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Merck
CN

D1000000

Dibenzosuberone

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

5-Dibenzosuberone, 10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one, Dibenzocycloheptadienone

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About This Item

Empirical Formula (Hill Notation):
C15H12O
CAS Number:
Molecular Weight:
208.26
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1454355
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Product Name

Dibenzosuberone, European Pharmacopoeia (EP) Reference Standard

InChI key

BMVWCPGVLSILMU-UHFFFAOYSA-N

SMILES string

O=C1c2ccccc2CCc3ccccc13

InChI

1S/C15H12O/c16-15-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)15/h1-8H,9-10H2

grade

pharmaceutical primary standard

API family

nortriptyline, amitriptyline

manufacturer/tradename

EDQM

refractive index

n20/D 1.6332 (lit.)

bp

148 °C/0.3 mmHg (lit.)

mp

32-34 °C (lit.)

density

1.156 g/mL at 25 °C (lit.)

application(s)

pharmaceutical (small molecule)

format

neat

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Application

Dibenzosuberone EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup


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Solveigh C Koeberle et al.
Journal of medicinal chemistry, 55(12), 5868-5877 (2012-06-09)
Synthesis, biological testing, structure-activity relationships (SARs), and selectivity of novel disubstituted dibenzosuberone derivatives as p38 MAP kinase inhibitors are described. Hydrophilic moieties were introduced at the 7-, 8-, and 9-position of the 2-phenylamino-dibenzosuberones, improving physicochemical properties as well as potency.
Stefan Fischer et al.
Journal of medicinal chemistry, 56(1), 241-253 (2012-12-29)
p38α mitogen-activated protein (MAP) kinase is a main target in drug research concerning inflammatory diseases. Nevertheless, no inhibitor of p38α MAP kinase has been introduced to the market. This might be attributed to the fact that there is no inhibitor
S P Dixon et al.
Pharmeuropa scientific notes, 2005(1), 15-20 (2007-08-11)
An isocratic reversed-phase liquid chromatographic method is described using a hybrid column for the control of synthetic impurities potentially found in amitriptyline hydrochloride. The method has been validated and is capable of controlling impurities to 0.1 per cent.
Sonja Merkas et al.
Molecules (Basel, Switzerland), 10(12), 1429-1437 (2007-11-17)
Novel representatives of the important group of biologically active dibenzosuberone derivatives were prepared: 3,7-dibromo-5-(dimethylaminoethyl- oxyimino)-10,11-dihydro-5H-dibenzo[a,d]cyclohepta-1,4-diene (1), 3,7-dibromo-5-(3- dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo[a,d]cycloheptene (2) and 1,7- dibromo-5-(3-dimethylaminopropylidene)-10,11-dihydro-5H-dibenzo-[a,d]-cycloheptene (3). These compounds are potential tricyclic antidepressants (TCAs), which are still the most frequently prescribed antidepressants in many
S Zbaida et al.
Biopharmaceutics & drug disposition, 11(1), 39-51 (1990-01-01)
Reactions of trans-stilbene, cis-stilbene, 5H-dibenzo [a,d] cyclo-heptene 5-one and 5H-dibenz [b,f] azepine (iminostilbene) with Fenton reagent [Fe (II)/H2O2] clearly simulate their hepatic metabolism. Expoxidation on the corresponding ethylenic linkage was found to be a common pathway of these compounds. Epoxides

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