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It:Theobromine

From ChemWiki

Introduction

Theobromine is an alkyloid of the methylxanthine family. It is a common stimulant similar in structure to caffine. It is found in the cacoa plant, Theobroma Cacao, in bean form. It is abundant in between 1.5%-3% in cacao while caffine is between 0.2%-0.4% abundant. Counterintuitivly theobromine doesn't contain any bromine, the name of the compound comes from the name of the tree Theobroma Cacao.

Theobromine is also the key ingredient of all chocolate!!!

Effects

Theobromine has the following effects:

-Weak adenosine receptor antagonist

-Phosphosdiesterase inhibitor

-Smooth muscle relaxant

-Diuretic.

Uses

Theobromine is used in all chocolate; dark chocolate (or better quality chocolate) contains a higher proportion of theobromine than milk chocolate (or lower quality choclate). Production of chocolate is the primary use of theobromine, but not the only one.

Theobromine has been used to help those with high blood pressure as it dilates the blood vessels.

It has also been used as a diuretic as it increases urine production in the body. It is especially useful for those who have experianced heart failure, as heart failure can lead to biuld up of bodily fluids.

Chemical Information

Chemical Data
Names 3,7-dimethylxanthine,

3,7-Dihydro-3,7-dimethyl-1H-purine-2,6-dione (IUPAC)

Chemical formula C7H8N4O2
Molecular Mass 180.16
Properties
Melting Point 618-623 K
Form Solid
Colour White
Flavour Bitter
Solubility H2O: slightly soluble

aqueous base: moderately soluble

ethanol: slightly soluble

Reference http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/T4500


Structure

2D structure of Theobromine
3D structure of Theobromine (ball and stick)
Theobromine





Synthesis

Synthesis of Theobromine


Indian Journal of Heterocyclic Chemistry, 14(4), 301-306; 2005

References

Pages that I used to research this tiopic:

http://www.sigmaaldrich.com/catalog/search/ProductDetail/SIGMA/T4500

http://chemistry.about.com/library/weekly/aa090301a.htm

http://www.3dchem.com/molecules.asp?ID=155

http://www.greatvistachemicals.com/proteins-sugars-nucleotides/theobromine.html

http://www.xocoatl.org/caffeine.htm