CAS 53296-10-9

2-(Phenylamino)adenosine

Description:

2-(Phenylamino)adenosine, with the CAS number 53296-10-9, is a purine nucleoside derivative characterized by the presence of an adenosine backbone substituted with a phenylamino group at the 2-position of the ribose sugar. This compound exhibits properties typical of nucleosides, including the ability to participate in hydrogen bonding due to the presence of amino and hydroxyl functional groups. It is soluble in polar solvents, reflecting its hydrophilic nature, which is common for nucleosides. The phenylamino substitution can influence its biological activity, potentially affecting interactions with receptors or enzymes in cellular processes. This compound may be of interest in pharmacological research, particularly in studies related to adenosine receptors, which play crucial roles in various physiological functions. Additionally, its structural features may allow for further modifications to enhance its therapeutic potential or selectivity. As with many nucleoside analogs, understanding its stability, reactivity, and biological interactions is essential for exploring its applications in medicinal chemistry.

Formula: C₁₆H₁₈N₆O₄

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

InChI key: InChIKey=SCNILGOVBBRMBK-SDBHATRESA-N

SMILES: NC1=C2C(N(C=N2)[C@H]3[C@H](O)[C@H](O)[C@@H](CO)O3)=NC(NC4=CC=CC=C4)=N1

Synonyms:

• 2-(Phenylamino)adenosine
• 2-Phenylaminoadenosine
• 9-pentofuranosyl-N~2~-phenyl-9H-purine-2,6-diamine
• Adenosine, 2-(phenylamino)-
• Cv-1808
• Lsu 165
• N2-Phenyl-2,6-diaminonebularine
• CV-1808,2-Phenylaminoadenosine
• 2-(6-amino-2-anilino-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• 2-ANILINOADENOSINE
• 2-PHENYLAMINOADENOSINE (CV-1808) >97% SE LECTIVE A2 ADENOSIN
• (2R,3R,4S,5R)-2-(6-Amino-2-(phenylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-d
• (2R,3R,4S,5R)-2-(6-Amino-2-(phenylamino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
• 2-Anilinoadenosine,CV1808

2-Phenylaminoadenosine

CAS: 53296-10-9

Formula: C₁₆H₁₈N₆O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 358.3519

Ref: IN-DA00D9QO

2-Phenylaminoadenosine

CAS: 53296-10-9

Ref: 7W-GN5352

2-Phenylamino Adenosine

Controlled Product

CAS: 53296-10-9

Applications A selective A2-adenosine receptor agonist. Coronary vasodilator, antihypertensive and antipsychotic following systemic administration in vivo.
References Martin, et al.: Pharmacol. Biochem. Behav., 45, 951 (1993

Formula: C₁₆H₁₈N₆O₄

Color and Shape: Neat

Molecular weight: 358.35

Ref: TR-P319530

2-Phenylamino Adenosine

CAS: 53296-10-9

Formula: C₁₆H₁₈N₆O₄

Molecular weight: 358.36

Ref: ST-EA-CP-A88074

2-Phenylaminoadenosine

CAS: 53296-10-9

2-Phenylaminoadenosine (2-PA) is a potent and selective inhibitor of the P2Y receptor. 2-PA has been shown to reduce myocardial infarct size in vivo in mice, which may be due to its ability to inhibit the release of dopamine from the brain. In addition, 2-PA binds to LPS receptors on endothelial cells, reducing the production of proinflammatory cytokines and preventing platelet aggregation. 2-PA also inhibits the activation of toll-like receptor 4 (TLR4) in human monocytes, leading to reduced expression of proinflammatory cytokines and increased expression of anti-inflammatory cytokines.
2-PA is an agonist that binds with high affinity to P2Y receptors on erythrocytes. This binding results in decreased adenosine triphosphate (ATP) production by adenosine deaminase, which leads to decreased intracellular calcium levels and inhibition of neutroph

Formula: C₁₆H₁₈N₆O₄

Purity: Min. 95%

Color and Shape: Powder

Molecular weight: 358.35 g/mol

Ref: 3D-NP07291

CV1808

CAS: 53296-10-9

CV-1808 is a coronary vasodilator, antihypertensive, and antipsychotic following systemic administration in vivo. CV-1808 is an adenosine A2 receptor agonist.

Formula: C₁₆H₁₈N₆O₄

Color and Shape: Off-White To Pale Yellow Solid

Molecular weight: 358.35

Ref: TM-T19696