Zuclopenthixol

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Zuclopenthixol are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Zuclopenthixol?

The molecule Zuclopenthixol presents a molecular formula of C22H25ClN2OS and its IUPAC name is 2-[4-[(3Z)-3-(2-chlorothioxanthen-9-ylidene)propyl]piperazin-1-yl]ethanol.

Zuclopenthixol, also known as clopenthixol, is a thioxanthene antipsychotic medication. It was first synthesized in 1956 and was introduced for clinical use in 1963. Zuclopenthixol is used in the treatment of schizophrenia and other psychoses. The medication exists in a variety of formulations including tablets, injections, and long-acting injectable formulations. The most common side effects of zuclopenthixol are drowsiness, dry mouth, constipation, and weight gain..

3D structure

Cartesian coordinates

Geometry of Zuclopenthixol in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Zuclopenthixol WFPIAZLQTJBIFN-DVZOWYKESA-N chemical compound 2D structure molecule svg
Zuclopenthixol

 

Molecule descriptors

 
IUPAC name2-[4-[(3Z)-3-(2-chlorothioxanthen-9-ylidene)propyl]piperazin-1-yl]ethanol
InChI codeInChI=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-
InChI KeyWFPIAZLQTJBIFN-DVZOWYKESA-N
SMILESOCCN1CCN(CC/C=C2/c3ccccc3Sc3ccc(Cl)cc32)CC1

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (Z)-4-(3-(2-Chlorothioxanthen-9-ylidene)propyl)-1-piperazineethanol
  • 1-Piperazineethanol, 4-[(3Z)-3-(2-chloro-9H-thioxanthen-9-ylidene)propyl]-
  • 2-(4-{3-[(9Z)-2-CHLORO-9H-THIOXANTHEN-9-YLIDENE]PROPYL}PIPERAZIN-1-YL)ETHAN-1-OL
  • 2-[4-[(3Z)-3-(2-chloranylthioxanthen-9-ylidene)propyl]piperazin-1-yl]ethanol;hydrochloride
  • 2-[4-[(3Z)-3-(2-chloro-9-thioxanthenylidene)propyl]-1-piperazinyl]ethanol;hydrochloride
  • 2-[4-[(3Z)-3-(2-chlorothioxanthen-9-ylidene)propyl]piperazin-1-yl]ethanol
  • 2-[4-[(3Z)-3-(2-chlorothioxanthen-9-ylidene)propyl]piperazin-1-yl]ethanol;hydrochloride
  • 2-[4-[(3Z)-3-(2-chlorothioxanthen-9-ylidene)propyl]piperazino]ethanol;hydrochloride
  • 2-{4-[3-(2-chloro-9H-thioxanthen-9-ylidene)propyl]piperazin-1-yl}ethan-1-ol
  • 4-(3-(2-Chloro-9H-thioxanthen-9-ylidene)propyl)-1-piperazineethanol
  • 4-(3-(2-Chlorothioxanthen-9-ylidene)propyl)-1-piperazineethanol
  • 4-[3-[(9Z)-2-Chloro-9H-thioxanthene-9-ylidene]propyl]-1-piperazineethanol
  • 47ISU063SG
  • 53772-83-1
  • 982-24-1
  • AB00514719
  • AC-32939
  • AS-82959
  • Acuphase
  • BDBM79209
  • BPBio1_001205
  • BSPBio_001095
  • CLOPENTHIXOL
  • CS-0017495
  • Cisordinol
  • Clopenthixol (USAN)
  • Clopenthixol cis(z)-form
  • Clopenthixolum
  • Clopentixol cis-(Z)-
  • Clopixol
  • D02613
  • D03556
  • DB01624
  • DB13841
  • GTPL7559
  • HY-A0163
  • MLS002154089
  • NCGC00179306-01
  • NCGC00179306-04
  • NSC 64087
  • NSC329015
  • PDSP1_001122
  • PDSP2_001106
  • Prestwick2_000998
  • Prestwick3_000998
  • Q228143
  • SMR001233397
  • Sordinol
  • Zuclopenthixol
  • Zuclopenthixol (INN)
  • Zuclopenthixol hydrochloride
  • Zuclopenthixolum
  • Zuclopentixol
  • cid_25102584
  • cis(Z)-cloflupentixol
  • cis-Clopenthixol

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC601293
  • UNII-47ISU063SG
  • AKOS015856353
  • BRD-K00198051-003-01-9
  • BRD-K28761384-003-03-6
  • DTXSID3048233
  • CHEMBL53904
  • CHEBI:51364
  • CHEBI:59115
  • EINECS 258-758-5
  • SCHEMBL149463

Physico-Chemical properties

IUPAC name2-[4-[(3Z)-3-(2-chlorothioxanthen-9-ylidene)propyl]piperazin-1-yl]ethanol
Molecular formulaC22H25ClN2OS
Molecular weight400.965
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity121.28
LogP4.1
Topological polar surface area52.0

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.