97826-58-9

Basic information

• Product Name: (2R,3S,4R,5R)-2-Hydroxymethyl-5-{6-[methyl-((R)-1-phenyl-ethyl)-amino]-purin-9-yl}-tetrahydro-furan-3,4-diol
• Synonyms: (2R,3S,4R,5R)-2-Hydroxymethyl-5-{6-[methyl-((R)-1-phenyl-ethyl)-amino]-purin-9-yl}-tetrahydro-furan-3,4-diol
• CAS NO: 97826-58-9
• Molecular Weight: 385.423
• Mol File: 97826-58-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (2R,3S,4R,5R)-2-Hydroxymethyl-5-{6-[methyl-((R)-1-phenyl-ethyl)-amino]-purin-9-yl}-tetrahydro-furan-3,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,3S,4R,5R)-2-Hydroxymethyl-5-{6-[methyl-((R)-1-phenyl-ethyl)-amino]-purin-9-yl}-tetrahydro-furan-3,4-diol(97826-58-9)
• EPA Substance Registry System: (2R,3S,4R,5R)-2-Hydroxymethyl-5-{6-[methyl-((R)-1-phenyl-ethyl)-amino]-purin-9-yl}-tetrahydro-furan-3,4-diol(97826-58-9)

Safety Data

• Hazardous Substances Data: 97826-58-9(Hazardous Substances Data)

Upstream product

• 3181-38-2 2',3',5'-tri-O-acetylinosine 
• 2004-06-0 6-Chloropurine riboside 
• 5933-40-4 (R)-(+)-N,α-dimethylbenzylamine 
• 5987-73-5 2',3',5'-O-triacetyl-6-chloroinosine 

Relevant articles and documents

Dog Coronary Artery Adenosine Receptor: Structure of the N6-Alkyl Subregion

The moderately potent and stereoselective coronary vasoactivity of N6-adenosine (1) is the basis for the present study that maps the N6 region of the coronary artery adenosine receptor by means of the structure-coronary vasoactivity relationships of 81 analogues of 1 in the open-thorax dog.Stereoselectivity is a general property of N6-substituted adenosines that have a chiral center adjacent to N6.The activity ratio of 1 to its S diastereomer is 10, the result of the positive interaction with the receptor of the propyl C-3 group of the Rdiastereomer in combination with the steric hindrance exerted by this group of the S diastereomer.Replacing the benzyl moiety of 1 by an ethyl, phenyl, phenethyl, or naphthyl group lowers potency of the R diastereomer and, accordingly, the R/S ratio.Propyl C-1 interacts with a receptor region large enough to accommodate three methylene residues and the propyl C-3 residue with a separate region large enough to accommodate two.The receptor subregion that interacts with the propyl C-1 of 1 is more tolerant of bulk and of polar substituents than the subregion that interacts with propyl C-3.Evidence bearing on the possible contribution of N6 to activity, e.g. through hydrogen bonding, is ambiguous.These results support a provisional model of the N6-alkyl subregion.