CAS 57226-68-3|Norfluoxetine hydrochloride
| Common Name | Norfluoxetine hydrochloride | ||
|---|---|---|---|
| CAS Number | 57226-68-3 | Molecular Weight | 331.760 |
| Density | 1.204g/cm3 | Boiling Point | 381.1ºC at 760 mmHg |
| Molecular Formula | C16H17ClF3NO | Melting Point | / |
| MSDS | USA | Flash Point | 184.3ºC |
Names
| Name | Norfluoxetine hydrochloride |
|---|---|
| Synonym | More Synonyms |
Norfluoxetine hydrochloride BiologicalActivity
| Description | Norfluoxetine hydrochloride is an active N-demethylated metabolite of Fluoxetine. Fluoxetine is a selective serotonin (5-HT) reuptake inhibitor that is metabolized to Norfluoxetine hydrochloride by cytochrome P450 (CYP) 2D6, CYP2C19, and CYP3A4. Norfluoxetine hydrochloride inhibits 5-HT uptake and inhibits CaV3.3 T current (IC50 = 5 μM). Norfluoxetine hydrochloride has anticonvulsant activity[1][2][3][4]. |
|---|---|
| Related Catalog | Signaling Pathways >>Membrane Transporter/Ion Channel >>Calcium ChannelResearch Areas >>Neurological DiseaseSignaling Pathways >>GPCR/G Protein >>5-HT ReceptorSignaling Pathways >>Neuronal Signaling >>5-HT Receptor |
| Target | 5-HT Receptor Cav3.3:5 μM (IC50) |
| In Vivo | Pretreatment with Fluoxetine or Norfluoxetine hydrochloride (20mg/kg s.c.), as well as Phenytoin (30 mg/kg s.c.) and Clonazepam (0.1mg/kg s.c.) significantly increases both the rate and duration of survival, demonstrating a significant protective effect against Pentylenetetrazol-induced epilepsy[1]. |
| References | [1]. Valéria Kecskeméti, et al. Norfluoxetine and fluoxetine have similar anticonvulsant and Ca2+ channel blocking potencies. Brain Res Bull. 2005 Sep 30;67(1-2):126-32. [2]. Achraf Traboulsie, et al. T-type calcium channels are inhibited by fluoxetine and its metabolite norfluoxetine. Mol Pharmacol. 2006 Jun;69(6):1963-8. [3]. Hyeon-Cheol Jeong, et al. Prediction of Fluoxetine and Norfluoxetine Pharmacokinetic Profiles Using Physiologically Based Pharmacokinetic Modeling. Clin Pharmacol. 2021 Nov;61(11):1505-1513. [4]. D T Wong, et al. Norfluoxetine enantiomers as inhibitors of serotonin uptake in rat brain. Neuropsychopharmacology. 1993 Jun;8(4):337-44. |
Chemical & Physical Properties
| Density | 1.204g/cm3 |
|---|---|
| Boiling Point | 381.1ºC at 760 mmHg |
| Molecular Formula | C16H17ClF3NO |
| Molecular Weight | 331.760 |
| Flash Point | 184.3ºC |
| Exact Mass | 331.095062 |
| PSA | 35.25000 |
| LogP | 5.67660 |
| InChIKey | GMTWWEPBGGXBTO-UHFFFAOYSA-N |
| SMILES | Cl.NCCC(Oc1ccc(C(F)(F)F)cc1)c1ccccc1 |
| Water Solubility | H2O: >4 mg/mL |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
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Synonyms
| 3-phenyl-3-[4-(trifluoromethyl)phenoxy]propan-1-amine,hydrochloride |
| Benzenepropanamine, γ-(4-(trifluoromethyl)phenoxy)-, hydrochloride |
| 3-Phenyl-3-[4-(trifluoromethyl)phenoxy]-1-propanamine hydrochloride (1:1) |
| Benzenepropanamine, γ-[4-(trifluoromethyl)phenoxy]-, hydrochloride (1:1) |
