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Mesoridazine Besylate

Product Name
Mesoridazine Besylate
CAS No.
32672-69-8
Chemical Name
Mesoridazine Besylate
Synonyms
nc123;SERENTIL;MESORIDAZINE BESYLATE;MESORIDAZINE BENZENESULFONATE;Mesoridazine Besylate (250 mg);Mesoridazine Besylate (1393005);Mesoridazine Besilate (10-[2-[(2RS);ylsulfinyl)ethyl)-10h-phenothiazine(1:1);Mesoridazine benzenesulfonate|||Serentil;Thioridazine Hydrochloride Impurity B as Besilate
CBNumber
CB2295822
Molecular Formula
C27H32N2O4S3
Formula Weight
544.75
MOL File
32672-69-8.mol
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Mesoridazine Besylate Property

Melting point:
174-175 °C
storage temp. 
2-8°C
solubility 
DMSO: 10 mg/mL
form 
solid
color 
white
Stability:
Hygroscopic
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Safety

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
RTECS 
DB7176700
HS Code 
2934302300
Toxicity
LD50 in mice (mg/kg): 33 i.v.; 611 s.c.; 346 orally (Maruyama)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1393005
Product name
Mesoridazine besylate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
25MG
Price
$439
Updated
2024/03/01
Sigma-Aldrich
Product number
1393005
Product name
Mesoridazine besylate
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
250mg
Price
$431
Updated
2022/05/15
TRC
Product number
M225755
Product name
Mesoridazine besylate
Packaging
500mg
Price
$1155
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
MTB0000023
Product name
MESORIDAZINE BENZENESULFONATE
Purity
95.00%
Packaging
1G
Price
$1871.1
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
59647
Product name
Mesoridazine besylate
Packaging
100mg
Price
$625
Updated
2021/12/16
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Mesoridazine Besylate Chemical Properties,Usage,Production

Originator

Serentil,Sandoz,US,1970

Uses

Mesoridazine (M225755) Besylate is an antipsychotic.

Uses

antpsychotic

Definition

ChEBI: The benzenesulfonate salt of mesoridazine prepared using equimolar amounts of mesoridazine and benzenesulfonic acid.

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

General Description

Mesoridazine besylate,10-[2-(methyl-2-piperidyl)ethyl]-2-(methylsulfinyl)phenothiazinemonobenzenesulfonate (Serentil), shares manyproperties with thioridazine. However, no pigmentaryretinopathy has been reported.

Mesoridazine Besylate Preparation Products And Raw materials

Raw materials

Preparation Products

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Mesoridazine Besylate Suppliers

SIGMA-RBI
Tel
--
Fax
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Country
Switzerland
ProdList
6896
Advantage
91
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View Lastest Price from Mesoridazine Besylate manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
Mesoridazine Besylate 32672-69-8
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20T
Release date
2024-07-25

32672-69-8, Mesoridazine BesylateRelated Search:


  • SERENTIL
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  • nc123
  • ylsulfinyl)ethyl)-10h-phenothiazine(1:1)
  • MESORIDAZINE BENZENESULFONATE
  • MESORIDAZINE BESYLATE
  • 10-[2-(1-METHYL-2-PIPERIDINYL)ETHYL]-2-(METHYLSULFINYL)-10H-PHENOTHIAZINE
  • 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylsulfinyl)-10H-phenothiazine benzenesulfonate
  • Mesoridazine Besylate (250 mg)
  • Mesoridazine Besilate (10-[2-[(2RS)
  • Mesoridazine Besylate (1393005)
  • Thioridazine Hydrochloride EP Impurity B as Besilate
  • Thioridazine Hydrochloride Impurity B as Besilate
  • Thioridazine EP Impurity B Besylate (Mesoridazine Besylate)
  • Mesoridazine benzenesulfonate|||Serentil
  • 32672-69-8
  • C21H26N2OS2C6H6SO3
  • C27H32N2O4S3
  • SERENTIL