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B8810

Sigma-Aldrich

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
MDL number:
MFCD06411391
UNSPSC Code:
12352200
PubChem Substance ID:
24892096
NACRES:
NA.77

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

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)

InChI key

ATOAHNRJAXSBOR-UHFFFAOYSA-N

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.

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 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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Traci R Tuttle et al.
Cancer letters, 389, 33-40 (2016-12-28)
Head and neck squamous cell carcinoma (HNSCC) is an aggressive and often fatal disease. Cisplatin is the most common chemotherapeutic drug in the treatment of HNSCC, but intrinsic and acquired resistance are frequent, and severe side effects occur at high
Benjamin Vandendriessche et al.
PloS one, 8(8), e72155-e72155 (2013-09-10)
Sepsis and septic shock are associated with high mortality rates and the majority of sepsis patients die due to complications of multiple organ failure (MOF). The cyclic GMP (cGMP) producing enzyme soluble guanylate cyclase (sGC) is crucially involved in the
Jennifer C Irvine et al.
PloS one, 7(11), e44481-e44481 (2012-11-13)
Although evidence now suggests cGMP is a negative regulator of cardiac hypertrophy, the direct consequences of the soluble guanylyl cyclase (sGC) activator BAY 58-2667 on cardiac remodeling, independent of changes in hemodynamic load, has not been investigated. In the present
Female sexual behavior in mice is controlled by kisspeptin neurons
Hellier V, et al.
Nature Communications, 9(1), 400-400 (2018)
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
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