2,2,2-trifluoro-N-[4-(2-methoxyphenoxy)phenyl]-N-(pyridin-3-ylmethyl)ethane-1-sulfonamide hydrochloride

• ChemBase ID: 154480
• Molecular Formular: C21H20ClF3N2O4S
• Molecular Mass: 488.9077096
• Monoisotopic Mass: 488.07844047
• SMILES: COc1ccccc1Oc1ccc(cc1)N(Cc1cccnc1)S(=O)(=O)CC(F)(F)F.Cl
• Canonical SMILES: COc1ccccc1Oc1ccc(cc1)N(S(=O)(=O)CC(F)(F)F)Cc1cccnc1.Cl
• InChI: InChI=1S/C21H19F3N2O4S.ClH/c1-29-19-6-2-3-7-20(19)30-18-10-8-17(9-11-18)26(14-16-5-4-12-25-13-16)31(27,28)15-21(22,23)24;/h2-13H,14-15H2,1H3;1H
• InChIKey: LPWFRDWTOKLHJC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2,2-trifluoro-N-[4-(2-methoxyphenoxy)phenyl]-N-(pyridin-3-ylmethyl)ethane-1-sulfonamide hydrochloride
• IUPAC Traditional name: 2,2,2-trifluoro-N-[4-(2-methoxyphenoxy)phenyl]-N-(pyridin-3-ylmethyl)ethanesulfonamide hydrochloride
• Synonyms: N-(4-(2-Methoxyphenoxy)phenyl)-N-(2,2,2- trifluoroethylsulfonyl)pyrid-3-ylmethylamine hydrochloride; LY-487379 hydrochloride

Database IDs

• CAS Number: 353229-59-1
• MDL Number: MFCD11519970
• PubChem SID: 162248619
• PubChem CID: 56972206

CALCULATED PROPERTIES

• Acid pKa: 8.630307
• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.4554763
• LogD (pH = 7.4): 3.5009735
• Log P: 3.5267632
• Molar Refractivity: 108.3715 cm^3
• Polarizability: 41.97341 Å^3
• Polar Surface Area: 68.73 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >20 mg/mL
• Apperance: off-white powder

Safety Information

• Storage Condition: desiccated
• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C21H19F3N2O4SHCl

DETAILS

Sigma Aldrich - L1170

Biochem/physiol Actions
LY-487379 is a positive allosteric modulator of the metabotropic glutamate receptor mGluR2. EC50 = 1.7 μM. LY-487379 shows no intrinsic agonist or antagonist activity at hmGluR2 and has no activity at human mGluR3. LY-487379 markedly potentiates glutamate-stimulated [35S]GTPγS binding in a concentration-dependent manner at hmGluR2, shifting the glutamate dose-response curve leftward by 3-fold and increasing the maximum levels of [35S]GTPγS stimulation. LY-487379 has anxiolytic effects in fear-potentiated startle. This activity profile is useful in all symptom domains of schizophrenia.1