Solution stability studies have not been performed on this compound. However, other sources report that the material is stable up tp 6 months when stored in aliquots at -20°C.
M7571
MK-571 sodium salt hydrate
MK-571 sodium salt hydrate
≥95% (HPLC), powder, leukotriene D4 antagonist
Synonym(s):
5-(3-(2-(7-Chloroquinolin-2-yl)ethenyl)phenyl)-8-dimethylcarbamyl-4,6-dithiaoctanoic acid sodium salt hydrate, L-660711
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All Photos(3)
About This Item
Empirical Formula (Hill Notation):
C26H26ClN2NaO3S2 · xH2O
CAS Number:
Molecular Weight:
537.07 (anhydrous basis)
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.
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Product Name
MK-571 sodium salt hydrate, ≥95% (HPLC)
Quality Level
Assay
≥95% (HPLC)
form
powder
storage condition
desiccated
color
white to beige
solubility
H2O: 15 mg/mL, clear
originator
Merck & Co., Inc., Kenilworth, NJ, U.S.
shipped in
wet ice
storage temp.
−20°C
SMILES string
O.[Na+].CN(C)C(=O)CCSC(SCCC([O-])=O)c1cccc(\C=C\c2ccc3ccc(Cl)cc3n2)c1
InChI
1S/C26H27ClN2O3S2.Na.H2O/c1-29(2)24(30)12-14-33-26(34-15-13-25(31)32)20-5-3-4-18(16-20)6-10-22-11-8-19-7-9-21(27)17-23(19)28-22;;/h3-11,16-17,26H,12-15H2,1-2H3,(H,31,32);;1H2/q;+1;/p-1/b10-6+;;
InChI key
MSHRPLRGSQECLY-DOLBFOAYSA-M
Application
MK-571 sodium salt hydrate has been used:
- as an efflux inhibitor for monitoring multidrug resistance protein (MRP)-function and to avoid redundancy of other transporters[1]
- to assess its effect on cell proliferation and 2D-migration in vitro in various cell lines of glioblastoma multiforme (GBM)[2]
- as multidrug resistance (MDR) transporter inhibitor to study its effects in ovarian cancer cells[3]
- as specific inhibitors of ABCC1/2 to investigate transport, toxicity, flow cytometry and arsenic efflux[4]
Biochem/physiol Actions
MK 571 is a potent and selective leukotriene D4 (LTD4) antagonist and ABCC multidrug resistance protein 1(MRP1) inhibitor. The cysteinyl leukotrienes (CysLTs), LTC4, LTD4, and LTE4, mediate their actions through two distinct G-protein coupled receptors. LTD4 is the preferred ligand for the CysLT1 receptor, whereas LTC4 and LTD4 bind with approximately equal affinity to the CysLT2 receptor. MK 571 is a selective, orally active CysLT1 receptor antagonist. It blocks the binding of LTD4, but not LTC4, to human and guinea pig lung membranes with Ki values of 0.22 nM and 2.1 nM, respectively. MK 571 effectively blocks LTD4 activation of recombinant human and mouse CysLT1 receptors but is ineffective at blocking LTC4 or LTD4 activation of the recombinant human or murine CysLT2 receptors. It potentially inhibits MRP1 and has been shown to overcome acquired arsenic tolerance.
MK-571 is a potent and selective leukotriene D4 (LTD4) antagonist and ABCC multidrug resistance protein 1(MRP1) inhibitor.
Features and Benefits
This compound is featured on the Leukotriene Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - 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
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Does MK-571 sodium salt hydrate has to be prepared freshly before experiments or can it be diluted and stored as a stock solution; without affecting the stability? Thanks in advance
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