53296-10-9

Basic information

• Product Name: 2-PHENYLAMINOADENOSINE
• Synonyms: 2-PHENYLAMINOADENOSINE;2-ANILINOADENOSINE;CV-1808;2-PHENYLAMINOADENOSINE (CV-1808) >97% SE LECTIVE A2 ADENOSIN;2-Anilinoadenosine,CV1808;2-(6-amino-2-anilino-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;6-Amino-2-phenylamino-9-β-D-ribofuranosyl-9H-purine;LSU 165
• CAS NO: 53296-10-9
• Molecular Formula: C₁₆H₁₈N₆O₄
• Molecular Weight: 358.35
• Product Categories: Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Adenosine receptor;Carbohydrates & Derivatives
• Mol File: 53296-10-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 210-212°C
• Boiling Point: 766 °C at 760 mmHg
• Flash Point: 417.1 °C
• Appearance: white/solid
• Density: 1.78 g/cm³
• Vapor Pressure: 1.13E-24mmHg at 25°C
• Refractive Index: 1.829
• Storage Temp.: −20°C
• Solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 3.6 mg/mL
• CAS DataBase Reference: 2-PHENYLAMINOADENOSINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-PHENYLAMINOADENOSINE(53296-10-9)
• EPA Substance Registry System: 2-PHENYLAMINOADENOSINE(53296-10-9)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 53296-10-9(Hazardous Substances Data)

Usage

Description

2-PHENYLAMINOADENOSINE, also known as 2-Phenylaminoadenine, is a selective A2-adenosine receptor agonist derived from adenosine, a nucleoside with widespread biological significance. It is an off-white to pale yellow solid and has the ability to modulate the activity of A2-adenosine receptors, which play a crucial role in various physiological processes.

Uses

Used in Pharmaceutical Industry:
2-PHENYLAMINOADENOSINE is used as a coronary vasodilator for its ability to improve blood flow in the coronary arteries, which can help in treating conditions like angina and other heart-related issues. Its vasodilatory properties make it a potential candidate for the development of drugs targeting cardiovascular diseases.
2-PHENYLAMINOADENOSINE is also used as an antihypertensive agent, helping to lower blood pressure by modulating the activity of A2-adenosine receptors. This can be beneficial in managing hypertension and reducing the risk of associated complications such as stroke and heart attack.
Furthermore, 2-PHENYLAMINOADENOSINE is used as an antipsychotic agent following systemic administration in vivo. Its agonistic activity on A2-adenosine receptors can contribute to the modulation of neurotransmitter systems involved in the pathophysiology of psychiatric disorders, making it a potential therapeutic option for conditions like schizophrenia and bipolar disorder.

Biological Activity

Adenosine A 2 receptor agonist. Coronary vasodilator, antihypertensive and antipsychotic following systemic administration in vivo .

InChI:InChI=1/C16H18N6O4/c17-13-10-14(21-16(20-13)19-8-4-2-1-3-5-8)22(7-18-10)15-12(25)11(24)9(6-23)26-15/h1-5,7,9,11-12,15,23-25H,6H2,(H3,17,19,20,21)/t9-,11-,12-,15-/m1/s1

Upstream product

• 79715-24-5 7-imino-5-phenylamino-3-(β-D-ribofuranosyl)imidazo<4,5-d><1,3>thiazine 
• 79715-25-6 6-mercapto-2-phenylamino-9-(β-D-ribofuranosyl)purine 
• 103-72-0 phenyl isothiocyanate 
• 2627-69-2 AICA riboside 
• 53296-13-2 2-phenylaminoinosine-triacetate 
• 622-16-2 1,3-Diphenylcarbodiimide 
• 23192-64-5 5-amino-1-β-D-ribofuranosyl-1H-imidazole-4-carbonitrile 
• 622-34-4 1-phenylcyanamide 
• 79715-27-8 ethyl 5-amino-1-(β-D-ribofuranosyl)imidazole-4-carboximidate 
• 53296-16-5 6-methythio-2-phenylamino-9-(β-D-ribofuranosyl)purine 
• 2209-23-6 2,4,6-triimino-1,3,5-triphenyl-hexahydro-1,3,5-triazine 
• 70590-17-9 5-amino-1-(2,3,5-tri-O-propionyl-β-D-ribofuranosyl)-imidazole-4-carboxamide 
• 79715-26-7 Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-(2-phenylamino-6-thioxo-1,6-dihydro-purin-9-yl)-tetrahydro-furan-3-yl ester 
• 77994-73-1 Propionic acid (2R,3R,4R,5R)-2-(5-amino-4-ethoxycarbonimidoyl-imidazol-1-yl)-4-propionyloxy-5-propionyloxymethyl-tetrahydro-furan-3-yl ester 

Relevant articles and documents

Synthesis of 2-phenylaminoadenosine from imidazole nucleosides

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