Adefovir dipivoxil (142340-99-6),Adefovir dipivoxil (142340-99-6) Manufacturers & Suppliers,Synthesis,MSDS

Basic information

Name:
Adefovir dipivoxil
CAS No.:
142340-99-6
Molecular Structure:
Formula:
C₂₀H₃₂N₅O₈P
Molecular Weight:
501.48
Synonyms:
9-(2-((-Bis((pivaloyloxy)methoxy)phosphinyl)methoxy)ethyl)adenine;Adefovir pivoxil;Bis(POM)-PMEA;Preveon;Propanoic acid,2,2-dimethyl-,[[[2-(6-amino- 9H-purin-9-yl)ethoxy]methyl]phosphinylidene]- bis(oxymethylene) ester;Hepsera (TN);[2-(6-aminopurin-9-yl)ethoxymethyl-(2,2-dimethylpropanoyloxymethoxy)phosphoryl]oxymethyl 2,2-dimethylpropanoate;Bis(pivaloyloxymethyl)-9-(2-phosphonylmethoxyethyl)adenine;Adefovir pivoxil (JAN);Phosphonyl Methoxy Ethyl Adenine;Adefovirdipivoxil;Adefovir dipivoxyl;
EINECS:
200-001-8
Density:
1.35 g/cm³
Melting Point:
98-102 °C
Boiling Point:
641 °C at 760 mmHg
Flash Point:
341.5 °C
Hazard Symbols:
Xi
Risk Codes:
20/21/22
Safety Description:
36/37 Details

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Chemistry

Molecular Structure of Adefovir dipivoxil (CAS NO. 142340-99-6):

IUPAC Name: [2-(6-Aminopurin-9-yl)ethoxymethyl-(2,2-dimethylpropanoyloxymethoxy)phosphoryl]oxymethyl 2,2-dimethylpropanoate
Molecular Formula: C₂₀H₃₂N₅O₈P
Molecular Weight: 501.470541 g/mol
Index of Refraction: 1.569
Molar Refractivity: 120.96 cm³
Molar Volume: 369.1 cm³
Surface Tension: 51.1 dyne/cm
Density: 1.35 g/cm³
Flash Point: 341.5 °C
Enthalpy of Vaporization: 94.62 kJ/mol
Boiling Point: 641 °C at 760 mmHg
Vapour Pressure: 2.52E-16 mmHg at 25 °C
Melting Point: 98-102 °C
Storage Temp.: −20 °C
EINECS: 200-001-8
Product Categories: Active Pharmaceutical Ingredients; Adefovir

Production

Adefovir dipivoxil can be obtained by two similar ways: 1) The reaction of adenine (I) with 2-(diisopropoxyphosphorylmethoxy)ethyl methanesulfonate (II) by means of cesium carbonate in DMF gives the expected condensation product (III), which is converted into the phosphonic acid (IV) by treatment with trimethylsilyl bromide in acetonitrile (1). Finally, this compound is condensed with chloromethyl pivalate (V) by means of N,N'-dicyclohexylmorpholine-4-carboxamidine in DMF. 2) The final condensation of the phosphonic acid (IV) can also be performed with iodomethyl pivalate (VI) in pyridine.

Safety Profile

Safety Information of Adefovir dipivoxil (CAS NO. 142340-99-6):
Hazard Codes: Xn Harmful
Risk Statements: 20/21/22
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed
Safety Statements: 36/37
S36/37:Wear suitable protective clothing and gloves

Specification

Adefovir dipivoxil is also called (((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphinylidene)bis(oxymethylene) 2,2-dimethylpropanoate ; ((2-(6-Amino-9H-purin-9-yl)ethoxy)methyl)phosphonic acid, diester with hydroxymethyl pivalate ; 9-(2-((-Bis((pivaloyloxy)methoxy)phosphinyl)methoxy)ethyl)adenine ; 9-(2-((Bis((pivaloyloxy)methoxy)phosphinyl)methoxy)ethyl)adenine ; Adefovir dipivoxil ; GS 840 ; GS-0840 ; Hepsera ; Preveon ; Propanoic acid, 2,2-dimethyl-, (((2-(6-amino-9H-purin-9-yl)ethoxy)methyl)phosphinylidene)bis(oxymethylene) ester ; UNII-U6Q8Z01514 .