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P4620

Sigma-Aldrich

PD 146176

≥98% (HPLC), solid

Synonym(s):

6,11-Dihydro[1]benzothiopyrano[4,3-b]indole

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About This Item

Empirical Formula (Hill Notation):
C15H11NS
CAS Number:
4079-26-9
Molecular Weight:
237.32
MDL number:
MFCD05664738
UNSPSC Code:
51111800
PubChem Substance ID:
24724579
NACRES:
NA.77

Assay

≥98% (HPLC)

form

solid

color

white to beige

solubility

DMSO: soluble >10 mg/mL
H2O: insoluble

SMILES string

C1Sc2ccccc2-c3[nH]c4ccccc4c13

InChI

1S/C15H11NS/c1-3-7-13-10(5-1)12-9-17-14-8-4-2-6-11(14)15(12)16-13/h1-8,16H,9H2

InChI key

ZGOOPZVQMLHPFM-UHFFFAOYSA-N

Gene Information

human ... ALOX15(246)
mouse ... ALOX15(11687)
rat ... ALOX15(81639)

Application

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

Biochem/physiol Actions

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Jiang Yang et al.
Scientific reports, 9(1), 13316-13316 (2019-09-19)
Ovarian cancer (OvCa), while accounting for only 3% of all women's cancer, is the fifth leading cause of cancer death among women. One of the most significant obstacles to successful OvCa treatment is chemoresistance. The current lack of understanding of
David M Tobin et al.
PloS one, 8(7), e67828-e67828 (2013-07-23)
While tuberculosis susceptibility has historically been ascribed to failed inflammation, it is now known that an excess of leukotriene A4 hydrolase (LTA4H), which catalyzes the final step in leukotriene B4 (LTB4) synthesis, produces a hyperinflammatory state and tuberculosis susceptibility. Here
Yoo Jin Na et al.
Cancers, 11(11) (2019-11-14)
Despite the importance of radiation therapy, there are few radiation-related markers available for use in clinical practice. A larger catalog of such biomarkers is required to help clinicians decide when radiotherapy should be replaced with a patient-specific treatment. Arachidonate 15-lipoxygenase
Manuela Schneider et al.
Neoplasia (New York, N.Y.), 12(3), 254-263 (2010-03-18)
The selenoenzyme glutathione peroxidase 4 (GPx4) has been described to control specific cyclooxygenases (COXs) and lipoxygenases (LOXs) that exert substantiated functions in tumor growth and angiogenesis. Therefore, we hypothesized a putative regulatory role of GPx4 during tumor progression and created
Haider H Dar et al.
The Journal of clinical investigation, 128(10), 4639-4653 (2018-09-11)
Ferroptosis is a death program executed via selective oxidation of arachidonic acid-phosphatidylethanolamines (AA-PE) by 15-lipoxygenases. In mammalian cells and tissues, ferroptosis has been pathogenically associated with brain, kidney, and liver injury/diseases. We discovered that a prokaryotic bacterium, Pseudomonas aeruginosa, that

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