BAY 41-2272

Alias: BAY 41-2272; BAY-41-2272; BAY41-2272; BAY412272; BAY-412272; BAY 412272

Cat No.:V1869 Purity: ≥98%

COA Product Data Instructions for use SDS

BAY 41-2272 Chemical Structure CAS No.: 256376-24-6
Product category: Guanylate Cyclase

This product is for research use only, not for human use. We do not sell to patients.

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10mg
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50mg
100mg
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Major Universities, Research Institutions, Biotech & Pharma
Citations by Top Journals: Nature, Cell, Science, etc.

Top Publications Citing lnvivochem Products

Nature 2021, 597(7874):119-125.

Cell 2020,183:1202-1218.e25.

Science Adv 2022: 8, eabm9427.

Nature 597, 119–125 (2021)

Cell Stem Cell 2020,26(6):845-861.e12.

Science Trans Med 2023,15(701):eadd7872.

STTT 2023,8(1):91.

Cell Reports 2023,42(4):112313

Science Trans Med 2023, 15: eadd7872.

Cancer Cell 2021,39(4):529-547.e7.

Cancer Discov 2022,12(4):1106-1127.

Immunity 2023,56(3):620-634.e11.

J Am Chem Soc 2022,144:21831-21836.

Cell 2020,183:1202-1218.e25.

Science Adv 2022:8,eabm9427.

Nature 2021,597(7874):119-125.

Cell 2020,183:1202-1218.e25.

PNAS Nexus 2022,1(3):pgac063.

ACS Nano 2023,17(10):9110-9125.

Biomaterial 2023 Sep16:302:122333.

Purity & Quality Control Documentation

Current batch：

Purity: ≥98%

COA

MSDS

Instructions

Product Description
Bioactivity & Protocols
Physicochemical Properties
Solubility Data
Calculators
Biological Data

Product Description

BAY 41-2272 is a novel and potent activator of nitric oxide-sensitive guanylyl cyclase (NO-sensitive GC) with EC50 values of 0.3 μmol/L and 3 μmol/L in the presence and absence of 100 nmol/L DEA-NO, respectively. BAY 41-2272 may have a sensitizing effect on NO-sensitive GC in platelets when GSNO at 3 μmol/L (a submaximally effective concentration) is evaluated. Applying NO at this concentration without BAY 41-2272 produced a cGMP response that was merely marginal. A quick rise in cGMP up to 1000 pmol/109 platelets was observed following treatment with GSNO at 3 μmol/L in the presence of BAY 41-2272 at 100 μmol/L.

Biological Activity I Assay Protocols (From Reference)

Targets

Guanylate cyclase

ln Vitro

In vitro activity: BAY 41-2272 causes the human and rabbit cavernosum to relax in response to concentration, with EC50 values of 489.1 nM and 406.3 nM in vitro, respectively.

ln Vivo

BAY 41-2272 (10 mg/kg, p.o.) exhibits antiplatelet effect, significantly lowers blood pressure, and improves survival in female spontaneously hypertensive rats. [2] In addition to improving macrophage functions, BAY 41-2272 (10 mg/kg, i.p.) significantly increases macrophage-dependent cell influx to the peritoneum in C. albicans-infected mice while also lowering the death rate. [4] BAY 41-2272 ameliorates impaired corpus cavernosum (CC) relaxation in db/db-/- type II diabetic and obese mice. [5]

Enzyme Assay

BAY 41-2272 is an activator of guanylyl cyclase sensitive to nitric oxide (NO-sensitive GC), with EC50 values of 3 μmol/L and 0.3 μmol/L in the presence and absence of 100 nmol/L DEA-NO, respectively.

Cell Assay

BAY 41-2272 may have a sensitizing effect on NO-sensitive GC in platelets when GSNO at 3 μmol/L (a submaximally effective concentration) is evaluated. Applying NO at this concentration without BAY 41-2272 produced a cGMP response that was merely marginal. A quick rise in cGMP up to 1000 pmol/109 platelets was observed following treatment with GSNO at 3 μmol/L in the presence of BAY 41-2272 at 100 μmol/L.

Animal Protocol

Dissolved in 10/20/70 (v/v/v) Transcutol/Cremophor EL/water; 1 mg/kg; p.o.

Female spontaneously hypertensive rats

References

[1]. BMC Pharmacol . 2001:1:13.

[2]. Nature . 2001 Mar 8;410(6825):212-5.

[3]. J Urol . 2003 Feb;169(2):761-6.

[4]. Mem Inst Oswaldo Cruz . 2015 Feb;110(1):75-85.

[5]. J Pharmacol Exp Ther . 2015 May;353(2):330-9.

These protocols are for reference only. InvivoChem does not independently validate these methods.

Physicochemical Properties

Molecular Formula

C20H17FN6

Molecular Weight

360.39

Exact Mass

360.15

Elemental Analysis

C, 66.65; H, 4.75; F, 5.27; N, 23.32

CAS #

256376-24-6

Related CAS #

256376-24-6

Appearance

Solid powder

SMILES

C1CC1C2=CN=C(N=C2N)C3=NN(C4=C3C=CC=N4)CC5=CC=CC=C5F

InChi Key

ATOAHNRJAXSBOR-UHFFFAOYSA-N

InChi Code

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)

Chemical Name

5-cyclopropyl-2-[1-[(2-fluorophenyl)methyl]pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-4-amine

Synonyms

BAY 41-2272; BAY-41-2272; BAY41-2272; BAY412272; BAY-412272; BAY 412272

HS Tariff Code

2934.99.9001

Storage

Powder -20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition

Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Solubility Data

Solubility (In Vitro)

DMSO: 17.5~35 mg/mL (48.6~97.1 mM)

Water: <1 mg/mL

Ethanol: ~4 mg/mL (~11.1 mM)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.7748 mL	13.8739 mL	27.7477 mL
	5 mM	0.5550 mL	2.7748 mL	5.5495 mL
	10 mM	0.2775 mL	1.3874 mL	2.7748 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Mass

Concentration

Volume

Molecular Weight*

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Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

Calculate the Mass of a compound required to prepare a solution of known volume and concentration
Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume

See Example

An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?

Enter 350.26 in the Molecular Weight (MW) box
Enter 10 in the Concentration box and choose the correct unit (mM)
Enter 5 in the Volume box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Concentration (Start)

Volume (Start)

Concentration (End)

Volume (End)

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Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:

Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
Enter 25 into the Concentration (End) box and select the correct unit (mM)
Enter 25 into the Volume (End) box and choose the correct unit (mL)
Click the “Calculate” button
The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box

Molecular formula

Total molecular weight

g/mol

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Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4 c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:

To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.

Definitions of molecular mass, molecular weight, molar mass and molar weight:

Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.

Volume (to add to vial)

Mass (in vial)

Desired Reconstitution Concentration

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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
Click the “Calculate” button
The answer appears in the Volume (to add to vial) box

In vivo Formulation Calculator (Clear solution)

Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)

Dosage mg/kg

Average weight of animals g

Dosing volume per animal μL

Number of animals

Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)

% DMSO

% Tween 80

% ddH₂O

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Calculation results

Working concentration： mg/mL；

Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH₂O，mix and clarify.

Note： (1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.

Biological Data

sGC/cGMP/PKG signaling pathway in HNSCC cell lines.Cancer Lett. 2016 Jan 28;370(2):279-85.
NO donors, sGC stimulators, and PDE5 inhibitors decrease the viability of HNSCC cells.Cancer Lett. 2016 Jan 28;370(2):279-85.
Tadalafil suppressed the growth of CAL27 xenograftsin vivo.Cancer Lett. 2016 Jan 28;370(2):279-85.
BAY 41-2272 (BAY) and Tadalafil (Tad) decrease cell proliferation and induce apoptosis in HNSCC cells.Cancer Lett. 2016 Jan 28;370(2):279-85.

BAY 41-2272 (BAY) and Tadalafil (Tad) decrease clonogenic survival of HNSCC cells. CAL27 (A), UM6 (B) and UM47 (C) cells were plated at 150 cells/well in 6 well plates and treated before first doubling. After 72 h, treatments were replaced with growth media and colonies were allowed to form for 2 weeks. Colonies were stained with crystal violet and counted.Cancer Lett. 2016 Jan 28;370(2):279-85.

Effect of sGC or PKG inhibitors on apoptosis induced by BAY or Tadalafil.Cancer Lett. 2016 Jan 28;370(2):279-85.