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Merck

H1512

Haloperidol

≥98% (TLC), powder, dopamine receptor antagonist

Synonym(s):

4-[4-(4-Chlorophenyl)-4-hydroxy-1-piperidinyl]-1-(4-fluorophenyl)-1-butanone, 4-[4-(4-Chlorophenyl)-4-hydroxypiperidino]-4′-fluorobutyrophenone, 4-[4-(p-Chlorophenyl)-4-hydroxypiperidino]-4′-fluorobutyrophenone

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About This Item

Empirical Formula (Hill Notation):
C21H23ClFNO2
CAS Number:
52-86-8
Molecular Weight:
375.86
NACRES:
NA.77
PubChem Substance ID:
24277917
UNSPSC Code:
12352200
EC Number:
200-155-6
MDL number:
MFCD00051423
Form:
powder
Quality level:
200

Key Documents

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Product Name

Haloperidol, powder

form

powder

Quality Level

200

color

white

solubility

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 0.39 mg/mL, 0.1 M HCl: 3 mg/mL, DMSO: soluble, H2O: insoluble, ethanol: soluble

originator

Johnson & Johnson

SMILES string

OC1(CCN(CCCC(=O)c2ccc(F)cc2)CC1)c3ccc(Cl)cc3

InChI

1S/C21H23ClFNO2/c22-18-7-5-17(6-8-18)21(26)11-14-24(15-12-21)13-1-2-20(25)16-3-9-19(23)10-4-16/h3-10,26H,1-2,11-15H2

InChI key

LNEPOXFFQSENCJ-UHFFFAOYSA-N

Gene Information

human ... ABCB1(5243), ADRA1A(148), ADRA2A(150), ADRA2C(152), CHRM1(1128), DRD2(1813), DRD3(1814), DRD4(1815), EBP(10682), HRH1(3269), HTR2A(3356), HTR2C(3358), HTR7(3363), KCNH1(3756), KCNH2(3757), PRNP(5621)
rat ... Adra1a(29412), Adra2a(25083), Chrm1(25229), Chrm2(81645), Drd1a(24316), Drd2(24318), Drd3(29238), Drd4(25432), Hrh1(24448), Htr1a(24473), Htr1b(25075), Htr2a(29595), Htr2c(25187), Oprs1(29336), Slc6a3(24898), Slc6a4(25553)

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Application

Haloperidol has been used:
  • in ethanol to serves as an inhibitor of Erg2p
  • to address the mechanism of haloperidol in ferroptosis using hepatocellular carcinoma cells: Hep G2 and Huh-7 cell lines
  • in receptor internalization assay
  • as an antipsychotic drug in Dulbecco′s Modified Eagle medium

Biochem/physiol Actions

Haloperidol is a butyrophenone antipsychotic. It is also classified as a neuroleptic (powerful tranquilizer). Haloperidol acts as a D2, D3, and D4 dopamine receptor antagonist and thus causes Parkinson′s disorder. It also has a negative effect on the central nervous system.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Johnson & Johnson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

H1512-BULK: + H1512-25G: + H1512-5G: + H1512-10G: + H1512-VAR:

jan

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Certificates of Analysis (COA)

Lot/Batch Number
108K1121
018K1236
107K1023
123F0432
118H0435

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Cdk5 phosphorylates dopamine D2 receptor and attenuates downstream signaling
Jeong J, et al.
Testing, 8(12), e84482-e84482 (2013)
Haloperidol changes mRNA expression of a QKI splice variant in human astrocytoma cells
Jiang L, et al.
BioMed Central Pharmacology, 9(1), 6-6 (2009)
CRC Desk Reference of Clinical Pharmacology null
Yeast sphingolipids do not need to contain very long chain fatty acids
Cerantola V, et al.
The Biochemical Journal, 401(1), 205-216 (2007)
Haloperidol, a sigma receptor 1 antagonist, promotes ferroptosis in hepatocellular carcinoma cells
Bai T, et al.
Biochemical and Biophysical Research Communications, 491(4), 919-925 (2017)
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