105522-07-4

Basic information

• Product Name: 1-((3aS,6aR)-6-(benzyloxyMethyl)-2,2-diMethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-4-chloro-1H-iMidazo[4,5-c]pyridine
• Synonyms: 1-((3aS,6aR)-6-(benzyloxyMethyl)-2,2-diMethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-4-chloro-1H-iMidazo[4,5-c]pyridine;1-[(3aR,6aS)-2,2-dimethyl-4-(phenylmethoxymethyl)-6,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-6-yl]-4-chloroimidazo[4,5-c]pyridine
• CAS NO: 105522-07-4
• Molecular Formula: C22H22ClN3O3
• Molecular Weight: 411.88138
• Mol File: 105522-07-4.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-((3aS,6aR)-6-(benzyloxyMethyl)-2,2-diMethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-4-chloro-1H-iMidazo[4,5-c]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-((3aS,6aR)-6-(benzyloxyMethyl)-2,2-diMethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-4-chloro-1H-iMidazo[4,5-c]pyridine(105522-07-4)
• EPA Substance Registry System: 1-((3aS,6aR)-6-(benzyloxyMethyl)-2,2-diMethyl-4,6a-dihydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)-4-chloro-1H-iMidazo[4,5-c]pyridine(105522-07-4)

Safety Data

• Hazardous Substances Data: 105522-07-4(Hazardous Substances Data)

Upstream product

• 89291-77-0 (1S,4R,5S)-(-)-3-<(benzyloxy)methyl>-4,5-O-isopropylidene-2-cyclopenten-1-ol methanesulfonate 
• 2770-01-6 4-chloro-1H-imidazo[4,5-c]pyridine 

Downstream Products

• 120964-45-6 3-deazaneplanocin A hydrochloride 
• 105522-08-5 (-)-1-<(1R,4R,5S)-3-(Hydroxymethyl)-4,5-dihydroxy-2-cyclopenten-1-yl>-4-chloroimidazo<4,5-c>pyridine 

Relevant articles and documents

Synthesis of 3-Deazaneplanocin A, a Powerful Inhibitor of S-Adenosylhomocysteine Hydrolase with Potent and Selective in Vitro and in Vivo Antiviral Activities

The neplanocin A analogue 3-deazaneplanocin A (2b) has been synthesized.A direct SN2 displacement on the cyclopentenyl mesylate 3 by the sodium salt of 6-chloro-3-deazapurine afforded the desired regioisomer 4 as the major product.After deprotection, this material was converted to 3-deazaneplanocin A in two steps.X-ray crystallographic analysis confirmed the assigned structure.Consistent with its potent inhibition of S-adenosylhomocysteine hydrolase, 3-deazaneplanocin A displayed excellent antiviral activity in cell culture against vesicular stomatitis, parainfluenza type 3, yellow fever, and vaccinia viruses.Antiviral activitiy was also displayed in vivo against vaccinia virus by using a mouse tailpox assay.The significantly lower cytotoxicity of 3-deazaneplanocin A, relative to its parent compound neplanocin A, may be due to its lack of conversion to 5'-triphosphate and S-adenosylmethionine metabolites.