6-Chloro-2-iodopurine

Base Information

• Chemical Name: 6-Chloro-2-iodopurine
• CAS No.: 18552-90-4
• Molecular Formula: C5H2ClIN4
• Molecular Weight: 280.455
• Hs Code.: 2933990090
• European Community (EC) Number: 803-076-0
• DSSTox Substance ID: DTXSID30463583
• Nikkaji Number: J1.614.349I
• Wikidata: Q72483486
• Mol file: 18552-90-4.mol

Synonyms:6-chloro-2-iodopurine

Chemical Property of 6-Chloro-2-iodopurine

Chemical Property:

• Melting Point: 198-203°C
• Boiling Point: 582.2 °C at 760 mmHg
• PKA: 5.55±0.20(Predicted)
• Flash Point: 305.9 °C
• PSA: 54.46000
• Density: 2.426 g/cm³
• LogP: 1.61090
• Storage Temp.: Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 279.90127
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

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

6-Chloro-2-iodopurine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC2=C(N1)C(=NC(=N2)I)Cl
• Uses: 6-Chloro-2-iodopurine is used as a reagent in the synthesis of MRS 2500 Tetraammonium Salt (M750200); a highly potent and selective antagonist of the platelet P2Y1 receptor that inhibits ADP-induced aggregation of human platelets. 6-Chloro-2-iodopurine is also used in the preparation of methanocarba disubstituted adenine nucleosides as highly potent and selective A3 adenosine receptor agonists.

Technology Process of 6-Chloro-2-iodopurine

There total 13 articles about 6-Chloro-2-iodopurine 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: 98.0%

6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine (403620-89-3) → 6-chloro-2-iodo-(9H)-purine (18552-90-4)

Guidance literature:

With copper dichloride; In ethanol; at 85 ℃; for 5h;

DOI:10.1039/b312629c

Reference yield: 76.0%

9-acetyl-2-amino-6-chloro-9H-purine (470483-92-2) → 6-chloro-2-iodo-(9H)-purine (18552-90-4)

Guidance literature:

With iodine; isopentyl nitrite; In tetrahydrofuran; at 50 - 60 ℃;

Reference yield: 73.0%

2-amino-6-chloropurine (10310-21-1) → 2-iodo-6-chloropurine (18552-90-4)

Guidance literature:

With copper(l) iodide; diiodomethane; isopentyl nitrite; In N,N-dimethyl-formamide; at 120 ℃; for 2h; Microwave irradiation;

DOI:10.1016/j.tet.2009.08.057

upstream raw materials:

6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

2,2-dimethylpropionic acid 6-chloro-2-iodopurin-9-ylmethyl ester

hypoxanthine

6-chloropurine

Downstream raw materials:

6-chloro-2-iodo-9-(tetrahydro-2H-pyran-2-yl)-9H-purine

2-iodoadenine

(2R)-2-[(6-benzylsulfanyl-9-isopropylpurin-2-yl)amino]butan-1-ol

(2R)-2-[[6-benzylsulfonyl-9-isopropyl-9H-purin-2-yl]amino]-butanol

Refernces

• 1、 Montanaro, Gabriele,Bertinaria, Massimo,Rolando, Barbara,Fruttero, Roberta,Lucas, Christopher D.,Dorward, David A.,Rossi, Adriano G.,Megson, Ian L.,Gasco, Alberto. "Novel R-roscovitine NO-donor hybrid compounds as potential pro-resolution of inflammation agents". . p. 2107 - 2116. Retrieved 2013/05/08.
• 2、 Hu, Yu Lin,Liu, Xiang,Lu, Ming,Ge, Qiang,Liu, Xiao Bin. "Synthesis of some biologically active halogenopurines". experimental part. p. 429 - 436. Retrieved 2010/12/29.