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SML0190

Sigma-Aldrich

ML133 hydrochloride

≥95% (HPLC)

Synonyme(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

Formule empirique (notation de Hill):
C19H19NO · HCl
Numéro CAS:
1222781-70-5
Poids moléculaire :
313.82
Numéro MDL:
MFCD20921521
Code UNSPSC :
12352200
ID de substance PubChem :
329825217
Nomenclature NACRES :
NA.77

Pureté

≥95% (HPLC)

Forme

powder

Conditions de stockage

desiccated

Couleur

white to tan

Solubilité

DMSO: ≥10 mg/mL

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

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.

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

CorrosionExclamation markEnvironment
GHS05,GHS07,GHS09

Mention d'avertissement

Danger

Mentions de danger

H302,H315,H318,H335,H400

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

Hung-Tsung Hsiao et al.
European journal of pharmacology, 856, 172414-172414 (2019-05-28)
Croton is an extensive flowering plant genus in the spurge family, Euphorbiaceae. Three croton compounds with the common ent-kaurane skeleton were purified from Croton tonkinensis. By using patch-clamp recording technique, we thoroughly examined the effect of a group of croton
Michele Pignatelli et al.
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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