2381-23-9

Basic information

• Product Name: 9,10-DIOXO-9,10-DIHYDROANTHRACENE-2-SULFONYL CHLORIDE
• Synonyms: 9,10-DIOXO-9,10-DIHYDROANTHRACENE-2-SULFONYL CHLORIDE;9,10-Dioxo-9,10-dihydroanthracene-2-sulfonyl;9,10-diketoanthracene-2-sulfonyl chloride;9,10-dioxoanthracene-2-sulfonyl chloride
• CAS NO: 2381-23-9
• Molecular Formula: C₁₄H₇ClO₄S
• Molecular Weight: 306.72
• Mol File: 2381-23-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 514.3°Cat760mmHg
• Flash Point: 264.8°C
• Appearance: /
• Density: 1.567g/cm³
• Vapor Pressure: 1.09E-10mmHg at 25°C
• Refractive Index: 1.663
• CAS DataBase Reference: 9,10-DIOXO-9,10-DIHYDROANTHRACENE-2-SULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-DIOXO-9,10-DIHYDROANTHRACENE-2-SULFONYL CHLORIDE(2381-23-9)
• EPA Substance Registry System: 9,10-DIOXO-9,10-DIHYDROANTHRACENE-2-SULFONYL CHLORIDE(2381-23-9)

Safety Data

• Hazardous Substances Data: 2381-23-9(Hazardous Substances Data)

Usage

General Description

9,10-Dioxo-9,10-dihydroanthracene-2-sulfonyl chloride is a chemical compound with the molecular formula C14H7ClO4S. It is a sulfonyl chloride derivative of anthracene, which is a polycyclic aromatic hydrocarbon. 9,10-DIOXO-9,10-DIHYDROANTHRACENE-2-SULFONYL CHLORIDE is used in organic synthesis as a reactive intermediate in the preparation of various pharmaceuticals, agrochemicals, and dyes. It is a versatile building block for creating carbon-carbon and carbon-heteroatom bonds. The sulfonyl chloride group is a common reactive functional group in organic chemistry, allowing for the introduction of the anthracene moiety into a variety of different molecules. Additionally, this compound is used in the production of fluorescent dyes for biological imaging and staining applications. Due to its reactivity, it should be handled with care and used in a well-ventilated area by trained professionals.

InChI:InChI=1/C14H7ClO4S/c15-20(18,19)8-5-6-11-12(7-8)14(17)10-4-2-1-3-9(10)13(11)16/h1-7H

Upstream product

• 84-48-0 2-sulfo-anthraquinone 
• 131-08-8 sodium anthraquinone-2-sulfonate 
• 84-65-1 9,10-phenanthrenequinone 
• 7719-09-7 thionyl chloride 
• 117-79-3 2-aminoanthraquinone 
• 17407-98-6 anthracene-2-sulfonyl chloride 
• 64-19-7 acetic acid 

Downstream Products

• 106128-51-2 anthraquinone-2-methylsulfonate 
• 143657-40-3 2-(octadecylaminosulfonyl)anthraquinone 
• 128164-54-5 6^A-(anthraquinone-2-sulfonyl)-β-cyclodextrin 
• 158331-42-1 N-<4-butyl>-2-anthraquinonesulfonamide 
• 131-09-9 2-chloroanthracene-9,10-dione 
• 84-65-1 9,10-phenanthrenequinone 
• 355017-37-7 N-methyl-N-(9,12-antheaquinone-2-sulfonyl)ethanolamide 
• 355017-39-9 4-(9,12-anthraquinone-2-sulfoxy)phenol 
• 851177-97-4 9,10-dioxo-9,10-dihydro-anthracene-2-sulfonic acid dodecylamide 
• 912278-57-0 C₄₀H₄₀N₂O₈S₂ 
• 1418104-74-1 C₂₃H₁₈N₂O₆S 

Relevant articles and documents

Design, synthesis and biological evaluation of new oligopyrrole carboxamides linked with tricyclic DNA-intercalators as potential DNA ligands or topoisomerase inhibitors

In the context of the design and synthesis of minor groove binding and intercalating DNA ligands some new oligopyrrole carboxamides were synthesized. These hybrid molecules (combilexins) possess a variable and conformatively flexible spacer at the N-terminal end. As intercalating tricyclic systems acridone, acridine, anthraquinones and in a special case iminostilbene terminate the N-terminal end of the pyrrole chain. The cytotoxicity was examined by the NCI antitumor screening, furthermore, biophysical as well as biochemical studies were performed in order to get some information about the DNA binding properties and topoisomerase inhibition effect of this new series of molecules.

New propylamine oligopyrrole carboxamides linked to a heterocyclic or anthraquinone system: Synthesis, DNA binding, topoisomerase I inhibition and cytotoxicity

Continuing our studies on combilexines, compounds consisting of a DNA intercalator linked to a minor groove ligand, new results are presented. The synthesis of a series of new propylamine oligopyrrole carboxamides closely related to netropsin and distamycin A, linked to a heterocyclic or anthraquinone system is reported. The cytotoxic activity in vitro, the DNA binding characteristics and the inhibition of the topoisomerase I of the compounds were studied in order to explain the biological mechanism of action of these new potential combilexines. Some of the synthesised compounds showed cytotoxic activity against human tumour cell lines, as well as DNA binding and topoisomerase I inhibiting properties.