6-Anilinopurine

Base Information

• Chemical Name: 6-Anilinopurine
• CAS No.: 1210-66-8
• Molecular Formula: C11H9 N5
• Molecular Weight: 211.226
• Hs Code.: 2933990090
• European Community (EC) Number: 214-914-4
• NSC Number: 519242
• DSSTox Substance ID: DTXSID40153105
• Nikkaji Number: J217.064G
• Wikidata: Q83019935
• ChEMBL ID: CHEMBL359730
• Mol file: 1210-66-8.mol

Synonyms:6-Anilinopurine;1210-66-8;N-phenyl-9H-purin-6-amine;N-Phenyl-7H-purin-6-amine;N-Phenyladenine;N-Purin-6-ylaniline;6-Phenylaminopurine;N6-Phenylaminopurine;Adenine, N-phenyl-;PHENYL(9H-PURIN-6-YL)AMINE;1H-Purin-6-amine, N-phenyl-;6-N-Benzeneaminopurine;CHEMBL359730;EINECS 214-914-4;6-Anilino-1H-purine;6-Anilino-9H-purine;Oprea1_620347;N-phenyl-9H-purine-6-amine;SCHEMBL891009;IFLab1_002229;N-Phenyl-7H-purin-6-amine #;Phenyl-(9H-purin-6-yl)-amine;DTXSID40153105;HMS1418F07;BDBM50240929;MFCD04457455;NSC519242;STK899110;AKOS002203801;NSC 519242;NSC-519242;LS-06759;FT-0673827;AB00284498-02;A920330;J-004436;Z57745196

Chemical Property of 6-Anilinopurine

Chemical Property:

• Vapor Pressure: 2.74E-05mmHg at 25°C
• Melting Point: 278°C
• Boiling Point: 541.2°Cat760mmHg
• PKA: 8.91±0.20(Predicted)
• Flash Point: 281.1°C
• PSA: 66.49000
• Density: 1.431g/cm³
• LogP: 2.16950
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 211.08579531
• Heavy Atom Count: 16
• Complexity: 228

Purity/Quality:

99%, ^*data from raw suppliers

Phenyl(9H-purin-6-yl)amine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC2=NC=NC3=C2NC=N3
• Uses: Phenyl(9H-purin-6-yl)amine (cas# 1210-66-8) is a compound useful in organic synthesis.

Technology Process of 6-Anilinopurine

There total 13 articles about 6-Anilinopurine 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: 86.0%

aniline (62-53-3) + 6-chloropurine (87-42-3) → N-phenyl-9H-purin-6-amine (1210-66-8)

Guidance literature:

at 130 ℃; for 0.0166667h; microwave irradiation;

DOI:10.1016/j.tet.2007.02.124

Reference yield: 85.0%

N6-phenyladenosine (23589-16-4) → N-phenyl-9H-purin-6-amine (1210-66-8)

Guidance literature:

With hydrogenchloride; In water; at 100 ℃; for 0.333333h;

DOI:10.1039/c8ob00223a

Reference yield: 83.0%

aniline hydrochloride (142-04-1,36663-09-9) + hypoxanthine (68-94-0) → N-phenyl-9H-purin-6-amine (1210-66-8)

Guidance literature:

With N,N-dimethyl-cyclohexanamine; phosphorus pentoxide; at 150 ℃; for 24h;

DOI:10.1055/s-1982-29845

upstream raw materials:

6-chloro-7H-purine

aniline

6-(methylthio)-1H-purine

6H-purine-6-thione

Downstream raw materials:

6-anilino-9-(2,3-dideoxy-3-fluoro-β-D-erythro-pentofuranosyl)-9H-purine

Refernces

• 1、 Zhang, Chao,Shokat, Kevan M.. "Enhanced selectivity for inhibition of analog-sensitive protein kinases through scaffold optimization". . p. 5832 - 5838. Retrieved 2007.
• 2、 Rao, Desaboini Nageswar,Rasheed, Sk.,Kumar, Karampoori Anil,Reddy, Annem Siva,Das, Parthasarathi. "Copper-Catalyzed C NH2Arylation of 2-Aminobenzimidazoles and Related C-Amino-NH-azoles". . p. 2126 - 2133. Retrieved 2016.
• 3、 Emery, Andrew C.,Alvarez, Ryan A.,Eiden, Maribeth V.,Xu, Wenqin,Siméon, Fabrice G.,Eiden, Lee E.. "Differential Pharmacophore Definition of the cAMP Binding Sites of Neuritogenic cAMP Sensor-Rapgef2, Protein Kinase A, and Exchange Protein Activated by cAMP in Neuroendocrine Cells Using an Adenine-Based Scaffold". . p. 1500 - 1509. Retrieved 2017.