SML0524

ML277

≥98% (HPLC)

• Synonym(s): (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
• Empirical Formula (Hill Notation): C₂₃H₂₅N₃O₄S₂
• CAS Number: 1401242-74-7
• Molecular Weight: 471.59
• NACRES: NA.77
• PubChem Substance ID: 329825530
• UNSPSC Code: 12352200
• MDL number: MFCD23704792
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to beige
• solubility: DMSO: 5 mg/mL, clear
• storage temp.: 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
• InChI key: UKSXJENCMIVQMU-HXUWFJFHSA-N

Description

Application

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

Biochem/physiol Actions

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.

ML277 is a potent activator of KCNQ1 (Kv7.1) channels with >100-fold selectivity versus KCNQ2 and KCNQ4.

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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302,H319
• pcodes: P264 - P270 - P280 - P301 + P312 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Eye Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable