7460-43-7

Basic information

• Product Name: rubiadin 1-methyl ether
• Synonyms: rubiadin 1-methyl ether;3-Hydroxy-1-methoxy-2-methylanthraquinone;9,10-Anthracenedione, 3-hydroxy-1-methoxy-2-methyl-;Nsc 59063
• CAS NO: 7460-43-7
• Molecular Formula: C₁₆H₁₂O₄
• Molecular Weight: 268.267
• Mol File: 7460-43-7.mol
• Article Data: 1

Chemical Properties

• Melting Point: 291 °C
• Boiling Point: 502.2 °C at 760 mmHg
• Flash Point: 193 °C
• Appearance: /
• Density: 1.356 g/cm³
• Vapor Pressure: 1.05E-10mmHg at 25°C
• Refractive Index: 1.649
• PKA: 7.40±0.20(Predicted)
• CAS DataBase Reference: rubiadin 1-methyl ether(CAS DataBase Reference)
• NIST Chemistry Reference: rubiadin 1-methyl ether(7460-43-7)
• EPA Substance Registry System: rubiadin 1-methyl ether(7460-43-7)

Safety Data

• Hazardous Substances Data: 7460-43-7(Hazardous Substances Data)

Usage

Uses

Rubiadin-1-methyl Ether can be used as a drug to treat osteosarcoma.

InChI:InChI=1/C16H12O4/c1-8-12(17)7-11-13(16(8)20-2)15(19)10-6-4-3-5-9(10)14(11)18/h3-7,17H,1-2H3

Upstream product

• 2324-25-6 3-acetoxy-1-methoxy-2-methylanthraquinone 
• 117-02-2 rubiadin 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 3736-59-2 nordamnacanthal 
• 61434-48-8 lucidin dimethyl ether 
• 117-02-2 rubiadin 

Relevant articles and documents

Total synthesis, cytotoxic effects of damnacanthal, nordamnacanthal and related anthraquinone analogues

Naturally occurring anthraquinones, damnacanthal (1) and nordamnacanthal (2) were synthesized with modified reaction steps and investigated for their cytotoxicity against the MCF-7 and K-562 cancer cell lines, respectively. Intermediate analogues 2-bromomethyl-1,3-dimethoxyanthraquinone (5, IC 50 = 5.70 ± 0.21 and 8.50 ± 1.18 μg/mL), 2-hydroxymethyl-1,3-dimethoxyanthraquinone (6, IC50 = 12.10 ± 0.14 and 14.00 ± 2.13), 2-formyl-1,3-dimethoxyantharquinone (7, IC 50 = 13.10 ± 1.02 and 14.80 ± 0.74), 1,3-dimethoxy-2-methylanthraquinone (4, IC50 = 9.40 ± 3.51 and 28.40 ± 2.33), and 1,3-dihydroxy-2-methylanthraquinone (3, IC 50 = 25.60 ± 0.42 and 28.40 ± 0.79) also exhibited moderate cytotoxicity against MCF-7 and K-562 cancer cell lines, respectively. Other structurally related compounds like 1,3-dihydroxyanthraquinone (13a, IC50 = 19.70 ± 0.35 and 14.50 ± 1.28), 1,3-dimethoxyanthraquinone (13b, IC50 = 6.50 ± 0.66 and 5.90 ± 0.95) were also showed good cytotoxicity. The target compound damnacanthal (1) was found to be the most cytotoxic against the MCF-7 and K-562 cancer cell lines, with IC50 values of 3.80 ± 0.57 and 5.50 ± 1.26, respectively. The structures of all compounds were elucidated with the help of detailed spectroscopic techniques.