Ribavirin monophosphate

Base Information

• Chemical Name: Ribavirin monophosphate
• CAS No.: 40925-28-8
• Molecular Formula: C8H13N4O8P
• Molecular Weight: 324.1846
• UNII: O9FVV27P11
• DSSTox Substance ID: DTXSID20193928
• Nikkaji Number: J485.213C
• Wikidata: Q27285517
• Metabolomics Workbench ID: 155023
• ChEMBL ID: CHEMBL1235764
• Mol file: 40925-28-8.mol

Synonyms:1 beta-D-ribofuranosyl-1,2,4-triazole-3-carboxamide- 5'-phosphate;ribavirin-5'-phosphate;ribavirin-5'-phosphate, dilithium salt;ribavirin-5'-phosphate, monoammonium salt;Virazole 5'-phosphate

Chemical Property of Ribavirin monophosphate

Chemical Property:

• Vapor Pressure: 9.25E-25mmHg at 25°C
• Boiling Point: 767.3°Cat760mmHg
• Flash Point: 417.8°C
• PSA: 200.06000
• Density: 2.33g/cm³
• LogP: -2.19420
• XLogP3: -3.5
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 5
• Exact Mass: 324.04710038
• Heavy Atom Count: 21
• Complexity: 446

Purity/Quality:

97% ^*data from raw suppliers

Ribavirin 5'-monophosphate sodium salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC(=NN1C2C(C(C(O2)COP(=O)(O)O)O)O)C(=O)N
• Isomeric SMILES: C1=NC(=NN1[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O)C(=O)N
• Uses: Ribavirin Monophosphate, is a metabolite of Ribavirin (R414475), a urine nucleoside analog; inhibits inosine monophosphate dehydrogenase (IMPDH). Used as an antiviral agent.

Technology Process of Ribavirin monophosphate

There total 7 articles about Ribavirin monophosphate 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:

trimethyl phosphite (512-56-1) + pyrographite (7440-44-0) + ribavirin (36791-04-5,66510-90-5) → ribavirin monophosphate (40925-28-8)

Guidance literature:

With trichlorophosphate; In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; ethanol; water;

Reference yield:

ribavirin (36791-04-5,66510-90-5) → ribavirin monophosphate (40925-28-8)

Guidance literature:

With Chinese hamster ovary cell-derived adenosine kinase; ATP; magnesium chloride; In phosphate buffer; at 37 ℃; pH=7.3; Further Variations:; Solvents; Reagents; Reaction partners; Enzyme kinetics;

DOI:10.1128/AAC.49.6.2164-2171.2005

Reference yield:

C22H21N4O10P → ribavirin monophosphate (40925-28-8)

Guidance literature:

With ammonium hydroxide; at 20 ℃; for 6h;

DOI:10.1081/NCN-120027838

upstream raw materials:

ribavirin

1-(2,3-di-O-benzoyl-5-deoxy-5-iodo-β-D-ribofuranosyl)-1,2,4-triazole-3-carboxamide

1-(5-iodo-5-deoxy-β-D-ribofuranosyl)-1,2,4-triazole-3-carboxamide

trimethyl phosphite