40627-36-9

Basic information

• Product Name: (1S)-1-(7-amino-1⁽²⁾H-pyrazolo[4,3-d]pyrimidin-3-yl)-3-bromo-D-1,4-anhydro-3-deoxy-xylitol
• CAS NO: 40627-36-9
• Molecular Weight: 330.141
• Mol File: 40627-36-9.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S)-1-(7-amino-1⁽²⁾H-pyrazolo[4,3-d]pyrimidin-3-yl)-3-bromo-D-1,4-anhydro-3-deoxy-xylitol(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1-(7-amino-1⁽²⁾H-pyrazolo[4,3-d]pyrimidin-3-yl)-3-bromo-D-1,4-anhydro-3-deoxy-xylitol(40627-36-9)
• EPA Substance Registry System: (1S)-1-(7-amino-1⁽²⁾H-pyrazolo[4,3-d]pyrimidin-3-yl)-3-bromo-D-1,4-anhydro-3-deoxy-xylitol(40627-36-9)

Safety Data

• Hazardous Substances Data: 40627-36-9(Hazardous Substances Data)

Upstream product

• 40635-67-4 acetoxyisobutyryl bromide 
• 57101-52-7 formycin 

Relevant articles and documents

Nucleic Acid Related Compounds. 51. Synthesis and Biological Properties of Sugar-Modified Analogues of the Nucleoside Antibiotics Tubercidin, Toyocamycin, Sangivamycin, and Formycin

Treatment of 7-amino-3-β-D-ribofuranosylpyrazolopyrimidine (formycin) with α-acetoxyisobutyryl bromide followed by deprotection of the resulting trans-vicinal acetoxy bromides and hydrogenolysis of the separated bromohydrins gave 2'-deoxy- (23 percent) and 3'-deoxyformycin (32 percent) after complete deprotection and purification of their hydrochloride salts.An analogous sequence gave 3'-deoxytoyocamycin and/or 3'-deoxysangivamycin in ca. 80 percent yields from toyocamycin.Antiviral, antineoplastic, and antimetabolic effects were evaluated for the formycin compounds and 4-amino-7-β-D-ribofuranosylpyrrolopyrimidine (tubercidin), its 5-cyano- (toyocamycin), and 5-carbamoyl- (sangivamycin) antibiotic congeners in comparison with their 2'-deoxy, 3'-deoxy, and arabino analogues.In all cases, the modified-sugar compounds were less cytotoxic than the parent antibiotics.The majority also exhibited lower antiviral potency.However, the xylo-tubercidin analogue retained potent antiherpes 1 and 2 activity with decreased cytotoxity.Labeled metabolite studies suggested that effects of these compounds on RNA and/or protein synthesis might be more significant than interference with DNA synthesis.