4-benzyl-1-[2-methoxy-4-(methylsulfanyl)benzoyl]piperidine

• ChemBase ID: 153160
• Molecular Formular: C21H25NO2S
• Molecular Mass: 355.4937
• Monoisotopic Mass: 355.16060005
• SMILES: COc1cc(ccc1C(=O)N1CCC(CC1)Cc1ccccc1)SC
• Canonical SMILES: COc1cc(SC)ccc1C(=O)N1CCC(CC1)Cc1ccccc1
• InChI: InChI=1S/C21H25NO2S/c1-24-20-15-18(25-2)8-9-19(20)21(23)22-12-10-17(11-13-22)14-16-6-4-3-5-7-16/h3-9,15,17H,10-14H2,1-2H3
• InChIKey: OMGLGPKQUFSRNN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-benzyl-1-[2-methoxy-4-(methylsulfanyl)benzoyl]piperidine
• IUPAC Traditional name: 4-benzyl-1-[2-methoxy-4-(methylsulfanyl)benzoyl]piperidine
• Synonyms: 1-[2-Methoxy-4-(methylthio)benzoyl]-4-benzylpiperidine; JX401

Database IDs

• CAS Number: 349087-34-9
• MDL Number: MFCD02038777
• PubChem SID: 162247300
• PubChem CID: 1126109

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.4575415
• LogD (pH = 7.4): 4.457542
• Log P: 4.457542
• Molar Refractivity: 105.5385 cm^3
• Polarizability: 40.410122 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL
• Apperance: off-white solid

Safety Information

• European Hazard Symbols: Nature polluting (N)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 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
• Personal Protective Equipment: Eyeshields, Gloves
• RID/ADR: UN 3077 9/PG 3

Product Information

• Purity: >98% (HPLC)
• Empirical Formula (Hill Notation): C21H25NO2S

DETAILS

Sigma Aldrich - J4774

Biochem/physiol Actions
JX401 is a potent non-cytotoxic, membrane permeable p38α inhibitor. It is highly specific for p38α with an IC50 value of 32 nM while showing no inhibition for p38γ even at 10 μM. JX401 rescued yeast growth in a dose-dependent manner in p38-expressing cultures and reversibly inhibited myoblast differentiation in mammalian cells in culture.