MedKoo Cat#: 575289 | Name: Flupentixol dihydrochloride
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Description:

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

Flupentixol dihydrochloride is a thioxanthene neuroleptic that may have CNS-activating properties. It is used in the treatment of psychoses but not in excited or manic patients.

Chemical Structure

Flupentixol dihydrochloride
Flupentixol dihydrochloride
CAS#2413-38-9

Theoretical Analysis

MedKoo Cat#: 575289

Name: Flupentixol dihydrochloride

CAS#: 2413-38-9

Chemical Formula: C23H27Cl2F3N2OS

Exact Mass: 506.1173

Molecular Weight: 507.43

Elemental Analysis: C, 54.44; H, 5.36; Cl, 13.97; F, 11.23; N, 5.52; O, 3.15; S, 6.32

Price and Availability

Size Price Availability Quantity
50mg USD 350.00 2 Weeks
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Synonym
Emergil; Flupentixol dihydrochloride; Flupentixol 2HCl; Flupentixol hydrochloride; Flupenthixol dihydrochloride; Flupenthixol 2HCl; Flupenthixol hydrochloride;
IUPAC/Chemical Name
1-Piperazineethanol, 4-(3-(2-(trifluoromethyl)-9H-thioxanthen-9-ylidene)propyl)-, dihydrochloride (9CI)
InChi Key
IOVDQEIIMOZNNA-MHKBYHAFSA-N
InChi Code
InChI=1S/C23H25F3N2OS.2ClH/c24-23(25,26)17-7-8-22-20(16-17)18(19-4-1-2-6-21(19)30-22)5-3-9-27-10-12-28(13-11-27)14-15-29;;/h1-2,4-8,16,29H,3,9-15H2;2*1H/b18-5-;;
SMILES Code
OCCN1CCN(CC/C=C2C3=C(SC4=C/2C=CC=C4)C=CC(C(F)(F)F)=C3)CC1.[H]Cl.[H]Cl
Appearance
Solid powder
Purity
>98% (mixture of E/Z isomers)
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
Shelf Life
>3 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).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 507.43 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Chen Q, Zhang M, Si F, Wang S, Xu X, Yu L, Lai K, Qiu Z. Flupentixol/melitracen for chronic refractory cough after treatment failure with other neuromodulators. Int J Tuberc Lung Dis. 2021 Aug 1;25(8):648-654. doi: 10.5588/ijtld.21.0083. PMID: 34330350. 2: Nisticó G, Marano V, Scapagnini U. Flupentixol in depression. Acta Neurol (Napoli). 1975 Jan-Feb;30(1):102-8. PMID: 1225021. 3: Dong C, Chen Y, Li H, Yang Y, Zhang H, Ke K, Shi XN, Liu X, Li L, Ma J, Kung HF, Chen C, Lin MC. The antipsychotic agent flupentixol is a new PI3K inhibitor and potential anticancer drug for lung cancer. Int J Biol Sci. 2019 Jun 2;15(7):1523-1532. doi: 10.7150/ijbs.32625. PMID: 31337981; PMCID: PMC6643147. 4: Flupentixol. Nurs Times. 2006 Jul 4-10;102(27):31. PMID: 16850705. 5: Phillips J, Barrera A. Paroxysmal Perceptual Alterations in Response to Flupentixol. J Clin Psychopharmacol. 2023 Nov-Dec 01;43(6):537-539. doi: 10.1097/JCP.0000000000001751. Epub 2023 Sep 26. PMID: 37930209. 6: Demuth N, Hastier P, Zermati L, Saint-Paul MC, Chichmanian RM, Delmont JP. Hépatite aiguë imputable au flupentixol [Flupentixol-induced acute hepatitis]. Gastroenterol Clin Biol. 1999 Jan;23(1):152-3. French. PMID: 10219622. 7: Kumar P, Ravani R, Kakkar P, Sharma A, Kumar A. Crystalline retinopathy association with flupentixol intake. Int Ophthalmol. 2018 Aug;38(4):1769-1773. doi: 10.1007/s10792-017-0624-1. Epub 2017 Jul 4. PMID: 28676993. 8: Grohmann R, Engel RR, Möller HJ, Rüther E, van der Velden JW, Stübner S. Flupentixol use and adverse reactions in comparison with other common first- and second-generation antipsychotics: data from the AMSP study. Eur Arch Psychiatry Clin Neurosci. 2014 Mar;264(2):131-41. doi: 10.1007/s00406-013-0419-y. Epub 2013 Jul 9. PMID: 23835526. 9: Vranckx CH, De Schepper PJ, Hansen T. Pharmacokinetics of flupentixol decanoate. Acta Psychiatr Belg. 1974 Sep;74(5):529-32. PMID: 4471034. 10: Baumann P, Kirchherr H, Berney P, Hiemke C. Flupentixol: relevance of stereoselective therapeutic drug monitoring. Psychopharmacology (Berl). 2012 Jun;221(4):719-20. doi: 10.1007/s00213-012-2699-8. Epub 2012 Apr 4. PMID: 22476646. 11: Gawin FH, Khalsa-Denison ME, Jatlow P. Flupentixol-induced aversion to crack cocaine. N Engl J Med. 1996 May 16;334(20):1340-1. doi: 10.1056/NEJM199605163342018. PMID: 8609966. 12: Hyttel J. Flupentixol and dopamine receptor selectivity. Psychopharmacology (Berl). 1981;75(2):217. doi: 10.1007/BF00432192. PMID: 6798610. 13: Engster KM, Wismar J, Kroczek AL, Teuffel P, Nolte S, Rose M, Stengel A, Kobelt P. The dopamine antagonist flupentixol does not alter ghrelin-induced food intake in rats. Neuropeptides. 2015 Oct;53:19-27. doi: 10.1016/j.npep.2015.08.007. Epub 2015 Aug 22. PMID: 26329764. 14: Ruhrmann S, Kissling W, Lesch OM, Schmauss M, Seemann U, Philipp M. Efficacy of flupentixol and risperidone in chronic schizophrenia with predominantly negative symptoms. Prog Neuropsychopharmacol Biol Psychiatry. 2007 Jun 30;31(5):1012-22. doi: 10.1016/j.pnpbp.2007.02.014. Epub 2007 Mar 1. PMID: 17412473. 15: Waade RB, Solhaug V, Høiseth G. Impact of CYP2D6 on serum concentrations of flupentixol, haloperidol, perphenazine and zuclopenthixol. Br J Clin Pharmacol. 2021 May;87(5):2228-2235. doi: 10.1111/bcp.14626. Epub 2020 Nov 23. PMID: 33118660. 16: Kim J, Song JH. Thioxanthenes, chlorprothixene and flupentixol inhibit proton currents in BV2 microglial cells. Eur J Pharmacol. 2016 May 15;779:31-7. doi: 10.1016/j.ejphar.2016.03.009. Epub 2016 Mar 3. PMID: 26945819. 17: Jørgensen A, Andersen J, Bjørndal N, Dencker SJ, Lundin L, Malm U. Serum concentrations of cis(Z)-flupentixol and prolactin in chronic schizophrenic patients treated with flupentixol and cis(Z)-flupentixol decanoate. Psychopharmacology (Berl). 1982;77(1):58-65. doi: 10.1007/BF00436100. PMID: 6812119. 18: Kowalski J, Labuzek K, Herman ZS. Flupentixol and trifluperidol reduce interleukin-1 beta and interleukin-2 release by rat mixed glial and microglial cell cultures. Pol J Pharmacol. 2004 Sep-Oct;56(5):563-70. PMID: 15591644. 19: Yonar D, Sunnetcioglu MM. Effect of cis-(Z)-flupentixol on DPPC membranes in the presence and absence of cholesterol. Chem Phys Lipids. 2016 Jun;198:61-71. doi: 10.1016/j.chemphyslip.2016.06.002. Epub 2016 Jun 6. PMID: 27282777. 20: Kowalski J, Labuzek K, Herman ZS. Flupentixol and trifluperidol reduce secretion of tumor necrosis factor-alpha and nitric oxide by rat microglial cells. Neurochem Int. 2003 Jul;43(2):173-8. doi: 10.1016/s0197-0186(02)00163-8. PMID: 12620286.