4991-65-5 Usage
Description
Tioxolone, also known as 6-Hydroxy-1,3-benzoxathiol-2-one, is a chemical compound belonging to the 1,3-benzoxathiole class. It is characterized by a hydroxy substituent at the 6-position and exhibits antimicrobial and cytostatic properties. Tioxolone has a light yellow to beige powder appearance and has been studied for its supramolecular structure.
Uses
Used in Pharmaceutical Industry:
Tioxolone is used as an antimicrobial agent for its potential to combat various microorganisms, making it a valuable component in the development of new drugs and treatments.
Used in Antiseborrhoic Applications:
Tioxolone is utilized as an antiseborrhoic agent, helping to treat and prevent seborrheic dermatitis and other related skin conditions by controlling the growth of yeast and fungi.
Used in Synthesis of Heterocycle-Phosphor Esters:
In the chemical industry, Tioxolone is used as a key component in the synthesis of heterocycle-phosphor esters, which possess potential antimicrobial activity. This application highlights its versatility in creating new compounds with beneficial properties.
Originator
Acnosan,Unia
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
Check Digit Verification of cas no
The CAS Registry Mumber 4991-65-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,9,9 and 1 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 4991-65:
(6*4)+(5*9)+(4*9)+(3*1)+(2*6)+(1*5)=125
125 % 10 = 5
So 4991-65-5 is a valid CAS Registry Number.
InChI:InChI=1/C7H4O3S/c8-4-1-2-6-5(3-4)10-7(9)11-6/h1-3,8H
4991-65-5Relevant articles and documents
Benzo[d][1,3] oxathiols: Synthesis and biological evaluation as potential atypical antipsychotic agents
Dash, Radha Charan,Suryawanshi, Mugdha R.,Shelke, Suhas M.,Bhosale, Sharad H.,Mahadik, Kakasaheb R.
experimental part, p. 29 - 35 (2012/02/04)
The present research paper reports the synthesis and biological evaluation of 6-(3-substitutedpropoxyl) benzo[d][1,3]oxathiol-2-ones as potential atypical antipsychotic agents. Accordingly, 10 derivatives with either amino or aryloxy substituents were synthesized. Potential antipsychotic activity of these compounds in terms of D2 antagonism was evaluated by their ability to inhibit apomorphine-induced climbing behavior in mice and 5-HT2 antagonistic activity of synthesized compounds was assessed by studying inhibition of 5-HTP-induced head twitches. Non-specific D2 blockade was evaluated by studying propensity of these compounds to produce catalepsy in mice. All the synthesized compounds were found to exhibit D2 and 5-HT2 antagonist activity in behavioral models. However, they also induced mild to severe catalepsy. Among the 10 compounds tested, 5b and 5e exhibited maximum 'atypical antipsychotic activity like' profile. Springer Science+Business Media, LLC 2010.
