(E)-Flupentixol dihydrochloride | CAS#51529-02-3

MedKoo Cat#: 562311 | Name: (E)-Flupentixol dihydrochloride

Description:

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

(E)-Flupentixol is a non-neuroleptic isomer of (Z)-flupenthixol.

Chemical Structure

(E)-Flupentixol dihydrochloride

CAS#51529-02-3

Theoretical Analysis

MedKoo Cat#: 562311

Name: (E)-Flupentixol dihydrochloride

CAS#: 51529-02-3

Chemical Formula: C23H27Cl2F3N2OS

Exact Mass: 0.0000

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

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

Bulk Inquiry

Related CAS #

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Synonym

(E)-Flupentixol dihydrochloride; trans-Flupentixol hydrochloride; β-Flupenthixol hydrochloride; β-Flupenthixol dihydrochloride

IUPAC/Chemical Name

2-[4-[(3E)-3-[2-(Trifluoromethyl)thioxanthen-9-ylidene]propyl]piperazin-1-yl]ethanol dihydrochloride

InChi Key

IOVDQEIIMOZNNA-MONHGIHASA-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

FC(C1=CC(/C2=C/CCN3CCN(CCO)CC3)=C(SC4=C2C=CC=C4)C=C1)(F)F.[H]Cl.[H]Cl

Appearance

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

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).

HS Tariff Code

2934.99.9001

More Info

Instruction

View handling instruction

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.

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: Freudenmann RW, Freudenmann N, Zurowski B, Schönfeldt-Lecuona C, Maier L, Schmieder RE, Lange-Asschenfeldt C, Gahr M. [Arterial Hyper- and Hypotension associated with psychiatric medications: a risk assessment based on the summaries of product characteristics (SmPCs)]. Dtsch Med Wochenschr. 2017 Aug;142(16):e100-e107. doi: 10.1055/s-0043-111739. Epub 2017 Jun 23. German. PubMed PMID: 28645134. 2: Sahlberg M, Holm E, Gislason GH, Køber L, Torp-Pedersen C, Andersson C. Association of Selected Antipsychotic Agents With Major Adverse Cardiovascular Events and Noncardiovascular Mortality in Elderly Persons. J Am Heart Assoc. 2015 Sep 1;4(9):e001666. doi: 10.1161/JAHA.114.001666. PubMed PMID: 26330335; PubMed Central PMCID: PMC4599488. 3: Yamuna TS, Kaur M, Anderson BJ, Jasinski JP, Yathirajan HS. Flupentixol tartrate. Acta Crystallogr Sect E Struct Rep Online. 2014 Jan 29;70(Pt 2):o206-7. doi: 10.1107/S1600536814001536. eCollection 2014 Feb 1. PubMed PMID: 24764914; PubMed Central PMCID: PMC3998353. 4: Siddegowda MS, Butcher RJ, Akkurt M, Yathirajan HS, Narayana B. 1-(2-Hy-droxy-eth-yl)-4-[3-(2-trifluoro-methyl-9H-thioxanthen-9-yl-idene)prop-yl] piperazine-1,4-diium dichloride: the dihydro-chloride salt of flupentixol. Acta Crystallogr Sect E Struct Rep Online. 2011 Aug 1;67(Pt 8):o2079-80. doi: 10.1107/S1600536811028182. Epub 2011 Jul 23. PubMed PMID: 22091101; PubMed Central PMCID: PMC3213522. 5: Melis MR, Succu S, Sanna F, Boi A, Argiolas A. Oxytocin injected into the ventral subiculum or the posteromedial cortical nucleus of the amygdala induces penile erection and increases extracellular dopamine levels in the nucleus accumbens of male rats. Eur J Neurosci. 2009 Oct;30(7):1349-57. doi: 10.1111/j.1460-9568.2009.06912.x. Epub 2009 Sep 21. PubMed PMID: 19769589. 6: Che J, Meng Q, Chen Z, San C, Hou Y, Cheng Y. Validation of a sensitive LC/MS/MS method for simultaneous quantitation of flupentixol and melitracene in human plasma. J Pharm Biomed Anal. 2007 Dec 21;45(5):785-92. Epub 2007 Jul 26. PubMed PMID: 17881181. 7: Maki N, Moitra K, Ghosh P, Dey S. Allosteric modulation bypasses the requirement for ATP hydrolysis in regenerating low affinity transition state conformation of human P-glycoprotein. J Biol Chem. 2006 Apr 21;281(16):10769-77. Epub 2006 Feb 27. PubMed PMID: 16505485. 8: Loo TW, Bartlett MC, Clarke DM. Transmembrane segment 1 of human P-glycoprotein contributes to the drug-binding pocket. Biochem J. 2006 Jun 15;396(3):537-45. PubMed PMID: 16492138; PubMed Central PMCID: PMC1482826. 9: Rózsa C, Kis G, Komoly S, Anselmo V, Esik O, Láng I, Kas J, Németh G, Solymosi D, Svasztics E, Szentirmay Z, Szobor A, Telekes A; Hungarian Myasthenia Thymoma Research Group. Myasthenia in a patient with sarcoidosis and schizophrenia. Ideggyogy Sz. 2004 Jul 20;57(7-8):242-4. PubMed PMID: 15330399. 10: Matsuzaki S, Ikeda H, Akiyama G, Sato M, Moribe S, Suzuki T, Nagase H, Cools AR, Koshikawa N. Role of mu- and delta-opioid receptors in the nucleus accumbens in turning behaviour of rats. Neuropharmacology. 2004 Jun;46(8):1089-96. PubMed PMID: 15111015. 11: Talebpour Z, Haghgoo S, Shamsipur M. A selective 19F nuclear magnetic resonance spectroscopic method for the assay of the neuroleptic drug cis(Z)-flupentixol in human serum. Anal Biochem. 2003 Dec 15;323(2):205-10. PubMed PMID: 14656526. 12: Sokoliess T, Menyes U, Roth U, Jira T. Separation of cis- and trans-isomers of thioxanthene and dibenz[b,e]oxepin derivatives on calixarene- and resorcinarene-bonded high-performance liquid chromatography stationary phases. J Chromatogr A. 2002 Mar 1;948(1-2):309-19. PubMed PMID: 12831207. 13: Sokoliess T, Gronau M, Menyes U, Roth U, Jira T. Separation of (Z)- and (E)-isomers of thioxanthene and dibenz[b,e]oxepin derivatives with calixarenes and resorcinarenes as additives in nonaqueous capillary electrophoresis. Electrophoresis. 2003 May;24(10):1648-57. PubMed PMID: 12761796. 14: Loo TW, Bartlett MC, Clarke DM. Permanent activation of the human P-glycoprotein by covalent modification of a residue in the drug-binding site. J Biol Chem. 2003 Jun 6;278(23):20449-52. Epub 2003 Apr 23. PubMed PMID: 12711602. 15: Kaatz GW, Moudgal VV, Seo SM, Kristiansen JE. Phenothiazines and thioxanthenes inhibit multidrug efflux pump activity in Staphylococcus aureus. Antimicrob Agents Chemother. 2003 Feb;47(2):719-26. PubMed PMID: 12543683; PubMed Central PMCID: PMC151737. 16: Loo TW, Bartlett MC, Clarke DM. Drug binding in human P-glycoprotein causes conformational changes in both nucleotide-binding domains. J Biol Chem. 2003 Jan 17;278(3):1575-8. Epub 2002 Nov 5. PubMed PMID: 12421806. 17: Page G, Chalon S, Emond P, Maloteaux JM, Hermans E. Pharmacological characterisation of (E)-N-(3-iodoprop-2-enyl)-2beta-carbomethoxy-3beta-(4'-methylphenyl)nortropane (PE2I) binding to the rat neuronal dopamine transporter expressed in COS cells. Neurochem Int. 2002 Feb;40(2):105-13. PubMed PMID: 11738476. 18: Kristiansen JE, Hansen JB. Inhibition of HIV replication by neuroleptic agents and their potential use in HIV infected patients with AIDS related dementia. Int J Antimicrob Agents. 2000 Apr;14(3):209-13. PubMed PMID: 10773489. 19: Hafkemeyer P, Licht T, Pastan I, Gottesman MM. Chemoprotection of hematopoietic cells by a mutant P-glycoprotein resistant to a potent chemosensitizer of multidrug-resistant cancers. Hum Gene Ther. 2000 Mar 1;11(4):555-65. Erratum in: Hum Gene Ther 2000 May 1;11(7):1112. PubMed PMID: 10724034. 20: Gear RW, Aley KO, Levine JD. Pain-induced analgesia mediated by mesolimbic reward circuits. J Neurosci. 1999 Aug 15;19(16):7175-81. PubMed PMID: 10436070.