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SML0524

Sigma-Aldrich

ML277

≥98% (HPLC)

Synonym(e):

(2R)-N-[4-(4-Methoxyphenyl)-1,3-thiazol-2-yl]-1-(4-methylphenyl)sulfonylpiperidine-2-carboxamide, (R)-N-(4-(4-Methoxyphenyl)thiazol-2-yl)-1-tosylpiperidine-2-carboxamide, CID-53347902, VU0458298-2, VU0458298-3

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About This Item

Empirische Formel (Hill-System):
C23H25N3O4S2
CAS-Nummer:
1401242-74-7
Molekulargewicht:
471.59
MDL-Nummer:
MFCD23704792
UNSPSC-Code:
12352200
PubChem Substanz-ID:
329825530
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

powder

Farbe

white to beige

Löslichkeit

DMSO: 5 mg/mL, clear

Lagertemp.

2-8°C

SMILES String

COc1ccc(cc1)-c2cnc(NC(=O)[C@H]3CCCCN3S(=O)(=O)c4ccc(C)cc4)s2

InChI

1S/C23H25N3O4S2/c1-16-6-12-19(13-7-16)32(28,29)26-14-4-3-5-20(26)22(27)25-23-24-15-21(31-23)17-8-10-18(30-2)11-9-17/h6-13,15,20H,3-5,14H2,1-2H3,(H,24,25,27)/t20-/m1/s1

InChIKey

UKSXJENCMIVQMU-HXUWFJFHSA-N

Anwendung

ML277 has been used as the KCNQ1 activator to treat cells in lung metastasis assay.

Biochem./physiol. Wirkung

ML277 is a potent activator of KCNQ1 (Kv7.1) channels with >100-fold selectivity versus KCNQ2 and KCNQ4 and no activity against the hERG potassium channel up to 30 μM. KCNQ1 is a voltage-gated potassium channel required for repolarization phase of the cardiac action potential. Mutations in the KCNQ1 gene are associated with long QT syndrome (LQTS), a disorder in which the heart muscles take longer than normal to recover after each heart beat and can lead to dangerous arrhythmias such as atrial fibrillation. Activators of KCNQ1 channels could have potential use in treatments of LQTS. ML277 is the first selective and potent activator found, with an EC50 of 260 nM.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H302,H319

Gefahreneinstufungen

Acute Tox. 4 Oral - Eye Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Analysenzertifikate (COA)

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Die Dokumentenbibliothek aufrufen

Hypermethylated KCNQ1 acts as a tumor suppressor in hepatocellular carcinoma
Fan H, et al.
Biochemical and Biophysical Research Communications, 503(4), 3100-3107 (2018)
Jun Ho Lee et al.
Pflugers Archiv : European journal of physiology, 472(1), 89-102 (2020-01-11)
The group of KCNQ-encoded voltage-gated potassium (Kv7) channels includes five family members (Kv7.1-7.5). We examined the molecular expression and functional roles of Kv7 channels in corporal smooth muscle (CSM). Isolated rabbit CSM strips were mounted in an organ bath system
Gaelle Lentini et al.
PloS one, 12(12), e0189556-e0189556 (2017-12-16)
During the infection process, Apicomplexa discharge their secretory organelles called micronemes, rhoptries and dense granules to sustain host cell invasion, intracellular replication and to modulate host cell pathways and immune responses. Herein, we describe the Toxoplasma gondii Deg-like serine protein
Xiaohong Wei et al.
PloS one, 13(3), e0192122-e0192122 (2018-03-27)
Pre-eclampsia is associated with altered maternal and placental vascular reactivity. Kv7 channels (encoded by KCNQ 1-5 genes) are a potential contributor to the regulation of vascular tone in CPAs (chorionic plate arteries) during normal pregnancy. The aim of this study
Dmitry Tsvetkov et al.
British journal of pharmacology, 174(2), 150-162 (2016-12-22)
K We used Kcnq1 R-L3 produced similar concentration-dependent relaxations (EC We conclude that K
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