206646-04-0

Basic information

• Product Name: Tenofovir Diphosphate
• Synonyms: [(1R)-2(6-Amino-9H-purin-9-yl)-1-methylethoxy]methyl]-isohypophosphoric Acid;Tenofovir Phosphate, >60%;Tenofovir Phosphate, >60% (Mixture of diastereoMers);Tenofovir Phosphate, >60% (Mixture of diastereoMers) Discontinued See: T018560;Tenofovir Phosphate
• CAS NO: 206646-04-0
• Molecular Formula: C9H16N5O10P3
• Molecular Weight: 447.172
• Product Categories: Various Metabolites and Impurities;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals;Anti-virals;Bases & Related Reagents;Nucleotides;Phosphorylating and Phosphitylating Agents
• Mol File: 206646-04-0.mol

Chemical Properties

• Melting Point: >140°C (dec.)
• Boiling Point: 710.5°C at 760 mmHg
• Flash Point: 383.5°C
• Appearance: /
• Density: 2.02g/cm³
• Vapor Pressure: 3.46E-21mmHg at 25°C
• Refractive Index: 1.757
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• Solubility: Water
• PKA: 1.30±0.10(Predicted)
• CAS DataBase Reference: Tenofovir Diphosphate(CAS DataBase Reference)
• NIST Chemistry Reference: Tenofovir Diphosphate(206646-04-0)
• EPA Substance Registry System: Tenofovir Diphosphate(206646-04-0)

Safety Data

• Hazardous Substances Data: 206646-04-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Tenofovir Diphosphate is used as an antiviral agent for the treatment of HIV and hepatitis B virus infections. It acts by inhibiting the activity of reverse transcriptase, a viral enzyme essential for the replication of these viruses, thereby suppressing their replication and reducing viral load in the body.
Used in Research Applications:
Tenofovir Diphosphate is also used as a research tool in the study of viral replication mechanisms, drug resistance, and the development of new antiviral therapies. Its unique chemical properties and activity against specific viral targets make it a valuable compound for understanding the molecular mechanisms of viral infections and the design of novel therapeutic agents.

InChI:InChI=1/C9H15N5O7P2/c1-6(20-5-22(15,16)21-23(17,18)19)2-14-4-13-7-8(10)11-3-12-9(7)14/h3-4,6H,2,5H2,1H3,(H,15,16)(H2,10,11,12)(H2,17,18,19)/t6-/m1/s1

Upstream product

• 147127-20-6 tenofovir 
• 147127-19-3 (S)-9-(2-phosphonylmethoxypropyl)adenine 

Downstream Products

• 166403-66-3 Tenofovir diphosphate 
• 147127-19-3 (S)-9-(2-phosphonylmethoxypropyl)adenine 

Relevant articles and documents

Acyclic phosphonate nucleotides and human adenylate kinases: Impact of a borano group on α-P position

Adenylate kinases are involved in the activation of antiviral drugs such as the acyclic phosphonates analogs PMEA and (R)PMPA. We examine the in vitro phosphorylation of PMEA and PMPA bearing a borano- or a H- group on the phosphorus atom. The α-borano or α-H on PMEA and PMPA were detrimental to the activity of recombinant human AMP kinases 1 and 2. Docking PMEA to the active site of AMP kinase 1 indicated that the borano group may prevent two conserved critical Arg interactions with the α-phosphate, resulting in substrate bad positioning. Copyright Taylor & Francis Group, LLC.

Phosphorylation of purine (phosphonomethoxy)alkyl derivatives by mitochondrial AMP kinase (AK2 type) from L1210 cells

Substrate activity of purine (phosphonomethoxy)alkyl derivatives towards mitochondrial AMP kinase (AK2 type) from L1210 cells was studied. The native AMP kinase, purified nearly to homogeneity, is a monomer with molecular weight 26 kDa. The purified AMP kinase is specific for natural adenine nucleotides (AMP and dAMP) as phosphate acceptors but has a broad specificity to nucleoside 5′-triphosphates as phosphate donors. In addition to adenine acyclic nucleotide analogues, the enzyme is capable of phosphorylating also analogous derivatives containing 2,6-diaminopurine moiety. Kinetic data show that the substrate activity of these acyclic nucleoside phosphonates towards AK2 isoenzyme decreases in the order (S)-HPMPA > (R)-PMPA > PMEA > PMEDAP > (S)-PMPDAP > (R)-PMPDAP ? (S)-PMPA. Acyclic nucleotide analogues do not exhibit any inhibitory activity towards AK2 isoenzyme.