4-[(diphenylmethoxy)methyl]-1-[3-(4-methoxyphenyl)propyl]piperidine hydrochloride

• ChemBase ID: 154571
• Molecular Formular: C29H36ClNO2
• Molecular Mass: 466.05464
• Monoisotopic Mass: 465.24345708
• SMILES: COc1ccc(cc1)CCCN1CCC(CC1)COC(c1ccccc1)c1ccccc1.Cl
• Canonical SMILES: COc1ccc(cc1)CCCN1CCC(CC1)COC(c1ccccc1)c1ccccc1.Cl
• InChI: InChI=1S/C29H35NO2.ClH/c1-31-28-16-14-24(15-17-28)9-8-20-30-21-18-25(19-22-30)23-32-29(26-10-4-2-5-11-26)27-12-6-3-7-13-27;/h2-7,10-17,25,29H,8-9,18-23H2,1H3;1H
• InChIKey: ZZSQARULZYQMIG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(diphenylmethoxy)methyl]-1-[3-(4-methoxyphenyl)propyl]piperidine hydrochloride
• IUPAC Traditional name: 4-[(diphenylmethoxy)methyl]-1-[3-(4-methoxyphenyl)propyl]piperidine hydrochloride
• Synonyms: 4-[(Diphenylmethoxy)methyl]-1-[3-(4-methoxyphenyl)propyl]-piperidine monohydrochloride; UK-78282 monohydrochloride

Database IDs

• CAS Number: 136647-02-4
• MDL Number: MFCD16875438
• PubChem SID: 162248709
• PubChem CID: 53393337

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.0194116
• LogD (pH = 7.4): 4.250935
• Log P: 6.4207015
• Molar Refractivity: 132.6088 cm^3
• Polarizability: 51.930843 Å^3
• Polar Surface Area: 21.7 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: white to off-white solid

Safety Information

• Storage Condition: desiccated
• European Hazard Symbols: Nature polluting (N); Irritant (Xi)
• UN Number: 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: 3
• Risk Statements: 36-50/53
• Safety Statements: 26-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H319-H400
• GHS Precautionary statements: P273-P305 + P351 + P338
• RID/ADR: UN 3077 9/PG 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C29H35NO2HCl

DETAILS

Sigma Aldrich - U3885

Biochem/physiol Actions
UK-78282 blocks both Kv1.3 and Kv1.4. Kv1.3 and Kv1.4 are members of the Shaker family of voltage-gated potassium channels. Kv1.3 is expressed in brain and in effector memory T (Tem) cells, and Kv1.4 is expressed in brain. Both channels are involved in setting the membrane potential of neurons. In addition, Kv1.3 maintains the membrane potential for T memory cells and is up-regulated upon T cell activation, contributing to multiple immune processes and disorders. Blockers of Kv1.3 have long been sought for therapeutic benefit, and they are also valuable tools for studying the immune system. Selective blockers of Kv1.4 are desired, as there are few if any currently available. UK-78282 is valuable for immune system studies, where the absence of Kv1.4 makes it functionally selective for Kv1.3, and it has shown suppression of T cell activation. UK-78282 is also valuable for the study of Kv1.4 function.