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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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$470.00

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$1,600.00

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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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Product Name

Ro 15-4513, solid

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)

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1 of 4

This Item
M227Z103SML0645
Ro 15-4513 solid

Sigma-Aldrich

R109

Ro 15-4513

MRS 1191 solid

Sigma-Aldrich

M227

MRS 1191

Zolpidem ≥98% (HPLC), solid

Sigma-Aldrich

Z103

Zolpidem

Iomazenil ≥98% (HPLC)

Sigma-Aldrich

SML0645

Iomazenil

form

solid

form

solid

form

solid

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

solubility

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

solubility

DMSO: >10 mg/mL, ethanol: >10 mg/mL, H2O: insoluble

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.3 mg/mL, DMSO: >10 mg/mL, ethanol: 50 mg/mL, methanol: 50 mg/mL, H2O: insoluble, dilute aqueous base: insoluble

solubility

DMSO: 5 mg/mL, clear (warmed)

color

tan

color

white

color

white

color

white to beige

originator

Roche

originator

-

originator

Sanofi Aventis

originator

-

Gene Information

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

Gene Information

-

Gene Information

human ... GABRA1(2554), GABRA2(2555), GABRA3(2556), GABRA5(2558), GABRA6(2559), GABRB1(2560), GABRG2(2566)
rat ... Gabra1(29705), Gabra2(29706), Gabra5(29707), Tspo(24230)

Gene Information

-

Biochem/physiol Actions

Ro 15-4513 is benzodiazepine receptor partial inverse agonist.[1] It elicits anxiogenic property and is an ethanol antagonist. It elicits a high affinity towards diazepam sensitive and insensitive sites in the cerebellar region.[1] Ro 15-4513 possesses an imidazo ring and is an imidazobenzodiazepine.[2]

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.

Application

Ro 15-4513 has been used as a benzodiazepine (Bz) inverse agonist in rats[3] and to test its binding with diazepam-sensitive (DS) receptors in in vitro radioligand binding studies.[4]

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

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

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C Belzung et al.
Pharmacology, biochemistry, and behavior, 30(4), 867-870 (1988-08-01)
In order to better understand the antagonistic effects of the partial inverse agonist of benzodiazepine receptors, RO 15-4513, against the disinhibitory action of ethanol, we examined the effects of RO 15-4513 at a dose (2.0 mg/kg) that did not alter
Anni-Maija Linden et al.
Frontiers in neuroscience, 5, 3-3 (2011-01-29)
Ethyl alcohol (ethanol) has many molecular targets in the nervous system, its potency at these sites being low compared to those of sedative drugs. This has made it difficult to discover ethanol's binding site(s). There are two putative binding sites
Gian Marco Leggio et al.
Pharmacological research, 141, 384-391 (2019-01-17)
The dopamine D3 receptor (D3R), in the nucleus accumbens (NAc), plays an important role in alcohol reward mechanisms. The major neuronal type within the NAc is the GABAergic medium spiny neuron (MSN), whose activity is regulated by dopaminergic inputs. We
Elli Leppä et al.
European journal of pharmacology, 666(1-3), 111-121 (2011-05-28)
The potent sedative-hypnotic zolpidem and the convulsant methyl-6,7-dimethoxy-4-ethyl-β-carboline-3-carboxylate (DMCM) act primarily by binding to the benzodiazepine site of the main inhibitory neurotransmitter receptor, the pentameric γ-aminobutyric acid type A receptor (GABA(A)). This binding depends critically on the wild-type F77 residue
A M Kucken et al.
Molecular pharmacology, 57(5), 932-939 (2000-04-25)
gamma-Aminobutyric acid(A) receptor gamma-subunits are important for benzodiazepine (BZD) binding and modulation of the gamma-aminobutyric acid-mediated Cl(-) current. Previously, by using gamma2/alpha1 chimeric subunits, we identified two domains of the gamma2-subunit, Lys-41-Trp-82 and Arg-114-Asp-161, that are, in conjunction, necessary and
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