78146-26-6

Basic information

• Product Name: 1,4-bis(2,3-epoxypropylamino)-9,10-anthracenedione
• Synonyms: 1,4-bis(2,3-epoxypropylamino)-9,10-anthracenedione
• CAS NO: 78146-26-6
• Molecular Formula: C₂₀H₁₈N₂O₄
• Molecular Weight: 0
• Mol File: 78146-26-6.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 648.6°C at 760 mmHg
• Flash Point: 346.1°C
• Appearance: /
• Density: 1.468g/cm³
• Vapor Pressure: 1.04E-16mmHg at 25°C
• Refractive Index: 1.733
• CAS DataBase Reference: 1,4-bis(2,3-epoxypropylamino)-9,10-anthracenedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis(2,3-epoxypropylamino)-9,10-anthracenedione(78146-26-6)
• EPA Substance Registry System: 1,4-bis(2,3-epoxypropylamino)-9,10-anthracenedione(78146-26-6)

Safety Data

• Hazardous Substances Data: 78146-26-6(Hazardous Substances Data)

Usage

Chemical structure

1,4-bis(2,3-epoxypropylamino)-9,10-anthracenedione

Primary use

Cross-linking agent in the production of epoxy resins

Functional groups

Contains two epoxy functional groups

Core structure

Quinone core structure

Applications

Adhesives, coatings, composites, electronics, and aerospace industries

Known for

High performance and durability

Handling precautions

Potential reactivity and toxicity require careful handling

InChI:InChI=1/C20H18N2O4/c23-19-13-3-1-2-4-14(13)20(24)18-16(22-8-12-10-26-12)6-5-15(17(18)19)21-7-11-9-25-11/h1-6,11-12,21-22H,7-10H2

Upstream product

• 29311-94-2 1,4-bis<(3-chloro-2-hydroxypropyl)amino>-9,10-anthracenedione 
• 128-95-0 1,4-diamino-9,10-anthraquinone 
• 1758-68-5 1,2-diamino-9,10-anthraquinone 
• 75-09-2 dichloromethane 
• 106-89-8 epichlorohydrin 

Downstream Products

• 99788-75-7 1,4-bis(2,3-dihydroxypropylamino)-9,10-anthracenedione 

Relevant articles and documents

Design, synthesis, and antitumor evaluation of novel anthraquinone derivatives

N-alkylated and O-alkylated anthraquinone derivatives with structures analogous to mitoxantrone were synthesized, characterized, and evaluated for their cytotoxic properties against three tumor cell lines (Human Breast Adenocarcinoma MCF-7, Human Cervical Adenocarcinoma HeLa, and Human Glioblastoma M059J) and a normal cell line (human lung fibroblasts GM-07492A). A structure-activity relationship study was carried out to verify the influence of lipophilic chain size on the biological activity of these compounds. The results indicated promising candidates for antineoplastic agents for the cancers evaluated, since these compounds showed significant selectivity and high cytotoxic potential for cancer cells, rather than mitoxantrone, the compound of which is already used in anticancer therapy.

Preparation of 1,4-bis(hydroxylakylamino)anthraquinones as protein kinase C inhibitors.

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1,4-bis-(amino-hydroxyalkylamino)-anthraquinones for inhibiting protein kinase C

The present invention provides novel substituted anthraquinones having the formula STR1 wherein R1 and R2 are independently H, alkyl, aryl, or arylalkyl; m and n are independently 1, 2, or 3; X is H, OH, NR3 R4, Cl, Br, I, F, alkyl, aryl alkoxy, aroxy, COOR5, or CONR6 R7 ; R3, R4, R5, R6, and R7 are independently H, lower alkyl or aryl useful for inhibiting protein kinase C and treating conditions related to, or affected by inhibition of protein kinase C, particularly cancer tumors, inflammatory disease, reperfusion injury, and cardiac dysfunctions related to reperfusion injury.