523429
2,3-Dibromo-1,4-naphthoquinone
97%
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About This Item
Fórmula empírica (notación de Hill):
C10H4Br2O2
Número de CAS:
Peso molecular:
315.95
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
97%
mp
218-222 °C (lit.)
functional group
bromo
ketone
SMILES string
BrC1=C(Br)C(=O)c2ccccc2C1=O
InChI
1S/C10H4Br2O2/c11-7-8(12)10(14)6-4-2-1-3-5(6)9(7)13/h1-4H
InChI key
PSMABVOYZJWFBV-UHFFFAOYSA-N
Categorías relacionadas
General description
2,3-Dibromo-1,4-naphthoquinone is a 2,3-disubstituted 1,4-naphthoquinone. It is a plumbagin derivative and an acaricide. It undergoes photochemical reaction with 2-methoxy-1-alkene to yield derivatives of 2-(2-alkanonyl)-1,4-naphthoquinone.
Application
2,3-Dibromo-1,4-naphthoquinone may be used in the synthesis of 3-[3-(2-carboxy-ethylsulfanyl)-1,4-dioxo-1,4-dihydro-naphthalen-2-ylsulfanyl]-propionic acid and NSC 95397 (a protein tyrosine phosphatase antagonist).
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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A new method of ?-keto alkyl chain introduction into 1, 4-naphthoquinone.
Maruyama K, et al.
Chemistry Letters (Jpn), 13(3), 371-374 (1984)
Chi-Hoon Lee et al.
Journal of microbiology and biotechnology, 18(2), 314-321 (2008-03-01)
Acaricidal effects of materials derived from Diospyros kaki roots against Dermatophagoides farinae and D. pteronyssinus were assessed using impregnated fabric disk bioassay and compared with that of the commercial benzyl benzoate. The observed responses varied according to dosage and mite
A one-pot synthesis of 1, 4-naphthoquinone-2, 3-bis-sulfides catalysed by a commercial laccase.
Wellington KW, et al.
Green Chemistry, 14(9), 2567-2576 (2012)
Vincent P Peyregne et al.
Molecular cancer therapeutics, 4(4), 595-602 (2005-04-14)
Cdc25 phosphatases are important in cell cycle control and activate cyclin-dependent kinases (Cdk). Efforts are currently under way to synthesize specific small-molecule Cdc25 inhibitors that might have anticancer properties. NSC 95397, a protein tyrosine phosphatase antagonist from the National Cancer
Xiao-Fei Shang et al.
Scientific reports, 8(1), 1609-1609 (2018-01-27)
As important secondary plant metabolites, naphthoquinones exhibit a wide range of biological activities. However, their potential as sustainable alternatives to synthetic acaricides has not been studied. This study for the first time investigates the acaricidal activity of naphthoquinones against Psoroptes
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