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mesoridazine

CAS No.
5588-33-0
Chemical Name:
mesoridazine
Synonyms
TPS 23;NSC 186066;MESORIDAZINE;Mesoridazine free base;Thioridazine-2-sulfoxide;Thioridazine EP Impurity B;mesoridazine ISO 9001:2015 REACH;Thioridazine EP Impurity B-d3 (Mesoridazine-d3);10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfinyl-phenothiazine;10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfinylphenothiazine
CBNumber:
CB0875422
Molecular Formula:
C21H26N2OS2
Molecular Weight:
386.57
MDL Number:
MOL File:
5588-33-0.mol
MSDS File:
SDS
Last updated:2024-10-28 23:16:16

mesoridazine Properties

Melting point 128-131 °C
Boiling point 570.5±50.0 °C(Predicted)
Density 1.1234 (rough estimate)
refractive index 1.5950 (estimate)
solubility Acetonitrile: slightly soluble; DMSO: slightly, heated; Methanol: slightly soluble
form Sticky Solid
pka 9.84±0.10(Predicted)
color Pale Yellow to Orange
Stability Hygroscopic
FDA UNII 5XE4NWM740

mesoridazine price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC M225760 Mesoridazine 5588-33-0 5mg $65 2021-12-16 Buy
AK Scientific 0470CA Mesoridazine 5588-33-0 10mg $139 2021-12-16 Buy
AK Scientific 0470CA Mesoridazine 5588-33-0 50mg $266 2021-12-16 Buy
American Custom Chemicals Corporation API0009156 MESORIDAZINE 95.00% 5588-33-0 10MG $750.75 2021-12-16 Buy
American Custom Chemicals Corporation API0009156 MESORIDAZINE 95.00% 5588-33-0 100MG $1963.5 2021-12-16 Buy
Product number Packaging Price Buy
M225760 5mg $65 Buy
0470CA 10mg $139 Buy
0470CA 50mg $266 Buy
API0009156 10MG $750.75 Buy
API0009156 100MG $1963.5 Buy

mesoridazine Chemical Properties,Uses,Production

Chemical Properties

Pale Pink Solid

Originator

Serentil,Sandoz,US,1970

Uses

Mesoridazine (Thioridazine EP Impurity B) is an antipsychotic.

Uses

Mesoridazine is an antipsychotic.

Definition

ChEBI: A phenothiazine substituted at position 2 (para to the S atom) by a methylsulfinyl group, and on the nitrogen by a 2-(1-methylpiperidin-2-yl)ethyl group.

Manufacturing Process

10.0 g of 3-methylmercapto phenothiazine and 17.5 cc of acetic acid anhydride are refluxed for 8 hours from an oil bath maintained at a temperature of 180°C. After concentration of the solution the residue is crystallized from ethanol. The pure 3-methylmercapto-10-acetyl phenothiazine melts at 89° to 91°C. For the purpose of oxidation 5.0 g of 3- methylmercapto-10-acetyl phenothiazine are dissolved in 50 cc of ethanol, refluxed from an oil bath maintained at 120°C and 1.6 cc of a 40% hydrogen peroxide solution are then added dropwise in the course of 30 minutes.
Heating is continued for another 5 hours and the reaction mixture is concentrated after 50 cc of water have been added. The residue is taken up in 40 cc of benzene and the benzene layer washed with 10 cc of water. After having been concentrated, the residue, crude 3-methylsulfinyl-10-acetyl phenothiazine, is dissolved in 55 cc of a 90% methanol solution for splitting off the acetyl group and, after 2.9 g of potassium carbonate have been added, it is boiled for 2 hours under reflux on an oil bath kept at a temperature of 120°C. After concentration, the residue is taken up in 50 cc of chloroform, the chloroform layer is washed with a total of 25 cc of water, dried over potassium carbonate, filtered and concentrated. After twice crystallizing the residue, each time from 50 cc of ethanol, analytically pure 3-methylsulfinyl phenothiazine (MP 193° to 195°C) is obtained.
A mixture of 10.0 g of 3-methylsulfinyl phenothiazine (MP 193° to 195°C), 6.1 g of finely powdered sodium hydroxide and 125 cc of toluene is boiled for 1 hour under reflux with a water separator on an oil bath kept at a temperature of 150°C, while the mixture is stirred. Without interrupting the boil a solution of 7.0 g of 2-(N-methyl-piperidyl-2')-1-chloroethane (BP 84°C/10 mm Hg) in 10 cc of toluene is added dropwise in the course of 1 hour, after which boiling is continued for another 3 hours. When the reaction mixture has cooled it is first washed with 25 cc of water three times and then extracted with 75 cc of a 15% aqueous tartaric acid solution. The tartaric acid extract is shaken out with 25 cc of benzene, 20 cc of concentrated caustic soda are added until the phenolphthalein reaction is alkaline, and the separated oily base is taken up in a total of 150 cc of benzene.
After having been washed with 50 cc of water the benzene layer is dried over potassium carbonate, filtered, allowed to stand over 10 g of alumina for about 1? hours for partial decolorization, filtered again and concentrated under reduced pressure. The oily base which remains as a residue is directly converted into the tartrate. A solution cooled to 0°C, of 6.50 g of the free base in 100 cc of acetic acid ethyl ester is thoroughly shaken and poured into an ice cold solution of 2.66 g of tartaric acid in 410 cc of acetic acid ethyl ester. The precipitated, analytically pure, tartrate of 3-methylsulfinyl-10-[2'-Nmethyl-piperidyl-2')-ethyl-l']-phenothiazine melts at 115° to 120°C (foam formation) and sinters above 80°C. The base is reacted with benzene sulfonic acid in a suitable solvent to give the besylate.

brand name

Serentil (Novartis).

Therapeutic Function

Tranquilizer

mesoridazine Preparation Products And Raw materials

Global( 31)Suppliers
Supplier Tel Email Country ProdList Advantage
Hubei Jusheng Technology Co.,Ltd.
18871490254 linda@hubeijusheng.com CHINA 28172 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32165 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6391 58
TargetMol Chemicals Inc.
support@targetmol.com United States 38632 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 94657 76
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32321 50
Beijing HuaMeiHuLiBiological Chemical 010-56205725 waley188@sohu.com China 12335 58
ChemStrong Scientific Co.,Ltd 0755-0755-66853366 13670046396 sales@chem-strong.com China 18042 56
Artis Biotech Co. Ltd. 0575-18780151478 18582380095 sales@artisbio.com China 2964 58
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9806 58

View Lastest Price from mesoridazine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Mesoridazine free base pictures 2024-10-28 Mesoridazine free base
5588-33-0
US $93.00-378.00 / mg 10g TargetMol Chemicals Inc.

mesoridazine Spectrum

10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylsulfinyl-phenothiazine 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfinylphenothiazine 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfinyl-phenothiazine 10-[2-(1-Methyl-2-piperidinyl)ethyl]-2-(Methylsulfinyl)-phenothiazine 1-Methyl-2-[2-[2-(Methylsulfinyl)phenothiazin-10-yl]ethyl]piperidine NSC 186066 Thioridazine-2-sulfoxide TPS 23 Thioridazine EP Impurity B 10H-Phenothiazine, 10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylsulfinyl)- Thioridazine EP Impurity B-d3 (Mesoridazine-d3) Thioridazine Impurity 2 (Thioridazine EP Impurity B)(Mesoridazine) 10-(2-(1-methylpiperidin-2-yl)ethyl)-2-(methylsulfinyl)-10H-phenothiazine mesoridazine ISO 9001:2015 REACH Mesoridazine free base MESORIDAZINE 5588-33-0 Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals