32086-89-8

Basic information

• Product Name: 8-(1-hydroxyethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione
• CAS NO: 32086-89-8
• Molecular Formula: C₁₀H₁₄N₄O₃
• Molecular Weight: 238.2432
• Mol File: 32086-89-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 455.3°C at 760 mmHg
• Flash Point: 229.2°C
• Density: 1.46g/cm³
• Vapor Pressure: 4.41E-09mmHg at 25°C
• Refractive Index: 1.666
• CAS DataBase Reference: 8-(1-hydroxyethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 8-(1-hydroxyethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione(32086-89-8)
• EPA Substance Registry System: 8-(1-hydroxyethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione(32086-89-8)

Safety Data

• Hazardous Substances Data: 32086-89-8(Hazardous Substances Data)

Usage

General Description

8-(1-hydroxyethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione, also known as caffeine, is a central nervous system stimulant and the most commonly consumed psychoactive substance in the world. It is found in a variety of plants, most notably coffee beans, tea leaves, and cacao pods. Caffeine works by blocking the action of adenosine, a neurotransmitter that promotes sleep and relaxation, leading to increased alertness and wakefulness. It is also known to improve cognitive function, enhance physical performance, and may have protective effects against certain diseases such as Parkinson's and Alzheimer's. However, excessive consumption of caffeine can lead to side effects such as anxiety, restlessness, insomnia, and rapid heart rate.

Upstream product

• 58-08-2 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione 
• 75-07-0 acetaldehyde 
• 119-61-9 benzophenone 
• 64-17-5 ethanol 
• 172302-06-6 1,3,7-trimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purine-8-carboxylic acid amide 
• 109868-98-6 8-acetyl-1,3-dimethyl-3,7-dihydro-purine-2,6-dione 
• 89588-28-3 2,3,6,7-tetrahydro-1,3,7-trimethyl-2,6-dioxo-1H-purine-8-carbonitrile 
• 61639-76-7 8-(1-hydroxyethyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione 
• 67162-82-7 8-acetyl-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione 

Relevant articles and documents

Microwave-assisted modified synthesis of C8-analogues of naturally occurring methylxanthines: Synthesis, biological evaluation and their practical applications

An efficient, microwave-assisted, oxidant-interceded, transition-metal-free, cross-dehydrogenative Csp 2-Csp 3 coupling of C8-Caffeine 2/Theobromine 3/theophylline 4 with substituted aliphatic alcohol

Reduction-Triggered Doxorubicin Delivery by Self-Assembled Nanospheres of Lipoylated Caffeine

This study reports a new amphiphilic bioconjugate (CAFF-LA) derived from the lipoylation of a hydroxyethyl derivative of caffeine. In water, CAFF-LA self-assembles into nanospheres with an average size of 155 nm, as evidenced from dynamic light scattering and electron microscopy studies. The nanospheres are stable in serum and could be disintegrated upon exposure to the reducing environment of dithiothreitol (DTT; 10 mM) and glutathione (GSH; 10 mM). These nanospheres easily encapsulate the chemotherapy medication, doxorubicin (DOX), and demonstrate an efficacious transport into doxorubicin-resistant cervical cancer (HeLa) cells, wherein a marked induction in apoptosis and significantly lower IC50 have been observed when compared to that of free drug. The in vitro assessment of cell viability and hemocompatibility present these nanospheres as potentially safe and efficient intracellular reduction stimulus-responsive drug-delivery vehicles.

Photochemical Reactions of Caffeine with Aliphatic Aldehydes

Photochemical reactions of caffeine with several aliphatic aldehydes are performed.In the reactions with ethanal, propanal and butanal stable 8-acyl-8,9-dihydrocaffeines 2 and 3 together with unreduced 8-acylcaffeines 4 and 8-(α-hydroxy-alkyl)caffeines 6 are produced.Under similar conditions, the reactions of 2-methylpropanal, 2-methylbutanal and 2,2-dimethylbutanal resulted in the formation of the corresponding 8-alkylcaffeines 7. - Key Words: Caffeine / Aldehydes / Photochemistry / Purines