57226-68-3

57226-68-3 structure
57226-68-3 structure
  • Name: Norfluoxetine hydrochloride
  • Chemical Name: Norfluoxetine hydrochloride
  • CAS Number: 57226-68-3
  • Molecular Formula: C16H17ClF3NO
  • Molecular Weight: 331.760
  • Catalog: analytical chemistry Analytical reagent Ion chromatography reagent
  • Create Date: 2017-06-27 05:29:30
  • Modify Date: 2024-01-04 12:05:10
  • 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].

Name Norfluoxetine hydrochloride
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)
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
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.

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
Water Solubility H2O: >4 mg/mL
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
WGK Germany 3