2-Mercaptopurine

Base Information

• Chemical Name: 2-Mercaptopurine
• CAS No.: 28128-19-0
• Molecular Formula: C5H4 N4 S
• Molecular Weight: 152.18
• Hs Code.: 2933990090
• European Community (EC) Number: 248-855-0
• NSC Number: 23720
• UNII: 81XK02929C
• DSSTox Substance ID: DTXSID60878767
• Nikkaji Number: J250.658K
• Wikidata: Q27269279
• Mol file: 28128-19-0.mol

Synonyms:2-mercaptopurine;thiopurine

Chemical Property of 2-Mercaptopurine

Chemical Property:

• Vapor Pressure: 0.0119mmHg at 25°C
• Boiling Point: 498.6°Cat760mmHg
• Flash Point: 255.4°C
• PSA: 93.26000
• Density: 1.82g/cm³
• LogP: 0.64160
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 152.01566732
• Heavy Atom Count: 10
• Complexity: 190

Purity/Quality:

98%, ^*data from raw suppliers

2-Mercaptopurine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=NC(=S)NC2=C1NC=N2
• Recent ClinicalTrials: Stricture Definition and Treatment (STRIDENT) Drug Therapy Study

Technology Process of 2-Mercaptopurine

There total 2 articles about 2-Mercaptopurine 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-1H-pyrimidine-2-thione (14623-58-6) → 1(3),9-dihydro-purine-2-thione (28128-19-0)

Guidance literature:

With formic acid; und Erhitzen des Reaktionsprodukts mit Formamid;

DOI:10.1039/jr9540002060 DOI:10.1021/ja01098a003

Reference yield:

→ 1(3),9-dihydro-purine-2-thione (28128-19-0)

Guidance literature:

4,5-Diaminopyrimidin-2-thion, Orthoameisensaeuretriaethylester oder -tributyl- ester, Acetanhydrid oder Orthoameisensaeuretrimethylester;

Reference yield:

6-mercaptopurine (28128-19-0) + methyl 2-[(4'-methoxy[1,1'-biphenyl]-4-yl)sulfonyl]amino-4,5-epoxypentanoate → 2-[(4'-Methoxy[1,1'-biphenyl]-4-yl)sulfonyl]amino-4-hydroxy-5-[purin-2-ylthio]-pentanoic acid (291541-18-9)

Guidance literature:

upstream raw materials:

4,5-diamino-1H-pyrimidine-2-thione

Downstream raw materials:

5-amino-2-thiocytosine dihydrochloride dihydrate

4,5-diamino-1H-pyrimidine-2-thione

2-[(4'-Methoxy[1,1'-biphenyl]-4-yl)sulfonyl]amino-4-hydroxy-5-[purin-2-ylthio]-pentanoic acid