86357-14-4

Basic information

• Product Name: N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide
• Synonyms: N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide;Triacetylganciclovir;N-Acetyl-di-O-acetyl Ganciclovir;Three acetyl ganciclovir;2-((2-Acetamido-6-oxo-1H-purin-9(6H)-yl)methoxy)propane-1,3-diyl diacetate;Acetamide,N-[9-[[2-(acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]-
• CAS NO: 86357-14-4
• Molecular Formula: C₁₅H₁₉N₅O₇
• Molecular Weight: 381.34
• EINECS: 1312995-182-4
• Product Categories: Bases & Related Reagents;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals
• Mol File: 86357-14-4.mol
• Article Data: 8

Chemical Properties

• Melting Point: 174 °C
• Appearance: light brown solid
• Density: 1.50
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated)
• PKA: 8.74±0.20(Predicted)
• CAS DataBase Reference: N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide(86357-14-4)
• EPA Substance Registry System: N-[9-[[2-(Acetyloxy)-1-[(acetyloxy)methyl]ethoxy]methyl]-6,9-dihydro-6-oxo-1H-purin-2-yl]acetamide(86357-14-4)

Safety Data

• Hazardous Substances Data: 86357-14-4(Hazardous Substances Data)

Usage

Chemical Properties

Light Brown Solid

Uses

Ganciclovir derivative.

Upstream product

• 82410-32-0 ganciclovir 
• 108-24-7 acetic anhydride 
• 19962-37-9 N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide 
• 105-70-4 2-hydroxypropane-1,3-diyl diacetate 
• 86357-13-3 2-(acetoxymethoxy)-1,3-propanediyl diacetate 
• 3056-33-5 2,9-diacetylguanine 
• 86357-17-7 7-(1,3-diacetoxy-2-propoxymethyl)-N²-acetylguanine 

Downstream Products

• 82410-32-0 ganciclovir 
• 96551-29-0 ganciclovir 
• 88110-89-8 9-<(1-acetoxy-2-hydroxymethyl)ethoxymethyl>guanine 

Relevant articles and documents

Method for synthesizing acyclovir and ganciclovir by carbon-hydrogen bond activation

The invention discloses a method for synthesizing acyclovir and ganciclovir by carbon-hydrogen bond activation and belongs to the field of organic synthesis. The method comprises that inexpensive guanine as a raw material undergoes methyl protection on 9th NH, a high-valent iodine reagent and monoacetyl-protected ethylene glycol or 1, 2-isopropylidene-protected glycerol are added into the raw material under catalysis of palladium acetate, the mixture undergo a heating reaction to produce acetyl-protected acyclovir or acetyl-protected ganciclovir, and the acetyl group is removed by an inorganicalkali alcohol solution so that acyclovir and ganciclovir are obtained. The method utilizes cheap and easily available raw materials, prevents use risk and corrosive reagents, has the advantages of short reaction route, simple operation, high atomic economy and high total product yield, provides a novel synthesis route of acyclovir and ganciclovir and has a potential application prospect.

GANCICLOVIR DERIVATIVES FOR MODULATING INNATE AND ADAPTIVE IMMUNITY AND FOR USE IN IMMUNOTHERAPY

Compositions and methods for modulating innate and adaptive immunity and for use in immunotherapy are disclosed. In particular, the invention relates to novel ganciclovir derivatives and methods of using them for the treatment of immune-related disorders, including inflammation, autoimmunity, and infections, and neurological disorders, and cancer.

PROCESS FOR THE PREPARATION OF GANCICLOVIR

The present invention relates to a process for the preparation of N2-Acetyl-9-(1,3-diacetoxy-2-propoxymethyl) guanine, referred to here as N-9 alkylated isomer of structural formula I, and to the use of this compound as an intermediate for the preparation of antiviral compound, ganciclovir.