343290

Fluoxetine, Hydrochloride

A cell-permeable phenylpropylamine derived anti-depressant that acts as a selective serotonin re-uptake inhibitor (SSRI).

• Synonym(s): Fluoxetine, Hydrochloride, dl-N-Methyl-3-( p-trifluoromethylphenoxy)-3-phenylpropylamine, HCl, (±)-N-Methyl-3-phenyl-3-[(α,α,α-trifluoro- p-tolyl)oxy]propylamine, HCl, LY-110140, Prozac
• Empirical Formula (Hill Notation): C₁₇H₁₈F₃NO
• CAS Number: 56296-78-7
• Molecular Weight: 309.33
• MDL number: MFCD00214288
• UNSPSC Code: 12352200

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; desiccated (hygroscopic); protect from light
• solubility: methanol: 100 mg/mL; water: 5 mg/mL
• shipped in: ambient
• storage temp.: 2-8°C
• InChI: 1S/C17H18F3NO.ClH/c1-21-12-11-16(13-5-3-2-4-6-13)22-15-9-7-14(8-10-15)17(18,19)20;/h2-10,16,21H,11-12H2,1H3;1H
• InChI key: GIYXAJPCNFJEHY-UHFFFAOYSA-N

Description

General description

A cell-permeable phenylpropylamine derived anti-depressant that acts as a selective serotonin re-uptake inhibitor (SSRI). Reported to modulate the proliferation of T cells by increasing the Ca²⁺ influx thereby influencing the activities of protein kinase A (PKA) and protein kinase C (PKC). Inhibits leak K⁺ currents in a reversible and voltage-independent manner (IC₅₀ = 780 nM). Also shown to regulate the phosphorylation of DARPP-32 (dopamine-and cAMP-regulated phosphoprotein of Mr 32,000) and AMPA (α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid) receptors. Triggers oxidative stress-induced apoptotic cell death and initiates signaling pathways in neuronal cells leading to an activation of ERK and NF-κB.

A cell-permeable phenylpropylamine derived anti-depressant that acts as a selective serotonin re-uptake inhibitor (SSRI). Reported to modulate the proliferation of T-cells by increasing the Ca²⁺ influx and thereby influencing the activities of protein kinase A (PKA) and protein kinase C (PKC). Also shown to regulate the phosphorylation of DARPP-32 (dopamine-and cAMP-regulated phosphoprotein of M_r 32,000) and AMPA (α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid) receptors. Shown to trigger oxidative stress-induced apoptotic cell death. Also reported to initiate signaling pathways in neuronal cells leading to activation of ERK and NF-κB.

Biochem/physiol Actions

Cell permeable: yes

Primary Target
Selective serotonin re-uptake inhibitor

Product does not compete with ATP.

Reversible: no

Packaging

Packaged under inert gas

Warning

Toxicity: Harmful (C)

Reconstitution

Following reconstitution aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Bartholoma, P., et al. 2002. Biochem. Pharmacol.63, 1507.
Bian, J.T., et al. 2002. Eur. J. Pharmacol.453, 159.
Zhang, A., et al. 2002. J. Med. Chem.45, 1930.
Svenningsson, P., et al. 2002. Proc. Natl. Acad. Sci. USA99, 3182.
Edgar, V.A., et al. 1999. Eur. J. Pharmacol.372, 65.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS05,GHS07,GHS08,GHS09
• signalword: Danger
• hcodes: H302 - H318 - H336 - H373 - H410
• pcodes: P260 - P273 - P280 - P301 + P312 - P305 + P351 + P338 - P314
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1 - STOT RE 2 - STOT SE 3
• target_organs: Central nervous system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable