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Merck
CN

B8810

BAY 41-2272

≥97% (HPLC)

Synonym(s):

3-(4-Amino-5-cyclopropylpyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

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About This Item

Empirical Formula (Hill Notation):
C20H17FN6
CAS Number:
256376-24-6
Molecular Weight:
360.39
NACRES:
NA.77
PubChem Substance ID:
24892096
UNSPSC Code:
12352200
MDL number:
MFCD06411391

Key Documents

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Product Name

BAY 41-2272, ≥97% (HPLC)

InChI key

ATOAHNRJAXSBOR-UHFFFAOYSA-N

SMILES string

Nc1nc(ncc1C2CC2)-c3nn(Cc4ccccc4F)c5ncccc35

InChI

1S/C20H17FN6/c21-16-6-2-1-4-13(16)11-27-20-14(5-3-9-23-20)17(26-27)19-24-10-15(12-7-8-12)18(22)25-19/h1-6,9-10,12H,7-8,11H2,(H2,22,24,25)

assay

≥97% (HPLC)

form

powder

color

white to light brown

mp

210.5-211.4 °C

solubility

DMSO: 5 mg/mL, clear (warmed)

originator

Bayer

storage temp.

2-8°C

Quality Level

100

Application

BAY 41-2272 has been used for the stimulation of guanylate cyclase in heart and neurons.

Biochem/physiol Actions

BAY 41-2272 is an activator of soluble guanylate cyclase at a novel, NO-independent regulatory site. BAY 41-2272 is the first product that stimulates sGC through a non-NO mechanism. BAY 41-2272 inhibits platelet aggregation and induces vasorelaxation without nitrate tolerance.
BAY 41-2272 is an activator of soluble guanylate cyclase; stimulates sGC through a non-NO mechanism; inhibits platelet aggregation, and induces vasorelaxation without nitrate tolerance.

Features and Benefits

This compound was developed by Bayer. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000489347
0000489346
0000489346
0000489347
0000481255

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Katalin Bartus et al.
PloS one, 8(2), e57292-e57292 (2013-03-02)
In the hippocampus, as in many other CNS areas, nitric oxide (NO) participates in synaptic plasticity, manifested as changes in pre- and/or postsynaptic function. While it is known that these changes are brought about by cGMP following activation of guanylyl
Priscila F Monteiro et al.
Cardiovascular diabetology, 11, 5-5 (2012-01-18)
Adiposity greatly increases the risk of atherothrombotic events, a pathological condition where a chronic state of oxidative stress is reported to play a major role. This study aimed to investigate the involvement of (NO)-soluble guanylyl cyclase (sGC) signaling pathway in
Tanja Paul et al.
American journal of physiology. Lung cellular and molecular physiology, 317(2), L222-L234 (2019-06-06)
We have analyzed the effect of the soluble guanylate cyclase (sGC) stimulator BAY 41-2272 in a therapeutic intervention in guinea pigs chronically exposed to cigarette smoke (CS). The effects of sGC stimulation on respiratory function, pulmonary hemodynamics, airspace size, vessel
Female sexual behavior in mice is controlled by kisspeptin neurons
Hellier V, et al.
Nature Communications, 9(1), 400-400 (2018)
Masashi Tawa et al.
Journal of pharmacological sciences, 125(2), 169-175 (2014-05-27)
Hypoxia or hypoxia/reoxygenation impairs nitric oxide (NO)-mediated relaxation through the increase in superoxide generation in monkey coronary arteries. Soluble guanylate cyclase (sGC), the target enzyme of NO, has been shown to change from the NO-sensitive reduced form to the NO-insensitive
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