17435-19-7

Basic information

• Product Name: 10-methylacridine-9(10H)-thione
• CAS NO: 17435-19-7
• Molecular Formula: C₁₄H₁₁NS
• Molecular Weight: 225.3088
• Mol File: 17435-19-7.mol

Chemical Properties

• Boiling Point: 367.6°C at 760 mmHg
• Flash Point: 176.1°C
• Density: 1.28g/cm³
• Vapor Pressure: 1.35E-05mmHg at 25°C
• Refractive Index: 1.725
• CAS DataBase Reference: 10-methylacridine-9(10H)-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 10-methylacridine-9(10H)-thione(17435-19-7)
• EPA Substance Registry System: 10-methylacridine-9(10H)-thione(17435-19-7)

Safety Data

• Hazardous Substances Data: 17435-19-7(Hazardous Substances Data)

Usage

Chemical class

Sulfur-containing heterocyclic compound

Physical appearance

Dark yellow to light brown crystalline powder

Melting point

191-193°C

Uses

a. Production of dyes and pigments
b. Pharmaceutical industry
c. Fluorescent probe for detecting metal ions
d. Potential antimicrobial and antifungal activities

Applications

a. Organic light-emitting diodes (OLEDs)
b. Intermediate in organic synthesis for constructing various organic molecules

Upstream product

• 23663-77-6 10,10'-dimethyl-9,9'-biacridylidene 
• 719-54-0 10-methyl-9, 10-dihydro-9-acridinone 
• 112030-19-0 C₁₈H₁₆N₂S 
• 95256-32-9 10-Methyl-9-trifluormethansulfonyloxyacridinium-trifluormethansulfonat 

Downstream Products

• 719-54-0 10-methyl-9, 10-dihydro-9-acridinone 

Relevant articles and documents

A simple and efficient dual optical signaling chemodosimeter for toxic Hg(II)

10-Methylthioacridone, designated as acrithion, has been employed as an easily accessible chemodosimeter for the optical targeting of toxic Hg 2+ in buffered aqueous DMSO. The Hg2+-mediated desulfurization of the probe is translated into selective dual signaling of Hg2+ by means of color bleaching and fluorescence amplification while several other metal ions, including potentially competing Ag+, Cu2+ and Pb2+, afford no significant interferences even in excess concentrations.

NOVEL FLUORESCENT DYES AND USES THEREOF

The present invention relates to fluorescent dyes based on acridine derivatives and use of such dyes, for example, in biochemical and/or cell based assays. A preferred feature of some of the dyes described is their long fluorescence lifetimes and their us

Photochemical reactions of bianthrone and related substances

Photocleavage reactions of a wide range of ethylene compounds were investigated. Photosensitized oxygenation resulted in formation of their corresponding ketones. On the other hand, photoreaction of these substrates with elemental sulfur yielded the corresponding thioketones. Furthermore, photobehaviour of some ethylene episulfides also was studied. It could be concluded that UV-irradiation provides a rapid and effective desactivation pathway for this class of compounds.

Photochemical Reactions of Pyridine-4-thiones and Acridine-9-thiones with Alkenes

The photochemical reactions of thiones with alkenes have been examined.Irradiation of pyridine-4-thione (1a) in the presence of electron-poor alkenes (2a,b) gave 4-substituted pyridines (3a,b) via ring cleavage and aromatization of a thietane intermediate.The photocycloaddition reaction of acridine-9-thiones (4) to alkenes (2) proceeds regiospecifically to form the spirothietanes (5).Irradiation of semicyclic enamino thiones (9) in the presence of an alkene affords the 3-substituted cyclohex-2-en-1-one (10).

Dication Ethers, 3. Substitution Reactions on Bis(acridinium) Ethers and 9-Trifloxyacridinium Salts by Halides, Pseudohalides and Sulfur Nucleophiles

9-Trifloxyacridinium salts 3a, b and 9,9'-oxy-bis(acridinium) salts 4a, b which are easily obtained from the 9-acridones 2a, b react readily with halides, pseudohalides and sulfur nucleophiles to give 9-substituted acridinium ions.This reaction represents an efficient alternative to the commonly used transformation of 9-chloroacridinium into other substituted acridinium salts; the two-step conversion of the carbonyl compound into a (pseudo)halide-substituted carbenium ion or into a thione may be generally applicable to ketones which can be transformed either into trifloxy carbenium ions or into dication ethers. - Keywords: Bis(acridinium) Ethers, 9-Substituted Acridinium Ions