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SML2365

Sigma-Aldrich

Phenprocoumon

≥97% (HPLC)

Synonym(s):

2-Hydroxy-3-(1-phenylpropyl)-4H-1-benzopyran-4-one, 4-Hydroxy-3-(1-phenylpropyl)-2H-1-Benzopyran-2-one

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About This Item

Empirical Formula (Hill Notation):
C18H16O3
CAS Number:
435-97-2
Molecular Weight:
280.32
MDL number:
MFCD00865273
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C18H16O3/c1-2-13(12-8-4-3-5-9-12)16-17(19)14-10-6-7-11-15(14)21-18(16)20/h3-11,13,20H,2H2,1H3

InChI key

QNDUUBVQYBBRBW-UHFFFAOYSA-N

Biochem/physiol Actions

Phenprocoumon is a coumarin derivative that inhibits vitamin K and acts as a long acting oral anticoagulant. It was recently found to act synergistically with flutamide to modulate the stability of the androgen receptor (AR) and resensitize AR-mutant prostate cancer cells to flutamide.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Repr. 2 - STOT RE 2

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Eleanor Hüttel et al.
Thrombosis and haemostasis, 117(5), 870-879 (2017-02-24)
The aim of this observational cohort study was to specify the risk of the vitamin K antagonist (VKA) phenprocoumon during first trimester of pregnancy, in particular to estimate the risk of birth defects and spontaneous fetal loss. Four hundred eight
Marco P Licciardello et al.
Nature chemical biology, 13(7), 771-778 (2017-05-23)
Approved drugs are invaluable tools to study biochemical pathways, and further characterization of these compounds may lead to repurposing of single drugs or combinations. Here we describe a collection of 308 small molecules representing the diversity of structures and molecular
Stefan H Hohnloser et al.
Clinical research in cardiology : official journal of the German Cardiac Society, 106(8), 618-628 (2017-03-16)
Non-vitamin K antagonist oral anticoagulants (NOACs) are at least as effective and safe as vitamin K antagonists (VKAs) for stroke prevention in atrial fibrillation (AF). All pivotal trials have compared NOACs to warfarin. However, other VKAs are commonly used, for

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