N-(4-butylphenyl)-7H-purin-2-amine

Base Information

• Chemical Name: N-(4-butylphenyl)-7H-purin-2-amine
• CAS No.: 104715-67-5
• Molecular Formula: C15H17 N5
• Molecular Weight: 267.333
• Mol file: 104715-67-5.mol

Synonyms:1H-Purin-2-amine,N-(4-butylphenyl)- (9CI); NSC 681703

Chemical Property of N-(4-butylphenyl)-7H-purin-2-amine

Chemical Property:

• Vapor Pressure: 1.12E-11mmHg at 25°C
• Boiling Point: 538.7°Cat760mmHg
• Flash Point: 279.6°C
• Density: 1.252g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(4-butylphenyl)-7H-purin-2-amine

There total 4 articles about N-(4-butylphenyl)-7H-purin-2-amine 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: 77.0%

2-(p-n-butylanilino)-6-chloropurine (104715-66-4) → 2-(p-n-butylanilino)purine (104715-67-5)

Guidance literature:

With hydrogen; potassium carbonate; palladium on activated charcoal; for 10h; under 2585.7 Torr;

DOI:10.1021/jm00384a019

Reference yield:

4-Butylaniline (104-13-2) → 2-(p-n-butylanilino)purine (104715-67-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 4-butylaniline hydrochloride / 2-methoxy-ethanol / Heating

2: 96 percent / phosphoryl chloride, N,N-dimethylaniline / 0.17 h / Heating

3: 77 percent / K₂CO₃, H₂ / 10percent Pd/C / 10 h / 2585.7 Torr

With hydrogen; potassium carbonate; p-butylaniline hydrochloride; N,N-dimethyl-aniline; trichlorophosphate; palladium on activated charcoal; In 2-methoxy-ethanol;

DOI:10.1021/jm00384a019

Reference yield:

2-bromo-1,9-dihydro-6H-purin-6-one (87781-93-9) → 2-(p-n-butylanilino)purine (104715-67-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 4-butylaniline hydrochloride / 2-methoxy-ethanol / Heating

2: 96 percent / phosphoryl chloride, N,N-dimethylaniline / 0.17 h / Heating

3: 77 percent / K₂CO₃, H₂ / 10percent Pd/C / 10 h / 2585.7 Torr

With hydrogen; potassium carbonate; p-butylaniline hydrochloride; N,N-dimethyl-aniline; trichlorophosphate; palladium on activated charcoal; In 2-methoxy-ethanol;

DOI:10.1021/jm00384a019

upstream raw materials:

2-(p-n-butylanilino)-6-chloropurine

N²-(p-n-butylphenyl)guanine

4-Butylaniline

2-bromo-1,9-dihydro-6H-purin-6-one

Refernces

Synthesis, Cell Growth Inhibition, and Antitumor Screening of 2-(p-n-Butylanilino)purines and Their Nucleoside Analogues

10.1021/jm00384a019

The study investigates the synthesis and biological effects of various 2-(p-n-butylanilino)purine derivatives and their nucleoside analogues. The chemicals involved include N2-(p-n-butylphenyl)guanine (BuPG) and 2-(p-n-butylanilino)adenine (BuAA), which were synthesized and tested for their inhibitory effects on mammalian DNA polymerase α, cell growth, and macromolecule synthesis. The study also explores the synthesis of 6-substituted analogues, such as 2-(p-n-butylanilino)-6-chloropurine (BuAC1), and their nucleoside derivatives. These compounds were found to inhibit DNA polymerase α, with the most potent being the 6-methoxy and 6-methylthio derivatives. The study also examines the effects of these compounds on DNA and RNA synthesis in HeLa cell cultures, revealing that some derivatives significantly inhibited these processes. Additionally, selected compounds were tested for antitumor activity in mice, with results indicating that while some compounds showed cytotoxic effects, none demonstrated significant antitumor activity in the P-388 lymphocytic leukemia model. The study provides insights into the structure-activity relationships of these purine analogues and their potential as anticancer agents.