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SML0190

Sigma-Aldrich

ML133 hydrochloride

≥95% (HPLC)

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C19H19NO · HCl
CAS Number:
1222781-70-5
Molecular Weight:
313.82
MDL number:
MFCD20921521
UNSPSC Code:
12352200
PubChem Substance ID:
329825217
NACRES:
NA.77

Assay

≥95% (HPLC)

form

powder

storage condition

desiccated

color

white to tan

solubility

DMSO: ≥10 mg/mL

storage temp.

2-8°C

SMILES string

Cl.COc1ccc(CNCc2cccc3ccccc23)cc1

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

InChI key

NGQIBUUFXDPHKT-UHFFFAOYSA-N

Application

ML133 hydrochloride has been used as a Kir2.1 blocker to study the regulation of membrane excitability by inward-rectifier potassium channels (Kir2 family) in the dentate gyrus (DG) granule cells. It has also been used to study the effect of Kir2 on cortical neural activity.
ML133 hydrochloride may be used to study cell signaling that involves the function of potassium channels.

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.

Features and Benefits

This compound is featured on the Potassium Channels page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Signal Word

Danger

Hazard Statements

H302,H315,H318,H335,H400

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hung-Tsung Hsiao et al.
European journal of pharmacology, 856, 172414-172414 (2019-05-28)
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Neuron, 101(2), 274-284 (2018-12-16)
Animals need to optimize the efficacy of memory retrieval to adapt to environmental circumstances for survival. The recent development of memory engram labeling technology allows a precise investigation of the processes associated with the recall of a specific memory. Here
Christina T Echagarruga et al.
eLife, 9 (2020-10-06)
Cortical neural activity is coupled to local arterial diameter and blood flow. However, which neurons control the dynamics of cerebral arteries is not well understood. We dissected the cellular mechanisms controlling the basal diameter and evoked dilation in cortical arteries
Ruxandra Anton et al.
International journal of molecular sciences, 22(4) (2021-03-07)
(1) Background: As membrane channels contribute to different cell functions, understanding the underlying mechanisms becomes extremely important. A large number of neuronal channels have been investigated, however, less studied are the channels expressed in the glia population, particularly in microglia.
Hai M Nguyen et al.
Glia, 65(1), 106-121 (2016-10-04)
Microglia are highly plastic cells that can assume different phenotypes in response to microenvironmental signals. Lipopolysaccharide (LPS) and interferon-γ (IFN-γ) promote differentiation into classically activated M1-like microglia, which produce high levels of pro-inflammatory cytokines and nitric oxide and are thought
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Potassium Channels

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