406164-70-3

Basic information

• Product Name: 1,4-Naphthalenedione, 2-hydroxy-3-(2-hydroxyethyl)- (9CI)
• Synonyms: 1,4-Naphthalenedione, 2-hydroxy-3-(2-hydroxyethyl)- (9CI);2-hydroxy-3-(2-hydroxyethyl)naphthalene-1,4-dione
• CAS NO: 406164-70-3
• Molecular Formula: C12H10O4
• Molecular Weight: 218.2054
• Product Categories: ALCOHOL
• Mol File: 406164-70-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,4-Naphthalenedione, 2-hydroxy-3-(2-hydroxyethyl)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Naphthalenedione, 2-hydroxy-3-(2-hydroxyethyl)- (9CI)(406164-70-3)
• EPA Substance Registry System: 1,4-Naphthalenedione, 2-hydroxy-3-(2-hydroxyethyl)- (9CI)(406164-70-3)

Safety Data

• Hazardous Substances Data: 406164-70-3(Hazardous Substances Data)

Usage

Definition

ChEBI: A naphthoquinone that is naphthalene-1,4-dione substituted by a hydroxy group and a 2-hydroxyethyl group at positions 2 and 3 respectively.

Upstream product

• 83-72-7 2-hydroxynaphtho-1,4-quinone 
• 198958-09-7 2-(ethylacetate)-3-hydroxy-1,4-naphthoquinone 

Downstream Products

• 32013-78-8 2,3-dihydronaphtho[2,3-b]furan-4,9-dione 
• 32013-77-7 2,3-Dihydronaphtho<1,2-b>furan-4,5-dion 

Relevant articles and documents

Potent antitumor activity of synthetic 1,2-naphthoquinones and 1,4-naphthoquinones

Rhinacanthone (1) and two 1,2-pyranonaphthoquinones (2,3) were synthesized and found to show very potent cytotoxicity against three cancer cell lines (KB, HeLa and HepG2) with IC50 values of 0.92-9.63 μM, whereas the corresponding hydroxylated derivative 4 had reduced cytotoxicity (IC50 values of 7.61-24.13 μM). Three 1,2-furanonaphthoquinone derivatives (5-7) were also synthesized with similar cytotoxicity as 1,2-pyranonaphthoquinones. In comparison to 1,2-naphthoquinones, six 1,4-naphthoquinones derivatives fused with pyran ring (8-10) and furan ring (11-13) were synthesized and they showed less cytotoxicity or inactive to the cancer cell lines. Moreover, compound 13 had significant cytotoxicity against HeLa cell line (IC50 value of 9.25 μM) while it showed no toxic to vero cell.