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+
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 |
|---|---|---|
| Effect of the leukotriene receptor antagonist MK-0679 on baseline pulmonary function in aspirin sensitive asthmatic subjects. | 1993 Dec |
|
| Characterization of the leukotriene D4 receptor in dimethylsulphoxide-differentiated U937 cells: comparison with the leukotriene D4 receptor in human lung and guinea-pig lung. | 1993 Feb 15 |
|
| Overexpression of the multidrug resistance-associated protein (MRP1) in human heavy metal-selected tumor cells. | 1999 Jan 29 |
|
| Characterization of the human cysteinyl leukotriene CysLT1 receptor. | 1999 Jun 24 |
|
| Characterization of the human cysteinyl leukotriene 2 receptor. | 2000 Sep 29 |
|
| Molecular cloning and functional characterization of murine cysteinyl-leukotriene 1 (CysLT(1)) receptors. | 2001 Nov 1 |
|
| Functional analysis of ABCA8, a new drug transporter. | 2002 Oct 18 |
|
| Toxicity of human monocytic THP-1 cells and microglia toward SH-SY5Y neuroblastoma cells is reduced by inhibitors of 5-lipoxygenase and its activating protein FLAP. | 2003 Mar |
|
| Functional expression of the multidrug resistance protein 1 in microglia. | 2003 Oct |
|
| Inverse agonist activity of selected ligands of the cysteinyl-leukotriene receptor 1. | 2004 Apr |
|
| Structural requirements for the flavonoid-mediated modulation of glutathione S-transferase P1-1 and GS-X pump activity in MCF7 breast cancer cells. | 2004 Apr 15 |
|
| The human multidrug-resistance-associated protein MRP1 mediates ATP-dependent transport of unconjugated bilirubin. | 2004 Oct 15 |
|
| Inhibitory activity of a green tea extract and some of its constituents on multidrug resistance-associated protein 2 functionality. | 2005 Feb |
|
| Effects of fibrates on human organic anion-transporting polypeptide 1B1-, multidrug resistance protein 2- and P-glycoprotein-mediated transport. | 2005 Jul |
|
| Involvement of P-glycoprotein and MRP1 in resistance to cyclic tetrapeptide subfamily of histone deacetylase inhibitors in the drug-resistant osteosarcoma and Ewing's sarcoma cells. | 2006 Jan 1 |
|
| Pharmacological inhibition of leukotrienes in an animal model of bleomycin-induced acute lung injury. | 2006 Nov 21 |
|
| Glutathione depletion is necessary for apoptosis in lymphoid cells independent of reactive oxygen species formation. | 2007 Oct 19 |
|
| A novel arsenical has antitumor activity toward As2O3-resistant and MRP1/ABCC1-overexpressing cell lines. | 2008 Oct |
|
| CYP1A1 induction and CYP3A4 inhibition by the fungicide imazalil in the human intestinal Caco-2 cells-comparison with other conazole pesticides. | 2009 Feb 10 |
|
| 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 |
|
| Culture period-dependent change of function and expression of ATP-binding cassette transporters in Caco-2 cells. | 2009 Sep |
Patents
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
76LB1G2X6V
Created by
admin on Fri Dec 15 15:57:28 GMT 2023 , Edited by admin on Fri Dec 15 15:57:28 GMT 2023
|
PRIMARY | |||
|
DTXSID5048390
Created by
admin on Fri Dec 15 15:57:28 GMT 2023 , Edited by admin on Fri Dec 15 15:57:28 GMT 2023
|
PRIMARY | |||
|
5281888
Created by
admin on Fri Dec 15 15:57:28 GMT 2023 , Edited by admin on Fri Dec 15 15:57:28 GMT 2023
|
PRIMARY | |||
|
115104-28-4
Created by
admin on Fri Dec 15 15:57:28 GMT 2023 , Edited by admin on Fri Dec 15 15:57:28 GMT 2023
|
PRIMARY |
SUBSTANCE RECORD
