Clozapine

Cat. No. 0444

Clozapine C18H19ClN4 [5786-21-0]

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Chemical Name: 8-Chloro-11-(4-methyl-1-piperazinyl)-5H-dibenzo[b,e][1,4]diazepine

Biological Activity

Atypical antipsychotic drug, with a much lower tendency to cause extrapyramidal side effects than conventional neuroleptics. Displays a broad range of pharmacological actions; the antipsychotic effects are thought to be mediated principally by 5-HT2A/2C and dopamine receptor blockade (Ki values are 21, 170, 170, 230 and 330 nM for D4, D3, D1, D2 and D5 receptors respectively).

Technical Data

M.Wt:
326.83
Formula:
C18H19ClN4
Solubility:
Soluble to 100 mM in DMSO and to 50 mM in 2eq.HCl with gentle warming
Purity:
>99 %
Storage:
Store at RT
CAS No:
5786-21-0

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
All Tocris products are intended for laboratory research use only.

Certificate of Analysis / Product Datasheet / Safety Data Sheet

Jensen et al (2013) Design, synthesis, and pharmacological characterization of N- and O-substituted 5,6,7,8-tetrahydro-4H-isoxazolo[4,5-dazepin-3-ol analogues: novel 5-HT2A/5-HT2C receptor agonists with pro-cognitive properties. J.Med.Chem. 56 1211. PMID: 23301527.

Seeman and Van Tol (1994) Dopamine receptor pharmacology. Trends Pharmacol.Sci. 15 264. PMID: 7940991.

Ellenbroek et al (1991) The involvement of dopamine D1 and D2 receptors in the effects of the classical neuroleptic haloperidol and the atypical neuroleptic clozapine. Eur.J.Pharmacol. 196 103. PMID: 1678712.

Canton et al (1990) Binding of typical and atypical antipsychotics to 5-HT1C and 5-HT2 sites: clozapine potently interacts with 5-HT1C sites. Eur.J.Pharmacol. 191 93. PMID: 1982659.

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Citations are publications that use Tocris products. Selected citations for Clozapine include:

Canfrán-Duque et al (2015) Curcumin Mitigates the Intracellular Lipid Deposit Induced by Antipsychotics In Vitro. Int J Tryptophan Res 10 e0141829. PMID: 26517556.

Larsson et al (2015) Chronic Antipsychotic Treatment in the Rat - Effects on Brain Interleukin-8 and Kynurenic Acid. Brain Res 8 49. PMID: 26448689.

Chau et al (2013) Pramipexole reduces phosphorylation of α-synuclein at serine-129. Exp Mol Med 51 573. PMID: 23681749.

Jia et al (2013) Age-dependent regulation of synaptic connections by dopamine D2 receptors. Nat Neurosci 16 1627. PMID: 24121738.

Hillenmeyer et al (2010) Systematic analysis of genome-wide fitness data in yeast reveals novel gene function and drug action. Genome Biol 11 R30. PMID: 20226027.

Magliaro and Saldanha (2009) Clozapine protects PC-12 cells from death due to oxidative stress induced by hydrogen peroxide via a cell-type specific mechanism involving inhibition of extracellular signal-regulated kinase phosphorylation. Brain Res 1283 14. PMID: 19501068.

Oliver and Davies (2009) Interaction between environmental and genetic factors modulates schizophrenic endophenotypes in the Snap-25 mouse mutant blind-drunk. Hum Mol Genet 18 4576. PMID: 19729413.

Balu et al (2008) Differential regulation of central BDNF protein levels by antidepressant and non-antidepressant drug treatments. J Mol Neurosci 1211 37. PMID: 18433734.

Roh et al (2007) Haloperidol and clozapine differentially regulate signals upstream of glycogen synthase kinase 3 in the rat frontal cortex. Front Cell Neurosci 39 353. PMID: 17603289.

Sur et al (2003) N-desmethylclozapine, an allosteric agonist at muscarinic 1 receptor, potentiates N-methyl-D-aspartate receptor activity. Proc Natl Acad Sci U S A 100 13674. PMID: 14595031.

Do you know of a great paper that uses Clozapine from Tocris? If so please let us know.show all ▼show less ▲

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