Thioxanthene

Structural formula
General
Surname	Thioxanthene
other names	9 H -thioxanthene; 10 H -dibenzo [ b, e ] thiine;
Molecular formula	C 13 H 10 S
Brief description	Crystal needles
External identifiers / databases
EC number	205-972-1
ECHA InfoCard	100.005.430
PubChem	67495
ChemSpider	60819
Wikidata	Q2628525
properties
Molar mass	198.28 g mol −1
Physical state	firmly
density	1.14 g cm −3
Melting point	128.5 ° C
boiling point	341 ° C
solubility	soluble in chloroform
safety instructions
H and P phrases	H: 302-410
	P: 301 + 312 + 330
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Thioxanthene is a chemical compound from the group of heterocycles and polycyclic aromatic hydrocarbons in which a carbon atom has been replaced by a sulfur atom in the middle of the three rings .

Extraction and presentation

Thioxanthene can be obtained by condensing thiophenol and o- aminobenzoic acid in polyphosphoric acid or by reacting thiophenol with toluene at 450 to 650 ° C.

use

Thioxanthene skeleton

Derivatives of thioxanthene that differ at R ¹ and R ² , like the very similar phenothiazines, are used in medicine as neuroleptics .

Important representatives are Chlorprothixen , Zuclopenthixol / Clopenthixol and Flupentixol . Chlorprothixen has an open side chain , Flupentixol and Zuclopenthixol have a piperazinylalkyl side chain .

Individual evidence

↑ ^a ^b ^c ^d William M. Haynes: CRC Handbook of Chemistry and Physics, 96th Edition . CRC Press, 2015, ISBN 978-1-4822-6097-7 , pp. 512 ( limited preview in Google Book Search).
^ Carl L. Yaws: Thermophysical Properties of Chemicals and Hydrocarbons . William Andrew, 2014, ISBN 978-0-323-29060-9 , pp. 322 ( limited preview in Google Book search).
↑ ^a ^b Data sheet Thioxanthene, European Pharmacopoeia (EP) Reference Standard from Sigma-Aldrich , accessed on November 3, 2016 ( PDF ).
↑ Jürgen Jacob: Sulfur Analogues of Polycyclic Aromatic Hydrocarbons (Thiaarenes) Environmental Occurrence, Chemical and Biological Properties . CUP Archive, 1990, ISBN 978-0-521-30120-6 , pp. 1 ( limited preview in Google Book search).
↑ B. Müller-Oerlinghausen, Hans-Jürgen Möller, Eckart Rüther: Thioxanthenes in neuroleptic treatment . Springer-Verlag, 2013, ISBN 978-3-642-75194-3 , p. 25 ( limited preview in Google Book search).

[William_M._Haynes-1] William M. Haynes: CRC Handbook of Chemistry and Physics, 96th Edition . CRC Press, 2015, ISBN 978-1-4822-6097-7 , pp. 512 ( limited preview in Google Book Search).

[Carl_L._Yaws-2] Carl L. Yaws: Thermophysical Properties of Chemicals and Hydrocarbons . William Andrew, 2014, ISBN 978-0-323-29060-9 , pp. 322 ( limited preview in Google Book search).

[Sigma-3] Data sheet Thioxanthene, European Pharmacopoeia (EP) Reference Standard from Sigma-Aldrich , accessed on November 3, 2016 ( PDF ).

[Jürgen_Jacob-4] Jürgen Jacob: Sulfur Analogues of Polycyclic Aromatic Hydrocarbons (Thiaarenes) Environmental Occurrence, Chemical and Biological Properties . CUP Archive, 1990, ISBN 978-0-521-30120-6 , pp. 1 ( limited preview in Google Book search).

[B._Müller-Oerlinghausen,_Hans-Jürgen_Möller,_Eckart_Rüther-5] B. Müller-Oerlinghausen, Hans-Jürgen Möller, Eckart Rüther: Thioxanthenes in neuroleptic treatment . Springer-Verlag, 2013, ISBN 978-3-642-75194-3 , p. 25 ( limited preview in Google Book search).