83-67-0 Theobromine AKSci J10550
 
 
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  J10550    AKSci Reference Standard
Theobromine
, >98% (HPLC)
 
3,7-Dimethylxanthine
2,6-Dihydroxy-3,7-dimethylpurine




IDENTITY
CAS Number:83-67-0
MDL Number:MFCD00022830
MF:C7H8N4O2
MW:180.16
EINECS:201-494-2
SPECIFICATIONS & PROPERTIES
Min. Purity Spec:>98% (HPLC)
Physical Form (at 20°C):Solid
Melting Point:>300°C
Density:1.5
Long-Term Storage:Store long-term in a cool, dry place
DOT/IATA TRANSPORT INFORMATION
Not hazardous material

REVIEW

 Theobromine stimulates medullary, vagal, vasomotor, and respiratory centers, promoting bradycardia, vasoconstriction, and increased respiratory rate. This action was previously believed to be due primarily to increased intracellular cyclic 3',5'-adenosine monophosphate (cyclic AMP) following inhibition of phosphodiesterase, the enzyme that degrades cyclic AMP. It is now thought that xanthines such as caffeine and theobromine act as antagonist at adenosine-receptors within the plasma membrane of virtually every cell. As adenosine acts as an autocoid, inhibiting the release of neurotransmitters from presynaptic sites but augmenting the actions of norepinephrine or angiotensin, antagonism of adenosine receptors promotes neurotransmitter release. This explains the stimulatory effects of xanthine derivatives such as theobromine and caffeine. Blockade of the adenosine A1 receptor in the heart leads to the accelerated, pronounced ''pounding'' of the heart upon caffeine intake.

REFERENCES
[1]Usmani OS, Belvisi MG, Patel HJ, Crispino N, Birrell MA, Korbonits M, Korbonits D, Barnes PJ: Theobromine inhibits sensory nerve activation and cough. FASEB J. 2005 Feb;19(2):231-3. Epub 2004 Nov 17.
[2] Slattery ML, West DW: Smoking, alcohol, coffee, tea, caffeine, and theobromine: risk of prostate cancer in Utah (United States). Cancer Causes Control. 1993 Nov;4(6):559-63.
[3] Bertrand, Gabriel; Compt. rend. 1932, V194, P26-8
[4] Sen, A. K.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry 1984, V23B(9), P870-3

GLOBALLY HARMONIZED SYSTEM (GHS)

Pictograms

Signal Word
Warning

Hazard Statements
H302

Precautionary Statements
P264; P270; P301+P312; P330; P501


Current as of February 22, 2024

AKSci Reference Standards are high-purity, low-impurity compounds suitable for use as standards.


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 APIs and Bioactives > Alkaloids


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