4-butoxy-N-(2,4-difluorophenyl)benzamide

• ChemBase ID: 154942
• Molecular Formular: C17H17F2NO2
• Molecular Mass: 305.3191864
• Monoisotopic Mass: 305.12273523
• SMILES: CCCCOc1ccc(cc1)C(=O)Nc1ccc(cc1F)F
• Canonical SMILES: CCCCOc1ccc(cc1)C(=O)Nc1ccc(cc1F)F
• InChI: InChI=1S/C17H17F2NO2/c1-2-3-10-22-14-7-4-12(5-8-14)17(21)20-16-9-6-13(18)11-15(16)19/h4-9,11H,2-3,10H2,1H3,(H,20,21)
• InChIKey: AHCYOTLTLQTPSU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-butoxy-N-(2,4-difluorophenyl)benzamide
• IUPAC Traditional name: 4-butoxy-N-(2,4-difluorophenyl)benzamide
• Synonyms: 4-Butoxy-N-(2,4-difluorophenyl)-benzamide; VU0357121; VU0357121; VU 0357121 VU 0357121 VU 0357121

Database IDs

• CAS Number: 433967-28-3
• MDL Number: MFCD03243692
• PubChem SID: 162249080
• PubChem CID: 2296132

CALCULATED PROPERTIES

• Acid pKa: 11.989586
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.5167623
• LogD (pH = 7.4): 4.516752
• Log P: 4.5167623
• Molar Refractivity: 82.3611 cm^3
• Polarizability: 30.332829 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥18 mg/mL
• Apperance: powder

Safety Information

• European Hazard Symbols: Nature polluting (N)
• German water hazard class: 3
• Risk Statements: 50/53
• Safety Statements: 60-61
• GHS Pictograms: GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H410
• GHS Precautionary statements: P273-P501
• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: GluR

Product Information

• Purity: ≥98% (HPLC)
• Salt Data: Free Base
• Empirical Formula (Hill Notation): C17H17F2NO2

DETAILS

Sigma Aldrich - SML0019

Biochem/physiol Actions
VU0357121 is a positive allosteric modulator (PAM) of the metabotropic glutamate receptor 5 (mGlu5) with EC50 = 33 nM, 92% Glumax. Its site of action is distinct from the classical mGlu5 negative allosteric modulator (NAM) MPEP allosteric site or the site of a recetly discovered PAM, CPPHA. However, VU0357121shares a functional interaction with the MPEP site. VU0357121 is highly selective for activation of mGlu5 and is inactive or very weakly antagonizing at other mGlu receptor subtypes.