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Fupentixol dihydrochloride

Product Name
Fupentixol dihydrochloride
CAS No.
2413-38-9
Chemical Name
Fupentixol dihydrochloride
Synonyms
FLUPENTIXOL DIHYDROCHLORIDE;(E/Z)-Flupentixol Dihydrochloride;fx703;Fupentixol HCl;Flupenthixol dihydro;flupentixolhydrochloride;Fluanxol dihydrochloride;Hydrochloric Flupentixol;FUPENTIXOL DIHYDROCHLORIDE;Flupentixol dihydrochloride CRS
CBNumber
CB1446683
Molecular Formula
C23H25F3N2OS.2ClH
Formula Weight
507.44
MOL File
2413-38-9.mol
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Fupentixol dihydrochloride Property

Melting point:
237-239 °C(Solv: ethanol (64-17-5); methanol (67-56-1))
storage temp. 
Sealed in dry,2-8°C
solubility 
H2O: soluble
form 
solid
color 
white or off-white
Water Solubility 
soluble
CAS DataBase Reference
2413-38-9
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
36/37/39
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
TL9900000
Toxicity
LD50 oral in rat: 791mg/kg
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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
Y0000064
Product name
Flupentixol dihydrochloride
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
y0000064
Price
$220
Updated
2024/03/01
TRC
Product number
F598050
Product name
(E/Z)-FlupentixolDihydrochloride
Packaging
500mg
Price
$450
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0026056
Product name
(E/Z)-FLUPENTIXOL DIHYDROCHLORIDE
Purity
95.00%
Packaging
5MG
Price
$496.08
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0078253
Product name
FUPENTIXOL DIHYDROCHLORIDE
Purity
95.00%
Packaging
25MG
Price
$739.2
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0078253
Product name
FUPENTIXOL DIHYDROCHLORIDE
Purity
95.00%
Packaging
250MG
Price
$1871.1
Updated
2021/12/16
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Fupentixol dihydrochloride Chemical Properties,Usage,Production

Chemical Properties

Light Brown Solid

Originator

Emergil ,Labaz, France,1971

Uses

Neuroleptic agent related structurally to thiothixene. Antipsychotic; neuroleptic agent; dopamine receptor antagonist.

Definition

ChEBI: Cis-flupenthixol dihydrochloride is the dihydrochloride salt of cis-flupenthixol. It has a role as a geroprotector. It contains a cis-flupenthixol(2+).

Manufacturing Process

A mixture of 200 grams of 2-benzoyloxyethanol in 2 liters of pyridine at -5°C is treated with 275 grams of p-toluenesulfonyl chloride and the resulting mixture is stirred at 0°C for 2 hours. Water is added slowly at 0° to 5°C. Extracting with chloroform, washing the extract with dilute hydrochloric acid, water and potassium bicarbonate, and evaporating the solvent leaves benzyloxyethyl p-toluenesulfonate.
A mixture of 186 grams of the above prepared p-toluenesulfonate, 106 grams of N-ethoxycarbonylpiperazine, 44 grams of potassium carbonate and 800 ml of toluene is refluxed for 21 hours, then filtered and extracted with dilute hydrochloric acid. The extract is basified with sodium hydroxide and extracted into chloroform. Evaporation of the chloroform and distillation of the residue in vacuo gives 1-benzyloxyethyl-4-ethoxy-carbonylpiperazine, BP 153° to 156°C (0.15 mm).
Hydrolysis and decarboxylation of this ester (188 grams) is accomplished by refluxing with 155 grams of potassium hydroxide, 155 ml of water and 1,550 ml of ethanol for four days. Filtering, concentrating, adding water to the residue, acidifying with hydrochloric acid, heating to 90°C, saturating with potassium carbonate, extracting into chloroform, evaporating and distilling the chloroform gives N-benzoyloxyethylpiperazine.
A mixture of 50 grams of the above prepared piperazine, 30.1 grams of sodium carbonate and 200 ml of benzene is heated to reflux and treated with 39.5 grams of 3-bromopropanol over 1.5 hours. The resulting mixture is refluxed for 2 hours, then filtered, extracted with dilute hydrochloric acid, basified, extracted with benzene, and the extracts are concentrated and distilled to give l-benzyloxyethyl-4-(3-hydroxypropyl)-piperazine, BP 188° to 190°C (0.15 mm). The free base is converted to the dihydrochloride salt by treatment of an alcoholic solution with ethereal hydrogen chloride to separate the salt.
Thionyl chloride (67 grams) is added over 15 minutes to a mixture of 39.5 grams of the above prepared dihydrochloride salt and 400 ml of chloroform. Refluxing for 4 hours, cooling and filtering yields the dihydrochloride salt of lbenzyloxyethyl-4-(3-chloropropyl)-piperazine, MP 201° to 202°C. The salt in aqueous solution is basified. Extraction with ether and evaporation of the solvent yields the free base.
Magnesium (1.3 grams) in 8 ml of refluxing tetrahydrofuran is treated with 1 ml of ethyl bromide. A solution of 22.7 grams of l-benzyloxyethyl-4-(3chloropropyl)-piperazine in 50 ml of tetrahydrofuran is added slowly and the mixture is refluxed for 1 hour.
A solution of 13.2 grams of 2-trifluoromethyl-9-xanthenone in tetrahydrofuran is added over 1 hour to 16.0 grams of 3-(4-benzyloxyethyl-1-piperazinyl) propylmagnesium chloride, prepared as above, in tetrahydrofuran while gentlyrefluxing. Refluxing is continued for 2 hours. Concentrating, pouring the residue into ammonium chloride, ice and water, extracting with ether, evaporating the extracts and treating the residue with concentrated hydrochloric acid at 95°C for 1 hour gives a mixture of cis and trans 9-[3-(4hydroxyethyl-1-piperazinyl)propylidene]-2-trifluoromethylxanthene dihydrochloride. Fractional crystallization from ethanol-ether separates the isomers. The free bases are obtained by neutralizing an aqueous solution of the dihydrochloride, extracting into ether and evaporating the ether in vacuo.

Therapeutic Function

Tranquilizer

Biological Activity

mic: 10-100 μg/ml in most of the strainsflupenthixol, introduced in 1965 by lundbeck, marketed under brand names such asdepixol.flupenthixolis atypical antipsychoticdrugof thethioxantheneclass. in addition to single drug preparations, flupenthixol is also available asflupentixol/melitracen, which is acombination product.

in vitro

the minimum inhibitory concentration of flupenthixol was determined by the national committee for clinical laboratory standards agar dilution method. mics ranged from 10–100 μg/ml for most of the strains, whilst some strains were inhibited at even lower concentrations. the mode of action of flupenthixol was found to be bacteriostatic against staphylococcus aureus and vibrio cholerae [1].

in vivo

in the in vivo experiments, flupenthixol was able to contribute significant protection to a swiss strain of white mice challenged with 50 median lethal dose of a mouse-virulent strain at a drug concentration of 15 μg/mouse. moreover, flupenthixol reduced remarkably the number of viable bacteria in organs and blood of mice treated with flupenthixol [1].

storage

Desiccate at RT

References

[1] jeyaseeli l,gupta ad,asok kumar k,mazumdar k,dutta nk,dastidar sg. antimicrobial potentiality of the thioxanthene flupenthixol through extensive in vitro and in vivo experiments. int j antimicrob agents.2006 jan;27(1):58-62.
[2] kong ds,yeo sh. an open

Fupentixol dihydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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Fupentixol dihydrochloride Suppliers

Shanghai Yu Ben Biotechnology Co., Ltd.
Tel
15502154572
Fax
-
Email
yuben012@sina.com
Country
China
ProdList
506
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
3B Pharmachem (Wuhan) International Co.,Ltd.
Tel
821-50328103-801 18930552037
Fax
86-21-50328109
Email
3bsc@sina.com
Country
China
ProdList
15839
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69
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44689
Advantage
61
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Dalian Meilun Biotech Co., Ltd.
Tel
0411-62910999 13889544652
Email
meilunui@163.com
Country
China
ProdList
4727
Advantage
58
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9891
Advantage
58
Shanghai Aladdin Bio-Chem Technology Co.,LTD
Tel
400-400-6206333 18521732826
Fax
021-50323701
Email
market@aladdin-e.com
Country
China
ProdList
25003
Advantage
65
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View Lastest Price from Fupentixol dihydrochloride manufacturers

Hebei Yanxi Chemical Co., Ltd.
Product
Fupentixol dihydrochloride 2413-38-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
6000 kg
Release date
2023-08-15
Hebei Mojin Biotechnology Co., Ltd
Product
Fupentixol dihydrochloride 2413-38-9
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-20
Henan Aochuang Chemical Co.,Ltd.
Product
Fupentixol dihydrochloride 2413-38-9
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
1Ton
Release date
2022-10-17

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