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ChemicalBook--->CAS DataBase List--->4079-26-9

4079-26-9

4079-26-9 Structure

4079-26-9 Structure
IdentificationBack Directory
[Name]

PD 146176
[CAS]

4079-26-9
[Synonyms]

6,11-dihydrothiochromeno[4,3-b]indole
[1]Benzothiopyrano[4,3-b]indole, 6,11-dihydro-
[Molecular Formula]

C15H11NS
[MDL Number]

MFCD05664738
[MOL File]

4079-26-9.mol
[Molecular Weight]

237.32
Chemical PropertiesBack Directory
[Melting point ]

160 °C
[Boiling point ]

485.4±24.0 °C(Predicted)
[density ]

1.333±0.06 g/cm3(Predicted)
[storage temp. ]

Store at +4°C
[solubility ]

DMSO: 16 mg/mL, soluble
[form ]

solid
[pka]

16.17±0.20(Predicted)
[color ]

cream-colored
Safety DataBack Directory
[Safety Statements ]

22-24/25
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

PD 146176 is a potent and selective inhibitor of reticulocyte 15-lipoxygenase-1. It limits hypercholesterolemia-induced atherosclerosis in New Zealand White rabbits and reduces oxidant stress-induced apoptosis in endothelial cells. PD 146176 inhibits amyloid β protein aggregate formation without changing total levels of amyloid β precursor protein (APP) in cells stably expressing APP. In addition, it lacks significant non-specific antioxidant properties.
[Uses]

PD 146176 has been used to study its influence on ex vivo leukotriene B4 (LTB4) and lipoxin A4 (LXA4) secretion in adipose tissue.
[Definition]

ChEBI: PD-146176 is an organic heterotetracyclic compound that is 1H-indole which is ortho-fused to a 2H-1-benzothiopyran group at positions 2-3. It is an inhibitor of 15-lipoxygenase that limits atherosclerotic lesion development in rabbits. It has a role as a ferroptosis inhibitor, an EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor and an antiatherogenic agent. It is an organic heterotetracyclic compound, an organosulfur heterocyclic compound and an organonitrogen heterocyclic compound.
[Biological Activity]

Specific, non-competitve 15-lipoxygenase (15-LOX) inhibitor (K i = 197nM) that has no demonstrable effect on 5-LOX, 12-LOX, COX-1 or COX-2 (IC 50 = 0.54 μ M for 15-LOX in rabbit reticulocytes). Lacks non-specific antioxidant properties and prevents atherogenesis via regulation of monocyte-macrophage enrichment in vivo .
[Biochem/physiol Actions]

PD 146176 blocks neuroprotectin D1 (NPD1) and eicosanoid synthesis by inhibiting the 5-lipoxygenase-1 (15-LOX-1) enzyme.
[storage]

Store at +4°C
Spectrum DetailBack Directory
[Spectrum Detail]

PD 146176(4079-26-9)1HNMR
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