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Merck
CN

R109

Ro 15-4513

solid

Synonym(s):

Ethyl 8-azido-6-dihydro-5-methyl-6-oxo-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylate, Ro15-4513

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About This Item

Empirical Formula (Hill Notation):
C15H14N6O3
CAS Number:
91917-65-6
Molecular Weight:
326.31
NACRES:
NA.77
PubChem Substance ID:
24899343
UNSPSC Code:
12352200
MDL number:
MFCD00078598

Key Documents

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InChI

1S/C15H14N6O3/c1-3-24-15(23)13-12-7-20(2)14(22)10-6-9(18-19-16)4-5-11(10)21(12)8-17-13/h4-6,8H,3,7H2,1-2H3

SMILES string

CCOC(=O)c1ncn-2c1CN(C)C(=O)c3cc(ccc-23)N=[N+]=[N-]

InChI key

CFSOJZTUTOQNIA-UHFFFAOYSA-N

form

solid

color

tan

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.8 mg/mL, H2O: insoluble, methanol: soluble

originator

Roche

Quality Level

100

Gene Information

human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA5(2558), GABRA6(2559)
rat ... Gabrg1(140674)

Application

Ro 15-4513 has been used as a benzodiazepine (Bz) inverse agonist in rats and to test its binding with diazepam-sensitive (DS) receptors in in vitro radioligand binding studies.

Biochem/physiol Actions

Ro 15-4513 is benzodiazepine receptor partial inverse agonist. It elicits anxiogenic property and is an ethanol antagonist. It elicits a high affinity towards diazepam sensitive and insensitive sites in the cerebellar region. Ro 15-4513 possesses an imidazo ring and is an imidazobenzodiazepine.

Features and Benefits

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
115K4606
092K4600
013K4620
112K4602
081K4609

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Franco R Mir et al.
British journal of pharmacology, 177(13), 3075-3090 (2020-03-07)
GABAA receptor functions are dependent on subunit composition, and, through their activation, GABA can exert trophic actions in immature neurons. Although several sex differences in GABA-mediated responses are known to be dependent on gonadal hormones, few studies have dealt with
David J Nutt et al.
Neuropharmacology, 53(7), 810-820 (2007-09-25)
Alcohol produces many subjective and objective effects in man including pleasure, sedation, anxiolysis, plus impaired eye movements and memory. In human volunteers we have used a newly available GABA-A/benzodiazepine receptor inverse agonist that is selective for the alpha5 subtype (a5IA)
Amy M Kucken et al.
Molecular pharmacology, 63(2), 289-296 (2003-01-16)
Several structural subclasses of ligands bind to the benzodiazepine (BZD) binding site of the GABA(A) receptor. Previous studies from this laboratory have suggested that imidazobenzodiazepines (i-BZDs, e.g., Ro 15-1788) require domains in the BZD binding site for high-affinity binding that
Alexander Kuzmin et al.
Addiction biology, 17(1), 132-140 (2011-10-27)
The effects of repeated, intermittent administration of a moderate dose of ethanol (3.4 g/kg/day × 6 days, intragastrically via gavages) on cognitive function were examined in male Wistar rats. No significant differences in weight gain between the ethanol- and water-treated
Tamaki Hayase et al.
Legal medicine (Tokyo, Japan), 5 Suppl 1, S87-S90 (2003-08-26)
The present study examined the stressor-like effects of repeated (4 days) administration of cocaine hydrochloride(COC) (35 mg/kg, i.p.) on the expression of heat shock proteins (HSPs) (HSP27, HSP60, HSP70, HSC70) and stress-activated protein kinases (SAPKs) (SAPKalpha, SAPKbeta, SAPKgamma) in the
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