Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

Quality Level

100

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
055M4720V
021M4628V
010M4610
107K4600
126K4600

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
Female sexual behavior in mice is controlled by kisspeptin neurons
Hellier V, et al.
Nature Communications, 9(1), 400-400 (2018)
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
View All Related Papers

Related Content

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

DISCOVER Bioactive Small Molecules for Nitric Oxide & Cell Stress Research

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service