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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:
1210-35-1
Molecular Weight:
208.26
Beilstein:
1454355
MDL number:
MFCD00003587
UNSPSC Code:
41116107
PubChem Substance ID:
329798658
NACRES:
NA.24

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

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

InChI key

BMVWCPGVLSILMU-UHFFFAOYSA-N

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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.

Application

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

Packaging

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

Other Notes

Sales restrictions may apply.

Storage Class Code

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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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
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.
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 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.
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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