Zuclopenthixol

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 319101

CAS#: 53772-83-1

Description: Zuclopenthixol, also known as Cisordinol, Clopixol, Acuphase, zuclopentixol, is a typical antipsychotic drug of the thioxanthene class. It was introduced in 1962 by Lundbeck. Zuclopenthixol is the cis-isomer of clopenthixol. Zuclopenthixol is not approved for use in the United States. Zuclopenthixol has high affinity for both dopamine D1 and D2 receptors, for α1-adrenoceptors and 5-HT2 receptors but no affinity for cholinergic muscarine receptors. It has weak histamine (H1) receptor affinity and no α2-adrenoceptor blocking activity.


Price and Availability

Size
Price

Size
Price

Size
Price

Zuclopenthixol is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 319101
Name: Zuclopenthixol
CAS#: 53772-83-1
Chemical Formula: C22H25ClN2OS
Exact Mass: 400.13761
Molecular Weight: 400.965
Elemental Analysis: C, 65.90; H, 6.28; Cl, 8.84; N, 6.99; O, 3.99; S, 8.00


Related CAS #: 53772-83-1 (free base)   58045-23-1 (HCl)   85721-05-7 (acetate)   64053-00-5 (decanoate)   58045-23-1 (dihydrochloride)  

Synonym: alpha-Clopenthixol; alpha-Clopenthixol; Cisordinol; Clopenthixol; Zuclopenthixol.

IUPAC/Chemical Name: 2-[4-[(3Z)-3-(2-chlorothioxanthen-9-ylidene)propyl]piperazin-1-yl]ethanol

InChi Key: WFPIAZLQTJBIFN-DVZOWYKESA-N

InChi Code: 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-

SMILES Code: ClC1=CC(/C2=C\CCN3CCN(CCO)CC3)=C(SC4=C2C=CC=C4)C=C1


Technical Data

Appearance:
White to off-white solid powder.

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


Additional Information

Related CAS#
53772-83-1; 85721-05-7 (acetate); 64053-00-5 (decanoate).


References

1: Jayakody K, Gibson RC, Kumar A, Gunadasa S. Zuclopenthixol acetate for acute schizophrenia and similar serious mental illnesses. Cochrane Database Syst Rev. 2012 Apr 18;4:CD000525. doi: 10.1002/14651858.CD000525.pub3. Review. PubMed PMID: 22513898; PubMed Central PMCID: PMC4175533.

2: Kumar A, Strech D. Zuclopenthixol dihydrochloride for schizophrenia. Schizophr Bull. 2009 Sep;35(5):855-6. doi: 10.1093/schbul/sbp077. Epub 2009 Aug 6. Review. PubMed PMID: 19661197; PubMed Central PMCID: PMC2728825.

3: Kumar A, Strech D. Zuclopenthixol dihydrochloride for schizophrenia. Cochrane Database Syst Rev. 2005 Oct 19;(4):CD005474. Review. PubMed PMID: 16235403.

4: Gibson RC, Fenton M, Coutinho ES, Campbell C. Zuclopenthixol acetate for acute schizophrenia and similar serious mental illnesses. Cochrane Database Syst Rev. 2004;(3):CD000525. Review. Update in: Cochrane Database Syst Rev. 2012;4:CD000525. PubMed PMID: 15266432.

5: Salado J, Blázquez A, Díaz-Simón R, López-Muñoz F, Alamo C, Rubio G. Priapism associated with zuclopenthixol. Ann Pharmacother. 2002 Jun;36(6):1016-8. Review. PubMed PMID: 12022905.

6: Fenton M, Coutinho ES, Campbell C. Zuclopenthixol acetate in the treatment of acute schizophrenia and similar serious mental illnesses. Cochrane Database Syst Rev. 2001;(3):CD000525. Review. Update in: Cochrane Database Syst Rev. 2004;(3):CD000525. PubMed PMID: 11686965.

7: Coutinho E, Fenton M, Quraishi S. Zuclopenthixol decanoate for schizophrenia and other serious mental illnesses. Cochrane Database Syst Rev. 2000;(2):CD001164. Review. PubMed PMID: 10796607.

8: Fenton M, Coutinho ES, Campbell C. Zuclopenthixol acetate in the treatment of acute schizophrenia and similar serious mental illnesses. Cochrane Database Syst Rev. 2000;(2):CD000525. Review. Update in: Cochrane Database Syst Rev. 2001;(3):CD000525. PubMed PMID: 10796549.

9: Bertilsson L, Dahl ML, Ekqvist B, Llerena A. Disposition of the neuroleptics perphenazine, zuclopenthixol, and haloperidol cosegregates with polymorphic debrisoquine hydroxylation. Psychopharmacol Ser. 1993;10:230-7. Review. PubMed PMID: 8103225.