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REGADENOSON

Product Name
REGADENOSON
CAS No.
313348-27-5
Chemical Name
REGADENOSON
Synonyms
Regadenoson monohydrate;CS-1874;REGADENOSON;LEXISCAN; CVT-3146;;CVT-3146|||Lexiscan;Regadenoson Impurity;Regadenoson(CVT-3146);Regadenoson Impurity 18;Regadenoson Impurity 16;Regadenoson Monohydrate (CVT-3146)
CBNumber
CB0501002
Molecular Formula
C15H18N8O5
Formula Weight
390.35
MOL File
313348-27-5.mol
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REGADENOSON Property

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H300Fatal if swallowed

H310Fatal in contact with skin

H330Fatal if inhaled

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P262Do not get in eyes, on skin, or on clothing.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P284Wear respiratory protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P350IF ON SKIN: Gently wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P310Immediately call a POISON CENTER or doctor/physician.

P320Specific treatment is urgent (see … on this label).

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P361Remove/Take off immediately all contaminated clothing.

P363Wash contaminated clothing before reuse.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
18814
Product name
Regadenoson
Purity
≥98%
Packaging
1mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
18814
Product name
Regadenoson
Purity
≥98%
Packaging
5mg
Price
$140
Updated
2024/03/01
Cayman Chemical
Product number
18814
Product name
Regadenoson
Purity
≥98%
Packaging
10mg
Price
$235
Updated
2024/03/01
Cayman Chemical
Product number
18814
Product name
Regadenoson
Purity
≥98%
Packaging
25mg
Price
$479
Updated
2024/03/01
Usbiological
Product number
R1375
Product name
Regadenoson
Packaging
5mg
Price
$368
Updated
2021/12/16
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REGADENOSON Chemical Properties,Usage,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

A selective A2A adenosine receptor agonist in myocardial imaging

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

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.

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

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REGADENOSON Suppliers

MSN LIFE SCIENCES PRIVATE LTD
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formulation@msnlabs.com
Country
India
ProdList
104
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58
Sun Pharmaceutical Industries Ltd.
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SunPharma.IndiaBusiness@sunpharma.com
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India
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Taj Mahal Vision Chemicals Private Limited
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India
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206
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Vcare Medicines
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India
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114
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SynZeal Research Pvt Ltd
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standards@synzeal.com
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India
ProdList
6514
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58
Pharmaffiliates Analytics and Synthetics P. Ltd
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mktg@pharmaffiliates.com
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A.J Chemicals
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sales@ajchem.in
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CHEMSWORTH
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GLAND PHARMA LTD
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BIOPHORE INDIA PHARMACEUTICALS PVT LTD
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info@biophore.com
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USV PRIVATE LTD
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India
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SUN PHARMACEUTICAL INDUSTRIES LTD
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secretarial@sunpharma.com
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MYLAN API US LLC
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WOCKHARDT BIO AG
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View Lastest Price from REGADENOSON manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
Product
Regadenoson Monohydrate 313348-27-5
Price
US $0.00/g
Min. Order
1g
Purity
99%min
Supply Ability
1000g
Release date
2021-10-25
Career Henan Chemical Co
Product
REGADENOSON 313348-27-5
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-23

313348-27-5, REGADENOSONRelated Search:


  • CS-1874
  • LEXISCAN; CVT-3146;
  • Regadenoson Impurity
  • Regadenoson Impurity 16
  • Regadenoson Impurity 18
  • 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
  • Regadenoson monohydrate
  • 2-[4-(N-Methylcarbamoyl)-1H-pyrazol-4-yl)adenosine
  • Regadenoson Monohydrate (CVT-3146)
  • Adenosine,2-[4-[(methylamino)carbonyl]-1H-pyrazol-1-yl]-
  • 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
  • 2-[4-[(4-methylamino)carbonyl]-1H-pyrazol-1-yl]-Adenosine
  • CVT-3146|||Lexiscan
  • 313348-27-5
  • 1976/3/9
  • 71871
  • C15H18N8O5
  • Inhibitors
  • Bases & Related Reagents
  • Intermediates & Fine Chemicals
  • Nucleotides
  • Pharmaceuticals
  • Nucleotides and Nucleosides