102818-66-6

Basic information

• Product Name: (+)-2-(4-Chlorphenyl)-3-methyl-1,3-thiazinan-4-on-1,1-dioxid
• Synonyms: (+)-2-(4-Chlorphenyl)-3-methyl-1,3-thiazinan-4-on-1,1-dioxid
• CAS NO: 102818-66-6
• Molecular Weight: 273.74
• Mol File: 102818-66-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: (+)-2-(4-Chlorphenyl)-3-methyl-1,3-thiazinan-4-on-1,1-dioxid(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-2-(4-Chlorphenyl)-3-methyl-1,3-thiazinan-4-on-1,1-dioxid(102818-66-6)
• EPA Substance Registry System: (+)-2-(4-Chlorphenyl)-3-methyl-1,3-thiazinan-4-on-1,1-dioxid(102818-66-6)

Safety Data

• Hazardous Substances Data: 102818-66-6(Hazardous Substances Data)

Upstream product

• 30897-26-8 2-(4-Chlorophenyl)-3-methyl-3,4,5,6-tetrahydro-2H-1,3-thiazin-4-on 
• 104-88-1 4-chlorobenzaldehyde 
• 102818-66-6 chlormezanone 
• 102818-67-7 (-)-2-(4-Chlorphenyl)-3-methyl-1,3-thiazinan-4-on-1,1-dioxid 

Downstream Products

• 102818-67-7 (-)-2-(4-Chlorphenyl)-3-methyl-1,3-thiazinan-4-on-1,1-dioxid 
• 102818-66-6 chlormezanone 
• 104-88-1 4-chlorobenzaldehyde 
• 77711-05-8 3-sulfinopropionic acid 
• 74-89-5 methylamine 

Relevant articles and documents

Tranquillizer chlormezanone synthesis method

The invention discloses a tranquillizer chlormezanone synthesis method, which comprises: adding 2-(3-chloro-1,2-dihydroxyphenyl)-3-methyl-1,3-hydrothiazin-4-one and a chloromethyl methyl ether solution to a reaction container, carrying out controlled stirring, controlling the temperature of the solution, adding a 2-methyl-2,4-pentanediol solution, adding potassium ruthenate in batches, and continuously carrying out the reaction; and cooling the solution, adding a potassium carbonate solution in batches, layering the solution, taking out the oil layer, adding a benzenesulfonic acid solution, adjusting the pH value, extracting multiple times with a hexafluorobenzene solution, extracting multiple times with a dimethyl phosphate solution, washing with a 1,2-dibromobenzene solution, re-crystallizing in a polypropylene glycol solution, and dehydrating with a dehydrating agent to obtain the finished product chlormezanone.

Important pharmaceutical-chemical characteristics of the centrally acting muscle relaxant chlormezanone

The enantinomers of chlormezanone (1) may be achieved by enantioselective HPLC separation with a yield of 98% using a OD-Daicel column. Both enantiomers bind to human serum albumin (HSA) at pH 7,4 to a range of 11-12%. Binding to the globuline fractions is much less (2-4%, equilibrium dialysis, validation by ultrafiltration). It could be demonstrated by means of 1H-NMR spectroscopy that 1 binds to HSA with the benzene ring as well as with the thiazanone ring. The velocity of racemisation could be measured for the first time using a BSA column. The enantiomers undergo racemisation at pH 7.4 and 37 °C with a halflife of approx. 20.5 h.

FURTHER FUNCTIONAL GROUP OXIDATIONS USING SODIUM PERBORATE

Sodium perborate in acetic acid is an effective reagent for the oxidation of aromatic aldehydes to carboxylic acids, iodoarenes to (diacetoxyiodo)arenes, azines to N-oxides, and various types of sulfur heterocycles to S,S-dioxides.Nitriles are unaffected by the reagent in acetic acid, but undergo smooth hydration to amides when aqueous methanol is employed as solvent.