methyl[(3S)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amine hydrochloride

• ChemBase ID: 153675
• Molecular Formular: C17H19ClF3NO
• Molecular Mass: 345.7870696
• Monoisotopic Mass: 345.11072657
• SMILES: CNCC[C@@H](c1ccccc1)Oc1ccc(cc1)C(F)(F)F.Cl
• Canonical SMILES: CNCC[C@@H](c1ccccc1)Oc1ccc(cc1)C(F)(F)F.Cl
• InChI: 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/t16-;/m0./s1
• InChIKey: GIYXAJPCNFJEHY-NTISSMGPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl[(3S)-3-phenyl-3-[4-(trifluoromethyl)phenoxy]propyl]amine hydrochloride
• IUPAC Traditional name: fluoxetine hcl hydrochloride
• Synonyms: (γS)-N-Methyl-γ-[4-(trifluoromethyl)phenoxy]benzenepropanamine Hydrochloride; (S)-N-Methyl-3-(4-trifluoromethylphenoxy)-3-phenylpropylamine Hydrochloride; (+)-(S)-Fluoxetine Hydrochloride; (+)-Fluoxetine Hydrochloride; (S)-Fluoxetine Hydrochloride; S-(+)-Fluoxetine hydrochloride

Database IDs

• CAS Number: 114247-06-2
• MDL Number: MFCD04040001
• PubChem SID: 162247814; 24278432
• PubChem CID: 9884593

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.967355
• LogD (pH = 7.4): 1.8271408
• Log P: 4.1732197
• Molar Refractivity: 80.3675 cm^3
• Polarizability: 30.439018 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; H2O: soluble ≥20 mg/mL; Methanol
• Apperance: white solid; White Solid
• Melting Point: 140-142°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 22-50/53
• Safety Statements: 36/37-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H410
• GHS Precautionary statements: P273-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: room temp

Pharmacology Properties

• Gene Information: human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H18NOF3 · HCl

DETAILS

Sigma Aldrich - F1553

Biochem/physiol Actions
Selective serotonin reuptake inhibitor.

Toronto Research Chemicals - F597095

A selective serotonin reuptake inhibitor (SSRI). Used as an antidepressant.

REFERENCES

• Wong, D.T., et al.: Life Sci., 15, 471 (1974)
• Goldstein, D.J., et al.: Br. J. Psychiat., 166, 660 (1974)
• Ni, Y.G., et al.: Proc. Nat. Acad. Sci. USA, 94, 2036 (1997)