2-Thioadenosine

Base Information

• Chemical Name: 2-Thioadenosine
• CAS No.: 43157-50-2
• Molecular Formula: C10H13 N5 O4 S
• Molecular Weight: 299.31
• Hs Code.: 2934999090
• European Community (EC) Number: 812-923-3
• DSSTox Substance ID: DTXSID70195735
• Wikidata: Q83068788
• ChEMBL ID: CHEMBL4761218
• Mol file: 43157-50-2.mol

Synonyms:2-thioadenosine

Chemical Property of 2-Thioadenosine

Chemical Property:

• Vapor Pressure: 3.98E-14mmHg at 25°C
• Melting Point: >178°C (dec.)
• Boiling Point: 544.5°C at 760 mmHg
• PKA: 8.37±0.40(Predicted)
• Flash Point: 283.1°C
• PSA: 174.53000
• Density: 2.18g/cm³
• LogP: -0.73620
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: Aqueous Base (Slightly), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 299.06882509
• Heavy Atom Count: 20
• Complexity: 548

Purity/Quality:

2-Thioadenosine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC2=C(NC(=S)N=C2N1C3C(C(C(O3)CO)O)O)N
• Isomeric SMILES: C1=NC2=C(NC(=S)N=C2N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N
• Uses: 2-Thioadenosine has application for developing platelet aggregation inhibitors.

Technology Process of 2-Thioadenosine

There total 16 articles about 2-Thioadenosine 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: 100.0%

2-Chloroadenosine (146-77-0) + butan-1-ol (71-36-3) → 2-Thioadenosine (43157-50-2)

Guidance literature:

With hydrogen sulfide; acetic acid; In N-methyl-acetamide; water;

Reference yield: 98.0%

adenosine 1-oxide monohydrate + butan-1-ol (71-36-3) → 2-Thioadenosine (43157-50-2)

Guidance literature:

With carbon disulfide; acetic acid; In ammonium hydroxide; sodium hydroxide; water;

Reference yield: 98.0%

→ 2-Thioadenosine (43157-50-2)

Guidance literature:

upstream raw materials:

carbon disulfide

adenosine 1-oxide

adenosine

5-amino-1-(β-D-ribofuranosyl)imidazole-4-carboxamidoxime

Downstream raw materials:

2-<(phenylethyl)thio>adenosine

(4S,2R,3R,5R)-2-(6-amino-2-phenylthiopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

2-(cyclohexylethylthio)adenosine

2-Benzylthioadenosine

Refernces

• 1、 Bhattarai, Sanjay,Pippel, Jan,Scaletti, Emma,Idris, Riham,Freundlieb, Marianne,Rolshoven, Georg,Renn, Christian,Lee, Sang-Yong,Abdelrahman, Aliaa,Zimmermann, Herbert,El-Tayeb, Ali,Müller, Christa E.,Str?ter, Norbert. "2-Substituted α,β-Methylene-ADP Derivatives: Potent Competitive Ecto-5′-nucleotidase (CD73) Inhibitors with Variable Binding Modes". . p. 2941 - 2957. Retrieved 2020/04/10.
• 2、 Yanachkov, Ivan B.,Chang, Hung,Yanachkova, Milka I.,Dix, Edward J.,Berny-Lang, Michelle A.,Gremmel, Thomas,Michelson, Alan D.,Wright, George E.,Frelinger, Andrew L.. "New highly active antiplatelet agents with dual specificity for platelet P2Y1 and P2Y12 adenosine diphosphate receptors". . p. 204 - 218. Retrieved 2015/11/24.