104940-65-0

Basic information

• Product Name: 1-(6-Chloro-9H-purin-9-yl)-1-deoxy-2,3-O-isopropylidene-beta-D-ribofuranuronoyl chloride
• Synonyms: 1-(6-Chloro-9H-purin-9-yl)-1-deoxy-2,3-O-isopropylidene-beta-D-ribofuranuronoyl chloride;1'-deoxy-1'-(6-chloro-9H-purin-9-yl)2',3'-O-isopropylidene-β-D-ribofuranosyl chloride;1-(6-Chloro-9H-purin-9-yl)-1-deoxy-2,3-O-(1-Methylethylidene)-b-D-Ribofuranuronoyl chloride
• CAS NO: 104940-65-0
• Molecular Formula: C₁₃H₁₂Cl₂N₄O₄
• Molecular Weight: 359.16478
• Mol File: 104940-65-0.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.87
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(6-Chloro-9H-purin-9-yl)-1-deoxy-2,3-O-isopropylidene-beta-D-ribofuranuronoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(6-Chloro-9H-purin-9-yl)-1-deoxy-2,3-O-isopropylidene-beta-D-ribofuranuronoyl chloride(104940-65-0)
• EPA Substance Registry System: 1-(6-Chloro-9H-purin-9-yl)-1-deoxy-2,3-O-isopropylidene-beta-D-ribofuranuronoyl chloride(104940-65-0)

Safety Data

• Hazardous Substances Data: 104940-65-0(Hazardous Substances Data)

Usage

General Description

1-(6-Chloro-9H-purin-9-yl)-1-deoxy-2,3-O-isopropylidene-beta-D-ribofuranuronoyl chloride is a chemical compound with a complex structure. It contains a chloro-9H-purinyl group and a ribofuranuronoyl chloride group. The isopropylidene substitution at the 2,3 position of the ribofuranuronoyl group adds further complexity to the molecule. 1-(6-Chloro-9H-purin-9-yl)-1-deoxy-2,3-O-isopropylidene-beta-D-ribofuranuronoyl chloride is commonly used in biochemical and pharmaceutical research as a synthetic building block for creating nucleoside analogs and prodrug molecules. It can also be used as a chemical intermediate in the synthesis of various organic compounds. Overall, 1-(6-Chloro-9H-purin-9-yl)-1-deoxy-2,3-O-isopropylidene-beta-D-ribofuranuronoyl chloride is a versatile and important chemical for the development of new drugs and biologically active molecules.

Upstream product

• 28440-13-3 (3aS,4S,6R,6aR)-2,2-dimethyl-6-(6-oxo-1,6-dihydro-9H-purin-9-yl)tetrahydrofuro[3,4-d][1,3]dioxole-4-carboxylic acid 
• 58-63-9 Inosine 
• 2140-11-6 2',3'-O-isopropylideneinosine 

Downstream Products

• 35788-21-7 adenosine 5'-carboxamide 
• 103201-28-1 (2S,3S,4R,5R)-5-[6-((S)-1-Benzyl-propylamino)-purin-9-yl]-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide 
• 103201-27-0 (2S,3S,4R,5R)-5-[6-((R)-1-Benzyl-propylamino)-purin-9-yl]-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid ethylamide 
• 103201-26-9 (2S,3S,4R,5R)-3,4-Dihydroxy-5-[6-((S)-1-methyl-2-phenyl-ethylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid ethylamide 
• 103201-25-8 (2S,3S,4R,5R)-3,4-Dihydroxy-5-[6-((R)-1-methyl-2-phenyl-ethylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid ethylamide 
• 103201-30-5 (2S,3S,4R,5R)-3,4-Dihydroxy-5-{6-[2-(3,4,5-trimethoxy-phenyl)-ethylamino]-purin-9-yl}-tetrahydro-furan-2-carboxylic acid ethylamide 
• 103201-29-2 (2S,3S,4R,5R)-3,4-Dihydroxy-5-[6-(4-methoxy-phenylamino)-purin-9-yl]-tetrahydro-furan-2-carboxylic acid ethylamide 
• 103201-36-1 (2S,3S,4R,5R)-5-[6-(1-Ethyl-propylamino)-purin-9-yl]-3,4-dihydroxy-tetrahydro-furan-2-carboxylic acid benzylamide 
• 103201-24-7 N-ethyl-N⁶-cyclohexyladenosine-5'-uronamide 
• 932740-12-0 N⁶-(8-benzyloxycarbonylaminooctyl)-5'-ethylamino-2',3'-isopropylidene-5'-oxo-5'-deoxyadenosine 
• 932740-11-9 N⁶-(5-benzyloxycarbonylaminopentyl)-5'-ethylamino-2',3'-isopropylidene-5'-oxo-5'-deoxyadenosine 
• 932740-10-8 N⁶-(3-benzyloxycarbonylaminopropyl)-5'-ethylamino-2',3'-isopropylidene-5'-oxo-5'-deoxyadenosine 
• 932740-15-3 N⁶-(8-benzyloxycarbonylaminooctyl)-5'-ethylamino-5'-oxo-5'-deoxyadenosine 
• 932740-14-2 N⁶-(5-benzyloxycarbonylaminopentyl)-5'-ethylamino-5'-oxo-5'-deoxyadenosine 

Relevant articles and documents

New fluorescent adenosine A1-receptor agonists that allow quantification of ligand-receptor interactions in microdomains of single living cells

Fluorescence spectroscopy is becoming a valuable addition to the array of techniques available for scrutinizing ligand-receptor interactions in biological systems. In particular, scanning confocal microscopy and fluorescence correlation spectroscopy (FCS) allow the noninvasive imaging and quantification of these interactions in single living cells. To address the emerging need for fluorescently labeled ligands to support these technologies, we have developed a series of red-emitting agonists for the human adenosine A1-receptor that, collectively, are N6-aminoalkyl derivatives of adenosine or adenosine 5′-N-ethyl carboxamide. The agonists, which incorporate the commercially available fluorophore BODIPY [630/650], retain potent and efficacious agonist activity, as demonstrated by their ability to inhibit cAMP accumulation in chinese hamster ovary cells expressing the human adenosine A1-receptor. Visualization and confirmation of ligand-receptor interactions at the cell membrane were accomplished using confocal microscopy, and their suitability for use in FCS was demonstrated by quantification of agonist binding in small areas of cell membrane.

N6-substituted N-alkyladenosine-5'-uronamides: bifunctional ligands having recognition groups for A1 and A2 adenosine receptors.

The coronary vasoactivity of N-ethyl-1'-deoxy-1'-(6-amino-9H-purin-9-yl)-beta-D-ribofuranuronamide (NECA, 1) is over 2 orders of magnitude greater than that of adenosine, and the vasoactivity of certain N6-substituted adenosines is as much as 1 order of m