2,6-Dithiopurine

Base Information

• Chemical Name: 2,6-Dithiopurine
• CAS No.: 5437-25-2
• Molecular Formula: C5H4N4S2
• Molecular Weight: 184.246
• Hs Code.: 29335990
• European Community (EC) Number: 226-608-8
• NSC Number: 15989,685799
• DSSTox Substance ID: DTXSID00202744
• Nikkaji Number: J51.158G
• ChEMBL ID: CHEMBL1374565
• Mol file: 5437-25-2.mol

Synonyms:2,6-dithiopurine

Chemical Property of 2,6-Dithiopurine

Chemical Property:

• Appearance/Colour: light brown powder
• Vapor Pressure: 4.65E-10mmHg at 25°C
• Melting Point: >350 °C(lit.)
• Refractive Index: 1.5605 (estimate)
• Boiling Point: 591.561 °C at 760 mmHg
• PKA: 6.77±0.20(Predicted)
• Flash Point: 311.565 °C
• PSA: 132.06000
• Density: 1.726 g/cm³
• LogP: 0.93030
• Storage Temp.: −20°C
• Solubility.: slightly soluble
• Water Solubility.: slightly soluble
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 183.98773849
• Heavy Atom Count: 11
• Complexity: 217

Purity/Quality:

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

2,6-Dimercaptopurine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=NC2=C(N1)C(=S)NC(=S)N2
• Uses: 2,6-Dimercaptopurine can be used in theoretical evaluation of inhibition performance of purine corrosion inhibitors for mild steel.

Technology Process of 2,6-Dithiopurine

There total 4 articles about 2,6-Dithiopurine 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:

4,5-diamino-2,6-dimercaptopyrimidine (31295-41-7) + urea (57-13-6) → purine-2,6(1H,3H)-dithione (5437-25-2)

Guidance literature:

DOI:10.1080/00397910903162791

Reference yield:

→ purine-2,6(1H,3H)-dithione (5437-25-2)

Guidance literature:

4,5-Diamino-2,6-dimercapto-pyrimidin 1. Formamid, 110grad 2. 175-180grad, 30 min; Ausb. 73percent;

DOI:10.1021/ja01480a021

Reference yield:

formamide (77287-34-4,77287-35-5,60100-09-6) + 4,5-diamino-2,6-dimercaptopyrimidine (31295-41-7) → purine-2,6(1H,3H)-dithione (5437-25-2)

Guidance literature:

at 175 ℃;

DOI:10.1021/jm00372a017

upstream raw materials:

4,5-diamino-2,6-dimercaptopyrimidine

urea

formamide

Downstream raw materials:

2-bromo-2′-deoxyadenosine

2-bromo-9H-purin-6-amine

2,6-dichloro-7H-purine

[((PhCH₂)2SnCl)2(2,6-dithiopurine(-2H))]

Refernces

• 1、 Huang,Avery,Blakley,Secrist III,Montgomery. "Improved synthesis and antitumor activity of 2-bromo-2'- deoxyadenosine". . p. 800 - 802. Retrieved 2007/10/02.