110505-75-4
Chemical Structure
N6-(4-Hydroxybenzyl)adenosine
Synonym(s): Para-topolin riboside
- CAS No.: 110505-75-4
- Formula:C17H19N5O5
- Molecular Weight:373.36
IUPAC Name: (2R,3R,4S,5R)-2-(6-((4-hydroxybenzyl)amino)-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
InChIKey: UGVIXKXYLBAZND-LSCFUAHRSA-N
SMILES: OC[C@@H]1[C@H]([C@H]([C@H](N2C=NC3=C2N=CN=C3NCC4=CC=C(O)C=C4)O1)O)O
Biological Activity: N6-(4-Hydroxybenzyl) adenosine (Para-topolin riboside) is an equilibrative nucleoside transporter 1 (ENT1) inhibitor and a selective agonist of adenosine A2a receptor (A2aR), and also exhibits activity against P2Y12 receptor. N6-(4-Hydroxybenzyl) adenosine reduces ethanol intake and preference, attenuates operant conditioning-induced ethanol place preference, decreases the value of ethanol-related rewards, and inhibits collagen-induced platelet aggregation. N6-(4-Hydroxybenzyl) adenosine can be used in studies related to alcohol use disorder[1][2].
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N6-(4-Hydroxybenzyl)adenosine | 99.84% | N6-(4-Hydroxybenzyl) adenosine (Para-topolin riboside) is an equilibrative nucleoside transporter 1 (ENT1) inhibitor and a selective agonist of adenosine A2a receptor (A2aR), and also exhibits activity against P2Y12 receptor. N6-(4-Hydroxybenzyl) adenosine reduces ethanol intake and preference, attenuates operant conditioning-induced ethanol place preference, decreases the value of ethanol-related rewards, and inhibits collagen-induced platelet aggregation. N6-(4-Hydroxybenzyl) adenosine can be used in studies related to alcohol use disorder. | ||||||||||||||||||||
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References
- [1]. Hong SI, et al. Novel Adenosine Analog, 6-(4-Hydroxybenzyl)-Adenosine, Dampens Alcohol Drinking and Seeking Behaviors. The Journal of pharmacology and experimental therapeutics. 2019 Nov;371(2):260-267. [Content Brief]
- [2]. Vistoli G, et al. Naturally occurring N(6)-substituted adenosines (cytokinin ribosides) are in vitro inhibitors of platelet aggregation: an in silico evaluation of their interaction with the P2Y(12) receptor. Bioorganic & medicinal chemistry letters. 2014 Dec 15;24(24):5652-5655. [Content Brief]
