42484-34-4

Basic information

• Product Name: 2-amino-1,9-dimethyl-1,9-dihydro-6H-purin-6-one
• CAS NO: 42484-34-4
• Molecular Formula: C₇H₉N₅O
• Molecular Weight: 179.1793
• Mol File: 42484-34-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 468.5°C at 760 mmHg
• Flash Point: 237.1°C
• Density: 1.6g/cm³
• Vapor Pressure: 5.95E-09mmHg at 25°C
• Refractive Index: 1.764
• CAS DataBase Reference: 2-amino-1,9-dimethyl-1,9-dihydro-6H-purin-6-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-1,9-dimethyl-1,9-dihydro-6H-purin-6-one(42484-34-4)
• EPA Substance Registry System: 2-amino-1,9-dimethyl-1,9-dihydro-6H-purin-6-one(42484-34-4)

Safety Data

• Hazardous Substances Data: 42484-34-4(Hazardous Substances Data)

Usage

Type

Methylxanthine derivative

Uses

Bronchodilator, smooth muscle relaxant

Conditions treated

Asthma, chronic obstructive pulmonary disease (COPD), bronchitis

Mechanism of action

Relaxing muscles in the airways, improving airflow to the lungs

Additional effects

Mild diuretic effect, central nervous system stimulant

Effects on

Heart, kidneys, respiratory system

Forms available

Tablets, capsules, injections

Caution

Should only be used under the guidance of a healthcare professional

Potential for

Side effects, interactions with other medications.

Upstream product

• 75-59-2 tetramethyl ammoniumhydroxide 
• 20535-83-5 O-methylguanine 

Relevant articles and documents

Photoemission properties of methyl-substituted guanines: Photoelectron and fluorescence investigations of 1,9-dimethylguanine, O6, 9-dimethylguanine, and 9-methylguanine

Photoelectron and fluorescence emission properties of 1,9-dimethylguanine (1,9-DMG), O6,9-dimethylguanine (O6,9-DMG), and 9-methylguanine (9-MG) have been examined. Gas-phase HeI photoelectron spectra have been compared with theoretical ionization potentials provided by HAM/3 semiempirical quantum mechanical calculations, and by SCF ab initio calculations carried out with 3-21G and 4-31G basis sets. Geometrics of 1,9-DMG and O6,9-DMG used in the calculation were based on X-ray crystallographic data measured in this investigation. For 1,9-DMG, which occurs in the amino keto form of guanine that participates in Watson-Crick base pairing, and for O6,9-DMG, which is a model compound for mutagenic and carcinogenic products formed in DNA alkylation reactions, ionization potentials have been measured for 8 and 10 of the highest occupied orbitals, respectively. For 9-MG, which can occur in either an amino keto or an amino enol form, the present results suggest that both tautomers occur in the gas phase, but that the amino enol tautomer predominates. Measurements of fluorescence emission spectra indicate that protonated 06,9-DMG has a higher fluorescence quantum yield that protonated 1,9-DMG or 9-MG. At a pH of 2.0 and at an excitation wavelength of 270 nm the relative emission intensities of O6,9-DMG, 1,9-DMG, and 9-MG are 11.0, 1.0 and 1.2 respectively, and the fluorescence lifetimes are 5.4, 0.4 and 0.4 ns. Results from HAM/3 and CNDO/S CI calculations on N7-protonated O6,9-DMG, 1,9-DMG, and 9-MG are consistent with the conclusion that the low fluorescence intensities of 1,9-DMG and 9-MG are related to the vibronic coupling of low-lying singlet nπ* and ππ* states, and to the occurrence of efficient intersystem crossing.