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928853-86-5

928853-86-5 Structure

928853-86-5 Structure
IdentificationBack Directory
[Name]

15-Lipoxygenase Inhibitor 1
[CAS]

928853-86-5
[Synonyms]

4-MMPB
15-Lipoxygenase Inhibitor 1
15-Lipoxygenase Inhibitor I
15-Lipoxygenase Inhibitor 1(4-MMPB)
15-Lipoxygenase Inhibitor 1 Exclusive
4-methyl-2-(4-methylpiperazin-1-yl)-5H-pyrimido[4,5-b][1,4]benzothiazine
[Molecular Formula]

C16H19N5S
[MOL File]

928853-86-5.mol
[Molecular Weight]

313.421
Chemical PropertiesBack Directory
[Boiling point ]

532.1±60.0 °C(Predicted)
[density ]

1.265±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Chloroform: >5mg/ml
[form ]

A crystalline solid
[pka]

7.17±0.42(Predicted)
[color ]

Light yellow to orange
Hazard InformationBack Directory
[Uses]

4-MMPB is a selective inhibitor of 15-lipoxygenase, with an IC50 of 18 μM. 4-MMPB has IC50s of 19.5 μM and 19.1 μM for soybean 15-lipoxygenase (SLO) and human 15-lipoxygenase-1 (15-LOX-1), respectively. 4-MMPB has potential for the research of prostate cancer[1][2][3][4].
[Biological Activity]

4-MMPB is a selective lipoxygenase 15-lipoxygenase inhibitor with IC50 value of 18 μM. The IC50 values of it against soybean 15-lipoxygenase (SLO) and human 15-lipoxygenase-1 (15-LOX-1) were 19.5 μM and 19.1 μM, respectively. It has potential for prostate cancer research.
[in vitro]

4-MMPB has an IC 50 of 69.6 μM for DPPH bleaching.
4-MMPB exhibits cytotoxic activity on human PC-3 and HFF3 cell lines.
4-MMPB (41.48 μM; 72 hours) induces apoptosis and DNA damage in PC-3 Cells.

Cell Viability Assay

Cell Line: DU145 cells, PC-3 cells, HFF3 cells
Concentration: 9.57 μM, 19.94 μM, 39.88 μM, 79.77 μM, 159.53 μM
Incubation Time: 24 hours, 48 hours, 72 hours
Result: IC 50 s of 79.76 μM (24 hours), 51.05 μM (48 hours) and 41.48 μM (72 hours) for PC-3 cells, and 255.25 μM (24 hours), 130.81 μM (48 hours) and 98.91 μM (72 hours) for HFF3 cells.
[target]

IC50: 18 μM (15-lipoxygenase)

[storage]

Store at -20°C
[References]

[1] M Bakavoli, et al. Design and synthesis of pyrimido[4,5-b][1,4]benzothiazine derivatives, as potent 15-lipoxygenase inhibitors. Bioorg Med Chem. 2007 Mar 1;15(5):2120-6. DOI:10.1016/j.bmc.2006.12.022
[2] Mohsen Nikpour, et al. Synthesis of new series of pyrimido[4,5-b][1,4] benzothiazines as 15-lipoxygenase inhibitors and study of their inhibitory mechanism. 2013, 22(10), 5036-5043.
[3] Seyed Jamal Alavi, et al. A novel class of human 15-LOX-1 inhibitors based on 3-hydroxycoumarin. Chem Biol Drug Des. 2018 Jun;91(6):1125-1132. DOI:10.1111/cbdd.13174
[4] Saffiyeh Saboormaleki, et al. 7-Farnesyloxycoumarin Exerts Anti-cancer Effects on a Prostate Cancer Cell Line by 15-LOX-1 Inhibition. Arch Iran Med. 2018 Jun 1;21(6):251-259. PMID:29940744
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