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Haloperidol

Haloperidol
Haloperidol structure
CAS No.
52-86-8
Chemical Name:
Haloperidol
Synonyms
ALDO;Dozic;Halol;r1625;Haldol;Linton;Pernox;R 1625;Sernas;Sernel
CBNumber:
CB7774829
Molecular Formula:
C21H23ClFNO2
Formula Weight:
375.86
MOL File:
52-86-8.mol

Haloperidol Properties

Melting point:
152 °C
Boiling point:
529.0±50.0 °C(Predicted)
Density 
1.1820 (estimate)
Flash point:
9℃
storage temp. 
2-8°C
solubility 
45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.39 mg/mL
form 
powder
pka
8.3(at 25℃)
color 
white
Water Solubility 
2.058mg/L(22.5 ºC)
Merck 
14,4598
CAS DataBase Reference
52-86-8(CAS DataBase Reference)
FDA UNII
J6292F8L3D
NCI Dictionary of Cancer Terms
Haldol; haloperidol
NCI Drug Dictionary
Haldol
ATC code
N05AD01
Proposition 65 List
Haloperidol
NIST Chemistry Reference
Haloperidol(52-86-8)
EPA Substance Registry System
Haloperidol (52-86-8)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS02,GHS08,GHS06,GHS07
Signal word  Danger
Hazard statements  H360-H225-H301+H311+H331-H370-H301-H315-H317-H319-H335-H361
Precautionary statements  P260-P280-P301+P310-P311-P305+P351+P338-P201-P301+P310+P330-P308+P313-P333+P313-P261-P301+P310a-P501a-P264-P270-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P405-P501-P210
Hazard Codes  T,F
Risk Statements  60-61-25-36/37/38-43-39/23/24/25-23/24/25-11
Safety Statements  53-26-36/37/39-45-36/37-16
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  EU1575000
HazardClass  6.1(b)
PackingGroup  III
HS Code  2933399090
Toxicity LD50 orally in rats: 165 mg/kg (Goldenthal); i.p. in mice: 60 mg/kg (Collins, Horlington)

Haloperidol price More Price(18)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich H0100000 Haloperidol European Pharmacopoeia (EP) Reference Standard 52-86-8 $190 2021-03-22 Buy
Sigma-Aldrich Y0001518 Haloperidol for peak identification European Pharmacopoeia (EP) Reference Standard 52-86-8 $190 2021-03-22 Buy
Sigma-Aldrich Y0001517 Haloperidol for system suitability European Pharmacopoeia (EP) Reference Standard 52-86-8 $190 2021-03-22 Buy
Sigma-Aldrich H-030 Haloperidol solution 1.0mg/mL in methanol, ampule of 1mL, certified reference material 52-86-8 030-1ml $27.9 2020-08-18 Buy
Sigma-Aldrich H-030 Haloperidol solution 1.0?mg/mL in methanol, ampule of 1?mL, certified reference material, Cerilliant? 52-86-8 1 mL $28.8 2021-03-22 Buy

Haloperidol Chemical Properties,Uses,Production

Chemical Properties

White Crystalline Powder

Originator

Haldol,Janssen-Le Brun,France,1960

Uses

Haloperidol is one of the most actively used modern neuroleptics. Its high antipsychotic activity is combined with a moderate sedative effect. It effectively stops various types of psychomotor excitement. It is used for schizophrenic psychoses, manic, paranoid, and delirious conditions, depression, psychomotor excitement of various origins, and for delirium and hallucinations of different origin.

Uses

Antidyskinetic; antipsychotic

Definition

ChEBI: A compound composed of a central piperidine structure with hydroxy and p-chlorophenyl substituents at position 4 and an N-linked p-fluorobutyrophenone moiety.

Manufacturing Process

A stirred slurry of 120.0 parts 4-(4-chlorophenyl)-piperidin-4-ol hydrochloride and 40.0 parts of potassium iodide in 500 parts of water is warmed to a temperature of about 35°C under a nitrogen atmosphere. Then, 70.0 parts of potassium hydroxide is added. After further heating to about 55°C. 138.0 parts of 1,1 dimethoxy-1-(4-fluorophenyl)-4-chlorobutane is added. The temperature is then raised to about 102°C and heating continued for 3.5 hours. After cooling to about 75°C. 785 parts of toluene is added to the reaction mixture and stirred for about 5 minutes. An additional 320 parts of toluene is added and the water and organic layers separated. 102 parts of methanol is used to rinse the flask and added to the organic layer to provide a solution of 4-(4-chlorophenyl)-1-[4-(4-fluorophenyl)-4,4-dimethoxybutyl]- piperidin-4-ol. Then, 59 parts of concentrated hydrochloric acid is added to a stirred solution of the organic layer to precipitate a solid. The solid is filtered, rinsed twice with 550 parts by volume portions of a 10:9:1 acetone-toluenemethanol mixture, twice with 400 parts by volume portions of a 10:l acetonemethanol mixture, and air-dried. The dried solid is then dissolved in 1,950 parts of methanol with gentle heating on a steam bath. The resulting solution is filtered and 300 parts by volume of concentrated ammonium hydroxide is added. Heating is continued to reflux and maintained thereat for about 1 hour.Then, 2,520 parts of water is added and the slurry stirred at about 75°C for 1.5 hours. After cooling to about 25°C. the solid is filtered, washed twice with 600 parts by volume portions of a 3:1 mixture of water-methanol, and airdried. The resulting product, 4-[4-chlorophenyl)-4-hydroxypiperidino]-4'- fluorobutyrophenone, is obtained in 32.5% yield. This product melts at about 148.5°C to 150.5°C.

brand name

Haldol (OrthoMcNeil).

Therapeutic Function

Antidyskinetic, Antipsychotic

General Description

Haloperidol, 4-[4-(p-chlorophenyl)-4-hydroxypiperidino]-4-fluorobutyrophenone (Haldol), is anodorless white to yellow crystalline powder. Haloperidol iswell and rapidly absorbed and has a high bioavailability. It ismore than 90% bound to plasma proteins. Haloperidol is excretedslowly in the urine and feces. About 30% of a dose isexcreted in urine and about 20% of a dose in feces via biliaryelimination,and only 1% of a dose is excreted as unchangeddrug in the urine.Haloperidol is a minor substrate of CYP1A2 and a major substrate of CYP2D6 and CYP3A4.CYP2D6 inhibitors may increase the levels/effects ofhaloperidol.Haloperidol may increase the levels/effects ofCYP2D6 substrates and it may decrease the bioactivationof CYP2D6 prodrugs substrates. Haloperidol also is a moderateinhibitor of CYP2D6 and CYP3A4. CYP3A4 inducersmay decrease the levels/effects of haloperidol, whereasCYP3A4 inhibitors may increase the levels/effects ofhaloperidol. Centrally acting acetylcholinesterase inhibitorsmay increase the risk of antipsychotic-related EPS. The precisemechanism of antipsychotic action is unclear but isconsidered to be associated with the potent DA D2receptor–blocking activity in the mesolimbic system and theresulting adaptive changes in the brain. Haloperidol is usedprimarily for the long-term treatment of psychosis and is especiallyuseful in patients who are noncompliant with theirdrug treatment.

General Description

Haloperidol, 4[4-(p-chlorophenyl)-4-hydroxypiperidone]-4' -n-fluorobutyrophenone (Haldol),the representative of several related classes of aromaticbutylpiperidine derivatives, is a potent antipsychotic usefulin schizophrenia and in psychoses associated with braindamage. It is frequently chosen as the agent to terminatemania and often used in therapy for Gilles de la Tourettesyndrome. Haloperidol-induced dyskinesias may involveneurotoxicological metabolite similar to dopaminergic toxicantMPP+.

Pharmaceutical Applications

Haloperidol is an analogue of the dopamine D2 receptor antagonist and is an older antipsychotic drug. The drug is used in the treatment of schizophrenia, a neuropsychiatric disorder. In general, antipsychotic drugs work by blocking the dopamine D2 receptors.
Haloperidol is such an antipsychotic drug, which was developed in the 1950s and entered the clinic soon after that. Its use is limited by the high incidence of extrapyramidal symptoms (movement disorders caused by drugs affecting the extrapyramidal system, a neural network which is part of the motor system). Nevertheless, haloperidol may be used for the rapid control of hyperactive psychotic states and is popular for treating restlessness in the elderly.

Biological Activity

Dopamine antagonist with selectivity for D 2 -like receptors (K i values are 1.2, ~ 7, 2.3, ~ 80 and ~ 100 nM for D 2 , D 3 , D 4 , D 1 and D 5 receptors respectively). Subtype-selective NMDA antagonist.

Chemical Synthesis

Haloperidol, 4-[4-(p-chlorophenyl)-4-hydroxypiperidino]-4′-fluorobutyrophenone (6.3.8), is synthesized by the alkylation of 4-(4-chlorophenyl)-4-hydroxypiperidine (6.3.7) using 4′-chloro-4-fluorobutyrophenone (6.3.4). 4-(4-Chlorophenyl) -4-hydroxypiperidine (6.3.7) is synthesized from 2-(4-chlorophenyl)propene, which on reaction with formaldehyde and ammonium chloride gives the intermediate 4-methyl-4-(4-chlorophenyl)-1, 3-oxazine (6.3.5), evidently through stages postulated for the Prince reaction. Treatment of the resulting product with hydrochloric acid leads to the formation of 4-(4-chlorophenyl)-1,2,3,6- tetrahydropiperidine (6.3.6), probably through a stage of opening of the hydrogenated 1,3-oxazine ring, followed by dehydration, and subsequent recyclization. Addition of hydrogen bromide to the double bond of 4-(4-chlorophenyl)1,2,3,6-tetrahydropipidine (6.3.6) and the subsequent alkaline hydrolysis of the 4-(4-chlorophenyl)-4-bromopiperidine formed during the reaction, gives 4-(4-chlorophenyl)-4-hydroxypiperidine (6.3.7), the reaction of which with 4′-chloro-4-fluorobutyrophenone (6.3.4) gives the desired haloperidol (6.3.6) [41–46].

Haloperidol Preparation Products And Raw materials

Raw materials

Preparation Products


Haloperidol Suppliers

Global( 206)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Target Molecule Corp
18019718960 781-999-5354
marketing@targetmol.com United States 19232 58
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22607 55
Hangzhou FandaChem Co.,Ltd.
008615858145714
+86-571-56059825 fandachem@gmail.com CHINA 8909 55
Guangzhou PI PI Biotech Inc
+8618371201331
020-81716319 sales@pipitech.com;87478684@qq.com China 3245 55
Shanghai Yingrui Biopharma Co., Ltd.
+86-21-33585366 E-mail:sales03@shyrchem.com
+86-21-34979012 sales03@shyrchem.com CHINA 739 60
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
+86 0531-67809011 sales@sdzschem.com CHINA 2941 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58
Shandong chuangyingchemical Co., Ltd.
18853181302
sale@chuangyingchem.com CHINA 5917 58
BOC Sciences
1-631-485-4226
1-631-614-7828 inquiry@bocsci.com United States 19752 58
CONIER CHEM AND PHARMA LIMITED
86-18523575427
sales@conier.com CHINA 47498 58

View Lastest Price from Haloperidol manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2021-07-24 Haloperidol USP/EP/BP
52-86-8
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
2021-07-02 Haloperidol
52-86-8
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
2020-01-13 Haloperidol
52-86-8
US $1.00 / KG 1KG 98%-99.9% 100kg Career Henan Chemical Co

Haloperidol Spectrum


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