200557-29-5

Basic information

• Product Name: 2,2-Dimethyl-propionic acid 3-benzyl-8-cyclopentyl-1-(2-fluoro-propyl)-2,6-dioxo-1,2,3,6-tetrahydro-purin-7-ylmethyl ester
• Synonyms: 2,2-Dimethyl-propionic acid 3-benzyl-8-cyclopentyl-1-(2-fluoro-propyl)-2,6-dioxo-1,2,3,6-tetrahydro-purin-7-ylmethyl ester
• CAS NO: 200557-29-5
• Molecular Weight: 484.571
• Mol File: 200557-29-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,2-Dimethyl-propionic acid 3-benzyl-8-cyclopentyl-1-(2-fluoro-propyl)-2,6-dioxo-1,2,3,6-tetrahydro-purin-7-ylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethyl-propionic acid 3-benzyl-8-cyclopentyl-1-(2-fluoro-propyl)-2,6-dioxo-1,2,3,6-tetrahydro-purin-7-ylmethyl ester(200557-29-5)
• EPA Substance Registry System: 2,2-Dimethyl-propionic acid 3-benzyl-8-cyclopentyl-1-(2-fluoro-propyl)-2,6-dioxo-1,2,3,6-tetrahydro-purin-7-ylmethyl ester(200557-29-5)

Safety Data

• Hazardous Substances Data: 200557-29-5(Hazardous Substances Data)

Upstream product

• 200556-91-8 3-benzyl-8-cyclopentyl-1H-purine-2,6(3H,7H)-dione 
• 5770-23-0 6-amino-5-nitroso-1-(phenylmethyl)-2,4(1H,3H)-pyrimidinedione 
• 172751-17-6 5,6-diamino-1-(phenylmethyl)-2,4(1H,3H)-pyrimidinedione 
• 3400-45-1 cyclopentanecarboxylic acid 
• 41862-11-7 1-benzyl-6-aminouracil 
• 4524-93-0 Cyclopentanecarboxylic acid chloride 
• 1871-72-3 1-bromo-2-fluoro-propane 

Relevant articles and documents

A1 adenosine receptor antagonists as ligands for positron emission tomography (PET) and single-photon emission tomography (SPET).

The high affinity of 8-cyclopentyl-1,3-dipropylxanthine (CPX) for the A1 adenosine receptor (A1AR) provides a good lead for developing radioligands suitable for positron emission tomography (PET) and single-photon emission tomography (SPET). This study tested the hypothesis that the kinds of chemical modifications made in the synthesis of CPX analogues containing carbon-11, fluorine-18, or radioiodine will not alter affinity for the A1AR. This report describes the synthesis and radioligand binding assays of unlabeled CPX analogues having methyl, 2-methoxyethyl, 2-fluoropropyl, or 3-fluoropropyl substituents, respectively, at either N-1 (13a-d) or N-3 (8a-d) or an (E)-3-iodoprop-2-en-1-yl substituent at N-3 (8f). Compounds 8d,f and 13b,d antagonized the binding of [3H]CPX to the A1AR of rat brain with affinities similar to those of CPX; compound 8c was twice as potent as CPX. Analogues 8a,b and 13a were less potent than CPX, but for each the Ki of antagonism was > or = 0.5 nM. Attempts to iodinate the 8-(4-hydroxyphenyl) analogue of CPX failed, probably because the xanthine substituent strongly deactivated the phenol toward electrophilic iodination. In summary, several of the modifications of the propyl groups of CPX needed to produce ligands for imaging by PET and SPET preserve or enhance affinity for the A1AR.