3-isobutyl-1-methylxanthine
Structural formula | ||||||||||||||||||||||
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General | ||||||||||||||||||||||
Surname | 3-isobutyl-1-methylxanthine | |||||||||||||||||||||
other names |
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Molecular formula | C 11 H 13 N 4 O 2 | |||||||||||||||||||||
Brief description |
white to beige solid |
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properties | ||||||||||||||||||||||
Molar mass | 222.25 g mol −1 | |||||||||||||||||||||
Physical state |
firmly |
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Melting point |
201 ° C |
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safety instructions | ||||||||||||||||||||||
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Toxicological data | ||||||||||||||||||||||
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . |
3-Isobutyl-1-methylxanthine , IBMX for short , is a heterocyclic compound from the group of xanthine derivatives or purine alkaloids , which is very similar to caffeine .
Properties and use
IBMX is a colorless solid that dissolves well in ethanol , DMSO and water with a basic pH value, but poorly in pure water. The substance decomposes in solution or when heated and must therefore be stored at temperatures below 5 ° C. IBMX is used in biology for the detection of phosphodiesterase ( PDE ), since the activity of cAMP- PDE is inhibited by this molecule.
safety instructions
IBMX is flammable, which can produce carbon monoxide and nitrogen oxides . In 7-10 day old rats, administration of IBMX produced a reduction in learning ability and behavioral problems. The substance was found to be toxic in mice; the LD 50 value after intraperitoneal intake was 44 mg / kg body weight. It is therefore about four times more toxic to mice than the related caffeine (168 mg / kg).
Individual evidence
- ↑ Data sheet 3-isobutyl-1-methylxanthine from Acros, accessed on February 20, 2010.
- ↑ a b c d e data sheet 3-Isobutyl-1-methylxanthine from Sigma-Aldrich , accessed on March 18, 2011 ( PDF ).
- ↑ Caffeine derivatives on Erowid .
- ↑ a b Material data on IBMX at Applicher .
- ^ S. Gangolli (Ed.): The Dictionary of Substances and Their Effects. Volume 3 2nd edition, Royal Society of Chemistry, 1999, ISBN 978-0-85404-818-2 , p. 830.
- ^ BS Neal: Psychopharmacology. Berlin, 1991, 103 (3), pp. 388-397.
- ↑ European Journal of Medicinal Chemistry , 1990, Vol. 25, p. 653.
- ↑ Chemical & Pharmaceutical Bulletin , 1974, Vol. 22, p. 1459.