunits.
Novel ligand selective for the benzodiazepine site of GABAA receptors which contain the α5 subunit.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
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.
This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    055M4704V
    123M4705V
    030K4611

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