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147127-20-6

Basic Information
CAS No.: 147127-20-6
Name: Tenofovir
Article Data: 66
Cas Database
Molecular Structure:
Molecular Structure of 147127-20-6 (Tenofovir)
Formula: C9H14N5O4P
Molecular Weight: 287.215
Synonyms: (R)-9-[2-(phosphonomethoxy)propyl]adenine;Tenofovir disoproxil fumarate and intermediates;Phosphonic acid, (((1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)-;[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid;Phosphonic acid, ((2-(6-amino-9H-purin-9-yl)-1-methylethoxy)methyl)-, (R)-;
EINECS: 604-571-2
Density: 1.79 g/cm3
Melting Point: 276-280 °C
Boiling Point: 616.1 °C at 760 mmHg
Flash Point: 326.4 °C
Solubility: Water solubility: 13.4 mg/mL (25 °C)
Appearance: white crystalline solid
Hazard Symbols: C
Risk Codes: R34
Safety:
Transport Information: N/A
PSA: 146.19000
LogP: 0.53000
Synthetic route
180587-75-1

(R)-diethyl (((1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate

147127-20-6

tenofovir

Conditions
ConditionsYield
With hydrogenchloride In N,N-dimethyl-formamide at 130℃; under 7500.75 Torr; for 0.0416667h; Solvent; Pressure; Temperature; Inert atmosphere;95%
With trimethylsilyl bromide In acetonitrile at 65℃; for 1h;90%
With sulfuric acid at 90 - 110℃;83.8%
Conditions
ConditionsYield
With sodium hydroxide In water for 5h; Reflux;91.8%
160616-04-6

bis(2-propyl) (R)-9-(2-phosphonomethoxypropyl)adenine

147127-20-6

tenofovir

Conditions
ConditionsYield
With hydrogenchloride In water at 130 - 140℃; Microwave irradiation; Sealed tube;91%
With hydrogenchloride In water at 140℃; for 0.5h; Temperature; Time; Reagent/catalyst; Microwave irradiation;90%
With hydrogenchloride In water at 140℃; for 0.5h; Temperature; Reagent/catalyst; Microwave irradiation;90%
Conditions
ConditionsYield
With potassium hydroxide In water for 5h; Reflux;88.7%

tenofovir disoproxil

147127-20-6

tenofovir

Conditions
ConditionsYield
In ethyl acetate at 0 - 10℃; for 2h; Cooling with ice;85.4%
180587-75-1

(R)-diethyl (((1-(6-amino-9H-purin-9-yl)propan-2-yl)oxy)methyl)phosphonate

A

magnesium para-toluenesulfonate

B

147127-20-6

tenofovir

Conditions
ConditionsYield
With hydrogen bromide at 100℃; for 15h;A n/a
B 84.6%
Conditions
ConditionsYield
With sodium hydroxide In water for 5h; Reflux;82.5%
161760-09-4

{[(4-methylbenzenesulfonyl)oxy]methyl}phosphonic acid

14047-28-0

(R)-9-(2-hydroxypropyl)adenine

A

C9H14N5O4P

B

147127-20-6

tenofovir

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one at 0 - 20℃; Solvent; Reagent/catalyst; Temperature; Inert atmosphere; Molecular sieve;A 12%
B 82%

C12H18N5O5P

147127-20-6

tenofovir

Conditions
ConditionsYield
Stage #1: C12H18N5O5P With sodium hydroxide In water for 2h; Cooling with ice;
Stage #2: With hydrogenchloride; sodium hydroxide In water at 5℃; for 10h; pH=2.5;
81.3%

C13H20N5O5P

147127-20-6

tenofovir

Conditions
ConditionsYield
With hydrogenchloride In water at 90 - 110℃;78.1%
Downstream Products
202138-50-9
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Chemistry

Empirical Formula: C9H14N5O4P
Molecular Weight: 287.2123 g/mol
Index of Refraction: 1.739
Density: 1.79 g/cm3
Flash Point: 326.4 °C
Melting point: 276-280 °C
Enthalpy of Vaporization: 96.07 kJ/mol
Boiling Point: 616.1 °C at 760 mmHg
Vapour Pressure: 4.92E-16 mmHg at 25 °C
Water solubility: 13.4 mg/mL (25 °C)
Appearance: White crystalline solid
Structure of Tenofovir (CAS NO.147127-20-6):
                          
IUPAC Name: [(2R)-1-(6-Aminopurin-9-yl)propan-2-yl]oxymethylphosphonic acid
Product Category of Tenofovir (CAS NO.147127-20-6): Purine;Nucleotides and Nucleosides;Bases & Related Reagents;Intermediates & Fine Chemicals

Uses

 Tenofovir (CAS NO.147127-20-6) is acyclic phosphonate nucleotide analogue, and has been used as an anti-HIV agent.

Specification

 Tenofovir , its cas register number is 147127-20-6. It also can be called 1-(6-Aminopurin-9-yl)propan-2-yloxymethylphosphonic acid ; and PMPA prodrug .

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