GW542573X
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MedKoo CAT#: 531945

CAS#: 660846-41-3

Description: GW542573X is an activator of small-conductance Ca2+-activated K+ channels (KCa2).

Chemical Structure

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GW542573X
CAS# 660846-41-3
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 531945
Name: GW542573X
CAS#: 660846-41-3
Chemical Formula: C19H28N2O5
Exact Mass: 364.20
Molecular Weight: 364.442
Elemental Analysis: C, 62.62; H, 7.74; N, 7.69; O, 21.95

Price and Availability

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10mg USD 550 2 Weeks
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Synonym: GW542573X; GW 542573X; GW-542573X.

IUPAC/Chemical Name: tert-butyl 4-({[(2-methoxyphenyl)carbamoyl]oxy}methyl)piperidine-1-carboxylate

InChi Key: SAXGSDIZIYFNKD-UHFFFAOYSA-N

InChi Code: InChI=1S/C19H28N2O5/c1-19(2,3)26-18(23)21-11-9-14(10-12-21)13-25-17(22)20-15-7-5-6-8-16(15)24-4/h5-8,14H,9-13H2,1-4H3,(H,20,22)

SMILES Code: O=C(N1CCC(COC(NC2=CC=CC=C2OC)=O)CC1)OC(C)(C)C

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Product Data
Instruction:
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Biological target: GW 542573X is an activator of small-conductance Ca2+-activated K+ channels (KCa2); selective for KCa2.1 (EC50 = 8.2 μM in HEK293 cells expressing hKCa2.1) with the profile hKCa2.1 > hKCa2.2 = hKCa2.3 > hKCa3.1 (IK).
In vitro activity: The Ca(2+)-response curve of hSK1 was left-shifted from an EC(50)(Ca(2+)) value of 410 +/- 20 nM (n = 9) to 240 +/- 10 nM (n = 5) in the presence of 10 microM GW542573X. In addition to this positive modulation, GW542573X activated SK1 in the absence of Ca(2+) and furthermore induced a 15% increase in the maximal current at saturating Ca(2+). Thus, GW542573X also acts as a genuine opener of the hSK1 channels, a mechanism of action (MOA) not previously obtained with SK channels. Reference: Mol Pharmacol. 2009 Sep;76(3):569-78. https://pubmed.ncbi.nlm.nih.gov/19515965/
In vivo activity: TBD

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 36.4 100.00
Ethanol 36.4 100.00

Preparing Stock Solutions

The following data is based on the product molecular weight 364.44 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: 1. Hougaard C, Jensen ML, Dale TJ, Miller DD, Davies DJ, Eriksen BL, Strøbaek D, Trezise DJ, Christophersen P. Selective activation of the SK1 subtype of human small-conductance Ca2+-activated K+ channels by 4-(2-methoxyphenylcarbamoyloxymethyl)-piperidine-1-carboxylic acid tert-butyl ester (GW542573X) is dependent on serine 293 in the S5 segment. Mol Pharmacol. 2009 Sep;76(3):569-78. doi: 10.1124/mol.109.056663. Epub 2009 Jun 10. PMID: 19515965.
In vitro protocol: 1. Hougaard C, Jensen ML, Dale TJ, Miller DD, Davies DJ, Eriksen BL, Strøbaek D, Trezise DJ, Christophersen P. Selective activation of the SK1 subtype of human small-conductance Ca2+-activated K+ channels by 4-(2-methoxyphenylcarbamoyloxymethyl)-piperidine-1-carboxylic acid tert-butyl ester (GW542573X) is dependent on serine 293 in the S5 segment. Mol Pharmacol. 2009 Sep;76(3):569-78. doi: 10.1124/mol.109.056663. Epub 2009 Jun 10. PMID: 19515965.
In vivo protocol: TBD

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1: Hougaard C, Jensen ML, Dale TJ, Miller DD, Davies DJ, Eriksen BL, Strøbaek D, Trezise DJ, Christophersen P. Selective activation of the SK1 subtype of human small-conductance Ca2+-activated K+ channels by 4-(2-methoxyphenylcarbamoyloxymethyl)-piperidine-1-carboxylic acid tert-butyl ester (GW542573X) is dependent on serine 293 in the S5 segment. Mol Pharmacol. 2009 Sep;76(3):569-78. doi: 10.1124/mol.109.056663. PubMed PMID: 19515965.