[(4-methoxyphenyl)methyl](naphthalen-1-ylmethyl)amine hydrochloride

• ChemBase ID: 153294
• Molecular Formular: C19H20ClNO
• Molecular Mass: 313.8212
• Monoisotopic Mass: 313.12334195
• SMILES: COc1ccc(cc1)CNCc1cccc2c1cccc2.Cl
• Canonical SMILES: COc1ccc(cc1)CNCc1cccc2c1cccc2.Cl
• InChI: InChI=1S/C19H19NO.ClH/c1-21-18-11-9-15(10-12-18)13-20-14-17-7-4-6-16-5-2-3-8-19(16)17;/h2-12,20H,13-14H2,1H3;1H
• InChIKey: NGQIBUUFXDPHKT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(4-methoxyphenyl)methyl](naphthalen-1-ylmethyl)amine hydrochloride
• IUPAC Traditional name: [(4-methoxyphenyl)methyl](naphthalen-1-ylmethyl)amine hydrochloride
• Synonyms: 1-(4-methoxyphenyl)-N-(naphthalen-1-ylmethyl)methanamine hydrochloride; CID 781301 hydrochloride; N-(4-methoxybenzyl)-1-(naphthalen-1-yl)methanamine hydrochloride; SID 85281105 hydrochloride; VU0404943-1 hydrchloride; ML133 hydrochloride; ML133 HCL

Database IDs

• CAS Number: 1222781-70-5
• MDL Number: MFCD20921521
• PubChem SID: 162247433
• PubChem CID: 44247466

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.9514036
• LogD (pH = 7.4): 2.1997063
• Log P: 4.0878735
• Molar Refractivity: 86.832 cm^3
• Polarizability: 35.310192 Å^3
• Polar Surface Area: 21.26 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: white to tan powder

Safety Information

• Storage Temperature: 2-8°C

Pharmacology Properties

• Target: Potassium Channel

Product Information

• Purity: ≥95% (HPLC)
• Salt Data: Hydrochloride
• Empirical Formula (Hill Notation): C19H19NO · HCl

DETAILS

Sigma Aldrich - SML0190

Biochem/physiol Actions
ML133 hydrochloride is a selective inhibitor of the Kir2 family of inward rectifier (IRK, KCNJ) potassium channels. ML133 inhibits Kir2.1 with IC50 of 1.8 μM at pH 7.4 and 290 nM at pH8.5. It exhibits little selectivity against other members of Kir2.x family channels, but has no effect on Kir1.1 (IC50 > 300 μM), and displays weak activity for Kir4.1 (76 μM) and Kir7.1 (33 μM), making ML133 the most selective small molecule inhibitor of the Kir family reported to date. It also showed modest selectivity versus hERG and a larger panel of GPCRs, ion channels and transporters.