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Caffeine

Catalog No. Bio-0579 Name InterBioScreen
CAS Number 58-08-2 Website http://www.ibscreen.com
M. F. C8H10N4O2 Telephone +7 49652 40091
M. W. 194.1906 Fax
Purity Email screen@ibscreen.chg.ru
Storage Chembase ID: 86

SYNONYMS

IUPAC name
1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
IUPAC Traditional name
1,3,7-trimethyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione
Synonyms
Guaranine
Theine
Cafipel
Coffeine
Methyltheobromine

DATABASE IDS

CAS Number 58-08-2

PROPERTIES

Application(s) Analeptic
Application(s) Psychotonic
Application(s) Psychostimulant
Application(s) Diuretic
Application(s) Widely used CNS, respiratory and cardiac stimulant, main effect on the cerebral cortex
Application(s) Possesses virucidal props
Application(s) Chemosterilant against stored grain pests.
Application(s) In the horse is used to treat colic, heat stroke, circulatory disturbance and fatigue, also for horse doping
Application(s) Used in many beverages
Application(s) Flavouring ingredient
Biological Source Component of coffee beans ( Coffea arabica ), many other Coffea spp., chocolate ( Theobroma cacao ), tea ( Camellia thea ), kolanut ( Cola acuminata ) and several other Cola spp. and several other plants (Rubiaceae, Sterculiaceae, Theaceae). Also occurs as a fungal metab. of Claviceps sorghicola
Mechanism of Action Inhibitor of cyclic nucleotide phosphodiesterases
Mechanism of Action Antagonist of adenosine receptors
Mechanism of Action Modulator of intracellular calcium handling

DETAILS

REFERENCES

  • Arnaud, M.J., Prog. Drug Res., 1987, 31, 273, (rev, chem, pharmacol, toxicity)
  • Somani, S.M. et al., Int. J. Clin. Pharmacol., Ther. Toxicol., 1988, 26, 521, (rev)
  • Lewis, R.J., Food Additives Handbook, Van Nostrand Reinhold International, New York, 1989, CAK500
  • Benowitz, N.L. et al., Annu. Rev. Med., 1990, 41, 277, (rev, pharmacol)
  • IARC Monog., 1991, 51, 291, (rev, tox)
  • Bott, K., Chem. Ber., 1993, 126, 1955, (synth)
  • Sitkowski, J. et al., Spectrochim. Acta A, 1995, 51, 839, (pmr, cmr, N-15 nmr)
  • Encyclopedia of Food and Color Additives, (ed. Burdock, G.A.), CRC Press, 1997, 363
  • Caffeine, (ed. Spiller, G.A.), CRC Press, 1998, (book)
  • Parliment, T.H. et al., ACS Symp. Ser., 2000, 754
  • Bogo, A. et al., Phytochemistry, 2000, 54, 937-939, (isol, ms)
  • Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, CAK500
  • Aldrich Library of NMR Spectra, 2nd edn., 1983, 2, 586A, (nmr)
  • Aldrich Library of FT-IR Spectra, 1st edn., 1985, 2, 710B, (ir)
  • Fischer, E. et al., Ber., 1895, 28, 2473; 3135, (synth)
  • Bredereck, H. et al., Chem. Ber., 1950, 83, 201; 1962, 95, 1902, (synth)
  • Blout, E.R. et al., J.A.C.S., 1950, 72, 479, (ir)
  • Sutor, D.J., Acta Cryst., 1958, 11, 453, (cryst struct)
  • Spiteller, G. et al., Monatsh. Chem., 1962, 93, 632, (ms)
  • Twanmoh, L.-M. et al., J. Het. Chem., 1973, 10, 187, (pmr)
  • Nicolau, C. et al., Z. Naturforsch., C, 1974, 29, 475, (cmr)
  • Suzuki, T. et al., Phytochemistry, 1976, 15, 1235, (biosynth)
  • Zubair, M.U. et al., Anal. Profiles Drug Subst., 1986, 15, 71, (rev, ir, uv, pmr, cmr, ms, occur, anal)
  • Negwer, M., Organic-Chemical Drugs and their Synonyms, 6th edn., Akademie-Verlag, 1987, 921