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BAY 41-2272 is a cell-permeable pyrazolopyridinylpyrimidine compound that acts as a selective and potent stimulator of soluble guanylate cyclase (sGC). It is a receptor for nitric oxide (NO) and is effective in treating numerous cardiovascular conditions in animal models. The activation of sGC by BAY 41-2272 is NO-independent and appears to be mediated through direct binding to the α1 and α2 subunits. BAY 41-2272 inhibits platelet aggregation, induces relaxation of phenylephrine-preconstricted rabbit aorta rings, and reduces proliferation in smooth muscle. BAY 41-2272 is effective in vivo, as it decreases mean arterial blood pressure in hypertensive rats. It does not inhibit phosphodiesterases.

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  • 256376-24-6 Structure
  • Basic information

    1. Product Name: BAY 41-2272
    2. Synonyms: 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
    3. CAS NO:256376-24-6
    4. Molecular Formula: C20H17FN6
    5. Molecular Weight: 360.394
    6. EINECS: N/A
    7. Product Categories: Pharmaceuticals, Intermediates & Fine Chemicals, Inhibitors
    8. Mol File: 256376-24-6.mol
  • Chemical Properties

    1. Melting Point: 210.5-211.4 °C
    2. Boiling Point: 496.08°C at 760 mmHg
    3. Flash Point: 253.82°C
    4. Appearance: white/solid
    5. Density: 1.494g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.767
    8. Storage Temp.: 2-8°C
    9. Solubility: DMSO: 26 mg/mL at 60 °C
    10. PKA: 2.71±0.10(Predicted)
    11. CAS DataBase Reference: BAY 41-2272(CAS DataBase Reference)
    12. NIST Chemistry Reference: BAY 41-2272(256376-24-6)
    13. EPA Substance Registry System: BAY 41-2272(256376-24-6)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 256376-24-6(Hazardous Substances Data)

256376-24-6 Usage

Uses

Used in Pharmaceutical Industry:
BAY 41-2272 is used as a soluble guanylate cyclase agonist for activating human mononuclear phagocytes and inhibiting vascular smooth muscle growth through the cAMP-dependent protein kinase and cGMP-dependent protein kinase pathways.
Used in Cardiovascular Applications:
BAY 41-2272 is used as a therapeutic agent for treating various cardiovascular conditions in animal models. It is effective in reducing mean arterial blood pressure in hypertensive rats and has shown to inhibit platelet aggregation and induce relaxation of phenylephrine-preconstricted rabbit aorta rings.
Used in Research and Development:
BAY 41-2272 is used as a research tool for studying the role of soluble guanylate cyclase in various biological processes and its potential as a therapeutic target for cardiovascular diseases.

Biochem/physiol Actions

Cell permeable: yes

Check Digit Verification of cas no

The CAS Registry Mumber 256376-24-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,5,6,3,7 and 6 respectively; the second part has 2 digits, 2 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 256376-24:
(8*2)+(7*5)+(6*6)+(5*3)+(4*7)+(3*6)+(2*2)+(1*4)=156
156 % 10 = 6
So 256376-24-6 is a valid CAS Registry Number.
InChI:InChI=1/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)

256376-24-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

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

1.2 Other means of identification

Product number -
Other names BAY-41-2272

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:256376-24-6 SDS

256376-24-6Downstream Products

256376-24-6Relevant articles and documents

NO-independent stimulators of soluble guanylate cyclase

Straub, Alexander,Stasch, Johannes-Peter,Alonso-Alija, Cristina,Benet-Buchholz, Jordi,Ducke, Bernhard,Feurer, Achim,Fürstner, Chantal

, p. 781 - 784 (2001)

SARs around a novel type of guanylate cyclase stimulator which act by a mechanism different from classical NO-donors are described. Several pyrazolopyridinylpyrimidines are shown to relax aortic rings and revealed a long-lasting blood pressure lowering effect in rats after oral application.

Substituted pyrazole derivatives

-

Page column 37, (2010/02/09)

The present invention relates to novel substituted pyrazole derivatives of the general formula (I) in which the substituents R1, R2, R3, A, X and Y are each as defined, and to processes for their preparation and to their use as medicaments, in particular as medicaments for the treatment of cardiovascular disorders.

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