ChemicalBook > CAS DataBase List > Thioridazine

Thioridazine

Product Name
Thioridazine
CAS No.
50-52-2
Chemical Name
Thioridazine
Synonyms
tp21;TP-21;Thioril;Meleril;Sonapax;Mallorol;Malloryl;Mellaril;Mellarit;Melleril
CBNumber
CB6763367
Molecular Formula
C21H26N2S2
Formula Weight
370.57
MOL File
50-52-2.mol
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Thioridazine Property

Melting point:
72-74°
Boiling point:
bp0.02 230°
Density 
1.1693 (rough estimate)
refractive index 
1.5800 (estimate)
Flash point:
9℃
storage temp. 
Sealed in dry,Room Temperature
solubility 
Practically insoluble in water, very soluble in methylene chloride, freely soluble in methanol, soluble in ethanol (96 per cent).
pka
9.5(at 25℃)
form 
liquid
color 
Colorless to off-white
Water Solubility 
1.113mg/L(22.5 ºC)
InChI
InChI=1S/C21H26N2S2/c1-22-13-6-5-7-16(22)12-14-23-18-8-3-4-9-20(18)25-21-11-10-17(24-2)15-19(21)23/h3-4,8-11,15-16H,5-7,12-14H2,1-2H3
InChIKey
KLBQZWRITKRQQV-UHFFFAOYSA-N
SMILES
C1=C2C(SC3=C(N2CCC2CCCCN2C)C=CC=C3)=CC=C1SC
NIST Chemistry Reference
10H-Phenothiazine, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylthio-(50-52-2)
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Safety

Hazard Codes 
F,T
Risk Statements 
11-23/24/25-39/23/24/25-52/53
Safety Statements 
16-36/37-45-61
RIDADR 
UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany 
1
HS Code 
2934302300
Hazardous Substances Data
50-52-2(Hazardous Substances Data)
Toxicity
LD50 orally in rats: 995 ±39 mg/kg (Goldenthal)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
Y0000541
Product name
Thioridazine for system suitability
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
0.21 mg
Price
$118
Updated
2025/07/31
Sigma-Aldrich
Product number
T-905
Product name
Thioridazine solution
Purity
1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant?
Packaging
1mL
Price
$78.4
Updated
2025/07/31
Sigma-Aldrich
Product number
1662504
Product name
Thioridazine solution
Packaging
200mg
Price
$376
Updated
2025/07/31
Sigma-Aldrich
Product number
Y0000541
Product name
Thioridazine for system suitability
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0000541
Price
$153
Updated
2024/03/01
American Custom Chemicals Corporation
Product number
API0003283
Product name
MELLARIL
Purity
95.00%
Packaging
5MG
Price
$403.87
Updated
2021/12/16
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Thioridazine Chemical Properties,Usage,Production

Description

An antipsychotic drug of the phenothiazine class. It is of particular interest because of its “atypical” properties, some of which may be due to its extensive bioconversion to active metabolites. The therapeutic and side effects of thioridazine and its metabolites involve blockade of brain dopamine receptors, but also actions mediated via blockage of muscarininc cholinergic and α-adrenergic receptors.

Chemical Properties

Colorless crystals. Soluble in water and alcohol.

Originator

Mellaril,Sandoz,US,1959

Uses

Mellaril(Novartis).

Uses

In terms of antipsychotic activity, thioridazine is inferior to aminazine. It is most effective in mental and emotional disorders accompanied by fear, stress, and excitement. It is prescribed for various forms of schizophrenia, psychosis, and neurosis.

Definition

ChEBI: A phenothiazine derivative having a methylsulfanyl subsitituent at the 2-position and a (1-methylpiperidin-2-yl)ethyl] group at the N-10 position.

Manufacturing Process

N-(m-methylmercapto-phenyl)-aniline (MP 59° to 61°C) is prepared by condensing m-methylmercapto-aniline (BP 163° to 165°C/16 mm Hg) with the potassium salt of o-chloro-benzoic acid and decarboxylating the resultant N- (m-methylmercapto-phenyl)-anthranilic acid (MP 139° to 141°C) by heating, and then distilling.
9.87 parts of N-(m-methylmercapto-phenyl)-aniline are heated with 2.93 parts of sulfur and 0.15 part of powdered iodine for 15 minutes in a bath at about 160°C. Upon termination of the ensuing evolution of hydrogen sulfide, animal charcoal is added to the reaction mixture and recrystallization carried out first from 40 parts by volume of chlorobenzene, and then from 25 to 30 parts by volume of benzene at the boiling temperature. The obtained citronyellow 3-methylmercapto-phenothiazine has a MP of 138° to 140°C.
17.82 parts of 2-methylmercapto-phenothiazine, 3.4 parts of finely pulverized sodamide and 80 parts by volume of absolute xylene are heated to boiling for two hours at a bath temperature of 180°C under a reflux condenser and while stirring the reaction mixture. Without interrupting the heating, a solution of 13.2 parts of 2-(N-methyl-piperidyl-2')-1chloro-ethane in 40 parts by volume of absolute xylene is then added dropwise in the course of 1 1/2 hours. After further heating for 3 hours, the reaction mixture is cooled and, after the addition of 5 parts of ammonium chloride, is shaken three times with water, using 25 parts by volume each time. The xylene solution is extracted once with 35 parts by volume of 3 normal acetic acid and then three times, each time with 15 parts by volume of the said acid, after which the acetic acid extract is washed with 60 parts by volume of ether and is then made phenolphthalein-alkaline by means of 25 parts by volume of concentrated aqueous caustic soda solution.
The precipitated oily base is taken up in a total of 100 parts by volume of benzene. The benzene layer, dried over potassium carbonate, is filtered and then evaporated under reduced pressure. The residue from the evaporation is distilled in a high vacuum; after separating a preliminary distillate which passes over up to 228°C under a pressure of 0.92 mm Hg, the principal fraction, 2-methylmercapto-10-[2'-(N-methyl-piperidyl-2'')-ethyl- 1']phenothiazine, which distills over at 228° to 232°C under the lastmentioned pressure, is collected. The analytically pure base has a BP of 230°C/0.02 mm Hg.

Therapeutic Function

Tranquilizer

Synthesis

Thioridazine, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-(methylthio)phenothiazine (6.1.9), is synthesized in an analogous manner by alkylating 2-methylthiophenothiazine with 2-(2-chloroethyl)-1-methylpiperidine [29,30].

Thioridazine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Thioridazine manufacturers

Dideu Industries Group Limited
Product
Thioridazine 50-52-2
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons min
Release date
2021-07-23
Zhuozhou Wenxi import and Export Co., Ltd
Product
Thioridazine 50-52-2
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-06-27
Career Henan Chemical Co
Product
Thioridazine 50-52-2
Price
US $9.80/KG
Min. Order
1g
Purity
≥99%
Supply Ability
100kg
Release date
2020-01-09

50-52-2, ThioridazineRelated Search:


  • THIORIDAZINE
  • 10-[2-(1-Methyl-2-piperidyl)]-2-[methylthio] phenothiazine
  • THIORIDAZINE,1.0MG/MLINMETHANOL
  • 10-[2-(1-ethyl-2-piperidyl)ethyl]-2-(methylthio)phenothiazine
  • 10H-Phenothiazine, 10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylthio)- (9CI)
  • dl-Thioridazine
  • Phenothiazine, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-(methylthio)- (6CI, 8CI)
  • Thioril
  • 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfanylphenothiazine
  • 10-[2-(1-methylpiperidin-2-yl)ethyl]-2-methylsulfanyl-phenothiazine
  • THIORIDAZINE BASE
  • Thioridazine (200 mg)
  • 10-((1-methyl-2-piperidyl)ethyl)-2-(methylthio)-phenothiazin
  • 10-(2-(1-methyl-2-piperidinyl)ethyl)-2-(methylthio)-10h-phenothiazin
  • 10-(2-(1-methyl-2-piperidyl)ethyl)-2-(methylthio)-phenothiazin
  • 10-(2-(1-Methyl-2-piperidyl)ethyl)-2-(methylthio)phenothiazine
  • 10-[2-(1-Methyl-2-piperdiyl)ethyl]-2-(methylthio)phenothiazine
  • 10-[2-(1-Methyl-2-piperidinyl)ethyl]-2-(methylsulfanyl)-10H-phenothiazine
  • 10H-Phenothiazine, 10-[2-(1-methyl-2-piperidinyl)ethyl]-2-(methylthio)-
  • 2-Methylmercapto-10-(2-(N-methyl-2-piperidyl)ethyl)phenothiazine
  • 10-[2-(1-methyl-2-piperidyl)ethyl]-2-methylthio-10h-phenothiazine
  • Thioridazine solution
  • 10-(2-(1-Methylpiperidin-2-yl)ethyl)-2-(methylthio)-10H-phenothiazine
  • 10-(2-(1-Methylpiperidin-2-yl)
  • 2-methylmercapto-10-(2-n-methyl-2-piperidyl)ethyl)phenothiazine
  • 3-methylmercapto-n-[2’-(n-methyl-2-piperidyl)ethyl]phenothiazine
  • Mallorol
  • Malloryl
  • Meleril
  • Mellaril
  • Mellaril-S
  • Mellarit
  • Mellerets
  • Mellerette
  • Melleretten
  • Melleril
  • melleril(liquid)
  • Phenothiazine, 10-((1-methyl-2-piperidyl)ethyl)-2-(methylthio)-
  • Phenothiazine, 10-[2-(1-methyl-2-piperidyl)ethyl]-2-(methylthio)-
  • Sonapax
  • Thioridazin
  • Thioridazine, prolongatum
  • thioridazineprolongatum
  • tp21
  • TP-21
  • Thioridazine CRS
  • Thioridazine for system suitability CRS
  • Thioridazine USP/EP/BP
  • Thioridazine DISCONTINUED. Please see T368800.
  • Thioridazine (1662504)
  • hioridazine
  • 50-52-2
  • C21H26N2S2
  • Thioridazine