93905-75-0

Basic information

• Product Name: 2-amino-9-butyl-3,9-dihydro-6H-purin-6-one
• Synonyms: 2-amino-9-butyl-9H-purin-6-ol; 9H-purin-6-ol, 2-amino-9-butyl-
• CAS NO: 93905-75-0
• Molecular Formula: C₉H₁₃N₅O
• Molecular Weight: 207.2324
• Mol File: 93905-75-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 477.8°C at 760 mmHg
• Flash Point: 242.8°C
• Density: 1.49g/cm³
• Vapor Pressure: 2.71E-09mmHg at 25°C
• Refractive Index: 1.717
• CAS DataBase Reference: 2-amino-9-butyl-3,9-dihydro-6H-purin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-9-butyl-3,9-dihydro-6H-purin-6-one(93905-75-0)
• EPA Substance Registry System: 2-amino-9-butyl-3,9-dihydro-6H-purin-6-one(93905-75-0)

Safety Data

• Hazardous Substances Data: 93905-75-0(Hazardous Substances Data)

Usage

Main properties

1. Chemical name: 2-amino-9-butyl-3,9-dihydro-6H-purin-6-one
2. Common name: BU-224
3. Classification: Purine derivative
4. Butyl substituent at the 9-position

Specific content

Belongs to the purine class
Derivative of adenine
Studied for potential pharmacological properties
Effects on adenosine receptors
Potential applications in treating neurological disorders, cardiovascular diseases, and cancer
Promising candidate for drug development and medicinal chemistry

Upstream product

• 19916-73-5 2-Amino-6-benzyloxypurine 
• 10310-21-1 2-Amino-6-chloropurin 
• 1175562-15-8 N₂-Boc-9-butyl-6-chloro-9H-purin-2-ylamine 
• 60462-37-5 2-amino-6-butylamino-3H-pyrimidin-4-one 
• 112233-74-6 N₂-acetyl-O₆-(diphenylcarbamoyl)guanine 
• 71-36-3 butan-1-ol 
• 14666-87-6 9-Butyl-2-amino-6-methylmercapto-9H-purin 
• 77287-34-4 formamide 
• 408508-07-6 2-Amino-6-butylamino-5-nitroso-3H-pyrimidin-4-one 

Relevant articles and documents

Exploration of charge-transfer solids utilizing nucleobases: Nanoarchitectures by hydrogen-bonds in the ionic assemblies of guanine and TCNQ derivatives

We studied formation and structural characteristics of charge-transfer solids of 9-n-butylguanine (BuG) with fluorinated tetracyanoquinodimethane derivatives (FnTCNQ, n = 4, 2, and 1). Complex formation in a methanol (MeOH)-containing solvent generated two types of salts composed of either a methoxy-substituted anion or a fully ionic anion radical of F nTCNQ. In all anion radical salts, BuG existed as a protonated or a hemiprotonated species, BuGH+ or (BuG)(BuGH+), respectively, and formed hydrogen-bonded (H-bonded) assemblies. In these BuGH+ assemblies, FnTCNQ?- molecules were fixed and aligned periodically, providing H-bonded polycationic templates. In (BuGH+)(F4TCNQ?-), BuGH+ dimers by complementary H-bonds formed a two-dimensional (2D) polycationic sheet. The F4TCNQ?- face-to-face dimers formed a one-dimensional (1D) segregated column aided by formation of H-bonds with BuGH+. In (BuGH+)(F2TCNQ?-)(MeOH), BuGH+ dimers by complementary double H-bonds formed a 1D polycationic ribbon supported by MeOH-mediated H-bonds. A 1D mixed stack column of (BuGH+) 2 and (F2TCNQ?-)2 dimers was formed owing to their complementary geometry and size. In (BuG)(BuGH +)(F1TCNQ?-), a new type of BuG-BuGH + pair formed a 1D ribbon supported by complementary H-bonds, and F1TCNQ?- dimers were aligned by H-bonds with the BuG-BuGH+ ribbon.

Mitsunobu coupling of nucleobases and alcohols: An efficient, practical synthesis for novel nonsugar carbon nucleosides

(Chemical Equation Presented) A simple facile synthesis of substituted purine derivatives has been developed by using Mitsunobu conditions for an alcohol and a respective nucleobase. A wide range of alcohols produces good to excellent yield (>90%). The resulting purine analogues show good regioselectivity with N-9 substitution as the dominant products in most of the cases. Application of diastereospecific alcohols reveals a complete inversion of the carbon stereogenic center giving a single diastereomer. More than two dozen novel nucleobase derivatives have been prepared in high yield.

ALKYLATION OF 6-METHYLTHIO- AND 6-BENZYLOXYGUANINE UNDER PHASE-TRANSFER CONDITIONS

Phase-transfer-catalyzed alkylation of 6-methylthio- and 6-benzyloxyguanine followed by acid hydrolysis provides a simple procedure for the preparation of various 9- and 7-substituted guanines.