523429
2,3-Dibromo-1,4-naphthoquinone
97%
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About This Item
Empirical Formula (Hill Notation):
C10H4Br2O2
CAS Number:
Molecular Weight:
315.95
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
236-223-7
MDL number:
Assay:
97%
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
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
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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
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)
A new method of ?-keto alkyl chain introduction into 1, 4-naphthoquinone.
Maruyama K, et al.
Chemistry Letters (Jpn), 13(3), 371-374 (1984)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 523429-25G | 04061832548074 |