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REGADENOSON

CAS No.
313348-27-5
Chemical Name:
REGADENOSON
Synonyms
Regadenoson monohydrate;CS-1874;REGADENOSON;LEXISCAN; CVT-3146;;Regadenoson Impurity;Regadenoson(CVT-3146);Regadenoson Impurity 16;Regadenoson Impurity 18;Regadenoson Monohydrate (CVT-3146);2-[4-(N-Methylcarbamoyl)-1H-pyrazol-4-yl)adenosine
CBNumber:
CB0501002
Molecular Formula:
C15H18N8O5
Molecular Weight:
390.35
MDL Number:
MFCD09832544
MOL File:
313348-27-5.mol
Last updated:2023-07-21 14:17:16

REGADENOSON Properties

Melting point 158-160°C
Density 1.98±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,2-8°C
solubility DMSO (Slightly), Methanol (Slightly, Sonicated)
form Solid
pka 13.07±0.70(Predicted)
color Off-White to Pale Brown
CAS DataBase Reference 313348-27-5
FDA UNII 7AXV542LZ4
NCI Drug Dictionary regadenoson
ATC code C01EB21

SAFETY

Risk and Safety Statements

REGADENOSON price More Price(32)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 18814 Regadenoson ≥98% 313348-27-5 1mg $44 2024-03-01 Buy
Cayman Chemical 18814 Regadenoson ≥98% 313348-27-5 5mg $140 2024-03-01 Buy
Cayman Chemical 18814 Regadenoson ≥98% 313348-27-5 10mg $235 2024-03-01 Buy
Cayman Chemical 18814 Regadenoson ≥98% 313348-27-5 25mg $479 2024-03-01 Buy
Usbiological R1375 Regadenoson 313348-27-5 5mg $368 2021-12-16 Buy
Product number Packaging Price Buy
18814 1mg $44 Buy
18814 5mg $140 Buy
18814 10mg $235 Buy
18814 25mg $479 Buy
R1375 5mg $368 Buy

REGADENOSON Chemical Properties,Uses,Production

Description

Lexiscan ™(regadenoson) is an injectable adenosine A2A receptor agonist for use as a pharmacologic stress agent in myocardial perfusion imaging (MPI) studies in patients unable to undergo adequate exercise induced stress. Regadenoson is the first adenosine A2A receptor agonist shown to be safe and effective as a pharmacologic stress agent in MPI studies. It is delivered as a rapid bolus (approximately 10 seconds) with no dose adjustment required for body weight. The product was developed under a license and collaboration agreement between CV Therapeutics and Astellas, and was launched by Astellas in June of 2008.

Chemical Properties

Off-White Solid

Uses

Regadenoson is a selective, short-acting adenosine A2A receptor agonist (Ki = 1.1 nM for pig striatum A2A receptor). It increases coronary blood flow 3.4- to 3.8-fold with a half-time to reversal of 1.9-2.6 minutes in open-chest anesthetized pigs. Regadenoson is used to induce hyperemia (increased blood flow), particularly in the context of myocardial perfusion imaging. It has also been found to increase the delivery of compounds to the central nervous system through the blood-brain barrier in animals.

Uses

A selective A2A adenosine receptor agonist in myocardial imaging

Uses

Regadenoson is a selective and potent A2A adenosine receptor agonist (1). The adenosine A2A receptor is a G-protein-coupled receptor and a key therapeutic target for oncologic, inflammatory, Parkinson''s and cardiovascular diseases (2). In rodent studies, it has been shown that co-administration of Regadenoson with Temozolomide (T017775) can increase Temozolomide concentration in the brain (3).

Definition

ChEBI: Regadenoson is a purine nucleoside.

Synthesis

The synthesis of regadenoson has been reported in several papers and patents and a scalable procedure is detailed in the scheme. The synthesis was initiated with the reaction of 2- chloroadenosine hemihydrate (94) and hydrazine monohydrate at 40-50 ??C to provide 95 in 81% yield with 99.3% purity. Hydrazine 95 was condensed with ethyl-2-formyl-3- oxopropionate (96) under refluxing IPA to furnish the pyrazole 97 in 77% yield which was collected by filtration and used in next step without further purification. Pyrazole 97 was then reacted with methyl amine at room temperature to provide regadenoson (XV). Although the yield was not reported, the product was collected by simple filtration.

Synthesis_313348-27-5

in vitro

regadenoson was selective for the a2a adenosine receptor versus the a1, a2b, and a3 receptors in binding and functional studies. regadenoson was also found to be a full and potent agonist to cause coronary vasodilation, a response that has a very large a2a receptor reserve [1].

in vivo

in a study of 10 conscious dogs, authors compared intravenously injected regadenoson to that of adenosine. regadenoson caused a dose-dependent increase of coronary blood flow (cbf), whereas adenosine was less potent but produced equivalent hyperemia. thus, authors concluded that regadenoson is a potent coronary vasodilator with a short duration of action, minimal and transient systemic hemodynamic effects, and ease of administration [1].

References

[1] cerqueira md. the future of pharmacologic stress: selective a2a adenosine receptor agonists. am j cardiol. 2004 jul 22;94(2a):33d-40d; discussion 40d-42d.

REGADENOSON Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 193)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
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Hubei xin bonus chemical co. LTD
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BOC Sciences
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CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
Nanjing Shizhou Biotechnology Co., Ltd
+86-15850508050 +86-15850508050 sean.lv@synzest.com China 323 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Shanxi Xuanran Import and Export Trade Co., Ltd.
+8617735180244 mike_yan@xuanranglobal.com CHINA 4022 58

View Lastest Price from REGADENOSON manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Regadenoson Monohydrate pictures 2021-10-26 Regadenoson Monohydrate
313348-27-5
US $0.00 / g 1g 99%min 1000g WUHAN FORTUNA CHEMICAL CO., LTD
REGADENOSON pictures 2019-07-06 REGADENOSON
313348-27-5
US $2.00 / kg 1kg 99% 100kg Career Henan Chemical Co
  • REGADENOSON pictures
  • REGADENOSON
    313348-27-5
  • US $2.00 / kg
  • 99%
  • Career Henan Chemical Co

REGADENOSON Spectrum

Regadenoson(CVT-3146) 6-Amino-2-[4-(methylcarbamoyl)-1H-pyrazol-1-yl]purine-9-yl-beta-D-ribofuranoside Regadenoson Regadenoson 6-Amino-2-[4-(methylcarbamoyl)-1H-pyrazol-1-yl]purine-9-yl-beta-D-ribofuranoside REGADENOSON 2-[4-[(Methylamino)carbonyl]-1H-pyrazol-1-yl]-adenosin 2-[4-[(Methylamino)carbonyl]-1H-pyrazol-1-yl]-adenosine 6-Amino-2-[4-(methylcarbamoyl)-1H-pyrazol-1-yl]purine-9-yl-beta-D-ribofuranoside 1-(6-Amino-9-((2R,3S,4R,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-2-yl)-N-methyl-1H-pyrazole-4-carboxamide monohydrate 6-Amino-2-[4-(methylcarbamoyl)-1H-pyrazol-1-yl]purine-9-yl-beta-D-ribofuranoside monohydrate 2-[4-(N-Methylcarbamoyl)-1H-pyrazol-4-yl)adenosine Adenosine,2-[4-[(methylamino)carbonyl]-1H-pyrazol-1-yl]- CS-1874 LEXISCAN; CVT-3146; Regadenoson Impurity Regadenoson Impurity 16 Regadenoson Impurity 18 Regadenoson Monohydrate (CVT-3146) 1-(6-amino-9-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purin-2-yl)-N-methyl-1H-pyrazole-4-carboxamide Regadenoson monohydrate 2-[4-[(4-methylamino)carbonyl]-1H-pyrazol-1-yl]-Adenosine 313348-27-5 1976/3/9 71871 C15H18N8O5 Inhibitors Bases & Related Reagents Intermediates & Fine Chemicals Nucleotides Pharmaceuticals Nucleotides and Nucleosides