alpha-Thiodeoxyguanosine

Base Information

• Chemical Name: alpha-Thiodeoxyguanosine
• CAS No.: 2133-81-5
• Deprecated CAS: 2946-51-2
• Molecular Formula: C10H13 N5 O3 S
• Molecular Weight: 283.311
• DSSTox Substance ID: DTXSID901139308
• Nikkaji Number: J80.395B
• ChEMBL ID: CHEMBL3230221
• Mol file: 2133-81-5.mol

Synonyms:6-thio-2'-deoxyguanosine;alpha-2'-deoxythioguanosine;NSC-71851;T-dGuo

Chemical Property of alpha-Thiodeoxyguanosine

Chemical Property:

• Vapor Pressure: 4.22E-21mmHg at 25°C
• Refractive Index: 1.93
• Boiling Point: 709.1°Cat760mmHg
• PKA: 6.81±0.20(Predicted)
• Flash Point: 382.6°C
• PSA: 154.30000
• Density: 2.02g/cm³
• LogP: 0.29300
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 283.07391047
• Heavy Atom Count: 19
• Complexity: 420

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C(OC1N2C=NC3=C2NC(=NC3=S)N)CO)O
• Isomeric SMILES: C1[C@@H]([C@H](O[C@@H]1N2C=NC3=C2NC(=NC3=S)N)CO)O

Technology Process of alpha-Thiodeoxyguanosine

There total 2 articles about alpha-Thiodeoxyguanosine 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:

→ 9-<2-Deoxy-α-D-ribofuranosyl>2-amino-6-mercapto-9-purin (2133-81-5)

Guidance literature:

9-<3,5-Di-O-p-tolyl-2-deoxy-α-D-ribofuranosyl>-6-chlor-2-acetamino-9H-purin, 1.) H2S, NaHS, 2.) NaOCH3;

DOI:10.1021/jm00342a012

Reference yield:

→ 2-amino-9-(2-deoxy-α-D-erythro-pentofuranosyl)purine-6(1H)-thione (2133-81-5)

Guidance literature:

4, H2S, NaOMe/MeOH;

Reference yield:

2-amino-9-(2-deoxy-α-D-erythro-pentofuranosyl)purine-6(1H)-thione (2133-81-5) → thioguanine (154-42-7) + 2-deoxy-α-D-ribose-1-phosphate (18684-29-2)

Guidance literature:

With E_. coli purine nucleoside phosphorylase; Enzyme kinetics;

DOI:10.1080/15257779908041562

Downstream raw materials:

thioguanine

2-deoxy-α-D-ribose-1-phosphate