Theodrenaline Chemical Properties

Boiling point:

723.6±70.0 °C(Predicted)

Density 

1.51±0.1 g/cm3(Predicted)

storage temp. 

Store at -20°C

solubility 

Soluble in DMSO

pka

9.59±0.10(Predicted)

Theodrenaline Usage And Synthesis

Originator

Theodrenaline,ZYF Pharm Chemical

Definition

ChEBI: Theodrenaline is an oxopurine.

Manufacturing Process

A solution of 27 g of ω-chloroacetopyrocatechol in 150 ml of ethyl alcohol is added dropwise within 2 hours into a stirred and refluxed solution of 81 g of 7-(β-aminoethyl)theophylline in 200 ml of a 60% aqueous ethyl alcohol. Following this, boiling is continued for another 3.5 hours while passing through nitrogen, and the precipitated product is separated by suction filtration, washed with water and dried. The product is suspended in alcohol, admixed with alcoholic hydrochloric acid while heating until an acid reaction is observed and subjected to suction filtration after cooling. Obtained in this manner are 37 g of 7-[β-(β'-3,4-dihydroxyphenyl-β'- oxoethylamino)ethyl]theophylline hydrochloride having a melting point of 246- 249°C. To obtain an analytically pure product, the hydrochloride is dissolved in water and precipitated with acetone.
7.1 g of 7-[β-(β'-3,4-dihydroxyphenyl-β'-oxoethylamino)ethyl]theophylline hydrochloride are dissolved in 500 ml of distilled water and hydrogenated at 48°C in the presence of 1 g of platinum oxide. When no further hydrogen is absorbed after about 5 hours, the mixture is evaporated to dryness in vacuo. Purification is effected by taking up in methyl alcohol and mixing with ethyl acetate. Theodrenaline which has crystallized after several days is separated by suction filtration and dried in a desiccator. A product having a melting point of 176- 178°C is obtained in amount of 6.1 g.

Therapeutic Function

Analeptic

Biological Activity

Theodrenaline is a cardiotonic agent that is also often mixed with cafedrine in a proportion to form Akrinor, which has blood pressure-lowering effects.

in vitro

Akrinor evokes a positive inotropic effect in human atrial trabeculae via stimulation of β-adrenoceptors (AR).

in vivo

Akrinor TM produces significant potentiation of FSK effects, conceivable by PDE-inhibition, only at very high, clinically irrelevant concentrations of 420 mg/L.

Theodrenaline(13460-98-5)Related Product Information

• Theodrenaline
• 7-(2-aminoethyl)-3,7-dihydro-1,3-dimethyl-1H-purine-2,6-dione