104227-86-3

Basic information

• Product Name: 2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL
• Synonyms: 2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL;6-DEOXY PENCICLOVIR;DI-DESACETYL FAMCICLOVIR;DidesacetylFamciclovir,BRL42359;1,3-Propanediol, 2-(2-(2-amino-9H-purin-9-yl)ethyl)-;BRL 42359;2-(2-(2-AMino-9H-purin-9-yl)ethyl)propane-1,3-diol;Famciclovir USP RC A
• CAS NO: 104227-86-3
• Molecular Formula: C₁₀H₁₅N₅O₂
• Molecular Weight: 237.26
• Product Categories: Various Metabolites and Impurities;Bases & Related Reagents;Intermediates & Fine Chemicals;Metabolites;Nucleotides;Pharmaceuticals
• Mol File: 104227-86-3.mol
• Article Data: 15

Chemical Properties

• Melting Point: 156-158°C
• Boiling Point: 594.3 °C at 760 mmHg
• Flash Point: 313.2 °C
• Appearance: /
• Density: 1.55 g/cm³
• Vapor Pressure: 5.73E-15mmHg at 25°C
• Refractive Index: 1.718
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 14.40±0.10(Predicted)
• CAS DataBase Reference: 2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL(104227-86-3)
• EPA Substance Registry System: 2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL(104227-86-3)

Safety Data

• Hazardous Substances Data: 104227-86-3(Hazardous Substances Data)

Usage

Description

2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL, also known as Glycerol, is a metabolite of Famciclovir, an antiviral medication. It is a white crystalline solid with unique chemical properties that make it useful in various applications across different industries.

Uses

Used in Pharmaceutical Industry:
2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL is used as an antiviral agent for the treatment of viral infections. It is a key metabolite of Famciclovir, which helps in inhibiting the replication of viruses, thus providing relief from symptoms and preventing the spread of infections.
Used in Chemical Industry:
2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL is used as a raw material in the synthesis of various chemical compounds. Its unique structure allows it to be a versatile building block for the development of new pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Cosmetic Industry:
2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL is used as a humectant in cosmetic formulations. Its ability to retain moisture makes it an effective ingredient in skincare products, helping to maintain skin hydration and improve overall skin health.
Used in Food Industry:
2-[2-(2-AMINO-9H-PURIN-9-YL)ETHYL]-1,3-PROPANEDIOL is used as a sweetener and humectant in the food industry. Its sweetening properties, combined with its ability to retain moisture, make it a valuable ingredient in various food products, enhancing taste and texture while extending shelf life.

InChI:InChI=1/C10H15N5O2/c11-10-12-3-8-9(14-10)15(6-13-8)2-1-7(4-16)5-17/h3,6-7,16-17H,1-2,4-5H2,(H2,11,12,14)

Upstream product

• 104227-87-4 9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine 
• 104227-89-6 5-[2-(2-aminopurin-9-yl)ethyl]-2,2-dimethyl-1,3-dioxane 
• 122497-20-5 dimethyl 2-(2-(2-aminopurine-9-yl)ethyl)malonate 
• 17495-12-4 2-amino-7-benzyl-1H-purin-6(7H)-one 
• 17495-10-2 N²-acetyl-7-benzylguanine 
• 19962-37-9 N-(6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide 
• 73-40-5 2-amino-1,9-dihydro-6H-purin-6-one 
• 39809-25-1 Penciclovir 
• 118-00-3 G 
• 97845-72-2 2-[(acetyloxy)methyl]-4-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)butyl acetate 
• 256945-18-3 N²-acetyl-9-[4-acetoxy-3-(acetoxymethyl)but-1-yl]guanine 
• 256945-19-4 9-[4-acetoxy-3-(acetoxymethyl)but-1-yl]-2-acetylamino-6-(2',4',6'-triisopropylbenzenesulfonyloxy)-9H-purine 
• 7459-46-3 triethyl 1,1,2-ethanetricarboxylate 
• 6482-32-2 2-(hydroxymethyl)butane-1,4-diol 

Downstream Products

• 115932-75-7 9-<4-hydroxy-3-(hydroxymethyl)but-1-yl>-2-<(monomethoxytrityl)amino>purine 
• 120711-22-0 (R,S)-9-<3-(hydroxymethyl)-4-<(monomethoxytrityl)oxy>but-1-yl>-2-<(monomethoxytrityl)amino>purine 
• 104227-87-4 9-(4-acetoxy-3-acetoxymethylbutyl)-2-aminopurine 
• 120687-07-2 (R,S)-9-<4-acetoxy-3-(hydroxymethyl)but-1-yl>-2-aminopurine 
• 247081-81-8 2-amino-9-(3-acetoxymethyl-4-isopropoxycarbonyloxybut-1-yl)purine 
• 120687-10-7 (R,S)-2-amino-9-<4-(benzyloxy)-3-(hydroxymethyl)but-1-yl>purine 

Relevant articles and documents

Method for synthesizing famciclovir by using microchannel reactor

The invention discloses a preparation method for synthesizing famciclovir by using a microchannel reactor, which comprises the following steps: mixing and dispersing 2-amino-6-chloro-9-(4-hydroxy-3-hydroxymethylbutyl) purine serving as a raw material and a palladium-carbon catalyst in a solvent, feeding by using a slurry pump, and performing dechlorination reaction with hydrogen in a microchannel continuous flow reactor to obtain reaction liquid, filtering the obtained reaction liquid, respectively inputting the filteringed reaction liquid and an acetic anhydride solution into the microchannel continuous flow reactor by using a diaphragm feeding pump, and carrying out esterification reaction in the microchannel reactor to obtain famciclovir. Compared with the prior art, the method has the advantages that the process safety can be greatly improved by carrying out hydrogenation reaction in the micro-channel continuous flow reactor; as the microchannel continuous flow reactor has the characteristic of high-efficiency mass and heat transfer, the reaction time can be effectively shortened, the use amount of raw materials is reduced, and the discharge of three wastes is reduced; and the route of first hydrogenation and then esterification is adopted, so that hydrolysis of ester bonds during first esterification and then hydrogenation can be effectively avoided, and the product purity is improved.

AN IMPROVED PROCESS FOR THE PREPARATION OF PURINE DERIVATIVE

The present invention provides an improved process for the preparation of purine derivative of Formula I.

Preparation of famciclovir and other purine derivatives

Purine derivatives, substituted at the 9-position, are prepared from a chloro substituted purine starting material, first making an alkyl substitution at the 9-position, then forming the desired esterified side chain, reducing this and hydrogenating the resultant diol prior to addition of alkyl carbonyl groups.