9-Cyclopentyladenine

Base Information

• Chemical Name: 9-Cyclopentyladenine
• CAS No.: 715-91-3
• Molecular Formula: C10H13N5
• Molecular Weight: 203.2437
• NSC Number: 19486
• UNII: Y9QMS8JX87
• DSSTox Substance ID: DTXSID70221720
• Nikkaji Number: J55.147C
• Wikidata: Q83099653
• ChEMBL ID: CHEMBL294590
• Mol file: 715-91-3.mol

Synonyms:9-Cyclopentyladenine;715-91-3;9-Cyclopentyl-9H-adenine;Adenine, 9-cyclopentyl-;6-Amino-9-cyclopentylpurine;9H-Purin-6-amine, 9-cyclopentyl-;Adenine, 9-cyclopentyl- (8CI);9-cyclopentylpurin-6-amine;9H-ADENINE, 9-CYCLOPENTYL-;9-Cyclopentyl-9H-purin-1-amine;9-cyclopentyl-9H-Purin-6-amine;9H-Purin-1-amine, 9-cyclopentyl-;NSC 19486;BRN 0211535;Y9QMS8JX87;CHEMBL294590;9-Cyclopentyl-9H-purin-6-ylamine;NSC-19486;C10H13N5;NSC19486;9-(cyclopentyl)-adenine;D0B3UE;UNII-Y9QMS8JX87;Lopac0_000273;SCHEMBL978424;DTXSID70221720;6-Amino-9-cyclopentyl-9H-purine;BDBM50009680;AKOS040750138;CCG-204368;SDCCGSBI-0050261.P002;NCGC00162114-01;NCGC00162114-02;NCGC00162114-06

Chemical Property of 9-Cyclopentyladenine

Chemical Property:

• Vapor Pressure: 5.85E-08mmHg at 25°C
• Melting Point: 180-183oC(lit.)
• Boiling Point: 440.5°Cat760mmHg
• Flash Point: 220.2°C
• PSA: 69.62000
• Density: 1.56g/cm³
• LogP: 2.10480
• Solubility.: H2O: >100 mg/mL
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 203.11709544
• Heavy Atom Count: 15
• Complexity: 228

Purity/Quality:

99% ^*data from raw suppliers

9-CYCLOPENTYLADENINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC(C1)N2C=NC3=C(N=CN=C32)N

Technology Process of 9-Cyclopentyladenine

There total 6 articles about 9-Cyclopentyladenine 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: 99.0%

C20H29N5O4 → 9-cyclopentyladenine (715-91-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1016/j.tetlet.2010.03.103

Reference yield: 70.0%

Cyclopentyl bromide (137-43-9) + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) → 3-cyclopentyl-3H-purin-6-amine + 9-cyclopentyladenine (715-91-3)

Guidance literature:

adenine; With potassium carbonate; In N,N-dimethyl-formamide; at 65 ℃; for 0.5h; Inert atmosphere;

Cyclopentyl bromide; In N,N-dimethyl-formamide; at 65 ℃; for 72h; Inert atmosphere;

DOI:10.1080/00397911.2011.642051

Reference yield: 48.0%

Cyclopentyl bromide (137-43-9) + adenine (66224-66-6,66224-67-7,66224-68-8,66224-69-9,134434-48-3,134434-49-4,134454-76-5,134461-75-9) → 9-cyclopentyladenine (715-91-3)

Guidance literature:

adenine; With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 0.5h;

Cyclopentyl bromide; In N,N-dimethyl-formamide; at 65 ℃; for 72h;

DOI:10.1016/j.bmc.2008.12.050

upstream raw materials:

6-chloro-9-cyclopentyl-9H-purine

formamide

Cyclopentyl bromide

adenine

Refernces

• 1、 Fletcher, Steven. "Regioselective alkylation of the exocyclic nitrogen of adenine and adenosine by the Mitsunobu reaction". experimental part. p. 2948 - 2950. Retrieved 2010/06/21.
• 2、 Lambertucci, Catia,Antonini, Ippolito,Buccioni, Michela,Dal Ben, Diego,Kachare, Dhuldeo D.,Volpini, Rosaria,Klotz, Karl-Norbert,Cristalli, Gloria. "8-Bromo-9-alkyl adenine derivatives as tools for developing new adenosine A2A and A2B receptors ligands". experimental part. p. 2812 - 2822. Retrieved 2009/09/08.