Tioxolone Property

Melting point:

158-160 °C(lit.)

Boiling point:

267.1°C (rough estimate)

Density 

1.4844 (rough estimate)

refractive index 

1.5151 (estimate)

storage temp. 

Inert atmosphere,Room Temperature

solubility 

95% ethanol: soluble50mg/mL, clear to very slightly hazy, colorless to yellow

form 

A solid

pka

8.14±0.20(Predicted)

Merck 

9456

LogP

1.770 (est)

CAS DataBase Reference

4991-65-5(CAS DataBase Reference)

NIST Chemistry Reference

Tioxolone(4991-65-5)

Safety

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38

Safety Statements 

26

WGK Germany 

3

RTECS 

DM2953750

HS Code 

2934999090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Tioxolone Chemical Properties,Usage,Production

Chemical Properties

light yellow to beige powder

Originator

Acnosan,Unia

Uses

6-Hydroxy-1,3-benzoxathiol-2-one was used in the synthesis of heterocycle-phosphor esters having potential antimicrobial activity.

Uses

antiseborrhoic

Definition

ChEBI: A 1,3-benzoxathiole having a hydroxy substituent at the 6-position.

Manufacturing Process

40 g potassium thiocyanate in 50 ml of water are added, while stirring at room temperature, to a solution of 11 g of resorcinol and 50 g of crystallized copper sulfate in 250 ml of water. The black cupric thiocyanate formed becomes colorless after a short time, which indicates that the introduction of thiocyanogen is terminated. The cuprous thiocyanate is removed by filtering with suction and then washed with water; the filtrate is mixed with 50 ml of a 2 N sodium carbonate solution, whereby the imino-thiocarbonate of resorcinol separates in the form of a colorless crystalline body. The yield amounts to 16 g. The new compound which melts at 149°C dissolves very easily in many organic solvents and in mineral acids.
A 10% solution of the imino-thiocarbonate of resorcinol in 10% hydrochloric acid is heated for 15 min on the steam bath. The 6-hydroxy-1,3-benzoxathiol- 2-one (thiocarbonate free from) nitrogen separates, on cooling, in the form of fine crystals melting at 158°C.

Therapeutic Function

Antiseborreic, Antifungal, Keratolytic

General Description

Antimicrobial and cytostatic properties of 6-hydroxy-1,3-benzoxathiol-2-one has been investigated. Supramolecular structure of 6-hydroxy-1,3-benzoxathiol-2-one has been studied.