ChemicalBook > CAS DataBase List > BAY 41-2272

BAY 41-2272

Product Name
BAY 41-2272
CAS No.
256376-24-6
Chemical Name
BAY 41-2272
Synonyms
IN1523;UNII-34A162J6WB;BAY 41-2272, Soluble guanylyl cyclase (sGC) activator;Inhibitor,inhibit,Guanylate Cyclase,BAY 41 2272,BAY 412272,BAY 41-2272;3-(4-Amino-5-cyclopropylpyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3;5-Cyclopropyl-2-(1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-amine;5-cyclopropyl-2-[1-[(2-fluorophenyl)methyl]pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-4-amine;5-Cyclopropyl-2-[1-[(2-fluorophenyl)Methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-pyriMidinaMine;4-Pyrimidinamine, 5-cyclopropyl-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-;BAY 41-2272; 256376-24-6; UNII-34A162J6WB; IN1523; BAY-41-2272; 3-(4-AMINO-5-CYCLOPROPYLPYRIMIDIN-2-YL)-1-(2-FLUOROBENZYL)-1H-PYRAZOLO[3;4-B]PYRIDINE
CBNumber
CB9497944
Molecular Formula
C20H17FN6
Formula Weight
360.39
MOL File
256376-24-6.mol
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BAY 41-2272 Property

Melting point:
210.5-211.4 °C
Boiling point:
496.1±45.0 °C(Predicted)
Density 
1.49±0.1 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
DMSO: 26 mg/mL at 60 °C
form 
solid
pka
2.71±0.10(Predicted)
color 
white
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
196876
Product name
BAY 41-2272 - CAS 256376-24-6 - Calbiochem
Packaging
5mg
Price
$251
Updated
2024/03/01
Cayman Chemical
Product number
10057
Product name
BAY 41-2272
Purity
≥95%
Packaging
5mg
Price
$106
Updated
2024/03/01
Cayman Chemical
Product number
10057
Product name
BAY 41-2272
Purity
≥95%
Packaging
10mg
Price
$198
Updated
2024/03/01
Cayman Chemical
Product number
10057
Product name
BAY 41-2272
Purity
≥95%
Packaging
25mg
Price
$414
Updated
2024/03/01
Cayman Chemical
Product number
10057
Product name
BAY 41-2272
Purity
≥95%
Packaging
50mg
Price
$775
Updated
2024/03/01
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BAY 41-2272 Chemical Properties,Usage,Production

Description

Soluble guanylate cyclase (sGC), a receptor for nitric oxide (NO), is a heterodimer consisting of alpha and beta subunits, with the beta subunit featuring a heme-nitric oxide (H-NOX) binding domain. The binding of NO to H-NOX induces sGC to generate the second messenger cGMP. BAY 41-2272 is a pyrazolopyridine compound that acts as an activator of sGC, stimulating activity to a level that would be expected to cause biologically important increases in cGMP at concentrations as low as 10-100 nM. Through this effect, it inhibits platelet aggregation (IC50 = 36 nM), induces relaxation of phenylephrine-preconstricted rabbit aorta rings (IC50 = 304 nM), and reduces proliferation in smooth muscle. BAY 41-2272 is effective in vivo, as it decreases mean arterial blood pressure in hypertensive rats. Unlike another sGC activator, YC-1 , BAY 41-2772 does not inhibit phosphodiesterases.

Uses

BAY 41-2272 is a soluble guanylate cyclase agonist that activates human mononuclear phagocytes. Inhibits vascular smooth muscle growth through the cAMP-dependent protein kinase and cGMP-dependent protein kinase pathways.

Definition

ChEBI: BAY 41-2272 is a pyrazolopyridine that is 1H-pyrazolo[3,4-b]pyridine which is substituted by a 2-fluorobenzyl group at position 1 and by a 4-amino-5-cyclopropylpyrimidin-2-yl group at position 3. It is an activator of soluble guanylate cyclase. It has a role as a soluble guanylate cyclase activator, a platelet aggregation inhibitor, a vasodilator agent and an antihypertensive agent. It is a pyrazolopyridine, a member of monofluorobenzenes, an aminopyrimidine and a member of cyclopropanes.

General Description

A cell-permeable pyrazolopyridinylpyrimidine compound that acts as a selective and potent stimulator of soluble guanylate cyclase (effective dose ~ 0.1 nM to 100 μM using recombinant soluble guanylate cyclase). The mode of activation is NO-independent and appears to be mediated through direct binding to the α1 and α2 subunits. Shown to be effective in treating numerous cardiovascular conditions in animal models. Inhibits phenylephrine-induced constriction of rabbit aortic rings (IC50 = 304 nM) and blocks collagen-induced aggregation of human platelets (IC50 = 36 nM). Does not inhibit phosphodiesterases.

Biochem/physiol Actions

Cell permeable: yes

storage

Store at +4°C

BAY 41-2272 Preparation Products And Raw materials

Raw materials

Preparation Products

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256376-24-6, BAY 41-2272Related Search:


  • BAY 41-2272; 256376-24-6; UNII-34A162J6WB; IN1523; BAY-41-2272; 3-(4-AMINO-5-CYCLOPROPYLPYRIMIDIN-2-YL)-1-(2-FLUOROBENZYL)-1H-PYRAZOLO[3;4-B]PYRIDINE
  • IN1523
  • UNII-34A162J6WB
  • 3-(4-Amino-5-cyclopropylpyrimidin-2-yl)-1-(2-fluorobenzyl)-1H-pyrazolo[3
  • 5-Cyclopropyl-2-[1-[(2-fluorophenyl)Methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-4-pyriMidinaMine
  • 5-Cyclopropyl-2-(1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-amine
  • 4-Pyrimidinamine, 5-cyclopropyl-2-[1-[(2-fluorophenyl)methyl]-1H-pyrazolo[3,4-b]pyridin-3-yl]-
  • Inhibitor,inhibit,Guanylate Cyclase,BAY 41 2272,BAY 412272,BAY 41-2272
  • 5-cyclopropyl-2-[1-[(2-fluorophenyl)methyl]pyrazolo[3,4-b]pyridin-3-yl]pyrimidin-4-amine
  • BAY 41-2272, Soluble guanylyl cyclase (sGC) activator
  • 256376-24-6
  • Pharmaceuticals, Intermediates & Fine Chemicals, Inhibitors