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282219

Sigma-Aldrich

Benz[g]isoquinoline-5,10-dione

99%

Synonym(s):

2-Aza-9,10-anthraquinone

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About This Item

Empirical Formula (Hill Notation):
C13H7NO2
CAS Number:
46492-08-4
Molecular Weight:
209.20
MDL number:
MFCD00010399
UNSPSC Code:
12352100
PubChem Substance ID:
24857029
NACRES:
NA.22

Assay

99%

mp

178-180 °C (lit.)

functional group

ketone

SMILES string

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

InChI key

ZLLVUAAESHIVAZ-UHFFFAOYSA-N

General description

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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

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