14759-06-9 Usage
Description
Sulforidazine, also known as Thioridazine 2-Sulfone, is a major metabolite of Thioridazine (THD 2-SO2). It is characterized by its thick yellow oil appearance and is derived from the chemical properties of its parent compound, Thioridazine.
Uses
Used in Pharmaceutical Industry:
Sulforidazine is used as an active pharmaceutical ingredient (API) for its therapeutic effects. As a metabolite of Thioridazine, it plays a role in the treatment of various medical conditions, particularly those related to mental health.
Used in Research and Development:
In the field of pharmaceutical research and development, sulforidazine is utilized as a key compound for studying the effects, mechanisms, and potential improvements of Thioridazine-based treatments. This helps in the development of new drugs and therapies with better efficacy and fewer side effects.
Used in Quality Control and Impurity Profiling:
Sulforidazine, being a major metabolite of Thioridazine, is used in the quality control and impurity profiling of Thioridazine drug products. It is essential to ensure the safety, efficacy, and purity of the drug by monitoring and controlling the levels of sulforidazine and other related impurities.
Used in Metabolite Analysis:
Sulforidazine is also used in metabolite analysis to understand the metabolic pathways and pharmacokinetics of Thioridazine. This information is crucial for optimizing drug dosages, predicting drug interactions, and assessing the potential for adverse effects.
Originator
Sulforidazine,ZYF Pharm Chemical
Manufacturing Process
A mixture of 96.5 g 2-methylsulfonylphenothiazine, 50 g 2-(2-chloroethyl)-1-
methylpiperidine, 62 g diethyl carbonate and 2 g sodium methylate was
heated at 135°C for 1 hour and then at 180-190°C for 2.5 hours. The product
was dissolved in benzene (500 ml) and the solution was extracted with 700 ml
of 15% aqueous solution tartaric acid. The extract was washed with benzene.
After addition of sodium carbonate solution to the extract was obtained a
precipitate which was dissolved in benzene. This solution was washed with
water and concentrated. 2-Methylsulfonyl-10-(2-(1-methyl-2-
piperidyl)ethyl)phenothiazin was recrystallized from acetone, melting point
121-123°C.
Therapeutic Function
Neuroleptic
Check Digit Verification of cas no
The CAS Registry Mumber 14759-06-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,7,5 and 9 respectively; the second part has 2 digits, 0 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 14759-06:
(7*1)+(6*4)+(5*7)+(4*5)+(3*9)+(2*0)+(1*6)=119
119 % 10 = 9
So 14759-06-9 is a valid CAS Registry Number.
InChI:InChI=1/C21H26N2O2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)26-21-11-10-17(15-19(21)23)27(2,24)25/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3
14759-06-9Relevant articles and documents
Facile syntheses of the three major metabolites of thioridazine
Morrow, Ryan J.,Millership, Jeff S.,Collier, Paul S.
, p. 962 - 967 (2005)
Efficient, mild syntheses of the three major metabolites 2-4 of the important antipsychotic drug thioridazine (1) have been developed. The cardiotoxic metabolite 2 with a ring sulfoxide moiety was prepared in 96% yield by oxidation of 1 with NaIO4 under acidic conditions. Four different procedures were elaborated for the selective side-chain sulfide oxidation of 1 to mesoridazine (3), giving rise to yields of up to 91%. Finally, sulforidazine (4) was synthesised via oxidation of the sulfoxide 3 in the presence of either KMnO4 or t-BuOOH under basic conditions. Except for the oxidation with t-BuOOH. all reactions took place under mild conditions within a few minutes, were nicely reproducible, and afforded medium-to-high yields of the desired products, which could be readily purified by column chromatography.
