CID 16218856

Base Information

• Chemical Name: CID 16218856
• CAS No.: 93839-85-1
• Molecular Formula: C10H12Li2N5O6PS
• Molecular Weight: 369.224
• European Community (EC) Number: 298-858-6
• Mol file: 93839-85-1.mol

Synonyms:93839-85-1;CID 16218856;DVZYIYLSKRTYSB-UHFFFAOYSA-N

Chemical Property of CID 16218856

Chemical Property:

• PSA: 214.45000
• LogP: -0.23180
• Storage Temp.: −20°C
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 370.05624479
• Heavy Atom Count: 24
• Complexity: 485

Purity/Quality:

98%,99%, ^*data from raw suppliers

Adenosine 5′-O-thiomonophosphate dilithium salt ≥98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36-68/20/21/22
• Safety Statements: 26-36/37/39-45-7/9-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [Li].C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)COP(=S)(O)O)O)O)N
• Uses: Adenosine 5′′-O-thiomonophosphate (5′-AMPS) is a 5′-O-thiophosphate which along with adenosine 5′-O-(2-thiodiphosphate) and adenosine 5′-O-(3-thiotriphosphate) can act as inhibitors of phosphohydrolases. AMPS is a substrate for smooth muscle endothelial ecto-5′-nucleotidase. 5′APMS is a stimulator of 5-lipoxygenase activity of rat polymorphonuclear (PMN) leukocytes. Histidine triad nucleotide-binding protein 1 (HINT-1) phosphoramidase transforms nucleoside 5′-O-phosphorothioates such as 5′-AMPS to nucleoside 5′-O-phosphates.

Technology Process of CID 16218856

There total 2 articles about CID 16218856 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:

adenosine (58-61-7) → adenosine 5'-phosphorothioate lithium salt (93839-85-1)

Guidance literature:

With hydrogenchloride; Dowex 50X₈ (Li⁺ form); acetic acid; orthoformic acid triethyl ester; trichlorophosphate; Yield given. Multistep reaction;

Reference yield:

2',3'-O-ethoxymethylene-N6-dimethylaminomethyleneadenosine (13241-24-2) → adenosine 5'-phosphorothioate lithium salt (93839-85-1)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole, PSCl₃ / 1.) acetonitrile, room temp. 3 days; 2.) 50percent CH₃COOH, 50 deg C, 1 h.

2: ethyl orthoformate, HCl, PSCl₃, 50percent CH₃COOH, Dowex 50X₈ (Li⁺ form)

With 1H-imidazole; hydrogenchloride; Dowex 50X₈ (Li⁺ form); acetic acid; orthoformic acid triethyl ester; trichlorophosphate;

upstream raw materials:

adenosine

2',3'-O-ethoxymethylene-N⁶-dimethylaminomethyleneadenosine

Refernces