Chinese Japanese Germany Korea
ChemicalBook >> CAS DataBase List >>Bay 41-2272

Bay 41-2272

Bay 41-2272 Structure
Bay 41-2272 structure
CAS No.
256376-24-6
Chemical Name:
Bay 41-2272
Synonyms
IN1523;UNII-34A162J6WB;BAY 41-2272 (BAY 412272;BAY 41-2272, 10 mM in DMSO;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
CBNumber:
CB9497944
Molecular Formula:
C20H17FN6
Molecular Weight:
360.39
MDL Number:
MFCD06411391
MOL File:
256376-24-6.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:56:30
Request For Quotation

Bay 41-2272 Properties

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
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)
InChIKey ATOAHNRJAXSBOR-UHFFFAOYSA-N
SMILES Nc1nc(ncc1C2CC2)-c3nn(Cc4ccccc4F)c5ncccc35
FDA UNII 34A162J6WB
UNSPSC Code 51111800
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
Storage Class 11 - Combustible Solids
NFPA 704
0
2 0

Bay 41-2272 price More Price(54)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich B8810 BAY 41-2272 ≥97% (HPLC) 256376-24-6 5 mg $259 2026-04-30 Buy
Sigma-Aldrich B8810 BAY 41-2272 ≥97% (HPLC) 256376-24-6 25 mg $776 2026-04-30 Buy
Sigma-Aldrich 196876 BAY 41-2272 - CAS 256376-24-6 - Calbiochem 256376-24-6 5mg $235 2026-04-30 Buy
Cayman Chemical 10057 BAY 41-2272 ≥95% 256376-24-6 5mg $117 2026-04-30 Buy
Cayman Chemical 10057 BAY 41-2272 ≥95% 256376-24-6 10mg $218 2026-04-30 Buy
Product number Packaging Price Buy
B8810 5 mg $259 Buy
B8810 25 mg $776 Buy
196876 5mg $235 Buy
10057 5mg $117 Buy
10057 10mg $218 Buy

Bay 41-2272 Chemical Properties,Uses,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

Synthesis

2-CYCLOPROPYL-3-OXOPROPANENITRILE

256376-79-1

1H-Pyrazolo[3,4-b]pyridine-3-carboxiMidaMide, 1-[(2-fluorophenyl)Methyl]-

256376-68-8

BAY 41-2272

256376-24-6

The general procedure for the synthesis of 5-cyclopropyl-2-(1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-amine from 2-cyclopropyl-3-oxopropanenitrile and 1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridin-3-yl)pyrimidin-4-amine was as follows: 103.7 mg (0.38 mmol) of 1-(2-fluorobenzyl )-1H-pyrazolo[3,4-B]pyridine-3-carboxamidine and 168.1 mg (1.54 mmol) of crude 2-cyclopropyl-3-oxopropanenitrile were dissolved in 0.5 ml of toluene and mixed thoroughly in an ultrasonic bath. Subsequently, the toluene was evaporated under reduced pressure, and the mixture was transferred to an open vessel and heated to 100-105 °C for 1 h under solvent-free conditions for the reaction. Upon completion of the reaction, the mixture was cooled to room temperature and the residue was dissolved in dichloromethane and mixed with 1 g of silica gel, followed by concentration of the mixture using a rotary evaporator. To purify the product, the separation was carried out by column chromatography on silica gel 60 (particle size 0.040-0.063 mm) with cyclohexane/ethyl acetate (1:1) as mobile phase. The final product was obtained as 50.0 mg with a yield of 36.0% of the theoretical value. Thin layer chromatography (TLC) analysis showed an Rf value of 0.23 (SiO2, ethyl acetate/cyclohexane).

storage

Store at +4°C

References

[1] Patent: US6833364, 2004, B1. Location in patent: Page column 37,38
[2] Patent: US6833364, 2004, B1. Location in patent: Page column 37

Bay 41-2272 Preparation Products And Raw materials

Raw materials

Cyclopropaneacetonitrile, alpha-[(dimethylamino)methylene]- (9CI) 2-Cyclopropyl-3-oxopropanenitrile 1H-Pyrazolo[3,4-b]pyridine-3-carboxiMidaMide, 1-[(2-fluorophenyl)Methyl]-

Preparation Products

Bay 41-2272 Suppliers

Global( 88)Suppliers
Supplier Tel Email Country ProdList Advantage
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Dalian Meilun Biotech Co., Ltd. 0411-62910999 13889544652 sales@meilune.com China 4765 58
SembCorp Shenzhenshibai a Biotechnology Co., Ltd 13412890622 China 23 55
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. 025-66113011 13913916777 cfzhang@aikonchem.com China 19902 55
Haoyuan Chemexpress Co., Ltd. 021-58950125 info@chemexpress.com China 7545 61
Nanjing Dulai Biotechnology Co., Ltd. 025-84699383-8003;025-846993838003-8003 18013301590 njduly@126.com China 3293 55
Shanghai TaoSu Biochemical Technology Co., Ltd. 021-33632979 info@tsbiochem.com China 8039 58
Bide Pharmatech Ltd. 400-164-7117 18317119277 product02@bidepharm.com China 40000 60
Shanghai CanSpecsci Instrument Co., Ltd. 400-6087598 15021221957 order@canspecsci.com China 2001 56
Shanghai XingMo Biotechnology Co., Ltd. +86 13524779951; 13524779951 2075692521@qq.com China 294 55
Supplier Advantage
J & K SCIENTIFIC LTD. 76
Dalian Meilun Biotech Co., Ltd. 58
SembCorp Shenzhenshibai a Biotechnology Co., Ltd 55
Jiangsu Aikon Biopharmaceutical R&D co.,Ltd. 55
Haoyuan Chemexpress Co., Ltd. 61
Nanjing Dulai Biotechnology Co., Ltd. 55
Shanghai TaoSu Biochemical Technology Co., Ltd. 58
Bide Pharmatech Ltd. 60
Shanghai CanSpecsci Instrument Co., Ltd. 56
Shanghai XingMo Biotechnology Co., Ltd. 55

View Lastest Price from Bay 41-2272 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
BAY 41-2272 pictures 2026-08-30 BAY 41-2272
256376-24-6
 $30.00-79.00 99.86% 10g TargetMol Chemicals Inc.
BAY 41-2272 pictures 2026-08-03 BAY 41-2272
256376-24-6
 1KG 98% 1000kg Shaanxi Dideu New Materials Co. Ltd
  • BAY 41-2272 pictures
  • BAY 41-2272
    256376-24-6
  • $30.00-79.00
  • 99.86%
  • TargetMol Chemicals Inc.
  • BAY 41-2272 pictures
  • BAY 41-2272
    256376-24-6
  • $0.00
  • 98%
  • Shaanxi Dideu New Materials Co. Ltd

Bay 41-2272 Spectrum

BAY 41-2272(256376-24-6)1HNMR

256376-24-6(Bay 41-2272)Related Search:

6-Anilino-5,8-quinolinedione GUANYLIN (HUMAN) ODQ TYRPHOSTIN AG 1288 YC-1
GUANYLIN (RAT) Protoporphyrin IX L-Carnosine NS-2028

1of2

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 BAY 41-2272, 10 mM in DMSO BAY 41-2272 (BAY 412272 256376-24-6 Pharmaceuticals, Intermediates & Fine Chemicals, Inhibitors