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282219

Sigma-Aldrich

Benz[g]isoquinoline-5,10-dione

99%

Synonyme(s) :

2-Aza-9,10-anthraquinone

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About This Item

Formule empirique (notation de Hill):
C13H7NO2
Numéro CAS:
46492-08-4
Poids moléculaire :
209.20
Numéro MDL:
MFCD00010399
Code UNSPSC :
12352100
ID de substance PubChem :
24857029
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

99%

Pf

178-180 °C (lit.)

Chaîne SMILES 

O=C1c2ccccc2C(=O)c3cnccc13

InChI

1S/C13H7NO2/c15-12-8-3-1-2-4-9(8)13(16)11-7-14-6-5-10(11)12/h1-7H

Clé InChI

ZLLVUAAESHIVAZ-UHFFFAOYSA-N

Description générale

Benz[g]isoquinoline-5,10-dione has been isolated as an active component from the ethanolic extract of the aerial parts of Mitracarpus scaber. It exhibits significant in vitro inhibitory activity against the AIDS-related pathogens. The in vitro antibacterial and anti-fungal activity of benz[g]isoquinoline-5,10-dione has been investigated using the agar well-diffusion assay.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

A M Clark et al.
Pharmaceutical research, 1(6), 269-271 (1984-11-01)
The in vitro antibacterial and anti-fungal activity of benz[g]isoquinoline-5,10-dione (1), benzo[g]quinoline-5, 10-dione (2), benzo[g]quinoline-5,6-dione (3), and anthraquinone (4) was determined using the agar well-diffusion assay. The minimum inhibitory concentrations (MIC's) of each of the active compounds (1-3) was determined using
A L Okunade et al.
Planta medica, 65(5), 447-448 (1999-07-27)
An ethanolic extract of the aerial parts of Mitracarpus scaber demonstrated good antimicrobial activity. Bioassay directed fractionation of this extract led to the isolation of benz[g]isoquinoline-5,10-dione (1) as an active component. Compound 1 showed significant in vitro inhibitory activity against
Ekaterina Shinkevich et al.
Organic & biomolecular chemistry, 9(2), 538-548 (2010-10-27)
1,2-Disubstituted 1,2,3,4-tetrahydrobenz[g]isoquinoline-5,10-diones are prepared for the first time through an activated Pictet-Spengler reaction of the corresponding imines of 2-(1,4-dimethoxynaphth-2-yl)ethylamine in the presence of an acyl chloride and AlCl(3) followed by an oxidation with silver(II) oxide in nitric acid. Depending on
Andrew Jonathan Nok
Cell biochemistry and function, 20(3), 205-212 (2002-07-19)
An ethanolic extract of Mitracarpus scaber was found to possess in vitro and in vivo trypanocidal activity against Trypanosoma congolense. At a dosage of 50 mg kg(-1) day(-1) in normal saline for 5 days, the extract cured Balbc mice infected
B T Walton et al.
Science (New York, N.Y.), 222(4622), 422-423 (1983-10-28)
Morphological abnormalities including extra compound eyes, extra heads, and distally duplicated legs were generated in cricket embryos by treating eggs with single doses of either benz[g]isoquinoline-5,10-dione or benzo[h]quinoline-5,6-dione. Slight structural modifications of the molecules resulted in a loss of teratogenic

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