4-(2-{4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}ethyl)aniline

• ChemBase ID: 133157
• Molecular Formular: C19H22F3N3
• Molecular Mass: 349.3932896
• Monoisotopic Mass: 349.17658238
• SMILES: c1cc(cc(c1)N1CCN(CC1)CCc1ccc(cc1)N)C(F)(F)F
• Canonical SMILES: Nc1ccc(cc1)CCN1CCN(CC1)c1cccc(c1)C(F)(F)F
• InChI: InChI=1S/C19H22F3N3/c20-19(21,22)16-2-1-3-18(14-16)25-12-10-24(11-13-25)9-8-15-4-6-17(23)7-5-15/h1-7,14H,8-13,23H2
• InChIKey: GAAKALASJNGQKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(2-{4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}ethyl)aniline
• IUPAC Traditional name: 4-(2-{4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}ethyl)aniline
• Synonyms: 4-[2-[4-[3-(Trifluoromethyl)phenyl]-1-piperazinyl]ethyl]benzeneamine; p-Aminophenethyl-m-trifluoromethylphenyl piperazine; PAPP; LY-165,163

Database IDs

• CAS Number: 1814-64-8
• MDL Number: MFCD00055098
• PubChem SID: 162227434; 24278123
• PubChem CID: 121930

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.1529016
• LogD (pH = 7.4): 2.9426095
• Log P: 3.990466
• Molar Refractivity: 96.5784 cm^3
• Polarizability: 34.919243 Å^3
• Polar Surface Area: 32.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: 0.1 M HCl: slightly soluble; ethanol: freely soluble; H2O: insoluble
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... HTR1A(3350), HTR1D(3352)

DETAILS

Sigma Aldrich - S009

Biochem/physiol Actions
Selective 5-HT1A serotonin receptor agonist and 5-HT1D serotonin receptor antagonist.