[(2r)-1-(6-Aminopurin-9-Yl)propan-2-Yl]oxymethyl-Phosphonooxy-Phosphinic Acid

Base Information

• Chemical Name: [(2r)-1-(6-Aminopurin-9-Yl)propan-2-Yl]oxymethyl-Phosphonooxy-Phosphinic Acid
• CAS No.: 206646-04-0
• Molecular Formula: C₉H₁₅N₅O₇P₂
• Molecular Weight: 367.195
• DSSTox Substance ID: DTXSID40422505
• Wikidata: Q27466620
• ChEMBL ID: CHEMBL1162283
• Mol file: 206646-04-0.mol

Synonyms:Tenofovir Phosphate;206646-04-0;[(2r)-1-(6-Aminopurin-9-Yl)propan-2-Yl]oxymethyl-Phosphonooxy-Phosphinic Acid;[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-phosphonooxyphosphinic acid;CHEMBL1162283;Isohypophosphoric acid, P'-[[(1R)-2-(6-amino-9H-purin-9-yl)-1-methylethoxy]methyl]-;PMPA-monophosphate;Tenofovir Phosphate, >60%;Discontinued See: T018560;SCHEMBL14440381;DTXSID40422505;BDBM50478973;AKOS025394508;'Tenofovir-monophosphate;PMPA-monophosphate';J-013502;Q27466620;'[(2R)-1-(6-aminopurin-9-yl)propan-2-yl]oxymethyl-phosphonooxy-phosphinic acid';[(1R)-2(6-Amino-9H-Purin-9-yl)-1-Methylethoxy]Methyl-Isohypophosphoric Acid;[(1R)-2-(6-aminopurin-9-yl)-1-methyl-ethoxy]methyl-phosphonooxy-phosphinic acid;{[(1R)-2-(6-Aminopurin-9-yl)-isopropoxy]methyl}phosphino hydroxy oxo phosphate

Chemical Property of [(2r)-1-(6-Aminopurin-9-Yl)propan-2-Yl]oxymethyl-Phosphonooxy-Phosphinic Acid

Chemical Property:

• Vapor Pressure: 3.46E-21mmHg at 25°C
• Melting Point: >140°C (dec.)
• Boiling Point: 710.5°C at 760 mmHg
• PKA: 1.30±0.10(Predicted)
• Flash Point: 383.5°C
• PSA: 258.87000
• Density: 2.02g/cm³
• LogP: 0.76400
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• Solubility.: Water
• XLogP3: -2.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 7
• Exact Mass: 367.04467183
• Heavy Atom Count: 23
• Complexity: 505

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CN1C=NC2=C(N=CN=C21)N)OCP(=O)(O)OP(=O)(O)O
• Isomeric SMILES: C[C@H](CN1C=NC2=C(N=CN=C21)N)OCP(=O)(O)OP(=O)(O)O
• Uses: A metabolite of Tenofovir (T018500).This compound contains an undetermined amout of water and phosphoric acid. A metabolite of Tenofovir. This compound contains an undetermined amout of water and phosphoric acid A metabolite of Tenofovir (T018500). This compound contains an undetermined amout of water and phosphoric acid.

Technology Process of [(2r)-1-(6-Aminopurin-9-Yl)propan-2-Yl]oxymethyl-Phosphonooxy-Phosphinic Acid

There total 2 articles about [(2r)-1-(6-Aminopurin-9-Yl)propan-2-Yl]oxymethyl-Phosphonooxy-Phosphinic Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

tenofovir (147127-20-6) → (R)-9-[2-(phosphonomethoxy)propyl]adenine phosphate (206646-04-0)

Guidance literature:

With mitochondrial AMP kinase from L₁₂₁₀ cells (EC 2.7.4.3); at 37 ℃; Further Variations:; Reagents; Enzyme kinetics; Enzymatic reaction;

DOI:10.1135/cccc20001653

Reference yield:

(S)-9-(2-phosphonylmethoxypropyl)adenine (147127-19-3) → (S)-PMPAp (206646-04-0)

Guidance literature:

With mitochondrial AMP kinase from L₁₂₁₀ cells (EC 2.7.4.3); at 37 ℃; Further Variations:; Reagents; Enzyme kinetics; Enzymatic reaction;

DOI:10.1135/cccc20001653

Reference yield:

(R)-9-[2-(phosphonomethoxy)propyl]adenine phosphate (206646-04-0) → Tenofovir diphosphate (166403-66-3)

Guidance literature:

With recombinant human nucleoside diphosphate kinase A; ATP; at 37 ℃; pH=7.5; Reagent/catalyst; Kinetics; aq. buffer;

DOI:10.1080/15257770903155899

upstream raw materials:

(S)-9-(2-phosphonylmethoxypropyl)adenine

tenofovir

Downstream raw materials:

Tenofovir diphosphate

(S)-9-(2-phosphonylmethoxypropyl)adenine

Refernces

• 1、 Krejcova, Romana,Horska, Kvetoslava,Votruba, Ivan,Holy, Antonin. "Phosphorylation of purine (phosphonomethoxy)alkyl derivatives by mitochondrial AMP kinase (AK2 type) from L1210 cells". . p. 1653 - 1668. Retrieved 2007/10/03.