CAS 53772-83-1|zuclopenthixol decanoate|Clopixol|2-(4-{3-[(9Z)-2-chloro-9H-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethan-1-ol|Zuclopentixol [spanish]|zuclopenthixol acetate|zuclopenthixol dihydr...

General Information

Structure

Molecular Formula

C₂₂H₂₅ClN₂OS

Molecular Mass

400.9647

Exact Mass

400.13761211

Charge

InChI

InChI=1S/C22H25ClN2OS/c23-17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)27-22)5-3-9-24-10-12-25(13-11-24)14-15-26/h1-2,4-8,16,26H,3,9-15H2/b18-5-

InChIKey

WFPIAZLQTJBIFN-DVZOWYKESA-N

Canonic Smiles

OCCN1CCN(CC1)CC/C=C\1/c2ccccc2Sc2c1cc(Cl)cc2

Isomeric Smiles

Clc1cc2/C(=C\CCN3CCN(CC3)CCO)/c3c(Sc2cc1)cccc3

Calculated Properties

JChem

Acid pKa

15.593099

H Acceptors

H Donor

LogD (pH = 5.5)

1.396457

LogD (pH = 7.4)

3.1579008

Log P

4.222984

Molar Refractivity

127.0003

Polarizability

45.285892

Polar Surface Area

26.71

Rotatable Bonds

Lipinski's Rule of Five

true

ALOGPS 2.1

Log P

4.46

LOG S

-5.19

Solubility (Water)

2.60e-03 g/l

Data Source

Academic Data

Data Source

Names and Identifiers

Synonyms

zuclopenthixol decanoateZuclopentixol [spanish]zuclopenthixol acetatezuclopenthixol dihydrochlorideClopenthixolZuclopenthixolum [latin]Zuclopenthixol

Brand Name

ClopixolAcuphase

IUPAC name

2-(4-{3-[(9Z)-2-chloro-9H-thioxanthen-9-ylidene]propyl}piperazin-1-yl)ethan-1-ol

IUPAC Traditional name

zuclopenthixol

Names and Identifiers

Registration numbers

CAS Number

53772-83-1

PubChem CID

5311507

PubChem SID

46507341160964860

Registration numbers

Properties

No Data Available

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Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB01624

Drug Groups

approved

Description

A thioxanthene with therapeutic actions similar to the phenothiazine antipsychotics. It is an antagonist at D1 and D2 dopamine receptors. [PubChem]

Indication

For the management of the manifestations of schizophrenia.

Pharmacology

Zuclopenthixol is a thioxanthene with therapeutic actions similar to the phenothiazine antipsychotics. It is an antagonist at D1 and D2 dopamine receptors.

Toxicity

Although there have not been any cases of overdosage reported, the symptoms are likely to be somnolence, coma, extrapyramidal symptoms, convulsions, hypotension, shock, or hyper- or hypothermia.

Affected Organisms

Humans and other mammals

Biotransformation

The metabolism of zuclopenthixol is mainly by sulphoxidation, side chain N-dealkylation and glucuronic acid conjugation. The metabolites are devoid of pharmacological activity.

Half Life

20 hours (range 12-28 hours) for the tablet form, 19 days for the depot form.

Protein Binding

Approximately 98%.

References

• [Link]

• Khalifa AE: Zuclopenthixol facilitates memory retrieval in rats: possible involvement of noradrenergic and serotonergic mechanisms. Pharmacol Biochem Behav. 2003 Jul;75(4):755-62. [Pubmed]

External Links

• [Wikipedia]

Molecule Details

References

PubChem Literature

From Data Sources

• Khalifa AE: Zuclopenthixol facilitates memory retrieval in rats: possible involvement of noradrenergic and serotonergic mechanisms. Pharmacol Biochem Behav. 2003 Jul;75(4):755-62. Pubmed

• Link

References

Bioactivity

PubChem BioAssay

Bioactivity

Navigation

General Information

Calculated Properties

• RDKit

• JChem

• ALOGPS 2.1

Data Source