Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C26H27ClN2O3S2 |
| Molecular Weight | 515.087 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CN(C)C(=O)CCSC(SCCC(O)=O)C1=CC(\C=C\C2=NC3=CC(Cl)=CC=C3C=C2)=CC=C1
InChI
InChIKey=AXUZQJFHDNNPFG-UXBLZVDNSA-N
InChI=1S/C26H27ClN2O3S2/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)/b10-6+
| Molecular Formula | C26H27ClN2O3S2 |
| Molecular Weight | 515.087 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 1 |
| Optical Activity | ( + / - ) |
MK-571 is a selective, orally active leukotriene D4/E4 (LTD4/E4) receptor antagonist patented by Merck Frosst Canada, Inc. for the treatment bronchoconstriction. In ex vivo models MK-571 competitively antagonizes contractions of guinea pig trachea and ileum induced by leukotriene (LT) D4 and LTE4 and contractions of human trachea induced by LTD4. MK-571 antagonizes bronchoconstriction induced in anesthetized guinea pigs by i.v. LTC4, LTD4, and LTE4 but do not block bronchoconstriction to arachidonic acid. In clinical trials, MK-571 is a potent antagonist of LTD4-induced bronchoconstriction in both normal volunteers and asthmatic patients.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Leukotriene D4-induced increases in cytosolic calcium in THP-1 cells: dependence on extracellular calcium and inhibition with selective leukotriene D4 receptor antagonists. | 1994 Jun |
|
| Overexpression of the multidrug resistance-associated protein (MRP1) in human heavy metal-selected tumor cells. | 1999 Jan 29 |
|
| Characterization of the human cysteinyl leukotriene 2 receptor. | 2000 Sep 29 |
|
| Functional analysis of ABCA8, a new drug transporter. | 2002 Oct 18 |
|
| Substrates and inhibitors of efflux proteins interfere with the MTT assay in cells and may lead to underestimation of drug toxicity. | 2004 Oct |
|
| Interactions of mefloquine with ABC proteins, MRP1 (ABCC1) and MRP4 (ABCC4) that are present in human red cell membranes. | 2005 Aug 15 |
|
| Endogenous thiols and MRP transporters contribute to Hg2+ efflux in HgCl2-treated tubular MDCK cells. | 2005 Jan 5 |
|
| Effects of fibrates on human organic anion-transporting polypeptide 1B1-, multidrug resistance protein 2- and P-glycoprotein-mediated transport. | 2005 Jul |
|
| Catfish egg lectin causes rapid activation of multidrug resistance 1 P-glycoprotein as a lipid translocase. | 2005 Mar |
|
| Inhibition of MRP1-mediated efflux in human erythrocytes by mono-anionic bile salts. | 2005 Sep-Oct |
|
| Pharmacological inhibition of leukotrienes in an animal model of bleomycin-induced acute lung injury. | 2006 Nov 21 |
|
| Role of proline 1150 in functional interactions between the membrane spanning domains and nucleotide binding domains of the MRP1 (ABCC1) transporter. | 2008 Apr 15 |
|
| A novel arsenical has antitumor activity toward As2O3-resistant and MRP1/ABCC1-overexpressing cell lines. | 2008 Oct |
|
| Cross-functioning between the extraneuronal monoamine transporter and multidrug resistance protein 1 in the uptake of adrenaline and export of 5-(glutathion-S-yl)adrenaline in rat cardiomyocytes. | 2009 Jan |
|
| Chrysin blocks topotecan-induced apoptosis in Caco-2 cells in spite of inhibition of ABC-transporters. | 2010 Aug 15 |
|
| Early identification of clinically relevant drug interactions with the human bile salt export pump (BSEP/ABCB11). | 2013 Dec |
|
| Utilization of human nuclear receptors as an early counter screen for off-target activity: a case study with a compendium of 615 known drugs. | 2015 Jun |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:57:28 UTC 2023
by
admin
on
Fri Dec 15 15:57:28 UTC 2023
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| Record UNII |
76LB1G2X6V
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| Record Status |
Validated (UNII)
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| Record Version |
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DTXSID5048390
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5281888
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115104-28-4
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