7H-Purine-8-thiol

Base Information

• Chemical Name: 7H-Purine-8-thiol
• CAS No.: 583-40-4
• Molecular Formula: C5H4N4S
• Molecular Weight: 152.18
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID10401387
• Nikkaji Number: J79.674C
• NSC Number: 23721
• Mol file: 583-40-4.mol

Synonyms:7H-Purine-8-thiol;583-40-4;8-Mercaptopurine;7,9-dihydropurine-8-thione;Purine-8-thiol;9H-purin-8-yl hydrosulfide;NSC23721;9H-purine-8-thiol;SCHEMBL3894;DTXSID10401387;NSC-23721;AKOS006273193;AKOS015904757;CS-0234132;FT-0632439;EN300-138892;A831838;Z1198147828

Chemical Property of 7H-Purine-8-thiol

Chemical Property:

• Vapor Pressure: 0.000171mmHg at 25°C
• Refractive Index: 1.78
• Boiling Point: 330 °C at 760 mmHg
• Flash Point: 153.4 °C
• PSA: 89.45000
• Density: 1.62 g/cm³
• LogP: 1.01550
• Storage Temp.: 2-8°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 152.01566732
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

99%, ^*data from raw suppliers

7H-purine-8-thiol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2C(=NC=N1)NC(=S)N2

Technology Process of 7H-Purine-8-thiol

There total 7 articles about 7H-Purine-8-thiol 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: 71.0%

carbon disulfide (75-15-0,12122-00-8) + 4,5-pyrimidinediamine (13754-19-3) → 9H-purine-8(7H)-thione (583-40-4)

Guidance literature:

With potassium hydroxide; In ethanol; water; at 80 ℃;

DOI:10.1021/jm501434y

Reference yield: 63.7%

carbon disulfide (75-15-0,12122-00-8) + 4,5-pyrimidinediamine (13754-19-3) → purine-8(9H)-thione (583-40-4)

Guidance literature:

carbon disulfide; With water; potassium hydroxide; In ethanol; at 120 ℃; for 0.25h;

4,5-pyrimidinediamine; In ethanol; at 130 ℃; for 0.25h; Microwave irradiation;

Reference yield:

8-(methylthio)purine (33426-53-8) → 8-Mercapto-purin (583-40-4)

Guidance literature:

With ammonia; sodium; for 0.0833333h;

DOI:10.1021/jo00337a037

upstream raw materials:

4,5-pyrimidinediamine

thiourea

carbon disulfide

8-(methylthio)purine

Downstream raw materials:

8-methylthiopurine

8-Methylamino-purin

8-aminopurine

7,8-dihydro-thiazolo[3,2-e]purine

Refernces

• 1、 Chang, Lei,Lee, Sang-Yong,Leonczak, Piotr,Rozenski, Jef,De Jonghe, Steven,Hanck, Theodor,Müller, Christa E.,Herdewijn, Piet. "Imidazopyridine- and purine-thioacetamide derivatives: Potent inhibitors of nucleotide pyrophosphatase/phosphodiesterase 1 (NPP1)". . p. 10080 - 10100. Retrieved 2015/02/05.
• 2、 Kos, Nico J.,Plas, Henk C. van der. "Deamination of 6-Amino- and 6-(Alkylamino)-9-alkylpurines and Demethylation of Methylthiopurines by Sodium in Liquid Ammonia". . p. 5000 - 5003. Retrieved 2007/10/02.